Rapidfire cumshots 2
1 year ago
1:00

aShemaleTube

Rapidfire cumshots 2

Tags: asian, big cock, big tits, blonde, compilation, cum in mouth, cumshot

emmilysweett's trio
1 year ago
3:15

aShemaleTube

emmilysweett's trio

Tags: 3some, barebacking, big cock, creampie, cumshot, hd, homevideo

pretty teen korean ladyboy jerks on webcam
1 year ago
17:18

aShemaleTube

pretty teen korean ladyboy jerks on webcam

Tags: amateur, asian, chinese, japanese, korean, ladyboy, masturbation

Anal Bottom Bitch Sissy
1 year ago
7:46

XXXDan

Anal Bottom Bitch Sissy

Tags: anal, big cock, bitch, shemale, sissy

Toomanypeaches adorable white sissy
1 year ago
9:51

JizzBunker

Toomanypeaches adorable white sissy

Tags: adorable, babe, beauty, blonde, masturbation, shemale, sissy

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

Oiled Sissy Trap Small Cock Femboy Clips
1 year ago
11:10

xHamster

Oiled Sissy Trap Small Cock Femboy Clips

Tags: amateur, clit, compilation, crossdressing, dancing, hd, lingerie

The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual
1 year ago
12:42

ShemaleTaxi

The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual

Tags: 3d, bdsm, big ass, domination, fetish, first time, lingerie

First-timer, public
1 year ago
6:20

ShemaleTaxi

First-timer, public

Tags: amateur, barebacking, british, compilation, cumshot, emo, first time

Submissive sissy having a dirty talk and changing clothes
1 year ago
2:15

xHamster

Submissive sissy having a dirty talk and changing clothes

Tags: amateur, beauty, big cock, clothed sex, colombian, crossdressing, dancing

Daddy wants to fuck me
11 months ago
5:56

xHamster

Daddy wants to fuck me

Tags: amateur, asian, beauty, big cock, crossdressing, daddies, ebony

Sissy Saturdays
11 months ago
1:28

xHamster

Sissy Saturdays

Tags: bathroom, crossdressing, european, feminization, hd, high heels, irish

My Play Thing- My New Favorite Toy
1 year ago
10:05

xHamster

My Play Thing- My New Favorite Toy

Tags: american, beauty, big ass, big cock, crossdressing, hd, high heels

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

aShemaleTube

Guy in lingerie suck sissy maid

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

Sissy cumming
1 year ago
5:41

XXXDan

Sissy cumming

Tags: amateur, big cock, clit, crossdressing, cum, cumshot, handjob

Sex at the motel (Brasilia)
3 years ago
5:31

ShemaleSin

Sex at the motel (Brasilia)

Tags: amateur, anal, ass, blowjob, brazilian, creampie, deep throat

my new neighbor knows how to swallow my Cock he is a bitch
1 year ago
14:50

TrannyOne

my new neighbor knows how to swallow my Cock he is a bitch

Tags: amateur, barebacking, big cock, bitch, black, blowjob, boy

Ts silvana 0123
2 years ago
21:19

aShemaleTube

Ts silvana 0123

Tags: amateur, ass to mouth, feet, homevideo, masturbation, shemale, sissy

Little 18 year old transsexual girl gets hot in her room
1 year ago
11:02

xHamster

Little 18 year old transsexual girl gets hot in her room

Tags: 18 year old, amateur, anal, ass, barebacking, beauty, big ass

CD of F+ anal fisted at the kitchen table and fucked in the ass with strapon
1 year ago
5:23

xHamster

CD of F+ anal fisted at the kitchen table and fucked in the ass with strapon

Tags: anal, anal fisting, ass, austrian, bdsm, close up, couple

Uncut Clity in Satin Black Panties and Bra
1 year ago
1:27

xHamster

Uncut Clity in Satin Black Panties and Bra

Tags: amateur, black, bra, hd, lingerie, panties, satin

Crossdresser suck ass cream anal slave sissy tranny toys
10 months ago
39:55

JizzBunker

Crossdresser suck ass cream anal slave sissy tranny toys

Tags: anal, anal toying, ass, bdsm, big ass, creampie, crossdressing

Introduction Part 1 - Fuck Session - White CD Beta Sissy Takes BBC
1 year ago
7:22

JizzBunker

Introduction Part 1 - Fuck Session - White CD Beta Sissy Takes BBC

Tags: anal, bdsm, big black cock, big cock, black, couple, hardcore

Beaautiful COUGAR transgirl have fun with fuck sticks
2 years ago
8:12

KeekAss

Beaautiful COUGAR transgirl have fun with fuck sticks

Tags: amateur, anal, big ass, cougar, dick, funny, hd

Submissive femboy smoking love and cumming
1 year ago
2:16

xHamster

Submissive femboy smoking love and cumming

Tags: amateur, beauty, big cock, colombian, crossdressing, cum, cumshot

sissy boy takes jasmine huge cock like a pro
2 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

2 Dicks in Sissy Holes (hanky Toys)
1 year ago
0:39

xHamster

2 Dicks in Sissy Holes (hanky Toys)

Tags: amateur, anal, dick, dildo, european, hd, shemale

Huge load cumshot from a blonde transgender
10 months ago
2:19

xHamster

Huge load cumshot from a blonde transgender

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

Shemale Porn Video Anal Bareback Straight Boyfriend Pounded By My Huge Brazilian Cock In Paris...
8 months ago
7:19

TrannyOne

Shemale Porn Video Anal Bareback Straight Boyfriend Pounded By My Huge Brazilian Cock In Paris...

Tags: anal, barebacking, big cock, blowjob, boyfriend, brazilian, domination

Sissy Showing chastity cage and flogging herself
1 year ago
1:33

ShemaleSin

Sissy Showing chastity cage and flogging herself

Tags: amateur, bdsm, cage, fetish, sissy

Transformation Boy to Sissy
1 year ago
3:26

xHamster

Transformation Boy to Sissy

Tags: amateur, boy, crossdressing, fetish, hd, ladyboy, latina

Ebony bbw trans get fucked by white sissy Goddess
11 months ago
6:08

xHamster

Ebony bbw trans get fucked by white sissy Goddess

Tags: amateur, anal, bbw, big ass, black, canadian, couple

Limp Clitty
2 years ago
11:48

aShemaleTube

Limp Clitty

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

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

BBC Fucks White Trans CD - I Get My Baby Fat Titties Squeezed and Fucked Hard Enough to Scream - Candy Ass Sissy
1 year ago
2:20

xHamster

BBC Fucks White Trans CD - I Get My Baby Fat Titties Squeezed and Fucked Hard Enough to Scream - Candy Ass Sissy

Tags: amateur, anal, babe, big ass, big black cock, blonde, candy ass

【Bocchi the Rock】
1 year ago
5:28

KeekAss

【Bocchi the Rock】

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

Goth femboy edge session & cumshow🍆💦
8 months ago
3:17:50

aShemaleTube

Goth femboy edge session & cumshow🍆💦

Tags: big cock, cumshot, fetish, glasses, goth, hd, masturbation

Sexy trans girl Riley Kilo flaunts her stunning figure in leotards, swimsuits, bodysuits, skirts & heels
1 year ago
11:18

ShemaleTaxi

Sexy trans girl Riley Kilo flaunts her stunning figure in leotards, swimsuits, bodysuits, skirts & heels

Tags: ass, high heels, shemale, sissy, skirt, small tits, swimsuit

Riley teasing and playing for you
1 year ago
7:40

xHamster

Riley teasing and playing for you

Tags: amateur, american, ass, big ass, blonde, crossdressing, granny

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

Tiny clit stocking clad sissy, spreading her legs , wanting a real man in her bed
1 year ago
6:33

xHamster

Tiny clit stocking clad sissy, spreading her legs , wanting a real man in her bed

Tags: amateur, anal, ass, bdsm, beauty, bed sex, clit

Natalie Mars And Sasha Desade - Sissy Tranny Toying With Lascivious Blonde
1 year ago
8:58

HotMovs

Natalie Mars And Sasha Desade - Sissy Tranny Toying With Lascivious Blonde

Tags: blonde, shemale, sissy, toys, tranny

Mommy and sissy, t-girl
1 year ago
11:28

ShemaleTaxi

Mommy and sissy, t-girl

Tags: amateur, ladyboy, mom, pov, shemale, sissy, small cock

Sissy Pov – Oceana Natalya – Super Slutty When Dressed Up
2 years ago
9:12

getTranny

Sissy Pov – Oceana Natalya – Super Slutty When Dressed Up

Tags: amateur, bbw, big cock, blonde, crossdressing, deep throat, hd

Skycunt Sissy Anal Splitscreen 2
11 months ago
14:40

aShemaleTube

Skycunt Sissy Anal Splitscreen 2

Tags: amateur, anal, crossdressing, domination, fetish, mature, pantyhose

Micky Mackenzie – Feminized And Turned Into A Sissy
2 years ago
8:00

getTranny

Micky Mackenzie – Feminized And Turned Into A Sissy

Tags: amateur, anal, big cock, blonde, deep throat, hd, milf

Gina ́s New Year's Date
4 months ago
9:40

xHamster

Gina ́s New Year's Date

Tags: amateur, anal, blonde, blowjob, crossdressing, cumshot, deep throat

A redhead getting butt-fucked from behind
6 months ago
12:26

xHamster

A redhead getting butt-fucked from behind

Tags: anal, anal toying, assfucking, canadian, crossdressing, cum, doggystyle

Sandy-Haired Femboy Wifey Ass-Fuck
1 year ago
4:17

KeekAss

Sandy-Haired Femboy Wifey Ass-Fuck

Tags: 18 year old, amateur, anal, anal toying, assfucking, big cock, cosplay

Latex sissy sucks and gets fucked
8 months ago
8:20

aShemaleTube

Latex sissy sucks and gets fucked

Tags: hd, latex, shemale, sissy, sucking

He kicked in my fuck hole and jizm inwards - Total Video on OF/EMMAINK13
1 year ago
1:42

KeekAss

He kicked in my fuck hole and jizm inwards - Total Video on OF/EMMAINK13

Tags: amateur, anal, babe, big black cock, brazilian, creampie, crossdressing

sissy corset lacing and lock
1 year ago
4:35

xHamster

sissy corset lacing and lock

Tags: amateur, american, asian, corset, fetish, hd, latex

Submissive cumdump trained for intense face fucking by smoking crossdresser
7 months ago
5:11

ShemaleTaxi

Submissive cumdump trained for intense face fucking by smoking crossdresser

Tags: ass, bdsm, boots, crossdressing, daddies, domination, face fucking

Huge cumshot compilation
2 years ago
8:12

xHamster

Huge cumshot compilation

Tags: compilation, cum, cumshot, dick, hd, lingerie, masturbation

Young sissy, sissy lingerie, maids
11 months ago
5:24

HDSex

Young sissy, sissy lingerie, maids

Tags: amateur, bdsm, crossdressing, cum, domination, jizz, lingerie

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

Crossdresser Hotel Hook Up For Bareback Dick
1 year ago
5:54

FapCat

Crossdresser Hotel Hook Up For Bareback Dick

Tags: barebacking, cosplay, creampie, crossdressing, dick, hotel, shemale

Gorgeous tgirl showing off perfect body💗💋💗
9 months ago
45:34

aShemaleTube

Gorgeous tgirl showing off perfect body💗💋💗

Tags: amateur, beauty, gorgeous, hd, homevideo, latina, masturbation

Humiliated with Your Cum on the Soles of My Feet
11 months ago
2:51

xHamster

Humiliated with Your Cum on the Soles of My Feet

Tags: abuse, crossdressing, cum, cumshot, dick, dildo, feet

Crossdresser ambling public
3 years ago
3:08

KeekAss

Crossdresser ambling public

Tags: amateur, crossdressing, fetish, lingerie, outdoor, public, shemale

Lgbtq, amateur blowjob
1 year ago
7:25

ShemaleTaxi

Lgbtq, amateur blowjob

Tags: amateur, blowjob, close up, shemale, sissy

Scorching Smallish Trans Doll Ravaged Switch Roles Cowgirl and in INSANE POSTURES
1 year ago
8:07

KeekAss

Scorching Smallish Trans Doll Ravaged Switch Roles Cowgirl and in INSANE POSTURES

Tags: amateur, anal, beauty, cowgirl, crossdressing, doll, hardcore

Sissy Maid in Bondage Spanked and Whipped
1 year ago
23:40

JizzBunker

Sissy Maid in Bondage Spanked and Whipped

Tags: bdsm, bondage, dildo, fetish, gagging, high heels, latex

Tranny riding big Dildo - AnitaGape
2 years ago
3:00

KeekAss

Tranny riding big Dildo - AnitaGape

Tags: amateur, anal, crossdressing, dildo, hd, masturbation, riding

Swimming, spraying and posing bare in the river...
1 year ago
4:08

KeekAss

Swimming, spraying and posing bare in the river...

Tags: amateur, beach, beauty, blonde, crossdressing, fetish, hd

Sissy Public Toilet Dildo
9 months ago
8:09

xHamster

Sissy Public Toilet Dildo

Tags: amateur, anal, anal toying, crossdressing, danish, dildo, feminization

TGIRLS HOOKUP: Goth Whore Next Door Nikki Jaee
7 months ago
1:21

HQBang

TGIRLS HOOKUP: Goth Whore Next Door Nikki Jaee

Tags: anal, barebacking, beauty, big cock, blowjob, couple, cum

Part 1 of Starlet Periphery: A First Look at Futa Female Domination and Anal Stretching for Sissy Sluts
2 years ago
21:14

ShemaleTaxi

Part 1 of Starlet Periphery: A First Look at Futa Female Domination and Anal Stretching for Sissy Sluts

Tags: 3d, anal, cosplay, femdom, futanari, huge cock, shemale

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

KeekAss

Ah!...Hmmm...Ahhhhhh

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

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

Tiny trouser snake t-girl getting off in slow maneuverability
1 year ago
4:17

KeekAss

Tiny trouser snake t-girl getting off in slow maneuverability

Tags: amateur, asian, blowjob, crossdressing, cumshot, dick, ebony

Jeanne - Mature Sissy French Maid Gets Fucked
1 year ago
28:05

ShemaleZ

Jeanne - Mature Sissy French Maid Gets Fucked

Tags: fetish, french, hd, maid, mature, sissy, stockings

Sissy In Panties
1 year ago
9:45

XXXDan

Sissy In Panties

Tags: lingerie, masturbation, panties, shemale, sissy

Chubby Sissy Using Her Vibrate.
5 months ago
6:06

xHamster

Chubby Sissy Using Her Vibrate.

Tags: amateur, bbw, beauty, big ass, black, canadian, chubby

Naughty young trans girl receives anal pleasure until she cums
2 years ago
5:53

ShemaleTaxi

Naughty young trans girl receives anal pleasure until she cums

Tags: anal, ass, cum, dildo, naughty, shemale, sissy

trans girl rides MASSIVE Goliath from Hankey's Toys
1 year ago
2:06

xHamster

trans girl rides MASSIVE Goliath from Hankey's Toys

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

TS Carmen Masters Turns Hung Muscle Schlong Into Her Personal Sissy hunk In Pink Underware & Heels
4 months ago
1:19

ShemaleSin

TS Carmen Masters Turns Hung Muscle Schlong Into Her Personal Sissy hunk In Pink Underware & Heels

Tags: anal, bbw, big cock, big tits, creampie, doggystyle, ebony

Sissy Edit BBScenes Sampler
1 year ago
7:37

XXXDan

Sissy Edit BBScenes Sampler

Tags: babe, big ass, big cock, big tits, black, blonde, blowjob

Greek Sissy Showing her ass
1 year ago
0:38

xHamster

Greek Sissy Showing her ass

Tags: amateur, ass, big ass, crossdressing, fetish, gaping hole, greek

I'm On The Floor Playing With My Bussy
1 year ago
5:15

xHamster

I'm On The Floor Playing With My Bussy

Tags: anal, bbw, bdsm, beauty, big ass, big black cock, big cock

Asian ladyboy in polka dot stockings gets fucked hard in the ass
8 months ago
6:29

xHamster

Asian ladyboy in polka dot stockings gets fucked hard in the ass

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

Kawaii crossdresser picked up on the TOYOKO! ! romp chinese costume play tranny
1 year ago
5:07

KeekAss

Kawaii crossdresser picked up on the TOYOKO! ! romp chinese costume play tranny

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

Luving a ciggy
1 year ago
4:16

KeekAss

Luving a ciggy

Tags: amateur, blonde, crossdressing, fetish, hd, homevideo, mature

Bimbo era
7 months ago
7:07

xHamster

Bimbo era

Tags: amateur, belgian, big ass, big black cock, big tits, bimbo, dildo

Sissy Joyce can't stop being a sissy
1 year ago
1:01

xHamster

Sissy Joyce can't stop being a sissy

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

Latex Catsuit Sissy Domme in Boots Will Make You Want Cock and Cum
9 months ago
2:07

xHamster

Latex Catsuit Sissy Domme in Boots Will Make You Want Cock and Cum

Tags: bdsm, boots, catsuit, crossdressing, cum, cumshot, dick

Mi bebe tiene un cuerpazo sexy y femenina
1 year ago
2:36

xHamster

Mi bebe tiene un cuerpazo sexy y femenina

Tags: amateur, anal, barebacking, cartoon, colombian, crossdressing, femdom

Permanent Slave Story
2 months ago
5:21

xHamster

Permanent Slave Story

Tags: amateur, asian, bdsm, bondage, compilation, crossdressing, cum

Crossdress, female dominance
1 year ago
10:20

ShemaleTaxi

Crossdress, female dominance

Tags: bdsm, crossdressing, cuckold, latina, shemale, sissy, strap-on

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

My hottest pal visited me in SP
2 years ago
6:45

KeekAss

My hottest pal visited me in SP

Tags: amateur, anal, asian, barebacking, beauty, best friend, big ass

Rubberdoll Masturbation
1 year ago
2:07

xHamster

Rubberdoll Masturbation

Tags: amateur, asian, beauty, big tits, clit, cum, fetish

CV Hot blode tgirl smoking while stroking JOI
2 years ago
2:05

xHamster

CV Hot blode tgirl smoking while stroking JOI

Tags: asian, beauty, big cock, blonde, colombian, cute, dirty talk

Sissy Cosplays as Jinx & Humps Her Fucktoys
1 year ago
6:41

KeekAss

Sissy Cosplays as Jinx & Humps Her Fucktoys

Tags: amateur, anal, cosplay, crossdressing, hd, homevideo, jinx

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

aShemaleTube

Sissy jerking off using a condom

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

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll
4 months ago
18:35

xHamster

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

Tags: amateur, american, blowjob, bondage, cage, crossdressing, doll

Walk in the countryside
6 months ago
5:08

xHamster

Walk in the countryside

Tags: big ass, crossdressing, european, feminization, hd, ladyboy, lingerie

Milf Masturbates and Watches Her Sissy
1 year ago
5:43

TrannyOne

Milf Masturbates and Watches Her Sissy

Tags: big tits, crossdressing, cum in mouth, cumshot, domination, fetish, lingerie

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

xHamster

SL Cuckold Slave Sissy Crossdresser With Small Cock

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

Threesome Fun with Sexy MILF Lisa, Horny TGirl Gigi and Bisexual DILF Mike - Part 2
1 year ago
17:07

xHamster

Threesome Fun with Sexy MILF Lisa, Horny TGirl Gigi and Bisexual DILF Mike - Part 2

Tags: 3some, amateur, anal, anal toying, barebacking, big cock, bisexual

Daddy trainer
3 years ago
2:37

aShemaleTube

Daddy trainer

Tags: daddies, shemale, sissy

Emilie dirty talk and jumping on dildo
1 year ago
1:31

xHamster

Emilie dirty talk and jumping on dildo

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

misr4 - Lace cami orgasm
5 months ago
5:07

xHamster

misr4 - Lace cami orgasm

Tags: blowjob, crossdressing, cum, cumshot, dick, hd, lace

Horny Femboy Crossdresser Ride the Dildo Japanese Crossdresser madzmoto sun
9 months ago
10:22

xHamster

Horny Femboy Crossdresser Ride the Dildo Japanese Crossdresser madzmoto sun

Tags: amateur, anal, asian, cosplay, crossdressing, dildo, fishnet

Sissy dolls
1 year ago
16:38

aShemaleTube

Sissy dolls

Tags: compilation, doll, hd, shemale, sissy, solo, toys

Twerk Sissy Chastity - PMV By HoloPMV
1 year ago
2:37

aShemaleTube

Twerk Sissy Chastity - PMV By HoloPMV

Tags: anal, ball busting, crossdressing, cumshot, hd, ladyboy, music

Trans-Lesbo Thunderstorm Blowage + Bonus
1 year ago
17:51

KeekAss

Trans-Lesbo Thunderstorm Blowage + Bonus

Tags: amateur, ass, beauty, big tits, blonde, blowjob, compilation

Busty Tgirl Samantha Sissy cums hard while masturbating anally on a chair
2 years ago
6:11

ShemaleTaxi

Busty Tgirl Samantha Sissy cums hard while masturbating anally on a chair

Tags: anal, big ass, big tits, blonde, cum, cumshot, masturbation

Sissy sarah extreme pumping, little clit and balls pumped
4 months ago
30:19

XXXDan

Sissy sarah extreme pumping, little clit and balls pumped

Tags: amateur, balls, bdsm, big cock, clit, crossdressing, european

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI!
1 year ago
1:12

xHamster

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI!

Tags: abuse, big tits, blonde, dick, domination, german, goddess

Playing with My Uncut Cock While Wearing Latex
11 months ago
23:44

xHamster

Playing with My Uncut Cock While Wearing Latex

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

Cassie Moans, the alternative transgender cutie, moans as she gets sucked off and taken anally.
2 years ago
12:03

ShemaleTaxi

Cassie Moans, the alternative transgender cutie, moans as she gets sucked off and taken anally.

Tags: anal, crossdressing, cute, moaning, shemale, sissy, sucking

Sissy Fuck 2 Hole
5 months ago
1:56

xHamster

Sissy Fuck 2 Hole

Tags: anal, bathroom, bdsm, blowjob, cosplay, crossdressing, dick

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

A messy piss and wank before I shower
1 year ago
5:02

xHamster

A messy piss and wank before I shower

Tags: american, bathroom, cum, dick, hairy, handjob, hd

Ebony sissy twerk vol 1
9 months ago
7:14

xHamster

Ebony sissy twerk vol 1

Tags: anal, big ass, black, booty, cuckold, ebony, fishnet

tinny shaft tranni cougar rinding and pummeling phat fuck sticks
1 year ago
3:03

KeekAss

tinny shaft tranni cougar rinding and pummeling phat fuck sticks

Tags: amateur, anal, ass, big ass, cougar, crossdressing, cumshot

Hubby Banged Doggy Style by Ex-Wife with Strap on
11 months ago
11:50

aShemaleTube

Hubby Banged Doggy Style by Ex-Wife with Strap on

Tags: amateur, anal, crossdressing, doggystyle, domination, fetish, hd

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

TS Spread Eagle
1 year ago
0:27

xHamster

TS Spread Eagle

Tags: american, bdsm, beauty, bondage, bound, cum, domination

Nadia sissygasm
2 years ago
1:05

aShemaleTube

Nadia sissygasm

Tags: hd, lingerie, shemale, sissy, stockings

Sissy hard cock masturbates
1 year ago
5:09

XXXDan

Sissy hard cock masturbates

Tags: amateur, big cock, black, crossdressing, dick, fetish, high heels

Handsome Trans Cockslut Carla Novaes Wedged Deep By Aged Italian Spunk-Pump - TRANS BELLA
1 year ago
17:35

KeekAss

Handsome Trans Cockslut Carla Novaes Wedged Deep By Aged Italian Spunk-Pump - TRANS BELLA

Tags: anal, babe, beauty, big ass, big cock, bitch, blowjob

Sissy Tiffany Ciskiss Gets Absolutely Ass Fucked By Big Daddy Xxxl Dildo
1 year ago
11:12

XXXDan

Sissy Tiffany Ciskiss Gets Absolutely Ass Fucked By Big Daddy Xxxl Dildo

Tags: amateur, anal, assfucking, big ass, crossdressing, daddies, dildo

Solo sissy jerking off cock
1 year ago
9:52

XXXDan

Solo sissy jerking off cock

Tags: 3some, amateur, asian, big cock, compilation, dick, fisting

No rights day in da house. Painal for a harrased snowbunny the sissy slut Alina
5 months ago
1:35

xHamster

No rights day in da house. Painal for a harrased snowbunny the sissy slut Alina

Tags: amateur, anal, bathroom, bdsm, beauty, blowjob, feminization

Bitch jerks off a dick
1 year ago
1:28

xHamster

Bitch jerks off a dick

Tags: amateur, asian, big cock, bitch, crossdressing, dick, dress

Latino papi drilling sissy breezy raunchy and moist noisy groaner
1 year ago
4:28

KeekAss

Latino papi drilling sissy breezy raunchy and moist noisy groaner

Tags: amateur, anal, crossdressing, daddies, doggystyle, drilling, ebony

Mini-skirt Onsen Maid Pai-chan
1 year ago
1:08

xHamster

Mini-skirt Onsen Maid Pai-chan

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

Trans, guy and girl threesome blowjob
1 year ago
1:37

xHamster

Trans, guy and girl threesome blowjob

Tags: 3some, amateur, american, beauty, blowjob, cosplay, couple

Pee on Myself and Jerking off
2 months ago
1:19

xHamster

Pee on Myself and Jerking off

Tags: amateur, belgian, cumshot, hd, jerking, masturbation, outdoor

Gorgeous and Sexy With Corset and Heels
1 year ago
6:19

xHamster

Gorgeous and Sexy With Corset and Heels

Tags: amateur, ass, big ass, big cock, brazilian, corset, crossdressing

Sissy crossdresser, desi indian shemale
1 year ago
5:15

ShemaleTaxi

Sissy crossdresser, desi indian shemale

Tags: anal toying, crossdressing, desi, indian, shemale, sissy

Sissy Maid Sucks Cock for Mistresses
2 years ago
7:19

TrannyOne

Sissy Maid Sucks Cock for Mistresses

Tags: big tits, blowjob, crossdressing, cum in mouth, dick, domination, femdom

The Little Sissy at Boss 2nd. 2
1 year ago
5:44

XXXDan

The Little Sissy at Boss 2nd. 2

Tags: amateur, asian, big ass, black, boss, french, latex

Married old man breeds student femboy with no condom and fills him up with cum!
2 years ago
9:15

ShemaleTaxi

Married old man breeds student femboy with no condom and fills him up with cum!

Tags: anal, barebacking, condom, cosplay, creampie, crossdressing, cum

Vibrator fun compilation
9 months ago
5:12

xHamster

Vibrator fun compilation

Tags: compilation, cum, cumshot, european, funny, hd, masturbation

Cute Latina sissy found out damn well her date is a grower
1 year ago
14:29

XCafe

Cute Latina sissy found out damn well her date is a grower

Tags: amateur, anal, blowjob, cumshot, cute, handjob, latina

hmmmm
1 year ago
1:17

aShemaleTube

hmmmm

Tags: big cock, blonde, blowjob, cum in mouth, cumshot, hd, shemale

Prick
1 year ago
19:27

KeekAss

Prick

Tags: big ass, big tits, blowjob, brunette, compilation, crossdressing, hd

Black tranny fucks a white cd
2 years ago
15:45

aShemaleTube

Black tranny fucks a white cd

Tags: black, interracial, shemale, sissy, tranny, white

Carmen Rose Dress Up Sissy Bareback Sex
2 years ago
5:58

aShemaleTube

Carmen Rose Dress Up Sissy Bareback Sex

Tags: amateur, barebacking, blowjob, carmen rose, crossdressing, dress, pornstar

Balcony Cumshot Compilation - always in nylon stockings
1 year ago
8:32

xHamster

Balcony Cumshot Compilation - always in nylon stockings

Tags: amateur, anal, balcony, bdsm, compilation, crossdressing, cum

sissy love cream
1 year ago
11:00

KeekAss

sissy love cream

Tags: 3some, amateur, anal, asian, blowjob, brunette, compilation

Chinese Sissy Slut Creampied
1 year ago
5:30

ShemaleZ

Chinese Sissy Slut Creampied

Tags: 3some, amateur, asian, ass to mouth, barebacking, big cock, chinese

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS
1 year ago
5:47

KeekAss

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS

Tags: anal, assfucking, big black cock, black, blowjob, brunette, dick

Hands free sissy squirt
1 year ago
11:59

JizzBunker

Hands free sissy squirt

Tags: amateur, big cock, dildo, masturbation, pissing, shemale, sissy

Sissy Alicia having pleasure with a dildo
5 months ago
11:07

XXXDan

Sissy Alicia having pleasure with a dildo

Tags: amateur, anal, dildo, french, latex, shemale, sissy

Asian shemale wearing stockings gets fucked by a man at home for the first time
8 months ago
3:16

xHamster

Asian shemale wearing stockings gets fucked by a man at home for the first time

Tags: amateur, anal, asian, beauty, chinese, crossdressing, cum

Playing Trick, Drinking and Drinking
5 months ago
1:26

xHamster

Playing Trick, Drinking and Drinking

Tags: beauty, big cock, colombian, cum, cumshot, hd, lactating

Mona Khan showing her white smooth sissy ass and dancing to Pashto song tunes
1 year ago
1:03

xHamster

Mona Khan showing her white smooth sissy ass and dancing to Pashto song tunes

Tags: amateur, asian, ass, big ass, dancing, hd, homevideo

Enticing Asian girl gives a blowjob and wanks her own small cock to ejaculation outdoors
1 year ago
12:14

aShemaleTube

Enticing Asian girl gives a blowjob and wanks her own small cock to ejaculation outdoors

Tags: anal, asian, blowjob, hd, ladyboy, masturbation, outdoor

Rubberdoll Masturbation Part 2
1 year ago
0:57

xHamster

Rubberdoll Masturbation Part 2

Tags: amateur, asian, beauty, big tits, fetish, hd, ladyboy

I'm back here with the new thing I got
3 months ago
6:13

xHamster

I'm back here with the new thing I got

Tags: amateur, anal, barebacking, blowjob, colombian, crossdressing, domination

Carol Dias trains her white sissy to take BBC
1 year ago
14:01

XXXDan

Carol Dias trains her white sissy to take BBC

Tags: babe, bdsm, big black cock, big cock, black, bondage, cumshot

Magnificent Trans Camelia taunting giant backside diminutive baps
1 year ago
6:14

KeekAss

Magnificent Trans Camelia taunting giant backside diminutive baps

Tags: amateur, anal, ass, big ass, blonde, camelia, feet

Naughty femboy enjoys extreme anal insertion with XXL ribbed dildo!
1 year ago
14:30

ShemaleTaxi

Naughty femboy enjoys extreme anal insertion with XXL ribbed dildo!

Tags: amateur, american, anal, anal toying, dildo, european, extreme

Sissy Kayla vs BWC pt1
2 years ago
6:53

TrannyOne

Sissy Kayla vs BWC pt1

Tags: anal, anus, ass, hd, shemale, sissy

My Tiny Dick Got Hard - the Tranny MILF
6 months ago
3:25

xHamster

My Tiny Dick Got Hard - the Tranny MILF

Tags: amateur, anal, big ass, dick, dildo, fucking machine, hd

SexGodPicasso Fucks Miami Tranny Julieta Diaz Again
1 year ago
8:28

TrannyOne

SexGodPicasso Fucks Miami Tranny Julieta Diaz Again

Tags: amateur, american, anal, barebacking, beauty, big black cock, big cock

Sissy Slut Sloppy Deepthroat and Anal Fuck Training in Hotel
1 year ago
2:27

xHamster

Sissy Slut Sloppy Deepthroat and Anal Fuck Training in Hotel

Tags: amateur, american, anal, big black cock, blonde, blowjob, crossdressing

Feminized before going to office
1 year ago
10:52

xHamster

Feminized before going to office

Tags: amateur, brazilian, crossdressing, feminization, hd, ladyboy, lingerie

I wanna rock
1 year ago
3:19

KeekAss

I wanna rock

Tags: amateur, blonde, compilation, crossdressing, cum, cumshot, fetish

Be like my slave in pleasing his mistress
1 year ago
1:02

aShemaleTube

Be like my slave in pleasing his mistress

Tags: hd, mistress, shemale, sissy, slave, transsexual, turkish

I found a hung guy who wants to fuck your sissy ass
1 year ago
17:08

JizzBunker

I found a hung guy who wants to fuck your sissy ass

Tags: ass, bdsm, big ass, hardcore, shemale, sissy

Use small holes like a pussy
1 year ago
5:01

aShemaleTube

Use small holes like a pussy

Tags: asian, chinese, crossdressing, cumshot, fetish, hd, ladyboy

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

Guy hiking gets blowjob from random Trans girl
1 year ago
9:01

xHamster

Guy hiking gets blowjob from random Trans girl

Tags: amateur, big cock, blowjob, hd, homevideo, ladyboy, outdoor

Tranny Girl PUBLIC with a dominant guy! After facial cumshot she continues walking through the city!
1 year ago
0:43

xHamster

Tranny Girl PUBLIC with a dominant guy! After facial cumshot she continues walking through the city!

Tags: blonde, blowjob, cumshot, facial, german, hd, nylon

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

Big ass shemale cheating at private room cute ladyboy
1 year ago
6:18

xHamster

Big ass shemale cheating at private room cute ladyboy

Tags: amateur, american, beauty, big ass, big cock, big tits, cheating

Green lingerie elf oily cock cumming
1 year ago
2:09

xHamster

Green lingerie elf oily cock cumming

Tags: amateur, anal, colombian, cosplay, crossdressing, cum, cute

Trans and Wifey Nylon Sluttery!
8 months ago
8:51

KeekAss

Trans and Wifey Nylon Sluttery!

Tags: crossdressing, licking, mature, milf, nylon, outdoor, pantyhose

Cutie Cums Hard Riding Her Dildo
4 months ago
6:01

aShemaleTube

Cutie Cums Hard Riding Her Dildo

Tags: blonde, cum, cumshot, cute, dildo, hd, masturbation

Rubberdoll posing in park at night
1 year ago
2:51

ShemaleSin

Rubberdoll posing in park at night

Tags: amateur, blonde, corset, doll, fetish, high heels, latex

horny skinny shemale small boobs fuck her pink dildo hard on mirror cum intense
2 years ago
2:46

xHamster

horny skinny shemale small boobs fuck her pink dildo hard on mirror cum intense

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

Foot queen sweetest_bella💋
8 months ago
1:56:04

aShemaleTube

Foot queen sweetest_bella💋

Tags: amateur, big cock, feet, fetish, hd, latina, masturbation

How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring
3 years ago
5:00

ShemaleSin

How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring

Tags: amateur, babe, blonde, bondage, cage, fetish, sissy

wanting attention...
1 year ago
4:15

aShemaleTube

wanting attention...

Tags: hd, high heels, homevideo, shemale, sissy, small cock, small tits

POINT OF VIEW You Internal Ejaculation My Bootie Then I Drizzle in Your Face
1 year ago
2:34

KeekAss

POINT OF VIEW You Internal Ejaculation My Bootie Then I Drizzle in Your Face

Tags: anal, assfucking, blonde, creampie, crossdressing, cumshot, cute