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ppsperv: tgirlinthemirror: After her first experience, sissy was hooked forever. No going back. Follow my tumblrâ€”> Pretty Pink Sissy Perv!

One of my followers finally went through with letting himself get used by another man

the first perm for a sissy is always an experience

John really liked his first wet set. A wonderful experience.

I just had my first sissygasm!!! I seriously came from having a dildo in my asspussy and not touching my clit at all!!

First pic is from when I was a sissy just because it turns me on. Second pic is me now that I enjoy being feminine for many reasons now and not hiding who I am. I don’t dress up in public yet, but I do tell people I know that I dress up even though

I never really liked how my butt looked until I tried on my first thong…

It is my first “outfit” with stuff I have … How do you like it?

Dressed up for the first time ever, after an assignment from Mistress where I had to shop all this. Sissyfication is my calling. I love cocks. Look at you looking all girly. Now just shave or wax your face and bend over so everyone can see your pretty

First time exposed =)Lets hope it’s not the last!

Sissy Lone Outdoors Ok. I know it’s not “much/daring/extreme” or anything. But as a first step it was great!!

I had so much fun being so out to so many! I’m doing so many more festivals all femmed out *blushes* I even pleased a man orally for the first time *blushes*!!Pleased a man?! Say what?!!!!! Work it, gurrrrrrl!

Went to a salon today, had my brows waxed and got a pedi and had her paint my toe nails red, both being my first time for either of these and enjoyed it, now am home, wearing my pink panties and pink bra and oh yea, forgot, went to dollar store and got

First time shaved legs, what does everyone think?That’s sooooo much better!

30 min after this photo I received my first bbcCongratulations on becoming a BBC Slut!

Got my first sissy Plug today ^^

Getting warmed up for the first time before receiving my first real cock!Looks like you’re about to become a cock slut for life! YAY!

First sissy experience

First time visit to the local gloryhole… FULLY DRESSED! Very liberating!!!

First time ever outside!Sissy fishnets and everything! Work that ass!

First time dressing at an adult arcade! Is it bad that I secretly wanted someone to catch me

My first cumshot and facial. Loved it! What do you guys think? Reblog and spread me!

MY first sissy experience what do you all think?

First time out on the town… so scared but so rewarding.Looking good gurl! Enjoy it and keep being pretty in public :)

Hello and greetings from Germany. I’m Jörg and this is my first attempt, a sissy to be!You’re on the right track gurrrrl!

Jessica got a haircut. First time going to the salon as a sissy, she was really shy at first but it was so fun seeing her in the chair, exposed right next to the glass window so that anybody passing by could see her from outside. She asked for a cute

sissyterri: mrjamesbecker: my first time was with my best friend, we grew up together and he felt real nice about it! he even made me wear his sister’s clothes and fuck me like that! MMmm seems like sissy boi’s have the same experiences wherever

sissyfagjoan:bestsissypics:http://bestsissypics.tumblr.com I thought I was experimenting, but that first taste of cock made me a sissy faggot for life, ummm umm good

kitty-clitty: One of the first things in our sissy training is to acquaint us with the taste of cum. Eating cum is a humiliating experience for most straight men and the point of being feminized is to break down the concept of masculinity in a sissy

payprincess: Does Wearing Panties Makes You Hard Sissy boy Eric and I did his first shopping mall experience today on the phone. We’ve been talking about him going to the mall and buying make-up and lingerie for himself for about a month.

annaliaworld: wxhluyp: Being previously homeschooled, Jimmy found himself desperately overwhelmed by his first experience of getting changed for gym with the larger, muscular boys. Barely making it in time to the lavatory. BAD sissy slut! You are

degradedsissy1: Eternal shame! It is a feeling that follows a sissy around all of its life. From the moment of its first, ‘innocent’ experiments with stockings and panties and high heels, through its first nervous, trembling steps into public in

newblackworldorder:Once a sissy experiences her first “sissygasm” while being fucked by her Black Bull, it all becomes clear to her that this is natural and the way things should be.

itsmeganprincess: First Time Meeting Daddy Sissy fiction by Meganprincess (An experiment in dialogue)I was so excited that night. Maybe too excited. I was to finally meet and be used by my on-line daddy. I had no idea how it would go but I wanted to

cute-sissy-slut: cute-sissy-slut: **ME** Follow and Reblog plz! This was one of my first Escorting experiences, I’ve came a long way in 3 years lol I was uh 18 in this video(:

venicethetgirlexperience: Decisions, Decisions, Decisions..should sissies wear panties on the first date? My experience tells me that having panties, and a nice pair of cute, pretty ones add to the excitement. The moment the panties get peeled off is

ppsperv: inneedofblackowner: subcici: I’m still trying to achieve a prostate orgasm. Can hardly wait to have my first experience. Sissygasm is easier and more natural being clitty caged ! 🎀💄💋💕❤️Pretty Pink Sissy!❤️💕💋💄🎀!

hardmasterfist-sissytraining:Hardmasterfist in not a sissy Hardmasterfist has no need for a Mistress!! Do not contact me!! Hardmasterfist has 17 yrs experience of Transitioning gay boys into the Sissy lifestyle. ( you are not the first ) Hardmasterfist

First sissy experience.

cute-sissy-slut: cute-sissy-slut: **ME** Follow and Reblog plz! This was one of my first Escorting experiences, I’ve came a long way in 3 years lol I was uh 18 in this video(:

sissy-gurlz: Reblog if you agree. The perfect submissive experience. It’s out there, it’s worthy of your pursuit gurl. But you’re going to need to pursue it. It won’t happen otherwise. Be a woman of action sissy, make it happen. First off,

daddy-guidely: Your first time with daddy will be amazing sissy. Dress up accordingly. And just do what he says. You are going to experience whole lot of pleasure through your sissy ass. Daddy’s Cock putting pressure on your hole and the cock head

cute-sissy-slut: cute-sissy-slut: **ME** Follow and Reblog plz! This was one of my first Escorting experiences, I’ve came a long way in 3 years lol I was uh 18 in this video(:

jadethegoddessbnwo: sissy-bimbo-slut: bimbo-abuse: only-cum: jimmy-incest-stories: The first time daddy cums in her throat good girl~~ Craving more! its an amazing experience. just wish my first time was black :(

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