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Streaming on Chaturbate @ Warlock_Headmistress
11 months 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
2 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
3 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
4 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

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

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

Teen anal training
2 years ago
7:29

ShemaleSin

Teen anal training

Tags: amateur, anal, ass, assfucking, big black cock, british, dildo

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)
3 years ago
1:36

ShemaleSin

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)

Tags: amateur, babe, crossdressing, feminization, fetish, jerking, ladyboy

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
4 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

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video
2 years ago
7:24

getTranny

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video

Tags: amateur, anal, big ass, feminization, hd, lingerie, maid

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

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
10 months ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

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

Vixen squirts all over herself for her taskmaster w/dildo
2 years ago
22:17

ShemaleSin

Vixen squirts all over herself for her taskmaster w/dildo

Tags: amateur, anal, anal toying, big clit, big tits, buttplug, cumshot

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

KeekAss

Super-cute femboy with elastic culo compilation

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

I think that deep down your a sissy boy slut
3 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
1 year ago
10:30

ShemaleSin

TRANS & HOTTY OUTDOOR SCREW & FISTING

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

Sissy Hunk Feminization And Bisex Domination Vids
3 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
11 months ago
12:46

AnySex

Lucky cock has steamy 3some with kinky Tgirls

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

Feminization Fetish Femdom Kinky Porn
1 year ago
21:43

ShemaleZ

Feminization Fetish Femdom Kinky Porn

Tags: bdsm, blonde, brunette, femdom, feminization, fetish, gangbang

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
3 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
8 months ago
10:14

ShemaleSin

Recent physical coach has me doing anal workouts

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

Locked Shy Racoon is banging her urethra with iron bullet
24 days ago
7:53

ShemaleSin

Locked Shy Racoon is banging her urethra with iron bullet

Tags: amateur, assfingering, banging, feminization, fetish, hd, lingerie

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
3 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 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
5 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
1 year 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
3 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
4 months ago
11:23

ShemaleSin

Humiliating Edging for Chastity serf

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

Transformed into a cute girl
3 years ago
2:11

TrannyOne

Transformed into a cute girl

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

Gagged with a sex tool up my butt
2 years ago
6:53

ShemaleSin

Gagged with a sex tool up my butt

Tags: amateur, anal, ass, assfucking, big black cock, dildo, doggystyle

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

ShemaleSin

Genitalia haircut & edging for chastity thrall

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

Sexy Sissy CD shows off her hawt body
2 years ago
2:23

ShemaleSin

Sexy Sissy CD shows off her hawt body

Tags: amateur, buttplug, feminization, fetish, high heels, masturbation, sissy

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
52 days ago
28:00

ShemaleSin

Tail plug on a early morning walk

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

Training to sit on shlong
2 years ago
2:40

ShemaleSin

Training to sit on shlong

Tags: amateur, anal, anal toying, assfucking, big black cock, cuckold, dildo

Sissy in hot tights on pmv
2 years ago
0:27

ShemaleSin

Sissy in hot tights on pmv

Tags: asian, babe, bimbo, brunette, cosplay, feet, feminization

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
2 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
1 year 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
8 months ago
2:15

ShemaleSin

proud sissy whore

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

Dec 8th 2022
2 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
3 years ago
2:17

TrannyOne

Crossdressing Princess Sissy Humiliation

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

Feminization
9 months ago
0:48

aShemaleTube

Feminization

Tags: feminization, hd, shemale

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

Underware Wearing Trans Woman
4 years ago
1:12

ShemaleSin

Underware Wearing Trans Woman

Tags: babe, big tits, blonde, crossdressing, femdom, feminization, ladyboy

Jun 30th 2023
2 years ago
10:59

ShemaleSin

Jun 30th 2023

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

Femboy in Las Vegas
53 days ago
0:06

ShemaleSin

Femboy in Las Vegas

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

Transsexual Isa Lawrence Opens Her Throat for BBC Cum After Getting Drilled
1 year 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
1 year 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
3 years ago
7:52

ShemaleSin

Cute Sissy In Chastity Gets Banged Hard by Large Weenie

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

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

Anal Broomstick Sissy Faggot
2 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

Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious
2 years ago
9:20

ShemaleSin

Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious

Tags: amateur, anal, crossdressing, domination, feminization, fetish, kinky

bts pov sex with heather cd
3 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
7 months ago
19:23

XXXDan

Goddess Violet Presents: The Feminization of M

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

FEMINIZED
3 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
3 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
3 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

Caged sissy upskirt in public
2 years ago
1:24

ShemaleSin

Caged sissy upskirt in public

Tags: amateur, ass, bdsm, bondage, cage, feminization, fetish

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
2 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 boi banging taut little booty and teasing
3 years ago
11:31

ShemaleSin

Sissy boi banging taut little booty and teasing

Tags: anal, banging, booty, cuckold, dildo, feminization, fetish

Love to feminine myself for dad and caged plugged so i can be ideal sissy.
2 years ago
8:23

ShemaleSin

Love to feminine myself for dad and caged plugged so i can be ideal sissy.

Tags: anal, anal toying, crossdressing, domination, feminization, ladyboy, lingerie

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

T-Girl bouncing butt on thick sex toy
2 years ago
1:41

ShemaleSin

T-Girl bouncing butt on thick sex toy

Tags: anal, ass, babe, big ass, creampie, dildo, fat

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

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

Made to crossdress humiliation femdom
3 years ago
7:49

TrannyOne

Made to crossdress humiliation femdom

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

Dec 8th 2022
2 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!
3 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
4 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)
3 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)
6 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
11 months 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!
3 years ago
10:11

ShemaleSin

Sissy Mara Jade's FULL Sissygasm Chastity Compilation!

Tags: amateur, anal, blonde, bondage, compilation, cumshot, daddies

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

ShemaleSin

Alt Trans Maid Edges and Cums Whilst Shaking

Tags: amateur, babe, big tits, brunette, cosplay, cum, dick

May in October
2 years ago
11:50

ShemaleSin

May in October

Tags: amateur, big tits, brunette, crossdressing, doll, feminization, fetish

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

Tags: amateur, babe, brunette, clothed sex, crossdressing, femdom, feminization

ENJOYABLE LADY
28 days ago
2:19

ShemaleSin

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32 days ago
10:40

aShemaleTube

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4 years ago
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ShemaleSin

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ShemaleSin

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4 months ago
10:17

ShemaleSin

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4 years ago
9:41

ShemaleSin

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2 years ago
0:53

ShemaleSin

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4 years ago
8:25

ShemaleSin

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3:10

ShemaleSin

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1 year ago
6:24

KeekAss

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2 years ago
23:14

KeekAss

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2 months ago
31:15

ShemaleSin

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4:10

ShemaleSin

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2 years ago
5:14

ShemaleSin

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1 year ago
5:38

ShemaleSin

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2 years ago
2:48

ShemaleSin

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2 years ago
8:04

ShemaleSin

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4 months ago
17:28

ShemaleSin

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2 years ago
3:35

aShemaleTube

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4 years ago
7:22

ShemaleSin

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5 years ago
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aShemaleTube

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4 years ago
1:00

ShemaleSin

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4 years ago
11:59

ShemaleSin

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3 months ago
11:36

ShemaleSin

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2 years ago
14:34

ShemaleSin

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4 years ago
14:04

TrannyOne

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1 year ago
1:00

KeekAss

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2 years ago
0:38

ShemaleSin

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2 months ago
2:02

ShemaleSin

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2 years ago
3:24

ShemaleSin

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1 year ago
0:39

aShemaleTube

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4 years ago
15:47

ShemaleSin

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7 years ago
13:40

TrannyOne

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1:31

ShemaleSin

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7:43

ShemaleSin

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9 months ago
5:46

ShemaleSin

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11 months ago
3:55

aShemaleTube

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3 years ago
5:36

TrannyOne

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4 years ago
0:37

ShemaleSin

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6:10

ShemaleSin

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TrannyOne

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1 year ago
7:49

ShemaleSin

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2 years ago
2:31

KeekAss

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2 years ago
2:40

aShemaleTube

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3 years ago
1:25

ShemaleSin

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2 years ago
3:22

ShemaleSin

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5:37

ShemaleSin

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1 year ago
1:29

aShemaleTube

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2 years ago
1:04:08

ShemaleSin

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16:19

ShemaleSin

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1 year ago
6:36

KeekAss

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1 year ago
37:20

ShemaleSin

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2 years ago
5:16

ShemaleSin

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2 years ago
3:35

TrannyOne

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4 years ago
9:22

ShemaleSin

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3 years ago
0:52

aShemaleTube

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2 years ago
15:14

KeekAss

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1 year ago
9:38

KeekAss

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3 months ago
5:07

ShemaleSin

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2 years ago
0:59

ShemaleSin

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1 year ago
2:03

KeekAss

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2 years ago
3:48

ShemaleSin

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3 years ago
4:01

ShemaleSin

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1 year ago
4:03

KeekAss

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