Fuck Me Daddy, Fuck and Suck Me Hard!
1 year ago
2:05

aShemaleTube

Fuck Me Daddy, Fuck and Suck Me Hard!

Tags: anal, asian, barebacking, daddies, hd, homevideo, ladyboy

Beautiful Shemale Shows Ladycock Upclose
2 years ago
10:15

KeekAss

Beautiful Shemale Shows Ladycock Upclose

Tags: amateur, beauty, big ass, big black cock, blonde, close up, crossdressing

Will-Less sissy clitty dildoing her donk on the open door while vans pass by
2 years ago
3:05

KeekAss

Will-Less sissy clitty dildoing her donk on the open door while vans pass by

Tags: amateur, anal, anal toying, crossdressing, dildo, exhibitionist, feet

Filthy chatting and fapping featuring Alexandra Braces
2 years ago
2:29

KeekAss

Filthy chatting and fapping featuring Alexandra Braces

Tags: beauty, big cock, big tits, braces, crossdressing, dirty talk, jerking

kelly wild meet my ass
1 year ago
29:41

TrannyOne

kelly wild meet my ass

Tags: anal, ass, big cock, ebony, interracial, shemale, sissy

Hot trans Emma Little dominates with her big cock in a thrilling gangbang
7 months ago
11:14

VideoSection

Hot trans Emma Little dominates with her big cock in a thrilling gangbang

Tags: amateur, anal, babe, barebacking, bdsm, beauty, big black cock

Transgender fucking, rides
1 year ago
17:04

ShemaleTaxi

Transgender fucking, rides

Tags: anal toying, crossdressing, riding, shemale, sissy

Trans woman POPS two times in her fresh underpants!
2 years ago
2:29

KeekAss

Trans woman POPS two times in her fresh underpants!

Tags: amateur, brunette, compilation, cum, cum swallowing, cumshot, extreme

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

sissy hypno 335
11 months ago
15:47

aShemaleTube

sissy hypno 335

Tags: shemale, sissy

COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS
2 years ago
6:59

KeekAss

COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS

Tags: 18 year old, amateur, anal, babe, british, couple, creampie

thin she-male with blue lip liner deepthroat your rod sight into your eyes jizm close-up
2 years ago
2:43

KeekAss

thin she-male with blue lip liner deepthroat your rod sight into your eyes jizm close-up

Tags: amateur, big cock, blowjob, close up, crossdressing, cumshot, deep throat

Un chico me puso en esta posicion patas arriba para rico ass fucking
2 years ago
8:51

KeekAss

Un chico me puso en esta posicion patas arriba para rico ass fucking

Tags: amateur, anal, asian, assfucking, barebacking, blowjob, brunette

Katie Fox In Best Porn Video Tranny Sissy New Watch Show
3 months ago
26:24

ABTranny

Katie Fox In Best Porn Video Tranny Sissy New Watch Show

Tags: amateur, anal, assfucking, babe, big tits, blonde, british

Sissy dolls
1 year ago
16:38

aShemaleTube

Sissy dolls

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

I bind him up and pummel his gullet
2 years ago
2:09

KeekAss

I bind him up and pummel his gullet

Tags: 69, amateur, ass, barebacking, big cock, blowjob, couple

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

Give ME That SCROTUM Baby
2 years ago
4:34

KeekAss

Give ME That SCROTUM Baby

Tags: amateur, babe, barebacking, bbw, beauty, big black cock, big cock

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS
2 years ago
5:47

KeekAss

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS

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

Najat Al-Massari Fuck Bedouin Sissy
4 years ago
14:31

TrannyOne

Najat Al-Massari Fuck Bedouin Sissy

Tags: arab, crossdressing, domination, egyptian, hd, iranian, shemale

I piss in my business outfit on my nylonlegs
2 months ago
8:34

aShemaleTube

I piss in my business outfit on my nylonlegs

Tags: big cock, business woman, crossdressing, cumshot, domination, fetish, hd

Cum Explode Compilation III
2 years ago
1:02

aShemaleTube

Cum Explode Compilation III

Tags: amateur, big cock, compilation, crossdressing, cum, cumshot, hd

Man Jerks Off with Trans Woman in Chastity
2 years ago
14:08

ShemaleSin

Man Jerks Off with Trans Woman in Chastity

Tags: amateur, anal, assfucking, babe, bdsm, bondage, crossdressing

Sissy, lingerie
2 years ago
6:45

ShemaleTaxi

Sissy, lingerie

Tags: anal, crossdressing, lingerie, shemale, sissy

Bocchi the Rock Cosplayer gets poked, Asian Crossdresser Femboy Anime Costume Play part.8
2 years ago
4:29

KeekAss

Bocchi the Rock Cosplayer gets poked, Asian Crossdresser Femboy Anime Costume Play part.8

Tags: amateur, anal, anime, asian, beauty, big cock, chinese

Valentine’s day penetrating and gargling with Daniela Chanel.
2 years ago
11:02

KeekAss

Valentine’s day penetrating and gargling with Daniela Chanel.

Tags: amateur, anal, ass, bathroom, big ass, blonde, blowjob

Transgender BIG BLACK COCK Sucky-Sucky + Cum Shot
2 years ago
2:15

KeekAss

Transgender BIG BLACK COCK Sucky-Sucky + Cum Shot

Tags: amateur, arab, big ass, big black cock, blonde, blowjob, crossdressing

Scorching Smallish Trans Doll Ravaged Switch Roles Cowgirl and in INSANE POSTURES
2 years 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 big cum
1 year ago
6:24

aShemaleTube

sissy big cum

Tags: barebacking, black, cum, cumshot, dress, hd, high heels

*shake shake* tranny demonstrating her toes off
2 years ago
0:07

KeekAss

*shake shake* tranny demonstrating her toes off

Tags: amateur, crossdressing, feet, fetish, futanari, hd, homevideo

Nerdy CD Inserts Into Her Friend
1 year ago
1:10

aShemaleTube

Nerdy CD Inserts Into Her Friend

Tags: amateur, anal, asian, chinese, crossdressing, friend, nerdy

Shemale loses a bet - gets used by her trans gf
2 years ago
8:45

KeekAss

Shemale loses a bet - gets used by her trans gf

Tags: amateur, anal, assfucking, blowjob, feet, girlfriend, hd

Butt, bubble butt
2 years ago
5:52

ShemaleTaxi

Butt, bubble butt

Tags: anal, ass, dildo, pov, shemale, sissy, softcore

Coach screws the sissy
4 years ago
10:21

ShemaleSin

Coach screws the sissy

Tags: amateur, anal, coach, cosplay, ladyboy, shemale, sissy

Changes my Wet Diaper BUT STILL Won’t Take me Out of My Chastity
3 years ago
2:32

FapCat

Changes my Wet Diaper BUT STILL Won’t Take me Out of My Chastity

Tags: amateur, cage, diaper, fetish, hd, pissing, shemale

sissy christy sucking a grindr hookup
2 years ago
10:50

PornoXO

sissy christy sucking a grindr hookup

Tags: amateur, blonde, blowjob, crossdressing, mature, shemale, sissy

Feminized t-girl gets cooter porked
2 years ago
5:30

KeekAss

Feminized t-girl gets cooter porked

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

Spandexfemboy's intense anal session with a massive fake penis in pantyhose
2 months ago
28:20

ShemaleTaxi

Spandexfemboy's intense anal session with a massive fake penis in pantyhose

Tags: amateur, anal, anal toying, ass, babe, beauty, big ass

femboy getting fapped by gf with lovense in the booty
2 years ago
12:13

KeekAss

femboy getting fapped by gf with lovense in the booty

Tags: amateur, asian, blowjob, booty, brunette, chinese, crossdressing

Crossdressing Sissy Tart Drains Lil' Shaft And Ballsack On Mirror
2 years ago
1:50

KeekAss

Crossdressing Sissy Tart Drains Lil' Shaft And Ballsack On Mirror

Tags: amateur, big ass, blonde, crossdressing, cumshot, dick, fetish

My big ass sissy blows a huge cucumber in the woods 2 on 2
1 year ago
3:13

JizzBunker

My big ass sissy blows a huge cucumber in the woods 2 on 2

Tags: anal, big ass, cucumber, dildo, european, fisting, french

Sissy sub plays with dildo
1 year ago
5:05

JizzBunker

Sissy sub plays with dildo

Tags: anal, bdsm, blowjob, dildo, german, latex, masturbation

Femboy enjoys anal play in Chinese dress and solo dildo session
1 year ago
11:25

HDSex

Femboy enjoys anal play in Chinese dress and solo dildo session

Tags: anal, anal toying, chinese, dildo, dress, huge dildo, shemale

Sucking Old Man's Cock Thru Glory Hole
1 year ago
10:03

aShemaleTube

Sucking Old Man's Cock Thru Glory Hole

Tags: amateur, anal, ass to mouth, barebacking, blonde, blowjob, crossdressing

Latina Crossdresser Loves Big POV Cock and she dresses as a sissy to get it
3 years ago
3:57

FapCat

Latina Crossdresser Loves Big POV Cock and she dresses as a sissy to get it

Tags: crossdressing, dick, dress, latina, pov, shemale, sissy

SADISM & MASOCHISM Trap PMV
2 years ago
2:47

KeekAss

SADISM & MASOCHISM Trap PMV

Tags: anal, anal toying, bdsm, blonde, blowjob, brunette, compilation

Who is your Mommy Daddy sissy
2 years ago
1:19

aShemaleTube

Who is your Mommy Daddy sissy

Tags: amateur, anal, barebacking, big ass, big cock, big tits, blonde

Gorgeous tgirl showing off perfect body💗💋💗
1 year ago
45:34

aShemaleTube

Gorgeous tgirl showing off perfect body💗💋💗

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

Seductive MILF enjoys double spunking as she pleasures herself with a cucumber in her ass
2 years ago
10:44

ShemaleTaxi

Seductive MILF enjoys double spunking as she pleasures herself with a cucumber in her ass

Tags: anal, anal toying, ass, beauty, big cock, cucumber, cumshot

Pretty femboy tease & cum show💗
1 year ago
40:29

aShemaleTube

Pretty femboy tease & cum show💗

Tags: anal, celebrity, cum, cumshot, hd, latina, masturbation

Energy tranny pmv 2  sissy music
2 years ago
2:38

aShemaleTube

Energy tranny pmv 2 sissy music

Tags: anal, barebacking, big ass, big cock, big tits, blonde, blowjob

Hot tgirl, sissy feminization, getting off
11 months ago
8:09

HDSex

Hot tgirl, sissy feminization, getting off

Tags: bdsm, beauty, big cock, crossdressing, cum, domination, feminization

Let me take care of your cock 🍆 💦💦
4 months ago
2:19

aShemaleTube

Let me take care of your cock 🍆 💦💦

Tags: amateur, blonde, blowjob, catsuit, crossdressing, dick, handjob

More Random Hotness From The Interweb
10 months ago
6:12

aShemaleTube

More Random Hotness From The Interweb

Tags: amateur, compilation, crossdressing, hd, masturbation, shemale, sissy

She-Creature Pulverized By Immense Finger Fucktoy (Mr. Hankeys Playthings)
2 years ago
4:25

KeekAss

She-Creature Pulverized By Immense Finger Fucktoy (Mr. Hankeys Playthings)

Tags: amateur, anal, assfucking, brunette, creampie, crossdressing, dildo

Natalie Mars sissy diaper
4 years ago
27:26

TrannyOne

Natalie Mars sissy diaper

Tags: american, anal, anus, ass, diaper, ladyboy, lingerie

Embrace your faggot shame sissy dirty talk from hot CD
4 years ago
3:36

TrannyOne

Embrace your faggot shame sissy dirty talk from hot CD

Tags: amateur, crossdressing, dirty, dirty talk, hardcore, shemale, sissy

tgirl
4 years ago
32:54

ShemaleSin

tgirl

Tags: escort, sissy, tgirl

Crossdresser in ute undies upskirt
2 years ago
5:21

KeekAss

Crossdresser in ute undies upskirt

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

Smoking, Taunting, Playing, and Underpants with Bree.
2 years ago
16:55

KeekAss

Smoking, Taunting, Playing, and Underpants with Bree.

Tags: amateur, anal, anal toying, ass, beauty, buttplug, clit

Skycunt Sissy Anal Splitscreen 2
1 year ago
14:40

aShemaleTube

Skycunt Sissy Anal Splitscreen 2

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

Priya sissy in sexy saree with showing her sexy beauty
3 years ago
4:54

TrannyOne

Priya sissy in sexy saree with showing her sexy beauty

Tags: amateur, babe, beauty, crossdressing, desi, hd, indian

at the bus stop
2 years ago
4:17

aShemaleTube

at the bus stop

Tags: amateur, bus, crossdressing, hd, outdoor, shemale, sissy

Hands free anal play with big toy
3 years ago
6:05

TrannyOne

Hands free anal play with big toy

Tags: amateur, anal, anus, ass, crossdressing, cum, cumshot

Tranny Ravaged by 8inch Hookup Machine
2 years ago
3:08

KeekAss

Tranny Ravaged by 8inch Hookup Machine

Tags: amateur, anal, big black cock, dildo, hd, homevideo, huge dildo

Sissy She-Male Tavaius
2 years ago
31:50

KeekAss

Sissy She-Male Tavaius

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

Larissa1sexoll Woods Joy. Trans self knuckle. Big dilo. Bottle injection. Booty gape. Dual booty piercing
2 years ago
9:54

KeekAss

Larissa1sexoll Woods Joy. Trans self knuckle. Big dilo. Bottle injection. Booty gape. Dual booty piercing

Tags: amateur, anal, anal toying, ass, beauty, booty, bottle

Sissy monstercock jerking dick Online
10 months ago
21:49

JizzBunker

Sissy monstercock jerking dick Online

Tags: dick, jerking, masturbation, monster cock, shemale, sissy

Femboy gets fucked by his muscular DILF
1 year ago
11:52

aShemaleTube

Femboy gets fucked by his muscular DILF

Tags: amateur, anal, ass to mouth, barebacking, big cock, blonde, blowjob

Superb seating arrangements
2 years ago
3:29

KeekAss

Superb seating arrangements

Tags: amateur, anal, crossdressing, dildo, gaping hole, hardcore, 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

Cumming in my mouth again with my big sissy cock
11 months ago
3:49

aShemaleTube

Cumming in my mouth again with my big sissy cock

Tags: big cock, cum, dick, shemale, sissy

Cum_Lover_1990 (1)
2 years ago
6:06

aShemaleTube

Cum_Lover_1990 (1)

Tags: close up, crossdressing, cum, cumshot, hd, homevideo, lingerie

Your tgirl gf demonstrates you how to have fun with a shaft pump
2 years ago
0:55

KeekAss

Your tgirl gf demonstrates you how to have fun with a shaft pump

Tags: amateur, big ass, big cock, brunette, canadian, crossdressing, cute

Big ass, hot ass, femboy, bubble butt, crossdresser, kitty model, sissy, man-woman, blonde, smooth, hairless, soft body
1 year ago
6:44

JizzBunker

Big ass, hot ass, femboy, bubble butt, crossdresser, kitty model, sissy, man-woman, blonde, smooth, hairless, soft body

Tags: amateur, ass, bbw, beauty, big ass, big tits, blonde

Sissy transsexual wearing a thong loves to be seen as a whore
1 year ago
6:30

JizzBunker

Sissy transsexual wearing a thong loves to be seen as a whore

Tags: amateur, bdsm, crossdressing, femdom, lingerie, mexican, piercing

Transgender Nubile Butt Ravaged and Packed With Jizz
2 years ago
5:48

KeekAss

Transgender Nubile Butt Ravaged and Packed With Jizz

Tags: amateur, anal, ass, assfucking, bed sex, creampie, crossdressing

Im in mood for smokin' and wanking (full vid on my OF)
1 year ago
0:25

ShemaleSin

Im in mood for smokin' and wanking (full vid on my OF)

Tags: masturbation, nude, sissy, smoking, wanking

Katie Fox dominates and transforms a submissive trans person into a sissy
2 years ago
8:57

ShemaleTaxi

Katie Fox dominates and transforms a submissive trans person into a sissy

Tags: anal, barebacking, bbw, british, european, shemale, sissy

Railing And Jerking
2 years ago
2:33

KeekAss

Railing And Jerking

Tags: amateur, beauty, big black cock, big cock, black, compilation, couple

Hj and jism in stretch pants and shoes
2 years ago
4:27

KeekAss

Hj and jism in stretch pants and shoes

Tags: amateur, boots, crossdressing, cum, cumshot, fetish, handjob

BIG BLACK cock-sucking sissy amateur tutorial
2 years ago
26:20

aShemaleTube

BIG BLACK cock-sucking sissy amateur tutorial

Tags: amateur, big cock, black, creampie, dick, domination, hd

Sammy BIG ASS
1 year ago
6:07

KeekAss

Sammy BIG ASS

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

Sissyuki anna being fucked
2 years ago
0:49

aShemaleTube

Sissyuki anna being fucked

Tags: asian, chinese, crossdressing, hd, shemale, sissy

Hard Fuck my ASS!!! 💦💦💦
1 year ago
1:00

aShemaleTube

Hard Fuck my ASS!!! 💦💦💦

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

Thick tattooed shemale fucking her sissy bf's ass hard
1 year ago
8:41

aShemaleTube

Thick tattooed shemale fucking her sissy bf's ass hard

Tags: ass, shemale, sissy, tattoo, thick

Sissy Furry Fetish Servitude Harness
4 years ago
0:41

ShemaleSin

Sissy Furry Fetish Servitude Harness

Tags: crossdressing, feminization, fetish, fur, gagging, sissy

Striptease dance with my flaccid sissy clit
1 year ago
2:29

XXXDan

Striptease dance with my flaccid sissy clit

Tags: amateur, big ass, big cock, clit, crossdressing, dick, lingerie

Crossdresser Nappy Ball-Gagged!
2 years ago
15:35

KeekAss

Crossdresser Nappy Ball-Gagged!

Tags: abuse, amateur, bdsm, blonde, bondage, crossdressing, diaper

[Sissiy] Just ejaculate.
2 years ago
8:01

ShemaleSin

[Sissiy] Just ejaculate.

Tags: amateur, cumshot, masturbation, piercing, shemale, sissy, transsexual

Smoking sissy
1 year ago
1:41

aShemaleTube

Smoking sissy

Tags: crossdressing, mistress, shemale, sissy, smoking, solo

Anal rough, rough anal
2 years ago
17:03

ShemaleTaxi

Anal rough, rough anal

Tags: anal, brutal, rough, shemale, sissy

My Lil' Orbs little cock and Splendid Soles (Sissy)
2 years ago
6:02

KeekAss

My Lil' Orbs little cock and Splendid Soles (Sissy)

Tags: amateur, crossdressing, dick, feet, hd, homevideo, lingerie

Trans screws herself in gash
2 years ago
3:00

KeekAss

Trans screws herself in gash

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

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

Sexy Mistress fucks sissy Joyce
2 years ago
0:30

aShemaleTube

Sexy Mistress fucks sissy Joyce

Tags: crossdressing, hd, mistress, model, shemale, sissy, slut

Sissy Dreamz
2 years ago
9:17

KeekAss

Sissy Dreamz

Tags: amateur, anal, anal toying, big ass, crossdressing, ebony, fantasy

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

I will drill you up dork
2 years ago
2:15

KeekAss

I will drill you up dork

Tags: bdsm, blowjob, bondage, boots, catsuit, compilation, crossdressing

Celinas Cumshot Compilation 2018
1 year ago
6:19

aShemaleTube

Celinas Cumshot Compilation 2018

Tags: amateur, compilation, cumshot, hd, orgasm, shemale, sissy

Sissy Aleksa jercing her smallish sausage in china sundress and jizz
2 years ago
5:56

KeekAss

Sissy Aleksa jercing her smallish sausage in china sundress and jizz

Tags: amateur, chinese, crossdressing, cum, cumshot, dick, dress

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

Setting new depth records with a pounding machine and a massive 17-inch dildo
2 years ago
12:20

ShemaleTaxi

Setting new depth records with a pounding machine and a massive 17-inch dildo

Tags: amateur, anal toying, blonde, dildo, gaping hole, lingerie, orgasm

chinese crossdresser getting off
2 years ago
2:06

KeekAss

chinese crossdresser getting off

Tags: amateur, asian, blonde, chinese, crossdressing, fetish, hd

Femboy in Dirndl Cuming for u
4 years ago
4:35

ShemaleSin

Femboy in Dirndl Cuming for u

Tags: amateur, clothed sex, cum, masturbation, sissy

Sissy Aniya - Tgirl housewife in the kitchen
2 years ago
7:36

KeekAss

Sissy Aniya - Tgirl housewife in the kitchen

Tags: amateur, anal, crossdressing, handjob, hd, homevideo, housewife

【Hatsune Miku】✨Vampire Miku Cosplayer get Plowed, Chinese anime porn anime crossdresser costume play 8
2 years ago
5:19

KeekAss

【Hatsune Miku】✨Vampire Miku Cosplayer get Plowed, Chinese anime porn anime crossdresser costume play 8

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

Sissy crossdresser Angie and wife enjoy mutual oral sex and pleasurable boink machine session!
2 years ago
10:52

HDSex

Sissy crossdresser Angie and wife enjoy mutual oral sex and pleasurable boink machine session!

Tags: blowjob, crossdressing, cum, jizz, oral, shemale, sissy

Sophie Krens bound up and deepthroat fake penis
2 years ago
2:02

KeekAss

Sophie Krens bound up and deepthroat fake penis

Tags: amateur, bdsm, beauty, big cock, blowjob, bondage, bound

Natural beauty NikyJess tease💗
1 year ago
27:19

aShemaleTube

Natural beauty NikyJess tease💗

Tags: beauty, blonde, hd, masturbation, music, russian, shemale

Your knob needs to go inwards my caboose - for purely medical reasons of course! Emily Adaire & PF Bhangs
2 years ago
5:44

KeekAss

Your knob needs to go inwards my caboose - for purely medical reasons of course! Emily Adaire & PF Bhangs

Tags: amateur, anal, ass, barebacking, big black cock, blowjob, cowgirl

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

getTranny

Micky Mackenzie – Feminized And Turned Into A Sissy

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

Chinese TS Amaya Lumina jerks off in the park
2 years ago
12:05

AnySex

Chinese TS Amaya Lumina jerks off in the park

Tags: amateur, asian, chinese, cum, cumshot, jerking, masturbation

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom
1 year ago
10:19

XXXDan

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

Tags: amateur, anal, british, cage, crossdressing, cumshot, dildo

Phat Rump Warm Sissy With Ginormous Spunk-Pump And Jizm Shot
2 years ago
2:54

KeekAss

Phat Rump Warm Sissy With Ginormous Spunk-Pump And Jizm Shot

Tags: amateur, anal, beauty, big ass, big cock, brunette, crossdressing

Monstercock Shemale Webcam
1 year ago
10:11

aShemaleTube

Monstercock Shemale Webcam

Tags: amateur, big cock, homevideo, masturbation, monster cock, pegging, shemale

Encaged Plugged Motel Sissy Jasmynejaye Toying
2 years ago
5:53

KeekAss

Encaged Plugged Motel Sissy Jasmynejaye Toying

Tags: amateur, anal toying, big ass, brunette, crossdressing, dress, funny

Use small holes like a pussy
2 years ago
5:01

aShemaleTube

Use small holes like a pussy

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

Sri Lankan Transgirl Trans Sissy Dressed In Steaming Undergarments and Wank Part 1
2 years ago
4:56

KeekAss

Sri Lankan Transgirl Trans Sissy Dressed In Steaming Undergarments and Wank Part 1

Tags: amateur, asian, big ass, big cock, big tits, crossdressing, cumshot

Cassandra Lovit Horny Sissy Crossdresser Craves Raw Cock and she loves to doll up and get that cock
3 years ago
5:39

FapCat

Cassandra Lovit Horny Sissy Crossdresser Craves Raw Cock and she loves to doll up and get that cock

Tags: cassandra, crossdressing, dick, doll, hardcore, pornstar, shemale

Trans babe with a big ass gets pounded in the backdoor
1 year ago
54:05

ShemaleTaxi

Trans babe with a big ass gets pounded in the backdoor

Tags: amateur, anal, ass, babe, big ass, dildo, shemale

Cute femboy sissy shows off body-suit in a sensual fashion try on
1 year ago
13:34

ShemaleTaxi

Cute femboy sissy shows off body-suit in a sensual fashion try on

Tags: cute, czech, long hair, sensual, shemale, sissy, tattoo

Ball Gagged Sissy Dildo
1 year ago
9:33

XXXDan

Ball Gagged Sissy Dildo

Tags: amateur, anal, big ass, bondage, dildo, fisting, gagging

Stunning trans babe enjoys anal hookup with an appetizing twist
1 year ago
10:27

ShemaleTaxi

Stunning trans babe enjoys anal hookup with an appetizing twist

Tags: amateur, anal, anal toying, ass, babe, barebacking, big ass

Say Hello to Cherry
11 months ago
6:04

aShemaleTube

Say Hello to Cherry

Tags: amateur, blowjob, crossdressing, hd, homevideo, masturbation, shemale

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

Ac/dc sexual sissy tarts and Domina Tirza
2 years ago
2:33

KeekAss

Ac/dc sexual sissy tarts and Domina Tirza

Tags: 3some, amateur, anal, bisexual, blowjob, crossdressing, dick

musclesissy playing with thick bbc dildo
2 years ago
0:57

aShemaleTube

musclesissy playing with thick bbc dildo

Tags: anal, big black cock, dildo, gaping hole, hd, muscled, shemale

Urinate Pump Evolution trio
2 years ago
6:13

KeekAss

Urinate Pump Evolution trio

Tags: bdsm, crossdressing, domination, fetish, hardcore, hd, high heels

Mistress Turns A Guy Into Sissy And Make Him Fucked With Lindsey Love
2 years ago
20:22

ShemaleZ

Mistress Turns A Guy Into Sissy And Make Him Fucked With Lindsey Love

Tags: 3some, bdsm, crossdressing, fetish, mistress, sissy

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

if u caught me like this in the room
2 years ago
0:35

ShemaleSin

if u caught me like this in the room

Tags: bondage, brunette, caught, masturbation, nylon, sissy, stockings

Milking my unshaved PAWG prostate til my brain melts ????
1 year ago
7:21

ShemaleSin

Milking my unshaved PAWG prostate til my brain melts ????

Tags: amateur, anal, anal toying, dildo, feet, fetish, gaping hole

Taunting away in her taut black satin sundress
2 years ago
2:43

KeekAss

Taunting away in her taut black satin sundress

Tags: amateur, black, crossdressing, fetish, hd, high heels, latex

Crossplay Rosalina mirror anal disrobe
1 year ago
14:17

ShemaleSin

Crossplay Rosalina mirror anal disrobe

Tags: anal, assfucking, blonde, cosplay, high heels, kinky, lingerie

Cross dresser with a fat boner, jizzing, gigantic flow over my leather harness
2 years ago
7:17

KeekAss

Cross dresser with a fat boner, jizzing, gigantic flow over my leather harness

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

simplecathk cumshot compilation
2 years ago
6:12

aShemaleTube

simplecathk cumshot compilation

Tags: asian, compilation, crossdressing, cum, cumshot, hd, masturbation

Heavy Make Up Horny Crossdresser Loves Dick
1 year ago
3:26

FapCat

Heavy Make Up Horny Crossdresser Loves Dick

Tags: crossdressing, dick, shemale, sissy

Guy To Sissy Transformation Weenie Is To Huge For Underpants
2 years ago
3:38

KeekAss

Guy To Sissy Transformation Weenie Is To Huge For Underpants

Tags: amateur, crossdressing, high heels, ladyboy, lingerie, mature, panties

Tattooed tranny Chelsea Marie fucks a sissy foot fetishist in his tight ass
1 year ago
10:00

XCafe

Tattooed tranny Chelsea Marie fucks a sissy foot fetishist in his tight ass

Tags: anal, ass, blowjob, cumshot, feet, fetish, shemale

Crossdressing sissy man flaunts tight leggings and G-string in public park, showing off his feminine curves
2 years ago
13:17

ShemaleTaxi

Crossdressing sissy man flaunts tight leggings and G-string in public park, showing off his feminine curves

Tags: ass, crossdressing, panties, public, shemale, sissy, thong

Cocky bikini and pantyhose
5 years ago
3:20

aShemaleTube

Cocky bikini and pantyhose

Tags: amateur, bikini, crossdressing, dick, pantyhose, shemale, sissy

Anal cumshots in a chastity cage - Sissy slut Jessica Bloom
2 years ago
10:27

ShemaleTaxi

Anal cumshots in a chastity cage - Sissy slut Jessica Bloom

Tags: anal, big cock, cage, cumshot, dildo, fisting, prostate

Sexy femboy
11 months ago
0:59

aShemaleTube

Sexy femboy

Tags: amateur, hd, shemale, sissy, small cock, small tits, solo

TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED
2 years ago
3:14

KeekAss

TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED

Tags: amateur, blonde, blowjob, crossdressing, cum in mouth, cumshot, facial

latex cd
10 months ago
5:54

aShemaleTube

latex cd

Tags: amateur, crossdressing, domination, fetish, latex, shemale, sissy

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

UNDERWARE
1 year ago
1:23

ShemaleSin

UNDERWARE

Tags: amateur, babe, fetish, gay, sissy

Trans-Lesbo Thunderstorm Blowage + Bonus
2 years ago
17:51

KeekAss

Trans-Lesbo Thunderstorm Blowage + Bonus

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

ASIAN TGIRL: Hot and Bothered Parwa
1 year ago
3:00

HQBang

ASIAN TGIRL: Hot and Bothered Parwa

Tags: asian, beauty, big ass, big cock, big tits, cum, cute

Japanese femboy in maid uniform uses sex-machine for anal fuck
2 years ago
20:40

AnySex

Japanese femboy in maid uniform uses sex-machine for anal fuck

Tags: amateur, anal, asian, ass, assfucking, big ass, fucking machine

Ozriel Cropping Pipe and Jiggling Backside
2 years ago
5:51

KeekAss

Ozriel Cropping Pipe and Jiggling Backside

Tags: amateur, ass, bdsm, boy, close up, crossdressing, cute

TS Carmen Masters Turns Hung Muscle Schlong Into Her Personal Sissy hunk In Pink Underware & Heels
10 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

Super-Hot mayo pie in the kitchen for a late night snack.
2 years ago
3:36

KeekAss

Super-Hot mayo pie in the kitchen for a late night snack.

Tags: amateur, anal, ass, barebacking, blonde, blowjob, creampie

骚货伪娘穿着开裆黑丝用AV棒震动到射精
2 years ago
3:08

KeekAss

骚货伪娘穿着开裆黑丝用AV棒震动到射精

Tags: amateur, asian, black, brunette, chinese, compilation, cosplay

Feminization 3 (Animation)
3 years ago
5:21

TrannyOne

Feminization 3 (Animation)

Tags: anal, animation, anime, anus, ass, bdsm, big cock

Hands-free prostate pleasure and anal fun with Royats
3 months ago
7:11

XXXVogue

Hands-free prostate pleasure and anal fun with Royats

Tags: anal, big cock, crossdressing, cum, cumshot, dildo, feet

Sissy Wants That Shemale Dick Part Two
8 months ago
11:53

TrannyOne

Sissy Wants That Shemale Dick Part Two

Tags: big cock, big tits, blonde, blowjob, dick, fetish, gay

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+)

Jerking in Stocking
2 years ago
2:07

KeekAss

Jerking in Stocking

Tags: amateur, beauty, big cock, crossdressing, cum, dick, huge cock

British Domme Pegs a Crossdresser
6 years ago
6:23

aShemaleTube

British Domme Pegs a Crossdresser

Tags: amateur, british, crossdressing, shemale, sissy

Sissy crossdresser in mini skirt and glossy pantyhose gives you a lot of cum!
1 year ago
2:42

aShemaleTube

Sissy crossdresser in mini skirt and glossy pantyhose gives you a lot of cum!

Tags: big cock, crossdressing, cum, cumshot, fetish, hd, homevideo

Cross dresser gives grubby moist head
2 years ago
6:42

KeekAss

Cross dresser gives grubby moist head

Tags: amateur, blowjob, brunette, crossdressing, cumshot, deep throat, femdom

Cute trap selfacial
2 years ago
1:04

aShemaleTube

Cute trap selfacial

Tags: blowjob, crossdressing, cum in mouth, cumshot, cute, ladyboy, masturbation

Trans, transgender
2 years ago
19:09

ShemaleTaxi

Trans, transgender

Tags: anal, dildo, facial, latex, riding, shemale, sissy

ultra-kinky she-creature much precum rail pinkish thick fake penis jizm rock-hard close-up
2 years ago
7:31

KeekAss

ultra-kinky she-creature much precum rail pinkish thick fake penis jizm rock-hard close-up

Tags: amateur, anal, assfucking, big cock, brunette, close up, crossdressing

milking with big dildo
11 months ago
11:08

aShemaleTube

milking with big dildo

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

Ebony Crossdresser Hooters Cosplay Bareback Sex and she wants you in her hot black booty
2 years ago
3:35

FapCat

Ebony Crossdresser Hooters Cosplay Bareback Sex and she wants you in her hot black booty

Tags: barebacking, big ass, black, booty, cosplay, creampie, crossdressing

Sissy ladyboy crossdresser in stockings masturbating and cum
1 year ago
16:35

JizzBunker

Sissy ladyboy crossdresser in stockings masturbating and cum

Tags: amateur, crossdressing, cum, cumshot, ladyboy, lingerie, masturbation

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

Hands free orgasm in the car with the gear lever
1 year ago
1:40

aShemaleTube

Hands free orgasm in the car with the gear lever

Tags: amateur, barebacking, car, chubby, crossdressing, cumshot, hd

Trap girl practicing sucking dick
4 years ago
2:06

aShemaleTube

Trap girl practicing sucking dick

Tags: amateur, blonde, blowjob, crossdressing, dick, drooling, gagging

Tgirl, Ultimate Gamer Desire
2 years ago
7:49

KeekAss

Tgirl, Ultimate Gamer Desire

Tags: amateur, anal, assfucking, blowjob, british, brunette, dick

Sweety with BBC
1 year ago
29:47

aShemaleTube

Sweety with BBC

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

Femboy close up fucking new fake ass and pussy with huge cum
10 months ago
2:05

aShemaleTube

Femboy close up fucking new fake ass and pussy with huge cum

Tags: anal, ass, close up, cum, cumshot, hd, homevideo

Trans Bi-Atch Frolicking and Nutting
2 years ago
2:07

KeekAss

Trans Bi-Atch Frolicking and Nutting

Tags: amateur, big tits, bisexual, crossdressing, cum, cumshot, dick

Long impaler fuck stick porks me great
2 years ago
2:02

KeekAss

Long impaler fuck stick porks me great

Tags: amateur, anal, anime, ass to mouth, big ass, big black cock, black

Naomi rides dildo, squirts & cums back 4 more💦💦
1 year ago
1:56:02

aShemaleTube

Naomi rides dildo, squirts & cums back 4 more💦💦

Tags: anal, cum, cumshot, dildo, ebony, hd, latina

EXPOSING MYSELF AS A SISSY FAGGOT DRESSED IN WHITE LINGERIE, TUTU, STOCKINGS AND HEELS.
1 year ago
1:11

FapCat

EXPOSING MYSELF AS A SISSY FAGGOT DRESSED IN WHITE LINGERIE, TUTU, STOCKINGS AND HEELS.

Tags: amateur, bus, feet, high heels, lingerie, nipples, piercing

Foot queen sweetest_bella💋
1 year ago
1:56:04

aShemaleTube

Foot queen sweetest_bella💋

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