Crossdressing Gay Videos Added This Month

VideoSection

Femboy cutie gets a holiday surprise from Santa

Categories: amateur, anal, ass, barebacking, beauty, big ass, big cock, british, crossdressing, cute

xHamster

Getting off on my bed. My facial expression says it all

Categories: amateur, american, anal toying, ass, crossdressing, facial, grandpa, hd, homevideo, lingerie

xHamster

Shower and masturbation video

Categories: amateur, asian, barebacking, big cock, boy, daddies, desi, handjob, hd, masturbation

HDSex

Steamy video of a boy humping a big cock and cumming hard

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

xHamster

Wanding my Inner Sphincter !!

Categories: american, anal, big cock, bra, chubby, crossdressing, cum, cumshot, fat, masturbation

GayBingo

Kinkychrisx indulges in solo fun while rocking nylon stockings

Categories: amateur, anal, crossdressing, cum, cumshot, feet, funny, jizz, masturbation, nylon

BoyFriendTV

Fourth of July Dress Up!!

Categories: amateur, american, chubby, crossdressing, dress, fat, femboy, high heels, lingerie, mature

GayBingo

Sissy enjoys dildo while girlfriend watches TV

Categories: anal, crossdressing, dildo, feet, girlfriend, masturbation, nylon, sissy, toys

VideoSection

Small cock, handjob

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

BoyFriendTV

Big ass muscle slut gets fucked in red thong

Categories: amateur, anal, big ass, brazilian, crossdressing, hd, homevideo, hunk, interracial, latina

VideoSection

Step-dad explores with his sissy femboy and finishes in his mouth

Categories: amateur, beauty, black, crossdressing, daddies, femboy, german, lingerie, old, sissy

xHamster

Bae and I Made Love

Categories: amateur, anal, barebacking, big black cock, black, boy, crossdressing, cum, cumshot, daddies

VideoSection

Czech hunter records internal ejaculation with muscular guys

Categories: bodybuilder, bondage, boyfriend, brazilian, chinese, creampie, crossdressing, cumshot, czech, dildo

GayBingo

A little more outdoor fun with lingerie-clad Betty Spanxxx and Colleen

Categories: amateur, british, crossdressing, funny, lingerie, outdoor, small cock, solo, uncut, underwear

HDSex

Smoking tease Fetish_monster with dark Sobranie in latex

Categories: amateur, anal, bdsm, cage, crossdressing, deep throat, domination, european, high heels, latex

BoyFriendTV

Beautiful and delicious

Categories: amateur, barebacking, beauty, big black cock, big cock, boy, brazilian, crossdressing, cum, cumshot

GayBingo

Playing around in my dress after the change

Categories: amateur, close up, crossdressing, dancing, dress, high heels, humiliation, italian, jerking, shaved

VivaTube

Crossdresser cums hands-free

Categories: amateur, crossdressing, cum, masturbation, solo, toys

VideoSection

Amateur gay creampie fun with Adam Storm

Categories: amateur, anal, barebacking, big cock, brutal, close up, creampie, crossdressing, cum, funny

xHamster

New nice video bhojpuri vibes boy sex video

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

GayBingo

Desi gay boys and their dads with a hot gay doctor

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

VideoSection

Rozebell's first gay anal adventure

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

XXXDan

Black slip and white panties

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

HDSex

Outdoor fun with Japanese gay crossdressers and some hardcore action

Categories: amateur, anal, anal toying, asian, ass, crossdressing, cum, funny, hardcore, japanese

JizzBunker

He fucks me in every room before breeding me

Categories: amateur, anal, big cock, blowjob, creampie, crossdressing, french, gaping hole, interracial, shemale

BoyFriendTV

Cute Femboy with a Big Ass Fuck Himself with a Dildo and Cum

Categories: amateur, anal, assfucking, big ass, boy, crossdressing, cum, cumshot, cute, dildo

VideoSection

The performer Roni Bogetsu plays with a bougie and takes a big leap

Categories: crossdressing, gaping hole, japanese, solo

BoyFriendTV

Home made toy

Categories: crossdressing, dildo, hd, homevideo, insertion, toys

BoyFriendTV

Femboy Ass Is Flowing From Enjoying a Big Dildo

Categories: amateur, anal, anal toying, ass, big ass, boy, crossdressing, cum, cumshot, cute

xHamster

Boy sex video hot boy Big cock come

Categories: amateur, anal, asian, barebacking, big black cock, big cock, boy, college, crossdressing, cum

VideoSection

Steamy gay orgy featuring big cock and Indian boys

Categories: amateur, anal, asian, ass, barebacking, big ass, big black cock, big cock, black, blowjob

xHamster

Boyfriend Masturbation At Home When Alone

Categories: arab, bear, blowjob, boy, boyfriend, crossdressing, cumshot, handjob, hardcore, hd

BoyFriendTV

Best Twink Cumshot Compilation! - Huge Loads From Big Cock! Sissy Cumshot!

Categories: amateur, big cock, compilation, crossdressing, cum, cumshot, fetish, masturbation, sissy, teen (18+)

GayBingo

Gonzo, gay movie, hot gay

Categories: 18 year old, amateur, barebacking, big black cock, big cock, black, bondage, crossdressing, cum, daddies

xHamster

I Fucked Him After the Gym Sweaty Hot and with a Hard Cock Since He Looked at Me

Categories: amateur, asslick, barebacking, bear, big cock, black, blowjob, boy, chubby, couple

xHamster

Ladysilva in sexy white bodysuit showing off her wonderful ass

Categories: amateur, anal, ass, big ass, big cock, brazilian, crossdressing, feet, hd, latina

HDSex

Sissy explores molten beef whistle in this latest installment

Categories: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing, cumshot, masturbation, sissy

BoyFriendTV

My Second Bareback Video As A Crossdresser

Categories: amateur, barebacking, blowjob, crossdressing, homevideo

BoyFriendTV

His Royal Majesty with Vicfairy.

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

BoyFriendTV

Leather Crossdresser Sissy trains his hole to the max

Categories: amateur, anal, anal toying, austrian, crossdressing, dildo, gaping hole, leather, lingerie, prolapse

BoyFriendTV

Diana and her breast prostheses

Categories: crossdressing, french, handjob, humiliation, lingerie, masturbation, mature, nude, solo

GayBingo

Epic rubdown with a happy ending featuring Marcus McNeil and Angel Elias

Categories: amateur, anal, barebacking, big cock, blowjob, brutal, crossdressing, daddies, deep throat, handjob

VideoSection

Country boy gets thoroughly milked

Categories: anal, anal toying, asian, ass, barebacking, bathroom, boy, college, country, couple

xHamster

Ladysilva come put your dick in my hot ass

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

BoyFriendTV

Ladyboy Serge Lusin. 2025fl

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

HDSex

Big cock gay anal action featuring Best Bangal

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

VipTube

Asian Crossdresser's Hands-Free Fun with CB-6000

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

xHamster

Ladysilva very sexy and hot in black panties what a delicious ass

Categories: amateur, anal, ass, big ass, big cock, black, brazilian, crossdressing, feet, hd

HDSex

Desi massage, indian gay pov, man boy fuck

Categories: amateur, barebacking, beauty, big black cock, big cock, black, blowjob, boy, chubby, college

VideoSection

Horny crossdresser Alberna enjoys a solo sissygasm with a fake dick

Categories: anal, blowjob, car, crossdressing, cruising, cumshot, dick, dildo, lingerie, solo

HDSex

I'm really into it

Categories: barebacking, casting, crossdressing, indian, tattoo, vintage

GayBingo

Anal fun with a twink on webcam featuring toys and a big cock guy

Categories: amateur, anal, anal toying, ass, barebacking, big ass, big cock, black, blonde, brutal

xHamster

Sex Video

Categories: 69, anal, arab, asian, asslick, barebacking, blowjob, boy, chinese, creampie

BoyFriendTV

Ladysilva crossdresser doing webcam show showing off her hot ass

Categories: amateur, ass, big ass, big cock, brazilian, crossdressing, femboy, fetish, latina, lingerie

XXXDan

PLUGGING AND FISTING MY GAPING ASSHOLE

Categories: anal, ass, crossdressing, dildo, fisting, french, gaping hole, hardcore, latex, solo

GayBingo

Creative Elvis in lingerie stretching balls and enjoying a big cock cumshot

Categories: amateur, american, balls, bear, big cock, close up, crossdressing, cum, cumshot, hairy

xHamster

Showing my tight asshole so you can lick that soft hole before u will open it

Categories: arab, ass, asslick, barebacking, big ass, chubby, crossdressing, daddies, danish, desi

VideoSection

Mature babes Betty Spanxxx and Colleen go solo in the great outdoors

Categories: amateur, babe, british, crossdressing, lingerie, mature, outdoor, small cock, solo, uncut

BoyFriendTV

Anal Training Night

Categories: anal, anal toying, boy, crossdressing, cum, cute, dildo, double penetration, femboy, masturbation

BoyFriendTV

A Long Bit of Fun

Categories: amateur, anal, boy, crossdressing, cumshot, dildo, funny, masturbation, solo

HDSex

I spent a day with a cucumber up my ass while wearing underwear

Categories: anal, arab, ass, crossdressing, cucumber, fisting, lingerie, underwear

VipTube

Crossdresser Blowjob Amateur

Categories: amateur, blowjob, crossdressing

ProPorn

Crossdressers Suck and Swap Big Cocks

Categories: amateur, big cock, blowjob, crossdressing, handjob, masturbation, sucking

BoyFriendTV

All My Cum for You Chronological Cumpilation

Categories: amateur, big cock, british, compilation, crossdressing, cum, cumshot, dick, lingerie, masturbation

HDSex

Get as dirty as you want

Categories: 18 year old, anal, ass, beauty, big ass, creampie, crossdressing, dirty, latina

XXXDan

Assfingering fishnets trap femboi before anal

Categories: amateur, anal, assfingering, crossdressing, fetish, fingering, fishnet, riding, skinny, teen (18+)

HDSex

Mature beauty Betty Spanxxx shows off in a sheer half-top outdoors

Categories: beauty, british, crossdressing, mature, outdoor, small cock, solo, uncut, underwear

BoyFriendTV

Give Me the Drill Daddy

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

VivaTube

Straight amateur hunk surrenders to a gay touch

Categories: amateur, blowjob, crossdressing, handjob, hunk, webcam

TubeON

Hot gay twink conor maynard solo jerking fun

Categories: amateur, crossdressing, funny, jerking, solo, twink, webcam

xHamster

Steff165: Trans moment in a cage

Categories: amateur, cage, canadian, creampie, crossdressing, cumshot, hd, homevideo, humiliation, masturbation

VideoSection

Indian crossdresser Karbi Anglong gets wild in the jungle

Categories: big cock, chubby, college, crossdressing, cum, daddies, indian, japanese, jizz, jungle

BoyFriendTV

First time masturbating after girlfriend leaves. Gay masturbation in the night the cum on myself

Categories: amateur, anal, barebacking, big cock, black, blowjob, crossdressing, cum, daddies, fantasy

JizzBunker

Anal slut facial slut. French transvestite offered, is caught in all positions

Categories: anal, bdsm, bondage, caught, crossdressing, facial, french, hardcore, high heels, lingerie

HDSex

Amateur Indian gay guys share a wild bareback experience

Categories: amateur, anal, barebacking, big black cock, big cock, black, blowjob, crossdressing, daddies, husband

TheGay

Sleazy Homo Bobbie With Sissy Crossdresser

Categories: anal, assfucking, brunette, crossdressing, deep throat, redhead, sissy, stockings, throat

HD21

Big Cock for a Sissy Crossdresser

Categories: amateur, big cock, blowjob, crossdressing, sissy

xHamster

Naked ladysilva wanting a cock in her greedy ass

Categories: amateur, anal, ass, big ass, big cock, brazilian, crossdressing, dick, feet, handjob

GayBingo

Bodybuilders get into a creampie session with Czech Hunter

Categories: bodybuilder, bondage, boyfriend, brazilian, chinese, creampie, crossdressing, cumshot, czech

XXXDan

Illuxxxtrandy Intense Threesome: Hot Slut Passionately Fucked, Hardcore Sex, Anal Creampie, Gaping Sweet Ass

Categories: 3d, 3some, amateur, anal, asian, ass, beauty, big ass, big cock, cartoon

NuVid

Hot gay twink dick masturbation video

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

BoyFriendTV

Slip and panties!

Categories: amateur, american, boy, crossdressing, cum, cumshot, fetish, handjob, hd, lingerie

BoyFriendTV

Teen Femboy Rides a Dildo with His Ass Flowing

Categories: amateur, anal, ass, boy, crossdressing, cum, cumshot, cute, dildo, femboy

BoyFriendTV

Ladysilva crossdresser doing sexy streptease show on webcam

Categories: amateur, ass, big ass, big cock, brazilian, crossdressing, femboy, latina, lingerie, nude

HDSex

Mature white babe Betty Spanxxx showing off in her lingerie outdoors

Categories: amateur, babe, british, crossdressing, lingerie, mature, outdoor, small cock, solo, uncut

ProPorn

Gaping Crossdresser Whore Takes 3 Dildos

Categories: amateur, crossdressing, dildo, gaping hole, masturbation, slut, solo, toys

ProPorn

Hot gay twink dick masturbation video

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

xHamster

Jerkoff outdoor in the woods wathcing old porno magasin trough a lot of used condoms full with sperm.

Categories: amateur, bear, big cock, condom, crossdressing, cruising, cum, cumshot, dick, dutch

VideoSection

Big black cock action with a hot young guy

Categories: amateur, anal, ass, barebacking, big ass, big black cock, big cock, black, blowjob, chubby

VideoSection

Mass ejaculation, goth

Categories: amateur, american, barebacking, big cock, bukkake, chubby, close up, compilation, crossdressing, cum

HClips

Bae And I Made Love With Sissy Crossdresser

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

HDSex

Mature cuties Betty Spanxxx and Colleen tease in their undergarments

Categories: amateur, crossdressing, lingerie, mature, small cock, solo, tease, uncut, underwear

IcePorn

Webcam young gay boy watch boys

Categories: amateur, boy, crossdressing, hd, twink, webcam

GayBingo

Muscle-bound Asian studs engage in intense cock action

Categories: asian, bodybuilder, bondage, boyfriend, brazilian, chinese, creampie, crossdressing, cumshot, dick

GayBingo

Big booty boy gets an epic handjob in faphouse

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

BoyFriendTV

Ladysilva crossdresser doing a streptease in bed what a hot ass

Categories: amateur, ass, bed sex, big ass, big cock, brazilian, crossdressing, feet, femboy, fetish

BoyFriendTV

Good Vibrations!!

Categories: american, anal, ass, chubby, crossdressing, cumshot, femboy, grandpa, high heels, lingerie

HD21

Rent Paid by Bareback Amateur Crossdresser

Categories: amateur, barebacking, crossdressing

HDSex

British big cocks, wife, crossdressers

Categories: amateur, big cock, british, crossdressing, feet, masturbation, pantyhose, striptease

HDSex

Piss and cum-loving sissy slave indulges in tasty treats

Categories: amateur, anal toying, ass, boots, crossdressing, cum, jizz, nylon, pantyhose, pissing

XXXDan

Black slip and light green panties !

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

BoyFriendTV

Sissy crossdresser can’t playing with herself in Tan Tights.

Categories: amateur, british, crossdressing, cumshot, hd, high heels, lingerie, masturbation, nude, nylon

GayBingo

Internal cumshot action between bodybuilders

Categories: bodybuilder, bondage, boyfriend, brazilian, chinese, creampie, crossdressing, cumshot

GayBingo

Hot birthday bash with an unforgettable gay threesome

Categories: 3some, amateur, anal, barebacking, big cock, birthday, blowjob, brutal, crossdressing, deep throat

Pornstars: Viper

HDSex

Czech hunter featuring cock to cock action with ripped Asian bodybuilders and a creampie surprise

Categories: asian, bodybuilder, bondage, boyfriend, brazilian, chinese, creampie, crossdressing, cumshot, czech

VideoSection

Huge ass ebony crossdresser Devin Vine gets both holes filled by a dildo machine

Categories: amateur, american, anal, anal toying, ass, beauty, big ass, black, chubby, crossdressing

ProPorn

Crossdresser Trains with a Butt Plug

Categories: amateur, buttplug, crossdressing, hd, masturbation, solo, toys

BoyFriendTV

At dawn I pump my anus into the vacuum to make it easy

Categories: amateur, anal, anus, barebacking, big ass, boy, crossdressing, fetish, hardcore, homevideo

xHamster

4th of July Giant fake tits crossdresser in daisy dukes and american flag body suit jacking off

Categories: amateur, american, crossdressing, cum, cumshot, dick, hd, high heels, masturbation, mature

Pornstars: Daisy Dukes

XXXDan

Taking dildos and cumming hard

Categories: amateur, big ass, big cock, chubby, crossdressing, cum, cumshot, dildo, fingering, masturbation

VipTube

Crossdresser Couple's Webcam Anal with Big Cock

Categories: amateur, anal, big cock, couple, crossdressing, masturbation, muscled, webcam

VivaTube

Sissy Bareback Group Blowjob

Categories: amateur, barebacking, blowjob, crossdressing, daddies, group sex, sissy

GayBingo

Hot young twinks and a compilation of gay cum action

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

HDSex

Get as dirty as you want, daddy with Angeldiaz17x

Categories: amateur, anal, anal toying, ass, beauty, big ass, big cock, crossdressing, daddies, dirty

VideoSection

Playing with himself while getting off

Categories: amateur, barebacking, big black cock, big cock, black, chubby, crossdressing, cum, cumshot, daddies

BoyFriendTV

Give Me Daddy All of U

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

BoyFriendTV

Slow Romantic Kissing Turns into Hot Asian Domination

Categories: asian, barebacking, crossdressing, domination, fetish, fur, hairy, hd, hunk, kissing

BoyFriendTV

The Ejaculation Cumpilation Vol.1

Categories: big ass, big cock, compilation, crossdressing, cumshot, hd, high heels, jerking, lingerie, masturbation

VipTube

Sissy's Tasty Treat - Solo Masturbation Fun

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

HDSex

Bodybuilder boys sex, indian friend, straight friends indian

Categories: amateur, anal, barebacking, bear, big cock, blowjob, bodybuilder, boy, crossdressing, cum