Sissy First shemale videos
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Sissy-in-training's First Pedicure: in Mistress Nina's captivating new beta-boy training video, she introduces her new sissy slave, clad in a pink dress and chastity cage, to her first pedicure. The pink dress softens her still rough appearance,...
05:25
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First Sissy Compilation 2025
01:14
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My first orgasm as a sissy
12:59
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Virgin closet sissy getting off on her first toy
01:10
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Smooth as a Sissy: 1st Time Boyzilian Wax: in this intimate and revealing video, Mistress Nina Paradisa takes her new live-in sissy house slave on a journey of transformation, as she subjects him to his very first male Brazilian ("boyzilian") waxing...
08:03
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First spanking of the year -Wife and sissy husband
07:18
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Sissy Slut Lisa's first Video :) Watch till the End :
11:22
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Sissy has to struggle with a huge hand on first date with a new master - part2
29:46
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Sissy Stacy First Spring Days Walking at the Railway
02:06
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Sissy girl rides her first toy while desperately being locked in chastity jessiesissyadventures
07:12
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Sissy Deborah have her first Sissygasm
03:22
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Sissy has to struggle with a huge hand on first date with a new master
27:30
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A Day at the Beach: sissy Andreina does exhibitionism on the beach on the first day of the year ...
02:42
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First sissy orgasm
12:37
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Sissy Slut Lisa's first video :)
11:22
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Hot anal celina capri
01:00
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Hot sissy shemale dance & play with nipples in high heels, stockings and breast harness: my first ever video as sissy with stockings, high heels, thong, breast harness. Playing with my sensitive nipples
02:51
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First sissy blowjob
01:35
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Chubby Sissy Elf SometimesRosie's First Day of Christmas
07:34
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Sissy's first day at work
06:14
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My First Sissy Vlog: my first ever video I made. It's a kind of vlog style with all the preparation as a sissy with high heels panties, breast harness, acting, dancing, touch myself and cuming
06:01
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Sissy's first video 2024
03:29
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Spab1 girl Submissive Sissy Kelly Lynn Compilation: this wild sissy was spotted out and about if you come in contact with her please return her to daddy make sure you use her first though ;)
44:59
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Becoming bi/ sissy watching trans while giving first blowjob
05:47
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Teen Crossdresser Amateur masturbation: hey! Here you See 3 Little videos, which was my First sissy videos… its Not professional and i Hope you enjoy my First Steps getting a Little whore for you.
05:05
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Sissy finally has her first sissygasm 💕 lot of cum pours out💦
01:43
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Horny sexy black guy and a sissy friend: black guy fucks a sissy friend who has to get use to a big cock first !
12:47
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Sissy tries for first sissygasm
02:30
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A Day at the Beach: sissy Andreina does exhibitionism on the beach on the first day of the year ...
01:11
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🥰 My first Sissy Dress/ Maid Dress 🥰
04:11
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College sissy first cumdump
13:04
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Sultry blonde first timer Eden Adams gets her sissy banged
05:17
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Wife Sissy "D" and the Humbler Part 2: my Maid Sissy ""D"" and the Humbler Part 2. And it continues as funny as in the first part with Sissy ""D"" and the Humbler. From ass stretching to inserting the green 1m snake and more is fun. Have fun with the...
09:07
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23 Y.O Mexican Sissy first presentation 💖
02:59
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Sissy first experience
30:31
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Sissy Chrissy first fisting attempt
03:07
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First spanking of the year -Wife and sissy husband: first spanking of the year -Wife and sissy husband.
07:20
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Sissy’s first sissygasm
11:51
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Sissy first POV fuck, he almost made me sissygasm!
03:28
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First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.
43:06
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