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Dom CD Shemale Drag Queen Feminization Mastix become my Sissy Wench
4 years ago
2:58

ShemaleSin

Dom CD Shemale Drag Queen Feminization Mastix become my Sissy Wench

Tags: amateur, dick, feminization, masturbation, queen, shemale, sissy

Elena Koslov's Twerking Teaser #5
1 year ago
0:23

ShemaleSin

Elena Koslov's Twerking Teaser #5

Tags: amateur, ass, blonde, feminization, fetish, nude, sissy

Dude Feminized by Girlfriend
4 years ago
2:48

ShemaleSin

Dude Feminized by Girlfriend

Tags: amateur, babe, big tits, blonde, femdom, feminization, girlfriend

Sissy Mistresse Captions
3 years ago
1:42

ShemaleSin

Sissy Mistresse Captions

Tags: feminization, mistress, sissy, transsexual

Gorgeous Trans Only Worshippers Woman with Ample Bootie On Web cam
3 months ago
9:23

KeekAss

Gorgeous Trans Only Worshippers Woman with Ample Bootie On Web cam

Tags: asian, ass, big ass, feminization, gorgeous, handjob, hd

Sissy walllrides her large sex tool
6 months ago
10:21

ShemaleSin

Sissy walllrides her large sex tool

Tags: amateur, anal, ass, big ass, dildo, doggystyle, feminization

Feminized and Spanked
4 years ago
5:29

TrannyOne

Feminized and Spanked

Tags: bdsm, crossdressing, domination, feminization, fetish, punishment, shemale

Sissy Emily
5 months ago
0:20

ShemaleSin

Sissy Emily

Tags: amateur, bbw, big ass, chubby, feminization, gay, humiliation

Grown Dude To Sissy Female Transformation
2 years ago
5:38

KeekAss

Grown Dude To Sissy Female Transformation

Tags: amateur, big cock, crossdressing, cum, cute, dirty, feminization

Feminization sissy self plow by fake penis and ass-plug
2 years ago
9:33

KeekAss

Feminization sissy self plow by fake penis and ass-plug

Tags: amateur, anal, asian, ass, big ass, crossdressing, cum

She-Male CUMSHOOT inbetween her thights
2 years ago
9:48

KeekAss

She-Male CUMSHOOT inbetween her thights

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Femboy Transsexual stretches her rectal hole with dragon jock
4 months ago
8:34

ShemaleSin

Femboy Transsexual stretches her rectal hole with dragon jock

Tags: amateur, anal, ass, british, dildo, feminization, hd

Prettyful Trans Sissy Biotch In Rosy Undergarments Gets Bitchy
2 years ago
9:20

KeekAss

Prettyful Trans Sissy Biotch In Rosy Undergarments Gets Bitchy

Tags: amateur, anal, bitch, brunette, crossdressing, feminization, fetish

Femdom Cuck has squirting climax in fake snatch
2 years ago
6:57

ShemaleSin

Femdom Cuck has squirting climax in fake snatch

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Maid reading on her break
2 years ago
7:40

ShemaleSin

Maid reading on her break

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Training my butt for BBC
1 year ago
6:46

ShemaleSin

Training my butt for BBC

Tags: amateur, anal, ass, big ass, big black cock, fat, femdom

Sissy wench babysitter shows off smooth fem body
1 year ago
2:22

ShemaleSin

Sissy wench babysitter shows off smooth fem body

Tags: amateur, ass, babysitter, compilation, feet, feminization, fetish

I own this FUCKSLUTS fuckholes!
6 months ago
28:05

KeekAss

I own this FUCKSLUTS fuckholes!

Tags: amateur, anal, big tits, femdom, feminization, fetish, handjob

Most Excellent of samantha sissy
4 years ago
3:11

ShemaleSin

Most Excellent of samantha sissy

Tags: amateur, big cock, big tits, feminization, italian, ladyboy, masturbation

Gina's Teaser
1 year ago
0:34

ShemaleSin

Gina's Teaser

Tags: amateur, babe, blonde, booty, feminization, fetish, high heels

Crossdresser Shackled and Banged by Slavemaster Stud (onlyfans/baileywilde)
3 years ago
0:59

ShemaleSin

Crossdresser Shackled and Banged by Slavemaster Stud (onlyfans/baileywilde)

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

Sissy Femboy Page Madi James Drilled Doggy Position
4 years ago
3:04

ShemaleSin

Sissy Femboy Page Madi James Drilled Doggy Position

Tags: amateur, anal, big cock, blonde, creampie, doggystyle, drilling

Crossdresser Willing to Get Pegged by Headmistress Pixie
2 years ago
1:23

ShemaleSin

Crossdresser Willing to Get Pegged by Headmistress Pixie

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

SissyNewLifeStory - Sissy Transformation Story Movie Scene 1
4 years ago
16:36

ShemaleSin

SissyNewLifeStory - Sissy Transformation Story Movie Scene 1

Tags: bisexual, fantasy, feminization, masturbation, music, shemale, sissy

Amateur crossdresser removes her petticoat
10 months ago
29:52

ShemaleSin

Amateur crossdresser removes her petticoat

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

Gina's Weenie & Vibe (trans, Crossdress, Female Mask, Mask, Transformation, Encasement, Fetish)
4 years ago
15:55

ShemaleSin

Gina's Weenie & Vibe (trans, Crossdress, Female Mask, Mask, Transformation, Encasement, Fetish)

Tags: big tits, brunette, cosplay, crossdressing, feminization, fetish, high heels

Apr 11th 2022
3 years ago
19:04

ShemaleSin

Apr 11th 2022

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

Sophie krens sissyslut sissy sissyfaggot
1 year ago
1:21

ShemaleSin

Sophie krens sissyslut sissy sissyfaggot

Tags: anal, feminization, fetish, german, homevideo, masturbation, pornstar

Pegging my sissy bitch balls unfathomable
2 years ago
4:11

ShemaleSin

Pegging my sissy bitch balls unfathomable

Tags: anal, babe, balls, bitch, feminization, fetish, hardcore

Sissygasm - Joanna cums hands free - Bullet Sex-Toy on Clitoris - Feminization Sissy
2 years ago
5:34

ShemaleSin

Sissygasm - Joanna cums hands free - Bullet Sex-Toy on Clitoris - Feminization Sissy

Tags: amateur, clit, cum, feminization, masturbation, panties, pov

Trans upskirt caught while ambling
2 years ago
12:11

KeekAss

Trans upskirt caught while ambling

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

Arab Sissy Crossdresser takes facial cumshot from deep throat
2 years ago
2:21

KeekAss

Arab Sissy Crossdresser takes facial cumshot from deep throat

Tags: amateur, arab, blowjob, brunette, crossdressing, cum, cumshot

Positive Sissy Affirmation
3 years ago
4:16

FapCat

Positive Sissy Affirmation

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

Upskirt, takes her petticoat off
1 year ago
29:24

ShemaleSin

Upskirt, takes her petticoat off

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

Sissy displaying off
2 years ago
3:39

KeekAss

Sissy displaying off

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

Sissy attempts to run away bindings
2 years ago
4:57

KeekAss

Sissy attempts to run away bindings

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

Sissy does butt to throat with her toys.
2 years ago
5:54

ShemaleSin

Sissy does butt to throat with her toys.

Tags: amateur, anal, ass, ass to mouth, blowjob, buttplug, deep throat

Vanessa Lux masturbation
6 years ago
0:51

aShemaleTube

Vanessa Lux masturbation

Tags: cum, cum swallowing, feminization, masturbation, mexican, shemale, sissy

Meaty bang for nice-looking sissy wench- full movie on my Onlyfans (link in bio)
4 years ago
0:18

ShemaleSin

Meaty bang for nice-looking sissy wench- full movie on my Onlyfans (link in bio)

Tags: anal, ass, assfucking, bdsm, blowjob, femdom, feminization

Cute femboy shaves her slim body and no hand spunk flow. Sissy shaves for her feminization process and cum out of hands by stimulating her prostate sp
4 years ago
16:13

ShemaleSin

Cute femboy shaves her slim body and no hand spunk flow. Sissy shaves for her feminization process and cum out of hands by stimulating her prostate sp

Tags: amateur, cum, cute, feminization, french, ladyboy, lingerie

CD Mask Film Noir
4 years ago
3:36

ShemaleSin

CD Mask Film Noir

Tags: amateur, big tits, black, fake tits, feminization, fetish, mask

Sissy cei cumming making a mess with my cum afresh
3 years ago
1:48

ShemaleSin

Sissy cei cumming making a mess with my cum afresh

Tags: anal, bitch, cum, cumshot, dildo, feminization, humiliation

TRANSIGENSE MOVIE SCENE 002 BABIGIRL Adult Comic Series
3 months ago
17:41

ShemaleSin

TRANSIGENSE MOVIE SCENE 002 BABIGIRL Adult Comic Series

Tags: comic, costume, feminization, skinny, small cock, solo, tiny dick

Red dress gown crossdresser feminization
1 year ago
10:26

FetishPapa

Red dress gown crossdresser feminization

Tags: big tits, crossdressing, doll, dress, fake tits, feminization, hd

Blac Sissy Boys For BWC
4 years ago
5:53

TrannyOne

Blac Sissy Boys For BWC

Tags: bdsm, black, boy, dick, ebony, feminization, hd

Prostate orgasms cumpilation. Personalsin collection vol. 151
1 year ago
11:27

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 151

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

HandsFree Premature Sissygasm - Huge Spunk fountain In Chastity Femboy Crossdressed
2 months ago
1:32

ShemaleSin

HandsFree Premature Sissygasm - Huge Spunk fountain In Chastity Femboy Crossdressed

Tags: amateur, big tits, bondage, boy, compilation, crossdressing, cumshot

Femboy WRECKS His Butt With a Monstrous Fake Penis
2 years ago
2:31

KeekAss

Femboy WRECKS His Butt With a Monstrous Fake Penis

Tags: amateur, anal, ass, boy, college, crossdressing, cute

Marika A solo dildo play
1 year ago
1:51

aShemaleTube

Marika A solo dildo play

Tags: big ass, crossdressing, dildo, feminization, ladyboy, lingerie, shemale

Booty plugged crossdresser goes for a walk
3 years ago
6:21

ShemaleSin

Booty plugged crossdresser goes for a walk

Tags: amateur, anal, assfucking, booty, buttplug, crossdressing, feminization

Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)
4 years ago
0:17

ShemaleSin

Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)

Tags: anal, ass, assfucking, bdsm, blowjob, femdom, feminization

That Guy is solely Holes for Femdom-Goddess Joy - Full Video on my Onlyfans (link in Bio)
4 years ago
0:18

ShemaleSin

That Guy is solely Holes for Femdom-Goddess Joy - Full Video on my Onlyfans (link in Bio)

Tags: anal, ass, assfucking, bdsm, bondage, femdom, feminization

Sissy Chastity Anal Balls Hormone Feminization Tutor Spiral
3 years ago
24:03

ShemaleSin

Sissy Chastity Anal Balls Hormone Feminization Tutor Spiral

Tags: amateur, anal, balls, blonde, feminization, fetish, hd

Feminization Sissyfication Sissy training - Dong Worship - resigned sissy
1 year ago
13:08

ShemaleSin

Feminization Sissyfication Sissy training - Dong Worship - resigned sissy

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

Encaged trans lady drains with fucktoys
1 year ago
7:47

KeekAss

Encaged trans lady drains with fucktoys

Tags: amateur, anal, anal toying, bondage, femdom, feminization, hd

Shy Sissy Flashing in the Park
4 years ago
1:49

ShemaleSin

Shy Sissy Flashing in the Park

Tags: amateur, dick, feminization, fetish, flashing, kinky, outdoor

MADE A CREAMY MESSS U WANT TO AID DAD ?
3 months ago
12:25

ShemaleSin

MADE A CREAMY MESSS U WANT TO AID DAD ?

Tags: ass, big ass, booty, creampie, dildo, fat, feminization

Nicole also grows breasts, moving on to further feminization
2 years ago
3:39

XXXDan

Nicole also grows breasts, moving on to further feminization

Tags: amateur, big tits, feminization, hardcore, lingerie, shemale, small tits

Sissy Giorgiadoll Caught Home Alone Playing with Her Sex-toy
4 months ago
0:18

ShemaleSin

Sissy Giorgiadoll Caught Home Alone Playing with Her Sex-toy

Tags: anal, anal toying, caught, feminization, hd, homevideo, masturbation

shemale masturbating and groaning with sex toy
2 years ago
8:03

ShemaleSin

shemale masturbating and groaning with sex toy

Tags: amateur, anal, assfucking, dildo, feminization, fetish, kinky

Flaunting my Heels and Underware
5 months ago
0:22

ShemaleSin

Flaunting my Heels and Underware

Tags: amateur, anal, buttplug, dick, feminization, hd, high heels

VERY SEXY Crossdresser in Pink Chastity Banged
3 months ago
9:53

ShemaleSin

VERY SEXY Crossdresser in Pink Chastity Banged

Tags: amateur, anal, ass, crossdressing, feminization, homevideo, sissy

Trans Bailey Wilde Screwed by Bang Machine Doggy style
6 months ago
2:55

ShemaleSin

Trans Bailey Wilde Screwed by Bang Machine Doggy style

Tags: amateur, anal, ass, doggystyle, feminization, fucking machine, homevideo

Fellow To Monstrous Booty Sissy Transformation
2 years ago
6:22

KeekAss

Fellow To Monstrous Booty Sissy Transformation

Tags: amateur, big ass, big black cock, big cock, booty, crossdressing, feminization

Sissy in Permanent Chastity Cage below Lengthy Petticoat
4 years ago
3:23

ShemaleSin

Sissy in Permanent Chastity Cage below Lengthy Petticoat

Tags: ass, cage, cuckold, femdom, feminization, fetish, lystra

Candid upskirt in public two
2 years ago
9:42

KeekAss

Candid upskirt in public two

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

Crossdresser maid doing mansion errands
2 years ago
9:55

KeekAss

Crossdresser maid doing mansion errands

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

Bambi Sissy Transformation (Sissy caption Story)
4 years ago
13:07

ShemaleSin

Bambi Sissy Transformation (Sissy caption Story)

Tags: amateur, anal, anita blue, assfucking, big ass, femdom, feminization

Trap80, Sissy biotch and her tentacle fake penis
2 years ago
5:30

KeekAss

Trap80, Sissy biotch and her tentacle fake penis

Tags: amateur, anal, anal toying, big ass, crossdressing, cum, cumshot

Sissy is lovin her curves
37 days ago
0:49

ShemaleSin

Sissy is lovin her curves

Tags: big tits, feminization, german, hairy, ladyboy, sissy, transsexual

Feminization Sissy training - weenie worship
1 year ago
16:27

ShemaleSin

Feminization Sissy training - weenie worship

Tags: big cock, blowjob, compilation, cumshot, dick, feminization, pov

Such a Goog Little Trans Ass Doxy:)
5 months ago
6:50

ShemaleSin

Such a Goog Little Trans Ass Doxy:)

Tags: amateur, ass, blonde, cute, dildo, feminization, rough

Sissy teases rides and cums
3 years ago
1:40

ShemaleSin

Sissy teases rides and cums

Tags: anal, cum, cumshot, daddies, dildo, dirty, feminization

Crossdresser Willing to get Screwed Doggy Position
4 years ago
0:34

ShemaleSin

Crossdresser Willing to get Screwed Doggy Position

Tags: amateur, babe, big tits, blonde, crossdressing, doggystyle, femdom

Apr ninth 2023
2 years ago
21:46

ShemaleSin

Apr ninth 2023

Tags: amateur, anal, clothed sex, crossdressing, femdom, feminization, fetish

This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have
2 years ago
5:31

ShemaleSin

This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have

Tags: ass, babe, clit, cum, cumshot, feminization, funny

Sissy upskirt, checking chastity cage key
1 year ago
27:29

ShemaleSin

Sissy upskirt, checking chastity cage key

Tags: amateur, anal, ass, big ass, british, cage, fat

Real BBC training with my ASMR sissy mind programing experience.
1 year ago
1:24

ShemaleSin

Real BBC training with my ASMR sissy mind programing experience.

Tags: big black cock, bitch, feminization, sissy, slut

Butt out in public
1 year ago
1:11

ShemaleSin

Butt out in public

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

Caged sissy takes schlong in butt
2 years ago
10:04

ShemaleSin

Caged sissy takes schlong in butt

Tags: amateur, anal, ass, assfucking, cage, dildo, femdom

Upskirt caught in the woods
2 years ago
7:29

KeekAss

Upskirt caught in the woods

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

Screw your mind become a sissy faggot
4 years ago
4:37

ShemaleSin

Screw your mind become a sissy faggot

Tags: big tits, blonde, compilation, cumshot, feminization, futanari, lesbian

Pink Juggsy in 44 R Cup Brassiere
4 years ago
5:17

ShemaleSin

Pink Juggsy in 44 R Cup Brassiere

Tags: amateur, ass, big tits, bra, fake tits, feminization, fetish

Candid upskirt in the rain
1 year ago
28:09

ShemaleSin

Candid upskirt in the rain

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

Is my micro-skirt too brief?
2 years ago
4:43

KeekAss

Is my micro-skirt too brief?

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

Crossdresser out for a walk showing her pants
1 year ago
24:19

ShemaleSin

Crossdresser out for a walk showing her pants

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

Modelando cada una de mis tangas para darte el mejor showcase
4 months ago
9:30

KeekAss

Modelando cada una de mis tangas para darte el mejor showcase

Tags: amateur, anal, big ass, brunette, cute, feminization, fetish

Charming in ????
1 year ago
1:08

ShemaleSin

Charming in ????

Tags: amateur, asian, big ass, feminization, latina, pornstar, sissy

Zara Cheap Doxy- Full Episode on my Onlyfans (link in Bio)
3 years ago
0:18

ShemaleSin

Zara Cheap Doxy- Full Episode on my Onlyfans (link in Bio)

Tags: anal, domination, femdom, feminization, goddess, hardcore, humiliation

Sissy anal climax from BBC Dildos in chastity
1 year ago
15:28

ShemaleSin

Sissy anal climax from BBC Dildos in chastity

Tags: amateur, anal, anal toying, big ass, big black cock, big cock, cumshot

SHACKLED FEMINIZED SISSY GETS PEGGED HARD WITH A VIBRATING DING-DONG
4 years ago
9:09

ShemaleSin

SHACKLED FEMINIZED SISSY GETS PEGGED HARD WITH A VIBRATING DING-DONG

Tags: amateur, anal, blowjob, bondage, chained, cumshot, femdom

Cute Sissy Femboy - Hands Free Cum - Little Doxy Cum in Hose - sissygasm
3 years ago
1:52

ShemaleSin

Cute Sissy Femboy - Hands Free Cum - Little Doxy Cum in Hose - sissygasm

Tags: big cock, cum, cumshot, cute, feminization, fetish, masturbation

Leaving my pants on the bench
1 year ago
29:13

ShemaleSin

Leaving my pants on the bench

Tags: amateur, ass, booty, exhibitionist, fat, feminization, hd

SISSY SUCK 2 SEX TOY
2 years ago
1:38

ShemaleSin

SISSY SUCK 2 SEX TOY

Tags: amateur, blowjob, dildo, feminization, sissy, slut, sucking

Sissy Lamborghini Short MAD SPUNK FOUNTAIN
1 year ago
2:50

ShemaleSin

Sissy Lamborghini Short MAD SPUNK FOUNTAIN

Tags: anal, anal toying, big ass, black, cum, cumshot, feminization

Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy
2 years ago
19:01

ShemaleSin

Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy

Tags: anal, cumshot, feminization, fetish, masturbation, sissy, taboo

Sissy Oksana riding anal dildo & huge anal plug _cam.1_sc.34
3 years ago
12:54

FapCat

Sissy Oksana riding anal dildo & huge anal plug _cam.1_sc.34

Tags: amateur, anal, anal toying, assfucking, crossdressing, cum, cumshot

femboy cdzinha de legging da bunda grande se exibindo pra camera
2 years ago
0:42

KeekAss

femboy cdzinha de legging da bunda grande se exibindo pra camera

Tags: amateur, big ass, crossdressing, dentist, feminization, fetish, gay

Sissy ass fucking pummel faux-cock
2 years ago
11:55

KeekAss

Sissy ass fucking pummel faux-cock

Tags: amateur, anal, anal toying, ass, assfucking, big ass, brunette

Trans purity ass-fuck
2 years ago
6:59

KeekAss

Trans purity ass-fuck

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

Apr 22nd 2023
2 years ago
17:29

ShemaleSin

Apr 22nd 2023

Tags: amateur, anal, assfucking, brunette, dildo, feminization, hd

Trans chastity anal
2 years ago
6:59

ShemaleSin

Trans chastity anal

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

Each Whiteboi'z Reaction To Ebony Dudes
1 year ago
0:19

ShemaleSin

Each Whiteboi'z Reaction To Ebony Dudes

Tags: amateur, big ass, big black cock, black, celebrity, ebony, feminization

Trap tranny jerks off POV
2 years ago
0:49

ShemaleSin

Trap tranny jerks off POV

Tags: amateur, feminization, jerking, masturbation, pov, sissy, small tits

Sissy Teaching4
2 years ago
5:02

KeekAss

Sissy Teaching4

Tags: amateur, blonde, crossdressing, feminization, fetish, hd, kinky

Toypleasurexxx - Sissy pink fishnet
3 months ago
16:55

ShemaleSin

Toypleasurexxx - Sissy pink fishnet

Tags: amateur, anal, ass, compilation, feminization, fishnet, gloves

Told my sissy marionette to put me on a flash
2 years ago
4:32

KeekAss

Told my sissy marionette to put me on a flash

Tags: amateur, anal, boy, cage, crossdressing, femdom, feminization

Sissy wearing buttplug tail out for a walk
1 year ago
24:10

ShemaleSin

Sissy wearing buttplug tail out for a walk

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

Sissy maid does tutors laundry
2 years ago
15:21

KeekAss

Sissy maid does tutors laundry

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Kinky person in nylons, sounding, jerking off and cumming.
2 years ago
19:51

ShemaleSin

Kinky person in nylons, sounding, jerking off and cumming.

Tags: cum, cumshot, feminization, fetish, handjob, jerking, kinky

Crossdresser out for a walk showing her pants
2 months ago
24:16

ShemaleSin

Crossdresser out for a walk showing her pants

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

This second feminization takes me deeper — nude of my boyish disguise, I show myself in underware and nylons, greater quantity open, greater quantit
4 months ago
22:02

ShemaleSin

This second feminization takes me deeper — nude of my boyish disguise, I show myself in underware and nylons, greater quantity open, greater quantit

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Kym Unpacks her Schlong (trans, Female Mask, Mask, Hose, Crossdress, Disclose, Transformation)
4 years ago
4:24

ShemaleSin

Kym Unpacks her Schlong (trans, Female Mask, Mask, Hose, Crossdress, Disclose, Transformation)

Tags: babe, blonde, crossdressing, feminization, fetish, hermaphrodite, high heels

Miss Ellen
2 years ago
9:51

ShemaleSin

Miss Ellen

Tags: amateur, blonde, feminization, fetish, high heels, kinky, mask

Monnica is being tutored to be a BBC sissy!!
1 year ago
5:41

ShemaleSin

Monnica is being tutored to be a BBC sissy!!

Tags: bdsm, big black cock, bitch, bondage, domination, dominatrix, feminization

StrapOn Feminization
9 days ago
0:37

aShemaleTube

StrapOn Feminization

Tags: amateur, anal, big ass, crossdressing, domination, feminization, hd

Sissy trying to get caught
1 year ago
24:58

ShemaleSin

Sissy trying to get caught

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

Sissy has Strenuous Sissygasm from Buttfuck
2 years ago
4:49

KeekAss

Sissy has Strenuous Sissygasm from Buttfuck

Tags: amateur, anal, assfucking, big ass, boy, crossdressing, feminization

Sissy in pants trains her booty for BBC
1 year ago
4:10

ShemaleSin

Sissy in pants trains her booty for BBC

Tags: amateur, anal, ass, big ass, big black cock, booty, brunette

Trans Kelsey Masters Drilled by Screw Machine During the time that Bailey Wilde Masturbates
6 months ago
3:04

ShemaleSin

Trans Kelsey Masters Drilled by Screw Machine During the time that Bailey Wilde Masturbates

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1 year ago
0:23

ShemaleSin

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10 months ago
6:30

ShemaleSin

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Sissy leaves chastity key on a public footpath
1 year ago
24:13

ShemaleSin

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Sissy Slavery Images and Episodes, Crossdressing and Transvestite S&M Predicaments with Sissy Susy
2 years ago
0:20

ShemaleSin

Sissy Slavery Images and Episodes, Crossdressing and Transvestite S&M Predicaments with Sissy Susy

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1 year ago
5:41

ShemaleSin

Trans fem training for BBC

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7 months ago
0:30

ShemaleSin

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1 year ago
28:47

ShemaleSin

Corpulent butt

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Sissy Femboy Servant ass-fuck instructing compilation
2 years ago
5:57

KeekAss

Sissy Femboy Servant ass-fuck instructing compilation

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Femboy Bailey Wilde Drilled by Sex Machine
6 months ago
3:26

ShemaleSin

Femboy Bailey Wilde Drilled by Sex Machine

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Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)
4 years ago
4:02

ShemaleSin

Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)

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Rose Transexual
10 months ago
0:58

aShemaleTube

Rose Transexual

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Said my sissy serf to put me on a show
2 years ago
4:32

ShemaleSin

Said my sissy serf to put me on a show

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6 months ago
25:56

ShemaleSin

Upskirt in public whilst out for a walk

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Ultra-Cute booty caught in public
2 years ago
9:36

KeekAss

Ultra-Cute booty caught in public

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Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur
4 years ago
6:18

ShemaleSin

Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur

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Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum
2 years ago
5:40

ShemaleSin

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum

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Sissy Puppy Play - Heels, Feminization, & Your Caregiver's Touch
7 months ago
3:22

ShemaleSin

Sissy Puppy Play - Heels, Feminization, & Your Caregiver's Touch

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Training My Gap for Greater amount: Anal Play & Intensive Jizz flow
4 months ago
3:22

ShemaleSin

Training My Gap for Greater amount: Anal Play & Intensive Jizz flow

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1 year ago
12:39

ShemaleSin

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ

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3 years ago
6:57

TrannyOne

Sorry she isn't a girl

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Sissy in its spiked chastity cage put in garden to goon neighbor humiliation
3 years ago
10:24

ShemaleSin

Sissy in its spiked chastity cage put in garden to goon neighbor humiliation

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Radmilasissy Fag Whore
4 years ago
0:43

aShemaleTube

Radmilasissy Fag Whore

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Locked up trans chick urinating and spunking on herself
2 years ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

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Nov 28th 2021
4 years ago
13:27

ShemaleSin

Nov 28th 2021

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Sissy caught ambling in the woods
2 years ago
3:41

KeekAss

Sissy caught ambling in the woods

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Mar 20th 2022
3 years ago
9:44

ShemaleSin

Mar 20th 2022

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Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina
1 year ago
2:38

ShemaleSin

Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina

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Prostate orgasms compilation. Personalsin collection vol. 150
1 year ago
10:11

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 150

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Youthful femboy showing off.
2 years ago
1:54

ShemaleSin

Youthful femboy showing off.

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Leaving my pants on a scooter
1 year ago
10:12

ShemaleSin

Leaving my pants on a scooter

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Jun 21st 2023
2 years ago
5:29

ShemaleSin

Jun 21st 2023

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Juggsy Damsel Masker Z Bowl Stripper #trio
2 years ago
8:06

KeekAss

Juggsy Damsel Masker Z Bowl Stripper #trio

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Training by booty for BBC
11 months ago
6:50

ShemaleSin

Training by booty for BBC

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Candid public upskirt underpants
2 years ago
4:53

KeekAss

Candid public upskirt underpants

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Sissy takes a walk in the rain
1 year ago
29:37

ShemaleSin

Sissy takes a walk in the rain

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Jan 11th 2023
3 years ago
12:16

ShemaleSin

Jan 11th 2023

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Showing off my butt in leggings
1 year ago
23:32

ShemaleSin

Showing off my butt in leggings

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Candid upskirt, still caged
1 year ago
23:54

ShemaleSin

Candid upskirt, still caged

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Large booty candid upskirt, moving chastity key to a bus stop
1 year ago
28:49

ShemaleSin

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Crossdresser Wearing Female Bodysuit on Piano
4 years ago
2:06

ShemaleSin

Crossdresser Wearing Female Bodysuit on Piano

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Sissification feminization sissy training - SISSY LOADING (english voice)
3 years ago
6:44

ShemaleSin

Sissification feminization sissy training - SISSY LOADING (english voice)

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Sissy Bitch Gaping and Farting by Large Sextoy
4 years ago
4:53

ShemaleSin

Sissy Bitch Gaping and Farting by Large Sextoy

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Sissy every day training
5 months ago
3:57

ShemaleSin

Sissy every day training

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Rock Bitch Mika Kawaiii Public Flash Tease Pants
2 months ago
0:19

ShemaleSin

Rock Bitch Mika Kawaiii Public Flash Tease Pants

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candid upskirt in publice
2 years ago
12:01

ShemaleSin

candid upskirt in publice

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Sissy anal invasion teaching
2 years ago
6:49

KeekAss

Sissy anal invasion teaching

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

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

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Brandy gets publicly stripped and lets audience see as machine screws herself
3 months ago
3:01

ShemaleSin

Brandy gets publicly stripped and lets audience see as machine screws herself

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Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and
5 months ago
12:52

PornoXO

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

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sissy pulverized on the couch in a crimson sundress
2 years ago
2:21

KeekAss

sissy pulverized on the couch in a crimson sundress

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She beat my ass up
6 years ago
6:22

aShemaleTube

She beat my ass up

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StardustGoddess’ heavenly juices
4 months ago
0:06

ShemaleSin

StardustGoddess’ heavenly juices

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Sissy Bailey Wilde Drilled by Sex Machine
6 months ago
3:31

ShemaleSin

Sissy Bailey Wilde Drilled by Sex Machine

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I love playing with my butt
7 months ago
10:28

ShemaleSin

I love playing with my butt

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Giorgiadoll’s Immodest Ride – Sissy Sex tool Play & Anal Feminization
4 months ago
0:18

ShemaleSin

Giorgiadoll’s Immodest Ride – Sissy Sex tool Play & Anal Feminization

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Dad domination over his sissy sex thrall and to taught her that my place is underneath his nuts
5 months ago
1:18

ShemaleSin

Dad domination over his sissy sex thrall and to taught her that my place is underneath his nuts

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Is my miniskirt too brief?
2 years ago
6:29

KeekAss

Is my miniskirt too brief?

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Worthy butt caught in public
2 years ago
9:36

ShemaleSin

Worthy butt caught in public

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Doxy walk, wedgie
1 year ago
20:08

ShemaleSin

Doxy walk, wedgie

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Yiff Femboy twerking Kewl BUbble Butt during Spooky Season
56 days ago
0:20

ShemaleSin

Yiff Femboy twerking Kewl BUbble Butt during Spooky Season

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