wolfecubpup

[wolfecubpup]

Dad can be such a tease. He knows how much I like to gag on his big uncut dick, so he sends me photos like this to me at times where he knows I am with friends, or when mom is in the other room, or when he’s at work. I think he gets off on knowing how bad I want him and how I am at his complete mercy.

[wolfecubpup]

I was never really an athlete and didn’t find sports all that entertaining but I was looking to get out and be more social. I knew a couple guys on the baseball team, so I had them take me to tryouts with them. I was terrible and thought that was it, but to my complete surprise, I got a call back from Coach Tanner a couple days later and he let me know I made the team! Well, sort of…He offered me the position of ball boy but after that tryout, I couldn’t complain. Coach told me the first practice is Saturday morning at 8:30. I walked into the locker room expecting to find the team, but when I arrived, no one was there. I could hear a shower running in the back, so I went to see if I could find anyone. I poked my head into the shower room to see if they were in there but I was just met by Coach Tanner, naked, lathered up, with a raging hard on. “Sorry Coach! I didn’t mean too…” He interrupted, “sorry for what kid? You’re right on time. Get in here and let’s get started. The rest of the team will be here at 10.” This was going to be one hot baseball season.

[wolfecubpup]

When I moved out of my dad’s house and into my first apartment, dad was really jealous I had a pool. I told him he could come over and use it with me whenever he wants. I was a little nervous because my apartment seemed to be mostly young people, lots of hot athletic guys. I wasn’t sure how dad would fit in and I didn’t want to be thought of as the weird neighbor, but honestly the first time dad came over, everyone was really nice to him. I think it helped he wore one of his skimpy speedos. After a while I forgot there were others at the pool because I couldn’t take my eyes off of dad. I think he noticed too because he started to fill out his speedo more and more as we lounged in the chairs. A few minutes later he asked if I wanted to head up to my apartment and “cool off.” I think moving out of his house has brought me a lot closer to him.

[wolfecubpup]

Dad has always been a big, hot, masculine man and he’s been fucking me since I was younger. As I’m getting a little older, on special occasions, like my birthday, dad let’s me fuck him before he reclaims my hole. Maybe one day dad will even let me finish inside of him.

[wolfecubpup]

Dad and Uncle Rick asked if I wanted to join them on their annual guys’ trip to the family hunting cabin this year. They’ve never asked me before, but I’m 18 now so maybe they just didn’t want to bring a kid along before. I was reluctant since I don’t really love hunting and I think Dad could tell. “Don’t worry son, I think you will have a really good time with your uncle and me.” I agreed to go, I packed a few changes of clothes, and we hit the road. It was a long drive but I guess I ended up sleeping through it because when I woke up the car was parked and I was alone. I hopped out and was greeted by Dad and Uncle Rick with their shirts ripped open and nothing else on but their jocks. “Ah you‘re finally up“ Dad said. He was immediately followed by Uncle Rick, “good, I don‘t think I could have waited much longer. On your knees boy.” He shoved me down with his strong hands and he pulled his jock down. His huge cock flopped out and I had no idea my uncle was so hung. I was shocked but also really excited. I started sucking Uncle Rick like my life depended on it. I was surprised when Dad pulled my pants down exposing my ass. Uncle Rick held me on his cock while Dad forced his thick cock inside me. I was not expecting to be used by my family like this, but it was the perfect start to the first of many perfect weekends.

[wolfecubpup]

I had never been on a cruise before but I have heard great things. When I graduated college, I decided I was going to go on a cruise by myself as a gift to myself. Since I went on my own I spent a lot of the first day talking with the different staff members and they all seemed the same, young, attractive, and in great shape, but slightly arrogant. I didn’t mind talking with them, but I was getting nervous this trip may have been a mistake, as I was starting to feel lonely even while surrounded by people. On the evening of my first day on the ship is when I saw Tom, he was a staff member but he was totally different. He was probably in his 50s, not the most fit, and really hairy. I felt my dick stir just looking at him and I knew I had to talk to him. He was nice, funny, and kind of sweet in a dorky-dad kind of way. He was talking to me about different activities and excursions but he kept looking me up and down. It wasn’t until I noticed this that I noticed I was pretty hard and tenting in my swimsuit. Tom who definitely noticed, said “if you’re interested I can come by your room later and show you some other activities this ship has to offer.” I didn’t want to get my hopes up, but I was kind of lonely so of course I said yes. Later when he knocked on my door, he was in that same goofy Hawaiian shirt, but he changed from his staff shorts to a skimpy speedo that barely contained him. I invited him in which he turned into a long night of sucking, fucking, and to my surprise cuddling. Tom came back to my room every night while I was on the cruise and when I look back, he was my favorite part of my 7 days at sea.

[wolfecubpup]

Ever since I came out as gay, my grandpa started treating me different. At first I just assumed he was not comfortable with the idea of me being with another guy, but boy was I wrong. After a few weeks of knowing, my grandpa started wearing his jockstraps around the house when mom and dad were out. Of course I noticed, he is really hot and he filled out that jock nicely, but he’s my grandpa, I shouldn’t be having these thoughts. I tried to ignore him as best I could but seeing his big bulge and hot hairy ass in that jock always got me hard, and he noticed. I would just look away and try to ignore him. When this wasn’t working, he would find plenty of excuses to brush his bulge up against me or bend over in front of me so I had a front row seat to his ass. At this point I knew what he wanted, but he is my grandpa! I shouldn’t be having these feelings, it’s wrong. One day when my parents went out for a date night, grandpa called me into his room. When I got there, he was sitting in his chair, but this time he wasn’t wearing a jockstrap like I thought he would be. He wasn’t wearing anything and he was sporting a massive hard on! I tried to leave but grandpa motioned for me to come closer. Against my better judgement, I started towards him but he could tell I was nervous. ”Don’t worry. This will be our secret” he told me. ”Go ahead, suck it. I won’t tell your dad.” He put his hand on my head and gently guided my mouth to his cock. Once I got a taste my mind stopped objecting and everything felt right. I bobbed up and down on grandpa’s dick until he shot his big creamy load, filling my throat. It tasted so much better than I thought it would. Now I just hope grandpa will let me do it again.

[wolfecubpup]

My neighbor Mr. Jackson lived in the apartment next to mine and he always gave me the creeps. He seemed to always be out in the hallway right when i got home or when I was leaving. He was pretty mysterious and he didn’t say much. The extent of our conversations would be saying hi or mentioning the weather. I didn’t know too much about him other than he seems to be my dad’s age and he lives right next to me. One day Mr. Jackson knocked on my door and asked me to borrow some eggs which was a little weird, I didn’t know people actually did that. Trying to be a decent neighbor I said sure and turned to go to my fridge. Mr. Jackson let himself in which I thought was odd, but I didn’t really mind, that is until I heard him lock the door behind him, and before I knew what was happening I felt his strong hands grab me by the waist and throw me facedown over the arm of my couch. I felt one hand on my back holding me down and one hand ripping down my shorts. My brain was trying to catch up with what was happening but was quickly overwhelmed by the most intense pain I had felt in a while. Mr. Jackson was forcing his big thick cock inside of me, ripping my tight hole wide open. I screamed and teared up but he didn’t seem to care he just started pumping. He held me down for what seemed like forever until I felt the warm rush of him dumping his load inside of me. He pulled out, leaving me gaping, sore, and full as i just laid over the arm of the couch. ”Good boy. I’ll be back in a few days. Be ready” is all he said before he unlocked my door and left. I was shocked, I was in pain, I was a little scared, but most of all I felt excited for Mr. Jackson to come back.

[wolfecubpup]

I think dad hit his midlife crisis when he sold our house in the city and moved us into an old farmhouse in the middle of nowhere. He got really into it. He sold his car and bought a truck, he started dressing like a farmer, and he’s even talking about buying some horses. I don’t love the idea of farm life in the boonies, but it does come with its advantages. His new wardrobe can be very revealing, the farm work leaves dad’s hairy body glistening in sweat, and there’s lots of privacy for me and dad to do anything we want. I probably shouldn’t keep dad waiting, he said he needed my help planting his seed and I saw him go out to the barn in nothing but his overalls.

[wolfecubpup]

Me and dad became really close after mom asked for a divorce so she could move overseas. Dad was there for me when I came out and I was there for him when he had needs that were no longer being met. He seemed to like having a gay son way more than I thought he would. We could talk about literally anything. One day after school I came home with a bruise on my arm. Dad asked what happened and I told him about my school bully, Tyrell. “You know he’s probably just jealous of you and that’s why he’s doing this. Why don’t you try to be nice to him? Maybe invite him over and get to know him?” I was hesitant but I trusted dad. So the next time I ran into Tyrell, I took dad’s advice and he was rude to me, but to my surprise he said yes. The next day when Tyrell came over with me after school, I was caught off guard by dad greeting us in just a pair of his loose fitting gym shorts. He clearly wasn’t wearing any underwear. Tyrell must have liked what he saw because he started to bulge in his sweats and I was even more shocked by the biggest bulge I have ever seen! Dad and Tyrell were able to come to an agreement that put an end my bullying, but I definitely felt conflicted watching my bully, with the biggest dick I’ve ever seen, pounding my dad’s ass.

[wolfecubpup]

Ever since I came out, my Uncle John has been “making” me suck his cock but I’m definitely not complaining. He is hung, gorgeous and super hairy. He taught me a lot, including what I thought a man should look like. Now that I’m dating I’m running into an issue because no one else I’ve ever dated has a bush quite like my uncle’s. Even when I’ve found a few nice guys, I still find myself sucking my uncle every chance I can get.

Fluffy nose tickler

[wolfecubpup]

Dad was feeling down lately because it recently set in that he no longer had his rock hard body from his 30s that he sculpted in the gym. I tried everything to help cheer him up but nothing was working. Sure he was bigger now, but I still had a huge crush on him. One day he was feeling particularly down and so I decided to tell him how I really felt about him. I didn’t dream it would work as well as it did. His mood immediately flipped and he was beaming with confidence. Within 10 minutes I was on my back in his bed, with his big body towering over me, pounding me with his equally thick cock.

[wolfecubpup]

Every holiday me and Uncle Rob always find some time to sneak away from the rest of the family so I can feel his cock deep inside me. To this day we’ve never been caught, but this Easter we came close when my cousin came into his bedroom to use the bathroom. We hid next to the bed and once my cousin went into the bathroom, I hopped on top and rode my uncle until he blew his load deep inside me.

[wolfecubpup]

My older brother is so fucking hot and he knows it. He himself isn’t gay but I am. I just think he has a twisted sense of humor. Anytime our parents aren’t home he will walk around naked or lounge around in his jockstrap or his wrestling singlet, really anything to show off his big dick. Anytime I see him like this I can’t help but pop a boner. He thinks its the funniest thing and I always get so embarrassed. I can’t say I mind too much though because it gives me plenty to think about while I’m in bed.

[wolfecubpup]

One day I was watching some porn and I was really loving the way cock rings looked and I’ve never worn one before. I decided to order some for myself. I sort of forgot I ordered them a week or so later and while I was out running errands they must have been delivered because I came home to dad wearing my brand new ring. I can’t complain too much though. It was one of the hottest fucks we ever had.

[wolfecubpup]

(via knevellbear, knevellbear)

I didn’t go to college right after high school. I wanted to take some time and figure out what i wanted to do with my life, so I got my first adult job. I worked as an office associate for a local real estate company. This company employed many people, but only two of us were guys, me and my boss, Brock. He was hard on me, he was strict, and he always seemed to treat me different from the female employees. I didn’t mind the job but I was getting to the point where I needed more money and I couldn’t stand working for Brock anymore. That was until one day I got an email from him saying, “Urgent! My office now.” Here we go, I thought. What does he need now? I got up from my cubicle and walked down the hall his private office. I knocked and he said, ”come in and shut the door behind you.” I came in quick and shut the door right away. To my complete shock, when I turned around Brock was sprawled out on his couch completely naked. ”Alright boy, you want that promotion? You’re gonna suck my cock.” I was speechless. ”You want more money right boy? Well I’m thinking of promoting you to my personal assistant. Think of this as your interview.” I’ll be honest, I do think Brock is kind of an ass, but I’ve always found him really hot so I got down on my knees in his office and gave him my best blowjob. He must have liked it because I got the promotion and I’ve been taking Brock’s loads for weeks now.

[wolfecubpup]

(via mr-daddy-bear, mr-daddy-bear, men-i-find-attractive)

Dad would always have his friends over on Fridays for poker nights and they would play early into the morning. Mom would go to bed because who knows when they’ll be done. One night, after his friends left, I was still up so I went downstairs to talk to him but when I walked in he was smoking his pipe with his cock out. I froze and wasn’t sure what to do, but dad called me over and told me, ”its ok, its natural. You can suck it if you want.” Now I’ve been sucking dad’s cock every Friday night after mom goes to bed and I couldn’t be happier.