deanssexplorations

[deanssexplorations]

Pornstar Hookup

It was an average Monday night and I was minding my own business watching TV with my wife and daughter. It was definitively not a play night. In fact, I was instead looking forward to the next night's date, a friend coming into town on Friday, and a Decadence party on Saturday.

Little did I suspect how the night would end.

About three hours earlier and about 20 miles to the south, Karla sat in a little taqueria, swiping on Feeld. She had flown in from Florida that morning, had the evening free, and was going to be flying back the next morning. She was horny as hell and hoping to make a connection for that evening.

One of her followers had sponsored the trip, they had hooked up, and the results had been, shall we say, less than she had hoped. Hence Karla being horny as hell. Karla is an OnlyFans content creator, which my 57-year old self thinks of as today's equivalent of a pornstar. She has a bunch of followers, puts out a ton of content, and earns her living this way. And she was nominated for an AVN award this year. So yeah, I'd say she's the real deal.

Karla is also insatiable. In fact, you will find her on OnlyFans at InsatiableKarla. She and her boyfriend have a no-rules, anything-goes approach to their relationship, which extends to her interactions with her fans. She enjoys fucking them, and if one of them wants to fly her out, and compensate her for her time, she's more than game.

That morning, after she arrived at the airport this particular follower had an Uber bring her to a lovely hotel in Sunnyvale where he was waiting for her. They had lunch then retired to the room for some sexual play. He was apparently rather inexperienced with very little skills or stamina, and the session had been a bit of a bust. So when he left that afternoon she found herself with a free evening on her hands. And a very unsatisfied appetite.

And I don't mean for the tacos she was munching on. InsatiableKarla, after all.

Meanwhile, 20 miles north and three hours later, my wife, daughter, and I had just finished watching our shows and the family was making its way to their bedrooms. It was about 10:20, and I checked my phone to see if I had any sexy messages waiting for me.

Now is the point in the story where you should be thinking I popped open Feeld, swiped Karla's profile, and started chatting. But that's actually not it. Instead, I saw a text from my good friend and Decadence co-host William, asking whether even though it was late and last minute I was by chance free that night.

William was looking to hook me up. What a guy.

I thought he might be up to something (odd for a Monday, which got my antennae up), but I noticed that the time stamp on his note to me was 8:56, well over an hour previously. And I assumed that whatever he had cooking up had either already happened or was no longer in the cards. But I responded, and he told me he had connected with a woman on Feeld earlier who was in a hotel room and was looking to get down that night.

Unfortunately he couldn't get away that night, and since Karla was in town only for the one night, they were not able to connect. So, acting as the compersionate gentleman he is, he asked if she wanted to hook up with his friend Dean.

[Editor's note: Karla later told me she has a thing for older, bald, bearded guys. She had gotten a bunch of other matches on Feeld, but no one who was really doing it for her. Good thing William and I share some physical traits in common!]

I told him I was indeed down and after he brokered a bit of back-and-forth came the text, "You're in! Her name is Karla and she's staying at the XXX hotel in Mountain View. Very down to play."

Ten minutes later I was on the freeway heading to Mountain View.

Karla and I did a bare minimum of texting during the drive. She gave me her room number and informed me the elevator didn't require a room key. I told her to leave the door open a crack. She asked if she should be clothed or naked when I arrived. I replied "naked, of course."

Of course.

Right around 11:00 I arrived and made my way through the hotel lobby. As I exited the elevator and strode down the hallway I reflected on how different my attitude was that evening than, say, for my date with Blindfold Girl. That situation had been somewhat similar, but was very early in my nonmonogamous sexual escapades. But while on that occasion my heart was in my throat and I wasn't sure if I should be fearing for my personal safety, tonight I was calm, cool, and collected, taking it as a matter of course that I would be soon walking into a room with a fully naked woman ready to fuck my brains out.

As I reached the end of the hallway, I saw the door open just a crack with music emanating therefrom. I entered to find Karla lying on the bed, wearing nothing but an enormous smile.

William is such a star. What a generous hookup he had given me.

Karla is a Latina in her mid- to late-40s with a gorgeous smile and a great body. Sexy tattoos. Tan over every inch of her body, and I mean every inch. She didn't have a tanline anywhere, not even under her tits or in the little crease between her thigh and butt cheeks. I was so excited to see her lying there.

[Editor's note: regular readers know I change everyone's names in this blog, including my own, and never share face pictures so as to protect people's privacy. But on the rare occasion I fuck a sexually-public persona, like my friend Erika Love, I may include their (porn) name and face pictures if they provide permission. In Karla's case she is very public with her pictures and persona, and everything in this blog is shared with her review and enthusiastic permission.]

I had already thought about my opening move. Walking to the side of the bed, my first words were "unzip my pants and give me a blowjob." Like a kid digging into her Christmas presents, she gleefully scuttled over, pulled my already hard cock out, and took the shaft into her mouth.

Karla gave amazing head. She deepthroated like a champ, and not surprisingly I never felt a hint of a tooth the entire evening. She sucked my cock for quite a while, and as she did so I began undressing, after which I pushed her on her back and started fucking her. We fucked and fucked, in a variety of positions. I went down on her, and she sucked my cock some more.

One thing I noticed right off the bat was the strength of her vaginal contractions. I'd say she is tied with my friend Samantha for having the strongest vaginal contractions I've ever experienced. [Editor's note: I'm seeing Samantha next week so I'll have to do a careful comparison. You know, for science.] They started pretty much from the moment my cock entered her pussy and were so strong that on more than one occasion they pushed my cock out entirely.

And she got as well as she gave. Her nipples were extremely sensitive and she was clearly getting off when I sucked them. Proceeding further down her body, she writhed, moaned, and shrieked, even during my slow build-up to her pussy and to clit.

Oh, yes, that clit. [Editor's note: that is a selfie she took literally as she lay in bed waiting for my arrival.]

Not only was Karla tied for the strongest vaginal contractions I've ever seen, but she was also tied for the largest clit I've seen in person. It was easily the size of my pinky and stuck out a good centimeter or so when aroused. It was all I could do going down on her NOT to stampede straight to it and instead force myself to tease her and slowly build up to it. And when my tongue did finally make its way to the grand prize it seemed to send her through the roof.

But that was just the beginning. I fucked her doggy style, she straddled me in cowgirl. She used her magic wand while I fucked her. We took a bunch of pictures and videos, which I've given her permission to use on her site. She certainly won't be using any video from her encounter earlier in the day.

I'm such a gentleman.

The whole time she maintained a dreamy expression with a huge smile, muttering "que rico" over and over. Which she later told me meant "delicious" and I understand to be a pretty common expression for Spanish speakers to use during sex. She was clearly enjoying her release after a whole day of bad/no sex.

Poor, poor Karla.

After a good hour or so, I was fucking her on the edge of the bed and felt the telltale signs of a building orgasm and let it wash over me, letting out my signature loud, guttural vocalizations. After cuddling for a minute we took a break to chat, which is when I learned most of her backstory and about her day. I learned that her boyfriend is her business partner and films most of her content, that Fort Lauderdale is a better place to find swingers than Miami or even Tampa Bay, that she regularly throws MFFFFF parties for her boyfriend while he throws MMMMMFs for her, and that the most guys she's fucked in one night was about 16. At a sex party.

About double my number at one party.

After I got my second wind we went at it again, highlights of which included anal and fisting. We did it all. Well, she asked me to fist her and in fairness I came darn, darn close. But I have a very big fist. And while I'm confident I probably could have gotten it all in had I really tried, and she did really want me to, it was our first date after all and I didn't want to overdo it. I didn't quite get the knuckles completely in. Which I'm interpreting to mean that I've still only achieved "full fisting" just twice (but I just discovered, I've only written about other near-fisting experiences).

Finally, around 1:00, it was time for me to head home. I had an 8:00 am call after all. And it wasn't even a date night! Karla told me she could have easily gone all night, and I completely believe her, but she was at least happy and as satiated as it's possible for her to get. Thanks to our encounter, from a sexual perspective her trip hadn't been a total bust. I told her I'd love to see her again and invited her to a future Decadence party. She said she'd love to do an MFM with me and William (she mentioned DP), and we both agreed her follower should save his pennies and fly her out again.

But regardless of whether we are able to get together again down the line, if nothing else we have that one amazing hookup we can always look back on.

My hookup with the pornstar.

William's amazing hookup.

My pornstar hookup hookup.

(See what I did there?)

#PornstarHookup #MindingMyOwnBusiness #IncrediblyOrgasmic #IncredibleClit #HookupHookup #Karla #William

[deanssexplorations]

The only shot from my recent MFFFF fivesome that stands the slightest chance of getting past the Tumblr NSFW police.

Fingers crossed!

#Diana #Laura #Bella #Evie

[deanssexplorations]

Birthday MFFFF Fivesome

It was that time of year again when I find myself thinking about throwing a party for myself and a bunch of girlfriends. Long-time readers will recall the MFFF(F) fivesome I threw nominally for my 50th birthday, although I was 52 when I was finally able to pull it off, and how I followed it up last year with an MFFF foursome. Both of which were off the charts fun and both of which I knew would be really hard to top.

I don't want this sort of thing to become routine, and while I know that the significant others of the ladies in question are generally incredibly compersionate and are genuinely excited for their partners to have new and amazing experiences, I also realize what an incredibly privileged position I'm putting myself in and I want to be at least cognizant of the feelings of everyone involved. Including the male significant others.

Thinking that my mostly girlfriends parties should be a very occasional treat, I was thinking about not bothering this year, and to instead plan one for next year, implying that it would turn into an every other year proposition. But I brought it up with Jennifer, who has a great sense for this sort of thing and whose opinion I have incredible respect for, and who was at last year's event and would have been a prime candidate for this year's.

I asked if she thought it would be too decadent, incite jealousies among the significant others, or would otherwise not be a good idea, but instead of displaying skepticism she was very warm to the idea and suggested that I simply ask for what I want. If enough women wanted to be there then why not? So I decided what the hell; I would go for it. After all, there are a few new women in the mix now that we're throwing our Decadence parties whom I felt would probably really enjoy it, and the idea of doing another one just seemed like too much fun to pass up.

One thing I learned from my previous two experiences is that while I appreciated the heteroflexible women who attended the first one because they were my friend and wanted to do something fun for me, and/or because they were attracted to the sheer spectacle and once-in-a-blue moon nature of the opportunity, it's much better to have women who are there because they actually want to fuck other women. Said differently, I've am now at the point where I am looking to invite only truly bisexual women to these parties.

It's so much better.

Throwing something like this today is night and day than it was for me five years ago, when I threw my MFFF(F), the main difference being the incredible community of FWBs I'm fortunate to have in my network - as I often say, I'm the luckiest man I know. So when I put together my invitation list I was thrilled to count a good eight women who I wanted to invite and who I knew would be excited to play with the other women.

I am indeed the luckiest man I know.

After some Doodle polling, we settled on a date that worked best for most people. Alas, one was houseboating that weekend, and another and her significant other aren't at the point they are playing individually, but Diana, Laura, Bella, Evilin (Evie for short), Jennifer, and Arti were all in. Which would have made it an MFFFFFF seven-some.

Yes, exactly. Luckiest man.

I booked a suite at the local Four Seasons, gathered my array of party gifts and sex toys, and agreed with Bella for her to bring the playlist. She builds a mean playlist. All was set.

Unfortunately, the week leading up to the party we lost Arti, who had to fly home to be with a family member in crisis, and Jennifer, who was under the weather. And who was eating her heart out, as I don't believe any woman in my circle is more excited to play with other women than Jennifer. We truly missed her. So when the day came, we were down to five: me, Diana, Laura, Bella, and Evie.

Still. An amazing, all-star turnout.

When the day came - which was last night, as I type this - we gathered in the hotel lobby, then enjoyed drinks and appetizers in the hotel bar/restaurant. I had requested everyone wear a little slinky, sexy dress, while I came in a well-tailored suit and crisp white tie. Diana was in a skin-tight LBD that accentuated her to-die-for ass, under a black mink coat that would have fit right in in an Audrey Hepburn movie. Laura was in a stretchy, skin-tight dress that zippered down the front, with the zipper pulled down so you could see her the pink lingerie peeking out. Bella was in a beautiful red red-carpet patterned dress that accentuated every curve - and that had actually seen the red carpet, and Evie was wearing a short, black, low-cut sequined dress that left very little to the imagination.

The women looked amazing.

After a couple of rounds of drinks, lots of talk about sex and relationships, and a fun round of Never Have I Ever (in which I said I'd never been in a room where two women had scissored each other and a few women at the table drank to that!) we headed up to the room, where we set up Bella's music, poured some champagne, and settled in on the couch and comfy chairs in the suite's anteroom.

Upping the ante, we graduated from Never Have I Ever to Truth or Dare, where we made it past I think three Truths (in which I revealed that in the 11+ years I've been pursuing my ENM journey, that yes, there has been a small handful of women who I could have envisioned being in a long term relationship with had I not been in a stable marriage), before I dared Diana to make out with Evie.

It was pretty much all downhill from there.

Soon all four women were making out on the couch, in their thongs or lingerie, while I snapped photos and videos of the sexy scene.

[Editor's note. Pictures! Hooray! While I'm in a much less picture-excited state these days than when I was first starting out, I do enjoy visual reminders as I reminisce about past sexy encounters. Unfortunately our Decadence parties have grown to the point that they have become no-picture events, just because with so many people it's almost certain that at least one person isn't going to be comfortable with it. But all six of the original women who had RSVPed - and the four who actually made it - are picture-friendly. We had decided upon a set of rules ahead of time, mainly that nothing will be shared outside our group without everyone's consent , and we were free to snap away!]

After a few minutes of debauchery on the couch I led everyone to the bedroom where we formed a puppy pile, which continued in different permutations for pretty much the remainder of the evening. I initially paired up with Bella, who gave me a blow job while I fingered her and made her squirt, while Diana and Evie tried one of Evie's sex toys on Laura.

The evening flowed from there. After I went down on a couple of the women and received a few blowjobs (one highlight: Laura was laying on her back while I was going down on her, my chest on the bed with my feet on the floor and hips hanging over the side when I felt someone who turned out to be Evie angling her head between my legs and start giving me a blowjob), I decided it was time to break out the condoms and start fucking my way through the guest list.

I began with Evie, then Laura, Bella, and finally Diana. But who's counting. We morphed from position to position, kissing, fondling, licking, and sucking. I'd kiss Bella while fucking Laura. I'd fuck Bella while Diana played with her pussy. Hands roamed around the bed and the bodies, stroking, squeezing, and fondling. Sometimes two or three people would pair up, while other times there was just a massive pile of arms and legs and tits and pussies.

A few more highlights. I had encouraged women to bring some favorite sex toys, and I had brought a few myself. At one point Evie broke out her strap-on with a dildo that went insider her (the wearer's) pussy, so that when she pegged her friend (in this case Laura), both of them received stimulation. I loved watching Evie bend Laura over the edge of the bed and go to town, the two of them achieving a near-simultaneous orgasm.

Another highlight, also involving Evie and Laura. I had brought a double-headed dildo and told the women I would love to see it used, which would have been a first for me. After the pegging encounter, Evie secured the double-headed dildo and she and Laura gave it a go. First they both got on their knees, ass-to-ass, while we inserted one end into each pussy and they proceeded to thrust their hips backward and forward. After enjoying that position for a while, they flipped onto their backs, pussy-to-pussy, with one end of the dildo in each, while Bella (who has her share of experience with double-headed dildos) coached them to clasp hands and thrust back and forth.

I got some amazing pictures and videos.

At one point we had our traditional halfway lull, lying in bed and chatting, then we got a second wind and went at it again. I fucked Diana up against the hotel window for the world to see, eventually coming in her with one of my loud, trademark growls. It was amazing.

As the five of us lie in bed, cuddling and snuggling (and taking one of my favorite selfies ever, which I will unfortunately never publish because it has all five of our very recognizable faces, along with our very naked bodies with tits and other NSFW parts quite visible) we compared notes.

A few things we talked about and I continue to find interesting as I reflect back on the evening. For one, I asked everyone what they thought would have been different had I not been there. The consensus is that things would have been softer, and a bit slower. The women would have spent more time on the couch before clothes came off. They felt that having the male energy in the room increased the level of intensity, and things moved along a bit further and faster.

I found the energy mix of the evening to be particularly interesting. Even though I made up only one of five people present - 20% of the humans in the mix - my own estimate is that male energy represented more like maybe 35% of the sexual energy in the room. Partly because I am just a naturally assertive sexual presence, but I think also because in a situation like that I believe male energy just has a higher volume than female sexual energy.

Early on, Bella had asked what I was hoping to get out of the evening. My response was that while I was excited to fuck a lot of women that night, that accomplishment was no longer the bucket list item it once was. I've been there and done that already. There was very little that I was likely to do that night that I hadn't done before. But what really excited me was the ability to provide a unique experience for these lovely women and to be a participant observer in their explorations.

Bella told us how difficult she finds it to find women to play with and everyone agreed. Laura told us a story of how at a sex party, she and another woman were going at it, and it took her significant other Glen to fend off the men who wanted to break in on them. And what a gift that had been for her. In our crowd at least, while there's a reasonably large amount of female on female play there's often a male involved and, an all-female orgy (or almost all-female) like the one we had last night is quite rare.

Five years ago, hell, even two years ago, I was all about the raw numbers at a party like this. If I'm being perfectly honest, it had been an ego thing for me. Look how cool it is that I can pull off something like this. The silverback gorilla still has it.

I hate to admit it but those first two times it was largely about me.

But this year, something felt very different. For me at least. Maybe because it wasn't the first time I've done something like this (or even the second or the third) the sheer ego trip aspect was no longer front and center. Instead, I was more excited for the women than for me, and I genuinely wanted them to each have a unique, one-of-a-kind sexual encounter. Which is why I did my best to make everything sexy and smooth and seamless.

Sure, I was going to have my fun and fuck my fill, but this year I really wanted it to be about the women. And I think it really was, actually. Compersion was the word of the day.

I have to say, I like it much better this way.

#MFFFF Again #GettingGoodAtThis #DoubleDildo' #StrapOn #Compersion #Diana #Laura #Bella #Evie #Jennifer #Arti

[deanssexplorations]

Went Down So Hard on Her My Lips Were Sore

A few weeks ago I removed a blog entry for the first time. It was about a date with my friend Gabi, coming out of lockdown, in which I went down on her for well over a half hour and the two of us enjoyed a lovely, intimate, orgasmic experience. I published it with her knowledge and permission, but she recently reconsidered her comfort level and asked me to take it down.

I kind of miss that entry though, because it was one of my most extensive descriptions of going down on a woman, and with friends recently asking to read my thoughts on providing oral pleasure, I decided to resurrect and rewrite the entry, but in a slightly different form.

So in this entry my goal is to leverage the narrative from my night with Gabi, but to tell it in a different context and instead focus on a recent night at Twist, my favorite sex club in San Francisco. I've never quite approached a blog entry this way before so let's see how it goes.

At Twist my night had been going well. I was there with my friend Dusty and after a while we had found another couple to play with and I was going down on the woman, a lovely blonde whose name I never did get, while Dusty was being fucked by her date.

Normally, when I'm on a one-on-one date, I like to take my time when performing cunnilingus, stretching out the enjoyment both for myself and for her. I believe so much is tied to the build up, and I like to take it slow, teasing her and building the anticipation . [Editor's note: if you really want to read a story about building anticipation, check out the Orgasmed with Her Pants Still On entry.]

Of course, it's different with every woman, and every date. Partly just because I don't want to follow the same playbook every time. It would get boring for me. But mostly because every woman, as I said, is different. Some are more orgasmic than others. Some like it rough and others like it gentle. Some love a long, slow build up while others would rather cut to the chase. You just have to get a sense for each woman and go where the mood - and their body language - takes you.

That said, if I have to describe a typical cunnilingus session, for me at least it all starts with a kiss. I love a long, slow, sensuous kiss, feeling her body quiver as I hold her head in my hands and run my fingers through her hair. Then I like to turn my attention to her neck and shoulders, kissing them lightly and stroking them with my beard, listening for her soft moans of delight.

I will usually continue my journey, in no rush, lingering for a while at my date's tits. I enjoy just taking the time to play with them, in the truest sense of the word. With no objective, no agenda,  no goal. I will fondle them for a bit, sucking and licking her nipples, maybe tracing them with my fingers.

After having my fill of her tits, I will allow my attention to start wandering lower and lower, slowly making my way down to her stomach, her belly button, and finally her pubic mound.

Usually I'll linger for quite a while before removing her panties. Instead I will play with them, teasing and torturing her the whole while. I may pull her panties down slightly , exposing and playing with the top of her pubic hair (if she has any). I may stick a finger between her panties and her pussy, pulling them away from her wetness, but being careful not to touch her pussy with my fingers. I may run my nose or chin up and down her panties, enjoying any wet spot I encounter. I may open my mouth wide and exhale slowly, allowing her to feel my hot breath through the thin fabric.

Finally, when I judge she can't take it any more (or maybe even well past that point) , I will slowly remove her panties and take in the pink beauty that lay beneath.

I love to just drink in my date's pussy, examining her puffy outer lips and inner ones peeking out. I'll check out whether her clit is standing at attention or whether it's being shy, hiding under her perky little hood.

At this point, I might start playing with her outer lips with my fingers, feeling how wet she is. I'll often trace her labia with my fingers, maybe taking it between my thumb and forefinger, applying gentle pressure to the pussy, gently moving it back and forth.

I will usually start kissing and sucking her outer lips, maybe nibbling gently and playing with them with my lips and tongue.  As with her tits, I am never in a hurry when exploring her pussy. I will take my time to enjoy every aspect of the ride. 

When going down on a woman I almost always avoid her clit until the last possible moment. I will work my way around her pussy, slowly making my way ever closer to her clit, but taking care not to actually touch it. Instead I want to torture her and make her wait.

By this point we could be 10 or 15, maybe even 20 minutes in, and chances are her clit is fully engorged, throbbing for attention. At this point I'll likely start using my tongue to trace all around it, around the hood, just above, below, and to the sides of it, but not yet giving it direct stimulation.

Another thing I like to do around now, if I haven't already, is to start playing with her pussy with my hand, touching her folds with my fingertips while my tongue continues its torturous circles around her clit. So close and yet so far. Eventually, my fingers work their way into her vagina, and I will start slowly massaging her G spot. Depending on her orgasmic style, I may start to feel vaginal contractions from the stimulation I'm delivering.

But you never know for sure. Every woman is different.

Finally, when I sense she's ready to explode, I will allow my tongue to find its way to her clit. I find it best to apply steady, gentle pressure, with rhythmic motions, which could be side to side, or could be in the form of gentle circles. But the key is whatever technique I've chosen, to continue it without variation. This steady rhythm is what I've found to be most likely to send her over the edge.

But I have one last trick, which I'll pull out when I really want to drive her crazy. I will envelope her clit in my lips, and apply gentle suction, while continuing to perform rhythmic flicking or circling with my tongue. With this technique I'm simultaneously pulling her clit out of its hiding spot and engorging it with blood, while still providing gentle, rhythmic stimulation. I've rarely met a woman who doesn't go nuts for this particular move.

Now, with the blonde woman at Twist, I accelerated the process a bit, which is par for the course as no one spends a half hour on foreplay at a sex club - in my experience at least. But I still followed the broad outlines I just described, playing with her tits and her stomach, starting with her outer lips, eventually rhythmically circling my tongue around her clit while my fingers found their way into her pussy.

And, eventually, I applied my suction trick.

I don't know what it was about this particular woman, but the moment I applied suction, her entire body convulsed, her back arched, and she grabbed my head and pulled it in closer to her pussy. But instead of a "stop doing this" grab, it was unmistakably a "don't you dare stop doing this" grab.

So I didn't stop. I just kept on applying the suction (and the back and forth tongue action, and the fingers in her pussy), and she maintained her orgasmic ride. For a heck of a long time. I could sense orgasm after orgasm washing over her and I could feel her pussy convulsing over and over. Every muscle in her body was tensed, and it was clear every ounce of her focus was on the sensations emanating from her pussy.

It was clear to those around us that something unusual was happening, even for a sex club, and we were starting to attract the attention of others. I have a top three orgasmic women I've known in my life, and this woman - or at least this session - tops the list. I felt it to be such a privilege to be able to impart this level of ecstasy to a fellow human being that I decided I was not going to stop, regardless of my physical state, and I would just let her keep riding it out.

The only thing that was slightly physically challenging came with the level of suction I was applying. I was sucking hard, because she was responding better the more I sucked (every woman is different), and my mouth was getting sore and my teeth were starting to chafe against my inner lips. And yet I continued.

I would estimate that we spent at least 20 minutes, maybe 30 in that position, and I doubt she had any letup in her orgasms the entire time. She certainly never let go of my head, and her body remained in its tense arch the entire time.

At some point in all of this, another woman had seen us from across the room and came over to watch, eventually getting her face right up next to mine. This second woman was trying to get my attention, I assumed because she wanted to have me go down on her, but it turns out it was because she wanted to take a turn going down on the first woman. I guess she wanted to experience delivering that much pleasure for herself.

My mouth now truly exhausted, I let her tag in, but for whatever reason, be it technique or enthusiasm, her attentions weren't doing much at all for the first woman so they quickly called it quits. I exchanged some pleasantries with the first woman and she expressed her gratitude, but the second woman really wanted to know what the magic was [Editor's note: that's exactly what she asked me: "Can you show me the magic?"] so I offered to go down on her to show her what it was like.

She (the second woman) jumped at the chance, and I replicated the process that had sent the first woman into such a frenzy. But instead of experiencing an orgasmic buildup, the second woman just seemed to start getting annoyed and finally broke it off, asking me "that was the magic?" Assuring her that it was, she shrugged and went back to her date, perplexed and I think a little frustrated.

Usually I have had very good experiences going down on women. I've certainly done my share of it and I've tried to observe and build upon what seems to have given the most women the most pleasure. And yet here we were, two different women in one night, with two completely different experiences.

The first woman seemed to have the orgasm of her life, while the second woman seems to have felt nothing. Don't ask me why.

Every woman is different.

#DeansCunnilingusTips #TakeItSlow #EnjoyTheRide #EveryWomanIsDifferent

[deanssexplorations]

Tips for the Guys

I recently met a woman online. She was younger than I am and relatively new to the lifestyle, and I quickly found myself sharing thoughts on how to seduce a man. [Editor's note- the short version: deep, sustained, meaningful eye contact; physical touch - try placing your open-palmed hand on his chest when talking/flirting with him; and when all else fails in the middle of a crowded bar remove your panties and put them in his shirt pocket. Let's see how that works for her.]

As we chatted, she shared an all-too-familiar refrain. She is married and she and her husband each want to date and find sex partners, and while she's finding it easy to find guys who want to fuck her, for him it's been a slower, more frustrating experience.

Which I can relate to, having been in those same shoes for many long years.

Once she got a sense of my experience level and the network of friends I've built over the years, she asked me for tips for her husband, and she even suggested I do a blog entry for it (yes, I shared my blog with her. I almost always share it with the women I flirt with). She thought it might be a helpful for her husband and other men in his position.

So here you have it, my ever-so-humble top 10 pieces of advice for men attempting to break into this lifestyle.

Be humble and roll with the punches. This is probably the best advice I can give. Men have it pretty good in general and in the rest of our lives we often have the upper hand. Women make 70 cents for every one of our dollars, usually have to work twice as hard to get half the respect, and are too often considered sex objects in the professional environment. When I started as a single man in the lifestyle, one of the first things I noticed was that the women have the power. They have the upper hand, can choose who they have sex with, and it's we who must curry their favor in the hope of getting noticed. I personally think it's healthy to experience life on the bottom of the totem pole and I'm comfortable having to work extra hard to earn my way. I think men who can check their ego, gain some humility, and keep it all in perspective have won half the battle right there.

Listen. I'm going to grossly over stereotype, but many of the men I know love to go into broadcast mode, spew their stories, and do a very poor job of listening to their date. This is corroborated by many of my friends with benefits, who regale me with stories of guys who blather on and on about themselves and don't ask the women a single question or display any interest in her point of view. I may be an anomaly, but I am genuinely interested in my partner; I like to ask questions, and I think I do a pretty good job of listening. Shutting my trap and actually listening, which is different than sitting quietly while you wait your turn to speak. Actively listening to the women you date will set you apart and help forge meaningful connections. Which is the entire point, if you ask me.

Be respectful. This is related to but goes beyond the act of listening. The women you're dating are fully-formed, 360 degree human beings, not fuck dolls made of flesh. They have hopes, dreams, traumas, baggage, good days, bad days. They may have children, stressful jobs, or clingy exes. They may contribute time to causes, be obsessed with hobbies, or have funny quirks. But no matter what, they are human beings every bit as deserving of grace and dignity as you or I, and treating them as such is not only what they deserve, but will also ingratiate you and help form that meaningful connection I was talking about above.

(This is really #3a) Do I even need to say it? No cock shots. Come on guys, just keep it in your pants. This should be an obvious part of "Be respectful" and go without saying but based on an anecdotal poll of my FWBs, it seems at least 9 out of 10 guys send unsolicited cock shots. But 8 out of 10 women don't want them. If she's one of the two who REALLY do, don't worry, she'll let you know. Set yourself apart, show some class, and when in doubt keep it from the neck up, at least during your initial interactions. It's fine to be flirty and fun (go for it!) but if a cock shot is your fourth message, what you're actually sending is a signal that you may not be the guy she's looking for.

Be interesting. You have interesting things to say. You've had wonderful life experiences. I know you have. Feel free to show it, and share it. Be flirty! Be fun! Tell an interesting anecdote. Flash that humor. You got game and it's great to flex it. But it's even better if you can do so while keeping the above rules in mind: be humble, be respectful, and listen to her. Don't make it a one-way monolog or a broadcast piece of performance art. Make it a sexy, fun dance with both parties playing their part.

Play the numbers game. It may seem a little uncouth for me to say it but it's just a fact. As a man you're going to have to do a lot more work to get a fraction of the attention that your average woman does. So, so many of my FWBs have likes from dozens or even hundreds of guys and they can't even scan through the list, let alone message them all. I, on the other hand, get relatively few matches and even when I do get a match, it's only the occasional woman who engages in dialog. If I had to estimate, I'd say 5%-10% of my swipes turn into a match, fewer than 20% of matches become a conversation, maybe half of conversations turn into a real-live date, and not every date turns out to be a good match. I literally went years swiping on Tinder with nothing much to show for it and then Bam! there's Rosemarie. Hundreds of swipes on Bumble with nothing of interest then Bam! Christine. Months more swiping then Bam! Samantha. I have found you have to be patient, roll with the punches, and play the long game.

Treasure the connections you have and don't play leapfrog. When you do start to get dates and have some success, it can be intoxicating. But the irony is we as humans are programmed to always chase the shiny new object, and the temptation may be to move on from your latest conquest and look around for the next. I'm not saying you shouldn't keep working to expand your network and add to your rotation; I see nothing wrong with that (I still do it to this day). But what I would strongly advise is to cherish the women who do want to have sex with you. Treat them well and continue to show them the respect they deserve. They are giving you a lovely gift of their time and attention (and pussy!) and you are lucky to be the recipient. Don't be a heel and toss them aside while you look for your next thing. Bring them along on the journey and cherish the time you spend together.

Build on your network and your real-world connections. As you start to meet more people you'll have more options. As a couple you will have an easier time finding singles or other couples to join you. You will now be able to visit sex clubs or parties. In these situations it's going to be much easier to meet other like-minded people (they ARE at a sex party after all!). This is an excellent opportunity to find people you click with, and if the feeling is mutual, you can add them to your network. Two important caveats: a) see above about respect and treasuring current connections; if you do make connections at real-live events, don't sneak around on your date or do it behind her back. Be transparent and open, discuss your wants and desires freely, and don't marginalize her. And b) see above about respect and being humble. Don't indiscriminately hit on every woman at the sex party. Consent applies even at - especially at - these places and you should only ask for her contact info if there's a clear, mutual connection. No one likes creepers. Don't make her uncomfortable. Don't be that guy.

Put "I throw sex parties" in your profile. Just kidding. Well, sort of. If you actually throw sex parties, then go for it! Once I started throwing them I did put it in my profile, and my matches increased significantly. And I found I was matching more often with like-minded women and couples. But still. Maybe actually start throwing parties before putting this one into practice.

Don't give up. I saved this one for last because it may be the hardest, but also the most important piece of advice. If you jump into this game expecting immediate success, you may be disappointed. I have no idea how you will do (I probably don't know you after all!), but for me at least it took years of patience, perseverance, and good humor to get to where I am today. The first year or so I had maybe a handful of sex partners and spent most of my time on the websites and the apps, reaching out to people, and having relatively little to show for it. But I was patient and optimistic and played the long game and slowly, over time, I achieved greater levels of success. And then success bred success. You just have to stick it out and eventually you will probably get to that critical point where you have a nice little stable of FWBs. Keep at it. I am confident that with patience and perseverance you'll get there.

And one for the partners:

Give him an assist. For the ladies of the men who are lucky enough to have a partner in all of this, you can do your man a huge favor if you're so inclined. It's going to be much easier for you to find another couple, or a single woman, to have sex with if you are operating as a couple than he will as a single man. You can go to parties and clubs together. You can help unlock the magic door for him to access new pussy. And even if you would rather date separately, are looking to make your own way, and all that, it might be to your benefit to do part of your journey as a couple, at least until he gets his sea legs under him. Because the sooner he starts getting some success, and the more connections he starts to get, the better he's going to feel about this decision and the more likely he's going to feel comfortable giving you the green light to proceed with your solo journey. I have come across my share of couples in which she's gung ho and can get any guy she wants, while he's struggling to find his way, and eventually he becomes bitter and disenchanted, wants to pull back, and it becomes a source of friction. Not to tell you how to live your life of course, but if you love him and want him to have a good experience in all of this, you can do wonders by being his wingman.

Whew! I'm sure there's a mountain of other stuff I could have included. In fact, I'm sure I could write a book. No, seriously, I bet I could. But I'm feeling pretty good about that as a top 10 list of things to keep in mind and try. I'd be willing to wager that if you're patient and perseverant and apply these rules, you'll start to see some success.

And given that I did most of my learning through intuition and the school of hard knocks, maybe it won't take you as long as it took me. At least I hope so.

Good luck, guys, and feel free to drop me a line and let me know how it goes!

#SingleGuyTips #Top10PiecesofAdvice #LettermanEatYourHeartOut

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Power Move: The Pussy Pulse

Over the years my stories have gotten longer and longer, to the point they have become daunting even to me. I kind of miss the earlier, simpler, sweeter stories like The Panty Dare or Caught by the Ranger. In the spirit of getting back into that vibe, I've been on the lookout recently for some fun, bite-sized stories to convey.

Luckily I had one of those just the other night. I was on a date with my friend Samantha, at a beautiful, upscale bar in San Francisco. We perched on stools at the bar itself, where we ordered drinks and appetizers and chatted with the bartender.

At first we each adopted what I'd consider to be "normal" barstool posture, both of us facing sort of forward, but each swiveled a bit toward the other so we could face each other when talking. My legs were spread a bit, in a typical male stance while hers were tucked closer together, each of our legs angled maybe two-thirds of the way toward the other.

We retained our positions for twenty or thirty minutes while we ate, chatted, and drank. Right around the half hour mark, when our drinks were in need of a refill, Samantha swiveled on her stool and faced me directly, spread her legs wide, took my knee in two hands and guided it to rest firmly against her pussy.

Such a power move.

Now, before you get your hopes up, she was wearing sleek black slacks. But no underwear. And high come-fuck-me heels. Yeah, she was looking damn hot.

With my kneecap now pressing into her pussy, we continued drinking, flirting, and chatting; Samantha pointing out the two or three men in the bar she most wanted to fuck and me telling her about my upcoming birthday harem. But more on that in a future blog post.

Meanwhile, on an entirely separate plane of awareness, I was hyperfocused on the sensations in my right knee. She had become quite aroused (to her credit, Samantha is one of the most arousable, orgasmic women I have ever met), and her pussy had become so engorged, that I could clearly and definitively feel each and every heartbeat. Distinctly. Individually. Like the steady rhythm of a well-oiled grandfather clock.

We continued that way, uninterrupted, for at least another 45 minutes, until, neither one of us able to take it any more, we paid the tab and headed back to her place. Where I proceeded to strip her naked and provide her not-so-patiently waiting pussy with a yoni massage (yes, that's the latest skill I've been practicing; likely more on that in an another future blog post). Which made her squirt all over and left a giant mess on her bedsheets and the bath towels we had laid down ahead of time.

I like to think I have a few power moves as well.

#PussyPulse #KneecapTreat #PowerMove #Toni

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Charming mfker with finesse.

I’ll gladly take the compliment.

#charming #mfker #finesse

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Bucket List MMF

Austin has long, dark, wavy hair; a stern jaw; and a perpetual five o'clock shadow. An impressive body with a tribal tattoo covering his upper chest. And a smoldering, sexy look in his eye. He's very attractive, I'm not ashamed to admit.

He's also the husband of the lovely Bella. Who helped me celebrate my last birthday in style.

I had been on Bella and Austin's case for a threesome since pretty much our first meeting, although Austin was a bit reticent at first. Not because of his sexuality; he is bi and since he and Bella each came out last year probably 98% of his extramarital encounters have been with men.

No, I suspect it was that while he liked me fine and was maybe even attracted to me, I don't think he knew exactly what to do with this straight, cis male coming on to him (in fairness, to them). I'm guessing he thought my interest was in the circus show or as a bucket list item.

In fairness, there was a bucket list component. Sex with a man has been on my list for a long time. One way I feel rock-solid in my heterosexuality is that while in theory I very much wanted to have sex with a man, in practice I had yet to meet many who did it for me.

But Austin was one of the few.

Over time, he and I got to know each other better thanks to the occasional three-way dinner date with Bella, or the few times they made it to a Decadence party. Austin and I even had an encounter at one of the parties, which was the first time I had sucked another man's cock. While Bella watched.

Still, I wanted to get the three of us together for a no-holds-barred threesome. I've done plenty of MFMs but had never played with the male. Being with a couple in a situation where everyone plays with everyone was extremely intriguing.

Finally the stars aligned, and we picked a date. After dinner at a nearby taco place we headed to their San Francisco sex pad, started the fireplace, and put on a sexy playlist.

Now I've had enough group encounters to have a good sense of how the evening should flow. You want to start with conversation, maybe a drink, and build anticipatory energy toward the main event. The lead-up period us usually fairly predictable and not overly lengthy.

But this night, it became quickly apparent that the lead-up was not going to be the norm. Bella went to the kitchen to get drinks, but was taking longer than usual. We stood around the living room rather than settling in. The conversation wandered down odd paths.

I was interested in how awkwardly the conversational foreplay was going. It seemed that everyone had reason to hesitate, and was likely waiting on the others to make the move. Clearly Austin was respecting my boundaries and maybe a little unsure about my intentions and limits. Bella was probably half giving us space, half in shock to see me and her husband about to take the plunge. And I felt like I was standing with trepidation at the precipice of a long, hard drop and once I took the plunge I could never go back.

At this point Austin said "okay, I'd like to say something." He suggested a system whereby if I was uncomfortable at any point, I would tap him three times and that would be our quiet communication that I had reached my boundary. He had used that previously to great effect.

I thanked him and told him that I didn't expect to need any such out; I was fully in. And I knew that it was incumbent on me to make the first move. So steeling myself, I decided now was the time.

Without a word, I leaned across the couch, firmly grasped the back of his head in my palm, and locked lips deeply with his.

This was not a kiss for the faint of heart. It was no half measure. I had spent the past couple of weeks leading thinking about how I would kiss and have sex with another man, and I kept coming to the conclusion that I would treat it pretty much exactly the same as having sex with a woman.

Which started with kissing him. And kissing him well.

Just as I would have if it had been the lovely Bella, I held his head in both hands as our tongues explored each other's mouths. I ran my fingers through his hair and pressed his head firmly against mine. I was equal parts shocked, flattered, and aroused that he did the same in return.

I had to admit, it did feel incredibly scary. Alien. But also incredibly erotic. Every action went counter to the actions that had been programmed into me since puberty, and breaking them was harder than I anticipated. I found each step to require a serious, deliberate act of will.

At the same time I had never felt more alive. Never more in the moment. I was entering new, not-quite-anticipated territory and it was shaking me to the core. But it also sent energy jolting throughout my system, and I knew that moment would be indelibly burned into my memory.

After a few minutes we stood up, hands exploring each others' arms, backs, and asses. I thrust my erection against his leg and he responded by reaching down to feel its outline over my pants. In return I unbuckled his pants and took his cock in my hand.

I'm guessing all of this must have been a little surreal for Bella.

She joined us at that point, me making out with Bella while Austin caressed her from behind, then I spun her around and we reversed roles. We went back and forth this way, undressing her and ourselves until everyone was down to lingerie and underwear, at which point Bella led us to the bedroom.

How to write about the rest of the evening? Vignettes. Sensations. Reflections. Flashbacks. Firsts.

We did everything. Nearly everything. Everything except putting anyone's cock in anyone's ass. Bella and I had discussed that previously, and she knew fully well that the handful of times someone has inserted a finger in my ass I've mostly just found it to be uncomfortable. And while Austin probably would have been game, he also would have wanted to prep, which he hadn't. Beside, the kissing and sucking and caressing was pretty mind-blowing. It may be better that I still have a boundary I've not yet crossed.

The evening flowed and morphed from position to position, scene to scene, as if ice were all part of a well-choreographed dance. We kissed. We sucked. Austin fucked Bella while she sucked me. I fucked Bella while she sucked Austin. It was a orgy of shattered inhibitions and bridal, carnal desire.

All to the throbbing, sexy, downtempo playlist Bella had selected. Each song more sensual than the last, each with a relaxed, unhurried beat that set the pace for our play. We fucked slowly. Deliberately. We thrust deeply. Mindfully. We took our time and savored each moment.

At one point, maybe a third of the way into the evening, I was lying on my back with Bella on my chest, kissing me, and Austin sucking my cock. All to a relentlessly haunting synth line with which I was not familiar but which I desperately wanted to be part of my life from that point forward. [Editor's note: Closer by Kings of Leon. Do yourself a favor and add it to your next sex playlist. I'm listening as I type.]

I all but willed time to stop. Then, in a moment of selfishness, I wordlessly Moved Bella so was sucking my cock and pulled Austin up to lie on my chest and kiss me deeply. All to the reverberating synth that I will forever associate with that moment.

The evening continued to unfold in much the same manner. We probably got a good three hours into the playlist before finally running out of steam. The session included a cuddle break, each caressing the other two with as much sensuality as I would any of my female friends. And ended with Austin and me alternatively masturbating ourselves and each other. Yet another first.

That was about two months ago. I'm not quite sure why it's taken me this long to write this entry. Driving home my mind bubbled with images I could not wait to capture. But when I sat down to write the evening's memories it felt like they were locked in a glass box too hot to touch. While I could see them sitting there behind the glass, I couldn't hold them comfortably in my hand.

It's taken while to process the evening. And if I'm being honest I still am. Not because I didn't enjoy it; I certainly did. Probably because it's the biggest taboo I've broken, and maybe ever will. It was one of my most memorable life experiences. It was, admittedly, a little scary. It was a lot weird. It was certainly wild.

And it was one of the richest, most in-the-moment sexual experiences I'd ever had.

#MMF #NextLevelThreesome #KingsOfLeon #Bella #Austin

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San Diego Sight-Unseen Threesome

I always enjoy it when I make new connections in cities to which I travel for business, and this week was no exception. I had met Dusty on Feeld a few weeks before. She is a 15+-year veteran San Diego fire fighter, keeps herself outrageously in shape (does every outdoor sport there is and is planning to hike from the Mexican to the Canadian border this spring), and could clearly kick my ass if she wanted to.

Dusty is in the midst of a divorce from a 30-year marriage, the sex in which had apparently not been all that good. Certainly it has not been recently. She’s dated five or six guys in the six or eight months she’s been separated, and, I came to suspect, apparently they weren’t incredibly great either.

We met at the hotel where I was staying (yes, in San Diego), for a drink and a bite. The chemistry was strong from the get-go. We were doing a lot of flirting and touching, each of us jumping into the conversation to add our two cents’ worth. It was a foregone conclusion there would be much fucking that night.

Up in my room, we started with a blow job on the balcony, where we had a magnificent view of the San Diego skyline, harbor, and planes coming in for a landing. We were hoping people in the distant high rises were peering at us through their telescopes.

Back in the room, I went down on her, for a good long while, taking my time and enjoying every step of the journey. She seemed a bit uncomfortable at first, I later learned because every other time she had been with a man (yes, she said ever) he had spent at most a minute or two down there before moving in for a fuck. She orgasmed under the careful guidance of my fingers and tongue. Several times. 

On more than one occasion Dusty would lift her head, craning to see what I was doing, eyes bugging wide. “What WAS that?” “What are you DOING?” and “What is HAPPENING right now?” cascaded through the room.

She later told me she had never experienced sensations like that before and had no fucking clue how I was doing what I was doing.

I told her I’ve picked up a few tricks along the way.

Eventually Dusty and I got to fucking, which we did for several hours, until her pussy and my cock were raw and sore. I eventually had one of my signature loud orgasms (also to her delight and astonishment, or so she told me), and we lay there stroking each other before engaging in round two.

At some point in the evening she had told me about her shibari ropes course, in which she had been paired with a female partner. Who she had not met before. The partner, Cardi, is a bisexual single mother and it was clear to Dusty that Cardi had the hots for her. But Dusty is straight and not at all attracted to women, not even to Cardi.

It was clear to me that there was some unstarted, let alone unfinished business here and, establishing that Dusty had no plans the subsequent evening (her other FWB was busy), I told her she should reach out and propose a threesome to Cardi. I told her I assumed Cardi would jump at the opportunity. Dusty would get her first ever group experience. And I’d get to fuck two women, one a complete stranger. Win win win.

I should mention that much earlier in the evening I came to the conclusion that Dusty and I are a lot alike. We’re both pretty much game for anything.

Dusty was indeed up for it, and while it seemed like a pretty audacious ask, she nevertheless proposed it to Cardi the next morning. Cardi said “who’s the guy? Do you vouch for him?” “Yeah, I was with him last night and I like him,” Dusty replied, to which Cardi said “I’m in.”

Damn. The ropes friend is also pretty much game for anything. 

The only catch is that Cardi was working until 8:00, so Dusty and I let her know the party would probably already be started by the time she arrived and to just knock on the door. When Cardi got there Dusty and I were a good 45 minutes or hour into heavy fucking (starting again with a blow job on the balcony). I loved Cardi’s expression of equal parts embarrassment and delight as she saw her friend naked for the first time, lying in bed. 

It did take Cardi a minute to settle in; even though she was game, she was also coming straight from work only to find her not-so-secret crush naked and fucking a strange guy. It would take anyone a minute to get her bearings. But she peeled off her shirt and the three of us went once more to the balcony, where I removed Cardi’s bra, then pants. The two of them kissed while I stood behind Cardi, kissing her neck and running my hands over both of their bodies.

It was hot. I hope at least a few telescopes got a good view.

We retreated into the room where Cardi took off her panties, pulled out some ropes, and suggested the two women tie each other up. Dusty put a harness around Cardi’s magnificent tits (why do you think I gave her the blog name “Cardi” anyway?), and Dusty tied Cardi’s leg in a knee-bent position. A bit later Dusty put a clitoral harness on Cardi as well. 

Both women looked sexy as fuck.

The sex was fluid and dynamic, without any thought or pretext. The women kissed and played with each other’s tits, Cardi lying on Dusty while I fucked her from behind. Then Dusty. Then Cardi. Then Dusty again. While the two lay there making out. (For real. Four separate pussy insertions over the course of a few minutes.)

It was ridiculously hot. I really hope some of those telescopes were powerful enough to see all the way into the room.

The evening progressed and we moved from position to position, Dusty going down on Cardi while Cardi sucked my cock. Me going down on Dusty while she kissed Cardi and played with her tits. Cardi going down on Dusty while I fucked Cardi from behind. And so forth.

Everyone fucked everyone. Everyone sucked me. I went down on everyone. Both women were amazing and sexy and fun.

The sex culminated with one of my signature threesome moves; me on my side fucking Cardi while she lay on her back, and going down on Dusty as she too lay on her back, a few feet to Cardi’s right. I encouraged the women to kiss and play with each others’ tits and they oh-so-unselfishly obliged.

Feeling the tell-tale tickling sensation growing in the base of my cock, I let it build and build until it emerged in a torrent of orgasmic convulsions and vocalizations. I could feel Cardi’s hip gyrations increase in energy as my cocked pumped out its load. Poor Dusty; I did lose focus on her pussy for a moment, but quickly returned to form, my lips savoring and idly manipulating her clit and hood as I gradually came down from my climax. 

As I lay there, spent, the two lay side by side, my cock still in Cardi and lips still on Dusty’s beautiful pussy. They began whispering sweet nothings and sensing their desire to be alone (perhaps somewhat precipitated by me making a smart-aleck response to one of their whispers and one of them kicking me and telling me to mind my own busines) I decided to visit the balcony again and drink in the beautiful San Diego downtown view.

Standing there naked for the world to see (well, the telescopers at any rate), I took a moment to reflect on how beautiful life is, and how fortunate I am to have such wonderful play partners. And how nice it was that I was in San Diego, where I could stand on a 7th-floor balcony at 10:45 at night, just a few days from Halloween, stark naked and yet completely comfortable. 

They do have a nice climate there.

I’ve done more threesomes than I can count, and while all (but one) [Editor’s note: holy cow, I just went to link to the story of my one and only bad group sex/threesome experience only to discover that while I’ve verbally told the story countless times I have not captured it here. Note to future self.] ... all (but one) have been amazing, sexy, and wonderful, I have to say that this threesome may have been just the most flat-out fun I’ve ever had. Everyone was having a great time, no one had any agenda, and - maybe most importantly - each of us had good reason to experience childlike wonder. Dusty was breaking all sorts of barriers and experiencing something she had been shielded from her entire adult life. Cardi was fucking the woman she’d had the hots for for weeks but who had been entirely off-limits until this audacious man Dean came along and proposed a crazy-ass threesome. And I got to fuck two sexy-as-hell, women, neither of whom I had even met just 24 hours earlier, and one being a complete stranger right up to the moment she walked into the hotel lobby.

After five or ten minutes I came back into the room to find the women helping each other out of their ropes and Cardi getting dressed as she had a sitter she had to relieve. Dusty stayed a while longer while we fucked a little more, debriefed on the evening (spoiler alert, it was a thumbs up all around), and made plans for her to join me in the Bay Area for a future sex party. [Editor’s note: there! Something I can link to.]

While she didn’t completely own up to the experience changing her lack of attraction for women, Dusty admitted to being strongly into Cardi (who wouldn’t be?) and I rather suspect the two of them may do another one-on-one play session at some point in the not-too-distant future.

Dusty also told me she thought Cardi was also attracted to me. She told me that if I make it to San Diego again, she thought Cardi would probably be up for a one-on-one play session with me. Which I suspect is probably true.

But what I really rather suspect is, if anything, we would have to turn it into another threesome.

#BlindDateThreesome #FuckedaFirerfighter #LooksLikeCardi #WhatIsHAPPENINGRightNow? TelescopeVoyeurs #Dusty #Cardi

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A little memento from last night.

[deanssexplorations]

My date just sent me this. Her legs. In vinyl pants. From the back of her Uber. This is going to be a fun night.

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From last night’s Decadence party (the private parties my friends and I throw). That’s the lovely Jennifer’s tit in profile; her legs are also in the shot, as are mine (behind hers, as I was fucking her from behind) as well as those of the gentleman whose cock she was sucking.

Her fabulous husband Adam was the photographer.

Apparently it really does take a village!

#GreatTit #Jennifer #Adam

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Ballsiest First Date Ever: Accompanying Me to the Sex Club

Nicki and I had been texting for months. We had met on Feeld, and while I generally try to strike while the iron is hot, we had let circumstances get the better of us, and summer travel conflicts kept us from connecting. Despite both of our valiant efforts to keep the text thread fresh, we had gotten caught up in other priorities.

Which was where things stood last Saturday morning when I unexpectedly found myself with that evening free. I put out a few feelers but most of my regular FWBs had plans, so I reconciled myself to settling in with a good book, or maybe working on a blog entry. But later that afternoon, around 5:00, Nicki reached out and texted me out of the blue. 

She had just finished her day but it was too early in the evening to settle in, so she had decided to rekindle the thread and see what I was up to. We exchanged pleasantries and I immediately hatched an evil plan, telling her I happened to have that evening free and asked if she was in the mood to do something audacious. She inquired as to what, and I told her we should go to a sex club together.

To her credit, she was intrigued, and wanting to learn more, we got on the phone to talk it through. She was a bit nervous, but she always wanted to do something like this, so she decided to go for it, and we settled on a time for me to pick her up.

I met her at her door and was thrilled to see how attractive she was in person, with a long, slim body; a pixie haircut; and an infectious, radiant smile. Our chemistry was immediate and engaging, and we were soon talking over each other as if we were long-lost friends reacquainted after a several-year absence. 

After a few failed attempts (thanks, Covid) we finally found an open bar near the San Francisco waterfront where we could enjoy a drink and a little pre-club conversation. Nicki found a table while I placed our order with the bartender.  

[Aside #1: while I was waiting for our drinks I chatted with three women sitting at the bar in Dodgers gear. They were in town for a bachelorette party, and asked what I/we had in store for the evening. I asked if they really want to know. Confirming they did, I said we were off to a sex club. I wasn’t entirely sure they believed me, until one of them made a reference to an upside-down pineapple, and I told them I thought that particular symbol was a bit hackneyed and never used it myself. Their eyes got a little wider when they realized I was for real.]

Over the drink we talked about our respective relationship statuses and sexual histories. She is dating a guy polyamorously, and has been in the ENM lifestyle for only eight months, having recently gotten out of a long, largely sexless (toward the end) marriage. She was very much enjoying her newfound sexual empowerment and excited to try new things. And as her entire experience with groups consisted of two not-quite-great threesomes, the idea of being in a room full of naked people fucking was a little mind-blowing.

I also learned she can often be in her head, and if she is feeling overwhelmed she can start having an out-of-body experience. I assured her I’d be a good guardian and would check in with her regularly. While we were chatting, I touched her arm, she did the same in return, and soon our hands were enmeshed. I leaned in to kiss her, and she remarked that she hoped the other patrons enjoyed the show. 

Finishing our drink, we headed to the club, parked, and buzzed our way in. The crowd was a little lighter than usual for a Saturday night, but not by much, and when we arrived things were already hopping.

Checking our coats, I had my first view of Nicki’s outfit: a shapeless black dress with a plunging back, exposing a beautiful tattoo that spanned both shoulder blades and went about halfway down her back. And revealing there was no possible way she was wearing a bra. 

[Aside #2: As we stood in line to get a drink, I placed my hand on her shoulder blade, slid it down to the small of her back, then continued to her perfectly round, toned buttock. Unencumbered by panties. I was thrilled to learn that nothing but a thin piece of material stood between the world and Nicki’s naked body.

Nicki rocks.]

We sipped our drinks at one of the nearby tables, talking about our expectations for the evening. When people started heading to the back we joined them, stripped naked, stored our clothes in the provided lockers (one piece of cloth, baby!), and proceeded to the back.

We had agreed that we would start out observing, and so secured a spot on a couch with a commanding view. The play space was maybe a quarter full at that point, and we sat there taking in the scene. There was a couple directly in front of us, the woman laying on her back in a bustier, her breasts exposed, and her date was masturbating her first with his fingers, and then with a vibrator. Other couples sat on the couches, also watching the show. I stole a glance at Nicki and saw her beaming from ear to ear.

After a few minutes I leaned in to kiss her. The kiss was slow and deep, and I held her head in my hands, running my fingers through her barely-there haircut. My hands wandered down her back, down her arms, and eventually to her breasts. They are perfectly sized and shaped, round and perky, with perky little nipples which I fondled and teased with my fingertips.

After a while I guided her hand to my throbbing erection, and she enthusiastically obliged, playfully running her fingers up and down the hard shaft. My own hands had found their way to her hips and outer thighs, then to her inner thighs, and finally to her labia.

I gently fondled her outer lips, playfully  probing for that spot where I knew her lips would part and I would discover the warm waiting wetness within. Ah, there it was. I was not disappointed. I continued to run my fingers in and around her labia, teasing her clit, and finally inserting first one, then a second finger into her waiting vagina. She moaned and arched her back in response, the whole time maintaining her firm grip on my rock hard erection. 

I was ridiculously turned on, sitting next to this naked woman, neither of our hands getting enough of the other’s genitals. 

From there I turned to face Nicki as she remained siting on the couch. I kissed her neck, then her tits, her stomach, and her thighs, slowly making my way toward her pussy. And I was thrilled to get my first view of that beautiful pussy. It is petite, with a perfectly rounded mound, a tight little vagina, and a well-protected clit that wasn’t afraid to make its presence known when things got going. I spent a good long while with it, slowly building up to her clit, eventually licking and sucking it, applying steady suction while I gently flicked back and forth with my tongue. All the while inserting a couple of fingers into her vagina and giving her the come-hither motion.

At this point she was not only moaning but actively writhing. To the point I was almost afraid it was too much for her. But after a quick check in she reassured me it was all very good, so I proceeded with the pussy torture.

Finally I donned a condom and began fucking her, as she sat on the edge of the couch and I knelt/crouched on the floor. After a few minutes we switched with me sitting on the couch, and her straddling and riding me from the top.

Nicki fucked me using long, slow strokes, grinding her pelvis into mine. I could tell she was doing what made her feel good, which I thought was so sexy. I sat there, enjoying every moment.

At one point we turned her around to face the full room, which by this time was completely packed with wall-to-wall naked bodies having sex. Quickly deciding that visual was a bit overwhelming she spun back around to face me (and the wall), instead enjoying the sounds of people having sex and the occasional tell-tale high-pitched scream of the female orgasm.

Nicki told me she was more auditory than visual, so that was quite a turn on for her.

[Aside #3: while Nicki was straddling and fucking me, a couple sat next to us and began playing. Both were toned and tan; she was an attractive blonde with a great body and clearly fake tits, and he was also attractive with an impressive cock. They were around our age and clearly interested in playing with us, with lots of mutual eye contact and even quite a bit of “where are you from” type chatting. On a different night, with a different date, I may have just reached out and grabbed her tit, and we would have been immediately fucking each others’ partners. But I could tell from Nicki’s body language that she wasn’t interested; she leaned in closer so I held her tightly and continued our sensuous, rhythmic fucking.]

After a while we wished our new friends well and found a spot on the floor to continue the fun. We fucked for a while, she went down on me, and I went down on her again. And as I was going down on her I began fondling and grabbing her ass, re-discovering how toned and tight and perfect it is. I made a mental note that I really needed to get a good look at this magnificent ass as I had had plenty of opportunity to enjoy her face and tits and pussy, but I hadn’t really had a chance to get a view of that ass. 

[Aside #4: when Nicki went down on me she asked if I preferred teeth or no teeth. I told her “uh, no teeth,” and asked if there really were any men who wanted teeth. She assured me that plenty of men do. Huh, okay. Guess that’s what I learned today.]

Finally, we finished with me fucking her doggy style, enjoying her back and her tattoo and, yes, that ass. I was grabbing it and fondling it and enjoying every moment. But of course, her legs were at a right angle to her body, my cock was in her pussy, so while I was getting a great view of it, it wasn’t the full unadulterated view I would have gotten if she was standing naked with her back to me. So while I was having fun, it wasn’t fully satiating my visual desire.

After I came we cuddled a bit, got a drink of water, and decided it was time to leave. 

[Aside #5: as we were leaving, around 1:45 am, we encountered a couple just arriving. Damn, how nice it must be to be twenty-something and not need sleep on a Saturday night!]

As I drove her home we relished in and debriefed from the evening. She obviously hadn’t pulled the plug at any point, and she had thoroughly enjoyed herself. She did experience some occasional sensory overload, but when that happened, I was quick to move in to distract her with a kiss and for the most part avoid any out of body experiences.

Pulling up to her house, I wished her a good evening, then told her I had one final request. She asked what it was, and I said that as she exited the car I would greatly appreciate her lifting her dress and giving me one final view of her fabulous ass. She flashed me her radiant smile and as she climbed out of the car hiked she her dress up high, allowing me to take a final mental snapshot. It was marvelous. I thanked her and wished her a good night.

Then, as I pulled away, I saw her climbing the stairs to her place. Out in the middle of the public street. Once again lifting her dress and flashing her ass for me (and anyone else on the street at 2:00 a.m.) to see. Bidding me goodnight in style

Damn, Nicki does rock. 

Just like her namesake.

#NickiRocks #FirstDateSexClub #Ballsy #NoSensoryOverload #NoTeethPlease #Nicki

[deanssexplorations]

From last week’s trip to Boston. A lovely friend I haven’t seen since before Covid.

Ah, this is the life.

#GreatRack #ThisIsTheLife

[deanssexplorations]

A lovely friend, after an incredibly sexy recent encounter. While she approved me posting this she prefers not to be tagged, even by her pseudonym.

So I’ll just leave you to savor this mystery woman’s ass.

Enjoy!

#GreatAss #SexualAftermath #Anonymous

[deanssexplorations]

Married Female Couple

There are bucket list items I’ve had for years, some of which I have been lucky enough to achieve, like my threesome with two sisters, or more recently having sex with a man (more on that in a future blog post). Other bucket list items I know perfectly well I will likely never achieve, like the one about having a mother/daughter threesome. 

Hey, a man can fantasize!

And then there are bucket list items that have rattled around in the back of my head but which I’ve never really articulated to myself or to anyone else. Every so often one of them will creep up on me and I say to myself, “oh, yeah, I guess I’ve been wanting to do that pretty much my whole life.” When I’m fortunate enough to have one of those actually come to life I treasure it greatly.

A bucket list item that fits into this category is having sex with a lesbian couple. I came tantalizingly close a long time ago, but I let that opportunity slip through the cracks, and I haven’t had an opportunity present itself to me since, but I also have not really looked all that hard for one. For one thing, if it really is a lesbian couple, there’s a pretty good chance they wouldn’t want to have anything to do with me. For obvious reasons. For another, the places I look for connections are generally full of heteronormative types. So this particular fantasy has been left on the back shelf to gather mothballs.

Until the other week.

It started when I checked my OK Cupid profile one day. I get VERY few connections on that particular app (okay, in fairness: I actually get very few connections on ANY app, but I’m patient and perseverant and on those blue-moon occasions when I do meet someone like L on Tinder or A on Hinge or Bella on Feeld, connections that prove to be meaningful, sexy, and lasting, well, that then makes it worth all the effort) but this particular day there was a lovely note from a woman named Natalia who told me that she had lost her virginity to a boy named Dean (nice), that she read one of my blog entries and would be thinking of it when she drifted off to sexy dreams, and that as she was reading my profile to her wife, she (the wife) encouraged Natalia to reach out to me, and introduce herself.

[record scratch]

Wait a minute. Wife?  Now that got my attention!

Natalia finished by quoting a line she found particularly sexy from my entry - my tendency to emit loud, gutteral vocalizations when I come - and told me she would love to chat more if I was interested. I responded and we developed an instant connection, bonding over music, politics, TV shows, and loud orgasms. She told me about her marriage; both she and her wife Rena are bisexual, and both had had long-term relationships with men (including being married to men) previous to their own marriage. And while Natalia had had a significant relationship with a woman, this was both of their first time being married to someone of their own gender. 

Okay, so maybe not exactly a lesbian couple, but hey - two women married to each other. This was pretty cool!

Natalia set up a thread with her, me, and Rena and the three of us exchanged fun, flirty messages, images, and voice memos. They live deep in the East Bay about an hour and a half’s drive from me, so it was clear that geography wasn’t going to be our friend, but nonetheless all three of us were motivated to make something happen so we started looking for opportunities to do so.

An opportunity presented itself when I told them I would be attending a lifestyle mixer at a winery in the East Bay in a few weeks, and they agreed to meet me there. I did a little research and secured a nearby hotel for some sexy after-mixer time. The intensity of our texting picked up a bit as the three of our excitement increased. This was going to be fun!

The day of the mixer arrived, and I made my way to the winery. A number of my friends regularly attend this particular mixer, and I exchanged pleasantries with the host (also a friend of mine) as he checked my name off the list and informed me my lovely lady friends had already arrived.

I quickly spotted Natalia and Rena near the bar chatting with a few other couples. I gave them each a huge hug hello, and was greeted with warm smiles in return. 

We hung out at the establishment for a good 45 minutes or so, chatting and flirting. I caught up with the six or seven friends or mine there, and introduced them to Natalia and Rena. But we knew the headline of the evening was ahead of us and we were eager to get to it, so we finished our drinks, said our goodbyes, and made our way to the hotel. 

Checking in was fun. The clerk didn’t bat an eye as her processed these two women and one man who were all about to share a room together. In fact, he eased right into the easy banter we had been enjoying all evening, as if he had been there all along. Later Natalia and Rena commented that it had to be clear what the three of us were doing and I agreed. But this was clearly not the clerk’s first rodeo and he handled it like a pro.

Natalia and Rena’s dynamic is that they are very happy in their marriage, and have a very fulfilling sex life with each other. But they are in agreement that they would like to have more cock in their lives. They are bisexual after all (see above re: not technically fulfilling the lesbian bucket list item but saying fuck it and taking credit anyway). So seven or eight months ago they opened their marriage and have been seeking out men for connection and sexual play. Not women, incidentally; they both feel they have plenty of pussy in their lives.

They mostly date separately, but every now and again when one of them meets someone they think they would both enjoy getting to know they will set up a three-way date. They call these lucky guys their “together men.” And I was honored to be one.

And oh, by the way, they are absolutely killing it. It seems that every day they are each going on separate dates, or have a fun evening planned with a together man. I am constantly telling them they are getting more cock than I’m getting pussy. And that’s saying something.

Anyway, the hotel was fine, and the room was perfectly lovely. Not the Four Seasons but not a Motel 6 either. Good thing because we didn’t intend to keep the light on (oh, my, did I really just go there?).  We settled in: I pulled out my sex kit including cock ring, lube, and all that, while they unzipped their suitcases. Their plan was to spend the night as they happened to have some meetings in the city in the morning and this would be more convenient for them.

I started by kissing Natalia, while Rena caressed the two of us. We had already established that it was only fair for Natalia’s pussy to be the first to receive my cock, since she was the one that found me after all. So I figured that rule could be extended to kissing as well. That’s generally how they roll with their together men.

This not being my first threesome with two women, I fell into my practice of splitting my attention as evenly as I could between them. Which was not hard for me to do; not only did I not want anyone feeling left out, but for purely selfish reasons I wanted to experience both of them equally! 

Clothes started coming off, kissing turned into playing with tits and cocks (well, cock), and before too long I was going down on them. Again, Natalia got first dibs, but I had just as much fun when it was Rena’s turn. Cunnilingus turned into blow jobs and fucking, which we did from a number of positions starting with standard missionary then my (signature) fucking on the edge of the bed with me standing on the floor, and even some doggy style. And while I was fucking one of them, she would play with the other, be it kissing, playing with her tits, or other stroking/fondling.  

One thing that was so evident to me was how the infusion of the male dynamic enhanced the energy between the two of them. True, I’d never seen just the two of them having sex together (if you don’t count some of the sexy videos they sent me), but we had discussed the topic and it was clear when I witnessed it with my own eyes. 

Their female-female sexual energy felt softer, warmer, and fuzzier. They were tender with each other, more inclined to stroke and cuddle, and everything moved at a gentler pace. But my (male) energy was more directed, focused, and had an agenda. It was like a jolt of electricity had been added to the mix, and everything was amped up a level. 

I could tell that they were very much turned on by this infusion of energy, and they responded to it. I felt free to take charge when necessary, orchestrated the flow, moved them around on the bed, and - well - just generally inserted my hard cock where I felt like it needed to be.

I could tell how this brought an extra spark to the sex - not just between the three of us, but also between the two of them. I saw not only how lovely the two of them were together - because they really were tender, and warm, and loving, and fun - but why they loved bringing men into the mix. The sex was completely different. Not better or worse, but harder-edged, more intense. And I can see how they had fun with that.

We had a lovely evening. We did a little of everything, with all sexual organs being kissed and sucked and fucked. And we enjoyed both our male on female and female on female play. I had a great time, and I know they did as well. Oh, and guess what? We ended it (or at least I ended it) with a signature loud, gutteral orgasm. I am pretty sure that not only did I go over the edge with that one but my vocalizations set the ladies off as well. So in a way, we came full circle on that front!

But as I mentioned before, geography isn’t our friend. And while we haven’t seen each other in person since that day, we continue our sexy texting, sharing stories about hot flames and conquests, both with their individual guys and their together men. And about my own parties and friends and sexploits.

So yes, technically I suppose this wasn’t the bucket list item that I didn’t realize I had been waiting for. But it was darn close. And I’m taking credit for it anyway. That’s my story and I’m sticking with it. It was two women who are married to each other, after all. That’s pretty fucking cool in my book.

But the best part is that they are both fantastic people. So, even better than checking off a bucket list item, I made two amazing new friends.

I’ll take that over a silly old bucket list item any day.

#MarriedBisexualFemaleCouple #SheDugTheBlog #LoudVocalizationsForTheWin #TogetherMan #Natalia #Rena

[deanssexplorations]

No Kissing, No Blow Jobs: The Cold Sore Encounter

I’ve always worked to foster friendships in cities to which I travel for business, and now that my post-lockdown travel is picking up again, I’m enjoying reconnecting with friends in distant places. 

One of the cities I travel to the most is Chicago, and long-time readers will certainly recall Calliope, my Greek Muse, who has been an inspiration for many fun adventures, including a three-couple dinner-and-sex party in February 2020 (that likely turned out to be a superspreader event - oops!).

What I haven’t blogged about yet is our friend Alana, who also lives in Chicago. Calliope introduced me to Alana, after I saw a picture of her on one of Calliope’s Facebook posts and said she looked cute. She did, and she is - with a shock of red hair (in both places); creamy white skin that’s prone to breakouts of freckles; a huge, radiant smile; and a very sexy body. 

Alana and I connected during Covid and spent many months enjoying the occasional texting, flirting, and sexting sprees. When things began opening up last summer I made a trip to Chicago to see Lollapalooza. And to see my friends Calliope and Alana. It was a great trip, and Alana and I had a fantastic evening starting with drinks and a bite at an elegant rooftop bar, followed by a wild, hormone-fueled encounter with crazy sexual energy back in my hotel room. It had been a long Covid drought for both of us and the animal instinct to fuck like rabbits was palpable for both of us.

Unfortunately on the several Chicago trips I’ve had since then, one circumstance or another has conspired to cock block our efforts to get together. Maybe the most heartbreaking of those was the time we had a firm date, were all confirmed and ready, and the afternoon we were to get together I came down with a 24-hour stomach bug. That evening and that evening only I felt absolutely terrible and I had to cancel. She was gracious of course, but I think we were both more than a little disappointed to miss our opportunity.

Finally, a few weeks ago, I was planning another Chicago trip and we picked an evening that we were both free. I was going to meet her after her last appointment of the day - she’s a therapist who spent the pandemic helping people maintain their sanity throughout the craziness - and we were going to enjoy a lovely evening of sexy time together.

But wouldn’t you know it, in what only makes me shake my head as par for the course for us, she texted me the morning we were to get together with news that her body was playing a cruel trick and she had developed a cold sore. It had just popped up overnight. 

I was grateful for her conscientiousness to let me know, and to put my health as her first priority. She was clearly disappointed and offered to cancel, but I told her that (being the glass half-full type that I am), instead of looking at it as a downer, I thought of it as a fun opportunity to be more clever and creative in our play that evening. She made it clear that kissing and sucking my cock were off the table - two of the things we were both looking very much forward to - but she also has tits, hands, and other orifices, and I thought that having to deal with Alana not being able to use her mouth might actually be fun to work around.

This whole situation reminded me a bit of my first date with my friend Eve who, I later learned, had a yeast infection that day that kept her from allowing me to get any pussy that night, but which turned into my hottest non-sex date ever. (And who was part of the three-couple dinner and sex superspreader in 2020).

So I was ready for the challenge.

Now, one thing I was conscious of, and that Alana and I discussed, is that not only is kissing sexy and fun and a great way to connect with someone you’re attracted to, but it also serves as a sort of general-purpose sexual lubricant. It’s what you usually do to transition from chatting over a drink to groping and fucking. It’s a way to connect during the play session itself. And it’s a way to continue the connection when everyone has achieved their orgasm(s) and you’re winding down the encounter.

It was going to be a bit jarring not being able to kiss!

When I arrived at Alana’s place, the evening started off ordinarily enough. She took my coat, offered me a drink, and we sat on the couch discussing music, politics, kids, and life. (We had timed it to be one of her kid-free evenings.) We even talked about her cold sore and the creative adventure we had in store!

We probably spent a bit longer chatting than we might have otherwise, for the very reason that kissing was off the table. But eventually I put my beer on the table and sidled up a bit closer, next to her on the couch.

Earlier in the day I had requested that she answer the door naked. She counterproposed that she would answer it “not wearing very much.” Which I gladly accepted. She settled on a cute little bathrobe, with bra and panties underneath. Sitting next to her I put my arm around her shoulders, reached down, and untied her robe, parting it to expose her stomach, legs, bra, and panties. I ran my fingers up and down her body and nuzzled her neck and shoulder, kissing them softly. 

I continued in this vein for a while, eventually reorienting her so she was laying on her back on the couch, while I continued to gently kiss and nuzzle her face, neck, and shoulders. I took her head in my hands, running my fingers through her hair and my fingernails along her scalp. I even brought my lips to a fraction of an inch from hers, as if I was about to give her a deep, passionate kiss, only to hold off at the very last moment. 

It was definitely a tease - for me as well as for her. But it was also hot as fuck and it definitely got my motor running. And I’d bet my lunch money hers as well.

From there I continued my gentle kissing and nuzzling, but began moving down her body, removing her bra, and spending time on her beautiful breasts and nipples. To go with her red-headed complexion, she has extremely light pink areolas. Which I find so sexy. And which, fortunately, did not have cold sores.

Continuing down her body, I spent time on her stomach, hips, and pubic mound. I removed her panties and moved my attention to her inner thighs, and, eventually, to her beautiful pink pussy. She moaned, fully into it now, arching her back, and allowing the waves of pleasure to course through her body. I inserted my fingers into her pussy and, enjoyed her lovely wetness.

From there we went into her bedroom and I got undressed. Another brief moment of awkwardness as we could neither kiss, nor move to the next (logical?) portion of our play date - a blow job. So I pulled out a condom and we went straight to fucking.

I’ve been in enough groups to know first-hand that many men, at least those in the lifestyle, don’t kiss their partners while fucking them. Pretty much at all. I’m the opposite. While I won’t spend 20 minutes straight with lips locked, it is one of the things I do quite a bit while fucking, especially if we are in the missionary position. It was weird not to be able to. So I took a page from earlier in the evening and - while my cock was easing in and out of her pussy - held her head in my hands, kissed her face and neck, and moved my lips tantalizingly close to hers, my hot breath on her cheek. 

That was fun, but I also like to mix up my positions so after a while I pulled her over to the edge of the bed and (yes, long-time reader, I do have preferences, lol) fucked her while standing on the floor. Partly I just like this position. It gives me a lot of control over angles and pace. Partly it parked our lips a good five feet away from each other so not being able to kiss became less of an issue.

Now Alana is very orgasmic, or at least she has been the couple of times we’ve been together. And even though she does have one or two other men in the mix at the moment, she has two young children and her schedule doesn’t allow her to get a TON of sex. Maybe for that reason, maybe just because she’s just that orgasmic, or maybe because of my fabulous skills (ha!) she was having orgasm after orgasm all night. She told me later that she had no idea how many times she came that evening, and it seemed to me at least like the orgasms were just coming one after the other. Certainly I could feel her pussy convulsing around my cock with a fair degree of regularity.

Eventually I felt the tell-tale tickling on the underside of my cock giving me notice that - if I was ready for it - an orgasm was on its way. We had been at it for quite a while by then - I’d guess an hour or more - and I so decided to go with the flow. The sensation continued to build, little by little, until I felt a giant wave overtake me. I let forth my usual series of loud, guttural vocalizations, and collapsed next to her, pulling her into my arms for a post-coital cuddle.

Enter the next/final awkward portion of the evening: not being able to kiss after sex. By now she knew what to expect as I ran my fingers through her hair and ran my hands lightly up and down her body. It was a tender, intimate moment, which was, if anything, even more charged by what was left off the table - that is, the ability to kiss.

We chatted for a few minutes, enjoying the afterglow, and appreciating the fact that I didn’t make her squirt. Which was something we could have easily done, and in fact we had briefly started down that path. But this was her bed that she would have to sleep in that night and in the end she was grateful not to have a giant wet spot to contend with. 

Maybe next time.

Finally I got dressed, gave her a goodnight hug (again - no kissing!!) and bid her adieu. We both agreed, me a bit more enthusiastically, and her a bit more reluctantly, that while of course we would have both preferred being able to kiss and give a blow job, it was actually fun, in a way, to have to be creative and figure out other ways to enjoy ourselves. Which we certainly did.

The good news is I have another trip to Chicago coming up this week and Alana and I will have a chance to do a do-over. I imagine we’ll spend our first 45 minutes doing nothing but making out. Kidding/not kidding.

But we did have a fun evening in which we overcame the dreaded cold sore, and lived to tell the tale. I often like to say you either have a good day or you have a good story. I think in this instance we had both; we certainly had a sexy and fun sexual encounter. And I like to think we got a good story out of it as well.

If nothing else, a blog-worthy story.

#ColdSore #NotACockBlocker #PrettyPinkAureolas #NoGiantWetSpot #AGoodDayAndAGoodStory #Alana