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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
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
Sexy Kirsty all alone on her big bed masturbating
Sexy Kirsty all alone on her big bed masturbating

Duration: 1:00
Added: November 23
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 26
This guy looks sharp and sexy in skirt, panties and stockings and takes cock like a good slut
This guy looks sharp and sexy in skirt, panties and stockings and takes cock like a good slut

Duration: 1:20
Added: September 16
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
Cheating boyfriend gets mercilessly punished by his dominant girlfriend
Cheating boyfriend gets mercilessly punished by his dominant girlfriend

Duration: 1:30
Added: November 8
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
Kinky latex domme makes her masked slave sniff and lick crossdresser's ass and fucks him with a strapon cock
Kinky latex domme makes her masked slave sniff and lick crossdresser's ass and fucks him with a strapon cock

Duration: 1:30
Added: January 30
Two gay drag queens join efforts on one cock
Two gay drag queens join efforts on one cock

Duration: 2:00
Added: September 16
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: October 13
Sizzling hot sissified guy wetting a babe’s strap-on for his tight butthole
Sizzling hot sissified guy wetting a babe’s strap-on for his tight butthole

Duration: 2:23
Added: December 5
Tgirl Kirsty gets in the middle of a horny crossdresser orgy
Tgirl Kirsty gets in the middle of a horny crossdresser orgy

Duration: 1:00
Added: September 16
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
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
Ruthless domina fulfils her pervy fantasies with her submissive male slave
Ruthless domina fulfils her pervy fantasies with her submissive male slave

Duration: 1:30
Added: October 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: September 26
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 14
Sexy blonde chick gets mouth fucked, before bending over
Sexy blonde chick gets mouth fucked, before bending over

Duration: 1:00
Added: September 16
Two crossdressers play hot sex games
Two crossdressers play hot sex games

Duration: 2:00
Added: December 13
Willing sissy hikes up his skirt for butt fisting and strap-on drilling
Willing sissy hikes up his skirt for butt fisting and strap-on drilling

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 18
Double blowjob from two loose crossdressers
Double blowjob from two loose crossdressers

Duration: 2:00
Added: September 16
Teen girl and her sissy lover go for strapon fuck-fest after a pajama party
Teen girl and her sissy lover go for strapon fuck-fest after a pajama party

Duration: 1:30
Added: October 31
Eager guy in eyeglasses, stockings and leather collar takes some nasty strapon-fucking from his sexy girlfriend
Eager guy in eyeglasses, stockings and leather collar takes some nasty strapon-fucking from his sexy girlfriend

Duration: 1:30
Added: February 10
Wild sex party with some horny crossdressers
Wild sex party with some horny crossdressers

Duration: 1:30
Added: October 13
Slutty crossdresser Zoe masturbates her hard cock in the bathroom
Slutty crossdresser Zoe masturbates her hard cock in the bathroom

Duration: 1:00
Added: September 16
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
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 13
Strap-on armed model gets to humiliating femdom play with her photographer
Strap-on armed model gets to humiliating femdom play with her photographer

Duration: 1:30
Added: November 18
Two crossdressers party with a sex-hungry boy
Two crossdressers party with a sex-hungry boy

Duration: 2:00
Added: September 16
Horny sissy in flirty female clothes gets his ass stretched with a strap-on
Horny sissy in flirty female clothes gets his ass stretched with a strap-on

Duration: 2:23
Added: September 16
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: September 16
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
Zoe gets down and dirty in three way action
Zoe gets down and dirty in three way action

Duration: 1:00
Added: October 1
It was enough to spank his ass a little bit and pull his cucumber
It was enough to spank his ass a little bit and pull his cucumber

Duration: 1:00
Added: November 9
Nylon Bitch Yvette gets her gimp to suck her hard tiglr cock dry
Nylon Bitch Yvette gets her gimp to suck her hard tiglr cock dry

Duration: 1:00
Added: October 6
Sissy boy goes for M2F play taking a bottle and a strapon up his brown hole
Sissy boy goes for M2F play taking a bottle and a strapon up his brown hole

Duration: 1:30
Added: October 29
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 17
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: October 27
Two crossdressers play hot sex games
Two crossdressers play hot sex games

Duration: 2:00
Added: December 13
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
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
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
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
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
Strap-on armed model gets to humiliating femdom play with her photographer
Strap-on armed model gets to humiliating femdom play with her photographer

Duration: 1:30
Added: October 28
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 19
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
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
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 18
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
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
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
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
Dressed like a girl and made up sissy gives head and takes it up the ass
Dressed like a girl and made up sissy gives head and takes it up the ass

Duration: 2:30
Added: February 17
Lucimay tied bound and tickled in this movie
Lucimay tied bound and tickled in this movie

Duration: 1:00
Added: September 26
During all the transvestite action, a servent-garmented sissy is blowing a master
During all the transvestite action, a servent-garmented sissy is blowing a master

Duration: 1:00
Added: October 31
Horny TV slut gets her ass fucked hard by Strapon Helga
Horny TV slut gets her ass fucked hard by Strapon Helga

Duration: 1:00
Added: September 16
Masked gimp sucks Nylon Bitch Yvettes hard cock
Masked gimp sucks Nylon Bitch Yvettes hard cock

Duration: 1:00
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
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
Freaky sissy dressed as a schoolgirl gets impaled on a rigid strap-on cock
Freaky sissy dressed as a schoolgirl gets impaled on a rigid strap-on cock

Duration: 1:30
Added: September 16
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 7
Medical domme makes cross-dressed man give another slave a blowjob and uses air pump on his cock as a punishment
Medical domme makes cross-dressed man give another slave a blowjob and uses air pump on his cock as a punishment

Duration: 1:30
Added: January 30
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
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
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
Dressed into female clothes sissy gets drilled with a toy and a real stiffy
Dressed into female clothes sissy gets drilled with a toy and a real stiffy

Duration: 1:30
Added: October 13
A group of sexy babes is playing forced feminization role-playing game with elements of the sado-maso
A group of sexy babes is playing forced feminization role-playing game with elements of the sado-maso

Duration: 1:00
Added: November 7
Kinky chick makes her sissy guy wear uniforms eager to ram his tights ass
Kinky chick makes her sissy guy wear uniforms eager to ram his tights ass

Duration: 2:23
Added: September 16
Hot crossdresser Jamie is spreading her ass just for you
Hot crossdresser Jamie is spreading her ass just for you

Duration: 2:00
Added: December 27
Dolled-up sissy in a dress and nylons bent over by his extra equipped girl
Dolled-up sissy in a dress and nylons bent over by his extra equipped girl

Duration: 2:23
Added: September 16
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: September 25
A transvestite is having a good time with a long blue dildo
A transvestite is having a good time with a long blue dildo

Duration: 1:00
Added: September 16
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 11
Cheating boyfriend gets mercilessly punished by his dominant girlfriend
Cheating boyfriend gets mercilessly punished by his dominant girlfriend

Duration: 1:30
Added: November 17
Helga takes this filthy trannies cock deep in her mouth and bites it
Helga takes this filthy trannies cock deep in her mouth and bites it

Duration: 1:00
Added: January 27
Seduced cutie stands doggy fashion in order to get ass worked
Seduced cutie stands doggy fashion in order to get ass worked

Duration: 1:00
Added: September 16
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: October 21
Brunet hottie crossdresser in black outfits has to bend over to get tight asshole worked with sex toy.
Brunet hottie crossdresser in black outfits has to bend over to get tight asshole worked with sex toy.

Duration: 1:20
Added: November 16
Slutty TGirl Kirsty sniffs her own panties and then masturbates hard
Slutty TGirl Kirsty sniffs her own panties and then masturbates hard

Duration: 1:00
Added: December 16
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: October 28
Clad in a dress sissy aches for a hot after-party mounting a babe’s strapon
Clad in a dress sissy aches for a hot after-party mounting a babe’s strapon

Duration: 2:30
Added: January 27
Sleeping guy getting his tool blown and prepared for anal by a horny sissy
Sleeping guy getting his tool blown and prepared for anal by a horny sissy

Duration: 2:30
Added: February 17
Hung guy returns oral favor to a crossdresser
Hung guy returns oral favor to a crossdresser

Duration: 2:00
Added: September 16
Sexy sissy wraps his painted lips around a babe’s strap-on before wild anal
Sexy sissy wraps his painted lips around a babe’s strap-on before wild anal

Duration: 2:30
Added: March 9
Hothead crossdresser in white clothes gets down on his knees and starts sucking male slave's dick.
Hothead crossdresser in white clothes gets down on his knees and starts sucking male slave's dick.

Duration: 1:20
Added: November 11
Kirsty rides her dildo like a real pro and loves it
Kirsty rides her dildo like a real pro and loves it

Duration: 1:00
Added: September 16
Ebony slave gets his cock sucked by another submissive man dressed like a woman as a part of his femdom punishment
Ebony slave gets his cock sucked by another submissive man dressed like a woman as a part of his femdom punishment

Duration: 1:30
Added: January 31
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?

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 24
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
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: September 29
Lady-writer gets her inspiration from a kinky femdom session with a sissy
Lady-writer gets her inspiration from a kinky femdom session with a sissy

Duration: 1:30
Added: November 9
Slutty Tgirl Yvette shoots her load over a horny crossdresser
Slutty Tgirl Yvette shoots her load over a horny crossdresser

Duration: 1:00
Added: September 16
Dreamy sex party with horny crossdressers
Dreamy sex party with horny crossdressers

Duration: 1:00
Added: September 16
Man in yellow dress gets butt spanked by horny chick.
Man in yellow dress gets butt spanked by horny chick.

Duration: 1:00
Added: November 3
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: November 1
Slutty Yvette gets her hard cock sucked by a filthy tranny
Slutty Yvette gets her hard cock sucked by a filthy tranny

Duration: 1:00
Added: September 16
Heated gal pulls down a little her sissy maid’s pantyhose for strap-on fuck
Heated gal pulls down a little her sissy maid’s pantyhose for strap-on fuck

Duration: 2:23
Added: September 16
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: November 16
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 17
This guy loves dressing like a slutty chick and getting strapon-fucked by his busty latex girlfriend
This guy loves dressing like a slutty chick and getting strapon-fucked by his busty latex girlfriend

Duration: 1:30
Added: February 14
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: September 16
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 14
Being dressed as an innocent princess, a tranny is blowing other sissy
Being dressed as an innocent princess, a tranny is blowing other sissy

Duration: 1:00
Added: October 29
Two kinky dommes punish cross-dressed slave's big pierced cock and spank his ass red with absolutely no mercy
Two kinky dommes punish cross-dressed slave's big pierced cock and spank his ass red with absolutely no mercy

Duration: 1:30
Added: February 3
Sexy blonde chick gets mouth fucked, before bending over
Sexy blonde chick gets mouth fucked, before bending over

Duration: 1:00
Added: September 16
Mature black mistress finger-fucking her cross-dressed slave's fat white ass and having him suck her strapon cock
Mature black mistress finger-fucking her cross-dressed slave's fat white ass and having him suck her strapon cock

Duration: 1:30
Added: January 31
Nasty sissy indulges his kink changing into female clothes for anal delight
Nasty sissy indulges his kink changing into female clothes for anal delight

Duration: 1:30
Added: September 16
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: September 16
Teen girl and her sissy lover go for strapon fuck-fest after a pajama party
Teen girl and her sissy lover go for strapon fuck-fest after a pajama party

Duration: 1:30
Added: October 29
Stockinged sissy worships his girl and gets nailed on the bathroom’s floor
Stockinged sissy worships his girl and gets nailed on the bathroom’s floor

Duration: 1:30
Added: October 29
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 29
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: October 29
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: October 29
Awesome gal plays with a strap-on before stuffing it into a sissy guy’s ass
Awesome gal plays with a strap-on before stuffing it into a sissy guy’s ass

Duration: 2:23
Added: September 16
Sexy crossdresser Zoe fucks a horny blonde Tgirl in the ass
Sexy crossdresser Zoe fucks a horny blonde Tgirl in the ass

Duration: 1:00
Added: September 16
Hot sissy taking a serious amount of ass poking from a strap-on armed chick
Hot sissy taking a serious amount of ass poking from a strap-on armed chick

Duration: 2:23
Added: September 16
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 8
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: September 19
Sexy Tgirl plaything Candi gets her tight ass deflowered
Sexy Tgirl plaything Candi gets her tight ass deflowered

Duration: 2:01
Added: August 17

 

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