Sissy Baby Summer Fitness Humiliation

R Sissy Baby Summer Fitness Humiliation

babykelsey

Sissy's embarrassing exercise regime

Posted on July 2nd, 2016 ~ 1:24 am

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At the beginning of the summer I made a few simple rules for myself about pushing my sissy baby side while exercising, and it's been so much fun I feel like I have to share this with everyone. The rules are:

I have to go on at least 3 long runs per week, outside (along the east river in NYC)
Under my normal workout clothes, I need to be diapered with some form of panties covering
I need some kind of toy in me (vibrator/plug/dildo)

I started with the easiest options I had, a single disposable under a discrete thong, and a little 4" jelly plug, and while it was virtually unnoticeable, I was so self-conscious, thrilled, humiliated, and loving it the entire time. I've since been pushing it a little more on each run, trying different combinations of clothes and toys, and forcing myself to do little embarrassing things along the way. Last night was probably the furthest I've taken it. I wore a double disposable diaper with pink tie-side bikini bottoms, and an 11" jelly vibrator in. Well mostly in. It doesn't fit all the way, so pokes out a few inches. This was under white running shorts, and then a regular shirt, but halfway through the run, I made myself pull the ties over the edge of the shorts, so I had two pink bows and dangly strings coming out at the hips. That was probably more than I ever thought I would do in public, but even so, I'm craving pushing this further.

So I'll keep posting updates on all the little things I try, but if anyone wants to make me do something as part of it, I'm totally at your will. I love manipulating games and punishments so can't wait to have some fun with everyone!
I don't have all that many sissy baby things, but there are the options:

Diapers:
Disposables (Always max absorbancy)Panties:

2 lacey pink thongs

1 tie-side bikini bottom (and padded top I should add)

A medium vibrating plug

A very large vibrator thats just too big and uncomfortable to run with ive found

And an even longer jelly plug, but because its soft and flexible it isnt as painful. but still not great

So excited for the next one!

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ServantSonya

Posted July 2nd, 2016 ~ 9:03 am

Great minds think alike.....in order to assume a more feminine form, my Mistress ordered me to create a workout routine, of at least 30 minutes and four days a week. I am required to wear clothing and other items appropriate for a sissified slave during the workout and must conduct a different type of exercise routine for each workout. I am required to take selfie photos while I exercise to prove to her that I indeed completed my workout and wore appropriate clothing and accessories while doing so...I am also required to weigh myself in front of her each morning and must lose weight each week to avoid disciplinary action.

I think she came up with this plan after a recent shopping trip to the mall during which we passed a women's fitness clothing store and she stated (loud enough for everyone to hear and also see my cheeks burn red with humiliation) that my ass would look great in the fuchsia yoga pants worn by the mannequin in the store's window.

My required workouts only began less than two weeks ago so I have only conducted five workouts, Thus far I have completed the following workouts:

Yoga routine in the aforementioned pants and a matching top along with multiple accessories used in all workouts so far that were inclusive of my breast forms, largest plug, makeup, etc..
An 80's aerobics routine found online while wearing tights, a thong leotard, wrist bands, leg warmers, accessories.
A bike ride in women's capri tights and matching hoodie (with hood up in an unsuccessful effort to diminish my humiliation), sunglasses, matching sneakers, and accessories.
A calisthenics routine on the far reaches of a large grass field at the local park.
Swimming laps in my next door neighbors' pool while they were out of town while wearing a tie-side, brazilian two piece.

Inspired by your post, here is a short story about what I am thinking of doing for my next workout. Let me know what you think!

I had decided that for my 6th workout I would go on an early morning (before sunrise) jog. Before my Mistress left for her traditional Sunday sunrise coffee with several of her girlfriends, I asked her to aid me in preparation for that morning's sissy workout in two ways: First I gave her a key to our house's front door, and an additional padlock key, which I asked her to hide somewhere at our local park on her way to meet her girlfriends. Secondly, and before she left to meet her friends, I asked her to squeeze two Fleet enemas into my backside before inserting a vibrating plug,

As my Mistress looked on with a smirk on her face that I have learned to recognize as a sign of approval, I then dressed in a thick disposable diaper (Abena Abri-Form M4), a locking diaper cover, some women's running (short) shorts, a jog bra, again a hoodie, sunglasses, and women's pink and blue Asics running shoes.

Already feeling the effects of the enemas, I then quickly walked her to her car after locking up our house and hurriedly explaining to her that this morning's workout would require me to jog to the park (about 15 minutes one way), get the house key and the padlock key (which was paired with the panties locked over my diaper) that she had left there, run back home, enter the house, and release myself from the locked panties, diaper, and plug...all hopefully before the full effect of the enemas presented itself.

As she turned her car on and rolled down her window, I requested the location of the keys at the park so that I could begin my run immediately. Instead of revealing there location, and as she began to drive away, she told me to text her a picture of me when I got to the park and she would tell me where they were.

I had no choice but to begin my run as the sun began to lighten the sky. I immediately texted my Mistress upon reaching the empty park...within approximately 15 minutes after my arrival at the park, my Mistress had already sent me to three false hiding places for the keys and had demanded another texted picture of me each time I desperately texted her requesting the keys' true location.

I was texting a fourth picture of myself when the first leak escaped past the plug and into my diaper. I finally received a reply text from her indicating that I would find the keys taped to the bottom of the 1st of 6 picnic benches, counting from the bench nearest the parking area for the park. As the sun came up onto the horizon I quickly made my way over to the keys' supposed location. As I rounded the playground blocking my view of the picnic area and benches, I almost tripped over my own foot as I realized that four people were drinking coffee and laughing loudly as they sat at the 6th picnic bench....which was closest to me and between me and the location of the keys I was after.

The pressure on my backside, forced me to begin running towards the picnic benches again although I knew I would have to run by this group of people once on my way to get the keys, and once on my way back to our house. I increased my speed and stared directly at my feet as I neared what I could now hear was a group of laughing women. As I ran past them my cheeks burned with humiliation as I knew they could likely hear the rustling of my diaper and the hum of the vibrating plug under my shorts.

As I passed the group of women, no more then 15 feet to my side, I heard their laughter immediately turn to silence. I exhaled in relief as soon as I was past their picnic bench....but this relief was short-lived as I first heard one of the women ask the others: "What was that humming sound?"...and then heard another respond: "All I heard was a weird crinkling sound!" My cheeks immediately turned a darker shade of red and a second round of leaks escaped past my plug and into my diaper as I tried to convince myself that they had no idea what they had heard.

I quickly made my way to the 1st picnic table and was relieved to find the keys this time. I turned and began my run home, dredding the next ten seconds of the remainder of my run more than the rest of it....

I again angled my head downwards, trying to hide my face behind my sunglasses and hoodie, and quickened my pace as I neared the women. As I closed to within ten feet of them, one of them attempted to get my attention by saying, "Excuse me! Do you know the time?" I ignored the question and continued past them. Again a swelling feeling of relief was cut short as I heard a voice that seemed very familiar yell after me, "That's OK Liz....I know what time it is....it's time for that sissy to change her crinkly diaper!" As the other women began to laugh, I turned around in complete shock and to confirm my realization that the voice I had just heard belonged to my Mistress. Indeed, I saw my Mistress and her girlfriends laughing and pointing in my direction. Before I turned my head back around, I saw my Mistress blow me a kiss and then wave goodbye.

I turned towards the house and ran home as quickly as possible....which I soon realized would never be quick enough to avoid the full brunt of the enema before getting home. In the moments just after my Mistress' enacted her plan to humiliate me well beyond the level I had anticipated for the jog I realized that unbeknownst to me: my plug had fallen out and the full effect of the enema had made itself at home in the back of my diaper. I also realized as I unlocked and entered the front door to our house, that my sissyclit (as I had been trained to refer to it) could not have been any harder.

I made my way to our living room couch, daintily sat down to avoid leaking, closed my eyes, spread my legs, and pressed my fingers against my diaper and over the throbbing sissyclit locked inside. My fingers began to move in quick circles over the tip of my sissyclit as I thought about the humiliation I had just endured and that I was completely turned on by it. As my fingers moved more desperately over the throbbing member that I had unconsciously tucked down and between my legs before putting on my diaper...and as my Mistress had trained me to do....I heard her say to me, "What a good sissy! You're even masturbating like a woman! Now don't stop on my account!"

I closed my eyes, and followed my Mistresses order as I saw her mobile phone come out to take more pictures. I finally climaxed as my Mistress asked me, "So what is tomorrow's workout looking like princess?"

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Pink Balloon

Posted July 2nd, 2016 ~ 9:37 pm

@ ServantSonya

That sounds like one of the greatest mornings EVER!

You are very lucky, I know I already told you that, but I can't overstate how lucky you are to have such a wonderful wife/mistress.

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babykelsey

Posted July 6th, 2016 ~ 3:17 am

@ ServantSonya

Yikes!!!! Or maybe I should say wow!!! That sounds like the ultimate kind of humiliation I'm hoping to work up towards (but of course am petrified of doing at this point). I haven't had a chance to run or workout yet since the last post but promise to do so tomorrow or Thursday!

And I should add, I'm obviously open to ideas or suggestions, but if anyone wants to dictate what I do for a full workout, I'm willing to give up complete control as long as you don't make me do anything with permanent damage. I like pushing the limits of what I'm afraid to do, and definitely get nervous, but if you say I MUST do something, I'm very eager to please.

I'll keep the updates coming!!

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babykelsey

Posted July 13th, 2016 ~ 4:01 am

@ babykelsey

So after lots of experimentation, ive found the small purple plug is the only toy not highly painful to run with. The only problem is until tonight, ive never been able to keep it from slipping out into my diaper for more than a few minutes, no matter how thickly i pad it or what kind of panties/thong i wear over.

So tonight, I tried filling up a small water balloon, about the size of a fist, and wrapped it to the base of the plug to make more of a cushion pushing in against it. Not only did it keep the plug in the entire time, but the weight of the balloon bouncing as I jogged, pushing the plug in and out the entire time. Hands down one of the best sissy baby experiences ive ever had. I was so excited, on the way back I pulled the pink tie strings to my bikini bottoms over the edge of my shorts so the bows and strings hung out and bounced along with me.

Lots and lots of potential to take this further, and would really love to try out anything people want!

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babykelsey

Posted August 16th, 2016 ~ 2:29 am

didnt get many suggestions so stopped updating the post, but been keeping up with the assignments and its been a lot of fun!!

the latest has been adding sexy bikini ab workouts to the regime. of course this is wearing the appropriate outfits while plugged, and i must say they become very enjoyable. here's one of my favorites:

any additions to the tasks are more than welcome, and if someone wants to take total control of an outting just send me a message!!

:)

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babykelsey

Posted August 18th, 2016 ~ 3:40 am

Hi everyone!

I've been doing my fitness assignments like a good girl and up to 6 miles now and lots of bikini ab workouts to go with it!!

But I think I'm overdue for having some kind of girly workout attire, which is so feminine and sexy. The only problem is I'm really not comfortable with anything that isn't hidden in public, and I can't think of anything like that! I was thinking a sports bra would be a good start, but then those leave the tell-tale sweat outlines that basically show the whole bra!! I also just love leotards, but for the same reason, can't image those would stay hidden throughout a good workout.

Any help?

I really wan't to be a good girl, but just can't think of anything that is within my limits!

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babykelsey

Posted August 30th, 2016 ~ 8:53 pm

Here's the latest report:

I started getting dressed for my workout, and was thinking I'd go for a long run outside first. So I put on a single disposable, pink tie-side bikini bottoms, white running shorts with built in panty, and grey athletic shirt. And then for the toy, the only one I've found comfortable to workout in is a smallish purple jelly plug, but it doesn't stay in very well, so after much experimentation, I've found if I tie a water-balloon to the base of it, it not only keeps the plug pushed inside of me, but also bounces up and down as I run, making the plug constantly pull in and out.

I've done this several times now and it's been great, but this time, just after turning the half-way point 3 miles out on my run, the water-balloon burst! I was totally shocked and caught off guard, and tried to keep running, but soon felt the leak down the inside of my thighs. My diaper at this point was heavy and mushy feeling, and apparently wasn't thick enough to hold all the water, and very quickly leaked through my shorts. And of course white shorts and water are a scary combination, as they were basically see-through, doing nothing to hide my pink bikini bottoms.

So as much as I was panicking, the only thing I could do was run home, so I want as fast as I could, tugging my shirt down to try to cover, which did nothing but attract more attention.

And then to top it all off, I now had nothing holding the plug in, so had to quench my little hole constantly to keep the plug from slipping out. By the end my hole was just so tired, and when I finally made it back to my apartment I looked in the mirror, saw the see-through bikini, and just let the plug pop out into my diaper. Was just too defeated at that point.

And as a side note, I got a leotard and it just came in the mail today

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