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First time on Winston's Tail

Trying a bigger clitty for the first time.

first time going out in gfs clothes 🙈✨

First time showing my face🙈 hope you all like it ❤️❤️

first time in a cage..! how do I look? 💜🥺

First time caged, I came all over myself shorty after 😅

My first time dressing up and posting

Crossdressing First Time High Heels gif

First time posting here :) excited to read what you think

First time I cum in Venti ass (Genshin Impact)

Bareback Crossdressing First Time gif

First time showing my boobs I hope at least one person likes it 🙈

first time dressed for anyone and I take two and record it 😂 (oldie but a true first time)

My first time (ki_k:SissyCDslutHUN)

When daddy slides in

Daddy fucking me (ki_k:SissyCDslutHUN)

Throwback from last year.

First time putting something down my throat, how did I do ?!

First time on a dildo. Please be nice. Working my way to my true sissy self.

First date with Daddy

The final test...

My first time getting fucked by a BBC

Long time watcher first time poster, new fit I put together ^-^ 💕

(19) First time riding my dildo, already a pro ;)

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My first BJ on NYE 😇🥵

Amateur Crossdressing Femboy First Time Fucking Machine Sissy Porn GIF by spoon359

First Grindr Hookup

Your First Time Trying On Panties: Dirty Talking Girlfriend & Crossdressing Encouragement

First time cumming in or on fishnets

First time with my flat cage on, it felt great!

First time filming my self cum

First time wearing panties, how do I look?

First time getting bj.

First time taking BBC in my virgin sissy hole.

First time I had black cock inside me, Im a sissy slut! 🤭

The first time you were left alone at home

First time cumming like this! Any tips?

First time trying to twerk

my first ever time doing my makeup, I think it turned out pretty good!

Hi! First time posting on here, I think I may be gender fluid I’m not too sure. I hope I’m still pretty enough to fit in here <3

First time oiled up in my swimsuit and thigh-highs, I honestly couldn't stop twitching I felt so good (ꈍwꈍ )

First time fully trapped out.. howd I do? c;

First time ❤️ Couldn’t help but to cheat a bit in the end 😈

first time with a redditor. She was fun 💕

First time showing my dick here, could you rate it? ^^

First time posting a video. Hope you guys like it ☺️😘

My first time posting nudes, be kind >.<

First time trying out my toy, did I make a good job? 🥺

First time poster! I'm super tight, but that will change soon I promise <3

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Power Bottom Sissy Needs No Anal Training

First time cumming in a flat cage

Stretching; One Of The Most Important Lessons In My School Of Sissification (OC)

First time public

First time actually having a dildo in my ass, how did I do?

Sissy Takes Her Final Exam! (OC)

First time riding dildo in a flat cage

First time posting here