• Crossdressing Playlist

    Curated by: Orald | updated: 4 hours
Added Oldest Views Uploaded
ABS Sissy CumSlut Splattered Face 4K 6m
Amateur 2.2K 99%

ABS Sissy CumSlut Splattered Face

TGIRL JAPAN: Lisa's Hardcore Urges HD 3m
TGirl Japan 3.4K 94%

TGIRL JAPAN: Lisa's Hardcore Urges

tranny and old man HD 15m
Blowjob 2K 97%

tranny and old man

Julia X Crossdresser HD 12m
Shemale 3K 91%

Julia X Crossdresser

Crossdresser blondie fucked in her mouth and big ass - pov HD 7m
Anal 1.9K 93%

Crossdresser blondie fucked in her mouth and big ass - pov

Ivory Mayhem HD 27m
Blowjob 14K 93%

Ivory Mayhem

Japanese Crossdresser Giving Seductive BJ 24m
Blowjob 27K 98%

Japanese Crossdresser Giving Seductive BJ

PCL-035 HD 45m
Asian 67K 96%

PCL-035

One of the best 48m
Blowjob 44K 93%

One of the best

Lana Luster Dictates A Letter 21m
Big Tits 1.8K 88%

Lana Luster Dictates A Letter

pink beauty crossdresser 15m
Blowjob 1.9K 100%

pink beauty crossdresser

Pretty Boy HD 13m
Blowjob 27K 95%

Pretty Boy

Homemade anal sex scene with a tranny 6m
Amateur 4.7K 98%

Homemade anal sex scene with a tranny

cd fucking 17m
Blowjob 4.4K 100%

cd fucking

HETEROFLEXIBLE - Femboy Sam Ledger's Hole Is Destroyed By Leo Louis' HUGE Dick! SPANISH SUBTITLES HD 12m
Heteroflexible 20K 93%

HETEROFLEXIBLE - Femboy Sam Ledger's Hole Is Destroyed By Leo Louis' HUGE Dick! SPANISH SUBTITLES

ts ladyboy 0007 HD 9m
Shemale 1.9K 85%

ts ladyboy 0007

GenderX - Schoolgirl Natalie Mars Fucked By Classmate In School HD 11m
GenderXFilms 4.5K 93%

GenderX - Schoolgirl Natalie Mars Fucked By Classmate In School

Curvy cd fucked hard in the bathroom 9m
Amateur 950 95%

Curvy cd fucked hard in the bathroom

sexy cross 28m
Blowjob 6K 97%

sexy cross

Gorgeous CD serves lucky man with a sloppy blowjob! (POV) HD 16m
Babe 1.6K 94%

Gorgeous CD serves lucky man with a sloppy blowjob! (POV)

mickymackenzie2wmmp4 4K 23m
Blowjob 27K 97%

mickymackenzie2wmmp4

Crossdresser 58 HD 10m
Blowjob 830 76%

Crossdresser 58

Your Sissy Girlfriend HD 16m
Handjob 2.7K 98%

Your Sissy Girlfriend

german trans girl with cockring gets fucked and cums - blzm HD 16m
Blowjob 7.5K 98%

german trans girl with cockring gets fucked and cums - blzm

Bimbos Made HD 19m
Blowjob 1.2K 96%

Bimbos Made

straight to gay HD 6m
Shemale 26K 98%

straight to gay

babe4 HD 22m
Anal 11K 95%

babe4

Hot brunette HD 15m
Blowjob 250 100%

Hot brunette

Cute Shemale HD 37m
Blowjob 8.9K 90%

Cute Shemale

FEMBOYISH - Horny Enzo Muller Eats Romantic Femboy Dane JackSon’s Ass Before Bareback Doggy Fuck Him HD 12m
Blowjob 600 93%

FEMBOYISH - Horny Enzo Muller Eats Romantic Femboy Dane JackSon’s Ass Before Bareback Doggy Fuck Him

Jenna Gargles HD 24m
Anal 17K 96%

Jenna Gargles

HETEROFLEXIBLE - Manly Coach Only Matt Goes FERAL On Cute Femboy Tennis Player Edward Terrant's Butt HD 15m
Heteroflexible 17K 98%

HETEROFLEXIBLE - Manly Coach Only Matt Goes FERAL On Cute Femboy Tennis Player Edward Terrant's Butt

Gay twinks 2m
Gay 370 100%

Gay twinks

Bisexual Threesome HD 40m
Bisexual 100K 94%

Bisexual Threesome

CD Outdoor Cum HD 8m
Shemale 850 84%

CD Outdoor Cum

Crossdressers orgy in a sex shop. 23m
Blowjob 4K 90%

Crossdressers orgy in a sex shop.

ver beautiful crossdresser 9m
Hardcore 11K 98%

ver beautiful crossdresser

The ass - Blonde crossdresser with her husband 27m
Blowjob 3.6K 99%

The ass - Blonde crossdresser with her husband

The ass - horny blonde crossdresser getting a hard fuck 22m
Gay 2.8K 88%

The ass - horny blonde crossdresser getting a hard fuck

cute cd 22m
Blowjob 9.8K 95%

cute cd

Hot feminine sissy gets her asshole destroyed 5m
Amateur 7.5K 89%

Hot feminine sissy gets her asshole destroyed

Rachel and Elyse HD 5m
Blowjob 830 97%

Rachel and Elyse

Chrissy Choi with a Short Leg Cast Walking Boot Sucks and Gets Fucked HD 7m
Shemale 6.4K 97%

Chrissy Choi with a Short Leg Cast Walking Boot Sucks and Gets Fucked

Cuck Sucks and Gets Fucked HD 20m
Blowjob 5K 89%

Cuck Sucks and Gets Fucked

Blond crossdresser sucking cock and has doggy anal - pov HD 7m
Amateur 1.2K 100%

Blond crossdresser sucking cock and has doggy anal - pov

Sissy fucked on bed and couch HD 11m
Doggy 7.2K 90%

Sissy fucked on bed and couch

caught jerking HD 7m
Blowjob 12K 95%

caught jerking

Stefanielle 21m
Blowjob 1.9K 100%

Stefanielle

d AMATEUR 35m
Blowjob 1.9K 100%

d AMATEUR

Fucking hard HD 13m
Blowjob 2.4K 98%

Fucking hard

Sissy CD fucked 18m
Blowjob 2.5K 92%

Sissy CD fucked

Crossdresser gets fucked in lingerie by stepdaddy then gets off 7m
Gay 1.6K 88%

Crossdresser gets fucked in lingerie by stepdaddy then gets off

California redhead Dee Dee Lynn sucks and fucks while on vacation in Las Vegas HD 16m
ATK Girlfriends 500 100%

California redhead Dee Dee Lynn sucks and fucks while on vacation in Las Vegas

crossdresser 22m
Blowjob 7.6K 97%

crossdresser

Tranny gets pregnant during an anal creampie HD 7m
Amateur 7K 82%

Tranny gets pregnant during an anal creampie

CuteCross crossdresser in pink dress and white stockings anal sex HD 7m
Anal 4.8K 96%

CuteCross crossdresser in pink dress and white stockings anal sex

dirty secrets HD 14m
Handjob 21K 97%

dirty secrets

sissy trainer repost 11m
Blowjob 9.8K 91%

sissy trainer repost

cd fuck 13m
Blowjob 1.9K 93%

cd fuck

Rock Hard Crossdresser Gets Fucked 17m
Blowjob 820 94%

Rock Hard Crossdresser Gets Fucked

CD SEX 27m
Blowjob 3.6K 92%

CD SEX

2 hot grannies suck a dick HD 24m
Blowjob 610 89%

2 hot grannies suck a dick

Mature Crossdresser Whores Anal Fucked And Creampie By Chubby Boy. HD 15m
Blowjob 17K 98%

Mature Crossdresser Whores Anal Fucked And Creampie By Chubby Boy.

SISSY IS ALWAYS HUNGRY FOR RAW COCK HD 23m
Shemale 1.2K 100%

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Hot Gay Sissy HD 14m
Blowjob 2.9K 88%

Hot Gay Sissy

Sexy Nadine Plays solo HD 6m
Ass 2.2K 94%

Sexy Nadine Plays solo

CD Hardcore fuck with petite Tgirl Nadine bare HD 26m
Blowjob 7.1K 99%

CD Hardcore fuck with petite Tgirl Nadine bare

He cant get enough of that crossdresser's tasty ass HD 14m
Amateur 2.7K 90%

He cant get enough of that crossdresser's tasty ass

Mature sissy in stockings fucked to the bone HD 6m
Amateur 890 100%

Mature sissy in stockings fucked to the bone

crossdresser three 14m
Blowjob 1.2K 93%

crossdresser three

Two friends gangbang on a hot sissy after party 8m
Amateur 810 94%

Two friends gangbang on a hot sissy after party

Naughty cd in lingerie fucked in every possible way 10m
Amateur 1K 100%

Naughty cd in lingerie fucked in every possible way

Maria Satin - LandLady's Satin Fun HD 10m
Gay 2.6K 100%

Maria Satin - LandLady's Satin Fun

maria satin s desperate housewife HD 10m
Big Tits 2.8K 100%

maria satin s desperate housewife

Sadie Hawkins AKA Riley Kilo Transexual Playing On The Bed HD 2m
Shemale 17K 98%

Sadie Hawkins AKA Riley Kilo Transexual Playing On The Bed

Panty boy the series vol 7 HD 15m
Shemale 180 88%

Panty boy the series vol 7

femboys HD 8m
Blowjob 38K 96%

femboys

Sadie fucks Wendy in the hotel HD 16m
Blowjob 13K 97%

Sadie fucks Wendy in the hotel

femboy Maid 18m
Blowjob 15K 96%

femboy Maid

cd friend 11m
Shemale 2.7K 93%

cd friend

red paddles 4 HD 8m
MILF 40K 92%

red paddles 4

tryouts 8m
Anal 6.3K 84%

tryouts

Bully Revenge suck cock 4m
Handjob 10K 100%

Bully Revenge suck cock

Stepsissy with great body 1 HD 3m
Shemale 3.8K 87%

Stepsissy with great body 1

SissyXXX (12) 20m
Blowjob 7.2K 88%

SissyXXX (12)

another panty facesit for sissy monica HD 8m
Handjob 32K 95%

another panty facesit for sissy monica

cd maid pleas HD 13m
Blowjob 4.8K 99%

cd maid pleas

sissy et mamies シシーとおばあちゃん 30m
Handjob 4.1K 91%

sissy et mamies シシーとおばあちゃん

trio Sissy Strapon 15m
Cum Eating 19K 91%

trio Sissy Strapon

ass lick 18m
Pussy Licking 2.4K 95%

ass lick

Boom Boom 41m
Blowjob 36K 95%

Boom Boom

SissyXXX (7) HD 45m
Blowjob 8.9K 94%

SissyXXX (7)

SissyXXX (5) HD 22m
Mistress 16K 91%

SissyXXX (5)

Friends cumming HD 26m
Blowjob 26K 97%

Friends cumming

sissy blowjob 6m
Blowjob 8K 100%

sissy blowjob

SISSY HD 23m
Blonde 660 100%

SISSY

Feminine crossdresser screwed like a doggy in the living room 8m
Amateur 7.1K 96%

Feminine crossdresser screwed like a doggy in the living room

sissy 1 HD 8m
Blowjob 7.9K 95%

sissy 1

SISSY IS ALWAYS HUNGRY FOR RAW COCK HD 29m
Blowjob 2.7K 100%

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Stepsissy cd swallows a stranger cock HD 6m
Blowjob 1.8K 90%

Stepsissy cd swallows a stranger cock

displaying 101 - 200 records in total 272
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