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HALL OF FAME GALLERIES OUR ARCHIVES: 1 2 3 4 5 6 7 8 9 10 SWITCH TO: PICTURES OR MOVIES
Femdom dream with a dolled-up sissy guy getting some kinky strapon training
Femdom dream with a dolled-up sissy guy getting some kinky strapon training

Duration: 1:30
Added: October 29
While one sexy transvestite is blowing the cock of another stunner
While one sexy transvestite is blowing the cock of another stunner

Duration: 1:00
Added: November 1
Filthy Lucimay lays on her back and pulls her cock hard
Filthy Lucimay lays on her back and pulls her cock hard

Duration: 1:00
Added: September 22
Dolled-up mistress wakes up her puppy for some perverted BDSM play
Dolled-up mistress wakes up her puppy for some perverted BDSM play

Duration: 1:30
Added: October 11
Well, hothead mature crossdresser sits on the couch together with his handsome male pals
Well, hothead mature crossdresser sits on the couch together with his handsome male pals

Duration: 1:20
Added: November 14
Sissy guy in a girlish outfit wakes his lover for paint-peeling screwing
Sissy guy in a girlish outfit wakes his lover for paint-peeling screwing

Duration: 1:30
Added: October 14
Naughty sissy gets the depth of his throat and butthole checked with a toy
Naughty sissy gets the depth of his throat and butthole checked with a toy

Duration: 1:30
Added: November 3
Nasty sissy with his hiked up skirt getting his ass stuffed with a strap-on
Nasty sissy with his hiked up skirt getting his ass stuffed with a strap-on

Duration: 2:00
Added: December 30
Dressed in female undies sissy enjoys giving blowjob and riding a fake cock
Dressed in female undies sissy enjoys giving blowjob and riding a fake cock

Duration: 1:30
Added: October 29
TV slut Zoe sucking on on hot nurses pink strapon
TV slut Zoe sucking on on hot nurses pink strapon

Duration: 1:00
Added: October 19
Capricious sissy in a skimpy outfit fisted and crammed in the dressing room
Capricious sissy in a skimpy outfit fisted and crammed in the dressing room

Duration: 1:30
Added: October 13
Nylon bitch yvette gets her cock sucked dry by her tranny toy
Nylon bitch yvette gets her cock sucked dry by her tranny toy

Duration: 1:00
Added: September 16
Bitchy mistress has her way with a boyfriend putting him thru sheer hell
Bitchy mistress has her way with a boyfriend putting him thru sheer hell

Duration: 1:30
Added: October 19
After being blowjobbed so well, naughty mature crossdresser obediently bends over and gets ass spanked
After being blowjobbed so well, naughty mature crossdresser obediently bends over and gets ass spanked

Duration: 1:20
Added: November 11
Crossdressed guy gives head before getting shit fucked out of his lubed bum
Crossdressed guy gives head before getting shit fucked out of his lubed bum

Duration: 1:30
Added: October 20
Lewd sissy fits on his shiny dress preparing for strap-on fucking amusement
Lewd sissy fits on his shiny dress preparing for strap-on fucking amusement

Duration: 2:30
Added: February 17
Sexy crossdresser smoothens his nylons ready for a fuck with a strapon diva
Sexy crossdresser smoothens his nylons ready for a fuck with a strapon diva

Duration: 2:30
Added: May 26
Curvy BBW gives Karen a warm tit wank
Curvy BBW gives Karen a warm tit wank

Duration: 1:00
Added: September 19
Dressed as a whore sissy goes for role switching play with a strap-on cock
Dressed as a whore sissy goes for role switching play with a strap-on cock

Duration: 1:30
Added: October 1
A rough transvestite is leather another lady-dressed trannie with whip and turns his ass and back into real meat!
A rough transvestite is leather another lady-dressed trannie with whip and turns his ass and back into real meat!

Duration: 1:00
Added: October 29
Sissified guy treated as a girl forced to give head and open his back hole
Sissified guy treated as a girl forced to give head and open his back hole

Duration: 1:30
Added: October 29
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss

Duration: 1:30
Added: October 1
Dolled-up mistress wakes up her puppy for some perverted BDSM play
Dolled-up mistress wakes up her puppy for some perverted BDSM play

Duration: 1:30
Added: November 11
Mistress makes her male slave dress like a sexy fetish maid, cuffs him to bed and strapon-fucks his ass with no mercy
Mistress makes her male slave dress like a sexy fetish maid, cuffs him to bed and strapon-fucks his ass with no mercy

Duration: 1:30
Added: January 30
Mistress and her sub get to freaky animal play ending up with butt drilling
Mistress and her sub get to freaky animal play ending up with butt drilling

Duration: 1:30
Added: October 14
Sissy guy in a girlish outfit wakes his lover for paint-peeling screwing
Sissy guy in a girlish outfit wakes his lover for paint-peeling screwing

Duration: 1:30
Added: October 21
Mature latex mistress paddles cross-dressed man's ass red and makes her chubby ebony slave do the same
Mature latex mistress paddles cross-dressed man's ass red and makes her chubby ebony slave do the same

Duration: 1:30
Added: February 3
Wanton sissy uses his mouth and ass to check qualifications of a newcomer
Wanton sissy uses his mouth and ass to check qualifications of a newcomer

Duration: 1:30
Added: October 14
Sissified housemaker gets her chores interrupted by his hot-to-trot lover
Sissified housemaker gets her chores interrupted by his hot-to-trot lover

Duration: 1:30
Added: October 24
Impatient and daring sub gets punished by his sophisticated femdom-lady
Impatient and daring sub gets punished by his sophisticated femdom-lady

Duration: 1:30
Added: November 12
Smoking domme makes her cross-dressed male slave lick her boots clean and spanks his ass red when he misses a stain
Smoking domme makes her cross-dressed male slave lick her boots clean and spanks his ass red when he misses a stain

Duration: 1:30
Added: February 3
Big-breasted mistress in pink latex nurse outfit uses electric anal plug on her cross-dressed slave's ass
Big-breasted mistress in pink latex nurse outfit uses electric anal plug on her cross-dressed slave's ass

Duration: 1:30
Added: February 3
FIND YOUR SELF A CROSSDRESSER LOVER IN YOUR AREA
TODAY'S GALLERIES OUR ARCHIVES: 1 2 3 4 5 6 7 8 9 10 SWITCH TO: PICTURES OR MOVIES
Dressed in female undies sissy enjoys giving blowjob and riding a fake cock
Dressed in female undies sissy enjoys giving blowjob and riding a fake cock

Duration: 1:30
Added: September 28
Blindfolded man getting involved into twisted femdom play with a hot ending
Blindfolded man getting involved into twisted femdom play with a hot ending

Duration: 1:30
Added: November 8
Poor dude pays for his curiosity going thru all kinds on femdom tortures
Poor dude pays for his curiosity going thru all kinds on femdom tortures

Duration: 1:30
Added: October 26
Humble sissy dresses up and acts as a girl to please his spoilt boyfriend
Humble sissy dresses up and acts as a girl to please his spoilt boyfriend

Duration: 1:30
Added: October 19
Blindfolded man getting involved into twisted femdom play with a hot ending
Blindfolded man getting involved into twisted femdom play with a hot ending

Duration: 1:30
Added: November 9
Freaky doc realizes her male patient’s fantasies about female domination
Freaky doc realizes her male patient’s fantasies about female domination

Duration: 1:30
Added: November 9
Dressed as a girl sissy gets quickie taking on a rubber cock in the office
Dressed as a girl sissy gets quickie taking on a rubber cock in the office

Duration: 1:30
Added: September 28
Clad in a girly outfit sissy talks his girl into filling his ass and mouth
Clad in a girly outfit sissy talks his girl into filling his ass and mouth

Duration: 1:30
Added: October 4
Sexy Kirsty gets on her big bed and plays with her sweet cock
Sexy Kirsty gets on her big bed and plays with her sweet cock

Duration: 1:00
Added: November 24
Eager to please sissy guy gets criticized and treated like a real whore
Eager to please sissy guy gets criticized and treated like a real whore

Duration: 1:30
Added: October 19
Kim takes a lucky members fist deep in her ass
Kim takes a lucky members fist deep in her ass

Duration: 1:00
Added: September 16
Submissive dude gets his usual dosage of tortures dished out by his girl
Submissive dude gets his usual dosage of tortures dished out by his girl

Duration: 1:30
Added: October 21
Pissed off dude getting in the mood for some hardcore sissy training
Pissed off dude getting in the mood for some hardcore sissy training

Duration: 1:30
Added: October 13
Poor dude pays for his curiosity going thru all kinds on femdom tortures
Poor dude pays for his curiosity going thru all kinds on femdom tortures

Duration: 1:30
Added: October 26
Wanton sissy uses his mouth and ass to check qualifications of a newcomer
Wanton sissy uses his mouth and ass to check qualifications of a newcomer

Duration: 1:30
Added: October 22
Craving for a fuck sissy humiliated and roughly fucked by his ex-lover
Craving for a fuck sissy humiliated and roughly fucked by his ex-lover

Duration: 1:30
Added: October 12
Sissified French maid gets her mouth crammed and her ass almost torn apart
Sissified French maid gets her mouth crammed and her ass almost torn apart

Duration: 1:30
Added: October 12
Girlified guy humbly pleasures his boyfriend’s cock orally and anally
Girlified guy humbly pleasures his boyfriend’s cock orally and anally

Duration: 1:30
Added: October 15
Hot sissy left to clean all the mess after cum-splattered bathroom coupling
Hot sissy left to clean all the mess after cum-splattered bathroom coupling

Duration: 1:30
Added: October 22
Kim lubes up her hard cock with lotion for long wank
Kim lubes up her hard cock with lotion for long wank

Duration: 1:00
Added: September 25
Dolled-up sissy wears restraints getting ordered around and strap-on fucked
Dolled-up sissy wears restraints getting ordered around and strap-on fucked

Duration: 1:30
Added: November 2
Impatient and daring sub gets punished by his sophisticated femdom-lady
Impatient and daring sub gets punished by his sophisticated femdom-lady

Duration: 1:30
Added: November 14
Wearing make-up and female sleepwear sissy going for bedroom strap-on fun
Wearing make-up and female sleepwear sissy going for bedroom strap-on fun

Duration: 1:30
Added: October 28
This sissy slut loves to lick and kiss Yvette's sexy nylon covered feet
This sissy slut loves to lick and kiss Yvette's sexy nylon covered feet

Duration: 1:00
Added: January 6
At the same time mature crossdresser kisses blond lad and plays with his dick
At the same time mature crossdresser kisses blond lad and plays with his dick

Duration: 1:20
Added: November 14
Freaky cross-dresser changes into female clothes for a strap-on ass ride
Freaky cross-dresser changes into female clothes for a strap-on ass ride

Duration: 2:30
Added: February 17
Astonished male co-worker lured into a quickie by a sex-craving sissy
Astonished male co-worker lured into a quickie by a sex-craving sissy

Duration: 1:30
Added: October 13
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard

Duration: 1:30
Added: October 18
Submissive dude gets his usual dosage of tortures dished out by his girl
Submissive dude gets his usual dosage of tortures dished out by his girl

Duration: 1:30
Added: October 25
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck

Duration: 1:30
Added: September 16
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss

Duration: 1:30
Added: October 1
Oral action with some nasty crossdressers
Oral action with some nasty crossdressers

Duration: 1:00
Added: September 16
THE LEADING CROSSDRESSER PAYSITES IN THE NET!
My Humble Sissy
Should you search the net inside out you won’t find a better place for your sissy kink than MyHumbleSissy.com. It’s here that all your cross-dressing gay dreams become a reality and you’ll see that it’s more perverted than any fantasy you’ve ever had on your mind.

Pantie Boyz
Welcome to PantieBoyz.com, if it's men wearing panties then you have come to the right place. We have tons of exclusive professional and amateur pantie wearing content - including HOME-MADE SELF-SHOT sets.

Zoe Fuck Puppet
At ZoeFuckPuppet, you'll see the adventures of Zoe, a super-hot, tight transvestite who wears some very sexy women's clothing and has a nice, large cock. She also likes to get some of her friends involved in the action.

Take a look and enjoy:)

YESTERDAY'S GALLERIES OUR ARCHIVES: 1 2 3 4 5 6 7 8 9 10 SWITCH TO: PICTURES OR MOVIES
Sexy crossdresser Jamie is rubbing her cock
Sexy crossdresser Jamie is rubbing her cock

Duration: 2:00
Added: December 13
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard

Duration: 1:30
Added: October 15
Mature crossdresser has some fun with his slave.
Mature crossdresser has some fun with his slave.

Duration: 1:20
Added: November 12
Merciless dominatrix plays every cruel scenario born by her twisted mind
Merciless dominatrix plays every cruel scenario born by her twisted mind

Duration: 1:30
Added: October 18
Sissified guy surprises his girl with his looks and asks for a strapon fuck
Sissified guy surprises his girl with his looks and asks for a strapon fuck

Duration: 1:30
Added: October 29
Evil dominatrix makes her sissy slave yell bloody murder destroying his bum
Evil dominatrix makes her sissy slave yell bloody murder destroying his bum

Duration: 1:30
Added: November 9
Bitchy mistress has her way with a boyfriend putting him thru sheer hell
Bitchy mistress has her way with a boyfriend putting him thru sheer hell

Duration: 1:30
Added: November 9
Wicked domme takes advantage of a tied up sissy guy tormenting him wildly
Wicked domme takes advantage of a tied up sissy guy tormenting him wildly

Duration: 1:30
Added: November 7
Girlified dude in raunchy women’s wear swaps roles with a strapon-armed gal
Girlified dude in raunchy women’s wear swaps roles with a strapon-armed gal

Duration: 1:30
Added: October 28
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard
Dressing up for a party sissy gets his mouth and butt-pussy crammed hard

Duration: 1:30
Added: October 21
Naughty crossdresser in glasses raises the hem of his short skirt and bends over in pleasurable anticipation
Naughty crossdresser in glasses raises the hem of his short skirt and bends over in pleasurable anticipation

Duration: 1:00
Added: November 8
Submissive dude gets his usual dosage of tortures dished out by his girl
Submissive dude gets his usual dosage of tortures dished out by his girl

Duration: 1:30
Added: November 8
Blond gay guy luring a horny sissy into sizzling hot oral and anal workout
Blond gay guy luring a horny sissy into sizzling hot oral and anal workout

Duration: 2:30
Added: December 31
Sissified housemaker gets her chores interrupted by his hot-to-trot lover
Sissified housemaker gets her chores interrupted by his hot-to-trot lover

Duration: 1:30
Added: October 17
Male sub pleases his mistress getting fisted and strap-on fucked in return
Male sub pleases his mistress getting fisted and strap-on fucked in return

Duration: 1:30
Added: November 1
Femdom dream with a dolled-up sissy guy getting some kinky strapon training
Femdom dream with a dolled-up sissy guy getting some kinky strapon training

Duration: 1:30
Added: November 3
Hot policeman knows how to handle with his stiff rod meeting with sissy guy
Hot policeman knows how to handle with his stiff rod meeting with sissy guy

Duration: 2:23
Added: October 5
Sissy guy mouth fucked and drilled with a strap-on cock on a New Year’s Eve
Sissy guy mouth fucked and drilled with a strap-on cock on a New Year’s Eve

Duration: 1:30
Added: November 3
Girlified guy humbly pleasures his boyfriend’s cock orally and anally
Girlified guy humbly pleasures his boyfriend’s cock orally and anally

Duration: 1:30
Added: October 20
Cheeky guy has his way with a sissy boss plowing his throat and bunghole
Cheeky guy has his way with a sissy boss plowing his throat and bunghole

Duration: 1:30
Added: October 17
Sissified guy treated as a girl forced to give head and open his back hole
Sissified guy treated as a girl forced to give head and open his back hole

Duration: 1:30
Added: October 6
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss

Duration: 1:30
Added: October 4
Shocked guy gets involved into steamy office quickie by his sissy co-worker
Shocked guy gets involved into steamy office quickie by his sissy co-worker

Duration: 1:30
Added: November 3
Astonished male co-worker lured into a quickie by a sex-craving sissy
Astonished male co-worker lured into a quickie by a sex-craving sissy

Duration: 1:30
Added: October 22
Cruel madam prepares a wicked surprise and unspeakable tortures for a sissy
Cruel madam prepares a wicked surprise and unspeakable tortures for a sissy

Duration: 1:30
Added: October 26
Shocked guy gets involved into steamy office quickie by his sissy co-worker
Shocked guy gets involved into steamy office quickie by his sissy co-worker

Duration: 1:30
Added: October 13
Cheeky guy has his way with a sissy boss plowing his throat and bunghole
Cheeky guy has his way with a sissy boss plowing his throat and bunghole

Duration: 1:30
Added: October 13
Humble sissy dresses up for his boyfriend getting fucked as a femme
Humble sissy dresses up for his boyfriend getting fucked as a femme

Duration: 1:30
Added: October 13
THE LEADING CROSSDRESSER PAYSITES IN THE NET!
Gay Sissies
Here crossdressers and gays from the whole world are indulging in their secret forbidden fantasies. If in your sex fantasies you are dressed up as a gorgeous woman and you're getting fucked by a strong muscular stud, then you're in the right place.

Kirstys TG Playground
Welcome to my very own TransGender playground where everyone can have fun. Im Kristy, a hardcore tgirl from the UK, and inside you can see me having some real amateur fun with many guys and girls in all sorts on full on action!


We know that you secretly dream about switching roles with your girlfriend, still you've never dared to. Have you ever delved in your girl's wardrobe? Have you ever wanted to try those sexy female clothes and provoking underwear?

Submissive sissy guy humiliated and used as a sex pet by his cute lover-boy
Submissive sissy guy humiliated and used as a sex pet by his cute lover-boy

Duration: 1:30
Added: October 13
Crossdressed guy gives head before getting shit fucked out of his lubed bum
Crossdressed guy gives head before getting shit fucked out of his lubed bum

Duration: 1:30
Added: October 12
Capricious sissy in a skimpy outfit fisted and crammed in the dressing room
Capricious sissy in a skimpy outfit fisted and crammed in the dressing room

Duration: 1:30
Added: October 12
Wanton sissy uses his mouth and ass to check qualifications of a newcomer
Wanton sissy uses his mouth and ass to check qualifications of a newcomer

Duration: 1:30
Added: October 12
Slutty sissy reveals his female outfit getting groped and scored as a girl
Slutty sissy reveals his female outfit getting groped and scored as a girl

Duration: 1:30
Added: November 1
Wigged and dressed up sissy finds him a stiff meaty shaft to suck and ride
Wigged and dressed up sissy finds him a stiff meaty shaft to suck and ride

Duration: 1:30
Added: October 19
Cock-hungry sissy bitch gets her rectum washed and busted in the bathroom
Cock-hungry sissy bitch gets her rectum washed and busted in the bathroom

Duration: 1:30
Added: October 14
Humble sissy dresses up and acts as a girl to please his spoilt boyfriend
Humble sissy dresses up and acts as a girl to please his spoilt boyfriend

Duration: 1:30
Added: October 14
Slutty sissy dolled-up for his outing gets his itchy mouth and ass packed
Slutty sissy dolled-up for his outing gets his itchy mouth and ass packed

Duration: 1:30
Added: October 12
Tough domina tortures and fucks her submissive guy until he begs for mercy
Tough domina tortures and fucks her submissive guy until he begs for mercy

Duration: 1:30
Added: November 7
Wicked domme takes advantage of a tied up sissy guy tormenting him wildly
Wicked domme takes advantage of a tied up sissy guy tormenting him wildly

Duration: 1:30
Added: October 27
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck

Duration: 1:30
Added: October 28
Evil dominatrix makes her sissy slave yell bloody murder destroying his bum
Evil dominatrix makes her sissy slave yell bloody murder destroying his bum

Duration: 1:30
Added: October 28
Clad in a girly outfit sissy talks his girl into filling his ass and mouth
Clad in a girly outfit sissy talks his girl into filling his ass and mouth

Duration: 1:30
Added: October 28
Hot and very naughty crossdresser slave in black latex dress is made to suck big black dildo
Hot and very naughty crossdresser slave in black latex dress is made to suck big black dildo

Duration: 1:20
Added: November 12
Cheating boyfriend gets mercilessly punished by his dominant girlfriend
Cheating boyfriend gets mercilessly punished by his dominant girlfriend

Duration: 1:30
Added: November 8
Naughty dominant mistress in black latex wants a couple of mature crossdressers
Naughty dominant mistress in black latex wants a couple of mature crossdressers

Duration: 1:20
Added: November 11
Hot sissy in light-colored female suit mounting a babe’s king-size strap-on
Hot sissy in light-colored female suit mounting a babe’s king-size strap-on

Duration: 2:30
Added: February 28
Caught wearing his girlfriend's new erotic blue stockings
Caught wearing his girlfriend's new erotic blue stockings

Duration: 1:30
Added: February 10
Eager to please sissy guy gets criticized and treated like a real whore
Eager to please sissy guy gets criticized and treated like a real whore

Duration: 1:30
Added: October 21
Horny Kirsty loves to be on her big bed and play with her toys
Horny Kirsty loves to be on her big bed and play with her toys

Duration: 1:00
Added: November 24
Strapon-armed girl dominates her guy using all BDSM gear she has at hand
Strapon-armed girl dominates her guy using all BDSM gear she has at hand

Duration: 1:30
Added: November 12
Eager to please sissy guy gets criticized and treated like a real whore
Eager to please sissy guy gets criticized and treated like a real whore

Duration: 1:30
Added: October 19
Cruel madam prepares a wicked surprise and unspeakable tortures for a sissy
Cruel madam prepares a wicked surprise and unspeakable tortures for a sissy

Duration: 1:30
Added: October 25
Impatient and daring sub gets punished by his sophisticated femdom-lady
Impatient and daring sub gets punished by his sophisticated femdom-lady

Duration: 1:30
Added: October 25
Hot sissy guy feels like putting his ass in the air for a babe’s strap-on
Hot sissy guy feels like putting his ass in the air for a babe’s strap-on

Duration: 2:00
Added: October 26
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck
Hot in the tail guy cross-dresses and asks his girl for a strap-on fuck

Duration: 1:30
Added: October 7
Masked gimp sucks Nylon Bitch Yvettes hard cock
Masked gimp sucks Nylon Bitch Yvettes hard cock

Duration: 1:00
Added: September 16
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss
Poor guy gets sissified and used harsh by a kinky strapon-armed lady-boss

Duration: 1:30
Added: September 16
Sissified guy lets his girl dominate and torment him before a strap-on fuck
Sissified guy lets his girl dominate and torment him before a strap-on fuck

Duration: 1:30
Added: November 4
Sexy Kirsty all alone on her big bed masturbating
Sexy Kirsty all alone on her big bed masturbating

Duration: 1:00
Added: November 23
Skinny gay crossdresser in sexy slip taking cock in his hairy ass-hole and giving a bj
Skinny gay crossdresser in sexy slip taking cock in his hairy ass-hole and giving a bj

Duration: 1:20
Added: September 16

 

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