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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
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
Tender sixty-nining with a crossdressed twink
Tender sixty-nining with a crossdressed twink

Duration: 2:00
Added: September 16
Drunk crossdresser mastering blowjob skills
Drunk crossdresser mastering blowjob skills

Duration: 2:00
Added: September 16
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 27
Sexy ladylike crossdressers teaming a hot boy
Sexy ladylike crossdressers teaming a hot boy

Duration: 2:00
Added: September 16
Sexy transvestites begin with kissing
Sexy transvestites begin with kissing

Duration: 1:00
Added: September 16
This sissy slave gets dominated by Strapon Helga
This sissy slave gets dominated by Strapon Helga

Duration: 1:00
Added: September 16
Crossdressed kinks seduce a shy young gay boy
Crossdressed kinks seduce a shy young gay boy

Duration: 2:00
Added: September 16
Filthy crossdresser Lucimay gets her ass spanked hard
Filthy crossdresser Lucimay gets her ass spanked hard

Duration: 1:00
Added: September 16
Yummy drag queen beats and rides a large one
Yummy drag queen beats and rides a large one

Duration: 2:00
Added: October 6
A drag-queen is crossdressing putting on bright sex-appeal clothing
A drag-queen is crossdressing putting on bright sex-appeal clothing

Duration: 1:00
Added: September 16
Late coming sissy feels guilty and tries to please a boy orally and anally
Late coming sissy feels guilty and tries to please a boy orally and anally

Duration: 1:30
Added: October 31
Sissy guy reveals his kinky side begging a gal for deep strapon penetration
Sissy guy reveals his kinky side begging a gal for deep strapon penetration

Duration: 1:30
Added: October 6
Nasty sissy slave undergoes whipping and waxing for the ordered ass-fucking
Nasty sissy slave undergoes whipping and waxing for the ordered ass-fucking

Duration: 1:30
Added: October 18
Blonde TV slut Zoe plays with her thick cock and a dildo
Blonde TV slut Zoe plays with her thick cock and a dildo

Duration: 1:00
Added: September 16
Nasty sissy talks a cutie into doing some strap-on exercises in the morning
Nasty sissy talks a cutie into doing some strap-on exercises in the morning

Duration: 2:23
Added: September 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 21
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 19
Blond ass cruiser gets it on with drag queen
Blond ass cruiser gets it on with drag queen

Duration: 2:00
Added: September 16
Brunette hottie is next to demonstrate her hunger for cocksucking
Brunette hottie is next to demonstrate her hunger for cocksucking

Duration: 1:20
Added: November 14
Mature mistress makes her slave dress like a maid, then has him lick another crossdresser's ass and suck his cock
Mature mistress makes her slave dress like a maid, then has him lick another crossdresser's ass and suck his cock

Duration: 1:30
Added: February 3
A good portion of flogging by two cross-dressed transvestites does good to the poor sissy
A good portion of flogging by two cross-dressed transvestites does good to the poor sissy

Duration: 1:00
Added: October 29
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 5
Hot-assed guy dresses like a girl and plays with dildos aching for ass-fuck
Hot-assed guy dresses like a girl and plays with dildos aching for ass-fuck

Duration: 1:30
Added: October 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 13
As soon as obedient buddy fulfills horny crossdresser's desire
As soon as obedient buddy fulfills horny crossdresser's desire

Duration: 1:00
Added: November 3
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 31
Two horny crossdressers handling one stiffie
Two horny crossdressers handling one stiffie

Duration: 2:00
Added: September 16
Cross-dressed man and his naked fellow slave get bent over a saw-horse, tied and lashed by a couple of kinky dommes
Cross-dressed man and his naked fellow slave get bent over a saw-horse, tied and lashed by a couple of kinky dommes

Duration: 1:30
Added: January 31
Now it's high time for blond crossdresser to press his lips to brunet's cock to gobble it properly
Now it's high time for blond crossdresser to press his lips to brunet's cock to gobble it properly

Duration: 1:00
Added: November 1
Tight-ass guy in sexy fishnet stockings taking dildo and strapon punishments from his hot fetish girlfriend
Tight-ass guy in sexy fishnet stockings taking dildo and strapon punishments from his hot fetish girlfriend

Duration: 1:30
Added: February 10
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
Tight-ass bald guy in sexy pink stockings sucking and riding dick
Tight-ass bald guy in sexy pink stockings sucking and riding dick

Duration: 1:30
Added: February 10
This handsome guy wants to be a stockings cross-dresser, but ends up getting strapon-fucked like a good slut
This handsome guy wants to be a stockings cross-dresser, but ends up getting strapon-fucked like a good slut

Duration: 1:30
Added: February 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
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
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
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
Cheating boyfriend gets mercilessly punished by his dominant girlfriend
Cheating boyfriend gets mercilessly punished by his dominant girlfriend

Duration: 1:30
Added: November 17
Sissy guy can’t takes his eyes off a strap-on asking a babe for ass-poking
Sissy guy can’t takes his eyes off a strap-on asking a babe for ass-poking

Duration: 2:23
Added: September 16
Lewd sissy gets his ass stuffed with a strap-on without taking off his hose
Lewd sissy gets his ass stuffed with a strap-on without taking off his hose

Duration: 2:23
Added: September 16
Lustful transvestites toy fuck each other in heat on hot porn
Lustful transvestites toy fuck each other in heat on hot porn

Duration: 1:00
Added: September 16
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 16
Horny transvestites sucking man's throbbing dick
Horny transvestites sucking man's throbbing dick

Duration: 1:00
Added: September 16
Smoking hot CD sex party
Smoking hot CD sex party

Duration: 2:00
Added: September 16
Sexycrossdresser Kim playing with her hard cock
Sexycrossdresser Kim playing with her hard cock

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 27
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 27
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 27
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 27
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 27
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 27
Riding on the little stout man, a cutie caught pleasure
Riding on the little stout man, a cutie caught pleasure

Duration: 1:00
Added: November 4
Leather-clad mistress has her male slave dressed in latex maid outfit and gets him ready for strapon ass fuck
Leather-clad mistress has her male slave dressed in latex maid outfit and gets him ready for strapon ass fuck

Duration: 2:00
Added: November 3
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 27
This curvy blonde slut gets spitroasted by Zoe and her TGirl friend
This curvy blonde slut gets spitroasted by Zoe and her TGirl friend

Duration: 1:00
Added: January 21
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
Horny sissy toys his ass in front of his girl before wild strap-on fucking
Horny sissy toys his ass in front of his girl before wild strap-on fucking

Duration: 2:00
Added: October 26
Fiery babe and her sissy friend choosing the best strap-on for butt play
Fiery babe and her sissy friend choosing the best strap-on for butt play

Duration: 2:00
Added: October 26
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
Kirsty getting double cocked on her double bed
Kirsty getting double cocked on her double bed

Duration: 1:00
Added: September 16
Freaky transgender Jamie nailed from behind
Freaky transgender Jamie nailed from behind

Duration: 2:00
Added: September 16
Sultry Yvette sucks her own high heels and plays with her cock
Sultry Yvette sucks her own high heels and plays with her cock

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
Red hot dudes in female clothing
Red hot dudes in female clothing

Duration: 1:00
Added: September 16
Corseted and stockinged pussy guy sucking and riding a hard strap-on cock
Corseted and stockinged pussy guy sucking and riding a hard strap-on cock

Duration: 2:30
Added: February 17
In fit of unbound passion naughty seducer shows his butt in white panties
In fit of unbound passion naughty seducer shows his butt in white panties

Duration: 1:20
Added: November 14
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 25
Stripped naked sissy in a blond wig gets his ass poked and probed by a lady
Stripped naked sissy in a blond wig gets his ass poked and probed by a lady

Duration: 1:30
Added: October 6
Dressed up sissy guy getting his asshole packed with a babe’s huge strap-on
Dressed up sissy guy getting his asshole packed with a babe’s huge strap-on

Duration: 2:23
Added: September 16
Kinky sissy in a stunning silky gown gets a strap-on toy shoved up his bum
Kinky sissy in a stunning silky gown gets a strap-on toy shoved up his bum

Duration: 2:23
Added: September 16
Lucimay taking a fat cock deep in her wet mouth
Lucimay taking a fat cock deep in her wet mouth

Duration: 1:00
Added: September 25
Man in women's clothes is made to get down on his knees and to open his mouth
Man in women's clothes is made to get down on his knees and to open his mouth

Duration: 1:00
Added: September 16
Depraved latex mistress makes submissive crossdresser give head to a naked slave in full leather hood
Depraved latex mistress makes submissive crossdresser give head to a naked slave in full leather hood

Duration: 1:30
Added: February 3
Lusty sissy in a cute pink dress talks his girlfriend into banging his butt
Lusty sissy in a cute pink dress talks his girlfriend into banging his butt

Duration: 2:23
Added: September 16
Stylish domme has two submissive men dressed like maids and has one of them suck a dildo and his fellow slave's cock
Stylish domme has two submissive men dressed like maids and has one of them suck a dildo and his fellow slave's cock

Duration: 1:30
Added: January 31
Kim warms up her cock before her lengthy machine sessions
Kim warms up her cock before her lengthy machine sessions

Duration: 1:00
Added: September 16
Submissive cross-dresser in sexy fetish outfit getting punished and humiliated by his depraved mistress
Submissive cross-dresser in sexy fetish outfit getting punished and humiliated by his depraved mistress

Duration: 1:30
Added: January 30
Slapping an ass of the black-dressed cuddle-bunny, this transvestite gets a tremendous cannon into his ass
Slapping an ass of the black-dressed cuddle-bunny, this transvestite gets a tremendous cannon into his ass

Duration: 1:00
Added: November 9
Kirsty gets stuck in to a horny orgy with two trannies
Kirsty gets stuck in to a horny orgy with two trannies

Duration: 1:00
Added: September 16
Big-breasted babe in sexy latex outfit uses big strapon cock to punish a guy for dressing like a cheap whore
Big-breasted babe in sexy latex outfit uses big strapon cock to punish a guy for dressing like a cheap whore

Duration: 1:30
Added: February 14
Anal-loving sissy shares a double dildo with his girl at the after-party
Anal-loving sissy shares a double dildo with his girl at the after-party

Duration: 1:30
Added: September 16
A poppet is sucking off banana of the latex-dressed transvestite whose penis is getting fatter!
A poppet is sucking off banana of the latex-dressed transvestite whose penis is getting fatter!

Duration: 1:00
Added: November 7
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: October 5
A dirty transvestite gangbang is taking place with moments of fruitful blowjob
A dirty transvestite gangbang is taking place with moments of fruitful blowjob

Duration: 1:00
Added: November 1
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 31
Experienced mature lady in black dress tells crossdresser in yellow dress to bend over
Experienced mature lady in black dress tells crossdresser in yellow dress to bend over

Duration: 1:00
Added: October 31
Moreover, naughty fellow lowers buddy's panties and teases his sensitive asshole a little.
Moreover, naughty fellow lowers buddy's panties and teases his sensitive asshole a little.

Duration: 1:00
Added: October 31
Lad in sexy black dress is told to lie down onto the floor
Lad in sexy black dress is told to lie down onto the floor

Duration: 1:00
Added: October 31
The tranny adores to have her booty shaved
The tranny adores to have her booty shaved

Duration: 1:00
Added: September 16
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: September 16
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: October 28
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?

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 27
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 25
Masked latex mistress has her cross-dressed male slave suck strapon cock and fucks him in the ass with no mercy
Masked latex mistress has her cross-dressed male slave suck strapon cock and fucks him in the ass with no mercy

Duration: 1:30
Added: February 16
Then guy in black leather masks begins spanking submissive crossdresser's butt
Then guy in black leather masks begins spanking submissive crossdresser's butt

Duration: 1:00
Added: November 3
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: November 1
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 12
Yvette bends over her gimp slave and fucks his ass hard
Yvette bends over her gimp slave and fucks his ass hard

Duration: 1:00
Added: November 24
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 24
Chubby mature crossdresser begins with standing on all his fours in order to get tight asshole
Chubby mature crossdresser begins with standing on all his fours in order to get tight asshole

Duration: 1:20
Added: November 12
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
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
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 18
Sexy sissy tries to spice up guy-on-guy sex with his fancy girlish outfit
Sexy sissy tries to spice up guy-on-guy sex with his fancy girlish outfit

Duration: 1:30
Added: October 20
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
Yvette loves to ger her TGirl cock sucked hard by her fans
Yvette loves to ger her TGirl cock sucked hard by her fans

Duration: 1:00
Added: December 16
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 20
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
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
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
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
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
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
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
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
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 21
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 16
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
Clad in a long evening dress sissy swaps roles with a strapon-on armed girl
Clad in a long evening dress sissy swaps roles with a strapon-on armed girl

Duration: 2:23
Added: September 16
Hot looking sissy guy wears female clothes for wild strap-on intercourse
Hot looking sissy guy wears female clothes for wild strap-on intercourse

Duration: 2:23
Added: September 16

 

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