The Pressure of Pain and Punishment
2 years ago
3:41

xHamster

The Pressure of Pain and Punishment

Tags: amateur, american, anal, anal toying, ass, crossdressing, dildo

He gaped me with his monster sausage
1 year ago
0:49

KeekAss

He gaped me with his monster sausage

Tags: amateur, anal, arab, barebacking, blowjob, condom, creampie

Busty shemale seduces a young college boy to her room and gives him an unforgettable experience - Hindi Voice
1 year ago
9:39

ShemaleTaxi

Busty shemale seduces a young college boy to her room and gives him an unforgettable experience - Hindi Voice

Tags: amateur, asian, barebacking, beauty, big tits, boy, college

Trans Ria Bentley Gets Smashed by BBC
4 months ago
8:12

xHamster

Trans Ria Bentley Gets Smashed by BBC

Tags: american, anal, barebacking, big black cock, dick, facial, fetish

I Need It Painfully Tonight - by Pai-chan, Chinese Fem-Boi
2 years ago
5:56

KeekAss

I Need It Painfully Tonight - by Pai-chan, Chinese Fem-Boi

Tags: amateur, asian, beauty, brunette, chinese, cosplay, crossdressing

Sexy Smoking Fetish Sissy Wichsanleitung Big Pre-cum & Cum Auf High Heels
2 years ago
5:49

Txxx

Sexy Smoking Fetish Sissy Wichsanleitung Big Pre-cum & Cum Auf High Heels

Tags: amateur, cum, fetish, high heels, shemale, sissy, smoking

Girlfriend Takes Her Strapon And Fucks Tranny In The Ass
2 years ago
37:42

aShemaleTube

Girlfriend Takes Her Strapon And Fucks Tranny In The Ass

Tags: ass, barebacking, blowjob, girlfriend, homevideo, lingerie, masturbation

Behind the scenes interview with blonde bombshell Alisha Monroe
2 years ago
7:39

ShemaleTaxi

Behind the scenes interview with blonde bombshell Alisha Monroe

Tags: behind the scenes, blonde, bombshell, casting, crossdressing, interview, latina

Warm Platinum-Blonde PLUMPER Femboy Sissy Videochatting with Turkish Super-Fucking-Hot Boy
2 years ago
5:43

KeekAss

Warm Platinum-Blonde PLUMPER Femboy Sissy Videochatting with Turkish Super-Fucking-Hot Boy

Tags: amateur, bbw, beauty, big ass, blonde, boy, crossdressing

Cumming hard with my magic wand
2 years ago
1:02

xHamster

Cumming hard with my magic wand

Tags: amateur, beauty, big ass, big cock, cum, dick, hd

Toki, sissy
1 year ago
5:18

ShemaleTaxi

Toki, sissy

Tags: anal, asian, blowjob, chinese, crossdressing, handjob, japanese

Little man sausage sissy femboy Encaged and plugged inwards underwear
2 years ago
8:37

KeekAss

Little man sausage sissy femboy Encaged and plugged inwards underwear

Tags: amateur, black, crossdressing, desi, dick, fetish, homevideo

Sissy training 7
4 months ago
2:58

xHamster

Sissy training 7

Tags: amateur, anal, beauty, big cock, blowjob, crossdressing, cum

Fucked hard on her wedding night
2 years ago
0:40

TrannyOne

Fucked hard on her wedding night

Tags: amateur, anal, barebacking, cum in mouth, lingerie, shemale, sissy

milking with big dildo
6 months ago
11:08

aShemaleTube

milking with big dildo

Tags: amateur, barebacking, chubby, crossdressing, cumshot, dildo, homevideo

Make ME Feel That Dick EVERY INCH
1 year ago
6:45

xHamster

Make ME Feel That Dick EVERY INCH

Tags: bdsm, big ass, big cock, black, bondage, compilation, crossdressing

Kawaii crossdresser picked up on the TOYOKO! ! Handjob Footjob japanese cosplay ladyboy
2 years ago
5:33

xHamster

Kawaii crossdresser picked up on the TOYOKO! ! Handjob Footjob japanese cosplay ladyboy

Tags: amateur, asian, beauty, blowjob, chinese, cosplay, crossdressing

Sissy enjoy with Monster 😛
3 years ago
0:42

aShemaleTube

Sissy enjoy with Monster 😛

Tags: crossdressing, hd, indian, shemale, sissy

Machine romps me deep and rock hard in my super-naughty jiggly and taut Arse
2 years ago
14:51

KeekAss

Machine romps me deep and rock hard in my super-naughty jiggly and taut Arse

Tags: amateur, anal, anal toying, ass, big ass, crossdressing, dildo

Redhead Sissy Slut Squirts Her Load All Over
1 year ago
10:51

xHamster

Redhead Sissy Slut Squirts Her Load All Over

Tags: amateur, anal, crossdressing, cum, cumshot, dildo, hd

Prostate orgasm, sissy femboy
1 year ago
9:36

ShemaleTaxi

Prostate orgasm, sissy femboy

Tags: japanese, orgasm, prostate, shemale, sissy

Playing with My Uncut Cock While Wearing Latex
1 year ago
8:12

xHamster

Playing with My Uncut Cock While Wearing Latex

Tags: asian, big cock, crossdressing, cum, cumshot, dick, hd

Sissy Marie Rose Edges for You
1 year ago
13:27

xHamster

Sissy Marie Rose Edges for You

Tags: amateur, beauty, big cock, cosplay, crossdressing, dress, fetish

Sissy Rus Trainer - Feminization and BBC
4 years ago
5:11

aShemaleTube

Sissy Rus Trainer - Feminization and BBC

Tags: anal, big black cock, bisexual, black, ebony, feminization, group sex

Hot sissy trap wanking her small dick
4 months ago
10:36

aShemaleTube

Hot sissy trap wanking her small dick

Tags: hd, masturbation, shemale, sissy, small cock, solo, tease

Sissy Fuck Machine Anal Sex Ass Play
2 years ago
5:17

HClips

Sissy Fuck Machine Anal Sex Ass Play

Tags: amateur, anal, ass, hd, lingerie, shemale, sissy

My beloved movie scene
11 months ago
23:27

ShemaleSin

My beloved movie scene

Tags: amateur, anal, ass, big ass, fat, femdom, feminization

NIKKE Alice Bunny Girl cosplay sex, Can you handle my cute dick and ass? 4
4 months ago
4:17

xHamster

NIKKE Alice Bunny Girl cosplay sex, Can you handle my cute dick and ass? 4

Tags: amateur, anal, asian, ass, beauty, bunny, chinese

Shemale Smokes And Strokes Her Dick
1 year ago
10:11

aShemaleTube

Shemale Smokes And Strokes Her Dick

Tags: amateur, cute, dick, fetish, homevideo, masturbation, shemale

Hakumi bondage walk in the park stuffed with a vibrator
2 years ago
1:07

aShemaleTube

Hakumi bondage walk in the park stuffed with a vibrator

Tags: anal, asian, big ass, bondage, chinese, crossdressing, hd

Tgirl ginger fingers & edges to thick, messy cumshot 🍆💦💋
11 months ago
2:24:16

aShemaleTube

Tgirl ginger fingers & edges to thick, messy cumshot 🍆💦💋

Tags: amateur, anal, big cock, cumshot, fingering, hd, homevideo

Mistresses love to play with sissies at The Sissy Market
2 years ago
0:39

xHamster

Mistresses love to play with sissies at The Sissy Market

Tags: amateur, anal, bdsm, fetish, hd, shemale, sissy

2 girls spanking and bullying a sissy
2 years ago
0:37

xHamster

2 girls spanking and bullying a sissy

Tags: amateur, bdsm, belgian, fetish, hd, shemale, sissy

Beautiful shemale humiliating you and showing off big cock
3 years ago
1:31

TrannyOne

Beautiful shemale humiliating you and showing off big cock

Tags: amateur, ass, balls, bdsm, beauty, big cock, booty

Hipster sissy Sarah SeaSol Jae Schwartz masturbating and cumming
1 year ago
26:44

JizzBunker

Hipster sissy Sarah SeaSol Jae Schwartz masturbating and cumming

Tags: cum, masturbation, shemale, sissy

BEAUTIFUL TRANS CUMMING IN HER OWN FACE
1 year ago
0:57

aShemaleTube

BEAUTIFUL TRANS CUMMING IN HER OWN FACE

Tags: amateur, beauty, cum, cum in mouth, cumshot, fetish, masturbation

two ts having fun 2
1 year ago
6:15

xHamster

two ts having fun 2

Tags: amateur, asslick, big cock, blowjob, crossdressing, feet, funny

Muscle TS babe anal workout pt 1🍑
10 months ago
1:45:06

aShemaleTube

Muscle TS babe anal workout pt 1🍑

Tags: anal, babe, big ass, big cock, big tits, dildo, hd

sissy sucks my dick and makes me cum in her throat
1 year ago
6:05

ShemaleSin

sissy sucks my dick and makes me cum in her throat

Tags: amateur, anal, big black cock, blowjob, cum, dick, hardcore

Young femboy, korean shemales, young anal
4 months ago
7:56

HDSex

Young femboy, korean shemales, young anal

Tags: amateur, anal, asian, ass, babe, barebacking, beauty

Arab trans Sweden
1 year ago
0:11

xHamster

Arab trans Sweden

Tags: anal, anal toying, arab, beauty, big cock, bondage, crossdressing

Sissy, ass worship
2 years ago
10:45

ShemaleTaxi

Sissy, ass worship

Tags: anal, ass, blowjob, creampie, ladyboy, shemale, sissy

Guy in lingerie suck sissy maid
9 months ago
4:19

aShemaleTube

Guy in lingerie suck sissy maid

Tags: amateur, blowjob, crossdressing, cum in mouth, hd, lingerie, maid

Wetlook Sissy in Heels Fetish Solo Fun and Cum on Boots
1 year ago
2:15

xHamster

Wetlook Sissy in Heels Fetish Solo Fun and Cum on Boots

Tags: big cock, boots, compilation, crossdressing, cum, cumshot, dick

Amateur crossdresser Kellycd2022 masturbates my big cock sissy girls on my road in brown pantyhose
1 year ago
6:45

JizzBunker

Amateur crossdresser Kellycd2022 masturbates my big cock sissy girls on my road in brown pantyhose

Tags: amateur, beauty, big cock, british, crossdressing, cumshot, high heels

Super Hot Alternative Femboy Screwing Cowboy Hard
59 days ago
0:25

ShemaleSin

Super Hot Alternative Femboy Screwing Cowboy Hard

Tags: boy, emo, goth, hardcore, shemale, sissy, tranny

Is it Enormous Enough to be Called a Man Meat? or Puny Enough to be an Itty Bitty Clitty?
2 years ago
5:29

KeekAss

Is it Enormous Enough to be Called a Man Meat? or Puny Enough to be an Itty Bitty Clitty?

Tags: amateur, anal, beauty, blonde, crossdressing, cum, feminization

Teen cross dresser using dildo
1 year ago
4:37

aShemaleTube

Teen cross dresser using dildo

Tags: amateur, anal, dildo, gay, hd, latex, pantyhose

The Beauty of Latex Feminization
2 years ago
1:12

xHamster

The Beauty of Latex Feminization

Tags: amateur, beauty, big tits, crossdressing, feminization, hd, latex

Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
1 year ago
3:06

xHamster

Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer

Tags: abuse, amateur, australian, big cock, big tits, cum, domination

Today my friend took me to the corn field and fucked my ass and fucked me with great pleasure - Hindi voice
1 year ago
7:23

xHamster

Today my friend took me to the corn field and fucked my ass and fucked me with great pleasure - Hindi voice

Tags: asian, ass, barebacking, beauty, big cock, boy, couple

Shining Hard Clit Explodes With Cum
1 year ago
6:48

xHamster

Shining Hard Clit Explodes With Cum

Tags: amateur, anal, beauty, big cock, clit, cum, cumshot

Lick me, kiss me, suck me & eat me!
2 years ago
2:09

aShemaleTube

Lick me, kiss me, suck me & eat me!

Tags: amateur, anal, crossdressing, cumshot, fetish, hd, kissing

sissy in denim miniskirt masturbates cock in forest
2 years ago
1:19

xHamster

sissy in denim miniskirt masturbates cock in forest

Tags: amateur, big cock, big tits, crossdressing, dick, forest, french

Limp Clitty
2 years ago
11:48

aShemaleTube

Limp Clitty

Tags: barebacking, clit, dick, hd, ladyboy, shemale, sissy

Rubbing CLIT long as a FINGERNAIL @ BeautizOnCam
1 year ago
12:16

aShemaleTube

Rubbing CLIT long as a FINGERNAIL @ BeautizOnCam

Tags: amateur, beauty, clit, close up, crossdressing, dick, fingering

Sissy identity
1 year ago
8:50

XXXDan

Sissy identity

Tags: anal, shemale, sissy

Sissy jerking off using a condom
10 months ago
4:05

aShemaleTube

Sissy jerking off using a condom

Tags: brunette, condom, cumshot, curly haired, hd, homevideo, jerking

Sissy swallowing a beer throughout rectal by the open door
1 year ago
2:18

KeekAss

Sissy swallowing a beer throughout rectal by the open door

Tags: amateur, anal, ass, crossdressing, cum swallowing, enema, extreme

Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins
5 months ago
14:42

XXXDan

Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins

Tags: abuse, amateur, bdsm, big cock, cute, dirty, german

Pegging, transgender
2 years ago
14:06

ShemaleTaxi

Pegging, transgender

Tags: anal, big ass, big cock, black, humiliation, pegging, shemale

Fucks CD shemale wearing high heels and flesh colored pantyhose
11 months ago
4:27

xHamster

Fucks CD shemale wearing high heels and flesh colored pantyhose

Tags: amateur, anal, asian, beauty, crossdressing, fetish, hd

Sissy slave Oksana shows her master the fumes from anal training with a big black dildo
1 year ago
8:53

XXXDan

Sissy slave Oksana shows her master the fumes from anal training with a big black dildo

Tags: amateur, anal, bdsm, black, close up, cumshot, dildo

Ashley Bell Big Guy Gets Turned Into A Sissy Maid
2 years ago
8:00

getTranny

Ashley Bell Big Guy Gets Turned Into A Sissy Maid

Tags: anal, ashley belle, big ass, big cock, brunette, deep throat, feet

Cum Cum Cumshots Compilation
1 year ago
1:25

xHamster

Cum Cum Cumshots Compilation

Tags: amateur, anal, compilation, crossdressing, cum, cumshot, fisting

Public Cocksucking
2 years ago
0:31

aShemaleTube

Public Cocksucking

Tags: amateur, blowjob, crossdressing, dick, hd, outdoor, public

Big Booty Tgirl Anal Compilation - Transformation Into a Ladyboy
1 year ago
11:12

xHamster

Big Booty Tgirl Anal Compilation - Transformation Into a Ladyboy

Tags: anal, big ass, booty, boy, compilation, cum, cumshot

Asian Tranny Rides A Dildo Until Sissygasm
4 months ago
16:31

MyLust

Asian Tranny Rides A Dildo Until Sissygasm

Tags: amateur, anal, asian, costume, cumshot, dildo, korean

Sissy Femboy in Pink Furry Coat removes their Chastity Cage
1 year ago
2:30

ShemaleSin

Sissy Femboy in Pink Furry Coat removes their Chastity Cage

Tags: amateur, cage, fetish, fur, masturbation, sissy

Gape & Cream
1 year ago
1:19

xHamster

Gape & Cream

Tags: anal, anal toying, bondage, creampie, fisting, gaping hole, german

Ashley is horny, thinking about getting fucked while touching themself
2 years ago
3:40

xHamster

Ashley is horny, thinking about getting fucked while touching themself

Tags: amateur, crossdressing, cum, fetish, hd, masturbation, pantyhose

Connie enjoys her dress
8 months ago
1:57

xHamster

Connie enjoys her dress

Tags: big ass, colombian, dress, latina, lingerie, mature, shemale

High-Heeled Shoes, stocking, soles, mushy feet, toes and my appetizing testicle tonic
1 year ago
2:13

KeekAss

High-Heeled Shoes, stocking, soles, mushy feet, toes and my appetizing testicle tonic

Tags: amateur, balls, big cock, college, crossdressing, cum, cumshot

NYC white beauty screwed by Peruvian
2 years ago
4:07

ShemaleSin

NYC white beauty screwed by Peruvian

Tags: amateur, anal, ass, beauty, blonde, blowjob, cum

Tw1nk 8
1 year ago
1:00:20

aShemaleTube

Tw1nk 8

Tags: amateur, anal, hd, homevideo, masturbation, shemale, sissy

Big Girl Dick and Pretty Feet
8 months ago
5:50

xHamster

Big Girl Dick and Pretty Feet

Tags: american, big cock, black, cum, cumshot, dick, feet

Perfect Shemale Cum Over Her Big Tits
8 months ago
4:11

xHamster

Perfect Shemale Cum Over Her Big Tits

Tags: amateur, amazing, big ass, big cock, big tits, blonde, cum

Kellystar518 at MILF Beach
1 year ago
4:47

xHamster

Kellystar518 at MILF Beach

Tags: american, beach, beauty, big ass, cosplay, crossdressing, girlfriend

Tranny Girl PUBLIC with chastity belt! Pissing through a hose in coffee in the restaurant !!
2 years ago
0:39

xHamster

Tranny Girl PUBLIC with chastity belt! Pissing through a hose in coffee in the restaurant !!

Tags: amateur, blonde, fetish, fingering, german, hd, outdoor

Sissies in the Hood (PMV) - SmoothCrusher
3 years ago
2:35

TrannyOne

Sissies in the Hood (PMV) - SmoothCrusher

Tags: amateur, anal, anus, ass, big black cock, big cock, black

Innocent Asian Femboy Gone Crazy
1 year ago
7:35

TrannyOne

Innocent Asian Femboy Gone Crazy

Tags: anal, asian, crazy, innocent, shemale, sissy, teen (18+)

Paichan's Miniskirt Debut in the Park
1 year ago
0:47

xHamster

Paichan's Miniskirt Debut in the Park

Tags: amateur, asian, beauty, crossdressing, japanese, mature, miniskirt

Gorgeous tgirl sexy cum show💋💗💦
11 months ago
1:12:32

aShemaleTube

Gorgeous tgirl sexy cum show💋💗💦

Tags: cum, cumshot, gorgeous, hd, homevideo, masturbation, model

Giant Backside Butt-Plug Joy
2 years ago
5:27

KeekAss

Giant Backside Butt-Plug Joy

Tags: amateur, anal, ass, big ass, big black cock, bitch, booty

sexy girl tastes her own cum
2 years ago
2:48

aShemaleTube

sexy girl tastes her own cum

Tags: asian, own cum, shemale, sissy, small cock, small tits, teen (18+)

Sissy stupid Brandynette Tugging off to Brainwashing
2 years ago
20:55

KeekAss

Sissy stupid Brandynette Tugging off to Brainwashing

Tags: amateur, anal, bdsm, bimbo, blonde, crossdressing, dildo

Femboi Sissyboi Huge Dildo Anal Play
1 year ago
2:05

xHamster

Femboi Sissyboi Huge Dildo Anal Play

Tags: amateur, anal, anal toying, big ass, booty, crossdressing, dildo

Stocking, Stilettos, Soles and Pecker Fetish Magnificent Transsexual
2 years ago
2:15

KeekAss

Stocking, Stilettos, Soles and Pecker Fetish Magnificent Transsexual

Tags: amateur, beauty, big cock, brunette, crossdressing, dick, feet

sissy hypno 157
1 year ago
4:34

aShemaleTube

sissy hypno 157

Tags: shemale, sissy

J'ai passé un excellent moment à défoncer une créature féminine ce matin - fois en français
1 year ago
6:01

ShemaleTaxi

J'ai passé un excellent moment à défoncer une créature féminine ce matin - fois en français

Tags: amateur, barebacking, bathroom, beauty, big cock, black, indian

Hardcore anal fuck with Turkish shemale - Real Amateur
1 year ago
5:44

MyLust

Hardcore anal fuck with Turkish shemale - Real Amateur

Tags: amateur, anal, arab, blowjob, creampie, crossdressing, fishnet

Sissy used for behind the bike sheds by caretaker
10 months ago
33:49

aShemaleTube

Sissy used for behind the bike sheds by caretaker

Tags: amateur, anal, blowjob, fisting, model, outdoor, pissing

I am Tannya Anahi tv from Querétaro, I am looking for mature active 100%
3 months ago
5:22

xHamster

I am Tannya Anahi tv from Querétaro, I am looking for mature active 100%

Tags: 3some, amateur, bdsm, crossdressing, group sex, hd, high heels

cuntytrannylydia-07
2 years ago
29:52

aShemaleTube

cuntytrannylydia-07

Tags: big tits, blonde, cunt, hd, homevideo, lingerie, long hair

SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
42:01

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Tags: amateur, anal, babe, big ass, big cock, dick, shemale

Backstage dominatrix trains gargling your
2 years ago
7:58

KeekAss

Backstage dominatrix trains gargling your

Tags: backstage, blowjob, boy, brazilian, brunette, crossdressing, domination

Cop Arrested and Fucked Goth Trans Girl
2 years ago
3:21

xHamster

Cop Arrested and Fucked Goth Trans Girl

Tags: amateur, american, anal, bdsm, beauty, big cock, cop

Ebony Crossdresser Hooters Cosplay Bareback Sex
2 years ago
3:38

aShemaleTube

Ebony Crossdresser Hooters Cosplay Bareback Sex

Tags: amateur, barebacking, blowjob, cosplay, crossdressing, ebony, hooters

Bimbo life of a sissy smoker
1 year ago
12:43

JizzBunker

Bimbo life of a sissy smoker

Tags: amateur, big cock, bimbo, black, blowjob, crossdressing, dutch

Lingerie, underwear
2 years ago
7:53

ShemaleTaxi

Lingerie, underwear

Tags: amateur, cage, crossdressing, european, french, lingerie, shemale

A Big Monster Cock For Asian Shemale
1 year ago
7:54

KeekAss

A Big Monster Cock For Asian Shemale

Tags: amateur, asian, beauty, big cock, dick, homevideo, indian

Mykella Compilation of Videos This Month
1 year ago
6:16

xHamster

Mykella Compilation of Videos This Month

Tags: amateur, american, anal, anal toying, bbw, blowjob, compilation

sexy Tgirl Payal strips from sari and cums
3 months ago
18:59

aShemaleTube

sexy Tgirl Payal strips from sari and cums

Tags: amateur, anal, crossdressing, cum, cumshot, hd, indian

trans cumming with a vibrator for you and eating your cum
8 months ago
8:53

xHamster

trans cumming with a vibrator for you and eating your cum

Tags: amateur, beauty, big cock, cum, feminization, hd, ladyboy

Hot blonde bbw sissy femboy video chats with hot Turkish guy
1 year ago
5:43

XXXDan

Hot blonde bbw sissy femboy video chats with hot Turkish guy

Tags: amateur, bbw, beauty, big ass, blonde, crossdressing, shemale

Knead my Trans Dirty Dancing Caboose - Transgender Princess KrissyPink Dirty Dances
1 year ago
5:24

KeekAss

Knead my Trans Dirty Dancing Caboose - Transgender Princess KrissyPink Dirty Dances

Tags: amateur, anal, ass, big ass, brunette, crossdressing, dancing

Legs in double nylons and boots
1 year ago
5:06

xHamster

Legs in double nylons and boots

Tags: boots, crossdressing, czech, fetish, hd, ladyboy, legs

Handsome She-Creature Rileydix Taunting you with her adorable donk!
2 years ago
9:17

KeekAss

Handsome She-Creature Rileydix Taunting you with her adorable donk!

Tags: adorable, ass, balls, blonde, crossdressing, cute, dirty talk

AlexSissy
2 months ago
1:58

aShemaleTube

AlexSissy

Tags: amateur, anal, crossdressing, homevideo, ladyboy, latina, lingerie

Trans Camelia in QOS croc top and sexy jeans skirt
1 year ago
2:59

xHamster

Trans Camelia in QOS croc top and sexy jeans skirt

Tags: ass, big ass, big black cock, blonde, camelia, european, feet

Introduction to Pegging with obeyladymk and a Huge johnthomastoys Strapon
7 months ago
0:31

xHamster

Introduction to Pegging with obeyladymk and a Huge johnthomastoys Strapon

Tags: amateur, anal, anal toying, ass, big cock, british, couple

L... Light, that's a really sensitive spot, please treat it more carefully!
6 months ago
7:13

xHamster

L... Light, that's a really sensitive spot, please treat it more carefully!

Tags: amateur, anal, anal toying, asian, beauty, big ass, big cock

Well-endowed femboy unwraps and shoots a massive load just for you
1 year ago
10:24

ShemaleTaxi

Well-endowed femboy unwraps and shoots a massive load just for you

Tags: big cock, cumshot, huge cock, masturbation, monster cock, shemale, sissy

Unholy game
2 years ago
28:11

KeekAss

Unholy game

Tags: amateur, blowjob, compilation, crossdressing, dancing, fetish, game

sissy boy takes jasmine huge cock like a pro
4 months ago
10:21

aShemaleTube

sissy boy takes jasmine huge cock like a pro

Tags: amateur, anal, asian, big ass, big cock, big tits, blowjob

TS Isabella loves sissy training for English mistresses part 2
1 year ago
19:47

XXXDan

TS Isabella loves sissy training for English mistresses part 2

Tags: amateur, anal, british, dildo, english, european, hardcore

Trans Latex Baths Fetish Enema
1 year ago
2:40

ShemaleSin

Trans Latex Baths Fetish Enema

Tags: anal, anal toying, enema, fetish, ladyboy, latex, masturbation

Jenna Bella
1 year ago
5:17

ShemaleSin

Jenna Bella

Tags: ass, big cock, cumshot, feminization, handjob, lingerie, masturbation

Top.exe Hot Intense Sex Big Ass Tasty Tasty Sweet Pleasure Hot Ass Fucked Intense Sex Thirsty Buttocks Fucked Hard Sex
11 months ago
2:05

xHamster

Top.exe Hot Intense Sex Big Ass Tasty Tasty Sweet Pleasure Hot Ass Fucked Intense Sex Thirsty Buttocks Fucked Hard Sex

Tags: amateur, american, asian, assfucking, barebacking, big ass, cum

DeeDeeSluts First-Ever Time Out in Public
2 years ago
7:55

KeekAss

DeeDeeSluts First-Ever Time Out in Public

Tags: amateur, brunette, crossdressing, cumshot, fetish, first time, handjob

Office lady plugged with super long bead in market !
1 year ago
1:11

aShemaleTube

Office lady plugged with super long bead in market !

Tags: anal, asian, chinese, crossdressing, hd, ladyboy, model

T-Model Muddy Jizz Flow Inwards Foreskin
1 year ago
1:05

KeekAss

T-Model Muddy Jizz Flow Inwards Foreskin

Tags: amateur, ass, big ass, big cock, close up, crossdressing, cum

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 7
6 months ago
8:12

xHamster

Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 7

Tags: amateur, american, anal, bdsm, beauty, big ass, compilation

cute skinny tranny with little dick slap her ass
1 year ago
11:08

aShemaleTube

cute skinny tranny with little dick slap her ass

Tags: amateur, anal, ass, blonde, cumshot, cute, dick

My sissy femdom training
3 months ago
2:58

xHamster

My sissy femdom training

Tags: amateur, anal, anal toying, asian, blowjob, cosplay, crossdressing

WORDY LATINA TRANSSEXUAL GETS POUNDED RIGID BY BIG BLACK COCK
1 year ago
0:53

KeekAss

WORDY LATINA TRANSSEXUAL GETS POUNDED RIGID BY BIG BLACK COCK

Tags: 3some, amateur, anal, big ass, big black cock, black, creampie

Ts Emy Fucks Her Sissy
2 years ago
6:07

aShemaleTube

Ts Emy Fucks Her Sissy

Tags: barebacking, femdom, hd, shemale, sissy, tattoo, transsexual

Sexy Sissy Having A Piss Diner
7 months ago
15:02

XXXDan

Sexy Sissy Having A Piss Diner

Tags: big cock, lingerie, masturbation, pissing, shemale, sissy, solo

Large Brazilian bone uses my mouth and shoots a load deep in it
1 year ago
4:42

KeekAss

Large Brazilian bone uses my mouth and shoots a load deep in it

Tags: amateur, big cock, black, blowjob, brazilian, crossdressing, cum

Buttfuck onanism in motel #4
2 years ago
3:34

KeekAss

Buttfuck onanism in motel #4

Tags: amateur, anal, anal toying, ass, assfucking, brunette, crossdressing

Ladyboy Sissy in Pink Nylons with Ponytail Playing, Dancing and craves anybody to take her
4 years ago
2:03

ShemaleSin

Ladyboy Sissy in Pink Nylons with Ponytail Playing, Dancing and craves anybody to take her

Tags: boy, crossdressing, dancing, ladyboy, nylon, ponytail, sissy

Tv crossdresser in green satin sundress
2 years ago
2:43

KeekAss

Tv crossdresser in green satin sundress

Tags: amateur, beauty, brunette, crossdressing, fetish, hd, homevideo

dirty cd from greece have outdoor orgasm
1 year ago
4:08

xHamster

dirty cd from greece have outdoor orgasm

Tags: cumshot, dildo, dirty, greek, masturbation, orgasm, outdoor

Fuck Me Daddy Here
8 months ago
5:57

xHamster

Fuck Me Daddy Here

Tags: amateur, asian, crossdressing, daddies, dick, hd, japanese

Let My Full Tranny Balls Get Empty on Your Face
1 year ago
6:01

xHamster

Let My Full Tranny Balls Get Empty on Your Face

Tags: amateur, balls, beauty, blowjob, close up, cum, cumshot

Isabella screws her sissy twat, ribbed monster sex toy, trying to screw it to the base, her taut vagina stretched, then shoves urtheral sounds down he
2 years ago
17:59

ShemaleSin

Isabella screws her sissy twat, ribbed monster sex toy, trying to screw it to the base, her taut vagina stretched, then shoves urtheral sounds down he

Tags: amateur, anal, anal toying, ass, bed sex, booty, british

New Gas Masks
6 months ago
1:59

xHamster

New Gas Masks

Tags: amateur, crossdressing, hd, latex, lingerie, masturbation, mature

【Bocchi the Rock】 two3
1 year ago
5:18

KeekAss

【Bocchi the Rock】 two3

Tags: amateur, anal, anime, asian, chinese, cosplay, crossdressing

Fabulous Sissy Masturbating Her Supah Firm Tiny Pipe
2 years ago
2:16

KeekAss

Fabulous Sissy Masturbating Her Supah Firm Tiny Pipe

Tags: amateur, beauty, blonde, crossdressing, cute, dick, dress

Coffee and Cream
3 months ago
1:49

xHamster

Coffee and Cream

Tags: creampie, cum, hd, lingerie, masturbation, shemale, sissy

Cabalgando rico
1 year ago
1:02

aShemaleTube

Cabalgando rico

Tags: amateur, hd, homevideo, lingerie, shemale, sissy, small tits

One more clip trying this giant syringe so I could swallow via anal, but this time with the open door so I could feel the passion for the risk of gett
7 months ago
9:00

ShemaleSin

One more clip trying this giant syringe so I could swallow via anal, but this time with the open door so I could feel the passion for the risk of gett

Tags: amateur, anal, ass, booty, caught, cum swallowing, enema

Sissy rides dick
10 months ago
25:06

JizzBunker

Sissy rides dick

Tags: amateur, anal, blonde, dick, riding, shemale, sissy

Intense anal destruction in doggy-style leaves my tight ass pussy a messy wreck - artporn
2 years ago
11:10

ShemaleTaxi

Intense anal destruction in doggy-style leaves my tight ass pussy a messy wreck - artporn

Tags: anal, ass, big cock, creampie, doggystyle, gaping hole, huge cock

Outstanding rump cougar she-creature
2 years ago
30:45

KeekAss

Outstanding rump cougar she-creature

Tags: amateur, anal, assfucking, big ass, bimbo, cougar, dildo

Chinese Sissy smashing softcore movie♡I'm going to have hook-up with you jizm inwards.【女装 男の娘 she-creature】
1 year ago
3:03

KeekAss

Chinese Sissy smashing softcore movie♡I'm going to have hook-up with you jizm inwards.【女装 男の娘 she-creature】

Tags: amateur, asian, brunette, chinese, crossdressing, cumshot, hd

Sissy wife muff
2 years ago
3:29

KeekAss

Sissy wife muff

Tags: amateur, anal, big ass, brunette, crossdressing, fetish, hd

Harley's Crossover Funtime (part 3) Animation
1 year ago
2:12

xHamster

Harley's Crossover Funtime (part 3) Animation

Tags: amateur, animation, barebacking, beauty, big ass, big cock, blowjob

If u Cum, U are HOMO.
1 year ago
2:36

ShemaleSin

If u Cum, U are HOMO.

Tags: amateur, ass, cum, humiliation, pussy, redhead, shemale

Cleopatra
2 years ago
9:30

xHamster

Cleopatra

Tags: amateur, big cock, brazilian, cleopatra, compilation, goth, handjob

CD try’s to take BBC
2 years ago
1:22

aShemaleTube

CD try’s to take BBC

Tags: big black cock, hd, queen, shemale, sissy

Indian femboy slut Manusha with a stranger
6 months ago
3:53

aShemaleTube

Indian femboy slut Manusha with a stranger

Tags: anal, ass, desi, hd, hotel, indian, shemale

sissy hypno 53
1 year ago
10:53

aShemaleTube

sissy hypno 53

Tags: shemale, sissy

Fishnets and High Stilettos
2 years ago
2:35

KeekAss

Fishnets and High Stilettos

Tags: amateur, crossdressing, fetish, fishnet, hd, high heels, jerking

Hard Fuck my ASS!!! 💦💦💦
10 months ago
1:00

aShemaleTube

Hard Fuck my ASS!!! 💦💦💦

Tags: amateur, anal, ass, big ass, big cock, hardcore, lingerie

cum 2
1 year ago
1:17:10

TrannyOne

cum 2

Tags: armpit, barebacking, brunette, bush, cum, cumshot, hairy

domme roleplay i poke u rock-hard like my tiny sissy plaything and jism deep inwards you
2 years ago
3:05

KeekAss

domme roleplay i poke u rock-hard like my tiny sissy plaything and jism deep inwards you

Tags: amateur, big cock, close up, cum, cumshot, dick, dirty talk

Stunning Sissy Lucy Masturbating My Giant Uncircumcised Pipe Until I Jizm
1 year ago
9:41

KeekAss

Stunning Sissy Lucy Masturbating My Giant Uncircumcised Pipe Until I Jizm

Tags: amateur, big cock, big tits, brunette, crossdressing, cum, cumshot

Sissy To Diaper Sissy Transformation
1 year ago
5:48

xHamster

Sissy To Diaper Sissy Transformation

Tags: amateur, beauty, big cock, crossdressing, diaper, fetish, hd

Lizz_ss25 elegant anal whore
1 year ago
14:09

xHamster

Lizz_ss25 elegant anal whore

Tags: amateur, anal, big cock, dress, hd, humiliation, ladyboy

Feminized t-girl gets cooter porked
1 year ago
5:30

KeekAss

Feminized t-girl gets cooter porked

Tags: amateur, bdsm, bondage, crossdressing, cumshot, dirty, female orgasm

Which would you strike first-ever
1 year ago
0:40

KeekAss

Which would you strike first-ever

Tags: amateur, big ass, big cock, fetish, hd, latina, lingerie

The best of Emily Rossi
6 months ago
8:25

xHamster

The best of Emily Rossi

Tags: amateur, anal, big cock, crossdressing, dildo, fishnet, friend

Tv Isabella services slave in rubber 2013
10 months ago
41:48

aShemaleTube

Tv Isabella services slave in rubber 2013

Tags: amateur, anal, big cock, blowjob, cum in mouth, fetish, fisting

Fashion Forward: Styling Tips for the Modern Crossdresser!
1 year ago
5:32

xHamster

Fashion Forward: Styling Tips for the Modern Crossdresser!

Tags: amateur, american, beauty, big ass, blonde, crossdressing, feminization

SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
8:23

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Tags: anal, babe, big ass, big cock, dick, hardcore, shemale

Desperate Sissy Satisfies Her Needs Using Improvised Dildos
2 years ago
11:36

ShemaleZ

Desperate Sissy Satisfies Her Needs Using Improvised Dildos

Tags: amateur, desperate, dildo, hd, shemale, sissy, solo

Kellycd Jerking in Whip Top and Lil Cut-Offs Tights and High-Heeled Shoes
2 years ago
6:18

KeekAss

Kellycd Jerking in Whip Top and Lil Cut-Offs Tights and High-Heeled Shoes

Tags: amateur, ass, beauty, blonde, crossdressing, cum, cumshot

Hattabi4ik unpublished material compilation
1 year ago
3:37

KeekAss

Hattabi4ik unpublished material compilation

Tags: amateur, anal, big ass, compilation, cosplay, crossdressing, cumshot

Trans girlfriend enjoys playing with toys in bed, cums twice from dildo in her sissy trap ass
10 months ago
10:26

HDSex

Trans girlfriend enjoys playing with toys in bed, cums twice from dildo in her sissy trap ass

Tags: anal, anal toying, ass, bed sex, crossdressing, cum, dildo

Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
2 years ago
12:25

xHamster

Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser

Tags: amateur, american, bbw, beauty, blonde, booty, crossdressing

Sissy Goon
1 year ago
14:26

XXXDan

Sissy Goon

Tags: compilation, fetish, group sex, shemale, sissy

I cum a lot
7 months ago
7:20

xHamster

I cum a lot

Tags: amateur, anal, anal toying, big ass, brazilian, crossdressing, cum

Sissy Prom Night
3 years ago
20:41

TrannyOne

Sissy Prom Night

Tags: american, anal, anus, ass, barebacking, bdsm, blowjob

Playing with My Uncut Cock While Wearing Latex
1 year ago
23:44

xHamster

Playing with My Uncut Cock While Wearing Latex

Tags: asian, crossdressing, cum, cumshot, dick, hd, latex

tucking high high-heeled slippers into beef whistle
1 year ago
0:28

KeekAss

tucking high high-heeled slippers into beef whistle

Tags: amateur, asian, black, brunette, cosplay, crossdressing, dick

Teasing And Anal Play For My Long Cumshot On His Stockings - Sissy Slave
2 years ago
19:57

UPornia

Teasing And Anal Play For My Long Cumshot On His Stockings - Sissy Slave

Tags: amateur, anal, bdsm, blonde, cumshot, fetish, hd

Overwatch D.va gets plowed, Anime Porn Cosplayer crossdresser shemale part.five
2 years ago
5:27

KeekAss

Overwatch D.va gets plowed, Anime Porn Cosplayer crossdresser shemale part.five

Tags: amateur, anal, anime, asian, beauty, chinese, cosplay

Ah!...Hmmm...Ahhhhhh
1 year ago
5:55

KeekAss

Ah!...Hmmm...Ahhhhhh

Tags: amateur, anal, asian, ass, cosplay, crossdressing, feminization

SL Cuckold Slave Sissy Crossdresser With Small Cock
7 months ago
5:40

xHamster

SL Cuckold Slave Sissy Crossdresser With Small Cock

Tags: amateur, asian, big ass, crossdressing, cuckold, feminization, hd