Cross Dressing

Just Give In To The Training You’re Basically A Girl Already



Release Year: 2018
Cast: Chloe, Natalya
Genres: Femdom, Brat Girls, Mental Domination, Castration, Gender Transformation, Feminization, Cross Dressing, Submissive Training, Chastity
Video language: English

Danni’s friend, Natalya, has caught him reading banned books, again. Danni’s woman has been training danni to be more like a girl with the help of her girl, Natalya, and Natalya’s friend from school, Chloe. Part of the training involves a list of banned books. These forbidden books might put the wrong ideas in danni’s still-developing mind. The list of approved reading is very short and contains mostly works from the Romance genre. Natalya has just walked up on her boy reading a work of Science Fiction. Forbidden! Natalya takes her boy’s book away. Danni complains that he does not like Romance novels, but nobody cares about his preferences.

Natalya gives danni a Romance novel to read from. She makes him read aloud to her and Chloe. Danni does not want to do it, but the girls make him. Danni is supposed to be learning to relate to the female characters in this type of novel. The girls ask danni prying questions about his feelings about the female characters. He should be identifying with them and their roles by this point in his feminization training. The girls want danni to eroticize the thought of being taken by at least one of the strong male characters. Jack is a strong male character in this novel. The girls ask danni a lot of prying questions about his thoughts on Jack.

Danni was never made to be male. The girls point out all the physical ways in which he differs from a typical male. It’s time for him to give in to the training and fully feminize. He’s skinny, he’s hairless, he’s short. He’s basically a girl already. It’s time he accepts it and just gives in to his training.

After making danni give them the book report, the girls want to look at his pink chastity. Danni complains that it is too tight, but the girls remind him that women’s underwear are meant to be tight and he will need to fit the chastity under tight female clothes.

Mom has scheduled another trip to the clinic for danni later in the week. Danni is now learning from his friend what this trip will entail. All the psychological preparation was for a good reason. After this next trip to the clinic, danni will be permanently and irreversibly physically altered. The girls are even going to ask mom and the practitioner if they can take a hands-on role with danni’s medical procedure. Danni is very freaked out. He does not want to have his body altered, but it isn’t his choice.

Format: mp4
Duration: 11:36
Video: 1920×1080, AVC (H.264), 9709kbps
Audio: 241kbps



File size: 845.2 MB

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Just Give In To The Training You’re Basically A Girl



Release Year: 2017
Studio: BratPrincess
Cast: Chloe, Natalya
Genres: Femdom, Brat Girls, Mental Domination, Castration, Gender Transformation, Feminization, Cross Dressing, Submissive Training, Chastity
Video language: English

Danni’s friend, Natalya, has caught him reading banned books, again. Danni’s woman has been training danni to be more like a girl with the help of her girl, Natalya, and Natalya’s friend from school, Chloe. Part of the training involves a list of banned books. These forbidden books might put the wrong ideas in danni’s still-developing mind. The list of approved reading is very short and contains mostly works from the Romance genre. Natalya has just walked up on her boy reading a work of Science Fiction. Forbidden! Natalya takes her boy’s book away. Danni complains that he does not like Romance novels, but nobody cares about his preferences. Natalya gives danni a Romance novel to read from. She makes him read aloud to her and Chloe. Danni does not want to do it, but the girls make him. Danni is supposed to be learning to relate to the female characters in this type of novel. The girls ask danni prying questions about his feelings about the female characters. He should be identifying with them and their roles by this point in his feminization training. The girls want danni to eroticize the thought of being taken by at least one of the strong male characters. Jack is a strong male character in this novel. The girls ask danni a lot of prying questions about his thoughts on Jack. Danni was never made to be male. The girls point out all the physical ways in which he differs from a typical male. It’s time for him to give in to the training and fully feminize. He’s skinny, he’s hairless, he’s short. He’s basically a girl already. It’s time he accepts it and just gives in to his training. After making danni give them the book report, the girls want to look at his pink chastity. Danni complains that it is too tight, but the girls remind him that women’s underwear are meant to be tight and he will need to fit the chastity under tight female clothes. Mom has scheduled another trip to the clinic for danni later in the week. Danni is now learning from his friend what this trip will entail. All the psychological preparation was for a good reason. After this next trip to the clinic, danni will be permanently and irreversibly physically altered. The girls are even going to ask mom and the practitioner if they can take a hands-on role with danni’s medical procedure. Danni is very freaked out. He does not want to have his body altered, but it isn’t his choice. The girls tell danni that prior to his medical procedure they, as a family, will begin sexually training him for his new fully-feminized role.

Format: mp4
Duration: 11:36
Video: 1920×1080, AVC (H.264), 9709kbps
Audio: 241kbps



File size: 845.2 MB

Tags: , , , ,

Anya Olsen Gets Hers



Release Year: 2016
Studio: Sweetfemdom
Cast: Lance Hart, Anya Olsen.
Genres: Pantyhose,Cross Dressing, Blow Job, Face Sitting, Cream Pie, Cum Eating, Sensual Femdom.
Video language: English

Lance was in a studio waiting for his turn to shoot. A lot of times producers and models share studio space and there’s tons of downtime waiting around. Anya Olsen happened to live really close to that studio, and saw on twitter that Lance was there. She put her makeup on and showed up just to hang out and watch people fuck, and hook up with Lance.

Lance was totally flattered, and totally down. She’s really hot. This kind of thing doesn’t happen that much.

He happened to be wearing crotchless pantyhose and fishnets under his jeans (for the scene he was about to do.) Anya thought that was hot. Lance got his check book and hired her for an impromptu sex scene. The only thing is, he didn’t want to cum in it, because he had to do another scene right after.

So they handed his camera to another person who was waiting around to shoot and started hooking up. It got really hot really fast. Anya loves it rough. She deep throated Lances cock, and encouraged him to choke her. He kept choking her and ate her ass and pussy from behind. They started fucking. Right when she was about to cum a second time, Lance totally lost control and came inside her pussy.

Anya freaked out. He wasn’t supposed to cum, and she wanted to cum a few more times before she was done with his cock and tongue. She pinned him down and straddled his face, making him lick all his cum out of her pussy. Then she spun around, grabbed his cock and balls (super sensitive from just cumming), squeezed hard and told him she wanted more.

She smothered his face with her pussy and kept stroking and sucking his sensitive cock (squeezing his balls the whole time) while he licked her. She didn’t stop until she was satisfied…

Format: Windows Media
Duration: 13:55
Video: 1280×720, Windows Media Video V7
Audio: 125kbps



File size: 515.9 MB

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Vintage Crossdressing Porn videos 24



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

I gave rachel some time off to see her friend, providing she would return home by
tea time. Time passed, and the naughty little slut rolled in after midnight! Just as well I
wasn’t feeling the least bit tired. And, what a surprise she had as she stumbled in
through the French patio doors, as she was not expecting me to still be up!

Format: mp4
Duration: 34:06
Video: 1920×1080, AVC (H.264), 5820kbps
Audio: 125kbps



File size: 1.5 GB

Tags: ,

Vintage Crossdressing Porn videos 23



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

candice arrived at my manor looking rather shy and pensive! Although she had modelled
previously, she was still very green with performing in front of the camera! But it really didn’t
take long for my candy gurl to get stuck in! And, what a natural, with those cum
fuck me eyes, fluttering eye lashes, and luscious red lips! Oh candice, you really know
how to play up to the boys! My goodness, if I didn’t know better, I would say she was a Pro!

Format: mp4
Duration: 9:51
Video: 1920×1080, AVC (H.264), 5857kbps
Audio: 125kbps



File size: 449.4 MB

Tags: ,

Vintage Crossdressing Porn videos 22



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

kitti as always the mischievous little minx, always trying to get others into trouble for
her naughty antics! But sadly for kitti, it never works, as I can always see past the end of her
VERY long nose! Yes if she wasn’t such a filthy whore, she wouldn’t have to keep covering
up her tracks! That said, I’m sure most of the time, she actually likes getting into trouble!

Format: mp4
Duration: 23:23
Video: 1920×1080, AVC (H.264), 5858kbps
Audio: 125kbps



File size: 1.0 GB

Tags: ,

Vintage Crossdressing Porn videos 21



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

Quite the contrary, kitti loves to burn the candle at both ends!
It was time to put her under a strict regime, a constant surveillance to ensure she
carried out her duties to my high expectations, and as a treat, I will fuck her hard

Format: mp4
Duration: 51:28
Video: 1920×1080, AVC (H.264), 5133kbps
Audio: 125kbps



File size: 1.9 GB

Tags: ,

Vintage Crossdressing Porn videos 20



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

Whenever I apply make-up to her face, jessica looks as though she’s in a world of her own!
There is nothing quite like the tease of my succulent breasts, as I lean forward, nestling
my cleavage into those gorgeous crimson lips, so she can smell my hypnotic perfume.

Format: mp4
Duration: 1:11:07
Video: 1920×1080, AVC (H.264), 4393kbps
Audio: 125kbps



File size: 2.3 GB

Tags: ,

Vintage Crossdressing Porn videos 19



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

I must admit I do love getting incredibly wet with my gurls, and jessica was the perfect
maid to play with! Every so often, I have her over, just so I can spend time dressing her up!
Putting on the make-up, and then teasing her cock with my ever so long fingernails, or
using the Kali’s teeth! Or as happened here, taking her into the shower with me!

Format: mp4
Duration: 51:09
Video: 1920×1080, AVC (H.264), 4393kbps
Audio: 125kbps



File size: 1.7 GB

Tags: ,

Vintage Crossdressing Porn videos 18



Cast: Mistress Annabelle
Genres: Domination, Sadism, Masochism known as BDSM, Discipline, Slave Training, Spanking, Cock & Ball Torment, Clamps, Submission, Corporal Punishment, Anal Play, Body Worship, Chastity Devices, Confinement, Caging, Cross Dressing, Latex, Leather, PVC, Stockings
Video language: English

As anticipated, I caught her bouncing her tits up and down on the trampoline!
In fact, she was having terrible withdrawal symptoms, yes it’s been 24 hours since her
little rose bud took a real pounding, and she was desperate for another good seeing to!

Format: mp4
Duration: 55:43
Video: 1920×1080, AVC (H.264), 4393kbps
Audio: 125kbps



File size: 1.8 GB

Tags: ,

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