I had to reupload this because of the watermarks. >:( Dreams of being a sissy can be achieved with the help of a Sissy Trainer.
LME - Limp Dreams Sissy Trainer (watermark free)
3m:25s 6 years ago
My 10 steps to sissy shemale feminization....the steps I myself took 1.
Sissy Feminization
7m:43s 6 years ago
This BDSM-themed video features a crossdresser being feminized and humiliated in a Femdom POV, exploring the sissification and humiliation of a crossdresser in a forum and tube setting.
Sissy Feminization and Humiliation: A BDSM Crossdresser POV
13m:24s 3 years ago
This amateur Asian ladyboy solo video features a sissy crossdresser, cd in black and feminized with a tiny dick, strip-teasing for your pleasure.
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13m:59s 8 months ago
This sissy crossdresser is a submissive cocksucker who gets feminized and turned into a sissymaid, ready to serve and obey her Mistress. The Sissy Crossdresser is transformed into a Sissymaid, submitting to her Mistress`s wishes and desires.
The Submissive Cocksucker`s Feminization: Sissy Crossdresser to Sissymaid
3m:59s 2 years ago
A sissy boy is feminized and seduced by his step dad, who then ravishes him with a hard, bareback fuck in this sizzling hot scene.
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5m:02s 4 months ago
This sissy hypnosis video will take you on a journey of feminization, brainwashing, and sissy training, all while under the spell of a powerful hypnocypher. This Sissy Hypnosis Video will guide you through a mesmerizing experience of Feminization, Brainwashing, and Sissy Training, all while under the control of a powerful Hypnocypher.
Sissy Hypnosis: Journey of Feminization, Brainwashing, & Training
12m:29s 1 year ago
Squirting sissy Amateur Squirting Sissy is an adult role-playing game in which participants take on the roles of sissies and explore the world of feminization and submission.
Amateur Squirting Sissy: Explore Feminization & Submission
6m:15s 4 years ago
A dominant goth mistress trains and humiliates a young Hungarian crossdresser in a sissy reality training, forcing them to dress in women's clothing.
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7m:30s 2 months ago
A CD trainer for aspiring fuck whores by hornygurl26 This CD Trainer for Aspiring Fuck Whores is designed to provide an immersive experience in the world of adult entertainment.
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7m:12s 4 years ago
Watch as a dominant femdom takes control and pegs her submissive sissy with big dildos and anal toys for an intensely erotic amateur crossdresser experience.
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5m:32s 6 months ago
Femdom wife Andrea trains and fucks her crossdressing sissy slut CD Susan. With an authoritative air, Andrea commands Susan to strip off her clothes and kneel in front of her.
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6m:11s 9 years ago
Femdom wife Andrea disciplines and punishes her crossdressing sissy. Original homemade tranny and crossdressing porn, watch the full movies on our site.
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5m:09s 9 years ago
This sizzling hot trans femdom video features a crossdressing sissy getting gangbanged by a group of mistresses in an orgy of creampie-filled debauchery, culminating in a wild wife-swapping finale.
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6m:46s 2 years ago
A sissy crossdresser gets femdom instruction on how to jerk off while wearing cock and gets encourd with a dildo to finish with a cumshot.
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9m:48s 8 months ago
Watch as these sissies submit to their mistresses and experience the pleasure of humiliation, bond, and submission in this compilation of femdom domination and pegging.
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5m:46s 10 months ago
This was his first time to meet a sissy but apparently he enjoyed. Video goes on to Part2! In Part 2, the mature amateur sissy is put in her place as the Domination begins.
Japanese FEMDOM sissy Trains A Submissive Straight Man
13m:53s 5 years ago
This BDSM-themed video features a powerful Femdom crossdresser dominating and humiliating a submissive sissy slave, forcing them into bisexual and crossdressing activities and sissification.
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13m:40s 3 years ago
Femdom slut Andrea and her naughty t-girl and sissy sluts; watch this brand new compilation and don't forget to visit our site to wtach the full movies :)
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6m:15s 6 years ago
This young american man came with his military uniform, but his lingerie was such a pretty panties! he said he wanted to fuck me but i knew he wanted to be crossdresser, so i let him be si
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9m:29s 4 years ago
This sissy trainer video will have you mesmerized as you watch a submissive sissy being trained to obey and please their domme in all the right ways. In this sissy trainer video, the domme leads the sissy through a series of lessons designed to teach the sissy the proper etiquette for pleasing their domme.
Sissy Trainer Rus
4m:46s 6 years ago
A group of trans and tgirl mistresses take their cuckold sissy outdoors for an orgy of bareback anal pleasure with a strapon, dominating and humiliating him in the process.
Outdoor Orgy of Trans Femdom & Sissy Cuckold Humiliation
5m:14s 2 years ago
This sissy-themed free-hand video features hands-on exploration and tantalizing pleasure, sure to leave you feeling satisfied and wanting more. This sissy-themed free-hand video showcases an array of sensual activities, from caressing to teasing.
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7m:20s 6 years ago
A sissy trainer vid Sissy Trainer videos can be found all over the internet.
Sissy Trainer: Get Trained by the Best!
2m:51s 7 years ago
This is a STRONG Sissy Trainer for T-Girls and T-Gurls Sissy Trainer for T-Girls and T-Gurls is a comprehensive program designed to help you unlock your femininity and become the most beautiful and powerful version of yourself.
The Ultimate Sissy Trainer
30m:24s 7 years ago
Ultimate sissy trainer A Sissy Trainer is a person who specializes in helping individuals who identify as sissies to better understand their gender identity and how to express it.
Ultimate Sissy Trainer 1
25m:01s 7 years ago
This sissy trainer video features a cum-eating extravaganza, with the sissy being taught to savor every last drop of cum. The Sissy Trainer Video begins with the sissy being instructed to open their mouth wide and to savor every drop of cum.
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6m:12s 6 years ago
This sissy trainer Russian compilation PMV features a mix of hard-hitting music and feminization hypnosis to drive a sissy slut's cum-filled transformation into a submissive sissy russian.
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5m:08s 5 months ago
Sissy Popper Trainer A Sissy Popper Trainer is an individual who provides instruction on the use of poppers to those who are new to the activity.
Sissy Popper Trainer 1
7m:55s 7 years ago
Crossdresser, sissy, trainer, faggot, bbc, cum swallow Crossdresser, Sissy, Trainer, Faggot, Cum Swallow - A Crossdresser who enjoys dressing in feminine attire and being submissive to their Trainer.
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4m:06s 8 years ago
This sissy anal trainer video features a dominant woman guiding her submissive partner through a kinky exploration of anal pleasure, pushing their boundaries and helping them discover new levels of intense pleasure.
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4m:09s 7 years ago
WARNING: If altering your mind is not your goal, DO NOT WATCH THESE VIDEOS. Bimbo: Videos that focus on changing a person`s appearance and behavior to make them appear more attractive and desirable.
Bimbo Sissy BBC Trainer
8m:21s 7 years ago
`Sissy slut trainer As a Sissy Slut Trainer, I specialize in helping individuals explore their gender identity and develop their inner femininity.
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8m:25s 6 years ago
This sissy humiliation video features an interracial cuckold scenario with a whiteboi being trained by a trans mistress with joi, sissy and bbc hypnosis to satisfy her BBC lover.
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8m:23s 5 months ago
This sissy trainer video features a naughty submissive being taken through a journey of humiliation and pleasure, as they learn to embrace their femininity and explore their deepest desires.
Soloman - Sissy Trainer Vol. 14
5m:16s 8 years ago
This sissy trainer video is a dream come true, featuring a dominant figure guiding the submissive through a journey of exploration and self-discovery. The Sissy Trainer video is a dream for those looking to embark on a journey of transformation and growth.
Sissy dreams - Trainer rus
25m:01s 8 years ago
This BDSM-themed video features a crossdresser Femdom dominating her crossdressing, sissy, and slave submissives with humiliation, forced bisexuality, and forced gay activities.
Crossdresser Femdom`s Forced Humiliation: BDSM & Sissy Slave Domination
13m:58s 3 years ago
Sexy Tease and Denial Femdom Humiliation CFNM lillte penis dick CFNM stands for Clothed Female, Naked Male and is a popular form of Femdom humiliation that involves a dominant female and a submissive male.
Mindfuck! Part 2 Femdom Chastity Sissy Teen Model Captions
4m:02s 8 years ago
This sissy-themed hand-free video features a naughty submissive exploring their wildest fantasies as they surrender to the pleasure of their dominant partner. Hand in hand, the sissy eagerly awaits the orders of their dominant partner.
In Sissy we Trust (Hand free)
2m:56s 7 years ago
New sex toy...big ;-) The Big ;-) is a hands-free sex toy that is perfect for those who want to experience the ultimate pleasure.
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5m:37s 6 years ago
Msjencd - 2019 Solo Masturbation is a popular activity among Amateur performers.
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7m:31s 4 years ago
This sissy-themed video features a hands-free cumshot, with hands used to enhance the pleasure and intensity of the climax. Cums are the star of this sissy-themed video, with hands used to heighten the intensity of the experience.
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4m:00s 7 years ago
This sissy bimbo is in for a wild ride as her trainer puts her through her paces with poppers and other kinky surprises! The Trainer leads the Sissy Bimbo to a dark corner of the room, her eyes wide with anticipation.
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8m:21s 7 years ago
Stay Limp. You are allowed to rub but never storke. As a Sissy, your Trainer will have you Rub your Clit, but you must remain Limp.
LME - Limp Clit Sissy Trainer
3m:10s 7 years ago
All content in the video found on internet, and i edited it for this pmv/trainer. if anything belongs to you, and/or you want me to delete it, please contact me first. this video is non-lucrative.
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10m:12s 4 years ago
A sissy made trainer from Russia guides you and your sister through a hardcore compilation of anal, music, feminization, motivation, and PMV scenes, to make a sissyboy and ultimately a sissy maker!
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5m:31s 6 months ago
Jane Marie is a sissy trainer who knows how to push her boundaries and explore her femininity in a naughty and thrilling way. Jane Marie is a sissy trainer who specializes in helping her clients develop a more feminine identity and explore their sexuality.
Sissy Trainer Jane Marie
3m:53s 6 years ago
Leyendecker Presents: Sex Slave - A sissy poppers trainer music video Sex Slave is a music video that follows the journey of a Sissy as they are trained by their Poppers Trainer.