• Feminization

  • »
  • Popular
  • all time
  • month
  • week
Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.
2 years ago
5:12

ShemaleTaxi

Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.

Tags: ass, dominatrix, feminization, shemale, sissy

Big Tits Spanish Wife First Time Anal Sex With Femboy
2 years ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

Tags: 18 year old, amateur, anal, ass, big ass, big natural tits, big tits

Bailey shows Sasha how to Suck Dick -  feminization session, MtF sissy bimbo
3 years ago
2:20

TrannyOne

Bailey shows Sasha how to Suck Dick - feminization session, MtF sissy bimbo

Tags: bdsm, bimbo, blonde, blowjob, crossdressing, dick, feminization

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

KeekAss

Ah!...Hmmm...Ahhhhhh

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

Feminized before going to office
1 year ago
10:52

xHamster

Feminized before going to office

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

Older sissy TV showing self outdoors hoping to get caught by naughty security.
1 year ago
10:42

xHamster

Older sissy TV showing self outdoors hoping to get caught by naughty security.

Tags: amateur, bbw, brazilian, canadian, caught, crossdressing, cum

Feminized for Girls Night Out (Full Movie)
1 year ago
23:40

TrannyOne

Feminized for Girls Night Out (Full Movie)

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

Sissy crossdress, sissy feminization
3 years ago
10:16

ShemaleTaxi

Sissy crossdress, sissy feminization

Tags: crossdressing, feminization, humiliation, shemale, sissy

Sissy Rules Slideshow with Subliminal Sissy Feminization Training
4 years ago
14:40

ShemaleSin

Sissy Rules Slideshow with Subliminal Sissy Feminization Training

Tags: amateur, feminization, fetish, kinky, masturbation, sissy

Boy Hidding Pink Panties Under his Underwear
1 year ago
5:20

xHamster

Boy Hidding Pink Panties Under his Underwear

Tags: amateur, beauty, big cock, boy, crossdressing, feminization, hd

Sissy love Big Black Cock
1 year ago
0:30

xHamster

Sissy love Big Black Cock

Tags: big ass, big black cock, big clit, british, cuckold, domination, feminization

I Love Turning Myself Into a Promiscuous Spandex Housewife
2 years ago
2:14

KeekAss

I Love Turning Myself Into a Promiscuous Spandex Housewife

Tags: amateur, big tits, crossdressing, feminization, hd, homevideo, housewife

Feminization to become a ladyboy Cumslut
5 years ago
9:57

ShemaleMovie

Feminization to become a ladyboy Cumslut

Tags: amateur, feminization, ladyboy, shemale

Redhead Tgirl Fucked by Blonde Tgirl
1 year ago
3:18

xHamster

Redhead Tgirl Fucked by Blonde Tgirl

Tags: amateur, american, anal, big ass, big cock, blonde, crossdressing

Sammy BIG ASS
1 year ago
6:07

KeekAss

Sammy BIG ASS

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

Bimbo Playroom
2 years ago
3:40

xHamster

Bimbo Playroom

Tags: american, anal, bimbo, blowjob, bukkake, dildo, feminization

Sissy Deepthroat Training Time!
2 years ago
5:24

xHamster

Sissy Deepthroat Training Time!

Tags: amateur, anal, bdsm, blonde, blowjob, deep throat, dick

TS Willow Hammerz - Massive load by sissy ramrod
2 years ago
3:01

ShemaleSin

TS Willow Hammerz - Massive load by sissy ramrod

Tags: amateur, ass, babe, big cock, cumshot, dick, feminization

Sissy in diapers and small clitty shows off outfits compilation - elisasecrets69
1 year ago
6:12

xHamster

Sissy in diapers and small clitty shows off outfits compilation - elisasecrets69

Tags: amateur, clit, compilation, cute, diaper, doll, feminization

Feminization - Sissification - Sissy Training - Sissy Support - full version - two
1 year ago
17:00

ShemaleSin

Feminization - Sissification - Sissy Training - Sissy Support - full version - two

Tags: big cock, cumshot, dick, feminization, sissy, worship

Blonde transexual masturbate and cum hard
2 years ago
6:38

xHamster

Blonde transexual masturbate and cum hard

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

Golden-Haired Crossdresser Pegged
2 years ago
4:14

ShemaleSin

Golden-Haired Crossdresser Pegged

Tags: amateur, anal, assfucking, bdsm, blonde, crossdressing, dress

Sissy plays pmv
8 months ago
2:34

xHamster

Sissy plays pmv

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

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom
2 years ago
1:09

ShemaleSin

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom

Tags: amateur, babe, blonde, dick, femdom, feminization, fetish

Feminization Sissy training Female energy for faggot
1 year ago
17:16

ShemaleSin

Feminization Sissy training Female energy for faggot

Tags: big cock, dick, feminization, fetish, hd, sissy, worship

When Mara Jade's Ass Gets All Oiled Up, It Just Swallows Up the Cock
1 year ago
2:36

xHamster

When Mara Jade's Ass Gets All Oiled Up, It Just Swallows Up the Cock

Tags: amateur, american, anal, ass, beauty, big cock, blonde

Crossdresser in ute undies upskirt
1 year ago
5:21

KeekAss

Crossdresser in ute undies upskirt

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

ARE YOU REALLY A BOY??  training feminization shemale
3 years ago
5:06

TrannyOne

ARE YOU REALLY A BOY?? training feminization shemale

Tags: ass, bdsm, big cock, big tits, blonde, booty, boy

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training
1 year ago
27:33

aShemaleTube

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training

Tags: anal, creampie, crossdressing, dildo, feet, feminization, fetish

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
1 year ago
9:34

xHamster

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock

Tags: anal, beauty, big ass, big cock, big tits, blonde, compilation

BBC Breeds Big Booty teen Pet Femboy
1 year ago
1:44

xHamster

BBC Breeds Big Booty teen Pet Femboy

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

Horny Sissy For Halloween - Extended Preview
1 year ago
2:53

xHamster

Horny Sissy For Halloween - Extended Preview

Tags: crossdressing, dick, feminization, fetish, halloween, handjob, hd

2 MISTRESS FEMINIZE A SISSY MAID
3 years ago
36:39

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

Tags: bdsm, domination, femdom, feminization, hd, maid, mistress

Subincision sissy solo have fun
2 years ago
2:16

KeekAss

Subincision sissy solo have fun

Tags: amateur, crossdressing, feminization, fetish, funny, hardcore, hd

Shemale handjob and cum without getting hard
1 year ago
6:22

xHamster

Shemale handjob and cum without getting hard

Tags: amateur, anal, creampie, crossdressing, cum, cumshot, feminization

FEMDOM & SISSY PEGGING SEXY SHOTS & CUMSHOTS COMPILATION two
1 year ago
9:22

ShemaleSin

FEMDOM & SISSY PEGGING SEXY SHOTS & CUMSHOTS COMPILATION two

Tags: anal, assfucking, big tits, blonde, compilation, cum, cumshot

SissyMia sissygasm handsfree cum shot by railing a cushion
2 years ago
11:14

KeekAss

SissyMia sissygasm handsfree cum shot by railing a cushion

Tags: amateur, anal, anal toying, bimbo, blonde, crossdressing, cum

Feminization - Sissification - Sissy Training - Sissy Whore For Mom
11 months ago
14:36

ShemaleSin

Feminization - Sissification - Sissy Training - Sissy Whore For Mom

Tags: anal, compilation, cumshot, dick, feminization, fetish, hd

Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video
1 year ago
1:08

xHamster

Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video

Tags: amateur, anal, anal toying, bdsm, black, crossdressing, dildo

My precious serf! (feminization - Femboy )
2 years ago
1:03

ShemaleSin

My precious serf! (feminization - Femboy )

Tags: amateur, anal, assfucking, bisexual, celebrity, cum, domination

Crossdresser Releases Chastity to Jerk off
4 years ago
0:41

ShemaleSin

Crossdresser Releases Chastity to Jerk off

Tags: big tits, blonde, crossdressing, femdom, feminization, fetish, jerking

Sissy Paula Peril Chained Up
1 year ago
16:47

xHamster

Sissy Paula Peril Chained Up

Tags: amateur, american, bdsm, bondage, chained, cosplay, crossdressing

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip
1 year ago
3:06

ShemaleSin

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip

Tags: amateur, big cock, big tits, cum, domination, feminization, jerking

Sissy transformation feminization process with sex tool in my bussy
1 year ago
2:13

ShemaleSin

Sissy transformation feminization process with sex tool in my bussy

Tags: amateur, anal, ass, blowjob, bus, cum, daddies

Crossdresser sissy femboy with puny man rod flashes off and shoots large geyser all over herself
2 years ago
2:17

KeekAss

Crossdresser sissy femboy with puny man rod flashes off and shoots large geyser all over herself

Tags: amateur, blonde, crossdressing, cum, dick, feminization, flashing

Golden-Haired trans sucking ramrods at the beach got cum in her throat
1 year ago
5:51

ShemaleSin

Golden-Haired trans sucking ramrods at the beach got cum in her throat

Tags: anal, beach, big cock, blonde, blowjob, cum, doggystyle

Femboy Sissy Wilding in Petticoat and Nylons
10 months ago
0:38

ShemaleSin

Femboy Sissy Wilding in Petticoat and Nylons

Tags: amateur, babe, femdom, feminization, fetish, latina, masturbation

Aug 18th 2023
1 year ago
0:31

ShemaleSin

Aug 18th 2023

Tags: femdom, feminization, fetish, kinky, latina, reality, sissy

Crossdresser on Live Stream Sex Toy Banged
3 years ago
10:01

ShemaleSin

Crossdresser on Live Stream Sex Toy Banged

Tags: anal, assfucking, babe, blonde, crossdressing, femdom, feminization

Domme Fucks Feminized Sissy
1 year ago
3:25

xHamster

Domme Fucks Feminized Sissy

Tags: amateur, american, anal, anal toying, crossdressing, cum, domination

Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)
2 years ago
0:18

ShemaleSin

Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)

Tags: amateur, anal, bdsm, domination, femdom, feminization, goddess

SANTA'S SISSY MALE - Teaser
1 year ago
0:33

ShemaleSin

SANTA'S SISSY MALE - Teaser

Tags: blonde, boots, british, dominatrix, femdom, feminization, fetish

Sissy slave Oksana gets sissygasm with her hands free from anal training while riding a dildo
1 year ago
1:02

xHamster

Sissy slave Oksana gets sissygasm with her hands free from anal training while riding a dildo

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

Sissy switch from shorts to pants
9 months ago
2:37

ShemaleSin

Sissy switch from shorts to pants

Tags: amateur, feminization, fetish, shorts, sissy

trans bunny doll, Newdle Bell displaying off
1 year ago
1:19

KeekAss

trans bunny doll, Newdle Bell displaying off

Tags: amateur, ass, big ass, bunny, cosplay, crossdressing, doll

Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)
4 years ago
3:03

ShemaleSin

Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)

Tags: ass, big ass, brunette, crossdressing, feminization, fetish, high heels

Upskirt dressed in white undies
1 year ago
13:50

KeekAss

Upskirt dressed in white undies

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

Mommy's feminization of sissy monika
2 years ago
17:09

TrannyOne

Mommy's feminization of sissy monika

Tags: crossdressing, domination, feminization, masturbation, mature, shemale, sissy

Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather
2 years ago
6:58

ShemaleSin

Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather

Tags: amateur, anal, buttplug, dildo, domination, feminization, fetish

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

Massager on Sissy weenie edging with mushy man-meat
1 year ago
14:10

KeekAss

Massager on Sissy weenie edging with mushy man-meat

Tags: amateur, crossdressing, dick, feminization, handjob, hd, lingerie

Full episode obtainable now exclusively on Onlyfans!
1 year ago
1:01

ShemaleSin

Full episode obtainable now exclusively on Onlyfans!

Tags: bdsm, domination, feminization, fetish, lingerie, uniform

Sissy Crossdresser in My Underware ft Trans Femdom
2 years ago
0:56

ShemaleSin

Sissy Crossdresser in My Underware ft Trans Femdom

Tags: amateur, babe, big cock, crossdressing, femdom, feminization, ladyboy

Tasty Sissy Oral Sex Practice After Captions
1 year ago
2:50

ShemaleSin

Tasty Sissy Oral Sex Practice After Captions

Tags: blowjob, feminization, maid, oral, pornstar, sissy, toys

Machine fucked by a huge dildo in the ass
1 year ago
3:41

xHamster

Machine fucked by a huge dildo in the ass

Tags: amateur, anal, anal toying, ass, corset, dildo, feminization

FEMINISATION HYPNOSIS FOR WHITE BOYZ
3 years ago
6:16

ShemaleSin

FEMINISATION HYPNOSIS FOR WHITE BOYZ

Tags: big black cock, bimbo, feminization, humiliation, interracial, master, mistress

Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)
2 years ago
6:12

KeekAss

Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)

Tags: amateur, crossdressing, feminization, game, homevideo, ladyboy, latina

Feminizer
4 years ago
31:11

TrannyOne

Feminizer

Tags: bdsm, feminization, hd, shemale

Hardcore sex for a trans and a ebony hotty in a libertine club
1 year ago
2:57

ShemaleSin

Hardcore sex for a trans and a ebony hotty in a libertine club

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

Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)
1 year ago
5:21

xHamster

Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)

Tags: amateur, anal, anal toying, ass, canadian, creampie, crossdressing

Shemale breeding cumpilation vol. 9
1 year ago
11:01

ShemaleSin

Shemale breeding cumpilation vol. 9

Tags: amateur, close up, compilation, couple, cute, doggystyle, domination

Juggsy Woman Masker Z Bowl Stripper #2
1 year ago
7:53

KeekAss

Juggsy Woman Masker Z Bowl Stripper #2

Tags: ass, big ass, big tits, blonde, compilation, crossdressing, dildo

Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)
1 year ago
0:23

ShemaleSin

Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)

Tags: amateur, anal, bondage, deep throat, domination, feminization, fetish

sissy cock whore hypno
1 year ago
2:50

aShemaleTube

sissy cock whore hypno

Tags: crossdressing, dick, feminization, gangbang, shemale, sissy, slut

Chubby booty upskirt
1 year ago
23:06

ShemaleSin

Chubby booty upskirt

Tags: amateur, anal, ass, bbw, big ass, booty, chubby

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans
1 year ago
1:55

ShemaleSin

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans

Tags: bdsm, bondage, domination, feminization, fetish, fucking machine, ladyboy

A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
10 months ago
28:23

xHamster

A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.

Tags: amateur, bdsm, blowjob, crossdressing, crying, domination, feminization

Smokin' sissy doxy full feminization with catsuit and boots
1 year ago
2:05

ShemaleSin

Smokin' sissy doxy full feminization with catsuit and boots

Tags: amateur, asian, boots, catsuit, dirty talk, feminization, pornstar

TS Willow Hammerz - I'm a sissy doxy for BBC
2 years ago
4:44

ShemaleSin

TS Willow Hammerz - I'm a sissy doxy for BBC

Tags: amateur, babe, big black cock, big cock, black, compilation, cumshot

sexy trans angel talks about feminization
1 year ago
5:49

ShemaleSin

sexy trans angel talks about feminization

Tags: amateur, asian, feminization, shemale, sissy, small tits, tgirl

Black Sissy princess exploring her hole for step mommys and step daddys
1 year ago
3:02

xHamster

Black Sissy princess exploring her hole for step mommys and step daddys

Tags: abuse, amateur, american, anal, big ass, big black cock, black

Crossdresser wearing Black one piece swimsuit
1 year ago
1:36

xHamster

Crossdresser wearing Black one piece swimsuit

Tags: amateur, bikini, black, blonde, crossdressing, cum, feminization

Crossdresser in Red Lingerie Fucks Trans Woman
7 months ago
1:17

xHamster

Crossdresser in Red Lingerie Fucks Trans Woman

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

Dominatrix Strapon Fucked Crossdresser in Chastity
1 year ago
2:55

xHamster

Dominatrix Strapon Fucked Crossdresser in Chastity

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!
4 years ago
12:24

ShemaleSin

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!

Tags: crossdressing, cunt, fake tits, feminization, fetish, high heels, kinky

Guy Transformed Into Woman as Payback by Roommates
1 year ago
1:37

xHamster

Guy Transformed Into Woman as Payback by Roommates

Tags: amateur, american, anal, bdsm, beauty, crossdressing, domination

Trans screws herself in gash
1 year ago
3:00

KeekAss

Trans screws herself in gash

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

Sissy Small Dick Leaking Precum Sooooooo Wet!! Alicia Smallz
6 months ago
5:49

xHamster

Sissy Small Dick Leaking Precum Sooooooo Wet!! Alicia Smallz

Tags: amateur, beauty, british, crossdressing, cum, feminization, hd

I Had One Full Belly of Cum!..My Own Cum! Mmm! Mmm!
2 years ago
2:13

xHamster

I Had One Full Belly of Cum!..My Own Cum! Mmm! Mmm!

Tags: amateur, american, beauty, belly, cum, cum swallowing, cumshot

Assfuck instructing with assfuck beads
1 year ago
18:03

KeekAss

Assfuck instructing with assfuck beads

Tags: amateur, anal, asian, assfucking, beads, crossdressing, cumshot

Sissy human ashtray and smoking
1 year ago
3:19

xHamster

Sissy human ashtray and smoking

Tags: amateur, bdsm, bondage, crossdressing, domination, feminization, fetish

POV Screw my sissy male in chastity
2 years ago
5:16

ShemaleSin

POV Screw my sissy male in chastity

Tags: amateur, anal, assfucking, bdsm, bondage, close up, domination

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

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night
1 year ago
1:16

ShemaleSin

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night

Tags: anal, assfucking, dancing, feminization, pornstar, sissy, striptease

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum
1 year ago
5:47

xHamster

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

Tags: amateur, asian, beauty, cute, feminization, hd, ladyboy

Stud two fantastic sissy feminization with utter make up and dressing up
1 year ago
2:13

KeekAss

Stud two fantastic sissy feminization with utter make up and dressing up

Tags: amateur, anal, asian, big ass, big cock, blonde, college

Fucking my Tantaly doll with my big cock
1 year ago
10:30

xHamster

Fucking my Tantaly doll with my big cock

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

Transgirl Catching u Stealing her Raiment and Feminizes u
4 years ago
3:34

ShemaleSin

Transgirl Catching u Stealing her Raiment and Feminizes u

Tags: amateur, feminization, sissy

Sissy forgets to turn cam off after stream
1 year ago
0:47

ShemaleSin

Sissy forgets to turn cam off after stream

Tags: amateur, babe, british, feminization, fetish, lingerie, masturbation

Spandex Sissy Maid Plays with bud and culo teaser
1 year ago
5:04

KeekAss

Spandex Sissy Maid Plays with bud and culo teaser

Tags: amateur, anal, big ass, big tits, brunette, crossdressing, feminization

Plugged and caged
2 years ago
8:55

ShemaleSin

Plugged and caged

Tags: amateur, anal, ass, assfucking, bdsm, big ass, bondage

Sissy boy feminization with hard daddy suck and fuck
11 months ago
2:14

aShemaleTube

Sissy boy feminization with hard daddy suck and fuck

Tags: amateur, anal, asian, big cock, big tits, boy, crossdressing

Dominatrix Makes Hot Blonde Sissy Give Foot Job
1 year ago
2:12

xHamster

Dominatrix Makes Hot Blonde Sissy Give Foot Job

Tags: amateur, american, bdsm, blonde, crossdressing, domination, dominatrix

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates
1 year ago
9:50

xHamster

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

Tags: amateur, american, bdsm, blonde, bondage, crossdressing, cum

Horny Sissy in red sexy dress
4 months ago
1:53

xHamster

Horny Sissy in red sexy dress

Tags: amateur, beauty, big cock, big tits, crossdressing, cum, dress

Mrs Silk's House of Feminization
3 years ago
4:38

TrannyOne

Mrs Silk's House of Feminization

Tags: anal, ass, barebacking, bdsm, blonde, crossdressing, feminization

A car was awaiting to watch my booty
1 year ago
27:06

ShemaleSin

A car was awaiting to watch my booty

Tags: amateur, anal, ass, big ass, booty, car, fat

LEITAOXIV ONLYFANS - THE CRAZIEST CUMSHOT I EVER HAD!! ( PREVIEW )
2 months ago
2:18

xHamster

LEITAOXIV ONLYFANS - THE CRAZIEST CUMSHOT I EVER HAD!! ( PREVIEW )

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

Ladybug wants lechiga
4 months ago
6:48

xHamster

Ladybug wants lechiga

Tags: amateur, barebacking, big black cock, blowjob, crossdressing, feminization, gangbang

Sheila's Shoe Fetish Session (trans, Shoes, High Heels, Hose, Female Mask, Mask, Transform)
4 years ago
4:58

ShemaleSin

Sheila's Shoe Fetish Session (trans, Shoes, High Heels, Hose, Female Mask, Mask, Transform)

Tags: ass, brunette, crossdressing, feet, feminization, fetish, high heels

Careful sissy. This is what sissy porn does to u
2 years ago
1:00

ShemaleSin

Careful sissy. This is what sissy porn does to u

Tags: feminization, fetish, sissy

Thai ladyboy fuck with huge cock
11 months ago
9:51

xHamster

Thai ladyboy fuck with huge cock

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

Full Feminization and Tucking Teen Sissy Crossdresser
1 year ago
2:15

ShemaleSin

Full Feminization and Tucking Teen Sissy Crossdresser

Tags: crossdressing, feminization, fetish, high heels, latex, pornstar, sissy

Sissy Training (russian Voice) try to be a Hotty
3 years ago
3:24

ShemaleSin

Sissy Training (russian Voice) try to be a Hotty

Tags: ass, babe, domination, femdom, feminization, fetish, kinky

Crossdresser drilled pants into her butt
1 year ago
8:34

ShemaleSin

Crossdresser drilled pants into her butt

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

Pathetic sissy crossdressing ramrod worship
1 year ago
0:41

ShemaleSin

Pathetic sissy crossdressing ramrod worship

Tags: amateur, blowjob, crossdressing, dildo, feminization, sissy, slave

transvestite slut at gas station, roadside and mall
1 year ago
5:15

xHamster

transvestite slut at gas station, roadside and mall

Tags: amateur, big tits, blonde, crossdressing, european, feminization, french

Floozy t-girl getting her pink gap full of cum by a BBC, poking the cum inside her
1 year ago
10:06

ShemaleSin

Floozy t-girl getting her pink gap full of cum by a BBC, poking the cum inside her

Tags: anal, big ass, big black cock, blowjob, booty, cum, feminization

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl
1 year ago
1:35

xHamster

Dominatrix Makes Hot Blonde Sissy Fucked Cowgirl

Tags: amateur, american, anal, bdsm, blonde, cowgirl, crossdressing

Pounding my Booty make me squirt Cum - SissySlutJinx Anal Climax Compilation
2 years ago
2:35

ShemaleSin

Pounding my Booty make me squirt Cum - SissySlutJinx Anal Climax Compilation

Tags: amateur, anal, assfucking, booty, compilation, cum, cumshot

Sissy Showing Her Chubby Body.
8 months ago
6:16

xHamster

Sissy Showing Her Chubby Body.

Tags: amateur, ass, bbw, big ass, black, chubby, crossdressing

Addie Eve wishes you a merry christmas & happy new year with a vid from only fans
3 years ago
4:08

FapCat

Addie Eve wishes you a merry christmas & happy new year with a vid from only fans

Tags: amateur, anal, ass, ass to mouth, babe, big ass, blonde

Sundress confined up by bag, I didn't notice
1 year ago
5:02

KeekAss

Sundress confined up by bag, I didn't notice

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

Upskirt in public - cute pants
2 years ago
7:13

ShemaleSin

Upskirt in public - cute pants

Tags: amateur, ass, cute, feminization, fetish, humiliation, kinky

hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation
4 years ago
2:29

ShemaleSin

hawt body legs foot feet fetish toes toenails toerings sandal pedicure high heels crossdress tranny female walking masturbation feminisation

Tags: crossdressing, dress, feet, feminization, fetish, high heels, hunk

Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!
3 years ago
4:28

ShemaleSin

Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!

Tags: amateur, anal, babe, blonde, compilation, dildo, feminization

Smokin' sissy bitch full feminization with catsuit and boots
1 year ago
2:07

ShemaleSin

Smokin' sissy bitch full feminization with catsuit and boots

Tags: bitch, boots, catsuit, domination, feminization, fetish, high heels

Turning My Bone Into a Spandex Puss
1 year ago
0:46

KeekAss

Turning My Bone Into a Spandex Puss

Tags: amateur, cage, crossdressing, feminization, fetish, hd, ladyboy

Quiero que vengas y me hagas tu putita en secreto
1 year ago
1:03

KeekAss

Quiero que vengas y me hagas tu putita en secreto

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

Dominatrix Fucks Sissy in Chastity
1 year ago
4:39

xHamster

Dominatrix Fucks Sissy in Chastity

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

Bewitching Beauty: The Seductive Allure of a Smooth and Sinister Vampire
1 year ago
6:04

xHamster

Bewitching Beauty: The Seductive Allure of a Smooth and Sinister Vampire

Tags: alluring, amateur, american, beauty, big cock, big tits, crossdressing

TS W I L L O W - Sissy Princess Clitty Cum
2 years ago
1:50

ShemaleSin

TS W I L L O W - Sissy Princess Clitty Cum

Tags: amateur, babe, big black cock, big cock, clit, compilation, cum

making love to a boy dressed like my wife
1 year ago
7:05

TrannyOne

making love to a boy dressed like my wife

Tags: amateur, anal, asian, beauty, boy, crossdressing, domination

Chubby Sissy Oiling her body
8 months ago
8:13

xHamster

Chubby Sissy Oiling her body

Tags: ass, bbw, big ass, black, chubby, crossdressing, fat

124578
1 year ago
7:47

KeekAss

124578

Tags: amateur, anal, asian, big cock, boy, brunette, crossdressing

Boy Transforming into a Hard Cock Crossdresser
1 year ago
5:56

xHamster

Boy Transforming into a Hard Cock Crossdresser

Tags: amateur, big cock, boy, crossdressing, dick, feminization, fetish

Sissy slave Aliska plays with a long anal plug
1 year ago
1:06

xHamster

Sissy slave Aliska plays with a long anal plug

Tags: amateur, anal, anal toying, bunny, domination, european, feminization

Training sissy feminization xhcIQUs
3 years ago
5:43

TrannyOne

Training sissy feminization xhcIQUs

Tags: amateur, bdsm, feminization, shemale, sissy

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

Slytherian Trans Femboy Sissy Twerk Compilation, Volume 1
1 year ago
5:07

xHamster

Slytherian Trans Femboy Sissy Twerk Compilation, Volume 1

Tags: amateur, arab, college, compilation, cosplay, crossdressing, feminization

Juggsy X Bowl Lady Bevy #1
1 year ago
16:33

KeekAss

Juggsy X Bowl Lady Bevy #1

Tags: amateur, ass, big ass, big tits, blonde, booty, compilation

Was Getting Willing To Go Out… Unintentionally Stayed In…
1 year ago
5:40

ShemaleSin

Was Getting Willing To Go Out… Unintentionally Stayed In…

Tags: anal, boots, dildo, feminization, fetish, fishnet, latex

nice-looking trans domina plays with her delicious body
1 year ago
5:39

ShemaleSin

nice-looking trans domina plays with her delicious body

Tags: adorable, babe, dominatrix, feminization, goddess, ladyboy, latina

Spider cutie cosplay Gwen stacy
2 years ago
5:58

ShemaleSin

Spider cutie cosplay Gwen stacy

Tags: amateur, ass, big cock, blonde, cosplay, cum, cumshot

Compilation of anal screwing and feminization for femboy. Full episode on my Onlyfans ( link in bio)
1 year ago
0:16

ShemaleSin

Compilation of anal screwing and feminization for femboy. Full episode on my Onlyfans ( link in bio)

Tags: amateur, anal, bondage, compilation, deep throat, domination, extreme

Makeup Fetish, Glam, Transvestic Fetish, Crossdress, Feminization, Blow Job, PMV, Lipstick, Transvestite, TV, CD, Oral Job, Anal, EDM
4 years ago
6:03

ShemaleSin

Makeup Fetish, Glam, Transvestic Fetish, Crossdress, Feminization, Blow Job, PMV, Lipstick, Transvestite, TV, CD, Oral Job, Anal, EDM

Tags: amateur, anal, blowjob, crossdressing, feminization, fetish, mature

TsNiky Ferrati plays with her innocence's cell
1 year ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

Tags: amateur, anal, asian, big ass, brazilian, brunette, crossdressing

Diaper Sissy outfit show off compilation + Bonus clip!
1 year ago
7:09

xHamster

Diaper Sissy outfit show off compilation + Bonus clip!

Tags: amateur, bdsm, big clit, compilation, crossdressing, cum, cumshot

Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview
1 year ago
2:20

KeekAss

Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview

Tags: amateur, anal, anal toying, assfucking, blonde, boy, crossdressing

Guy Feminized into Goth Girl Gets Fucked by Dominatrix
1 year ago
4:22

xHamster

Guy Feminized into Goth Girl Gets Fucked by Dominatrix

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix

Dominatrix Fucks Goth Crossdresser
1 year ago
4:16

xHamster

Dominatrix Fucks Goth Crossdresser

Tags: amateur, american, anal, bdsm, crossdressing, domination, dominatrix

Sissy Beauty Fucks Sexy Trans
8 months ago
1:09

xHamster

Sissy Beauty Fucks Sexy Trans

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

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang
1 year ago
10:29

ShemaleSin

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang

Tags: amateur, anal, anal toying, assfucking, british, crossdressing, dildo

Spider chick costume play Gwen stacy
1 year ago
5:58

KeekAss

Spider chick costume play Gwen stacy

Tags: amateur, ass, beauty, big ass, big cock, blonde, cosplay

Ass-Fuck instructing
1 year ago
5:08

KeekAss

Ass-Fuck instructing

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

Sissy superslut plowing her ass hole with enormous fake penis
1 year ago
24:54

KeekAss

Sissy superslut plowing her ass hole with enormous fake penis

Tags: amateur, anal, ass, babe, blonde, boy, crossdressing

Sissy Slave facefucking herself for Daddy
1 year ago
1:31

xHamster

Sissy Slave facefucking herself for Daddy

Tags: abuse, amateur, blowjob, daddies, dildo, domination, feminization

Vintage Vibes: Nailing Retro Looks
1 year ago
5:58

xHamster

Vintage Vibes: Nailing Retro Looks

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

Sissy Spunk Fountain Compilation
1 year ago
1:53

ShemaleSin

Sissy Spunk Fountain Compilation

Tags: big cock, compilation, cum, cumshot, feminization, sissy

Boyfriend feminization training, masturbation
1 year ago
3:01

JizzBunker

Boyfriend feminization training, masturbation

Tags: boyfriend, chinese, feminization, masturbation, mature, outdoor, shemale

Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere
2 years ago
3:40

KeekAss

Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere

Tags: amateur, anal, big cock, blonde, cosplay, creampie, crossdressing

Sissy Training - Guide to became Sissy - (No_1)
4 years ago
7:44

ShemaleSin

Sissy Training - Guide to became Sissy - (No_1)

Tags: assfucking, bdsm, big tits, blowjob, cuckold, cumshot, dominatrix

Sissyfication Feminization Cuckold Sissy training Lesson one - When your wife is with her lover
2 years ago
2:08

ShemaleSin

Sissyfication Feminization Cuckold Sissy training Lesson one - When your wife is with her lover

Tags: big cock, bondage, cuckold, cumshot, feminization, milf, old

Pale White Blonde Sissy Desperately Trying to Seduce Men
1 year ago
6:28

xHamster

Pale White Blonde Sissy Desperately Trying to Seduce Men

Tags: amateur, beauty, blonde, british, crossdressing, feminization, hd

Bunny Summers Determined To Be In The Feminization Academy
1 year ago
7:59

getTranny

Bunny Summers Determined To Be In The Feminization Academy

Tags: anal, big ass, big cock, big tits, blonde, bunny, deep throat

Dominatrix Makes Feminized Roommate Wear Corset
1 year ago
5:01

xHamster

Dominatrix Makes Feminized Roommate Wear Corset

Tags: amateur, american, anal, bdsm, corset, crossdressing, domination

Transgender fuck with dildo and eat own cum
1 year ago
19:35

xHamster

Transgender fuck with dildo and eat own cum

Tags: anal toying, asian, creampie, crossdressing, cum, dildo, feminization

Daddy pushed sissy to please him
1 year ago
1:05

xHamster

Daddy pushed sissy to please him

Tags: amateur, beauty, blowjob, crossdressing, daddies, domination, feminization

THIS HOW WE SCREW
3 years ago
2:46

ShemaleSin

THIS HOW WE SCREW

Tags: amateur, anal, big cock, blowjob, cum, cumshot, facial

Man To Sissy With a Huge Cock Transformation
1 year ago
7:53

xHamster

Man To Sissy With a Huge Cock Transformation

Tags: amateur, big cock, crossdressing, feminization, hd, huge cock, ladyboy

Man Dressed as Woman and Fucked by Dominatrix
1 year ago
6:11

xHamster

Man Dressed as Woman and Fucked by Dominatrix

Tags: amateur, american, anal, bdsm, crossdressing, cum, domination

Dominatrix Fucks Goth Sissy Doggystyle
1 year ago
1:37

xHamster

Dominatrix Fucks Goth Sissy Doggystyle

Tags: amateur, anal, bdsm, crossdressing, doggystyle, domination, dominatrix

Sexy Golden-Haired Trans Woman Drilled by Lengthy Sex Tool (onlyfans/baileywilde)
3 years ago
1:35

ShemaleSin

Sexy Golden-Haired Trans Woman Drilled by Lengthy Sex Tool (onlyfans/baileywilde)

Tags: amateur, anal, babe, blonde, crossdressing, dildo, drilling

Sissy trans Girl Jerking Off and Cumming Huge Load
8 months ago
7:10

xHamster

Sissy trans Girl Jerking Off and Cumming Huge Load

Tags: amateur, argentinian, beauty, big cock, blonde, crossdressing, cum

Sport fashion tgirl
2 years ago
7:14

KeekAss

Sport fashion tgirl

Tags: amateur, asian, beauty, crossdressing, feminization, fetish, ladyboy

Dominatrix Makes Feminized Roommate Wear Maid Dress
1 year ago
2:14

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

Tags: amateur, american, anal, bdsm, beauty, crossdressing, cum

Sissy sounding her clitty! Balls bound up! No audio
2 years ago
22:36

ShemaleSin

Sissy sounding her clitty! Balls bound up! No audio

Tags: amateur, balls, bound, dick, feminization, fetish, kinky

Dec 2nd 2022
2 years ago
22:36

ShemaleSin

Dec 2nd 2022

Tags: amateur, balls, bound, dick, feminization, fetish, hd

JOI and CEI Shemale Holly Hunt makes u eat your own cum full clip feminization
1 year ago
12:04

ShemaleSin

JOI and CEI Shemale Holly Hunt makes u eat your own cum full clip feminization

Tags: amateur, blonde, cum, dominatrix, femdom, feminization, fetish

Sissy Hope, the brainwashed addict slut. (Short censored promo version)
2 years ago
6:12

xHamster

Sissy Hope, the brainwashed addict slut. (Short censored promo version)

Tags: amateur, big ass, crossdressing, feminization, fetish, game, hd