#pretty sissy captions

[prettysissycaptions]

#prettysissycaptions #sissi femboi #feminizing #tgcaptions #humiliation captions #forced feminized #sissicaptions #gay #sissycaps #feminizationcaptions #camila mendes #madelaine petsch #pretty sissy captions

[tmr404]

This happens more than I can even begin to tell you!!!

#sissifyme #humiliation sissy #sissy tasks #feminine sissy #feminization captions #faggot sissy #feminization kink #transgurl #sissy ferminization #trans woman #the she in me #pretty girls #inner girl desire #wearing girl clothes #just girly thoughts #need to be a girl #tumblr girls

[magguy-crossdresser]

Dimanche 26 Novembre 2023

Moi en photo ( Magguy Crossdresser ) / Me

… Blog, n’est pas que reblog… Des photos personnelles de temps en temps…

Cette photo est en mode « Sans soutien-gorge, avec crop top moulant ». Ce n’était pas la peine de l’écrire, vous l’aviez compris, mais ça fait plaisir de l’écrire… De le lire, peut-être aussi…

Magguy Crossdresser

💋

#crossdresser #crossdressing #sissy crossdresser #cross dressing #crossdress #crossdressing france #crossdresser france #cute crossdresser #crossdressing paris #crossdresser paris #sissy crossdressers #crossdresserlife #crossdressing captions #sexy crossdressers #trav #travesti #pretty gurl #haut talon #hauts talons #high heels #sissy gurl #gurly bulge #hot gurls #sexy gurl #cute gurl #gurl #legs and heels #bas résilles #collant resille #bas nylon

[fallenangeloc]

To my fellow femboi, CDs, traps, & sissy’s let’s dress up and play. You and me.

#mtf trap #sexy crossdressers #sissi #cross dressing #sisified #tranny #sissy femboi #sissi femboi #sissi caption #crossdressgirls #cute crossdreser #sissy crossdresser #pretty crossdresser #crossdresserlife #crossdressing #cute crossdresser #sissy cd #sissifyme #sissifeminine

[abdlmommy-rieser1]

WHO'S IN FOR SESSION NOW INBOX MOMMY

#crossdressinglife #cute crossdresser #crossdresser #crossdress #pregnant crossdresser #pretty crossdresser #hot crossdresser #crossdressermodel #ab dl diaper #ab dl girl #ab/dl blog #ab/dl babygirl #ab/dl diaper #ab/dl caption #crossdressing sissy #humiliated sissy #ab/dl sissy #sissi femboi #diaper sissy #femboii #femboy art #femboy bulge #femboy ass

[itstimeforfun]

#sissy cd #cute crossdreser #sissy crossdresser #feminine boy #trans women are beautiful #pretty girls #sissi caption #humilated slave #tumblr girls #sissy domination

[befemininenow]

Extra caption no. 60 of 69: Know your worth, admit it, you’re a girl!

Take the time you need, but I promise you this: You’re very pretty inside. Isn’t it time you reflect it outside? It’s time to be confident! You can do it, girl!

To those blogs that affirmed our gender identity through blogs, thanks for supporting us! Inspired by those blogs that helped us say “I’m trans, girl, feminine, fluid, etc.”, I made this caption as a confidence booster. Far too many posts have the user accept themselves as a sissy. This post is not one of them.

Oh, but don’t worry! If you’re looking for a post that affirms you as a sissy, I have one coming up soon! Just make sure you have your “Mature” option on.

[wittlesissyb4by]

Good Cop, Bad Cop

"You okay, hunny?"

*sniff sniff sniff* "Uhn..uh huh!!"

"Awww don't cwy baby! Daddy was pretty rough with you wasn't he?"

*sniffles* *nods*

"Ohhh I know it hurts, baby. Daddy can spank pretty hard huh?"

"Y-y-y-yes Mommyy..." *sniffles*

"But you're not going to be a bad gurl anymore are you?"

"N-no m-m-ma'amm!!"

"I didn't think so. And i'm sorry you had to wear the big plug today, but what Daddy says goes. You understand that, right?"

"Y-yes Mommy..."

"You're not the man of the house anymore, are you?"

"N-no..."

"Nooo, not anymore! He wears the pants! What is it you wear, dear?"

"D-diapers..."

"Diapers! That's right. Cause you're Mommy's baybee gurl!"

*smiles* "Mhmm..."

"Hehehe you're starting to like your diapers, aren't you?"

"...Y-yes Mommy..."

"This is where you belong, isn't it?"

"Yes Mommy!"

"You're not gonna fight it anymore, are you? You're not gonna make Daddy have to spank you again?"

"N-no Mommy! No fighting!"

"That's a good gurl! You're being so good! You used your diaper real good today didn't you??"

"Yes Mommy! All the messes! Pee pee and poo poo's!"

"Well...not all the messes..." *places hand between his legs.*

*gasp*

*squeezes the crotch* "You want Mommy to rub it?"

"Mhmm!!"

"You gonna tell me what a pretty pampered princess you are?" *crinkle crinkle*

"Mmmm! I'm a pwetty pink pwincess!!"

*crinkle crinkle crinkle* "You like your diapers, baby?"

"Yes Mommy! I wuv my diapurrs!"

"I love it when you wet and mess them." *crinkle crinkle* "You know that right? I love seeing how much power I have over you! I own you!"

"Yes Mommy...I'm your baybee gurll!"

"You arrre! You are! My little cucky too!"

"Yes Ma'am! I luv you and Daddy both!"

"Daddy gets to fuck my pussy. What do you get to fuck, cuck?"

"Pissy pampers, Mommy! I hump pissy pampurrs!!"

"That's right hunnyy!!" *pats bottom* "How's your plug?"

"Big, Mommy! It's weally big!"

"How does it make you feel?"

"...-f-full Mommy..."

"Like you got a big full diaper?"

"Mhmm!!"

"Awww! Perfect!!"

"Nnngghh"

"Heheheh, what's the matter?? Why you getting all quaky?"

"I'm...i'm gonna...I'm gonna..."

"You gonna make a goo goo?"

*nods* "Mhmmm!!"

"D'awww! Look at you! Squirming like a sissy! You gonna cum in your diaper?"

"Y-yes Mommy!! Yes!!"

"Cum in your diaper baby. Just like a little bitch. I wanna hear your girly moans!"

"Unhhh!! Ahhh!! OhhohOHHOHHoh!! I'm cumming Mommy! I'm making a goo goo0oo0oo"

....

....

....

"Was that good, hunny? Did you enjoy that?"

"Yes Mommy."

*peeks inside* "Oh my, you made quite the mess in there!"

"Y-yea..."

"You keep being a good girl and you'll get to make lots of goo goo's. Only in your goodnites of course..."

"Yes Mommy..."

*pats bottom* "Now waddle back in there to Daddy, tell him you're sorry, and give him some suckies. I want you to get him ready for me. All of this has gotten Mommy very worked up!"

--------------------------

New Tumblr, new everything. If you like captions like this, consider Supporting me so I can keep them (and you) cumming ;)

[sissikellicaptions]

A Week Like No Other Pt 1

This was real, you couldn't believe it. You'd wanted for so long to have a diapered getaway. Where a dominate mommy or daddy would take you on a trip. And here you were, in a diaper and dress, some tall stockings and heels, with no phone, wallet, and no control. And you loved it.

The man who you only actually knew as Daddy had been talking to you for awhile, and when you mentioned your wants, you first thought you scared him off. Until after about a week of silence, he presented you with the opportunity you'd dreamed of, a 1 week all you can take vacation. He would pick you up, and take care of everything, you just needed to agree to do what he says, and agree to bring nothing. Of course you leapt at the opportunity, and when his care pulled into the drive, he got out a smiled at first seeing you, but also looked, disappointed?

Apparently when he said nothing, he meant NOTHING, not even the literal clothes off your back. He walked to you, pulled you back inside your house, and stripped you. You had lie on the floor for a bit before he came in with a new outfit, and a diaper, which made your heart flutter. He padded you up, pulled the dress over your head, and attached the rest of the outfit before walking you to his car, opening the passenger side door, and helped you in. You pushed the seat backwards, face red with embarrassment hoping no one saw you in the mid day sun.

Daddy got in the car, and smiled looking at you. You smiled back and he said that he would be taking pictures, for the two of you to look back on the trip. You didn't speak, conflicted between fear of exposure, but also getting slightly turned on by that same thing. Sensing your confliction, Daddy told you that for now he'd ensure your face didn't show, only that pretty sissy body of yours. You covered your face as Daddy counted down, and the phone snapping the first of what would be many photos of the most intense week of your life

---------------------------------------------------

Photo is not mine, credit goes to original owner. Contact me if you would like credit for it, and if you would like me to remove it from the page.

Trying to make a more long form photo story caption....thing. As always feedback is welcome and encouraged!

Story is a work of fiction. All events, people, and places involve potential problematic behaviors and depict scenes for fantasy purposes only.

#ab/dl caption #diaper captions #humiliation captions #original caption #sissi caption #public diaper humiliation #public diaper #diaper humiliation #shy diaper sissy #sissy diaper #sissy desires #diaper stories #diaper sub #diaper in car #diaper exposure

[denial-permanente]

Can you do a caption that features a game of chance like dice that results in permanent chastity. So the key holder tossed the key into a blender and destroyed it. Or she could give the key to her lover that snaps the key in half before forcing his cock in the mans mouth. ??

🔏 Wow, that's pretty specific. And it seems to me that tossing a key into a blender is not "chance," it's pretty much a sure bet to screw up the key and also a blender. Also, in case you hadn't noticed, none of my captions feature cuckolding, sissy, or extreme bdsm or humiliation. But I'm sure that there are dozens of other people on Tumblr who would be happy to make something up for you.

#chastity question

[sissy-tyler]

Mommy’s Blog #231: “Maid Days”

Wednesdays are always Maid Day for my widdle, sissy Tina. On Maid Days, Tina trades in her adorable baby dresses for a cute maid outfit and sets to work cleaning the whole house for me. She’s still diapered, of course, we can’t have Tina forgetting who wears the pants in the house (that she cleans), but she is expected to act much less like a little baby, and much more like a sweet, widdle servant.

When turning your husband/fiancé/boyfriend into a sissy, I can’t stress enough how important sissy-hypno tapes are. Not only do they keep your man cute and behaved; many of them also keep your sissy having the most adorable mannerisms. As you can see, whenever Tina stands still she can’t help but sway her hips and watch her widdle dress dance.

It’s making your sissy uncontrollably perform mannerisms like this, that lets them know you hold all the power. Well, the mannerisms and the chastity of course. In one of my upcoming blogs I’ll actually share which hypno tapes I used to train Tina to LOVE her chastity. She actually hates being out of it and begs me to keep her in only the smallest, girliest cages.

I’m also thinking of starting an OnlyFans for Tina! Me and a couple of the mommies of Tina’s sissy friends have thought it could be quite lucrative to have our sissies whoring themselves out online, I guess there’s a pretty big market for it!

Anyways, thank you so much, as always, for joining in on Tina and I’s blog. It’s been so fun documenting Tina’s journey from “big, stwong man” to “helpwess, widdle sissy”. Tina always loves reading the degrading comments that get left for her. But, until next time, keep your sissies diapered, caged, and ready to serve!

Find more, exclusive captions on my Patreon!

#diaper captions #humiliated sissy #humiliation sissy #sissybaby #ab/dl mommy #diaper bulge #mommysprincess #submisive sissy #feminine sissy #forced feminized #feminization kink #diapercuck #diaper sissy #feminized husband

[befemininenow]

Legacy feminization blogs: Honorable mentions

It’s amazing and scary how time is flying faster than what we’re used to as many of these creators have been long since gone, but not forgotten. These three creators perhaps made a mark on some of your current favorite blogs sometime during their bringing. It’s possible you may not know who they are because they’ve been far long gone, more so than the other legacy blogs. However, their legacy is still shared today through reblogged posts and influence. There’s no denying that my blog is today shares a few traits from these blogs, even if I never felt a direct connection to them. Here are the three blogs I will share with you today: Sasha’s TG captions, Jazlynnfun, and Transmexy.

Sasha’s TG captions

This blog is probably one of the earliest feminization caption blogs opened here on Tumblr still shared today. Some of its comtemporaries featured in my miscellaneous posts include blogs like Felina Captions and Katycat2009. They have a similar vibe in that they encourage the user to go deeper into femininity through lingerie and pleasure. The captions may be tame today, but at the time, Sasha’s captions were pretty much what you expect of “sissy captions”. The blog has been gone for perhaps almost 10 years now and it’s arguably the longest hiatus out of all the blogs I shared. However, their captions are still shared today and is a footnote on what would become of sissy captions during Tumblr’s peak.

Jazlynnfun

I’m pretty sure this is one of the first affirming feminization blogs opened here on Tumblr. At a time when “sissy blogs” began flooding this site, this one allowed you a breath of fresh air. Jazlynnfun focused less on sex-crazed captions and more on gender identity captions. Unfortunately, the blog can be considered to be “ahead of its time” as the amount of traffic through likes and reblogs are too low for a blog active during Tumblr’s heyday. It remains a footnote on what feminization captions would become later on through later legacy blogs such as Sanderlay or Joanna’s Journey. The blog is still open for you to view. However, the blog has been inactive for about 8 years now and is now limited due to it’s ‘explicit content”. If you’re curious to check it out, here’s a link:  jazlynnfun.tumblr.com 

Transmexy

Out of all of the three I mentioned previously, this one has the sauciest content! Surprisingly, this blog also had a lot of encouragement compared to the other “sissy blogs” that were active during Tumblr’s heyday. But based on what I could discover through archives, it was similar to Desirayeraye’s blog. Transmexy (uses they/them pronouns) mostly encouraged “sissies” to stop being afraid and come out as their feminine selves. The blog was a counter-response to all of those “sissy blogs” asking users to “like-reblog and you will be her in no time”, as well as blasting those who were dependent on mistresses. Sadly, their blog was terminated around the time Tumblr issued their NSFW ban back in late 2018 and their other social sites on Patreon, DeviantArt, and Twitter have been dormant since 2020.

Hope you like these pics! Remember, I am not the owner of them and they belong to their perspective owners. I am just the one uploading them.

[evilwomansworld]

Looking pretty

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