Crossdressing Gay Videos Added This Month » 2

xHamster

doing what was ordered

Categories: canadian, crossdressing, dick, fat, masturbation, old, solo, stockings

HDSex

Twunk Neigetwink fills both his holes with fake cocks

Categories: amateur, anal, cage, crossdressing, deep throat, dick

GayBingo

College sissy Xooshua takes a huge black cock before heading to class

Categories: 18 year old, anal, barebacking, beauty, big black cock, black, college, crossdressing, huge cock, sissy

DrTuber

playing nude my dick swinging out of it's string

Categories: amateur, big cock, crossdressing, daddies, dick, hd, nude, solo, swinger, webcam

GayBingo

Sissy Vesper Marlow shakes with pleasure from a big black cock

Categories: anal, big black cock, crossdressing, cum, cumshot, dildo, jizz, nylon, sissy, toys

xHamster

Dirty Talking Assam Man Masturbation Handjob

Categories: barebacking, big black cock, big cock, boy, couple, crossdressing, cum, cumshot, dirty talk, handjob

xHamster

Mooding sexy dance

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GayBingo

Steamy bareback session in the bathroom with a hot young guy

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GayBingo

Stylish amateur handjob with cumshot all over a black dress and a big dick

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GayBingo

I'm getting off with a cab driver in the car on the highway while onlookers watch, and I came everywhere

Categories: amateur, barebacking, car, college, couple, creampie, crossdressing, cruising, daddies, public

HClips

Milking, Fingering And Fucking A Cute Twink 24 Min

Categories: amateur, anal, ass, assfucking, barebacking, crossdressing, cute, deep throat, domination, fingering

GayBingo

Karma Rainbow Smith D has a different take on things

Categories: american, crossdressing, masturbation

GayBingo

Full-length playful sissy CD enjoys foot worship with plenty of cum and creampie

Categories: american, anal, brutal, creampie, crossdressing, cum, feet, latina, masturbation, sissy

XXXDan

SLAVE TRAINING - Daily Tasks 7 Tenets of the perfect slave

Categories: amateur, anal, bdsm, big cock, blowjob, crossdressing, daddies, hardcore, masturbation, muscled

HD21

Crossdressing Amateur Fun

Categories: amateur, crossdressing, cumshot, funny, handjob, masturbation

GayBingo

March gives a nod to April's cum flow

Categories: american, big cock, crossdressing, cum, cumshot, daddies, jizz, masturbation, twink

GayBingo

Str8trapsub gets off while jerking off in a sexy sundress

Categories: amateur, ass, big ass, crossdressing, cum, cumshot, fat, jerking, jizz, masturbation

VideoSection

A guy I met on the street gives a satisfying handjob

Categories: amateur, asian, barebacking, bear, big cock, blowjob, chubby, crossdressing, cum, daddies

BoyFriendTV

Me in White Lingerie

Categories: american, crossdressing, cumshot, hairy, homevideo, lingerie, nude, nylon, white

BoyFriendTV

I Fucked Him Too Well He Wanted More

Categories: african, amateur, anal, barebacking, black, blowjob, boy, crossdressing, cum, daddies

BoyFriendTV

Chubby Sissy Fishnets Desired Blindfold

Categories: amateur, american, anal, big ass, blindfolded, chubby, crossdressing, dildo, feet, femboy

xHamster

Me fucking My large Dildos

Categories: amateur, american, anal, crossdressing, dildo, extreme, femboy, hd, huge dildo, sissy

XXXDan

Yes I Swallow

Categories: amateur, crossdressing, cum swallowing, hardcore, masturbation, skinny, toys, webcam

BoyFriendTV

Diana and her breast lift

Categories: crossdressing, french, handjob, masturbation, mature, nude, sissy, solo

BoyFriendTV

Hot Very skinny male in a red lingerie stretched out his small ass on the bed

Categories: ass, bed sex, big ass, boy, crossdressing, cute, european, feet, femboy, hd

GayBingo

Mature Betty Spanxxx shows off her lingerie outdoors

Categories: british, crossdressing, lingerie, mature, outdoor, small cock, uncut, underwear

BoyFriendTV

Very deep inside me

Categories: amateur, anal, anal toying, crossdressing, dildo, extreme, fucking machine, gaping hole, hd, lingerie

JizzBunker

Fake tits Crossdresser Jon Scarecrow in lingerie having a walk and a wank in an open field

Categories: amateur, crossdressing, cumshot, lingerie, masturbation, mature, outdoor, solo, wanking

BoyFriendTV

Messy Sucking!!

Categories: amateur, american, blowjob, chubby, close up, crossdressing, deep throat, dick, fat, femboy

XXXDan

SexyFilomena has fun in front of the window early in the morning

Categories: amateur, anal, crossdressing, dildo, funny, hardcore, lingerie, masturbation, skinny, solo

JizzBunker

Cross dresser in blue lingerie

Categories: british, crossdressing, cumshot, fetish, handjob, hardcore, lingerie, masturbation, nylon, toys

XXXDan

I am such a gorgeous crossdressing slut

Categories: amateur, big cock, crossdressing, gorgeous, masturbation, slut, spanish

GayBingo

Crossdresser cum in mouth, uncut latino, blacked anal

Categories: anal, arab, black, crossdressing, cum, cum in mouth, european, hairy, jizz, latina

xHamster

Enjoying the room with a friend

Categories: army, black, boy, college, crossdressing, friend, hd, indian, locker room, massage

GayBingo

Hd videos, big gay daddy cock, faphouse

Categories: amateur, barebacking, big cock, blowjob, crossdressing, cum, daddies, dick, hd, hunk

GayBingo

Office, humungous, gay humiliation

Categories: american, big black cock, black, chubby, crossdressing, cum, fat, humiliation, jizz, office

BoyFriendTV

wish I had a real cock

Categories: amateur, anal, crossdressing, dick, dildo, hd, solo

BoyFriendTV

horny rubber dolls

Categories: bdsm, crossdressing, doll, domination, rubber

xHamster

Masterbate in tan stockings is soo nice

Categories: crossdressing, dutch, fetish, hd, masturbation, nylon, old, stockings

xHamster

How to upload video on xHamster full tutorial

Categories: asian, blowjob, boy, college, compilation, crossdressing, cum, desi, european, funny

JizzBunker

Travesty Rio Hihgheel Love

Categories: crossdressing

HDSex

Intimate close-ups of guys cumming all over

Categories: amateur, beauty, big cock, close up, crossdressing, cum, cumshot, facial, homevideo, jizz

GayBingo

Interracial vibes with a black twink and a big cock

Categories: african, amateur, asian, barebacking, big black cock, big cock, black, blowjob, crossdressing, daddies

GayBingo

Hot young guy Andrew Taylor shows off his big ass and gay socks

Categories: anal, ass, big ass, big cock, close up, crossdressing, cum, european, hairy, jizz

xHamster

I masturbated watching a Steele video🤤

Categories: ass, barebacking, big ass, big cock, crossdressing, cum, cumshot, daddies, fat, hd

TheGay

Trixy Is Caught, Leashed And Fucked In Full Movie

Categories: anal, assfucking, bathroom, blonde, caught, crossdressing, deep throat, hd, lace, lingerie

XXXDan

I love swimsuits! The fifth in the series!

Categories: amateur, asian, couple, crossdressing, fetish, handjob, japanese, nylon, oiled, old

GayBingo

Hot gay asian twink and his sexy friend get it on

Categories: african, amateur, anal, asian, barebacking, big cock, blowjob, couple, crossdressing, cum

GayBingo

Yelling and edging with fuck toys and hands-free jerking in this intense orgasm compilation

Categories: amateur, asian, barebacking, bear, big cock, blowjob, compilation, crossdressing, cum, cumshot

xHamster

Bi Cuckold Threesome in Mature Group

Categories: 3some, amateur, anal, barebacking, bear, bisexual, blowjob, boy, couple, crossdressing

JizzBunker

Naughty Gigi - still wobbly in heels

Categories: crossdressing, high heels, naughty

XXXDan

Japanese Sissy Masturbation 02

Categories: anal, asian, crossdressing, hardcore, japanese, masturbation, sissy, striptease, toys

GayBingo

Intense gay scene between two friends

Categories: amateur, ass, big ass, big cock, black, blowjob, crossdressing, cum, cumshot, daddies

HDSex

Arab crossdresser Rubybanoti enjoys a wild ride on a dildo and finishes strong

Categories: anal, anal toying, arab, ass, big ass, chubby, crossdressing, cum, dildo, jizz

HDSex

Mature crossdresser Serge Lusin shows off his big ass and small cock

Categories: american, ass, big ass, chubby, crossdressing, european, mature, small cock

VipTube

Crossdresser Erachi Takes Big Cock Doggy Style

Categories: amateur, big cock, crossdressing, doggystyle, masturbation, toys

VipTube

Crossdresser Webcam Fun

Categories: amateur, crossdressing, funny, masturbation, solo, webcam

JizzBunker

TWINK IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, bdsm, big cock, blowjob, bukkake, crossdressing, dick, interracial, twink

XXXDan

Crossdresser spanking

Categories: bdsm, crossdressing, spanking

GayBingo

Renata puts on a steamy show

Categories: amateur, anal, ass, beauty, crossdressing, homevideo, lingerie, stockings, striptease

XXXDan

Crossdresser

Categories: crossdressing

GayBingo

The guy with the colored hair gives his classmate a rock-hard breeding session

Categories: anal, ass, asslick, blowjob, crossdressing, deep throat, licking

HDSex

Daddy boy dildi, fetish, reiten

Categories: amateur, anal, ass, beauty, big cock, boy, crossdressing, cum, daddies, dildo

GayBingo

I gave him such a good time he craved more

Categories: african, amateur, anal, barebacking, big cock, blowjob, crossdressing, cum, daddies, hunk

xHamster

Femboy anal masturbation

Categories: anal, anal toying, crossdressing, cumshot, femboy, fetish, gaping hole, hd, iranian, masturbation

BoyFriendTV

Chinese bitch wearing bellyband plays with toy cock

Categories: asian, chinese, crossdressing, dick, dildo, femboy, fetish, hd, toys

HDSex

Horny gay men enjoying some hot hand jobs

Categories: amateur, asian, barebacking, bear, big black cock, big cock, blowjob, chubby, crossdressing, cum

xHamster

Before the male came to eat me!

Categories: amateur, anal, anal toying, big ass, big cock, boy, brazilian, crossdressing, dick, hd

xHamster

King Fuck Daddy and Stepson

Categories: amateur, asian, barebacking, blowjob, boy, crossdressing, cum, cumshot, daddies, femboy

xHamster

Chupo a Dildo Stuck to the Wall While I Am in 4

Categories: amateur, anal, anal toying, asian, barebacking, boy, colombian, crossdressing, cum, daddies

xHamster

Crossdressing Sissy in Panties - Small soft Cock Femboy in See Through sheath panties

Categories: amateur, american, ass, big ass, boy, chubby, crossdressing, dick, femboy, fetish

XXXDan

Lets Ride!!

Categories: amateur, anal, chubby, close up, crossdressing, dildo, gaping hole, hardcore, lingerie, masturbation

TheGay

Sissy Crossdresser In Raven Raw

Categories: anal, assfucking, asslick, barebacking, big black cock, big cock, black, classic, crossdressing, deep throat

HClips

Cuckold Humiliation Compilation

Categories: amateur, compilation, crossdressing, cuckold, feet, fetish, hd, humiliation, sissy, toes

GayBingo

Amateur gay twink gives a hot blowjob and swallows cum in the great outdoors

Categories: amateur, asian, barebacking, big cock, blowjob, crossdressing, cum, cum swallowing, daddies, hunk

GayBingo

Bareback fun with older guys and eager young twinks

Categories: amateur, barebacking, big cock, brutal, chubby, crossdressing, cum, daddies, first time, funny

GayBingo

Having a blast with my buddy in the locker room

Categories: army, big cock, chubby, crossdressing, indian, locker room, massage, masturbation, tattoo, twink

xHamster

Panty cum in the woods

Categories: amateur, british, crossdressing, cum, hd, masturbation, outdoor, public, solo, wanking

JizzBunker

Cute Femboy Liza fucks with a black dildo in bed

Categories: amateur, anal, bed sex, big cock, black, crossdressing, cumshot, cute, dildo, european

JizzBunker

Crossdresser

Categories: crossdressing

JizzBunker

Obedience Training BallBusting CBT

Categories: amateur, ball busting, bdsm, creampie, crossdressing, cumshot, daddies, fetish, muscled, russian

BoyFriendTV

Corporate whore Bambi Stripdance

Categories: amateur, ass, big ass, crossdressing, cute, femboy, hd, homevideo, indian, pornstar

Pornstars: Anita Blue

JizzBunker

PLUG, SAUSAGE AND BBC DILDO

Categories: amateur, anal, big black cock, big cock, black, crossdressing, cute, dildo, french, hardcore

BoyFriendTV

CD teases in lingerie

Categories: amateur, bra, crossdressing, hd, homevideo, lingerie, masturbation, mature, panties, solo

xHamster

I LOVE TO BE WATCHED OPEN YOUR MOUTH - BIG COCK CUM

Categories: amateur, anal, ass, barebacking, bear, big cock, boy, compilation, creampie, crossdressing

GayBingo

Getting the best bang for your buck with a wild gay session

Categories: amateur, anal, barebacking, blowjob, crossdressing, daddies, indian, teen (18+), twink, wild

xHamster

Black Suck 4

Categories: amateur, american, anal, barebacking, black, blowjob, boy, crossdressing, daddies, dick

BoyFriendTV

Crossdresser Fucked By Fuck Machine

Categories: amateur, american, anal, anal toying, black, crossdressing, dildo, femboy, fucking machine, masturbation

XXXDan

Fat guy in fishnets solo with fucking machine

Categories: amateur, crossdressing, fat, fishnet, fucking machine, hardcore, solo, toys

GayBingo

Giving it to me just the way I love it

Categories: amateur, anal, barebacking, blowjob, crossdressing, cum, daddies, hunk, indian, jizz

XXXDan

New babydoll chemise !

Categories: amateur, crossdressing, cumshot, fetish, handjob, lingerie, masturbation, nylon, oiled

xHamster

Small White Panties

Categories: amateur, anal, boy, brazilian, crossdressing, cum, dick, friend, handjob, hd

xHamster

Hot CUMSHOT Big FOUNTAIN Cum LOADS Out SEXY Crossdresser MODEL Cosplayer CUTE Gay BLONDE Ass

Categories: ass, blonde, compilation, crossdressing, cum, cum in mouth, cumshot, cute, dancing, hd

xHamster

My Super duper coll Night Walk

Categories: abuse, amateur, american, anal, big ass, boy, buttplug, crossdressing, dick, hd

GayBingo

Karma Rainbow Smith D enjoys some intense anal self-pleasure at Faphouse

Categories: american, anal, crossdressing, cumshot, dildo, masturbation, toys

GayBingo

Compilation of sexy black gay big booty scenes featuring Karma Rainbow Smith D

Categories: amateur, american, anal, black, booty, chubby, compilation, crossdressing, cum, cumshot

VideoSection

Homemade gay femboy explores his sissy side

Categories: amateur, beauty, black, crossdressing, femboy, homevideo, humiliation, indian, nude, sissy

BoyFriendTV

Machines ass fuck in May

Categories: amateur, anal, anal toying, assfucking, close up, crossdressing, dildo, fisting, fucking machine, german

GayBingo

Muscular guys who love being bottomed up and play with themselves

Categories: american, crossdressing, high heels, masturbation, muscled

GayBingo

Stripping for pure delight

Categories: crossdressing, lingerie, small cock, stockings, striptease, underwear

XXXDan

Half hour chilling on the sex machine, daily anal fuck and depth training smoking lounging

Categories: amateur, anal, british, crossdressing, dildo, european, fetish, hardcore, nude, public

xHamster

Gay Anal Toying Ass

Categories: amateur, anal, anal toying, ass, crossdressing, cum, dildo, double penetration, extreme, gaping hole

NuVid

Fetish loving gay spanks his ass raw

Categories: ass, crossdressing, fetish, masturbation, spanking

GayBingo

Indian guy with a huge schlong enjoys a home massage and a single handjob

Categories: amateur, barebacking, bear, big black cock, big cock, black, blowjob, chubby, crossdressing, cruising

GayBingo

Sissy J Biker drips precum and releases a huge creamy load!

Categories: amateur, anal, anal toying, biker, close up, creampie, crossdressing, cumshot, jizz, masturbation

JizzBunker

Karma D begs to differ

Categories: amateur, black, crossdressing, masturbation, solo

TubeON

Deep blowjob for gay boy

Categories: blowjob, boy, crossdressing, fetish, hd

xHamster

Slim twink is getting anal orgasm while fucked by huge white cock

Categories: amateur, anal, big cock, blowjob, couple, crossdressing, cumshot, dick, first time, friend

HDSex

Oiled big daddy cock in action with some solo play

Categories: amateur, anal, ass, asslick, barebacking, big black cock, big cock, black, chubby, crossdressing

xHamster

Hard No Choice but to Sleep with My Landlord Stepson Who's Hate Gay Man

Categories: amateur, anal, barebacking, bear, big cock, black, blowjob, boy, chubby, crossdressing

xHamster

Skinny Northants CD gets warmed up

Categories: amateur, british, crossdressing, hd, homevideo, pov, skinny

GayBingo

Cute chubby sissy boy Femnickboy is turning heads

Categories: ass, beauty, boy, chubby, crossdressing, cute, fat, sissy, twink

JizzBunker

POV - Fuck Me Simulation 2 - Cognito King

Categories: amateur, anal, big ass, crossdressing, daddies, fetish, hardcore, latina, masturbation, muscled

GayBingo

Mature old ladyboy Serge Lusin shows off his small cock

Categories: american, crossdressing, european, ladyboy, mature, old, small cock

xHamster

Didn't stop Cumming by Indian gay

Categories: ass, asslick, barebacking, big cock, boy, crossdressing, cum, cumshot, dick, face fucking

HDSex

Hunky guy with a big cock shows the ropes to young boys in a bareback scene

Categories: amateur, asian, barebacking, bear, big cock, blowjob, boy, chubby, crossdressing, cum

GayBingo

Mature euro crossdresser with a small cock and a big ass

Categories: american, ass, big ass, chubby, crossdressing, european, mature, small cock

xHamster

The Outing to Remember

Categories: amateur, barebacking, big cock, black, blowjob, boy, crossdressing, cum, daddies, dick

GayBingo

Guy in latex layers and student sailor outfit gets off in sheer pants and maid stockings

Categories: crossdressing, latex, maid, mask, masturbation, stockings, student, twink, underwear, uniform

xHamster

Big Fake Tits Crossdresser Jon Scarecrow Walking a Country Lane in Lingerie

Categories: amateur, american, country, crossdressing, femboy, hd, high heels, lingerie, masturbation, old