Riding Shemale Videos » 46

KeekAss

Stupid honeypot fuckin' a cushion from one side

Categories: amateur, blonde, crossdressing, hd, homevideo, mature, riding, sissy, small tits, stupid girl

xHamster

Anal masturbation 04.2021 - Inserting dildo by heel -

Categories: anal, anal toying, asian, dildo, gaping hole, hd, high heels, masturbation, milf, riding

KeekAss

95mm Gigantic Fuck Stick

Categories: amateur, anal, anal fisting, ass, assfucking, close up, crossdressing, cumshot, dildo, hd

KeekAss

GenderX - Hubby Can't Fight Back The Nanny's Meatpipe

Categories: anal, ass, babysitter, big cock, big tits, blonde, blowjob, deep throat, fighting, gay

xHamster

Zed and Zyra - Wife rides a big cock

Categories: amateur, babe, big ass, big cock, couple, dick, doggystyle, european, girlfriend, hd

KeekAss

Crossdresser Caroline make out in Tights

Categories: amateur, anal, asian, assfucking, big cock, blowjob, brunette, chinese, crossdressing, doggystyle

KeekAss

Strong trans princess stroking while railing condom-free

Categories: anal, big cock, big tits, blowjob, brunette, classroom, condom, hd, jerking, masturbation

KeekAss

TRANSEROTICA Trans Bambi Bliss And Kelly Super-Cute Assfucking Nail

Categories: anal, assfucking, big tits, blowjob, brunette, cum, cute, dick, doggystyle, erotic

Pornstars: Anita Blue, Bambi Bliss

JizzBunker

This toy was too big

Categories: amateur, anal, beauty, big cock, blowjob, crossdressing, cumshot, dildo, european, german

JizzBunker

Perv bizzarre bessy condom lick dildo riding sperm in glass .fetish art by linda gumlin

Categories: anal, big ass, compilation, condom, crossdressing, cumshot, dildo, fetish, gay, german

xHamster

BDSM Sissy Slut in Chastity Spankings and Sissygasm Riding Dildo

Categories: amateur, anal, anal toying, bdsm, beauty, compilation, crossdressing, cum, cumshot, dildo

XXXDan

Horny business tranny in a pink blouse fucks a huge dildo, hard and a lot of precum, cumshot

Categories: amateur, anal, big cock, business woman, compilation, cumshot, dildo, european, german, hardcore

KeekAss

Boinking Mr. Hankey Rentman XXXL

Categories: amateur, anal, anal toying, ass, big ass, big cock, bisexual, crossdressing, cum, dildo

TrannyOne

Oiled-up Asian TS babe gets the best blowjob ever by the stud

Categories: anal, anus, asian, ass, babe, bathroom, beauty, belly, blonde, underwater

KeekAss

Rosy Misteriuos Cage Crossdresser

Categories: amateur, anal, anal toying, big ass, brazilian, brunette, cage, crossdressing, cute, dick

xHamster

It's perfect when you fuck standing up and cum with a dick in your ass!!!

Categories: amateur, anal, anal toying, ass, crossdressing, cum, cumshot, dick, dildo, greek

xHamster

Cute Blonde Teen in Dress Fucked Anal

Categories: amateur, anal, beauty, big cock, blonde, crossdressing, cum, cute, dildo, dress

xHamster

Riding dildo

Categories: anal, dildo, dutch, hd, riding, solo, toys

xHamster

Bubble Butt Trans Girl Riding Dildo in a Hotel Shower

Categories: amateur, american, anal, anal toying, ass, big ass, cute, dildo, femboy, hd

TrannyOne

Me Being Messy

Categories: anal, anus, ass, ass to mouth, big cock, creampie, extreme, fisting, messy, throat

KeekAss

Shemale Lanta Condom-Free Pulverized

Categories: anal, asian, blowjob, brunette, condom, cumshot, gay, hd, lactating, ladyboy

XXXDan

Sissy slut riding a huge dildo begging for daddys cock in sexy lingerie like a good shemale ladyboy femboy slut fucked silly

Categories: amateur, anal, big ass, crossdressing, cute, daddies, dick, dildo, femboy, gaping hole

xHamster

Sug_madic3d Sexy Busty Riding a Big Cock Tight Pussy

Categories: amateur, american, asian, bbw, beauty, big cock, big tits, black, compilation, crossdressing

PornGem

Anal TS Latina babe riding IR lover after gagging on cock

Categories: amateur, anal, assfucking, babe, barebacking, big tits, dick, gagging, high heels, ladyboy

KeekAss

Aelys desperate railing her fresh fav fake penis

Categories: amateur, anal, crossdressing, cum, cumshot, desperate, dick, dildo, fetish, hd

KeekAss

Sissy super-bitch transgender princess femboy rails her fucktoy

Categories: amateur, anal, bitch, brunette, crossdressing, dildo, feet, femboy, hd, homevideo

xHamster

Big Tits Asian American Sissy Tranny Trap Used for a Quickie Cumdump

Categories: amateur, american, anal, asian, barebacking, big ass, big tits, creampie, cum, hd

JizzBunker

Sissy rides her new toy

Categories: amateur, anal, crossdressing, dildo, huge dildo, hungarian, lingerie, masturbation, riding, sissy

KeekAss

Uber-Cute Tranny with a stud nine - Part 1

Categories: amateur, anal, asian, blowjob, brunette, cute, gay, handjob, jerking, ladyboy

xHamster

TS Ashley Aspen - bedroom sex

Categories: amateur, american, bedroom, big tits, bisexual, caught, couple, dick, girlfriend, hd

xHamster

Sissy-Kuroko chinese dress huge dildo

Categories: anal, anal toying, chinese, crossdressing, dildo, dress, femboy, gaping hole, hd, huge dildo

xHamster

Solo Shemale cuckold and Deeply gape anal

Categories: anal, anal toying, big ass, brazilian, cuckold, dildo, gaping hole, hd, huge dildo, insertion

KeekAss

Round FTM Showers and plays with soapy hooters, then heads into his bedroom to hook-up his cushion

Categories: amateur, bathroom, bedroom, big ass, big tits, dildo, hairy, hd, homevideo, hooters

KeekAss

My Highly Fur covered Butt Sits on your Dinky Condom-free - Onlyfans Veronica Sanders

Categories: amateur, anal, ass, blowjob, close up, condom, couple, cowgirl, cute, dick

KeekAss

20 FINEST TRANSSEXUAL Lovelies Pt One - 20-11 - EvilAngel

Categories: anal, asian, assfucking, big cock, big tits, blonde, blowjob, brunette, compilation, fantasy

Pornstars: Jessy Dubai

KeekAss

Hermaphroditism Nun Exorcises Satans With Her Holy Baby batter - Obscene Audio

Categories: babe, blowjob, creampie, face fucking, female orgasm, femdom, fetish, futanari, hd, mistress

xHamster

Lily Leigh Cam Show - May 30th, 2025 - Part 3 of 3

Categories: anal toying, beauty, dildo, hd, huge dildo, lingerie, masturbation, riding, small cock, solo

xHamster

Sissy Training Oral and Anal Toys WORKOUT in the dark ! night vision

Categories: amateur, anal, anal toying, british, crossdressing, dildo, femboy, fetish, hd, lingerie

KeekAss

insane spandex sundress bessy is railing black fuck stick

Categories: amateur, anal, anal toying, big ass, black, boots, brunette, crossdressing, dildo, fetish

xHamster

Axen & Amazonium Hard sex intense pleasure buttocks thirsty for semen dripping sweet big ass tasty intense sex hard sweet

Categories: 3d, american, anal, ass, big ass, creampie, dick, gaping hole, hardcore, hd

FlyFlv

Shemale Fucks Her Lesbian Lover From Behind

Categories: ass, black, blowjob, couch, dick, from behind, hardcore, lesbian, pornstar, riding

Pornstars: Lucy Hart

KeekAss

Ultimately all in with the ultimate contest - Prick Rambone to the nutsack

Categories: amateur, anal, anal toying, blonde, contest, crossdressing, dildo, hd, huge dildo, ladyboy

KeekAss

TRANSSEXUAL Camelia Night Demonstrate Part3 - Whip Out

Categories: amateur, anal, anal toying, big ass, blonde, crossdressing, cum, dildo, feet, fetish

Pornstars: Camelia

JizzBunker

Tranny cheerleader anal masturbation

Categories: amateur, anal, beauty, big ass, big cock, big tits, blonde, cheerleader, crossdressing, cumshot

KeekAss

HYPNOTIZED - Upset Siri Dahl Caught Khloe Kay Cuckold With Summer Hart! Gets Enticed Into Three-way

Categories: 3some, big ass, big tits, blowjob, caught, cheating, cuckold, dick, doggystyle, drilling

xHamster

Big Dildos For Slut Janine

Categories: amateur, anal, anal toying, crossdressing, cum, cumshot, dildo, femboy, hd, lingerie

KeekAss

TVMandySpencer plumbs her taut cherry asspussy with her fat fuck stick and jizzes

Categories: amateur, anal, anal toying, ass, big ass, blonde, bodystocking, booty, crossdressing, cum

AshemaleOne

Voluptuous Japanese shemale gets fucked really hard while riding in subway

Categories: hardcore, japanese, riding, voluptuous

KeekAss

Supah Muddy Transgender Princess Sans A Condom Fuck-Fest with Pearl Juice inwards her Brown-Eye

Categories: amateur, anal, asian, assfucking, brunette, condom, cumshot, escort, funny, hardcore

xHamster

Fucking anal wide until I can't take it anymore

Categories: anal, anal toying, beauty, big cock, brazilian, cum, dildo, femboy, hd, huge dildo

KeekAss

Cd love anal invasion fuckfest

Categories: amateur, anal, anal toying, ass, assfucking, crossdressing, dildo, hd, homevideo, huge dildo

xHamster

Sissy-Kuroko dons fishnets and fucks Anal with a Huge Dildo

Categories: anal, anal toying, crossdressing, dildo, femboy, fishnet, hd, huge dildo, japanese, ladyboy

xHamster

Johanne fucked in the forest

Categories: amateur, anal, barebacking, beauty, blonde, blowjob, cute, forest, hardcore, hd

KeekAss

Pinky backside

Categories: amateur, anal, anal toying, ass, big ass, booty, crossdressing, dildo, femboy, fetish

xHamster

Alana Femdoll Riding Rainbow Dildo 🌈 First Video Since Castrated

Categories: amateur, american, anal, anal toying, crossdressing, dildo, femboy, hd, riding, sissy

xHamster

I Love to Fuck Hard...

Categories: anal toying, crossdressing, dick, dildo, greek, hd, high heels, huge dildo, pantyhose, riding

xHamster

Emily rides dildo and cums all over her self after workout

Categories: amateur, anal, beauty, big ass, big cock, crossdressing, cum, cumshot, dildo, femboy

xHamster

WATCH HER BRAZILIAN BUBBLE BUTT GET DOUBLE DRILLED BY TWO DILDOS!

Categories: american, anal, anal toying, ass, brazilian, crossdressing, cum, dancing, dildo, drilling

KeekAss

Oiled Up Ts Having A Good Time

Categories: amateur, ass, beauty, black, brunette, crossdressing, cumshot, dildo, emo, hd

KeekAss

Fledgling Thai t-girl with a gigantic beefstick Paula deep throating and ass fucking lovemaking on top

Categories: amateur, anal, asian, assfucking, black, blowjob, brunette, deep throat, dick, hd

KeekAss

Smoking super-hot transgirl railing monster wood

Categories: anal, big cock, brunette, dick, gay, handjob, hd, masturbation, monster cock, pov

KeekAss

Tgirl prostitute Manusha Shemale railing a knob in motel washroom

Categories: amateur, anal, big ass, crossdressing, dick, escort, gay, homevideo, indian, mature

xHamster

Fuck machine PMV

Categories: anal toying, crossdressing, dildo, fetish, fucking machine, hd, high heels, huge dildo, ladyboy, orgasm

KeekAss

TSPlayground - Japanese Trans Stunner Gapes & Rails Fuck-Stick

Categories: anal, asian, ass, assfucking, big cock, blowjob, brunette, gaping hole, gay, handjob

KeekAss

Cute Teen Shemale Enjoys A Horny Solo Masturbation!

Categories: amateur, beauty, blonde, crossdressing, cute, dick, homevideo, jerking, joi, masturbation

KeekAss

Buttfuck firm railing and self caning concludes in humungous stream after 1 week of edging

Categories: amateur, anal, assfucking, bdsm, big cock, caning, cum, dildo, edging, femboy

xHamster

Four-legged dildo in lingerie and pink fur

Categories: amateur, anal toying, barebacking, creampie, crossdressing, cum, dildo, femboy, fur, hd

JizzBunker

This girthy new toy Really got me STRETCHED!

Categories: amateur, anal, black, british, dildo, gaping hole, huge dildo, masturbation, pov, riding

xHamster

Secretdreamsfuta Delicious Intense Anal Riding Sweet Tasty Big Ass Swallowing Huge Monster Cock in Her Tight Anus Hardcore Sex

Categories: amateur, american, anal, anus, asian, big ass, big cock, crossdressing, cum, cum swallowing

KeekAss

Brief Micro-Skirt Ass-Fuck with fat fake penis & climax over the floor

Categories: amateur, anal, anal toying, assfucking, crossdressing, cumshot, cute, dick, dildo, fat

xHamster

bizzare bessy apron drink piss big dildo wank on boot swallow part 2

Categories: amateur, big ass, boots, crossdressing, cum, cum swallowing, dildo, fetish, german, hd

xHamster

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock

Categories: anal, beauty, big ass, big cock, big tits, blonde, compilation, cumshot, cute, dick

KeekAss

Tons of jism after railing my faux-cock in fitness clothes. So rock-hard hard-on CD

Categories: amateur, anal, anal toying, brunette, clothed sex, crossdressing, cum, cumshot, dick, dildo

xHamster

Sissy taniax in small chastity cage and riding huge black dildo

Categories: amateur, anal toying, beauty, big ass, black, cage, colombian, compilation, crossdressing, dildo

KeekAss

TRANSEROTICA TRANSSEXUAL Honies Jamie French And Riley Cross Assfucking Ravage

Categories: anal, assfucking, big cock, big tits, blowjob, cumshot, deep throat, doggystyle, french, hd

KeekAss

TRANSEROTICA Big-Boobed Jamie French Anal Invasion Ravaged By Roxxie Moth

Categories: anal, big tits, blonde, blowjob, brunette, cowgirl, cumshot, doggystyle, french, hd

xHamster

Femboy fucks sex doll horny and squirts a lot of sperm

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

KeekAss

Sissy Trap smashes her bum to the hammer and ejaculates after sounding.

Categories: amateur, anal, ass, assfucking, crossdressing, cumshot, dildo, femboy, fetish, fisting

KeekAss

Emma Lust Using Spunk As Fake Penis Oil

Categories: amateur, anal toying, beauty, big cock, compilation, crossdressing, cum, cumshot, dick, dildo

KeekAss

GENDERX - Ts nurse in fishnet gets gargled off and barebacked

Categories: anal, ass, blonde, blowjob, cowgirl, dick, fingering, fishnet, handjob, hd

KeekAss

Sissy cd arse screwed rail big black cock fake penis plaything home solo

Categories: amateur, anal, anal toying, ass, beauty, big black cock, crossdressing, dick, dildo, femboy

KeekAss

Couple Shemale Loves Sucking And Fucking

Categories: amateur, anal, blonde, blowjob, couple, cute, dildo, emo, fingering, girlfriend

HDSex

Hijra, hijra sex gujarati sex, bangladeshi ladyboy sex

Categories: asian, bangladeshi, dildo, ladyboy, masturbation, riding, toys

xHamster

Alluring brunette with small tits gets ride on huge dick

Categories: american, anal, big cock, blonde, blowjob, brunette, condom, couple, huge cock, latina

KeekAss

Russian crossdresser rails fuck stick

Categories: amateur, anal, anal toying, ass, crossdressing, dildo, fetish, hd, huge dildo, ladyboy

xHamster

Sissy bitch tried her new toy

Categories: amateur, anal, anal toying, ass, big ass, bitch, crossdressing, dildo, hd, homevideo

KeekAss

EvilAngel - Natalie Mars Takes Dual Anal Invasion in Molten Gang-Fuck

Categories: anal, blowbang, blowjob, brunette, cumshot, double penetration, face fucking, gangbang, gaping hole, riding

KeekAss

heterosexual military boy plumbs cd trans damsel

Categories: amateur, anal, big ass, big cock, boy, daddies, dick, doggystyle, hd, military

xHamster

All She Wants for Christmas is a Big Fat Cock

Categories: anal, bbw, beauty, big ass, big cock, big tits, blonde, crossdressing, cum, cute

KeekAss

Sissy rectal solo display arse on web cam penetrating humungous fuck stick

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xHamster

CD Briella anal solo play

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its.PORN

Perverted big cock Asian ladyboy Apple riding cock and enjoyed hard anal

Categories: anal, asian, big cock, blowjob, dick, handjob, ladyboy, perverted, riding, teen (18+)

xHamster

Ethnic Tribal Ebony Hot Sexy Black Girl Interracial Cock Sucking A Huge Dick

Categories: african, amateur, big cock, black, cumshot, dick, ebony, ethnic, hardcore, hd

KeekAss

TRANSSEXUAL Pietra Radi Jizzes All Over Herself After Railing Weenie

Categories: anal, ass, big ass, blowjob, creampie, cumshot, dick, handjob, hd, masturbation

Pornstars: Pietra

KeekAss

TransBella - Haycka Montoanelly Latin T-Model Ultra-Kinky Ass Fucking Three-Way With Nasty Boys

Categories: 3some, anal, assfucking, babe, blonde, blowjob, boy, dick, double penetration, gay

JizzBunker

Crossdresser in sports bra rides dildo, big cumshot during anal

Categories: anal, big cock, bra, crossdressing, cumshot, dildo, hardcore, huge dildo, latina, lingerie

its.PORN

Lesbian students riding shemales Jessy Dubai cock after sloppy blowjob

Categories: 4some, big cock, blowjob, dick, group sex, hardcore, lesbian, pornstar, riding, sloppy

Pornstars: Jessy Dubai

aShemaleTube

Black tgirl lactating while riding

Categories: black, cumshot, hd, lactating, lingerie, masturbation, riding, solo, tgirl

KeekAss

Crossdresser railing his large black fake penis

Categories: amateur, anal, ass, black, brunette, corset, crossdressing, dick, dildo, hd

KeekAss

Femboy determined to unwind eyeing porno

Categories: amateur, anal, anime, big cock, blonde, cosplay, crossdressing, cute, dildo, femboy

TrannyOne

Skinny tranny gets down to suck the stud's big cock and get her huge round ass smashed by him

Categories: anal, anus, ass, belly, big cock, bikini, kissing, missionary, piercing, skinny

AlphaPorno

Skinny shemale fucked in the ass while on cam

Categories: anal, asian, ass, cum in mouth, cumshot, fishnet, hd, interracial, legs, missionary

XXXDan

Gym Tranny lets Asian 21yo ride her cock after workout

Categories: anal, asian, babe, big ass, big cock, dick, doggystyle, gay, gym, lesbian

KeekAss

AJ180 Is Cock-Squeezing As Drill! Can She Treat a 12-Inch Fake Penis Rail

Categories: amateur, anal, big cock, crying, cum, cumshot, dick, dildo, ebony, handjob

TrannyOne

bianca nascimento active Buxom T-Girl Anally Dominates Stud

Categories: anal, anus, ass, ball licking, bdsm, bed sex, bedroom, blowjob, brunette, buxom

xHamster

Black monster dildo stretches my sissy pussy

Categories: anal, anal toying, beauty, black, crossdressing, cum, dildo, femboy, hd, huge dildo

XXXDan

Curvy Trans Stacy Lynn Gets Facial After Hard Sex

Categories: anal, big ass, big cock, big tits, blonde, blowjob, chubby, curvy, doggystyle, facial

JizzBunker

Addiction to underwear and anal sex

Categories: amateur, anal, big ass, crossdressing, dildo, hardcore, huge dildo, lingerie, masturbation, riding

KeekAss

Clyster & Wide open Anal invasion

Categories: anal, ass, assfucking, bathroom, close up, dildo, enema, gaping hole, huge dildo, mom

xHamster

Afro Afrodita Big Ass Play

Categories: african, anal, anal toying, barebacking, big ass, big tits, dildo, extreme, hd, huge dildo

TrannyOne

slim twins trans ladies anal sex on webcam

Categories: amateur, anal, big cock, dick, doggystyle, homevideo, masturbation, riding, slim, twins

AlphaPorno

Autumn Rain, Nikki Vicious, Zariah Aura, Aerie Rei, and more in a hot foursome

Categories: 4some, anal, asian, bed sex, bedroom, blowjob, brunette, hd, interracial, kissing

Pornstars: Autumn Rain

TrannyOne

Sexy transexual dame riding her lez gf

Categories: anal, anus, ass, babe, beauty, big tits, brunette, couple, dark hair, foreplay

KeekAss

GenderXFilms - Big-Boobed Blond Trans Cheerleader Ivory Mayhem Caught Jacking Off

Categories: anal, assfucking, big tits, blonde, blowjob, caught, cheerleader, cumshot, deep throat, dick

KeekAss

Speculum Railing Gurlie

Categories: amateur, anal, anal toying, blonde, crossdressing, cum, cumshot, handjob, hd, high heels

KeekAss

VRBTRANS Throated To The Last Glob

Categories: anal, assfucking, big tits, blowjob, costume, fake tits, hd, high heels, lingerie, pov

xHamster

Joanna Sissygasms while Riding a Dildo Femboy Cum Hands Free Ruined Orgasm JOI

Categories: amateur, anal, anal toying, asian, australian, compilation, crossdressing, cum, cumshot, dildo

KeekAss

AJ180 Tries to Cram Her Thirsty Fuckhole in Will It Fit

Categories: amateur, ass, big ass, big cock, black, brunette, crying, cum, cumshot, dick

xHamster

Trans porn, seductive cdStefanie in stockings teasing riding dildo,sissy cock in chastity firstime,cum hands free, cock sounding

Categories: amateur, anal toying, cum, dick, dildo, fishnet, hd, riding, sissy, skinny

KeekAss

Trans Female Undresses For The Camera and Nails Herself

Categories: amateur, anal toying, boy, crossdressing, cum, cumshot, dildo, homevideo, masturbation, riding