Crossdressing Shemale Videos » 30

aShemaleTube

Feminization training 3

Categories: amateur, anal, big cock, crossdressing, femboy, feminization, lingerie, masturbation

xHamster

Ara is on her own

Categories: amateur, anal, anal toying, big black cock, big cock, bulgarian, crossdressing, cum, dildo, extreme

xHamster

Enema play in the bathroom

Categories: anal, anal toying, asian, ass, bathroom, crossdressing, enema, fishnet, fisting, hd

xHamster

Melinda James CD "Lost in lustful Ekstase"

Categories: amateur, beauty, crossdressing, cum, feminization, german, handjob, hd, ladyboy, masturbation

aShemaleTube

TGirl mistress Lucy spanking sexy latex maids arse

Categories: amateur, ass, big tits, crossdressing, domination, fetish, homevideo, latex, mature, milf

xHamster

Francis Malice New Face and Clothes Horny Ass Stuffed

Categories: amateur, anal, anal toying, ass, beauty, big tits, clothed sex, crossdressing, dildo, german

XXXDan

Trans Mistress fucked sissy slave part 2

Categories: anal, bdsm, beauty, big ass, big cock, blowjob, crossdressing, hardcore, mistress, pov

KeekAss

He loved my fresh fetish clothing and gave me so much spunk to drink

Categories: amateur, blowjob, crossdressing, cum, cum swallowing, cumshot, deep throat, domination, fetish, handjob

KeekAss

Tugging Bride

Categories: amateur, anal, anal toying, bdsm, blonde, bride, crossdressing, cum, cumshot, dildo

xHamster

Sexy Crossdresser Fucks Alternative Crossdresser

Categories: amateur, american, anal, big ass, big cock, crossdressing, femboy, feminization, hd, lingerie

xHamster

2025 Sissy Compilation

Categories: amateur, anal, big ass, big black cock, big tits, compilation, crossdressing, european, feminization, fisting

aShemaleTube

Naughty bitch 2 - Brenna Knight - Kik: brennamason13

Categories: bitch, blowjob, crossdressing, femboy, hd, homevideo, naughty, sissy

xHamster

Sukebero Bitch Pai-chan's Mature Offering

Categories: amateur, asian, bitch, crossdressing, hd, japanese, masturbation, mature, outdoor, sissy

xHamster

Fashionable Femme: Inspiring Others with My Crossdressing Style!

Categories: amateur, american, beauty, big ass, big cock, big tits, crossdressing, femdom, feminization, hd

aShemaleTube

sissy svenja von schwanznutte gets a bj

Categories: blowjob, brunette, crossdressing, cum in mouth, cumshot, glasses, homevideo, lingerie, masturbation, mature

KeekAss

Queen TRANSSEXUAL Gal Jessa Plays with her Fuck Sticks

Categories: amateur, anal, anal toying, blonde, blowjob, college, crossdressing, dildo, hd, homevideo

aShemaleTube

For foot lovers

Categories: crossdressing, feet, fetish, hd, mature, worship

KeekAss

Armbinder Tied Like A Hog in Innocence Eating Dominatrix Footwear

Categories: amateur, bdsm, beauty, bondage, crossdressing, dominatrix, fetish, latex, lingerie, maid

ShemaleMovie

Crossdresser lingerie, amateur sissy

Categories: amateur, anal, anal toying, bdsm, big cock, crossdressing, dildo, domination, high heels, lingerie

xHamster

D3d Sleepy_b Thick Booty Slut Craves Massive Black Cock in Intense Bathroom Fuck - Gaping Ass Action

Categories: amateur, asian, ass, barebacking, bathroom, bbw, big ass, big black cock, big cock, black

xHamster

Crossdresser smoking

Categories: crossdressing, hd, high heels, lingerie, milf, pantyhose, redhead, sissy, smoking, stockings

KeekAss

Christmas tights taunt

Categories: amateur, big cock, crossdressing, cumshot, handjob, hd, high heels, masturbation, pantyhose, solo

xHamster

Afterglow Sissy Vicki next morning after sex !

Categories: amateur, american, bbw, beauty, big ass, crossdressing, cum, hd, lingerie, masturbation

xHamster

Vladasexytrans leaks from anal

Categories: amateur, anal, crossdressing, cum, cumshot, cute, femboy, hd, masturbation, orgasm

xHamster

Love for Activities: Finding Joy in Hobbies

Categories: amateur, american, beauty, big ass, big cock, crossdressing, feminization, hd, homevideo, huge cock

JizzBunker

Sissythai bouncing on a big black cock

Categories: amateur, anal, asian, big ass, big black cock, big clit, big cock, big tits, black, cowgirl

xHamster

Sissy french maid riding dildo

Categories: amateur, anal, anal toying, crossdressing, dildo, french, hd, maid, masturbation, mature

aShemaleTube

Classy shemale gives a long and sensual blowjob

Categories: blonde, blowjob, crossdressing, cum in mouth, hd, homevideo, mature, sensual, sissy, stylish

KeekAss

Sissy Cougar Rileydix dressed in a nighty and wiggling her Humungous Donk

Categories: amateur, ass, balls, big ass, brunette, cougar, crossdressing, doggystyle, femboy, hd

TrannyOne

Shy But Erotic

Categories: crossdressing, erotic, gay, hd, masturbation, shy, striptease, toys, transvestite, twink

aShemaleTube

Chinese Crossdresser Public Stockings and High Heels Cu

Categories: chinese, crossdressing, hd, high heels, public, stockings

HDSex

Wild anal romp with a gorgeous Thai transgender princess

Categories: anal, ass, babe, beauty, blowjob, brutal, crossdressing, cum, gorgeous, jizz

xHamster

Marilyn Sexy Smoking Fetish Boot Big Cock Masturbation Stroking Cum

Categories: amateur, american, beauty, big cock, big tits, blonde, crossdressing, cum, fetish, hd

JizzBunker

Fucking Machine Makes Crazy Sissy Squirt

Categories: amateur, anal, asian, big cock, crazy, crossdressing, fucking machine, hairy, hardcore, japanese

xHamster

Sissy Slut Michelle Live Music Web Show in Black Nylon Lingerie

Categories: anal, beauty, black, crossdressing, cum, femboy, hd, homevideo, lingerie, masturbation

xHamster

Sissy slut learns to suck the dicks, rubs her nipples, gets the plug, fuck her ass

Categories: amateur, anal, ass, big ass, crossdressing, cum, cumshot, dick, femboy, feminization

XXXDan

Sissy Maid Self Bondage gagged with dildo and chastity vibrator

Categories: amateur, anal, bdsm, blowjob, bondage, boots, crossdressing, dildo, fetish, gagging

KeekAss

Whinging Femboy Nodes Bad Dragon Bishop

Categories: 18 year old, amateur, anal, ass, big ass, crossdressing, dildo, femboy, fetish, fur

aShemaleTube

Doll Danna Stroking Her Massive Cock on Cam

Categories: beauty, big cock, crossdressing, dick, doll, hd, sissy, slut, solo, stroking

TrannyOne

Swedish CD

Categories: amateur, blonde, blowjob, crossdressing, facial, homevideo, lingerie, pale, small tits, swedish

ShemaleZ

Heavan Sushine Tv Teasing Twins

Categories: amateur, big cock, blonde, brunette, crossdressing, cumshot, fetish, stockings, tattoo, tease

KeekAss

2003 Retro Black Leather fuck stick and jism

Categories: amateur, anal, black, brunette, crossdressing, cum, dildo, handjob, hd, latex

KeekAss

Roxina2005RetroDollzInPinkSofa170405XXXL

Categories: amateur, big tits, blonde, brunette, crossdressing, fetish, homevideo, latex, pornstar, toys

Pornstars: Rubberdoll

xHamster

Another Cucumber love Black crossdress

Categories: anal, black, crossdressing, cucumber, hd, ladyboy, latina, solo

HDSex

Femboy with purple hair enjoys anal play in pantyhose from behind to mouth

Categories: amateur, anal, anal toying, ass, ass to mouth, beauty, crossdressing, deep throat, dildo, femboy

ShemaleMovie

Japanese crossdresser, compilation

Categories: amateur, anal, ass, beauty, big ass, big cock, bikini, blowjob, british, compilation

xHamster

TRANS GIRL SELENA LETS HER HORNY ANAL PUSSY FUCK HARD AND DEEP BY HER FUCKING MACHINE AND MOANS WITH HORNYNESS. part 3

Categories: amateur, anal, anal toying, big ass, crossdressing, dildo, femboy, fucking machine, german, hardcore

xHamster

effeminate sissy super slut in tanguita loves to be seen as the slut she is

Categories: amateur, crossdressing, femboy, feminization, hd, lingerie, mexican, piercing, sissy, slut

XXXDan

Teen Shemale compilation

Categories: amateur, anal, beauty, big ass, big cock, compilation, creampie, crossdressing, gay, hardcore

XXXDan

Big cock tranny Lucy fucks sissy Charlotte in the ass without a condom

Categories: amateur, anal, ass, bdsm, big ass, big cock, big tits, blowjob, british, condom

aShemaleTube

Lola riding a 6cm fake penis in sexy lingerie watching shemale porn

Categories: crossdressing, dick, dildo, hd, lingerie, riding, toys, watching

KeekAss

Sissy Boi Cum-Shot Self Facial Cumshot

Categories: amateur, big cock, blonde, compilation, crossdressing, cum, cumshot, dirty talk, facial, feet

aShemaleTube

Fucking a whore on the table

Categories: amateur, anal, assfucking, crossdressing, mature, slut, table

aShemaleTube

Mature tranny fucked by young neighbour stud

Categories: amateur, crossdressing, hardcore, ladyboy, mature, neighbor, stud, teen (18+), tranny

KeekAss

Electrified fun

Categories: amateur, bdsm, big cock, crossdressing, cumshot, electrified, funny, hd, lingerie, masturbation

KeekAss

Woman with wire-on slaps she-creatures then plows them

Categories: 3some, amateur, anal, blonde, boots, brunette, crossdressing, domination, gay, hd

xHamster

Man to Sissy Transformation

Categories: amateur, big cock, crossdressing, femboy, feminization, fetish, hd, ladyboy, masturbation, mature

JizzBunker

Happy New Mature Sissy CD year

Categories: amateur, anal, big ass, big cock, crossdressing, high heels, lingerie, masturbation, mature, sissy

xHamster

Plopp3d Thirsty Big-booty Blonde Devours Huge Rod - Hardcore Deep Satisfaction

Categories: amateur, asian, barebacking, bbw, big ass, big cock, black, blonde, booty, creampie

aShemaleTube

Slutty cd smoking

Categories: amateur, crossdressing, hd, homevideo, mature, model, slut, small cock, smoking, stockings

VideoSection

Dominating the submissive big booty femboy

Categories: amateur, anal, ass, bdsm, big ass, big cock, bondage, booty, crossdressing, domination

xHamster

Rides cock like a bitch. Riding. Orgasm without hands. Fiasolo.

Categories: anal, barebacking, beauty, big ass, big cock, bisexual, boy, crossdressing, dick, gay

aShemaleTube

Anal insertions

Categories: anal, ass, crossdressing, hd, insertion, mature, toys

XXXDan

Skinny crossdresser sissy bareback

Categories: amateur, anal, barebacking, beauty, blowjob, british, couple, creampie, crossdressing, european

aShemaleTube

Real deep

Categories: amateur, crossdressing, dildo, hd, homevideo, master, masturbation, sissy, slut, solo

KeekAss

FEMOUT.HARD-CORE: Gothic Foolish Has Arrived

Categories: amateur, anal, anal toying, brunette, crossdressing, emo, goth, hardcore, hd, masturbation

KeekAss

Hannah Marie boning herself with her fuck sticks and spunking in her own throat

Categories: amateur, anal, crossdressing, cum, cum swallowing, cumshot, dildo, gay, handjob, hd

TrannyOne

Mature way with crossdresser slut Jackie dad grandpa

Categories: 3some, amateur, blowjob, crossdressing, grandpa, homevideo, lingerie, mature, old, oral

KeekAss

roxina2008hotlatinagurlout300408 wmv

Categories: amateur, big tits, crossdressing, dick, handjob, ladyboy, latex, pornstar

Pornstars: Rubberdoll

xHamster

Sissy Sucking Cock And Jerking Off

Categories: amateur, big cock, blowjob, crossdressing, dick, feminization, fetish, hd, huge cock, jerking

xHamster

C4 [¹²jan²⁵](2) WestCoasT🖤STyLe B! TCHx

Categories: amateur, ass, bdsm, big cock, bitch, crossdressing, french, hd, high heels, sissy

JizzBunker

Sizzling Seduction: Unleashing My Inner Goddess

Categories: beauty, big cock, big tits, caught, college, compilation, cosplay, crossdressing, goddess, masturbation

ShemaleMovie

BBW shemale gets anal pleasure with a sex toy

Categories: anal, anal toying, bbw, big black cock, big cock, black, compilation, crossdressing, cum, cumshot

aShemaleTube

another Day in Paradise

Categories: ass to mouth, crossdressing, cumshot, hd, lingerie, masturbation, sissy, small cock, toys

xHamster

Pleated Braces Skirt Sissy

Categories: amateur, beauty, braces, crossdressing, dick, dress, edging, femboy, hd, masturbation

KeekAss

Chica Trans Samanta de legal años se corre mientras se masturba

Categories: amateur, blonde, brunette, compilation, crossdressing, cum, cumshot, handjob, hd, ladyboy

XXXDan

I love my sex

Categories: big cock, compilation, crossdressing, cumshot, fetish, hardcore, high heels, latex, masturbation, shower

aShemaleTube

red head latina sissy

Categories: amateur, crossdressing, femboy, hd, homevideo, latina, redhead, sissy, small cock, small tits

XXXDan

Rebecca sissy, ass play huge load of cum

Categories: amateur, anal, ass, big ass, big cock, crossdressing, cum, cumshot, dutch, hardcore

xHamster

Piroguh Sexy Girl Enjoys Being Fucked Hard by a Big Cock Intense Hard Anal

Categories: amateur, american, anal, asian, bbw, beauty, big cock, compilation, crossdressing, cum

XXXDan

ExhiB ta Bitch au Balcony March 19, 2024. PariSChienneTrv.Prod VaneSsaBiTCHx

Categories: amateur, balcony, bdsm, bitch, compilation, crossdressing, fishnet, flashing, french, hardcore

aShemaleTube

[R18+] Japanese CD Solo Cum with Shiny Black PVC Bodysuit Bunny

Categories: amateur, asian, black, bunny, crossdressing, cum, cumshot, fetish, hd, homevideo

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

Categories: amateur, american, bdsm, beauty, big cock, crossdressing, cum, domination, dominatrix, dress

KeekAss

Prepping for may rendezvous - just a tiny pampering

Categories: amateur, bdsm, blonde, crossdressing, hd, high heels, lingerie, masturbation, mature, milf

TrannyOne

Submissive sissy faggot fucked by daddy

Categories: bdsm, crossdressing, daddies, hardcore, sissy, submissive, transvestite

ShemaleMovie

Big cock t-girl Lucy goes bareback with MILF Lisa in intense anal action

Categories: amateur, anal, barebacking, big cock, blowjob, british, crossdressing, huge cock, milf, sissy

xHamster

Rigid3d D3d Weebu Intense Orgy: Hardcore Sex with Hot, Curvy Women, Deep Anal, and Gaping Pleasure

Categories: amateur, anal, asian, barebacking, bbw, big ass, big cock, black, creampie, crossdressing

VideoSection

Crossdresser spanking, bdsm fisting

Categories: amateur, anal, ass, barebacking, bdsm, big ass, big black cock, big cock, black, brutal

aShemaleTube

Sexy dressed crossdresser

Categories: crossdressing, dress, hd

aShemaleTube

I Hate I Missed Dakoda's Christmas Party

Categories: big cock, blonde, crossdressing, hd, lingerie, masturbation, party, small tits, solo, xmas

xHamster

Crossdressing Delight: Embrace the Freedom to Express Your Unique Style and Celebrate Individuality, as You Break Boundaries, Ch

Categories: amateur, american, beauty, big ass, blonde, celebrity, crossdressing, fat, hd, homevideo

KeekAss

Superior transgender princess porks unlucky neighbour

Categories: amateur, anal, big cock, blowjob, crossdressing, domination, hardcore, hd, homevideo, neighbor

KeekAss

Big Tits Black Trans Jerks Off

Categories: amateur, beauty, big black cock, big cock, big tits, black, blonde, brunette, crossdressing, feet

xHamster

She likes the doggy style position because it goes deeper into her dirty ass

Categories: amateur, anal, ass, barebacking, big cock, colombian, creampie, crossdressing, dirty, doggystyle

JizzBunker

Amateur crossdresser kellycd2022 sexy milf drive home 2nd cumshot in stockings and suspenders masturbation outdoor sissy

Categories: amateur, beauty, big cock, big tits, british, crossdressing, cumshot, homevideo, lingerie, masturbation

XXXDan

He Came in My Mouth After an Incredible Blowjob

Categories: amateur, beauty, big cock, black, blowjob, crossdressing, cumshot, cute, gay, lingerie

xHamster

Sexy Crossdressers Fuck Each Other

Categories: amateur, american, anal, big ass, big cock, crossdressing, feminization, hd, lingerie, sissy

xHamster

Asian CD Eva is cosplaying and cuming for you

Categories: amateur, asian, cosplay, crossdressing, cum, dick, hd, high heels, ladyboy, lingerie

aShemaleTube

I'm Cumming for U, Daddy

Categories: amateur, asian, chinese, crossdressing, cum, cumshot, daddies, hd, homevideo, lingerie

xHamster

Femboy Jasmyne Jaye Fucked by TS Bailey Wilde

Categories: amateur, american, anal, barebacking, big ass, big cock, boy, crossdressing, cute, femboy

xHamster

Marilyn Smoking Fetish Autumn Night Walk

Categories: amateur, american, blonde, crossdressing, fetish, goddess, gorgeous, hd, mature, mistress

KeekAss

Carla Swiss Wish

Categories: amateur, anal, crossdressing, cumshot, handjob, hd, homevideo, masturbation, mature, pov

KeekAss

The Hump Machine - prepping for my encounter and my loosen later

Categories: amateur, blonde, crossdressing, cum, cumshot, hd, high heels, lingerie, masturbation, mature

KeekAss

Stunning Loo pretty dance with mirrors and them pound her bitth culo

Categories: amateur, anal, ass, assfucking, big ass, brunette, crossdressing, gaping hole, handjob, hd

KeekAss

Trans: Trio Ultra-Kinky Crossdressers Smash Each Other!

Categories: ass, assfucking, blonde, blowjob, brunette, crossdressing, cum, gay, handjob, kinky

aShemaleTube

Big cumshot while riding my dildo

Categories: crossdressing, cumshot, dildo, hd, mature, riding, stockings, tranny

ShemaleMovie

Dive deep into Kandi Kane's legendary Latin booty!

Categories: american, anal, anal toying, ass, barebacking, big ass, big cock, booty, brazilian, creampie

VideoSection

PetraTVsletje training session 02: pounded by a thick cock and dominated with large toys

Categories: amateur, anal, barebacking, bdsm, big cock, bisexual, brutal, crossdressing, dick, domination

xHamster

DWT Sissygasm in Cage

Categories: amateur, anal, big ass, cage, crossdressing, cumshot, european, german, hd, masturbation

aShemaleTube

Mature tranny mini skirt and no panties out for a walk

Categories: crossdressing, flashing, hd, mature, miniskirt, model, outdoor, panties, stockings, tranny

aShemaleTube

webcams crossdress SVID_20240325_231518_1

Categories: amateur, asian, big ass, chinese, crossdressing, fetish, hd, homevideo, lingerie, model

xHamster

JoanaLoveTs presents Black Dress Day

Categories: amateur, beauty, black, crossdressing, dress, feet, hd, legs, masturbation, mature

KeekAss

Scarlett's Ocean Tail - VIRAL FOOTING PMV six

Categories: amateur, anal, big cock, compilation, crossdressing, cum, dancing, feet, femboy, high heels

aShemaleTube

Long anal orgasm

Categories: anal, bitch, crossdressing, from behind, latex, mature, orgasm, slut

TrannyOne

Skate park stripper part 2

Categories: close up, crossdressing, gay, hd, park, public, striptease, transvestite

ShemaleMovie

stunning chinese Crossdresser sadomasochism. 05

Categories: anal, big cock, chinese, crossdressing, japanese, ladyboy, sadomasochism, teen (18+)

XXXDan

Amateur crossdresser Kellycd2022 sexy milf in pvc Mac and boots

Categories: amateur, big tits, boots, british, crossdressing, cumshot, fetish, masturbation, mature, milf

VideoSection

Naughty nurse Alison Loves Latex gets kinky with messy cum play

Categories: black, boots, british, crossdressing, cum, cumshot, doctor, femboy, high heels, jizz

xHamster

Slutty femboy CD sucks BBC dildo warming up before the real one

Categories: amateur, big black cock, blowjob, boy, crossdressing, dildo, dress, femboy, hd, interracial

xHamster

Amateur Couple and Trans - Train

Categories: 3some, amateur, anal, blowjob, couple, crossdressing, femboy, hd, homevideo, sissy