Crossdressing Gay Videos Added This Week

GayBingo

Milky stockings with a handjob twist featuring Properlunch

Categories: british, crossdressing, cum, cumshot, handjob, jizz, lingerie, masturbation, milk, stockings

HDSex

Live uncut sissy wanking session: cam dominance and toy cumshot

Categories: amateur, anal, bdsm, crossdressing, cumshot, dildo, domination, humiliation, jerking, masturbation

BoyFriendTV

FuckDoll

Categories: crossdressing, femboy

GayBingo

Femboy's sporty feet ready for worship after the game

Categories: anal, bdsm, bear, beauty, crossdressing, cum, domination, feet, fisting, football

HDSex

Male sex toys and extreme anal exploration with huge dildos

Categories: anal, anal toying, ass, bdsm, chubby, crossdressing, dildo, extreme, fat, gaping hole

GayBingo

Amateur gay leather threesome with naughty twinks going bareback

Categories: 3some, amateur, anal, barebacking, biker, blowjob, cage, crossdressing, cum, cum in mouth

HDSex

The unbelievable creampie on the ass of a barely legal military guy!

Categories: amateur, ass, barebacking, barely legal, bdsm, beauty, big cock, bukkake, compilation, creampie

GayBingo

Queen enjoys herself with Wallie

Categories: amateur, american, anal, blowjob, crossdressing, dildo, homevideo, masturbation, queen, solo

GayBingo

Crossdresser Crystal Brooks gets off riding a dildo in a summer dress

Categories: crossdressing, cum, cumshot, dildo, dress, jerking, jizz, masturbation, riding, solo

GayBingo

Spunk on friend's demon shoes by Fantasyshoefucker101

Categories: american, big cock, boots, crossdressing, cum, cumshot, emo, fantasy, friend, high heels

VideoSection

Femboy seduces in public with a big cock and a tight ass, then gets railed hard at a construction site

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

GayBingo

Carmen Nylonjunge enjoys her nylon encasement solo session

Categories: amateur, crossdressing, cum, cumshot, feet, german, hairy, jizz, masturbation, nylon

VivaTube

BDSM Porn HD scene 648

Categories: amateur, barebacking, bdsm, crossdressing, fetish, hd

WinPorn

Alpha Military Man Dominates Sub with Farts

Categories: bdsm, crossdressing, fetish, military

GayBingo

Hands-free cumshot with super cute ladyboy Ketty enjoying big dick action

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, cute, jizz, ladyboy, massage

BoyFriendTV

Sissy Perry

Categories: crossdressing, femboy, hd, pissing, sissy

GayBingo

Afternoon spent taking a lot of man meat in that big ass

Categories: amateur, anal, ass, big ass, bisexual, crossdressing, latina, lingerie, masturbation, nude

HDSex

Gay slave gets toyed with dildo in amateur anal session

Categories: amateur, american, anal, anal toying, ass, big ass, chubby, compilation, crossdressing, dildo

GayBingo

Latin studs tease in a wild orgy

Categories: 4some, amateur, asian, ass, asslick, barebacking, bear, bisexual, black, blowjob

GayBingo

Sissy crossdresser Jason Collins gets raw action without a condom

Categories: amateur, american, big cock, blowjob, british, condom, crossdressing, daddies, first time, hunk

GayBingo

Young inmate in a convict outfit pleasures himself with a massive cumshot

Categories: amateur, big cock, cage, crossdressing, cum, cumshot, german, homevideo, jail, jerking

HDSex

Wild bump gets serviced by the maid with some massive toys

Categories: amateur, anal, anal toying, bdsm, big cock, chubby, crossdressing, dildo, extreme, fat

GayBingo

My butt gets stuffed by a dark-skinned dildo

Categories: african, amateur, anal, ass, beauty, black, crossdressing, dildo, european, masturbation

GayBingo

Raw pounding of my femboy lover's tight ass

Categories: amateur, american, anal, ass, barebacking, bdsm, beauty, big cock, blowjob, crossdressing

VideoSection

See-through glove handjob with a condom

Categories: big cock, condom, crossdressing, gloves, handjob, masturbation, nylon

NuVid

Victoria Hoe: Crossdresser Fun

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

BoyFriendTV

sissy knelt before him like a prayer answered in whispers

Categories: crossdressing, hd, sissy

GayBingo

Amateur crossdresser Meandi explores gay encounters despite being inexperienced

Categories: amateur, anal, ass, barebacking, crossdressing, dildo, extreme, gaping hole, german, homevideo

GayBingo

Solo sessions with small dicks and tons of cum

Categories: amateur, boyfriend, crossdressing, cum, indian, jerking, jizz, lingerie, masturbation, skinny

GayBingo

Sissy femboy rides a dildo cowboy style

Categories: african, amateur, anal, anal toying, beauty, crossdressing, dildo, femboy, homevideo, masturbation

GayBingo

Indian femboy Lovedsunsine1990 brings you steamy geysers and hot action from a POV perspective

Categories: compilation, crossdressing, cum, cum in mouth, femboy, grandpa, indian, jizz, kissing, massage

GayBingo

Handballing and BDSM fisting love with Montana

Categories: amateur, anal, anal toying, ass, bdsm, crossdressing, dildo, european, extreme, fisting

GayBingo

Beautiful tranny Crossdresser Ketty poses against a pastel brick wall

Categories: ass, beauty, big ass, crossdressing, cum, cumshot, jizz, massage, masturbation, teen (18+)

WinPorn

Gay bukkake twink blowjobs and cum facial

Categories: blowjob, bukkake, crossdressing, cum, facial, handjob, masturbation, twink

GayBingo

Big cock solo session with some juicy gargling

Categories: amateur, ass, barebacking, big ass, big cock, blowjob, brutal, compilation, crossdressing, cum

GayBingo

Young gay sissy gets double stuffed with big cocks

Categories: amateur, anal, barebacking, beauty, big cock, blowjob, bukkake, chubby, crossdressing, cum

HDSex

Jamespower enjoys passionate love with a big black cock

Categories: african, amateur, arab, barebacking, big black cock, big cock, black, blowjob, chubby, crossdressing

GayBingo

Ladysilva the crossdresser on the couch in panties flaunting that sexy ass

Categories: amateur, anal, ass, barebacking, big ass, big black cock, black, blowjob, couch, crossdressing

PornoXO

Crossdresser Takes Strapon from Woman

Categories: amateur, crossdressing, strap-on

GayBingo

Extra steamy Asian boy getting himself off

Categories: amateur, asian, beauty, big cock, boy, chubby, crossdressing, solo

GayBingo

Stellar femboy Mandy Cream in fishnets rides her favorite dildo

Categories: american, anal, beauty, british, creampie, crossdressing, dildo, feet, femboy, fishnet

GayBingo

Amateur femboy Asspussylips5 gets playful on a stool with some sexy toys

Categories: amateur, anal, ass, beauty, crossdressing, dildo, extreme, femboy, homevideo, lingerie

GayBingo

The start of my sissy journey - episode one

Categories: 3d, amateur, anime, ass, blowjob, british, crossdressing, cum, daddies, first time

HClips

Two Bbc Twinks Slut A Sissy

Categories: 3some, amateur, anal, assfucking, big black cock, big cock, black, crossdressing, dick, ebony

BoyFriendTV

A hot start to the roommate situation

Categories: anal, barebacking, big cock, blowjob, crossdressing, cumshot, feet, rimjob, tattoo

GayBingo

Big bareback gay deepthroat and anal action featuring Tomas Styl

Categories: amateur, anal, barebacking, big cock, blowjob, couple, crossdressing, cum, deep throat, feet

GayBingo

Simple scene with internal cumshot and anal play

Categories: amateur, anal, anal toying, creampie, crossdressing, cumshot, dildo, gaping hole, german, homevideo

BoyFriendTV

Crossdresser FM Close Encounters

Categories: ass, crossdressing, sissy

HDSex

Ecstasy while getting off with feet in nylons

Categories: big cock, compilation, crossdressing, cum, cumshot, extreme, feet, german, high heels, insertion

NuVid

Blonde Crossdresser Solo

Categories: amateur, blonde, crossdressing, solo, webcam

ProPorn

Harley Quinn Crossdresser Gives Raunchy Rimjob

Categories: barebacking, blowjob, crossdressing, handjob, masturbation, raunchy, rimjob

GayBingo

Iranian t-girl takes on a wild double anal experience

Categories: anal, anal toying, ass, barebacking, bottle, creampie, crossdressing, cum, dildo, double penetration

GayBingo

Naughty big ass Geofre is ready to have some fun

Categories: amateur, ass, barebacking, beauty, big ass, big cock, chubby, crossdressing, cum, daddies

GayBingo

Curvy femboy Ketty shows off sexy moves in the bedroom

Categories: ass, bedroom, big ass, crossdressing, cum, cumshot, curvy, femboy, jizz, massage

GayBingo

Superstar crossdresser Ketty with huge tits and a big ass gets down to business

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, jizz, massage, masturbation, pornstar

BoyFriendTV

ASIA SEX 77

Categories: anal, asian, crossdressing, dick, group sex, handjob, hunk, japanese, muscled

GayBingo

I hooked up with a drag princess

Categories: amateur, anal, barebacking, blowjob, crossdressing, extreme, homevideo, sucking

GayBingo

Desi Shikha gets an intense gay massage with lots of cum action

Categories: anal, asian, ass, big cock, caught, compilation, creampie, crossdressing, cum, cumshot

GayBingo

Crossdresser with a big cock enjoys massive toys and little dicks

Categories: american, big cock, black, crossdressing, dick, dildo, handjob, small cock, solo, toys

BoyFriendTV

FuckDoll

Categories: crossdressing, femboy

GayBingo

Masturbating in panties is an incredible experience

Categories: american, close up, crossdressing, cum, cumshot, handjob, jerking, jizz, lingerie, masturbation

ProPorn

Femboy Hami Dildo Play In Fishnet Stockings

Categories: amateur, crossdressing, dildo, femboy, fishnet, masturbation, solo, stockings, toys, twink

HDSex

Anal masturbation, amateur straight, bbc

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

VideoSection

Sissy femboy caught getting his bellybutton filled with loads of jizz using a wand

Categories: caught, close up, crossdressing, cum, cumshot, femboy, fingering, jizz, massage, moaning

ProPorn

Young Boy Fucks Mature Crossdresser Lara

Categories: amateur, blowjob, boy, crossdressing, mature, teen (18+)

GayBingo

Sasha Earth takes a pounding from a fucking machine that feels incredible

Categories: amateur, anal, anal toying, crossdressing, dildo, fucking machine, lingerie, masturbation, prostate, russian

GayBingo

Femboy crossdresser Archirusik takes a big cock and enjoys a massive cumshot

Categories: amateur, barebacking, bdsm, beauty, big cock, bukkake, compilation, crossdressing, cum, cumshot

VipTube

Crossdresser Carol's Secret Macho Encounter!

Categories: amateur, barebacking, crossdressing

GayBingo

Faphouse femboy gets a wild anal ride from a hung stud

Categories: amateur, anal, ass, asslick, barebacking, beauty, big ass, blowjob, crossdressing, cum

GayBingo

Plus-size blonde Shemale Ketty with a big bubble butt and ample curves

Categories: ass, big ass, big cock, blonde, crossdressing, cum, cumshot, jizz, massage, masturbation

GayBingo

Steamy public restroom action with gay twink Archirusik getting off

Categories: amateur, american, anal, barebacking, blowjob, crossdressing, cum, cumshot, daddies, jizz

GayBingo

Crossdresser Ketty shows off her perfect ass with some heated public masturbation

Categories: ass, big ass, crossdressing, cum, cumshot, jizz, massage, masturbation, pov, public

GayBingo

Curvy crossdresser Ketty teases on the bathroom floor

Categories: ass, bathroom, big ass, big cock, crossdressing, cum, cumshot, curvy, jizz, massage

IcePorn

Big Cock Crossdresser in Tan Pantyhose

Categories: amateur, big cock, crossdressing, pantyhose, solo

GayBingo

Dad enjoys some prostate play and unleashes a big jism

Categories: anal, anal toying, crossdressing, daddies, european, jizz, lingerie, masturbation, prostate, solo

GayBingo

Hot compilation of solo male cumshots with a big cock in slow motion

Categories: barebacking, big cock, compilation, crossdressing, cum, cumshot, grandpa, handjob, jizz, masturbation

GayBingo

Compilation of guys sucking cock and having a good time

Categories: amateur, anal, barebacking, big cock, blowjob, compilation, crossdressing, cum, cumshot, daddies

GayBingo

Crossdresser gets filled with big gay cock in the anal fun

Categories: amateur, anal, anal toying, ass, big black cock, big cock, black, compilation, creampie, crossdressing

TheGay

I Love Fucking My Husband In The Ass With Double Ended Dildo - Pegging

Categories: anal, ass, assfucking, bdsm, bodystocking, brunette, crossdressing, dildo, domination, double penetration

GayBingo

Elastic butt model Str8trapsub tries on all kinds of sexy booty shorts

Categories: amateur, ass, big ass, booty, clothed sex, crossdressing, fat, model, shorts

BoyFriendTV

Video 230

Categories: barebacking, big cock, blowjob, bodybuilder, bondage, crossdressing, daddies, latina, mature, office

GayBingo

Renata's naughty homework sessions reveal her sexy side

Categories: amateur, anal, ass, beauty, crossdressing, dildo, homevideo, lingerie, naughty, stockings

ProPorn

Ebony Stud Fucks Mature Crossdresser

Categories: barebacking, blowjob, crossdressing, ebony, interracial, mature, stud

GayBingo

My adorable booty on display

Categories: adorable, amateur, anal, ass, beauty, booty, crossdressing, high heels, homevideo, lingerie

HClips

Masked Bareback - Sissy Crossdresser

Categories: amateur, anal, assfucking, barebacking, brunette, crossdressing, hd, rimjob, sissy, twink

NuVid

Crossdresser's Anal Fun with Butt Plug

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

DrTuber

black widow strikes again !

Categories: black, crossdressing, handjob, hd, masturbation, solo

HClips

Sissy Training And Gaping Locktober Edition

Categories: amateur, anal, anal toying, assfucking, buttplug, crossdressing, dildo, gaping hole, hd, sissy

GayBingo

Nylon, straight turned, bottom used

Categories: amateur, anal, ass, ass to mouth, crossdressing, cumshot, dildo, humiliation, jerking, masturbation

NuVid

Creampied Crossdresser

Categories: amateur, creampie, crossdressing, fetish

BoyFriendTV

Video 228

Categories: barebacking, big cock, blowjob, bodybuilder, brazilian, crossdressing, latina, mature, pornstar, uniform

HClips

I Sucked Off A Fat Bbc While Wearing Bunny Ears - Prettyboi2000x

Categories: amateur, anal, assfucking, big black cock, big cock, black, blowjob, brunette, bunny, cosplay

GayBingo

Sweet sissy crossdresser Ketty shows off in a cute rosy skirt

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, cute, jizz, massage, masturbation

GayBingo

Sissy crossdresser Ketty flaunts sparkly high-heeled slippers with a cheeky grin

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, jizz, massage, masturbation, pornstar

GayBingo

My boyfriend takes me to a motel for some raw fun and an epic blowbang

Categories: amateur, anal, big cock, blonde, blowbang, blowjob, boyfriend, couple, crossdressing, funny

NuVid

Julia X Hard Masturbation With Cumshot

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

VideoSection

ASMR rubber breathing bag session with Rubberflex

Categories: african, amateur, bdsm, close up, crossdressing, cum, flexible, gloves, jizz, latex

HDSex

Horny crossdresser Ketty gets turned on and ready to go

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, jizz, massage, masturbation, pornstar

GayBingo

Gay guy in panties plays with sex dolls and fountains

Categories: amateur, american, big cock, british, compilation, crossdressing, cum, cumshot, daddies, doll

GayBingo

Pantyhose and sex toys for sissy in stockings

Categories: amateur, anal, ass, beauty, crossdressing, dildo, fisting, homevideo, lingerie, pantyhose

ProPorn

Fat Crossdresser Webcam Show

Categories: amateur, crossdressing, daddies, fat, solo, webcam

BoyFriendTV

Video 229

Categories: barebacking, big cock, blowjob, bodybuilder, crossdressing, daddies, hd, latina, mature, muscled

GayBingo

European femboy Asspussylips5 shows off his ass in sultry anal scene

Categories: amateur, anal, ass, beauty, crossdressing, european, femboy, homevideo, lingerie, stockings

ProPorn

Daddy Dominates Sissy Em: Amateur Crossdresser Twink Fun

Categories: amateur, barebacking, crossdressing, daddies, funny, sissy, twink

GayBingo

Russian and Chinese twinks give a hot handjob

Categories: arab, barebacking, bear, big black cock, big cock, chinese, crossdressing, handjob, japanese, massage

NuVid

Slutty Crossdresser Sucks and Swallows Big Cock

Categories: amateur, big cock, blowjob, crossdressing, cum swallowing, handjob, masturbation, slut, sucking

GayBingo

Luxurious white corset and sexy high heels vibe

Categories: amateur, british, corset, crossdressing, cum, european, first time, high heels, homevideo, jizz

GayBingo

Femboy gets pleasure from daddy

Categories: amateur, anal, ass, beauty, big ass, black, blowjob, crossdressing, daddies, dildo

ProPorn

Fisting My Gaping Hole

Categories: amateur, crossdressing, fisting, gaping hole, solo, webcam

GayBingo

Old man gay, younger, amateur crossdresser

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

ProPorn

Older Dom Eats Ass and Face Fucks Crossdresser Claudia

Categories: amateur, ass, barebacking, blowjob, crossdressing, face fucking, old

HDSex

Casual glance at big ass black twink in amateur gay film

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

HClips

Oliver Strelly And Sandro Jenner In Stepdad Seduced A Cute Twink And Fucked Him

Categories: amateur, anal, assfucking, asslick, barebacking, big cock, blowjob, boss, crossdressing, cute

GayBingo

Hot crossdresser Ketty strolls through the garden, enjoying the summer breeze

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, garden, jizz, massage, masturbation

Pornstars: Summer Breeze

GayBingo

Enjoy the show with superstar crossdresser Ketty and that big dick

Categories: ass, big ass, big cock, crossdressing, cum, cumshot, jizz, massage, masturbation, pornstar

GayBingo

Large guy gives me a wild ride and fills me up with warm cum

Categories: amateur, anal, asian, barebacking, big cock, chubby, couple, crossdressing, cum, cumshot

VideoSection

Sexy guy getting off with his massive meat stick

Categories: anal, beauty, big cock, black, blowjob, crossdressing, cum, cumshot, daddies, deep throat

BoyFriendTV

Crossdresser FM Hungry Slut

Categories: anal, ass, crossdressing, sissy, slut

BoyFriendTV

FuckDoll

Categories: crossdressing, femboy

HDSex

Sasha Earth’s pretty sissy takes on a plump machine for some intense action

Categories: amateur, anal, anal toying, beauty, brutal, crossdressing, cum, dildo, homevideo, jizz