This sissy training video features a bimbo being put through her paces as she learns to embrace her femininity and become the perfect submissive. In this Sissy Training Video, the Bimbo is instructed to put on a variety of feminine clothing, such as corsets, stockings, and high heels.
The Bimbo`s Sissy Training: Embracing Femininity
21m:54s 7 years ago
Training again by myself... Amateur solo play can be an incredibly stimulating experience.
Bimbo Schoolgirl Training
6m:45s 5 years ago
A beautiful amateur crossdresser enjoys anal pleasure with a toy dildo while wearing a harness, in this hot shemale amateur video.
Sissy engaged in anal sex with toy dildo in harness
5m:31s 6 months ago
Training my butty hard make me horny. Sissy Training Games can be hard, but they can also make me feel incredibly Horny.
Sissy Training Games: Hard Training Makes Me Horny!
3m:52s 6 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
bimbo sissy slave crops her clitty, repeats her mantra and praises her OWNER, MISS MAUVAIS Slave kneels before her Owner, Miss Mauvais, her eyes filled with admiration and submission.
i am a bimbo sissy slave
4m:09s 6 years ago
This sissy training video features a sissy maker who takes a submissive sissy through the process of feminization and sissification, teaching them how to be the perfect sissy.
The Ultimate Sissy Training: Become the Perfect Sissy
3m:59s 2 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.
Bbc Bimbo sissy popper trainer
8m:21s 7 years ago
This sissy bimbo is looking hot and seductive while smoking, making you want to join in on the fun! She stands there, her lips pressed against the filter of the cigarette, her eyes gleaming with mischief.
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4m:36s 7 years ago
Sissybimbo Trainer Sissybimbo Trainer is a person who specializes in helping people explore their gender identity and expressions in a safe and comfortable way.
Bimbo use, the Sissy Trainer Remix
13m:35s 7 years ago
A sultry blonde sissy slut is riding a dildo and giving a naughty show, flaunting her slutty bimbo attitude.
Sissy bimbo slut: no age, girl, or babe
5m:58s 2 days ago
Leyendecker Presents: Bimbo Slut - A sissy poppers trainer music video Bimbo Slut is a music video that follows the journey of a sissy as they undergo a transformation under the guidance of a poppers trainer.
Bimbo Slut Sissy Poppers Trainer
4m:09s 7 years ago
A horny blonde bimbo trans sissy in a tiny chastity gets off with big tits, a big cock and big balls in a wild cow solo sissygasm with hot German dirty talk.
Blonde Bimbo Trans Sissy`s Wild Cow Solo Sissygasm
5m:25s 7 months ago
A dumb bimbo sissy gets feminized and put in chastity before being fucked by machines and finally having a mind-blowing sissygasm with a cum-filled finale.
Sissy Bimbo`s Fem-Filled Chastity Fucking: Mind-Blowing SissyGasm!
3m:41s 7 months ago
Sissy, Sissy whore, Ladyboys, Masturbatie, Shemale, Tranny, Crossdresser, Nylons, Lingerie, Pijpen,Zonder condoom,Doggy, Cumshots, Cum, whore
Be a submissive Sissy - WEL1
4m:36s 6 years ago
This sissy anal training video will take you on a wild ride as you learn how to take it deep and enjoy every inch of it! This Sissy Anal Training Video will teach you all the techniques you need to take your anal pleasure to the next level.
Sissy anal training
3m:25s 6 years ago
sissy trainer A Sissy Trainer is a person who provides guidance and instruction to those who want to explore the lifestyle of feminization.
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19m:37s 6 years ago
OlaRobyexx - Sissy training ass - if you like this video please share rate and comments and ADD ME ON YOUR FRIEND HERE
OlaRobyexx - Sissy training ass
10m:17s 6 years ago
I did not start 2 years ago as I am now. I had to train to become sexy and this vid was made when I got my first outfit and made my first steps to become to full-on toiletslut like I am now
Anoniema - Sissy Training 1
11m:10s 6 years ago
This sissy slut is put through his paces in a kinky training session, learning to please and obey his Mistress as he is taken from a shy boy to a slutty submissive. He is taught to walk in a more feminine way, wearing skimpy lingerie and high heels, all while being made to understand his place in the relationship.
Sissy slut boy training
5m:55s 6 years ago
In this animated FPS porn video, a beautiful gym-goer cuckolds her sissy partner as they work out together, with the sissy forced to witness her partner's pleasure.
Sissy strength training
3m:25s 7 months ago
This compilation of anal and toy play with crossdressers in lingerie, high heels, and stockings will have you begging for more of this big dildo sissy training!
Sissy training with big toys
2m:46s 3 months ago
This compilation video features a young crossdresser in a solo performance with anal, dildo, and toy play, plus a blowjob and cumshot finale for a complete training experience.
Sissy training 4 schlong
8m:29s 1 year ago
The training must continue Sissy training is a process that involves teaching a person to embrace their femininity and become more in tune with their inner self.
Sissy Wank Training
4m:12s 7 years ago
A beautiful Asian transgender bimbo crossdresser is feeling sexy and passive as she transforms into a sultry sissy , er to please and be a good slut.
Sissy seeks to be a good submissive
6m:25s 5 months ago
I've always wanted to be a good slobbering deep throat expert. so I take it upon myself to continually train. its my job to take daddy till his balls are on my chin!
sissy molly deepthroat training
4m:27s 7 years ago
Sarina Valentina takes control in this intense domination video, pushing boundaries and exploring the depths of power exchange. Sarina Valentina puts her dominance on full display in this intense video, pushing the limits of power exchange.
Sissy black penis training
19m:24s 4 years ago
Another wild sissy training session. Wearing some new outfits with a fresh batch of p*ppers. Sissy Hypnos in the background. Spent all night riding my dildo like a mindless whore
Mindless sissy anal training
8m:43s 6 years ago
A beautiful Korean ladyboy in high heels and stockings crossdressing and being trained with a big dildo to take anal pleasure by a professional, all while showing off her big cock.
Sissy training preview: ghaniyah
7m:19s 3 months ago
This sissy training video features a hot babe using a dildo and poppers to teach a naughty submissive the art of submission. The sissy training video begins with the Mistress introducing the naughty submissive to the tools of submission: a dildo and poppers.
Sissy dildo popper training
7m:09s 6 years ago
This sissy training video features a dominatrix using poppers to help her submissive explore their femininity and push their boundaries. Poppers are often used in sissy training to help the submissive explore their femininity and push their boundaries.
Sissy Poppers Training II Deutsch
14m:01s 7 years ago
This sultry amateur crossdresser video features Nikol, a sexy femboy who is trying out crossdressing and sissification for the first time.
Sissy slut nikol training mix
2m:49s 5 months ago
how I train for black cock Sissy training for black cock requires dedication and commitment.
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19m:24s 7 years ago
Watch as petite trans schoolgirl Liana Ames takes on a big dick bareback in an anal crossdressing session that will leave you feeling pure pleasure! Liana Ames is a petite Trans Schoolgirl Trap who is ready to take on a big dick bareback in an anal crossdressing session.
Liana ames is a submissive sissy whore
6m:44s 3 years ago
This interracial sissy training video features a big black cock mandingo giving blowjobs, cock worship, cumshots, and feminization, with a monstercock trainer to guide the sissy in their worship and training.
Interracial Sissy Training: Mandingo, Monstercock & More!
6m:03s 3 years ago
Watch an amateur crossdresser get trained in sissy play as they use a big dildo for self-fucking and anal stretching, with added JOI and farts for an intense experience.
Crossdresser self-fisting with big dildo in ass: sissy training
2m:56s 3 months ago
This German amateur crossdresser is exploring her kinky side as she puts on her latex and gets ready for her daily anal training session with a dildo, all while indulging in her love of sissification.
Latex sissy anal training routine
5m:11s 6 months ago
An amateur Asian ladyboy, cd and plugged, prepares for training as a sissy slave under the guidance of a desi Indian hijra.
Preparing for training: sissy slave edition
7m:56s 3 months ago
Sissy Slut Jenni needs BBC Whore Training , seeking Domme Kinky Strict Abusive Mistresses and or Dominant Black Big Cocked Masters to further Jenni's Feminization
Sissy Slut Jenni needs BBC Whore Training
18m:39s 6 years ago
This sissy submissive is put through the paces by a strict trainer, learning to please and obey with their every move focused on pleasing their master`s cock. The Sissy Submissive kneels in front of their Trainer, awaiting instructions.
The Sissy Submissive: Pleasing their Master`s Cock with Obeisance
3m:43s 2 years ago
He wanted to cum but I controlled him and edged his cum. He moaned in pleasure as I took control of him, my mature domination skills on full display.
Japanese sissy Edge and Contol Submissive Straight Man
8m:50s 5 years 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
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.
FemDom Crossdresser Dominates Submissive Sissy Slave
13m:40s 3 years ago
This sissy submissive video features a cocky dominant who loves to tease and humiliate their submissive partner, pushing them to their limits and beyond. Cocky and demanding, the Dominant uses their power to toy with the Sissy Submissive, forcing them to perform tasks and take on roles that make them feel vulnerable and exposed.
DeepSlutPuppy Episode 1 Submissive Sissy Cock Slut
10m:00s 8 years ago
This sissy porn video features a submissive crossdresser exploring their femininity and indulging in their deepest desires with a dominant partner. Sissy is taken on an adventure of femininity and submission in this video, exploring the depths of their desires with their partner.
Sissy`s Submissive Adventure: Exploring Femininity & Desires
4m:59s 6 years ago
This sissy fuck video features a naughty submissive being dominated and pleasured with a fuck toy, exploring their deepest desires and pushing their boundaries. The Sissy Fuck video begins with the submissive eagerly awaiting their Mistress` commands.
Sissy`s Boundless Pleasure: A Submissive`s Journey with a Fuck Toy
2m:56s 8 years ago
This sissy porn video features a naughty submissive exploring their femininity and pushing their boundaries as they succumb to their desires. The sissy can be seen wearing a tight, pink dress and white lace lingerie, complete with a matching set of stockings and high heels.