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[saragirlsissyconfessions]

I stood quietly off to the side as my aunt looked at the sheer lace bra. “The fabric is so delicate and beautiful,” she said to the saleswoman.

“It’s one of our most popular styles for these situations,” the saleswoman replied.

“The cups will gap, won’t they?”

The saleswoman nodded. “For a normal training bra, we’d recommend a smaller cup size, but for…” she looked over at me. “For this situation, we recommend a larger cup so you can use breast forms if you wish. It’s unpadded, of course, so when worn under male clothing, it won’t be too noticeable.”

My aunt looked over at me and smiled. “What do you think Trevor?”

“I…I don’t know,” I stammered.

“It’s your first bra,” she said, “you need to voice your opinion.”

I tried to think of it as a girl would, remembering the instructions she’d drilled into me.

“You said it was delicate and I agree,” I said, “I…I think it’s what you…we’re…looking for.”

“I assume you’ll fit it for us?” my aunt asked the saleswoman.

She nodded. “Of course. The set?”

“What style of panties come with it?”

“A classic bikini,” the saleswoman said. “The fabric, delicate as it is, is perfect for tucking…if that’s a requirement.”

My Aunt Janet looked at me, smiled. “I’m sure there are no erections for sissies in my home,” she said.

“Naturally,” the saleswoman smiled.

She picked up several sizes of the bra matching the measurements she’d taken, panties too, and took us to a fitting area, but not a dressing room. I looked at Aunt Janet; my eyes said it all. She looked back at me and smiled. “Dressing rooms are for actual girls,” she said, “sissies don’t need them.”

Minutes later, I was standing in front of a three-sectioned mirror wearing just the new bra and a pair of panties, my penis, of course, tucked away between my legs. I was red-faced as the two other women in the store kept glancing my way, snickering. 

“The bra is a B cup,” the saleswoman said, “and the panties are a small. I wasn’t sure on cup size.”

“B is appropriate, to start,” my aunt said, but I’d like a set of everything in a C cup as well so I can move up.”

One of the other women in the store, they were together, approached Aunt Janet. “Your son?”

“My sister’s son,” Aunt Janet said.

“May I ask why?”

Aunt Janet looked at me, chuckled. “He’s with me for the summer, an attitude adjustment,” she said. “He’s not doing well at college.”

“Well he’s adorable,” the woman said.

“Thank you, Ma’am,” I answered as I’d been taught.

[bigtittys4u]

[jazmenjafarsposts]

[makehimyourgirlfriend]

[forced-femme-fantasies-deactiva]

For @andysfetischblog, first winner of the second caption competition. :)

[forced-femme-fantasies-deactiva]

[forced-femme-fantasies-deactiva]

[sissytimecaps]

[sissytimecaps]

[sissytime-deactivated20220522]

[dumdolly]

hehe 😊

[milky78]

You always had a crush on Jackie, a really popular girl in highschool. Unfortunately many other boys had that too. You confessed to her and said how much you love her and that you would do anything for her. “Swear it looser and ill take good care of you.“she said. You did as you were told, blind in love. She grinned and snapped her fingers as two big muscular men came out from cover and loaded you into a truck that belonged to SissyCorp. It turned out that her dad was a manager that worked for SissyCorp. She always thought you were too cute but a total looser. So she decided to make you her bitch. After returning from SissyCorp you looked excactly like her even your cock you were once so proud of was gone. She made you wear slutty outfits and forced you to eat her pussy everytime she liked to. She also organized partys were all the boys were allowed to use you as long as they wanted to get them nasty lovers off her. You were so humiliated but you loved her too much. She even let you sleep in her bed where you had to lick or suck her pussy , boobs or feet, while wearing a giant , vibrating buttplug.

[la-guarderia-abdl]

[chastisedsissyclaire]

Clark was walking around an adult toy store, when he caught the eye of the owner. She thought he had a nice female quality. She came up to him and told him she was the owner and her name was Stephanie. She then asked him to come in the back. He was unsure what was going on, but followed her to the back. Once he walked in the back, he was overpowered and knocked out. When he came too, he was hairless, wearing a diaper, a sissy babies dress, thigh high socks, and a pair of mary janes. He was also bound and gagged with a penis shaped pacifier and he felt something up his butt. He was in a box of some kind with a heart shaped window. Stephanie come in view and explained that she thought he would make a good looking sissy baby, so she had her employees do this to him. He was getting slightly turned on, but felt his penis not being able to get fully hard. She explained that he had a cute pink chastity cage locked on his sissy clit. She then explained that since he turned out so well, he would be displayed in the front window. He started to squirm in his bonds. She pulled out a remote and said She had a surprise for him to help pass the time while up front. She pressed the button and the plug in his ass came to life. This caused him to squirm more and he could feel his clitty twitch in its new prison. "Have fun up there Claire" she said as he was wheeled to the front window. He had people stop and take his picture all day and a lot of them came into the store to shop. Stephanie had never had a busier day. She decided she needed to keep Claire as her sissy slave. She would keep him restrained until he excepted his fate, then she would let him be a maid around the store. Until this would happen, Claire would come home with her and be trained at nights. Claire ended up enjoying her new life and she helped Stephanie make so much money at the store.

[chastisedsissyclaire]

The Sissy Inheritance

“Smile Claire”

Claire looked up from cleaning the toilet with the toilet brush attached to her gag to see her Stepmom Megan and Stepsister Emily taking a picture. Claire was use to them taking pictures of her while she was bound and gagged and let it happen. She thought back to earlier in her life, when she would have been embarrassed by this happening. Back then she was known as Clark.

Ever since his mother passed, it had just been Clark and his dad, Alan. Despite being a very successful businessman, Alan was still a very good single father to Clark. They were very close. That was until Clark went to college. During Clark’s freshmen year, Alan met Megan. They hit it off. When Clark was home between his first and second year, Alan and Megan got engaged. It was after this Clark met Emily, his new stepsister. Clark could see a change in his father, but he seemed happy and that made Clark happy. During Clark’s second year of college, Alan and Megan got married. When Megan moved in she brought her own maid, Tiffany, with her to take care of the house. Life was going on, until Clark’s third year of college, when Alan disappeared. Clark was in complete distraught over this. Eventually Alan was declared dead. They had a funeral. Then at the will reading, Clark discovered what his fate would be. Clark thought he would inherit a decent amount of money, but was shocked when his part of the will was read. It stated that Clark would need to move back home and serve his stepmom and stepsister to get an allowance or he would have to move out and get absolutely nothing. Clark was scared about being forced to move out and have nothing to his name and not knowing what serving his stepmom and sister would entail, he chose that option. He was forced to sign a contract, which of course he didn’t read throughly enough.

Over time it became clear what serving them meant. If he didn’t do exactly what the contract stated, he would face huge legal ramifications. He was forced to dropout of college altogether. He moved back home and was forced into a pink chastity cage. All his male clothes were donated. His boxers were replaced with panties, his socks were replaced with stockings and garter belts, his sleep shorts were replaced nighties, and his jeans and tshirts were replaced with skirts, blouses, and maids uniforms. When he was serving them he was in a maids uniform, when off duty, it was female clothes only. Finally he would no longer be Clark, his new name was Sissy Claire. While he did resist at first, through bondage, Hypnos, and chastity, she eventually learned to accept her fate. Eventually his stepmom and sister simply became Mistress Megan and Mistress Emily. She hasn’t worn anything male related since the day of the will reading. Now two years later, Claire is having her picture taken while bound, gagged, and cleaning the toilet with the attachment on her gag. Her little clitty has not been freed in over a year. Her only form of pleasure comes from her vibrating plug, which is controlled by apps on his mistresses’ phones. Claire learned to work well with Tiffany, who also had a hand in training Claire.

“Claire we need to have a meeting once you finish in here come down stairs” Megan said. Claire finished quickly and met his mistresses down stairs. Tiffany was already standing behind Megan. Emily led Claire to a chair and bound her even more to it. Finally Emily took out the gag Claire uses for chores, but her mouth didn’t stay empty for long as Emily added Claire’s penis gag, a gag which Claire has learned to love.

“Claire, you have been our sissy slave long enough, it’s time you’ve learned more about how your fate led you here. When I married your father I had been training him for some time to be a sissy like you are now. I used that power over him to change his will to how it was. In the original will you were set to get most of his fortune. But I felt like this turned out for the best. Now onto the truth about your father. He never disappeared, I sold him to a friend of mine. He is sissy Alice now. One day soon I will allow y’all to be reunited again. Perhaps y’all will both serve at a party we will throw for all of my mistress friends. The reason I didn’t keep your father for myself is because I already had a sissy. Tiffany here is actually my first husband and Emily’s father Timothy. Show Claire your locked up clitty Tiffany and now that your secret is out, go put on your gag.” Megan commanded as Tiffany lifted up her skirt and pulled down her panties to reveal a tiny locked up clitty. Then Tiffany left the room, only to return is a similar gag to the one Claire was wearing now.

“Now I’m sure your thinking we are just some gold diggers for what we did to you and your father. But the truth of the matter, it had nothing to do with him or his money, that was just an added bonus. We actually did this, because of you. Once I met you, I just knew you would make the perfect sissy for my daughter. She had helped train her father growing up and she always wanted a sissy of her own. Once she got old enough, we found you and that has brought us to today, where your ownership goes to her.”

Claire was shocked and even gagged, speechless with what was just revealed to her. But because of years of training, she was excited for her life to come with Mistress Emily. Emily came over and gave her sissy a kiss of her forehead. Her little clitty twitched thinking about serving her. She wasn’t even mad at the lie of her father’s disappearance. She was relieved and excited to see Alice again one day.

[paddedlittleparadise]

“Umm…hi. This is, um, my presentation…”

My heart is pounding under my frilly blue frock, my gut churning, my mouth dry as I try to articulate the words. Mommy is in the little eight-person audience: watching, waiting with our other kinkster friends to see just how well her little sissy babydoll can humiliate herself. I need to obey her orders, to give my little show-and-tell as best I can, and most of all, to make it through without embarrassing myself any more than absolutely necessary…

“Honey, such big words!” Mommy calls sternly from the audience. “Remember - you need to be a convincing baby girl!” Oh, poopy. I clutch the pacifier dangling from my dress and jam it nervously into my mouth. Mommy really does want me to do it just like we practiced, doesn’t she? And so I begin again, my stomach knotting as I lisp out the words: “Zhiff iff my pweefentayfhun…on why I neeth my Mommee…”

The mommy dommes are cracking up now, clearly amused at my infantile enunciation - or lack thereof. “I wuv my Mommee tho mush,” I flounder on, blushing, desperate to make it through before - well, before I lost control. “Thee makef me bwekfis’, an feeth me my ba-ba, and dweffeth me in pwitty, pwitty cwoves…” A squeaky fart escapes me, resounding through the thick layers of padding between my legs and provoking giggles among the audience. Oh, yes, Mommy does do all those things. Over the past twenty-four hours she’s been taking special care of me, stuffing me with oatmeal and prunes and milk until I felt like I was bursting… Which, quite literally, was what I felt on the verge of doing right now - in my pants.

“I neeth my Mommee becauth…becauth I’m jufth a-a widdle giwl,” I stammer, shifting from foot to foot, fighting back the urge to clutch my stomach, hoping desperately to quell the growing tempest in my gut. “I don’ know mush, an’ I neeth hew to take good cawe ov me.” My audience is snickering now at my increasingly obvious discomfort - discomfort that Mommy has precisely timed to strike during this little show of ours. Oh, Mommy is so devious. But worst of all, even as I rage internally at how she’s stacked the odds so firmly against me, we both know deep down that I crave this humiliation so disgustingly much…

Then Sheila, the most forward of the mommy dommes, calls out: “Looks like you’re feeling a little nervous, baby! Do you need your Mommy to take you potty?” Oh, God, yes - I need a toilet so very, very badly. But even now…no. I can’t. My cheeks aflame, I shake my head, determined to make Mommy proud. “No, ma’am,” I mumble meekly. “I don’ need da pottee.” “Oh, really?” she asks, clearly amused by my stubborn response. “Why not, little sissy?”

Here it was. “’Cauth I don’ know how ta wooze it,” I lisp loudly from behind my pacifier, blushing as I pull up my skirt and petticoats to reveal the frilly bulk beneath. “Mommy thayth I beewong in dyeputh,” I grit my teeth as another pang grips my abdomen, my sphincter screaming for release. I should, I must. I can’t hold on any longer… can I? But I stubbornly hold out, praying that I can finish somehow before the inevitable explosion occurs.

“Oh, of course!” she exclaims, giggling. “I should have known such a little sissy as you wouldn’t be out of diapers yet.” She cast a mirthful glance back at my Mommy. “But sweetie, shouldn’t you actually show us just how much you need them, instead of just telling us?” No, please. No! I cast a panicked glance at Mommy, begging wordlessly for her to come to my rescue. Please, Mommy, I’m already humiliating myself so much here for you. Please…

But all she gives me is a knowing smile. “But of course, Sheila. Don’t worry. My little sissy needs them more than she even knows - and I’m sure she’ll be more than happy to give us a pretty little demonstration.” She gestures firmly at me. “Go on, baby. You heard the nice lady. Why don’t you-”

Alas, she is too late.

I don’t know whether it’s a subconscious impulse on my part, or whether my poor muscles really have just reached their limit. Whatever the case, even before my Mommy has finished speaking, a series of muffled explosions emanate from under my frilly skirt; and with a sickening, torrential rush, the semisolid contents of my laxative-stimulated bowels squirt messily out into my pants. I double over in mingled pain and relief, clutching the little blackboard prop beside me, suckling instinctively on my dummy and not even caring anymore that I am giving my audience the most delightful upskirt view of my rapidly filling and sagging diapers. I am a messy baby indeed, and now the entire audience knows it beyond the shadow of a doubt.

Then, once the flood of mingled urine and poop has finally subsided, I gingerly turn, waddling and red-faced, to face my audience. It can’t get any worse, I muse despairingly, so I might as well make Mommy proud… “And fho,” I whisper in crimson-cheeked conclusion, “dat iff why I’m a gweat big thithee baby, an’ I neeth my Mommee.”

[bbcharlotte]

[crinklyfantasies]

Hey, sissy! You're probably wondering why you woke up wearing that thick, crinkly diapy and those pretty pink mittens, but first off, I want to speak on behalf of the sorority. The other girls and I just wanted to thank you again for letting us stay at your place rent-free. It's been a real godsend having such a nice house to crash at when we aren't in class. And we really appreciate you giving up your bedroom and guest rooms for us to sleep on that disney princess pad. Such a gentleman.

And I know you were nervous about the whole chastity thing at first but we REALLY appreciate being able to feel safe in our own house. It's a good thing you were tiny enough to fit, huh? I also bet it's rough for you being stuck in that thing when there's a bunch of college girls walking around in our underwear and bringing guys over to fuck. I know we can get a little carried away when we're having our holes filled with loads of cum.

Anyway, since you've been so nice looking after us, we all decided we're going to be nice and look after you... as our new sissy baby!! Yayyy! You don't have to worry about a thing from now on, snookums. You just need to sit back and be da cutest widdle baby guwl and let your new Mommies take care of everything. We'll do the dishes, clean the laundry, pick up around the house...

We'll even change your stinky pampies when you make a boom boom! Oohh I bet the boys we bring over will be SO jealous when they see how much attention you get from so many hot girls.

No you can't change yourself, silly! That's a job for Mommies. Steph was worried you'd be a feisty pansy. Good thing she convinced us to buy those pwetty mitties. They make sure baby can't make naughty grabbies to take off her didees. They also make it almost impossible for baby to make wubbies with her cwitty cage by herself. Which reminds me, how do you feel about a daily milking? Sarah thought it was too much but...

Aww, look girls. Our piddle princess is so happy she's crying. We're happy too, sweetums. Daily milking it is then. Now, lets go to the store and get you a nice fat big gurl toy to play with.

[reiner-torheit]

[thediaperedathlete]

My Mother said you have to sleep in here until after the wedding. I’ll be just down the hall if you need me.

Of course I didn’t forget about putting on your diaper. We don’t want you wetting the bed sweetie. But Mom’s not comfortable with me seeing your PP in her house. So she insisted that she do it tonight.

I know, I’m not super excited about either. I’m fine with her seeing your little penis, that’s not what bothers me. I just hope she doesn’t notice that I’ve already taken your virginity, and then some LOL. Although technically I’m still a virgin. I’d still not like her to notice how I’ve ruined your little hole.

You’re scared of getting a stiffy? Oh actually that’s a good idea. Don’t try not to get a little boner, maybe that will distract her from your bum bum. Look at her boobs, they’re even bigger than mine! That’s your future sweetie, her soft curvy body will be mine some day. Think of that! But just try not to cum, OK?