Crossdressing Gay Videos Added This Week

GayBingo

Stunning Jessica Miller in a sexy swimsuit

Categories: crossdressing, japanese, pornstar, swimsuit

Pornstars: Jessica Miller

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

BoyFriendTV

Skinny Latin Shemale With Long Legs And Huge Ass With Giant Dildo

Categories: amateur, anal, asian, ass, crossdressing, dildo, feet, hd, latina, legs

BoyFriendTV

Ary Bell in the Cellar

Categories: amateur, anal, basement, crossdressing, fantasy, femboy, high heels, latina, locker room, mexican

XXXDan

Femboy Takes Cum from Huge Dildos

Categories: amateur, anal, big cock, creampie, crossdressing, cum, dildo, femboy, fetish, huge dildo

VideoSection

I took in too much and ended up riding a massive toy!

Categories: anal, anal toying, beach, crossdressing, latina, lingerie, masturbation, riding, toys

GayBingo

Amateur gay blowjob, faphouse, gay cum

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

HDSex

Twunk Neigetwink fills both his holes with fake cocks

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

xHamster

Naked outdoors

Categories: amateur, british, close up, crossdressing, hd, mature, nude, outdoor, small cock, solo

BoyFriendTV

Handree drip

Categories: amateur, boy, close up, crossdressing, cute, desi, femboy, funny, homevideo, humiliation

BoyFriendTV

Night Car Masturbation Young Boy Public

Categories: amateur, anal, blowjob, boy, car, crossdressing, daddies, femboy, homevideo, masturbation

GayBingo

College teacher gets down and dirty with her students

Categories: anal, arab, black, college, crossdressing, cum, cum in mouth, dirty, european, hairy

VideoSection

Young cock, twink anal

Categories: 4some, amateur, anal, asian, barebacking, big black cock, big cock, blowjob, couple, crossdressing

GayBingo

Preparing to enjoy some action from the guy!

Categories: amateur, anal, anal toying, beach, big cock, bisexual, crossdressing, dildo, handjob, latina

xHamster

2025.03.08 satin lewd panties

Categories: anal, cage, crossdressing, cum, cumshot, dildo, femboy, fucking machine, hd, japanese

GayBingo

Mature European crossdresser with a smaller cock

Categories: american, crossdressing, dick, european, mature, small cock

BoyFriendTV

Shoving dildos and plugs up my ass to make it gape while wearing nipple suckers

Categories: amateur, american, anal, anal toying, ass, crossdressing, cum, dildo, femboy, gaping hole

VideoSection

Gay twink explores pleasures at faphouse

Categories: african, amateur, american, anal, barebacking, bear, black, blowjob, crossdressing, daddies

GayBingo

A thrilling group sex experience

Categories: 4some, african, amateur, barebacking, blowjob, crossdressing, daddies, gangbang, group sex, indian

HClips

Fucking Shy Twink Until He Cum

Categories: amateur, anal, assfucking, crossdressing, cum, cumshot, deep throat, hd, jerking, jizz

JizzBunker

Another bunch of sexy strings

Categories: amateur, big cock, crossdressing, european, lingerie, mature, reality, solo

GayBingo

I destroyed my boyfriend's mouth and ass

Categories: amateur, ass, barebacking, big cock, blowjob, boyfriend, crossdressing, cum, cum in mouth, cum swallowing

BoyFriendTV

CD teases in white lingerie and stockings

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

HDSex

Chastity and butt plug fun for a wrecked male hole

Categories: anal, anal toying, ass, big ass, buttplug, crossdressing, funny, slave, toys

JizzBunker

Real hard rough bareback anal ass fuck with my stud

Categories: amateur, anal, assfucking, barebacking, big ass, big cock, crossdressing, german, hardcore, rough

GayBingo

Bareback twinks and gay sissies have a wild outdoor session with explosive cumshots

Categories: amateur, american, barebacking, beauty, big cock, bukkake, car, compilation, crossdressing, cum

xHamster

Before the male came to eat me!

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

VideoSection

Massive cock after hitting the gym hard

Categories: american, beauty, big cock, chubby, crossdressing, cum, cumshot, gym, hunk, jerking

XXXDan

New babydoll chemise !

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

GayBingo

What gets you in the mood

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

xHamster

Bottom up - nice insights

Categories: amateur, crossdressing, femboy, german, hd, masturbation, nylon, sissy, solo, tease

VideoSection

Undergarments, rides

Categories: amateur, american, anal, anal toying, chubby, close up, crossdressing, dildo, extreme, fat

HClips

Cuckold Humiliation Compilation

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

HD21

ROBERT RICHARD MILGATE EXPOSED IN SHEER YELLOW PANTYHOSE

Categories: amateur, crossdressing, fetish, pantyhose, solo

xHamster

Playing in Pink

Categories: british, crossdressing, cumshot, dick, handjob, hd, lingerie, masturbation, nylon, solo

XXXDan

Sunday Stretch!!

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

WinPorn

Crossdresser Amateur Fun

Categories: amateur, blowjob, crossdressing, european, funny

BoyFriendTV

Pink outfit

Categories: crossdressing, cumshot, fetish, handjob, hd, lingerie, masturbation, nylon, oiled, sissy

ProPorn

Crossdressing Fun: Lover Watches Him with Panties

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

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

xHamster

20 -year Boy Masturbating Until You Put Your Hard Cock

Categories: amateur, asian, barebacking, boy, colombian, crossdressing, cum, daddies, dick, femboy

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

GayBingo

TCSBrenda jacks off in front of a mirror and lets it all out

Categories: amateur, crossdressing, cum, cumshot, european, jizz, masturbation, mirror

GayBingo

Strong thug brings his all for a wild ride with me

Categories: african, amateur, anal, barebacking, bear, big cock, black, blowjob, cage, chubby

GayBingo

Femboy's vibrator journey: messy milking, cute lingerie, and endless orgasms

Categories: anal, beauty, crossdressing, cum, cumshot, cute, jizz, lingerie, messy, milk

GayBingo

Femboy feet, black breed, boys feet

Categories: amateur, american, anal, barebacking, bear, black, blowjob, boy, crossdressing, fat

ProPorn

Latina Webcams 005 Gay Webcam Porn Video

Categories: amateur, blowjob, crossdressing, latina, webcam

VivaTube

I'm Penetrating My 100CM Swimsuit-Clad Sex Doll From Behind

Categories: amateur, barebacking, crossdressing, doll, from behind, swimsuit

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

XXXDan

Domino Star - Scene 3

Categories: amateur, asslick, big ass, big cock, black, couple, crossdressing, cumshot, daddies, licking

Pornstars: Domino

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

HD21

Lusty crossdresser webcam solo

Categories: amateur, crossdressing, masturbation, solo, webcam

BoyFriendTV

Sissy Rozebell Still Love Blowing BBC Part2

Categories: amateur, barebacking, big black cock, blowjob, couple, crossdressing, cumshot, cute, femboy, hd

HDSex

Try three tops with one bottom in this amateur gay scene

Categories: 4some, african, amateur, anal, asian, barebacking, bear, big cock, blowjob, crossdressing

HotMovs

Crossdress Couture

Categories: crossdressing, fetish, hunk

xHamster

MASTURBATE - cumming in my foreskin

Categories: bra, canadian, chubby, crossdressing, cum, cumshot, dick, hd, homevideo, masturbation

XXXDan

Giant fake tits crossdresser in pink dress making breakfast

Categories: amateur, big cock, crossdressing, cumshot, dress, funny, high heels, masturbation, solo

VideoSection

Amateur group breeding in the faphouse featuring black guys

Categories: amateur, american, anal, ass, barebacking, bear, big cock, black, brutal, compilation

XXXDan

Playing with anal furry plug, showing my long nude toenails, CD tits and pierced cock

Categories: anal, big cock, brazilian, crossdressing, dick, feet, fetish, fur, hairy, hardcore

BoyFriendTV

Sexy swimsuit love series! Part 5

Categories: asian, couple, crossdressing, japanese, kissing, sissy, swimsuit

VivaTube

Kinky Crossdresser's Pissing Fun

Categories: amateur, bdsm, crossdressing, funny, handjob, kinky, masturbation, pissing

GayBingo

Gay Asian guy enjoys bareback action with older partner

Categories: african, amateur, anal, asian, barebacking, bear, big black cock, big cock, blowjob, chubby

WinPorn

Crossdresser Solo: Amateur Style

Categories: amateur, crossdressing, masturbation, solo, toys, twink, webcam

VideoSection

Jewish, 2 girls

Categories: african, arab, blowjob, crossdressing, cum, dancing, european, hardcore, indian, jewish

GayBingo

Teacher's lesson goes wild with young girls and gay fun

Categories: 3d, amateur, anal, anal toying, anime, barebacking, cartoon, college, crossdressing, funny

BoyFriendTV

Sex with crossdress boy 4

Categories: anal, asian, blowjob, boy, chinese, crossdressing

BoyFriendTV

Next hard rough bareback ass fuck anal in fishnet with my stud

Categories: amateur, anal, assfucking, barebacking, big cock, crossdressing, cute, femboy, fishnet, german

GayBingo

Black wool pantyhose and a nightgown for some sexy fun

Categories: african, black, crossdressing, cum, cumshot, funny, jizz, masturbation, pantyhose, stockings

TheGay

Basketball Team Gangbang A Sissy With Sissy Crossdresser

Categories: anal, ass, assfucking, barebacking, big ass, big black cock, big cock, black, booty, crossdressing

GayBingo

Crossdresser gets tied up on the stool for some BDSM fun

Categories: bdsm, crossdressing, funny, tied up

GayBingo

Amateur crossdresser Bstick100 gets drained in lace undies while showering

Categories: amateur, american, bathroom, big cock, chubby, crossdressing, cuckold, jerking, lace, lingerie

BoyFriendTV

Jon Scarecrow up close booty shots panty fetish big cumshot

Categories: amateur, american, big cock, booty, crossdressing, cum, cumshot, fetish, homevideo, masturbation

xHamster

Crossdresser estim and urethral sounding orgasm

Categories: american, anal, ball busting, balls, bdsm, bear, big cock, crossdressing, cum, cumshot

xHamster

Maternity bra

Categories: amateur, bra, british, crossdressing, hd, lingerie, mature, small cock, solo, uncut

VipTube

Solo Crossdressing Twink Masturbating

Categories: crossdressing, hunk, masturbation, solo, twink

BoyFriendTV

CD teases in lingerie

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

GayBingo

Old crossdresser gets adventurous with young boy in the bathroom

Categories: amateur, anal, anal toying, bathroom, big cock, boy, crossdressing, masturbation, old, teen (18+)

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

HD21

Crossdresser Amateur Gets Fucked Hard

Categories: amateur, crossdressing, hardcore

GayBingo

Amateur gay Ryan743 getting gaped and stretched for some wild anal fun

Categories: amateur, anal, anal toying, crossdressing, dildo, double penetration, extreme, funny, gaping hole, masturbation

VideoSection

Bareback twinks engaging in hot gay action

Categories: african, amateur, anal, barebacking, bear, beauty, black, blowjob, chubby, crossdressing

xHamster

My Landlord Son 6

Categories: amateur, anal, big black cock, big cock, black, blowjob, couple, crossdressing, cum, cumshot

xHamster

Femboy anal masturbation

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

GayBingo

Wild sex session with Rozebell featuring a big black cock and some intense action

Categories: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing, cumshot, daddies, gaping hole

BoyFriendTV

Chinese sissy dildo with toy cock and toy feet

Categories: asian, chinese, crossdressing, dick, dildo, feet, femboy, fetish, hd, sissy

JizzBunker

2in1 Sex Toy Dildo Crossdressing Pegging Ass POV

Categories: amateur, anal, ass, big ass, close up, crossdressing, cumshot, dildo, hardcore, pegging

IcePorn

Gay webcam enjoy and masturbating more cams

Categories: crossdressing, masturbation, solo, webcam

xHamster

How to Jerk off for 20min

Categories: amateur, arab, bear, big cock, boy, crossdressing, cum, cumshot, daddies, dick

GayBingo

Stroked youthful bareback twinks having a wild time

Categories: amateur, barebacking, beauty, big cock, bukkake, car, crossdressing, cum, daddies, hardcore

GayBingo

Alan Long on all fours enjoying a variety of vibrating toys

Categories: anal, anal toying, beach, big cock, bisexual, crossdressing, cumshot, latina, lingerie, masturbation

GayBingo

Femboy Hornybottomjohn gets railed and serves up the cum for you

Categories: amateur, anal, anal toying, ass, barebacking, beauty, big ass, big cock, boy, crossdressing

TubeON

Horny gay hunk solo jerking fun

Categories: crossdressing, funny, hunk, jerking, solo, twink

GayBingo

Midnight shemale Serge Lusin shines in a wild adult adventure

Categories: american, crossdressing, european, shemale, small cock, wild

GayBingo

Hefty butt boy collage featuring big black cock and well-lubed action

Categories: american, ass, big black cock, big cock, boots, boy, british, chubby, compilation, crossdressing

xHamster

Hot Men Bed Fucking Humping

Categories: amateur, asian, barebacking, bed sex, big cock, blowjob, crossdressing, cum, hairy, hardcore

IcePorn

Sissy in chastity stockings rides a black dildo

Categories: amateur, black, crossdressing, dildo, sissy, solo, stockings

JizzBunker

PLUG, SAUSAGE AND BBC DILDO

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

XXXDan

Outdoors Jack 01

Categories: amateur, big cock, crossdressing, masturbation, nude, outdoor, panties, public, solo

HClips

Femboy Princess Twink Owned And Used By Dom Nathan With Sissy Crossdresser

Categories: amateur, anal, assfucking, big cock, brunette, crossdressing, deep throat, dick, femboy, hd

GayBingo

OMG I'm cumming so hard yay

Categories: american, anal, anal toying, beauty, creampie, crossdressing, cum, cumshot, dildo, hardcore

BoyFriendTV

Bolaji Out of Bahroom to Fuck Me Good

Categories: amateur, barebacking, big cock, black, blowjob, boy, crossdressing, daddies, femboy, handjob

XXXDan

Fucked by guys

Categories: anal, blowjob, crossdressing

GayBingo

Chubby gay sissy Femnickboy rides a massive dildo and releases a big load

Categories: ass, beauty, chubby, crossdressing, cumshot, dildo, fat, sissy, twink

BoyFriendTV

Playing in Pink

Categories: british, crossdressing, cumshot, dick, handjob, hd, lingerie, masturbation, nylon, solo

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

BoyFriendTV

Chinese bitch fucked by his boyfriend

Categories: asian, blowjob, boyfriend, chinese, crossdressing, femboy, hd, nylon

TheGay

Sex Vlog - Femboy Gives Stepdaddy Blowjob Handjob And Footjob While Watching Netflix

Categories: ass, big ass, big cock, blowjob, booty, brunette, crossdressing, daddies, deep throat, femboy

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

BoyFriendTV

Gave Him so Hot Until He Can’t Take It Anymore

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

GayBingo

Sissy femboy Alice Bennett gets off in sexy lingerie

Categories: anal, crossdressing, dildo, femboy, lingerie, masturbation, sissy, toys

XXXDan

Diana put on your stockings and plug yourself in

Categories: anal, crossdressing, french, handjob, lingerie, masturbation, mature, solo, stockings, toys

JizzBunker

Chubby sissy cd crossdress , short play and diaper

Categories: amateur, anal, bdsm, big cock, british, chubby, crossdressing, diaper, hardcore, sissy

BoyFriendTV

Sex with crossdress boy 1

Categories: anal, asian, boy, crossdressing