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

ShemaleSin

Roommate Feminized and Screwed for Discipline (Full Episode)

Tags: anal, bdsm, feminization, fetish, hardcore

Laci got a recent sex toy to further her feminization training. Let's just say it works very well! Please like, fav, and subscribe for every week
3 days ago
5:00

ShemaleSin

Laci got a recent sex toy to further her feminization training. Let's just say it works very well! Please like, fav, and subscribe for every week

Tags: anal, babe, bimbo, feminization, lingerie

Feminized Sissy Compilation
7 months ago
3:24

ShemaleSin

Feminized Sissy Compilation

Tags: anal toying, compilation, feminization, masturbation, sissy

Dollification Vlog - Sissy Desires Permanent Doll Transformation
26 days ago
8:22

ShemaleSin

Dollification Vlog - Sissy Desires Permanent Doll Transformation

Tags: blonde, doll, feminization, sissy, tgirl

Mike's Story
3 years ago
18:48

TrannyOne

Mike's Story

Tags: blonde, feminization, hd, slut, story

Spouse Coercive Feminization By Wife And Female Doctor
3 years ago
10:51

ShemaleSin

Spouse Coercive Feminization By Wife And Female Doctor

Tags: domination, feminization, lingerie, mature, wife

Entering the Feminization Academy
1 year ago
0:40

TrannyOne

Entering the Feminization Academy

Tags: anal, blowjob, crossdressing, feminization, hd

Silly Feminization
3 years ago
26:00

KeekAss

Silly Feminization

Tags: anal, big tits, blonde, feminization, hd

Antique Compelled sissyfication and feminization penalty
4 years ago
43:19

KeekAss

Antique Compelled sissyfication and feminization penalty

Tags: antique, feminization, hd, retro, tranny

First time feminized and fucked
3 years ago
16:38

TrannyOne

First time feminized and fucked

Tags: anal, ass, barebacking, bdsm, feminization

Sissy Succulent - The Program (Part One)
5 years ago
16:07

KeekAss

Sissy Succulent - The Program (Part One)

Tags: anal, cumshot, feminization, masturbation, tranny

Mommys Feminization Of Sissy Monika
2 years ago
16:39

ShemaleZ

Mommys Feminization Of Sissy Monika

Tags: brunette, feminization, sissy, stockings, toys

Feminized maid
3 years ago
25:42

TrannyOne

Feminized maid

Tags: classic, couple, feminization, lingerie, uniform

feminization is permanent
3 years ago
8:14

TrannyOne

feminization is permanent

Tags: bdsm, feminization

Prostate orgasms cumpilation. Personalsin collection vol. 153
2 months ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

Tags: compilation, orgasm, prostate, toys, tranny

Crossdressers Clip
3 years ago
9:25

TrannyOne

Crossdressers Clip

Tags: bdsm, compilation, crossdressing, feminization, transvestite

Marvelous sissy wife gets Creampie and Spitroast on Wedding Night ???? @AxelReigns @Sasha_de_Sade
5 months ago
0:36

ShemaleSin

Marvelous sissy wife gets Creampie and Spitroast on Wedding Night ???? @AxelReigns @Sasha_de_Sade

Tags: big black cock, bride, feminization, pornstar, wedding

Sexy Muscular Spider-t-girl Twerks Her Huge Ass, Shows Her Big Boobs, And Shakes Her Massive Dick
10 months ago
5:42

YourLust

Sexy Muscular Spider-t-girl Twerks Her Huge Ass, Shows Her Big Boobs, And Shakes Her Massive Dick

Tags: feminization, fitness, futanari, muscled, uniform

PsychodelicSissy 4
3 years ago
14:46

ShemaleSin

PsychodelicSissy 4

Tags: bitch, feminization, sissy

Kris Kat – Entering The Feminization Academy
2 years ago
26:25

ShemaleZ

Kris Kat – Entering The Feminization Academy

Tags: big cock, blonde, crossdressing, feminization, hd

Body Hair Removal Tutorial
8 months ago
18:29

ShemaleSin

Body Hair Removal Tutorial

Tags: feminization, sissy, small tits

INCREDIBLE Boy to Female Transformation
2 years ago
0:52

ShemaleSin

INCREDIBLE Boy to Female Transformation

Tags: boy, crossdressing, femdom, feminization, ladyboy

Sexy tgirl feminization and cumming
2 years ago
9:09

aShemaleTube

Sexy tgirl feminization and cumming

Tags: cum, cumshot, feminization, hd, masturbation

Krystal's Motel Taunt (trans, fetish, girl mask, mask, feminization, crossdress, transformation)
2 years ago
30:48

KeekAss

Krystal's Motel Taunt (trans, fetish, girl mask, mask, feminization, crossdress, transformation)

Tags: ass, feminization, hd, stockings, transsexual

Tranny Dolly Milking Handjob by Big Tit Mistress
2 years ago
12:30

TrannyOne

Tranny Dolly Milking Handjob by Big Tit Mistress

Tags: big tits, cum, cumshot, doll, feminization

feminization to
3 years ago
9:47

ShemaleSin

feminization to

Tags: feminization

Bimbo shemale feminization
3 years ago
17:05

TrannyOne

Bimbo shemale feminization

Tags: anal, anus, ass, bdsm, feminization

Feminization to become a Shemale Cumslut
2 years ago
9:32

TrannyOne

Feminization to become a Shemale Cumslut

Tags: bdsm, blowjob, feminization, hd, lingerie

Boys Will Be Girls
3 years ago
1:51

TrannyOne

Boys Will Be Girls

Tags: bdsm, boy, feminization, hd, sissy

Transformed into a cute girl
2 years ago
2:11

TrannyOne

Transformed into a cute girl

Tags: anal, asian, ass, feminization, underwear

Chillout Erotica EP 1 compilation transgender princess feminization
4 years ago
7:16

ShemaleMovie

Chillout Erotica EP 1 compilation transgender princess feminization

Tags: compilation, erotic, feminization

Wish me to feminize u for real?... go to L!nk in vid
2 years ago
3:54

ShemaleSin

Wish me to feminize u for real?... go to L!nk in vid

Tags: beauty, big cock, blowjob, crossdressing, feminization

Concupiscent Sissy Trans Gamer Beauty Humiliates Your small weenie and dominates your mind with subliminals
4 days ago
17:03

ShemaleSin

Concupiscent Sissy Trans Gamer Beauty Humiliates Your small weenie and dominates your mind with subliminals

Tags: abuse, beauty, big cock, ebony, feminization

Sissy Feminization
4 years ago
7:52

VideoSection

Sissy Feminization

Tags: blowjob, feminization, pov, sissy

SISSY HUCOW
7 years ago
1:54

aShemaleTube

SISSY HUCOW

Tags: blonde, feminization, pov, sissy, teen (18+)

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

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

Tags: bdsm, domination, feminization, hd, sissy

Whore slut sissy feminization before work
1 year ago
2:10

aShemaleTube

Whore slut sissy feminization before work

Tags: asian, barebacking, big cock, crossdressing, feminization

Pornstars: viper

T-GIRL BANGS SEXY CUTIE SISSY FEMINIZATION
1 year ago
6:09

ShemaleSin

T-GIRL BANGS SEXY CUTIE SISSY FEMINIZATION

Tags: feminization, sissy, teen (18+), tgirl, transsexual

Mommy's feminization of sissy monika
1 year ago
17:09

TrannyOne

Mommy's feminization of sissy monika

Tags: crossdressing, feminization, masturbation, sissy, vintage

Trans Cutie August Leaf Her Feminization For Her Mistress 5 Min
32 days ago
4:22

HClips

Trans Cutie August Leaf Her Feminization For Her Mistress 5 Min

Tags: amateur, brunette, cute, feminization, hd

feminization 1
3 years ago
25:33

ShemaleSin

feminization 1

Tags: anal, feminization, masturbation, mature, solo

Femboy Bangs Herself with a Little Sex tool
31 days ago
10:34

ShemaleSin

Femboy Bangs Herself with a Little Sex tool

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

Businessman made into a Sissy Doxy
37 days ago
10:25

ShemaleSin

Businessman made into a Sissy Doxy

Tags: amateur, bus, feminization, fetish, mistress

Sissy Feminization
1 year ago
3:21

ShemaleZ

Sissy Feminization

Tags: blonde, feminization, hd, lingerie, stockings

116 min degrading of s&m sissy pang bitch Alina
3 months ago
1:18

ShemaleSin

116 min degrading of s&m sissy pang bitch Alina

Tags: anal, bitch, reality, sissy, small tits

Shemale Porn Video Feminization Sissification Sissy Threesome Training Blowjob
3 months ago
11:35

TrannyOne

Shemale Porn Video Feminization Sissification Sissy Threesome Training Blowjob

Tags: big cock, blowjob, feminization, sissy, slut

The Beauty of Latex Feminization
1 year ago
1:12

xHamster

The Beauty of Latex Feminization

Tags: big tits, crossdressing, feminization, hd, sissy

Big Tits Spanish Wife First Time Anal Sex With Femboy
1 year ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

Tags: mexican, mom, nipples, spanish, wife

Sissy maid sucks ramrod and gets pegged
12 days ago
18:09

ShemaleSin

Sissy maid sucks ramrod and gets pegged

Tags: big tits, femdom, feminization, fetish, maid

Sissy Compilation - Crosdfressers and Feminization
12 years ago
3:08

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

Tags: compilation, feminization, sissy

Olympics 2024 Sabrina Prezotte showing off her 22 cm weenie in France.
4 months ago
10:09

ShemaleSin

Olympics 2024 Sabrina Prezotte showing off her 22 cm weenie in France.

Tags: feminization, fetish, french, tranny, transsexual

Elena Koslov's Twerking Teaser #9
43 days ago
0:18

ShemaleSin

Elena Koslov's Twerking Teaser #9

Tags: amateur, ass, babe, blonde, feminization

Sissy Laci stretches her booty out with a sex tool whilst wearing underware to further her feminization.
11 days ago
5:04

ShemaleSin

Sissy Laci stretches her booty out with a sex tool whilst wearing underware to further her feminization.

Tags: anal, booty, feminization, lingerie, sissy

Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.
1 year ago
5:12

ShemaleTaxi

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

Tags: ass, dominatrix, feminization, sissy

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization
2 years ago
32:59

KeekAss

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

Tags: anal, fetish, hd, stockings, toys

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

ShemaleSin

bts pov sex with heather cd

Tags: anal, assfucking, big ass, big cock, feminization

SISSY TRAINING GIANT SEX TOY!
21 days ago
9:48

ShemaleSin

SISSY TRAINING GIANT SEX TOY!

Tags: amateur, anal, anal toying, big cock, blowjob

Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw
3 years ago
7:25

ShemaleSin

Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw

Tags: anal, barebacking, big black cock, big cock, feminization

Sissy Sandra individual story saying
1 year ago
14:25

KeekAss

Sissy Sandra individual story saying

Tags: brunette, crossdressing, feminization, fetish, latex

Michelle inhales physicians sausage
1 year ago
4:45

KeekAss

Michelle inhales physicians sausage

Tags: big cock, blonde, blowjob, masturbation, tranny

Locked up trans chick urinating and spunking on herself
1 year ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

Tags: bdsm, crossdressing, cute, feminization, fetish

Transgirl has u Fastened up and Coerces u to Suck her Wang JOI
3 years ago
1:59

ShemaleSin

Transgirl has u Fastened up and Coerces u to Suck her Wang JOI

Tags: blowjob, feminization, small tits, sucking

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

ShemaleSin

Feminization - Sissification - Sissy Training - Sissy Whore For Mom

Tags: anal, cumshot, fetish, hd, worship

Prostate orgasms cumpilation. Personalsin collection vol. 154
2 months ago
10:45

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 154

Tags: anal, compilation, cum, cute, european

Coerced feminization
4 years ago
17:10

KeekAss

Coerced feminization

Tags: anal, big cock, blowjob, brunette, masturbation

Training sissy feminization xhcIQUs
2 years ago
5:43

TrannyOne

Training sissy feminization xhcIQUs

Tags: bdsm, feminization, sissy

Prostate orgasms cumpilation. Personalsin collection vol. 152
4 months ago
10:17

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 152

Tags: anal, compilation, cum, european, masturbation

Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)
2 years ago
32:56

KeekAss

Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)

Tags: ass, big tits, hd, tranny, transsexual

BANG ME!! BABY
6 months ago
11:13

ShemaleSin

BANG ME!! BABY

Tags: anal, cumshot, homevideo, milf, tranny

Rosa Bride Feminization Marinatv
2 years ago
5:49

KeekAss

Rosa Bride Feminization Marinatv

Tags: bride, crossdressing, fetish, lingerie, stockings

Sissy Expect, the lil' super-bitch in individual night converse
1 year ago
19:58

KeekAss

Sissy Expect, the lil' super-bitch in individual night converse

Tags: anal, hd, small tits, stupid girl, tranny

Foi fazer sua corrida mas passou antes para dar aquela leitada
9 months ago
23:45

ShemaleSin

Foi fazer sua corrida mas passou antes para dar aquela leitada

Tags: anal, ass, big ass, tranny, transsexual

Web camera deepthroat, anal, sadomasochism session from sissy trap Alina
2 days ago
8:58

ShemaleSin

Web camera deepthroat, anal, sadomasochism session from sissy trap Alina

Tags: amateur, anal, anal toying, ass, blowjob

AlsoNicole breast growth, going into Further Feminization
3 years ago
3:40

TrannyOne

AlsoNicole breast growth, going into Further Feminization

Tags: american, bdsm, big tits, feminization, hd

Trans Maid Joys Her Fresh Manager
38 days ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

Tags: anal, barebacking, blowjob, brunette, dick

Large penis sissy Tiffany Kitten masturbates GIANT ejaculation  ???? ????
27 days ago
0:42

ShemaleSin

Large penis sissy Tiffany Kitten masturbates GIANT ejaculation  ???? ????

Tags: amateur, big cock, big tits, blonde, cumshot

Feminized Pain Toy
2 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

Feminized and fucked
3 years ago
18:02

TrannyOne

Feminized and fucked

Tags: anal, big cock, blowjob, masturbation, transvestite

Sissy Femboy Laci performs anal masturbation on her large booty in underware to further her feminization training. That babe has made amazing progress
10 days ago
8:32

ShemaleSin

Sissy Femboy Laci performs anal masturbation on her large booty in underware to further her feminization training. That babe has made amazing progress

Tags: amazing, anal, babe, booty, feminization

Sissy Furry Fetish Servitude Harness
3 years ago
0:41

ShemaleSin

Sissy Furry Fetish Servitude Harness

Tags: crossdressing, fetish, fur, gagging, sissy

Sissy cums in cage to hurting & banding it’s white ball white extinction BNWO gal scarlett ebony
2 years ago
13:10

ShemaleSin

Sissy cums in cage to hurting & banding it’s white ball white extinction BNWO gal scarlett ebony

Tags: cage, cum, masturbation, transsexual, vibrator

Vintage Compulsory sissyfication and feminization torture
3 years ago
43:19

ShemaleSin

Vintage Compulsory sissyfication and feminization torture

Tags: anal, feminization, mature, torture, vintage

Sissy Beauty Fucks Sexy Trans
40 days ago
1:09

xHamster

Sissy Beauty Fucks Sexy Trans

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

Feminization - Bimbo Box
6 years ago
26:00

ShemaleZ

Feminization - Bimbo Box

Tags: big tits, bimbo, feminization, hd, toys

Sissy Crimson Pokes (HDR Movie)
1 year ago
2:03

KeekAss

Sissy Crimson Pokes (HDR Movie)

Tags: crossdressing, fetish, hd, high heels, kinky

Before, feminization
1 year ago
8:05

ShemaleTaxi

Before, feminization

Tags: bdsm, domination, lingerie, pov, sissy

challenge PMV feminized
3 years ago
22:36

TrannyOne

challenge PMV feminized

Tags: bdsm, blowjob, feminization, homevideo, oral

SOFIE AND VICKY BEING BREAKING IN BY 2 BBC! THEY HAD NO PITY! WE LOVE IT!
5 months ago
10:11

ShemaleSin

SOFIE AND VICKY BEING BREAKING IN BY 2 BBC! THEY HAD NO PITY! WE LOVE IT!

Tags: big cock, blowjob, lollipop, pink pussy, transsexual

Boy 2 sissy feminization with full make up and dressing up
1 year ago
2:09

aShemaleTube

Boy 2 sissy feminization with full make up and dressing up

Tags: asian, crossdressing, fetish, hd, ladyboy

Pornstars: viper

Tits implants-built in play toys
2 years ago
6:51

TrannyOne

Tits implants-built in play toys

Tags: big tits, crossdressing, dick, hd, sissy

Walking down the Street as a little Sissy bitch
1 year ago
3:30

xHamster

Walking down the Street as a little Sissy bitch

Tags: fetish, hd, homevideo, lingerie, street

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt
1 year ago
11:13

ShemaleSin

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt

Tags: anal, blonde, fetish, masturbation, sissy

screwing my butt with biig dildos and a fuckmachine - sissy in cage
4 months ago
5:31

ShemaleSin

screwing my butt with biig dildos and a fuckmachine - sissy in cage

Tags: anal, ass, big ass, masturbation, sissy

Dragtime collection
3 years ago
1:10:35

TrannyOne

Dragtime collection

Tags: bdsm, compilation, crossdressing, queen, transvestite

I am TOP!!Jizz Flow compilation
8 months ago
10:11

ShemaleSin

I am TOP!!Jizz Flow compilation

Tags: anal, compilation, cumshot, dildo, girlfriend

Slutty shemale Melanie Brooks fucked a sexy chicks ass with a TS Foxxy dick.
53 days ago
12:43

MyLust

Slutty shemale Melanie Brooks fucked a sexy chicks ass with a TS Foxxy dick.

Tags: anal, ass, big ass, big cock, big tits

Mischievous, kinky thoughts
2 years ago
12:13

KeekAss

Mischievous, kinky thoughts

Tags: hd, masturbation, solo, tranny, transsexual

Caught Laundry
1 year ago
10:08

aShemaleTube

Caught Laundry

Tags: caught, fetish, humiliation, sissy, softcore

Rabbit aperture, no going back
1 year ago
1:13

ShemaleSin

Rabbit aperture, no going back

Tags: big tits, feminization, latex

Little transsexual beginnings of self feminization
1 year ago
0:19

ShemaleSin

Little transsexual beginnings of self feminization

Tags: feminization, fetish, pov, reality, transsexual

feminized and fucked
3 years ago
26:40

TrannyOne

feminized and fucked

Tags: anal, anus, ass, bdsm, blowjob

Hawt Crossdresser Body Tease ft Trans Femdom
1 year ago
0:55

ShemaleSin

Hawt Crossdresser Body Tease ft Trans Femdom

Tags: babe, big cock, crossdressing, fetish, tease

Sissy feminization, anal masturbation
45 days ago
11:06

ShemaleTaxi

Sissy feminization, anal masturbation

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

Lil witchy fae, end of spooketober '22
2 years ago
1:40

ShemaleSin

Lil witchy fae, end of spooketober '22

Tags: collar, feminization, fetish, halloween

My step nephew gives me a feet wank and finishes up tearing up me rock hard... LLE020
5 days ago
18:58

KeekAss

My step nephew gives me a feet wank and finishes up tearing up me rock hard... LLE020

Tags: anal, ass, assfingering, beauty, big ass

Humiliation
2 years ago
3:21

ShemaleSin

Humiliation

Tags: crossdressing, cute, fetish, panties, sissy

Dancing Chinese trap in high high-heeled slippers
2 years ago
4:56

KeekAss

Dancing Chinese trap in high high-heeled slippers

Tags: dancing, hd, small tits, solo, tranny

Sissy Maker 6
3 years ago
6:10

ShemaleSin

Sissy Maker 6

Tags: feminization, sissy, transsexual

Sissy crossdress, sissy feminization
2 years ago
10:16

ShemaleTaxi

Sissy crossdress, sissy feminization

Tags: crossdressing, feminization, humiliation, sissy

Steffan's 1st Time Dressed as Girl
3 years ago
6:07

TrannyOne

Steffan's 1st Time Dressed as Girl

Tags: asian, bdsm, crossdressing, dress, transvestite

Sissy Fashion: Rocking Your Feminine Style
9 months ago
5:40

xHamster

Sissy Fashion: Rocking Your Feminine Style

Tags: big ass, big cock, big tits, hd, sissy

Be our gym sissy cuck in chastity BELLA BLU - LUCY HART
11 months ago
8:05

ShemaleSin

Be our gym sissy cuck in chastity BELLA BLU - LUCY HART

Tags: babe, big ass, big tits, blonde, fetish

Pornstars: lucy bell, lucy hart

janelle fennec gets raunchy harassment lesson from jenna jaden
3 years ago
2:55

ShemaleSin

janelle fennec gets raunchy harassment lesson from jenna jaden

Tags: anal, barebacking, cumshot, tranny, transsexual

Jun 30th 2023
1 year ago
10:59

ShemaleSin

Jun 30th 2023

Tags: anal, blonde, crossdressing, jerking, ladyboy

Whorish Trans Angelina Sate Gives It All In An Anal invasion Moist Plumb!
38 days ago
12:37

KeekAss

Whorish Trans Angelina Sate Gives It All In An Anal invasion Moist Plumb!

Tags: anal, assfingering, big cock, big tits, blonde

Sissy Marissa buys a fuck machine
7 months ago
9:45

xHamster

Sissy Marissa buys a fuck machine

Tags: anal, crossdressing, hd, latina, sissy

Sissy Cutie's 1st Sissygasm
39 days ago
6:14

ShemaleSin

Sissy Cutie's 1st Sissygasm

Tags: amateur, anal, big black cock, cumshot, cute

Hot Oriental Transsexual Ponyboy Walking around in Public Area and Showing her Girly Body
3 years ago
5:04

ShemaleSin

Hot Oriental Transsexual Ponyboy Walking around in Public Area and Showing her Girly Body

Tags: asian, brunette, feet, fetish, high heels

Full feminization and tucking sissy crossdresser
1 year ago
2:10

aShemaleTube

Full feminization and tucking sissy crossdresser

Tags: asian, crossdressing, domination, fetish, hd

Pornstars: viper

I own this HARLOTS holes! Horazontal Edit
35 days ago
28:05

ShemaleSin

I own this HARLOTS holes! Horazontal Edit

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

Sexy leopard coat on sexy girl with high heels boots
2 years ago
3:42

TrannyOne

Sexy leopard coat on sexy girl with high heels boots

Tags: adorable, asian, ass, bdsm, fur

Egirl Gf Finds Your Feminization Fetish
1 year ago
7:52

ShemaleZ

Egirl Gf Finds Your Feminization Fetish

Tags: big ass, big cock, blonde, hd, solo

Feminization Sissyfication Sissy training - YEP MAMMA two
1 year ago
5:23

ShemaleSin

Feminization Sissyfication Sissy training - YEP MAMMA two

Tags: big cock, cumshot, femdom, fetish, sissy

Trans screws herself in gash
1 year ago
3:00

KeekAss

Trans screws herself in gash

Tags: crossdressing, cumshot, hd, ladyboy, urethra

Vintage Feminization
3 years ago
19:29

TrannyOne

Vintage Feminization

Tags: bdsm, classic, crossdressing, domination, femdom

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

ShemaleSin

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

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

Super-Sexy Blacklight Soiree Dame in Rave Underwear
2 years ago
21:24

KeekAss

Super-Sexy Blacklight Soiree Dame in Rave Underwear

Tags: anal, dick, lingerie, solo, tranny

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

ShemaleSin

Sexy Blond Crossdresser Puts Tampon in Butt

Tags: ass, babe, blonde, crossdressing, femdom

Trans domme screws her sub in the hatch
1 year ago
3:18

KeekAss

Trans domme screws her sub in the hatch

Tags: babe, big cock, blowjob, brunette, mistress

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2
1 year ago
15:42

KeekAss

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2

Tags: anal, crossdressing, fetish, hd, masturbation

Pornstars: lystra

POV Screw my sissy male in chastity
1 year ago
5:16

ShemaleSin

POV Screw my sissy male in chastity

Tags: anal, assfucking, bdsm, domination, hd

Tgirl tugjob and ruin climax
2 years ago
2:08

ShemaleSin

Tgirl tugjob and ruin climax

Tags: creampie, cum, cumshot, fetish, gloves

Pornstars: lystra

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

xHamster

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

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

Hawt Feminization Transformation
2 years ago
6:49

ShemaleSin

Hawt Feminization Transformation

Tags: crossdressing, feminization, transsexual

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

TrannyOne

2 Mistress Feminize a Sissy Maid

Tags: bdsm, femdom, hardcore, maid, mistress

Sorry she isn't a girl
2 years ago
6:57

TrannyOne

Sorry she isn't a girl

Tags: american, ass, bdsm, big cock, big tits

Ladyboy rails fellates and rails my hard-on till she finishes off
40 days ago
9:27

KeekAss

Ladyboy rails fellates and rails my hard-on till she finishes off

Tags: amateur, anal, barebacking, beauty, big cock

A transformation story - the feminisation of my SISSY
1 year ago
1:14

aShemaleTube

A transformation story - the feminisation of my SISSY

Tags: babe, crossdressing, hd, lingerie, sissy

Booty Plugged Bisex Upskirt
2 years ago
8:32

ShemaleSin

Booty Plugged Bisex Upskirt

Tags: anal, assfucking, booty, fetish, kinky

FEMINIZATION IS THE WAY
3 years ago
12:41

TrannyOne

FEMINIZATION IS THE WAY

Tags: bdsm, couple, feminization, hd, teen (18+)

Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)
2 years ago
0:23

ShemaleSin

Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)

Tags: anal, bdsm, domination, femdom, goddess

Dominatrix Feminizes Sissy into Maid
1 year ago
5:01

xHamster

Dominatrix Feminizes Sissy into Maid

Tags: american, anal, bdsm, crossdressing, domination

TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration
2 years ago
22:22

KeekAss

TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration

Tags: anal, big cock, small tits, tranny, transsexual

Juggsy Playmate Doll
3 years ago
7:20

ShemaleSin

Juggsy Playmate Doll

Tags: big tits, blonde, dancing, fake tits, fetish

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

ShemaleSin

FEMDOM & SISSY PEGGING SEXY SHOTS & CUMSHOTS COMPILATION two

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

Large Ass Sissy Rides Sex Toy and Cums from Anal
3 years ago
2:16

ShemaleSin

Large Ass Sissy Rides Sex Toy and Cums from Anal

Tags: anal, anal toying, ass, black, blonde

Office trans
2 years ago
2:25

KeekAss

Office trans

Tags: asian, beauty, brunette, crossdressing, music

Wife Crossdressing Husband [sissy Feminization Trans-girl T-girl Transformation]
2 years ago
15:16

ShemaleZ

Wife Crossdressing Husband [sissy Feminization Trans-girl T-girl Transformation]

Tags: big tits, brunette, hd, tgirl, transsexual

Crossdresser Sissy bound and gagged
2 years ago
6:14

xHamster

Crossdresser Sissy bound and gagged

Tags: hd, ladyboy, lingerie, solo, toys

Romina's Climax (chick mask, mask, feminization, transformation, trans, crossdress, stockings)
2 years ago
12:16

KeekAss

Romina's Climax (chick mask, mask, feminization, transformation, trans, crossdress, stockings)

Tags: big tits, brunette, hd, masturbation, transsexual

Cute sissy in pink suit wets and rubs her diaper
2 years ago
1:59

ShemaleSin

Cute sissy in pink suit wets and rubs her diaper

Tags: cute, feminization, fetish, pissing, sissy

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

ShemaleSin

SissyNewLifeStory - Sissy Transformation Story Movie Scene 1

Tags: bisexual, fantasy, masturbation, music, sissy

Trans angel limpiando un sex toy con su boca
19 days ago
2:18

ShemaleSin

Trans angel limpiando un sex toy con su boca

Tags: amateur, blowjob, dildo, feminization, fetish

Juggsy Bosom Chick
2 years ago
10:05

KeekAss

Juggsy Bosom Chick

Tags: big tits, crossdressing, fetish, hd, tranny

Milky Sissy Studs Who Enjoy Dark-Hued Sausage Compilation - SissyHypnoz
5 years ago
7:36

KeekAss

Milky Sissy Studs Who Enjoy Dark-Hued Sausage Compilation - SissyHypnoz

Tags: anal, blowjob, compilation, dick, handjob

Butt Plugging for beginners
2 years ago
44:59

aShemaleTube

Butt Plugging for beginners

Tags: ass, crossdressing, hd, lingerie, sissy

sissy femme nectar
2 years ago
1:49

aShemaleTube

sissy femme nectar

Tags: crossdressing, feminization, fetish, ladyboy, sissy

Will-Less Sissy Teaching dont jizm
2 years ago
5:06

KeekAss

Will-Less Sissy Teaching dont jizm

Tags: anal, masturbation, small tits, solo, tranny

Two Mature Moms Femdom Feminization Sissyboy Part3
2 years ago
12:25

ShemaleZ

Two Mature Moms Femdom Feminization Sissyboy Part3

Tags: blonde, brunette, lingerie, mature, stockings

Sissygasm Tutorial - Sissification With The Lady Of Feminization
1 year ago
20:48

ShemaleZ

Sissygasm Tutorial - Sissification With The Lady Of Feminization

Tags: bdsm, fetish, hd, humiliation, latex

FEMINIZATION AND URINATE DOUCHE
2 years ago
23:12

KeekAss

FEMINIZATION AND URINATE DOUCHE

Tags: blowjob, hair pulling, hd, piss drinking, small tits

Stud to Girl Feminization Transformation
2 years ago
2:03

KeekAss

Stud to Girl Feminization Transformation

Tags: crossdressing, fetish, lingerie, tranny, transsexual

My giant load jizz direct in your face, a preview of what did await for your feminization, this trap gal can change u froms traight to homo in small i
47 days ago
1:10

ShemaleSin

My giant load jizz direct in your face, a preview of what did await for your feminization, this trap gal can change u froms traight to homo in small i

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

T-Hotty Worships Masters Knob and Dark hole, Gets Screwed and gives him a Footjob
43 days ago
7:10

ShemaleSin

T-Hotty Worships Masters Knob and Dark hole, Gets Screwed and gives him a Footjob

Tags: amateur, anal, big black cock, british, cum

Jessica Wildwood Takes Her Hrt 2020 Feminization 4 Min
2 years ago
3:55

ShemaleZ

Jessica Wildwood Takes Her Hrt 2020 Feminization 4 Min

Tags: feminization, hd, solo, webcam

Trap dominated in anal sex, sissy feminization
7 months ago
5:32

ShemaleTaxi

Trap dominated in anal sex, sissy feminization

Tags: anal, bdsm, blowjob, crossdressing, domination

Gudrun's Catsuit (trans, crossdress, transformation, high stilettos, mask, chick mask, latex)
2 years ago
15:20

KeekAss

Gudrun's Catsuit (trans, crossdress, transformation, high stilettos, mask, chick mask, latex)

Tags: ass, big tits, hd, spandex, transsexual

Dude feminized into sissy
1 year ago
2:54

KeekAss

Dude feminized into sissy

Tags: anal, ass, ladyboy, lingerie, teen (18+)

Do You Like How EVERYTHING Shaking' , & I Mean EVERYTHING DADDDY.
1 year ago
3:57

KeekAss

Do You Like How EVERYTHING Shaking' , & I Mean EVERYTHING DADDDY.

Tags: anal, black, booty, brunette, tranny

Sissy Boy Feminization With Hard Step Daddy Suck And Fuck
1 year ago
4:39

BeMyHole

Sissy Boy Feminization With Hard Step Daddy Suck And Fuck

Tags: anal, blowjob, hardcore, sissy, tranny

Upskirt caught in the woods
1 year ago
7:29

KeekAss

Upskirt caught in the woods

Tags: anal, ass, fetish, hd, lingerie

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

KeekAss

I Love Turning Myself Into a Promiscuous Spandex Housewife

Tags: big tits, crossdressing, hd, homevideo, spandex

Hot Blonde Femboy in Chastity - Bailey Wilde Photoshoot
53 days ago
0:57

xHamster

Hot Blonde Femboy in Chastity - Bailey Wilde Photoshoot

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

Apr ninth 2023
1 year ago
21:46

ShemaleSin

Apr ninth 2023

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

Your sissy maid
1 year ago
19:47

ShemaleSin

Your sissy maid

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

What my sissy bitch will do for a chance to cum! 49cm/nineteen.3in Booty plug! Attempt 1, two & three
35 days ago
31:56

ShemaleSin

What my sissy bitch will do for a chance to cum! 49cm/nineteen.3in Booty plug! Attempt 1, two & three

Tags: amateur, anal, big ass, big tits, bisexual

Trans Female Domination Goddess Colleen Intro Movie
2 years ago
24:15

KeekAss

Trans Female Domination Goddess Colleen Intro Movie

Tags: dick, hd, queen, stockings, transsexual

CD Transfomation and Masturbation
3 years ago
21:38

TrannyOne

CD Transfomation and Masturbation

Tags: bdsm, crossdressing, feminization, masturbation, transvestite

Costume held up by bag, I didn't notice
1 year ago
5:02

ShemaleSin

Costume held up by bag, I didn't notice

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

Im so kinky drill my trans backside
1 year ago
5:42

KeekAss

Im so kinky drill my trans backside

Tags: anal, ass, big tits, cumshot, hd