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Crossdressers Clip
4 years ago
9:25

TrannyOne

Crossdressers Clip

Tags: bdsm, compilation, crossdressing, feminization, shemale, transvestite

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt
1 year ago
11:54

ShemaleSin

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt

Tags: anal, ass, ass to mouth, assfingering, assfucking, big ass, bisexual

I am TOP!!Jizz Flow compilation
1 year ago
10:11

ShemaleSin

I am TOP!!Jizz Flow compilation

Tags: anal, compilation, cumshot, dildo, feminization, girlfriend, homevideo

Feminization, Makeup, Sissy Crossdressing for Your Step Dad
2 years ago
2:10

aShemaleTube

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

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

Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser
1 year ago
2:44

KeekAss

Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser

Tags: amateur, anal, ass, assfingering, assfucking, big cock, bisexual

Large Butt Trans in Dva Cosplay Gaped Butt and Pissing after being Anal Destroyed with Sex tool
41 days ago
10:27

ShemaleSin

Large Butt Trans in Dva Cosplay Gaped Butt and Pissing after being Anal Destroyed with Sex tool

Tags: amateur, anal, ass, big ass, blonde, booty, cosplay

Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!
2 years ago
3:35

ShemaleSin

Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!

Tags: anal, babe, cuckold, feminization, fetish, fucking machine, old

Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)
4 years ago
0:33

ShemaleSin

Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)

Tags: amateur, bbw, beauty, big tits, boy, feminization, interracial

Streaming on Chaturbate @ Warlock_Headmistress
1 year ago
1:55:14

ShemaleSin

Streaming on Chaturbate @ Warlock_Headmistress

Tags: amateur, anal, ass, big cock, bisexual, blonde, feminization

Sissy Princess Stretched untill this babe Squirts - BBC Anal
4 years ago
6:43

ShemaleSin

Sissy Princess Stretched untill this babe Squirts - BBC Anal

Tags: amateur, anal, assfucking, babe, big black cock, big cock, black

slaver trans turning u into a angel (joi)
4 years ago
4:39

ShemaleSin

slaver trans turning u into a angel (joi)

Tags: amateur, feminization, fetish, goth, masturbation, sissy, transsexual

banging my booty with a lot of different dildos - compilation
7 months ago
2:16

ShemaleSin

banging my booty with a lot of different dildos - compilation

Tags: amateur, anal, ass, banging, big ass, booty, compilation

Femboy wench Hattabi4ik is looking for a generous dad
7 months ago
0:20

ShemaleSin

Femboy wench Hattabi4ik is looking for a generous dad

Tags: ass, babe, beauty, big ass, bisexual, booty, crazy

PsychodelicSissy 4
4 years ago
14:46

ShemaleSin

PsychodelicSissy 4

Tags: bitch, feminization, sissy

Hawt Crossdresser gives Tugjob
4 years ago
1:21

ShemaleSin

Hawt Crossdresser gives Tugjob

Tags: babe, big tits, blowjob, crossdressing, femdom, feminization, fetish

Sissy male lesson
5 years ago
4:58

ShemaleSin

Sissy male lesson

Tags: anal, feminization, fetish, sissy, strap-on

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)
4 years ago
7:35

ShemaleSin

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)

Tags: ass, blonde, crossdressing, feminization, high heels, kinky, mask

VERY HAWT Golden-haired Crossdresser Wanking Large Weenie Whilst Being Drilled
4 months ago
7:31

ShemaleSin

VERY HAWT Golden-haired Crossdresser Wanking Large Weenie Whilst Being Drilled

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

Sissy Thrall Dating Training ft Trans Femdom
2 years ago
1:07

ShemaleSin

Sissy Thrall Dating Training ft Trans Femdom

Tags: amateur, big cock, blonde, dating, femdom, feminization, fetish

Sissy Chastity Training Knob Worship ft Trans Femdom
2 years ago
1:03

ShemaleSin

Sissy Chastity Training Knob Worship ft Trans Femdom

Tags: amateur, babe, big cock, femdom, feminization, fetish, masturbation

Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie
4 years ago
5:15

ShemaleSin

Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie

Tags: big ass, boy, brunette, ebony, feet, feminization, fetish

I caught my trans roommate with her kewl booty up
6 months ago
0:21

ShemaleSin

I caught my trans roommate with her kewl booty up

Tags: ass, black, booty, caught, emo, feminization, sissy

Silicone Barbie Sex Doll in Latex and Leather Coat
4 years ago
0:49

ShemaleSin

Silicone Barbie Sex Doll in Latex and Leather Coat

Tags: amateur, doll, fake tits, feminization, fetish, latex, leather

femboy boucing and groaning on a giant sex-toy
1 year ago
7:10

ShemaleSin

femboy boucing and groaning on a giant sex-toy

Tags: anal, big black cock, cute, dildo, feminization, masturbation, moaning

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)
3 years ago
12:01

ShemaleSin

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: amateur, anal, ass, assfucking, feminization, fetish, gay

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO
8 months ago
12:16

ShemaleSin

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO

Tags: amateur, big cock, black, booty, couple, creampie, feet

Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????
2 years ago
1:13

ShemaleSin

Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????

Tags: amateur, big tits, dildo, doll, feminization, fetish, kinky

Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)
4 years ago
12:16

ShemaleSin

Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)

Tags: amateur, brunette, crossdressing, feminization, fetish, high heels, kinky

Prostate orgasms cumpilation. Personalsin collection vol. 153
1 year ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

Tags: anal, compilation, cum, dildo, european, feminization, masturbation

Shower dildo
8 days ago
1:50

aShemaleTube

Shower dildo

Tags: 3some, amateur, anal, big ass, big cock, creampie, cum in mouth

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs
4 years ago
1:03

ShemaleSin

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs

Tags: amateur, blonde, crossdressing, dick, feminization, fetish, high heels

Trans Maid Joys Her Fresh Manager
1 year ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

Tags: anal, barebacking, blowjob, brunette, dick, feminization, hd

Super-cute femboy with elastic culo compilation
2 years ago
1:38

KeekAss

Super-cute femboy with elastic culo compilation

Tags: amateur, compilation, crossdressing, cute, feminization, hd, ladyboy

Screw Machine makes Hunk Squirt Biggest No Hands SPUNK FLOW (Slow Motion)
5 months ago
5:01

ShemaleSin

Screw Machine makes Hunk Squirt Biggest No Hands SPUNK FLOW (Slow Motion)

Tags: amateur, anal, ass, blonde, close up, feminization, fucking machine

I think that deep down your a sissy boy slut
4 years ago
5:26

TrannyOne

I think that deep down your a sissy boy slut

Tags: bdsm, bisexual, boy, domination, fantasy, femdom, feminization

TRANS & HOTTY OUTDOOR SCREW & FISTING
2 years ago
10:30

ShemaleSin

TRANS & HOTTY OUTDOOR SCREW & FISTING

Tags: anal, ass, compilation, dominatrix, femdom, feminization, fisting

Sissy Hunk Feminization And Bisex Domination Vids
4 years ago
8:23

ShemaleSin

Sissy Hunk Feminization And Bisex Domination Vids

Tags: babe, bdsm, bisexual, domination, femdom, feminization, fetish

Lucky cock has steamy 3some with kinky Tgirls
1 year ago
12:46

AnySex

Lucky cock has steamy 3some with kinky Tgirls

Tags: 3some, amateur, anal, ass, big cock, big tits, blowjob

Breathtaking Trans Babe Bangs Her Butt With Sex Toy - @wooksonasty on OF
1 year ago
0:37

ShemaleSin

Breathtaking Trans Babe Bangs Her Butt With Sex Toy - @wooksonasty on OF

Tags: amateur, anal, anal toying, ass, assfucking, babe, celebrity

Sexy Ponnyboy girly playing o the bed and waiting for you
4 years ago
5:12

TrannyOne

Sexy Ponnyboy girly playing o the bed and waiting for you

Tags: ass, bdsm, bed sex, bedroom, booty, feminization, hd

Sissy in micro chastity cage with harness and wetlook corset
3 years ago
7:21

ShemaleSin

Sissy in micro chastity cage with harness and wetlook corset

Tags: anal, assfucking, cage, corset, cum, feminization, fetish

Recent physical coach has me doing anal workouts
1 year ago
10:14

ShemaleSin

Recent physical coach has me doing anal workouts

Tags: amateur, anal, asian, coach, feminization, ladyboy, pov

Lindo Femboy probando ROPA - asmr Roleplay
3 months ago
0:14

ShemaleSin

Lindo Femboy probando ROPA - asmr Roleplay

Tags: amateur, feminization, mexican, pov, sissy, transsexual

Prostate orgasms compilation. Personalsin collection vol. 149
1 year ago
10:10

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 149

Tags: amateur, close up, compilation, european, feminization, orgasm, prostate

Riding large dildos - 9Inch V1-0013 - Jun 08, 2025
7 months ago
5:35

ShemaleSin

Riding large dildos - 9Inch V1-0013 - Jun 08, 2025

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

Male is feminized into beautiful girl
4 years ago
1:56

TrannyOne

Male is feminized into beautiful girl

Tags: anal, anus, ass, bdsm, beauty, feminization, pretty

Limp clittly sissy feminization anal sissy slut
2 years ago
20:17

aShemaleTube

Limp clittly sissy feminization anal sissy slut

Tags: anal, crossdressing, dildo, feminization, hd, shemale, sissy

Trans Babes Masturbation untill Climax Jointly
7 months ago
5:19

ShemaleSin

Trans Babes Masturbation untill Climax Jointly

Tags: amateur, anal, ass, babe, feminization, homevideo, masturbation

Trans Stripper Teasing
1 year ago
3:05

ShemaleSin

Trans Stripper Teasing

Tags: amateur, asian, beauty, feminization, ladyboy, latina, pornstar

Latex slave SISSY NAMI
1 year ago
7:19

TrannyOne

Latex slave SISSY NAMI

Tags: amateur, anal, anal toying, asian, big cock, bitch, bondage

Jul 15th 2023
2 years ago
11:36

ShemaleSin

Jul 15th 2023

Tags: amateur, blonde, cum, cumshot, cute, feminization, handjob

Mature sissy crossdresser Geraldinelonginlove in some naughty feminization fun
10 months ago
9:38

ShemaleTaxi

Mature sissy crossdresser Geraldinelonginlove in some naughty feminization fun

Tags: ass, beauty, big ass, crossdressing, dildo, european, feminization

How a Sissy should Masturbate in Chastity with a Sex-Toy Sissy Joanna
2 years ago
6:58

ShemaleSin

How a Sissy should Masturbate in Chastity with a Sex-Toy Sissy Joanna

Tags: amateur, bondage, feminization, masturbation, pov, sissy, toys

Widely opened ass-fuck close up, using inflatable butt-plug to open up my ass hole
1 year ago
6:16

KeekAss

Widely opened ass-fuck close up, using inflatable butt-plug to open up my ass hole

Tags: anal, ass, assfucking, buttplug, close up, crossdressing, cute

Trans hot cutie sexy anal closeup with unfathomable vibrator riding untill cum
7 months ago
12:06

ShemaleSin

Trans hot cutie sexy anal closeup with unfathomable vibrator riding untill cum

Tags: anal, close up, cum, cute, feminization, riding, tranny

Hawt Crossdresser Body Tease ft Trans Femdom
2 years ago
0:55

ShemaleSin

Hawt Crossdresser Body Tease ft Trans Femdom

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

Feminized into a princess
4 years ago
18:11

TrannyOne

Feminized into a princess

Tags: bdsm, blowjob, brazilian, feminization, masturbation, oral, shemale

Humiliating Edging for Chastity serf
9 months ago
11:23

ShemaleSin

Humiliating Edging for Chastity serf

Tags: anal, assfingering, bdsm, cage, cfnm, denial, femdom

Transformed into a cute girl
4 years ago
2:11

TrannyOne

Transformed into a cute girl

Tags: adorable, anal, asian, ass, barebacking, bdsm, big cock

Genitalia haircut & edging for chastity thrall
8 months ago
15:18

ShemaleSin

Genitalia haircut & edging for chastity thrall

Tags: anal, bdsm, cage, cfnm, denial, femdom, feminization

Sissy In Sexually Excited Fishnets CUMS On A Biggest Sex-Toy
2 years ago
5:25

ShemaleSin

Sissy In Sexually Excited Fishnets CUMS On A Biggest Sex-Toy

Tags: amateur, anal, assfucking, bisexual, cum, feminization, fishnet

Tail plug on a early morning walk
6 months ago
28:00

ShemaleSin

Tail plug on a early morning walk

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

Crossdresser getting Willing to get Banged
4 years ago
1:48

ShemaleSin

Crossdresser getting Willing to get Banged

Tags: crossdressing, femdom, feminization, ladyboy, shemale, sissy, transsexual

sissy crossdresser feminization
3 years ago
18:14

TrannyOne

sissy crossdresser feminization

Tags: ass, big tits, close up, crossdressing, feminization, hd, shemale

Feel free to Save, Share, and use my captions anywhere for everything hehe.
4 years ago
1:50

ShemaleSin

Feel free to Save, Share, and use my captions anywhere for everything hehe.

Tags: amateur, anal, barebacking, creampie, feminization, humiliation, ladyboy

Cockslut bitch sissy feminization before work
2 years ago
2:14

KeekAss

Cockslut bitch sissy feminization before work

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

Not Gay If
1 year ago
5:25

aShemaleTube

Not Gay If

Tags: crossdressing, feminization, gay, hd, shemale, sissy, small cock

proud sissy whore
1 year ago
2:15

ShemaleSin

proud sissy whore

Tags: amateur, anal, babe, brunette, feminization, fetish, sissy

Dec 8th 2022
3 years ago
1:18:35

ShemaleSin

Dec 8th 2022

Tags: amateur, anal, cumshot, feminization, fetish, handjob, homevideo

Feminized and Blacked
4 years ago
3:22

TrannyOne

Feminized and Blacked

Tags: american, anal, anus, ass, barebacking, bdsm, big black cock

Crossdressing Princess Sissy Humiliation
4 years ago
2:17

TrannyOne

Crossdressing Princess Sissy Humiliation

Tags: bdsm, bisexual, crossdressing, cuckold, domination, fantasy, femdom

Girlfriend Makes Sissy Boyfriend to go on Date with Guy
4 years ago
0:24

ShemaleSin

Girlfriend Makes Sissy Boyfriend to go on Date with Guy

Tags: amateur, babe, blonde, boy, boyfriend, crossdressing, femdom

Sexy Blond Crossdresser Puts Tampon in Butt
4 years ago
1:49

ShemaleSin

Sexy Blond Crossdresser Puts Tampon in Butt

Tags: amateur, ass, babe, blonde, crossdressing, femdom, feminization

Jun 30th 2023
2 years ago
10:59

ShemaleSin

Jun 30th 2023

Tags: amateur, anal, blonde, buttplug, crossdressing, emo, femdom

Transsexual Isa Lawrence Opens Her Throat for BBC Cum After Getting Drilled
2 years ago
12:00

ShemaleSin

Transsexual Isa Lawrence Opens Her Throat for BBC Cum After Getting Drilled

Tags: big black cock, cum, drilling, feminization, throat, tranny, transsexual

Sissy feminization and pummeled
2 years ago
3:20

KeekAss

Sissy feminization and pummeled

Tags: amateur, anal, anal toying, asian, buttplug, clit, crossdressing

Cute Sissy In Chastity Gets Banged Hard by Large Weenie
4 years ago
7:52

ShemaleSin

Cute Sissy In Chastity Gets Banged Hard by Large Weenie

Tags: amateur, assfucking, big cock, blonde, cute, daddies, feminization

BBC sex-toy destroys my sissy twat on the banging machine!
2 months ago
0:17

ShemaleSin

BBC sex-toy destroys my sissy twat on the banging machine!

Tags: amateur, anal, ass, banging, big ass, big black cock, cage

Upskirt in the woods
1 year ago
8:10

ShemaleSin

Upskirt in the woods

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

Owned Sissy wench streams & screws herself raw during the time that Hotwife femdom female-dominator is away! 4/5 Full vid in a short time
2 years ago
25:07

ShemaleSin

Owned Sissy wench streams & screws herself raw during the time that Hotwife femdom female-dominator is away! 4/5 Full vid in a short time

Tags: anal, assfucking, babe, bitch, blonde, cuckold, dildo

Lara White Brainwashed Sissy Crossdresser Plays avid with her Penis and Balls
3 years ago
34:48

ShemaleSin

Lara White Brainwashed Sissy Crossdresser Plays avid with her Penis and Balls

Tags: amateur, anal, balls, brunette, crossdressing, dick, feminization

Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK
2 years ago
7:56

KeekAss

Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK

Tags: amateur, anal, anal toying, assfucking, crossdressing, deep throat, dick

Feminization
1 year ago
0:48

aShemaleTube

Feminization

Tags: feminization, hd, shemale

Anal Broomstick Sissy Faggot
7 months ago
5:01

ShemaleSin

Anal Broomstick Sissy Faggot

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

Amateur ts gets dominated and anally railed on the bed
7 years ago
8:11

TrannyOne

Amateur ts gets dominated and anally railed on the bed

Tags: amateur, anal, bed sex, crossdressing, cuckold, domination, feminization

bts pov sex with heather cd
4 years ago
4:50

ShemaleSin

bts pov sex with heather cd

Tags: amateur, anal, assfucking, behind the scenes, big ass, big cock, blonde

Goddess Violet Presents: The Feminization of M
1 year ago
19:23

XXXDan

Goddess Violet Presents: The Feminization of M

Tags: amateur, bdsm, bondage, couple, feminization, fetish, goddess

FEMINIZED
4 years ago
19:24

TrannyOne

FEMINIZED

Tags: bdsm, feminization, hd, latex, masturbation, rubber, shemale

Sissy trains her booty
1 year ago
2:22

ShemaleSin

Sissy trains her booty

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

2 Mistress Feminize a Sissy Maid
4 years ago
36:13

TrannyOne

2 Mistress Feminize a Sissy Maid

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

That Babe was said to lose for the camera after Feminization
4 years ago
10:29

ShemaleSin

That Babe was said to lose for the camera after Feminization

Tags: anal, babe, blowjob, dick, feminization, ladyboy, lingerie

Each one detests u whiteboi, even your headmistress Roxy detests u sissy for BNWO girl scarlett ebony
3 years ago
12:37

ShemaleSin

Each one detests u whiteboi, even your headmistress Roxy detests u sissy for BNWO girl scarlett ebony

Tags: amateur, blonde, ebony, feminization, fetish, humiliation, masturbation

Pinkish Satin Sissy Performs for Dad
2 years ago
5:03

KeekAss

Pinkish Satin Sissy Performs for Dad

Tags: amateur, beauty, blonde, crossdressing, feminization, lingerie, masturbation

Transgirl Finds out about your Sissy Side and Shares her Raiment
4 years ago
2:37

ShemaleSin

Transgirl Finds out about your Sissy Side and Shares her Raiment

Tags: babe, feminization, sissy, small tits

Sissy out for an early morning walk - upskirt
7 months ago
30:27

ShemaleSin

Sissy out for an early morning walk - upskirt

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

Sissy paws her privates but is incapable to jizm :(
2 years ago
5:33

KeekAss

Sissy paws her privates but is incapable to jizm :(

Tags: amateur, cosplay, crossdressing, feminization, fetish, homevideo, kinky

Sissy Femboy Anal Riding a Large Thick Sex-Toy - Crossdresser
1 year ago
1:03

ShemaleSin

Sissy Femboy Anal Riding a Large Thick Sex-Toy - Crossdresser

Tags: amateur, anal, anal toying, crossdressing, cumshot, feminization, high heels

Sissy Affirmations
3 months ago
1:12:32

ShemaleSin

Sissy Affirmations

Tags: anal, bimbo, femdom, feminization, futanari, masturbation, sissy

Golden-Haired Trans Woman Fucked 
4 years ago
9:52

ShemaleSin

Golden-Haired Trans Woman Fucked 

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

Pegging my Sissy
1 year ago
8:57

ShemaleSin

Pegging my Sissy

Tags: anal, assfucking, blowjob, femdom, feminization, fetish, hardcore

sextoy riding crossdresser
1 year ago
3:59

ShemaleSin

sextoy riding crossdresser

Tags: amateur, babe, big tits, blonde, crossdressing, feminization, fetish

This guy asked me to take off the cape and came in my booty with the camera off. I came so worthy!
2 months ago
2:11

ShemaleSin

This guy asked me to take off the cape and came in my booty with the camera off. I came so worthy!

Tags: anal, booty, feminization, orgasm, transsexual, webcam

Prostate orgasms cumpilation. Personalsin collection vol. 152
1 year ago
10:17

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 152

Tags: anal, cage, compilation, cum, dildo, european, feminization

Sissy shows off
7 days ago
0:51

ShemaleSin

Sissy shows off

Tags: amateur, feminization, hd, sissy, solo, transsexual

Slavemaster Screws a Cute Sissy Coarse in his Office
3 years ago
5:28

ShemaleSin

Slavemaster Screws a Cute Sissy Coarse in his Office

Tags: amateur, anal, ass, big cock, blonde, cute, daddies

Large butt blond trans cutie with torn leggings banging herself with purple sex-toy and getting anal creampies. Biggest booty shemale with ripped yoga
21 days ago
10:49

ShemaleSin

Large butt blond trans cutie with torn leggings banging herself with purple sex-toy and getting anal creampies. Biggest booty shemale with ripped yoga

Tags: amateur, anal, ass, banging, bisexual, blonde, booty

Made to crossdress humiliation femdom
4 years ago
7:49

TrannyOne

Made to crossdress humiliation femdom

Tags: bdsm, bisexual, crossdressing, domination, fantasy, femdom, feminization

Does i look enough slut in my new rome femboy?
10 days ago
2:55

aShemaleTube

Does i look enough slut in my new rome femboy?

Tags: anal, feet, feminization, fisting, hd, shemale, sissy

Dec 8th 2022
3 years ago
10:05

ShemaleSin

Dec 8th 2022

Tags: erotic, feminization, fetish, hd, kinky, latina, reality

A Kinky Masked TG hotty titty-bangs some other mask and shows her latex-sheathed rod!
4 years ago
27:06

ShemaleSin

A Kinky Masked TG hotty titty-bangs some other mask and shows her latex-sheathed rod!

Tags: ass, blonde, crossdressing, feminization, fetish, kinky, latex

Everybody should DL and post this movie everywhere on the internet, Including Youtube!
4 years ago
1:01

ShemaleSin

Everybody should DL and post this movie everywhere on the internet, Including Youtube!

Tags: amateur, bdsm, feminization, lingerie, public, sissy

AlsoNicole Pumps up her sissy bazookas to show her further Feminization. Grwoing her melons to no longer be acceptable as a stud and merely seen as a
5 years ago
3:39

ShemaleSin

AlsoNicole Pumps up her sissy bazookas to show her further Feminization. Grwoing her melons to no longer be acceptable as a stud and merely seen as a

Tags: amateur, feminization, ladyboy, lingerie, melons, sissy, small tits

Chillout Erotica Ep.1 (compilation, Trainer, Feminization, Sissy, Fetish)
4 years ago
6:18

TrannyOne

Chillout Erotica Ep.1 (compilation, Trainer, Feminization, Sissy, Fetish)

Tags: bdsm, compilation, erotic, feminization, fetish, hardcore, shemale

Feminization of a Bad Roommate (Full Clip)
10 months ago
50:07

ShemaleSin

Feminization of a Bad Roommate (Full Clip)

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

Elena Koslov Twerking Teaser #two
1 year ago
0:23

ShemaleSin

Elena Koslov Twerking Teaser #two

Tags: amateur, ass, big ass, blonde, feminization, fetish, pov

Sissy Mara Jade's FULL Sissygasm Chastity Compilation!
4 years ago
10:11

ShemaleSin

Sissy Mara Jade's FULL Sissygasm Chastity Compilation!

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Alt Trans Maid Edges and Cums Whilst Shaking
3 years ago
4:58

ShemaleSin

Alt Trans Maid Edges and Cums Whilst Shaking

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Crossdresser Clothed as Woman to get Banged by Girlfriend's Ding-Dong
4 years ago
0:36

ShemaleSin

Crossdresser Clothed as Woman to get Banged by Girlfriend's Ding-Dong

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Crossdresser Feminized to get Screwed by Guy
4 years ago
0:33

ShemaleSin

Crossdresser Feminized to get Screwed by Guy

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Training my butt afresh
36 days ago
5:38

ShemaleSin

Training my butt afresh

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samantha sissy futa fantasy
3 years ago
4:01

ShemaleSin

samantha sissy futa fantasy

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Sucking her cum off his penis and overflowing anal creampies ~ Compilation
8 months ago
10:17

ShemaleSin

Sucking her cum off his penis and overflowing anal creampies ~ Compilation

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TheLastRealTop Fucks keyshia diorr Raw
48 days ago
8:01

aShemaleTube

TheLastRealTop Fucks keyshia diorr Raw

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Juggsy Doll in Bikini
4 years ago
9:41

ShemaleSin

Juggsy Doll in Bikini

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Butt Worship Dong Worship Sissy Training ft Trans Femdom
2 years ago
0:53

ShemaleSin

Butt Worship Dong Worship Sissy Training ft Trans Femdom

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CROSSDRESSERS IN SECRET FROM HIS WIFE TESTING RECENT HIGH HEELS AND NYLONS
4 years ago
8:25

ShemaleSin

CROSSDRESSERS IN SECRET FROM HIS WIFE TESTING RECENT HIGH HEELS AND NYLONS

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Uber-cute Sissy Femboy Gets Enormous Dinky in Cock-squeezing Arse
14 days ago
11:36

KeekAss

Uber-cute Sissy Femboy Gets Enormous Dinky in Cock-squeezing Arse

Tags: amateur, anal, ass, barebacking, big cock, blowjob, cute

feminization sissy are u actually str8? expand your mind
4 years ago
3:10

ShemaleSin

feminization sissy are u actually str8? expand your mind

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I Love the Taste of My Own Butt Fluid, Especally While Locked in Innocence!
2 years ago
6:24

KeekAss

I Love the Taste of My Own Butt Fluid, Especally While Locked in Innocence!

Tags: amateur, anal, ass, blonde, crossdressing, deep throat, feminization

Ebony chap eating the golden-haired trans gal's twat.
2 months ago
7:43

ShemaleSin

Ebony chap eating the golden-haired trans gal's twat.

Tags: amateur, blonde, brunette, cunt, ebony, feminization, latina

Guts ejaculation Forearms free-for-all jizm Trans doll
2 years ago
23:14

KeekAss

Guts ejaculation Forearms free-for-all jizm Trans doll

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early morning upskirt
7 months ago
31:15

ShemaleSin

early morning upskirt

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Anal Chair Defiance part two/two
1 year ago
4:10

ShemaleSin

Anal Chair Defiance part two/two

Tags: amateur, anal, anal toying, asian, bondage, dildo, feminization

Punk Headmistress pegs golden-haired Sissy whore for sissy training
3 years ago
5:14

ShemaleSin

Punk Headmistress pegs golden-haired Sissy whore for sissy training

Tags: amateur, anal, babe, blonde, dominatrix, feminization, fetish

banging my sissy booty large gape and cum
1 year ago
5:38

ShemaleSin

banging my sissy booty large gape and cum

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Headmistress Pixie Bangs Crossdresser Bailey Wilde
3 years ago
2:48

ShemaleSin

Headmistress Pixie Bangs Crossdresser Bailey Wilde

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Skyler Storm Sex Machine with Inverted Chastity Cage
8 months ago
17:28

ShemaleSin

Skyler Storm Sex Machine with Inverted Chastity Cage

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Demoness Sissy Hypno
2 years ago
3:35

aShemaleTube

Demoness Sissy Hypno

Tags: crossdressing, feminization, shemale, sissy, tranny

sissy feminization instructions
4 years ago
7:22

ShemaleSin

sissy feminization instructions

Tags: amateur, anal, bdsm, domination, feminization, ladyboy, lingerie

Amateur sissy in latex plays with dildo and sex machine Part2
5 years ago
9:48

aShemaleTube

Amateur sissy in latex plays with dildo and sex machine Part2

Tags: amateur, anal, crossdressing, dildo, feminization, fetish, hd

Mastix Murmur Trains me to Screw her Sissy Doxies - Sasha_de_Sade & MistressMurmur on OF
4 years ago
1:00

ShemaleSin

Mastix Murmur Trains me to Screw her Sissy Doxies - Sasha_de_Sade & MistressMurmur on OF

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Missionary with Redhead Trans BBC Stuffing
4 months ago
8:28

aShemaleTube

Missionary with Redhead Trans BBC Stuffing

Tags: anal, ass, big black cock, black, cage, dick, doggystyle

Sissy man performing maid service
5 years ago
11:59

ShemaleSin

Sissy man performing maid service

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Hot Rock Trans Angel's Intensive Couch Workout - WARNING EXCEEDINGLY HAWT! Beauty Hose Sissy Femboy in Daybed!
8 months ago
11:36

ShemaleSin

Hot Rock Trans Angel's Intensive Couch Workout - WARNING EXCEEDINGLY HAWT! Beauty Hose Sissy Femboy in Daybed!

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Transformation from a normal chap into a lascivious sissy sex doxy that can be used hard out of lenience.
3 years ago
14:34

ShemaleSin

Transformation from a normal chap into a lascivious sissy sex doxy that can be used hard out of lenience.

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Sissy Feminization
4 years ago
14:04

TrannyOne

Sissy Feminization

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

Feminization take u as a dude and turn u into a bitch
2 years ago
1:00

KeekAss

Feminization take u as a dude and turn u into a bitch

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Solo anal training
3 months ago
5:12

ShemaleSin

Solo anal training

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Close up maid anal training
7 months ago
2:02

ShemaleSin

Close up maid anal training

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Sissy Bimbo Doxy - Result of Feminization Training
2 years ago
3:24

ShemaleSin

Sissy Bimbo Doxy - Result of Feminization Training

Tags: anal, asian, assfucking, babe, bimbo, blonde, feminization

Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade
1 year ago
0:39

aShemaleTube

Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade

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Loganhuge - Undressed bent over on display! Skewer my sexy butt! Suck on my girly melons and nipps!
6 months ago
2:53

ShemaleSin

Loganhuge - Undressed bent over on display! Skewer my sexy butt! Suck on my girly melons and nipps!

Tags: anal, ass, assfingering, bend over, big cock, blowjob, dildo

May third 2021
4 years ago
15:47

ShemaleSin

May third 2021

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These shemales will show you the way of sissy training
8 years ago
13:40

TrannyOne

These shemales will show you the way of sissy training

Tags: bimbo, dick, feminization, masturbation, music, shemale, sissy

ENJOYABLE LADY
5 months ago
2:19

ShemaleSin

ENJOYABLE LADY

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Femboy in Las Vegas
6 months ago
0:06

ShemaleSin

Femboy in Las Vegas

Tags: amateur, feminization, homevideo, sissy, tranny, transsexual

Screwed in the booty in public
8 months ago
1:31

ShemaleSin

Screwed in the booty in public

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

Bisex Crossdressing And Femdom Dream Movie Scenes
5 years ago
7:43

ShemaleSin

Bisex Crossdressing And Femdom Dream Movie Scenes

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Sissy is having joy in her room!!!
1 year ago
5:46

ShemaleSin

Sissy is having joy in her room!!!

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Whiteboi feminisation anal pussy training with massive BBC dildo
1 year ago
3:55

aShemaleTube

Whiteboi feminisation anal pussy training with massive BBC dildo

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Best Sissy Hypno Ever! POV CEI
4 years ago
5:36

TrannyOne

Best Sissy Hypno Ever! POV CEI

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I can't make no doubt of his BBC Fit inside me ???? am I a Nice Hotty? @Sasha_de_Sade
4 years ago
0:37

ShemaleSin

I can't make no doubt of his BBC Fit inside me ???? am I a Nice Hotty? @Sasha_de_Sade

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SPECIAL: Sissy Anal Stretching Training with Multiple Dildos and Huge Creampie
46 days ago
20:59

aShemaleTube

SPECIAL: Sissy Anal Stretching Training with Multiple Dildos and Huge Creampie

Tags: amateur, anal, ass, big ass, blonde, booty, creampie

Sissy Maker 6
4 years ago
6:10

ShemaleSin

Sissy Maker 6

Tags: feminization, shemale, sissy, transsexual

Feminization Positivity Trainer
4 years ago
3:21

TrannyOne

Feminization Positivity Trainer

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

WICKED APP DRIVER WAS EATEN IN HIS HAIR AND LEFT THE ABODE SLAPPED WITH CUM ON HIS FACE!
1 year ago
7:49

ShemaleSin

WICKED APP DRIVER WAS EATEN IN HIS HAIR AND LEFT THE ABODE SLAPPED WITH CUM ON HIS FACE!

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Sissy College Girl Gets Ruined and Creampied by BIG BLACK COCK
2 years ago
2:31

KeekAss

Sissy College Girl Gets Ruined and Creampied by BIG BLACK COCK

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Riding a huge BBC dildo
3 years ago
2:40

aShemaleTube

Riding a huge BBC dildo

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POV Hot Golden-Haired Crossdresser Sucking Shlong
3 years ago
1:25

ShemaleSin

POV Hot Golden-Haired Crossdresser Sucking Shlong

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RubyMabel (Stella Foxxx) uses 16in. lengthy 3in. wide vibrator on her booty
2 years ago
3:22

ShemaleSin

RubyMabel (Stella Foxxx) uses 16in. lengthy 3in. wide vibrator on her booty

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Upskirt white pants
2 years ago
5:37

ShemaleSin

Upskirt white pants

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feminization white boi
1 year ago
1:29

aShemaleTube

feminization white boi

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Roommate Feminized and Screwed for Discipline (Full Episode)
3 years ago
1:04:08

ShemaleSin

Roommate Feminized and Screwed for Discipline (Full Episode)

Tags: anal, bdsm, bondage, dominatrix, feminization, fetish, hardcore

Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)
4 years ago
16:19

ShemaleSin

Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)

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Humungous cum-shot with my LARGE FUCKPOLE on my orbs
2 years ago
6:36

KeekAss

Humungous cum-shot with my LARGE FUCKPOLE on my orbs

Tags: amateur, ass, big ass, big tits, blonde, crossdressing, cum

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging
1 year ago
37:20

ShemaleSin

Femdom Headmistress real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

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Jul 10th 2023
2 years ago
5:16

ShemaleSin

Jul 10th 2023

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

You are now my pretty little crossdresser sissy doll
3 years ago
3:35

TrannyOne

You are now my pretty little crossdresser sissy doll

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Sissy riding dildo outside
5 months ago
10:40

aShemaleTube

Sissy riding dildo outside

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HOT UNDERCLOTHING STOCKING AND HIGH HEELS FEMINIZATION SISSY TRANSFORMATION Locked in Chastity
4 years ago
9:22

ShemaleSin

HOT UNDERCLOTHING STOCKING AND HIGH HEELS FEMINIZATION SISSY TRANSFORMATION Locked in Chastity

Tags: amateur, crossdressing, feminization, fetish, high heels, ladyboy, sissy