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merlin207 · 14 days
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Supporting Ms Mittens on her adventure!
5/11/24, 6:08am -
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Woke up to use the bathroom, and then I remember I was wearing my toilet.
I did wet my pamper a few times before bed, but didn’t realize how soaked it was.
It’s not nearly morning, nor have I taken my morning suppositories, so a change is out of the question. A boosted second layer seemed like a good choice. And to spice things up, and for a mild punishment for already soaking my diapers, I decided to give myself two suppositories. I should be able to hold them, but it will definitely make things move more quickly tmr AM 🫣
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I apologize for thr early morning sloppy handwriting. This is why I went with 2 instead of 1 suppositories.
My pamper reads:
“5/11/24 : 6am
Ms Mittens already soaked her DOUBLE boosted pamper and it’s not even CLOSE to time for a change, so… 2ND LAYER!! WITH BOOSTER!!
Ms Mittens needs a BOOSTED DOUBLE DIAPER!!
FILTHY SISSY GETS A TWO SUPPOSITORIES”
And now, Ms Mittens, double diapered:
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With another already saturated diaper underneath, the Abena actually fits best - not bunching up. And I’m able to tape them pretty neat and evenly, hopefully to Miss Jess’s @msmommyjess approval!
These are going to be SWOLLEN and huge once they’re soaked. OH MY!
@diapersissymsmittens @msmommyjess @msmittensthediapersissy
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merlin207 · 14 days
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Let’s get this sissy’s ass full of suppositories so she can FILL her diaper!
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Follow up question - How long should Ms mittens hold (or try to hold) her suppositories before changing her pamper?
Reply in comments since only 1 poll is allowed:
30 minutes
60 minutes
90 minutes
120 minutes
Other
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Ms Mittens hasn’t been in a pamper in a while. She’s been dealing with some minor health issues that had to put her diaper and chastity training on hold, but we are back to a gentle start.
I’ve been in chastity for less than 6 hours, and I’ve already gotten hornier enough that I knew I was ready for a pamper. I opted for a double boosted Abena that I’ll wear to bed and through the AM.
I just drank a lot of wetted, so Ms Mittens pamper will be soaked and swollen by the time she’s allowed to change. I’m holding back now, but will give this its first soaking after I finish this post.
I knew I’d have a hard time behaving myself, so I put the key to my chastity in a timed lock box, and I sent the timer’s hours to the amount of minutes it took my to get fully diapered and dressed. Worked out to 14 minutes, so 14 hours locked! Which will bring my total up to exactly 24 hours! I feel like a rookie again, but it feels OH SO GOOD to be in chastity and a pamper.
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I am currently in chastity, wearing a double boosted Abena, and opted for my incontinence panties (which are quite absorbent) over plastic pants only because this is my first overnight diaper in a while. I opted for no plug or suppositories before bed
When I wake up, I will stuff my sissy bottom with however many suppositories you guys choose, or however many Miss Jess would like in me. And I will hold, or attempt to hold, them for whatever time is chosen before a change. I hope you (the viewers of my blog) and she are gentle for the warm up!
I intend to remain in that diaper until the end of my chastity sentence.
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If things go well, we will work on ramping up to prolonged chastity sentences along with 24/7-ish diapering. Miss Jess and I have been working on a plan that allows me to tend to my “real life” stuff that would be tough to be diapered for.
Our preliminary plan is that I am going to aim to be in megamax’s, with 2 diaper changes per day, as we don’t want tk be wasteful - one in thr morning after I fill my diaper (possibly with the assistance of enema or suppositories if needed), then one before bed. I will need to thoughtful about when I am going to use my diaper, as I will be wetting and messing them.
To accommodate “real life”, I will be given a set amount of hours per week that I am allowed a pull up instead of a boosted megamax, and I will have to carefully ratio that time.
We also spoke about getting very plain white or grey plastic pants, as it will help make this a more mundane, routine thing. And on special occasions, Ms mittens will be allowed pink panties or maybe even pink plastic pants, or if she’s really good, maybe stocking, a corset, and a petticoat!
It’s an ambitious plan, that will certainly need some tweaks, but it should be a fun adventure!
@diapersissymsmittens @msmittensthediapersissy @msmommyjess
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merlin207 · 3 months
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DIAPER ADVENTURES AND “FUNISHMENTS” TO DO:
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Ms Jess and I have been discussing some diaper “adventures”. Some will be adventures, others more “funishments” (fun punishments). This post will serve as a running ledger for ideas that we are working on. Adventures that I’ve completed will have a corresponding blog post.
Any ideas, recommendations or input - DM me, or my mistress, directly @mommyjessthecuckoldress
The intent of these are to get me more accustom to longer term diaper wear, with the end goal of 24/7-ish in diapers, obviously while locked in chastity. If in a diaper, a sissy’s clitty should be locked in chastity, period.
Tools at Ms Jess’s disposal include, but not limited to:
Chastity
Diapers (abena’s, megamax’s, boosters and pull ups)
Panties
Maxi Pads (overnight Tena pads, pantiliners, thin overnight pads with wings)
Laxatives (suppositories, magnesium citrate, mineral oil, dulcolax tablets etc)
Enemas
Butt Plugs (small to large, hollow, etc)
Dildos
Vibrator
Timed Lock Box
Fiber Supplements (flax seed, psyllium)
Diaper Adventures & “Funishments”:
36 hr diaper challenge - An easy start. Diaper before bed, wear for the full next day, through the following morning.
60 hr diaper challenge - same as above, but two full days
Full pack Abena’s - This will be a good way to break myself into more full time diapering. All 12 diapers, all to be used, before I’m allowed out of diapers (only messy ?? or wet diapers get changed). Pull ups if *needed* but does not count towards total. Lots of fiber, laxatives, and buttplugs will make this more memorable and impactful.
Magnesium Citrate in Public - This is the big one Ms Jess and I have been planning. I’ve never used mag citrate, although I’ve heard about its strength from Ms Jess. We have decided that I will be locked in chastity for at least a week. I will then *TRIPLE* diaper (with slits and boosters in the first two layers) and go out for the day. When instructed, I will take the mag citrate and will be on the phone with Ms Jess. She tells me I will be FILLING my diapers, with thr help of fiber loading the days leading up to this, but the triple diapers will stave off any leaking and allow me to experience with the humiliation of being in public. If she’s nice, she’ll let me do it in a secluded place - hiking trails etc. If she’s feeling more spicy, it might be at a movie theater (hopefully empty), target / Walmart, mall, or similar !
Super Bowl diaper - Super Bowl is tomorrow. The scores will determine my diaper punishment for one night this week.
Full week in diapers - Lock up in chastity and diaper up Sunday night, and remain in diapers until next Sunday. Pull-ups can be used only when *absolutely* necessary
Some background:
The long term goal is 24/7-ish in diapers along with progressively longer chastity terms. The reality is “real life” gets in the way of 24/7 in diapers, especially fully using them - both wetting and messing them.
As of now, I’ve only done a few days straight of being in a diaper, with mixed consistency of using them. My longest chastity lock up is about a week.
In the long term, we are thinking pull ups will be a good way to keep me diapered during the day when full diapers will be too bulk.
The other reality is the “fantasy” of being in full, bulky brief diapers is easy to be enthusiastic about. But when I’m in diapers, I can lose momentum. To that end, I need longer periods were I *MUST* be in diapers so I can use an excuse not to be in them.
Chasity is obviously an important tool to keep me motivated to stay in diapers. Teasing and denial will also keep me motivated to use my diapers.
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@msmittensthediapersissy @diapersissymsmittens @mommyjessthecuckoldress
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merlin207 · 6 months
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A new adventure :)
Check out my new accounts @msmittensthediapersissy and @diapersissymsmittens
Ms Mittens and I have a little project going, she's already started on a punishment diaper and I've added chastity, ever so much ground flax seed, and of course - tease and denial.
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I asked her to dress up femmy for me tonight and booster and plug up. I am super pleased with the results
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The extra boosters really fill out her pamper, it's like the backwards version of a camel toe *tee hee
I'm just kidding, Ms Mittens
But I am serious about the diaper project. She has a schedule, I believe it's on her Tumblr, and will be gradually increasing the size of her plugs daily while DECREASING the size of her chastity device. All the while she is taking large doses of fiber.
The other day we discovered something that I LOVED. I know how frustrated she is, she isn't used to being in chastity for this long and I think having a Mistress prodding her might be a little bit... agitating...
And then I made her listen to me have a REAL orgasm on the phone without saying a word 😈
@MsMittensTheDiaperSissy , @DiaperSissyMsMittens
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merlin207 · 6 months
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11/26/23 - 2am - I am now going on my 3rd night of chastity. I am quite horny and desperate at this point. I have been using my lock box overnight to control myself from cumming
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I showered up, locked the key up until tmr AM, and then I fucked myself with the dildo shown. If I had access to the key, I would have touched the cage or used the vibrator and came - I was that horny.
Instead, I tried use the dildo to hit my prostate and milk myself. I haven’t been successful yet, but I’m hoping a long chastity lock up will help. Tonight, I was happy with the results. After getting loose and well lubed, I was able to fuck myself at a good pace (I use a metronome to push myself and set it for 120bpm - each beat is a thrust in and out - so I got a good fucking). Toward the end I slowed down, applied a bit more pressure, and didn’t push as deep and I started feeling a very strong urge, almost as though I was going to pee. But even with deep breaths and trying to relax, I was only able to get some clear fluid out, not a full sissygasm. But I am encouraged for better results as the week proceeds
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Final result:
Outfit for bed included plug, panties and pad as shown above. The plug is rather loose after my fucking - maybe next time I’ll choose better.
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And now I’ll enjoy my fiber dose before bed while thinking about my diaper session starting tmr :)
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merlin207 · 6 months
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11/25/23 - 3am:
Wow, what a night!
As of now I have been locked in chastity for just about 24 hours - since Thursday evening.
Well, today is the day my diaper and chastity training will be taken to the next level. I have been chatting with Mistress Jess @mommyjessthecuckoldress and I am beside myself with gratefulness that she has agreed to guide me through my next chastity and diaper session
If you’re read any of my blog, you’ve seen attempts at longer term chastity periods and being diapered. But without someone in charge of when I’m unlocked from chastity, the horniness has won out and the lock up periods end more quickly than intended.
As of now, my longest chastity lock up is 4, at most 5, days. And I’ve worn diapers at one point for 2 or 3 days in a row, but I have yet to complete any prolonged 24/7 diaper wear.
The plan this week is I will be locked in chastity for one week, and will likely be using my lock box with only @mommyjessthecuckoldress knowing the code to open it. In my horny stupor, I told her she could extend it past the one week if she wanted to. Time will tell!
I had originally planned to diaper myself Sunday evening with the first Abena from a brand new pack. And stay diapered, and possibly boosted, 24/7 until the pack is complete. And, upon the completion of the pack, I would “reward” myself with a very intense diaper punishment. All Mistress Jess has established so far as I will be eating a normal dose of flaxseed every day, and then a megadose along with laxatives / suppositories on my punishment day.
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I think Misstress Jess will let me cum after the punishment. But it seems I will 100% be cumming in my chastity cage, and it sounds like I will be keeping it on, possibly to start another chastity stint, after I cum.
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During the week of chastity and being diapered, I will also be plugged at times. We have decided to start with the largest of three chastity devices (I have a “small”, “nano” and “nub”) and work progressive smaller, while starting with a smaller plug and working up in size.
This means one week into chastity I will be in my very snug nub chastity device, while at the same time my ass is stuffed full with a large plug. Mistress Jess didn’t miss the chance to remind me about all the constant pressure I will be experiencing on my prostate and that the cum will just be squeezed right out of me. Yikes this makes my cage tight just thinking about it!
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So, recap: locked in chastity for at least one week, diapered 24/7 starting Sunday, plugged with a large plug as the week goes on while “tightening the screw” with a progressively smaller cage, with the promise for a memorable diaper punishment to cap it all off and cumming in my cage with the threat (promise?) of remaining locked afterwards
I cannot express how anxiously excited I am for this week and where this may escalate to. I have followed Mistress Jess’s blog for a while, and of all the blogs ive stumbled upon, there has literally been none that align with my preferences as well. Excited and grateful that we are in direct contact is an understatement :)
I have made Mistress Jess aware that I am already a leaky sissy, to which she was quite pleased. But we also decided to keep my linens and everything else clean, something had to be done. Needless to say, the 24 hours of chastity combined with the chat, and proceeding plan, with Mistress Jess made me extremely horny. I desperately would like to wear a diaper, but Mistress Jess decided that if it would make my diaper session more intense if I wait, then I must wait to have the privilege of a diaper. We settled on panties with a maxi pad to keep me from making a mess, since I cannot control myself.
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Our chat escalated a bit today, and we have decided I will be address is “Mittens” in reference to a device Mistress Jess mentioned about boys wearing to keep from playing with themselves. And, since I have trouble not touching myself, even when locked up, “Mittens” seemed the obvious choice once Mistress Jess stumbled upon it - and I agreed, with only that the suggest that Ms Mittens might be an even better name for this sissy, and she agreed!
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Well, finally Mistress Jess was getting tired, but she was gracious enough to take the time to help choose what I was wearing to bed. We landed on:
The chastity device - as that obviously will remain on.
Pink panties
An overnight maxi pad in the pink panties
A small buttplug of my choice. I used a random number generator to pick it, and quite serendipitously, I ended up with a pink one!
Buttplug to be worn overnight.
I took the liberty to add a thong with pantiliners as the base layer, as the thong will help the plug from slipping out.
A normal dose of flaxseed, eaten over yougart
Allowed to tease myself with my vibrator. Not allowed to cum, but if there was an accident, I was to remain in chastity
Chastity key in timed lock box
The chastity key in the lockbox was my addition, and it was a safeguard against cuming. If I had access to the key, I’d likely have pushed myself past the edge, and risk taking the cage off. And I dare not risk upsetting Mistress Jess this early in our first chastity lock up. Not only because I don’t want to disappoint her, but I’ve also seen the punishment she is capable of coming up with!
I must say that when I inserted the plug, the mental rush was more than usual knowing that this was really starting. And also thinking about the punishment my asshole will inevitable experience between the buttplug use and the laxative and fiber loading.
I present the new chaste, plugged, and pantied Ms Mittens!
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merlin207 · 6 months
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And so begins one week of chastity…
Black Friday special lol
And, diapers will be added starting Sunday
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merlin207 · 6 months
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11/21/23 - 11:35am - Practicing some fiber loading with flax seed on my yougart for a diaper punishment next week, per @mommyjessthecuckoldress recommendation
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merlin207 · 6 months
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11/17/23 - 11:30pm - Friday night lock up. Set my lock box until tmr evening. I will likely remove the cage to go out. Then lock back up Sunday until Thanksgiving Eve - Wednesday!
🔐🔐
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merlin207 · 7 months
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11/5/23 - 11:30pm
🔐🔐
Locked up.
Will add diaper later tonight or tmr, and I will post photos!
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merlin207 · 7 months
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10/22/23 - I have been a bit delinquent with my locktober training - I could really use a keyholder!
I am going to extend my training to make up for the missed weeks.
I have a few different chastity cages and I have been experimenting with cage and ring size to find the best fit.
I am currently wearing the nano cage (which is bigger than the nut, but still on the smaller side) and it feels about the most comfortable for longer wear. Snug but comfy.
I will be plugging myself before bed.
I plan to do a diaper night Tuesday, so will start upping my fiber intake.
Next week, I will be diapered 24/7
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merlin207 · 8 months
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2023 “Locktober” Training: Week 2
(I didn’t log week one, but I was locked from Sunday to Tuesday - so one day short. But followed the rules otherwise.)
Sunday 10/8 - 10:30pm - I just showered and have my small chastity cage on. I decided instead of random draws that I would instead try a few different cages. I have 5-6 and really only use 2. So in going to try them all, and toss any I don’t use.
I have a pair of panties on (briefs) and an overnight pad to catch any leaking. I am not plugged tonight (stomach is a bit off), but I haven’t gotten off in a few days, so I am a bit hornier than usual.
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merlin207 · 8 months
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9/30/23 - 8:45pm
I’ve decided to sort through my fun stuff, and I had the urge to give myself an enema! Should spice up the cleaning / organizing!
The other pics are of my diaper and toy stash
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merlin207 · 8 months
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9/26/23 - Late night.
Fully soaked!
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merlin207 · 8 months
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2023 "Locktober" - Chastity, Buttplug and Diaper Training
Without a keyholder, I haven't been too consistent with my chastity training. In an ideal world, I'd be locked on October 1, with the hope of being released at the end of the month. But, we are not in an ideal world.
Instead of being locked the whole month of October, I will instead be using the month to work my way up to longer chastity periods. My longest time locked is around 4 days, and my longest time without orgasm is maybe 6 days. By the end of the month, I will be locked for (a minimum) of one full week.
The bigger goal is to achieve a sissygasm and/or milk myself. I will locked my cock in chastity on the last Sunday of October (10/28). I will remain locked for one week. At the end of that week (sunday 11/5), I will fuck my self with a dildo each night until I cum from anal stimulation only. Of course, the cage will remain LOCKED on my dig until I successfully cum from anal only.
I will have 4 full weeks of training. At which point (10/28), my full week (or longer) in chastity and my sissygasm challenge will commence.
By the end of this training, I will be used to having FULL BALLS and a LOOSE ASS, just like a good sissy should ;)
Obviously the longer term objective is to find a keyholder and play partner :)
Chastity Training:
I will locked myself in chastity every Sunday
Use chaster app and key hard to get to to enforce training!
If I am in chastity, I will be leaking. I must wear a pad (of my choice) with panties during the day and an overnight pad to bed. A diaper is fine, too.
I will start changing pads in public starting that 3rd week. This means not only do I need to change in public, but I will need to keep pads with me. If I don't complete required changes, I must be diapered the next day from when I leave the house until I soak it.
Each week I will add one day, starting with 3 days. This means one full week by 10/28.
Removal is allowed at the end of the night on the last day.
Must go out on the night chastity is removed, or add another day. Orgasm is allowed THE FOLLOWING MORNING with ASS PLUGGED.
Cage may be removed for gym, dr, date with someone I know.
Cage may not be removed for hinge or similar date.
Removal to clean allowed every 48 hours, except if removal the next morning. Punishment if I cum when removed - NO removal for cleaning next week. Plan diaper wear carefully.
Cage size: 1 = nub; 2 = small
Buttplug Training:
If my cock is locked in chastity, my ass will be plugged for sleep. Every other night is ok for thr first few weeks.
I have a lot of buttplugs. Each day I have to wear a different one, and toss any ones I don’t plan to wear again.
My ass must be plugged for the same amount of hours as the date of the month, ie 10/9 is 9 hours plugged. Yes, that means plugged all day starting oct 24th. (October - sleep counts. November - hours only count while awake, and once up for the day - after midnight counts towards previous day if still awake).
If I do not wear plug for the required hours, I will remain plugged for the full next day.
Plug size is at your discretion for the start, but must stay the same or increase throughout the week.
On unlock night, I must sleep with a large plug, unless I successfully get off when I go out!
Morning after I unlocked, I can cum WITH DILDO IN MY ASS, PREFERABLY FUCKING IT.
Diaper Training:
Only wet or messy diapers can be changed or removed.
Diaper change must wait at least one hour of wet. 1/2 hr if messy (1hr if I mess again, 2hrs if a 3rd time)
Be consistent fiber supplement.
Wear at least once per week
Complete 12pk of Abena challange
All diapers must be wet before chaning.
Overnight diapers must be messy before change. If they are too wet, you can add booster or second layer.
1st Week (10/1-10/4):
USE CHASTER APP
Cage size: rand(1,2)
4 minutes of vibrator use per night
12hr Diaper
2nd Week (10/8-10/12):
Cage size: rand(1,2)
3 minutes of vibrator use per night.
24hr Diaper. Take 1L enema and go for hike before morning diaper change.
3rd Week (10/15-10/20):
Cage size: Nano
2 minutes of vibrator use per night
Start public pad change: once per day this week.
Diaper up Sunday night with boosted abena.
Open new pack of abena's for monday's diaper change, and you will remain in a boosted abena 24/7 until all 12 are used (4 MAXIMUM ALLOWED PER DAY).
3 changes per day, max. One day only, a 4th change is allowed.
Hollow plug after Tuesday AM change until Wednesday AM change.
At least one public (wet) diaper change.
4th Week (10/22-10/28):
Cage size: Small
1 minutes of vibrator use per night
Public Pad changes: twice per day this week.
Orgasm allowed only on Sunday (10/29) AM. Time allowed to try to cum rand(2,5) minutes. Timer starts when I touch my cock. I can watch porn, fuck my ass, etc first. Must jerk off riding large dildo WITH WET DIAPER OVER HEAD. If I don't cum, LOCK BACK UP IMMEDIATELY.
10/28 - Sleep plugged and diapered.
Allowed to not wear a plug until I lock back up, IF I cum!
48hr Diaper - Start sunday night, end tuesday night with double diaper movie night, hollow plug, locked pants.
Go out one night this week with well lubed, large plug that doesn't stay in well.
5th Week (10/29-11/5+)
This week is emphasizing diaper and humiliation.
Cage size: NANO (!!)
NO vibrator time. Pleasure is now from anal play only, SISSY.
Must fuck ass with dildo for 5 minutes every night. If I feel like I have to cum, STOP.
Go on at least one date plugged and locked.
Sunday 11/5 I will add (1) rand(2,6) or (2) rand (3,5) days to chastity lock up. 5 FULL minutes of anal per day. After additional lock up, I can fuck my ass for 15 minutes every night and can use vibrator for *ONE* minute to try to cum. If I can't cum, I must stay locked. Period.
Every other 15 minute ass fucking, cover head in used diaper.
I must wear a boosted diaper to bed EVERY night until I sissygasm.
Insert rand(1,3) glycerin after removing morning diaper. Diaper for the day rand(1,5) - 1&2&4 means diaper, 3 means no, 5 means double diaper. Change allowed after its wet. Must hold suppository for rand(1,4) hours.
After morning diaper change, draw rand(1,10). 3, 8 means hollow plug!! Fingers crossed you get a diaper today!
Sleep plugged every night. Hours plugged only count during the day. Medium and large plugs only.
7th Week (11/12 - 11/23 ):
Locked until thanksgiving
Cage Size: Small
Sissygasm allowed at will.
11/26 onwards:
LOCKED UP!
Other fun ideas:
Bananas?
Try marshmallow as laxative?! if so, do before dinner, who knows what results will be.
I will go out and talk to a girl and tell her above my chastity - at least twice!
Make large glycerin suppositories by melting a bunch of smaller ones and using fingers of latex glove to mold them
Wear plug and nice panties, no diaper, treat myself to nice dinner.
Sleep with large plug, don’t use bathroom in AM, 1 glycerin to spice things up, large plug all day, take oral dulcolax a few hours before dinner, then load ass up with suppositories for dinner.
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merlin207 · 8 months
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9/26/23 - 4 hour update
My diaper and stuffers are very saturated. I’m was able to make it without messing, so I used the toilet a bit ago.
I think these diapers and stuffers can take more, but to add some more bulky, I put some slits in the (saturated) first diaper and added an abena with a stuffer on top.
This is THICK, esp with the first layer swollen from multiple wettings. I can’t fully close my legs, I waddle when I walk, and it feels like I’m sitting in a booster when I sit down
I will stay in the diapers until my full 9 hour sentence is complete. I might let myself cum, TBD
1am update - these diapers are getting swollen. To add to the fun, I inserted 2 glycerin suppositories in my ass.
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merlin207 · 8 months
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9/18/23 - 3:30am
Just getting to bed, but I’ve been diapered for a few hours. I forget how nice it feels to be in a snug, thick diaper
I insert a single suppository in my ass, but if I don’t get to bed soon, I will put more in (I’m a night owl, and trying to “fix” that) - 2 more suppositories at 4am, and 2 more ever hour thereafter
I am in a boosted diaper, incontinence panties on top, and plastic pants for good measure.
I am locked in chastity, and will remain so until Tuesday night
Tonight is a warm up. Monday I will stay in chastity all day, and I will diaper up at night to begin a 24 hour diaper session
Tuesday night I will go to the movies at 8pm, double diapered, with a hollow plug. I will take an oral laxative at 5pm.
Tomorrow I will wear panties with a pad for the day. And I will diaper up in the evening. Maybe go out for dinner with a plug and suppository in?
Regardless, tomorrow evening I will prepare my diapers for the following 24 hours
I will also plan a 24/7 diaper challenge for 1 pack of abenas (12 diapers, so roughly 3-4 days straight)
5am Update - suppository #4 and #5 going in now… hopefully there isn’t a 6 and 7, or this diaper will be *very* messy
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