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

ShemaleSin

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

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

Worthy butt caught in public
9 months ago
9:36

ShemaleSin

Worthy butt caught in public

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

Sissy Thrall Dating Training ft Trans Femdom
9 months ago
1:07

ShemaleSin

Sissy Thrall Dating Training ft Trans Femdom

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

Hawt Blond Sissy Inserts Sex-Toy in Vagina
1 year ago
1:03

ShemaleSin

Hawt Blond Sissy Inserts Sex-Toy in Vagina

Tags: anal, blonde, feminization, masturbation, sissy

Crossdresser Feminized and Willing to Be Pegged
1 year ago
1:08

ShemaleSin

Crossdresser Feminized and Willing to Be Pegged

Tags: amateur, anal, assfucking, babe, bdsm

Worthy Cuties Eat Up All of Their Cum Even During The Time That Locked in Chastity
1 year ago
6:14

ShemaleSin

Worthy Cuties Eat Up All of Their Cum Even During The Time That Locked in Chastity

Tags: amateur, anal, blonde, cum, cumshot

Spider cutie cosplay Gwen stacy
1 year ago
5:58

ShemaleSin

Spider cutie cosplay Gwen stacy

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

Jan 27th 2023
1 year ago
10:15

ShemaleSin

Jan 27th 2023

Tags: amateur, cumshot, feminization, hd, masturbation

Sissy Floozy Merits Humiliation and Public Exposure
1 year ago
0:30

ShemaleSin

Sissy Floozy Merits Humiliation and Public Exposure

Tags: amateur, anal, domination, feminization, fetish

Cute Sissy Femboy Plays with her Sex-Toy
1 year ago
12:38

ShemaleSin

Cute Sissy Femboy Plays with her Sex-Toy

Tags: babe, british, cute, facial, feminization

humiliation walk
1 year ago
7:36

ShemaleSin

humiliation walk

Tags: feminization, fetish, humiliation, kinky, public

Tubby sissy goes for a walk
1 year ago
6:32

ShemaleSin

Tubby sissy goes for a walk

Tags: feminization, fetish, humiliation, kinky, public

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

ShemaleSin

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

Tags: amateur, anal, assfucking, booty, compilation

AND GREATER QUANTITY 25 CUMSHOTS
4 days ago
11:46

ShemaleSin

AND GREATER QUANTITY 25 CUMSHOTS

Tags: anal, compilation, couple, cum, cumshot

Real fully feminized sissy cuckold live stream screws butt w/ LARGE sex toys double penetration Dildos multi poses!
11 days ago
15:49

ShemaleSin

Real fully feminized sissy cuckold live stream screws butt w/ LARGE sex toys double penetration Dildos multi poses!

Tags: amateur, anal, ass, cuckold, dildo

Do you want to fuck me?
27 days ago
5:02

PornHub

Do you want to fuck me?

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

Feminization Sissification Sissy Training - We are the superlatively good girlfriends
16 days ago
12:32

ShemaleSin

Feminization Sissification Sissy Training - We are the superlatively good girlfriends

Tags: big cock, femdom, feminization, fetish, friend

Weenie Meditation For sissy faggot
23 days ago
38:35

ShemaleSin

Weenie Meditation For sissy faggot

Tags: big cock, dick, feminization, huge cock, sissy

Marvelous Feminine Tgirl likes to be banged and pounded in her taut aperture
29 days ago
5:25

ShemaleSin

Marvelous Feminine Tgirl likes to be banged and pounded in her taut aperture

Tags: anal, big ass, booty, cute, domination

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

ShemaleSin

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

Tags: amateur, anal, feminization, lingerie, masturbation

SANDRA ZANERRI MAKEUP AND SEXY LOOK FOR FEMINIZATION AND SISSY
51 days ago
3:55

aShemaleTube

SANDRA ZANERRI MAKEUP AND SEXY LOOK FOR FEMINIZATION AND SISSY

Tags: feminization, hd, sissy, solo

Sissy slut in chastity sissygasm cum in my mouth
57 days ago
1:23

aShemaleTube

Sissy slut in chastity sissygasm cum in my mouth

Tags: amateur, cum, dildo, feminization, hd

Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2
1 year ago
8:00

getTranny

Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2

Tags: amateur, anal, asian, bdsm, bondage

Sissy wearing buttplug tail out for a walk
2 months ago
24:10

ShemaleSin

Sissy wearing buttplug tail out for a walk

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

Crossdressing femboy sissy tease, enjoyment and impure talking
3 months ago
2:13

ShemaleSin

Crossdressing femboy sissy tease, enjoyment and impure talking

Tags: asian, crossdressing, feminization, fetish, high heels

Pornstars: viper

Sissy Trans hotty strokers hotty wang and screws her butt
3 months ago
0:58

ShemaleSin

Sissy Trans hotty strokers hotty wang and screws her butt

Tags: anal, ass, blonde, feminization, ladyboy

May 20th 2022
2 years ago
13:10

ShemaleSin

May 20th 2022

Tags: amateur, black, blonde, cage, cum

Feminization Lessons Free
5 years ago
16:19

ABTranny

Feminization Lessons Free

Tags: feminization, fetish, solo

Sophia Di Bella a nice-looking femboy has her 1st porn casting!
4 months ago
2:52

ShemaleSin

Sophia Di Bella a nice-looking femboy has her 1st porn casting!

Tags: amateur, anal, ass, assfingering, beauty

Pornstars: sophia bella

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

ShemaleSin

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

Tags: amateur, bondage, feminization, masturbation, pov

SANTA'S SISSY MALE - Teaser
6 months ago
0:33

ShemaleSin

SANTA'S SISSY MALE - Teaser

Tags: blonde, boots, british, dominatrix, femdom

Full feminization and tucking sissy crossdresser
6 months ago
2:13

ShemaleSin

Full feminization and tucking sissy crossdresser

Tags: asian, ass, babe, big tits, blowjob

Pornstars: viper

My pleasing knob - Penis Meditation 4k
6 months ago
12:48

ShemaleSin

My pleasing knob - Penis Meditation 4k

Tags: big cock, dick, feminization, fetish, huge cock

Sissy shoves pants up her booty
6 months ago
5:21

ShemaleSin

Sissy shoves pants up her booty

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

A pleasant cafe teaing movie scene, as there are a lack of 'em. Have A Fun!!
7 months ago
8:12

ShemaleSin

A pleasant cafe teaing movie scene, as there are a lack of 'em. Have A Fun!!

Tags: bar, bdsm, bondage, domination, dominatrix

Podcast Ep8: Nicolette the Shy Sissy
7 months ago
37:46

ShemaleSin

Podcast Ep8: Nicolette the Shy Sissy

Tags: dominatrix, femdom, feminization, fetish, kinky

Trans caught wearing cute pants in public
7 months ago
4:11

ShemaleSin

Trans caught wearing cute pants in public

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

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

ShemaleSin

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

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

Demoness Sissy Hypno
9 months ago
3:35

aShemaleTube

Demoness Sissy Hypno

Tags: crossdressing, feminization, sissy, tranny

2nd Clip - Sissy Anal Stretching - TS Laura Chawn
2 years ago
2:02

ShemaleSin

2nd Clip - Sissy Anal Stretching - TS Laura Chawn

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

Sissy Nikki gets taken out of chastity/humiliated to cum on face by Femdom Delilah teaser
1 year ago
1:57

ShemaleSin

Sissy Nikki gets taken out of chastity/humiliated to cum on face by Femdom Delilah teaser

Tags: abuse, cum, cum in mouth, cumshot, daddies

Compilation of my much loved sissy moments
10 months ago
21:14

ShemaleSin

Compilation of my much loved sissy moments

Tags: amateur, anal, blowjob, compilation, cumshot

Riding a huge BBC dildo
1 year ago
2:40

aShemaleTube

Riding a huge BBC dildo

Tags: amateur, big black cock, blonde, dildo, feminization

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

TrannyOne

You are now my pretty little crossdresser sissy doll

Tags: bdsm, bisexual, crossdressing, doll, domination

Sissy Kayla makes grinding hookup cum in 5 minutes
1 year ago
5:49

aShemaleTube

Sissy Kayla makes grinding hookup cum in 5 minutes

Tags: amateur, blowjob, crossdressing, cum, cum in mouth

Caged sissy upskirt in public
1 year ago
1:24

ShemaleSin

Caged sissy upskirt in public

Tags: amateur, ass, bdsm, bondage, cage

Teen anal training
1 year ago
7:29

ShemaleSin

Teen anal training

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

Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious
1 year ago
9:20

ShemaleSin

Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious

Tags: amateur, anal, crossdressing, domination, feminization

Training to sit on shlong
1 year ago
2:40

ShemaleSin

Training to sit on shlong

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

Teaser sissy sex toy fiddle practice
1 year ago
0:38

ShemaleSin

Teaser sissy sex toy fiddle practice

Tags: amateur, anal, dildo, feminization, fetish

I suit him with my nylons and bang his booty.... PEGGING & CROSSDRESSING
1 year ago
25:12

ShemaleSin

I suit him with my nylons and bang his booty.... PEGGING & CROSSDRESSING

Tags: amateur, booty, crossdressing, femdom, feminization

Booty plugged sissy shakes booty after walking throughout the forest
1 year ago
8:17

ShemaleSin

Booty plugged sissy shakes booty after walking throughout the forest

Tags: amateur, anal, assfucking, booty, booty shake

TS Willow Hammerz - Massive load by sissy ramrod
1 year ago
3:01

ShemaleSin

TS Willow Hammerz - Massive load by sissy ramrod

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

Mistresse Ding-Dong pegs Her Sissy Bitch! SEXY anal pegging!!!
1 year ago
1:00

ShemaleSin

Mistresse Ding-Dong pegs Her Sissy Bitch! SEXY anal pegging!!!

Tags: anal, assfucking, bitch, femdom, feminization

Hot Trap Crossdress in pants and with a ponytail
1 year ago
0:29

ShemaleSin

Hot Trap Crossdress in pants and with a ponytail

Tags: anal, babe, crossdressing, feet, feminization

Ftm Corporalist Masterbates with Femboy
1 year ago
4:17

ShemaleSin

Ftm Corporalist Masterbates with Femboy

Tags: amateur, feminization, masturbation, slut, transsexual

Hands Free Nipple Orgasm - Premature Ruined Sissygasm by Nipple Touch Huge Cumshot
9 days ago
1:31

PornHub

Hands Free Nipple Orgasm - Premature Ruined Sissygasm by Nipple Touch Huge Cumshot

Tags: amateur, big cock, big nipples, college, cosplay

Anastasia Draining Tony Hung's Big White Cock
11 days ago
1:14

PornHub

Anastasia Draining Tony Hung's Big White Cock

Tags: amateur, babe, big ass, big cock, blowjob

Showing off my ass in leggings
34 days ago
23:31

PornHub

Showing off my ass in leggings

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

Sheer black huge load
16 days ago
0:44

aShemaleTube

Sheer black huge load

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

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

ShemaleSin

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

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

EXCITED TRANSSEXUAL AKIRA RABBIT SMOKES, UNDRESSES, AND MASTURBATES
42 days ago
5:28

ShemaleSin

EXCITED TRANSSEXUAL AKIRA RABBIT SMOKES, UNDRESSES, AND MASTURBATES

Tags: babe, bisexual, blonde, cute, femdom

Wife Crossdressing Husband [sissy Feminization Trans-girl T-girl Transformation]
1 year ago
8:00

getTranny

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

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

Sissy walks throughout the woods
2 months ago
8:02

ShemaleSin

Sissy walks throughout the woods

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

Mara Jade Stretches Her Constricted Little During The Time That Butthole Out In Chastity
2 months ago
5:23

ShemaleSin

Mara Jade Stretches Her Constricted Little During The Time That Butthole Out In Chastity

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

Sissy takes a walk in the rain
2 months ago
29:37

ShemaleSin

Sissy takes a walk in the rain

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

chunky sissy edging 3in penis
3 months ago
11:12

ShemaleSin

chunky sissy edging 3in penis

Tags: amateur, bbw, chubby, chunky, cum

Xv: Sofie Sugar-Plum convidou a sua amiga e o namorado dela para um menage bem gostoso
3 months ago
7:46

ShemaleSin

Xv: Sofie Sugar-Plum convidou a sua amiga e o namorado dela para um menage bem gostoso

Tags: bbw, belly, big cock, creampie, feminization

Sissy femboy gets anal pleasure and intense feminization
3 months ago
7:54

ShemaleTaxi

Sissy femboy gets anal pleasure and intense feminization

Tags: anal, anal toying, beauty, crossdressing, feminization

Transvestite feminization by dominatrix
5 years ago
5:30

ABTranny

Transvestite feminization by dominatrix

Tags: amateur, crossdressing, dominatrix, feminization, transvestite

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

ShemaleSin

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

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

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

ShemaleSin

Full episode obtainable now exclusively on Onlyfans!

Tags: bdsm, domination, feminization, fetish, lingerie

A look into the sissy bedroom that Domina Violet athletic for Her sissy wife, Glamorous Monnica
6 months ago
19:23

ShemaleSin

A look into the sissy bedroom that Domina Violet athletic for Her sissy wife, Glamorous Monnica

Tags: amateur, bdsm, bed sex, bedroom, bitch

My large dong cum in oil - Dong Meditation - Weenie Worship - Cum - Spunk Fountain
6 months ago
7:31

ShemaleSin

My large dong cum in oil - Dong Meditation - Weenie Worship - Cum - Spunk Fountain

Tags: big cock, blowjob, cum, cumshot, dick

Sissy Monnica rides Dominatrix-Bitch Violets Bang Machine underneath instruction.
7 months ago
1:46

ShemaleSin

Sissy Monnica rides Dominatrix-Bitch Violets Bang Machine underneath instruction.

Tags: bdsm, bitch, bondage, domination, dominatrix

Said my sissy serf to put me on a show
8 months ago
4:32

ShemaleSin

Said my sissy serf to put me on a show

Tags: amateur, anal, feminization, fetish, panties

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

aShemaleTube

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

Tags: anal, creampie, crossdressing, dildo, feet

Your Recent Girlfriend is a Cuckold Coach - A Lascivious Caption Story ????????⛓️????
9 months ago
0:58

ShemaleSin

Your Recent Girlfriend is a Cuckold Coach - A Lascivious Caption Story ????????⛓️????

Tags: amateur, anal, big ass, brunette, coach

Sissy maid does masters laundry
9 months ago
15:21

ShemaleSin

Sissy maid does masters laundry

Tags: amateur, anal, ass, babe, big ass

Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool
2 years ago
4:01

ShemaleSin

Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool

Tags: amateur, anal, babe, bdsm, blonde

Im love suck
2 years ago
0:21

ShemaleSin

Im love suck

Tags: blowjob, feminization, mom, sissy, sucking

Transgirl SPUNK FLOW between her thights
1 year ago
9:53

ShemaleSin

Transgirl SPUNK FLOW between her thights

Tags: beauty, belly, big ass, big cock, blonde

Sissy in hot tights on pmv
1 year ago
0:27

ShemaleSin

Sissy in hot tights on pmv

Tags: asian, babe, bimbo, brunette, cosplay

Lost in the forest
1 year ago
7:44

ShemaleSin

Lost in the forest

Tags: amateur, ass, femdom, feminization, fetish

Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Headmistress Veronica Taboo and her Sissy Academy
1 year ago
9:56

ShemaleSin

Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Headmistress Veronica Taboo and her Sissy Academy

Tags: amateur, cumshot, feminization, masturbation, pov

Samantha sissy have joy with her schlong, this babe can cum and milking very well, feminization is inevitable, try to get milk from tits and weenie jo
1 year ago
2:29

ShemaleSin

Samantha sissy have joy with her schlong, this babe can cum and milking very well, feminization is inevitable, try to get milk from tits and weenie jo

Tags: amateur, babe, beauty, big cock, big tits

When this babe's into hotties, u become one.
1 year ago
0:30

ShemaleSin

When this babe's into hotties, u become one.

Tags: babe, feminization, fetish, sissy

Cute Pants Upskirt
1 year ago
13:03

ShemaleSin

Cute Pants Upskirt

Tags: crossdressing, cute, feminization, fetish, humiliation

sissy instructions reprogramming cutie Scarlett bly
1 year ago
4:11

ShemaleSin

sissy instructions reprogramming cutie Scarlett bly

Tags: black, blonde, cute, feminization, sissy

Sissy Collected 6 Packs of Goo and Drinks a Cocktail
3 years ago
1:53

ShemaleSin

Sissy Collected 6 Packs of Goo and Drinks a Cocktail

Tags: cuckold, dick, feet, femdom, feminization

Sissy Slut BBC Toy Training
11 days ago
2:03

PornHub

Sissy Slut BBC Toy Training

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

Do u crave to bang me?
15 days ago
5:03

ShemaleSin

Do u crave to bang me?

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

Showing off my butt in leggings
17 days ago
23:32

ShemaleSin

Showing off my butt in leggings

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

Feminization of a Bad Roommate (Full Episode)
24 days ago
50:07

ShemaleSin

Feminization of a Bad Roommate (Full Episode)

Tags: amateur, anal, beauty, feminization, toys

Sissy Doxy Sucks in the Bath
30 days ago
2:14

ShemaleSin

Sissy Doxy Sucks in the Bath

Tags: amateur, bathroom, blowjob, dildo, feminization

I'm so soaked for BBC
52 days ago
0:23

ShemaleSin

I'm so soaked for BBC

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

FEMBOY LEMONCATBOY DRILLS BUSSY WITH SEX-TOY UNTIL THEY CUM ON STREAM
58 days ago
17:22

ShemaleSin

FEMBOY LEMONCATBOY DRILLS BUSSY WITH SEX-TOY UNTIL THEY CUM ON STREAM

Tags: bus, cum, cumshot, feminization, toys

Feminization- Guy Becomes Menina
1 year ago
2:54

getTranny

Feminization- Guy Becomes Menina

Tags: amateur, bdsm, brunette, deep throat, femdom

Strawberries assfucking
2 months ago
5:00

ShemaleSin

Strawberries assfucking

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

Sissy Feminization and Drilled
2 months ago
3:31

ShemaleSin

Sissy Feminization and Drilled

Tags: amateur, anal, drilling, feminization, sissy

Female Masker Z Cup Sex Toy Sissy Bitches #2
3 months ago
6:13

ShemaleSin

Female Masker Z Cup Sex Toy Sissy Bitches #2

Tags: big tits, bikini, british, compilation, cum

AI sissy fastened up in a forest for use
3 months ago
1:37

ShemaleSin

AI sissy fastened up in a forest for use

Tags: british, cuckold, femdom, feminization, forest

LARGE CUMSHOTS COMPILATION
3 months ago
10:24

ShemaleSin

LARGE CUMSHOTS COMPILATION

Tags: anal, compilation, cum, cum swallowing, cumshot

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)
2 years ago
6:13

ShemaleSin

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

Tags: anal, big black cock, blowjob, coach, cumshot

Sissy Bondage and Feminization
5 years ago
14:30

ABTranny

Sissy Bondage and Feminization

Tags: amateur, bdsm, big tits, blonde, bondage

Listening to hypno training my sissy pussy in chastity like a good girl
4 months ago
45:35

aShemaleTube

Listening to hypno training my sissy pussy in chastity like a good girl

Tags: amateur, anal, cage, crossdressing, dildo

Shy sissy slut anal training
4 months ago
2:24

aShemaleTube

Shy sissy slut anal training

Tags: anal, crossdressing, feet, feminization, hd

Youthful femboy showing off.
5 months ago
1:54

ShemaleSin

Youthful femboy showing off.

Tags: amateur, ass, babe, brunette, feminization

Kinky person in nylons, sounding, jerking off and cumming.
5 months ago
19:51

ShemaleSin

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

Tags: cum, cumshot, feminization, fetish, handjob

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys
6 months ago
9:29

aShemaleTube

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys

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

Egirl gf finds your feminization fetish
6 months ago
8:17

ShemaleSin

Egirl gf finds your feminization fetish

Tags: anal, big black cock, blonde, cosplay, cumshot

Sissy transformation feminization process with dildo in my bussy
6 months ago
2:09

aShemaleTube

Sissy transformation feminization process with dildo in my bussy

Tags: amateur, anal, asian, crossdressing, dildo

Pornstars: viper

Feminization Sissyfication Sissy training - Sissy meditation on shlong
6 months ago
5:01

ShemaleSin

Feminization Sissyfication Sissy training - Sissy meditation on shlong

Tags: big cock, bondage, dick, femdom, feminization

Tasty Sissy Oral Sex Practice After Captions
7 months ago
2:50

ShemaleSin

Tasty Sissy Oral Sex Practice After Captions

Tags: blowjob, feminization, maid, oral, pornstar

Upskirt pink pants, humiliating
7 months ago
11:46

ShemaleSin

Upskirt pink pants, humiliating

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

Being put into a flat cage After Misstress cleans my locked Clitty Small dong
8 months ago
9:34

ShemaleSin

Being put into a flat cage After Misstress cleans my locked Clitty Small dong

Tags: cage, clit, femdom, feminization, fetish

Kinky Maid pulls her pants down and strokes her wang
9 months ago
0:58

ShemaleSin

Kinky Maid pulls her pants down and strokes her wang

Tags: ass, feminization, kinky, latina, maid

Crossdresser maid doing abode chores
9 months ago
9:55

ShemaleSin

Crossdresser maid doing abode chores

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

That Guy Made Me Do It Another Time! I'm a Sissy Bitch!
9 months ago
5:01

ShemaleSin

That Guy Made Me Do It Another Time! I'm a Sissy Bitch!

Tags: bitch, escort, feminization, sissy, slut

Hot Crossdresser Puts Vibrating Booty Plug in Booty
2 years ago
4:05

ShemaleSin

Hot Crossdresser Puts Vibrating Booty Plug in Booty

Tags: amateur, anal, babe, booty, crossdressing

Hot Golden-Haired Drag Transformation
2 years ago
4:08

ShemaleSin

Hot Golden-Haired Drag Transformation

Tags: amateur, babe, blonde, crossdressing, femdom

Concupiscent Transfemme Plays With Tits
11 months ago
2:03

ShemaleSin

Concupiscent Transfemme Plays With Tits

Tags: amateur, feminization, slut, small tits, submissive

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

ShemaleSin

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

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

Sissy takes BBC up her butt
1 year ago
4:31

ShemaleSin

Sissy takes BBC up her butt

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

Anal training for dad's BBC
1 year ago
9:59

ShemaleSin

Anal training for dad's BBC

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

Jan 11th 2023
1 year ago
12:16

ShemaleSin

Jan 11th 2023

Tags: big black cock, big cock, bondage, british, cuckold

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

Sissy has to crawl
1 year ago
1:58

ShemaleSin

Sissy has to crawl

Tags: amateur, anal, assfucking, buttplug, feminization

Sissy Brie (female mask, trans, hose, heels, garters, transvestite, crossdressing)
1 year ago
2:59

ShemaleSin

Sissy Brie (female mask, trans, hose, heels, garters, transvestite, crossdressing)

Tags: ass, blonde, crossdressing, dick, feminization

Sissification feminization sissy training - SISSY LOADING (english voice)
1 year ago
6:44

ShemaleSin

Sissification feminization sissy training - SISSY LOADING (english voice)

Tags: babe, bondage, british, dick, english

Hawt Crossdresser Jerking Off on Movie Scene Chat
2 years ago
3:27

ShemaleSin

Hawt Crossdresser Jerking Off on Movie Scene Chat

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

HYACINTHO LUX (2021) - AESTHETIC PORN PORNHUB PREMIERE (Slender Femboy uses Fleshlight to Cum a LOT)
3 years ago
19:27

ShemaleSin

HYACINTHO LUX (2021) - AESTHETIC PORN PORNHUB PREMIERE (Slender Femboy uses Fleshlight to Cum a LOT)

Tags: anal, assfingering, big cock, cum, cumshot

me in red panty and red bra honey..
2 years ago
2:01

aShemaleTube

me in red panty and red bra honey..

Tags: bra, crossdressing, feminization, fetish, homevideo

Valerie's Hip Inflation
9 days ago
7:48

ShemaleSin

Valerie's Hip Inflation

Tags: blonde, crossdressing, feminization, mask, milf

Cute Sissy Maid
24 days ago
1:03

ShemaleSin

Cute Sissy Maid

Tags: asian, cute, feminization, maid, sissy

Lexxi Toys Boipussy Until Massive Sissygasm - Lexxi Renee
37 days ago
2:23

aShemaleTube

Lexxi Toys Boipussy Until Massive Sissygasm - Lexxi Renee

Tags: cumshot, daddies, dildo, feminization, gaping hole

Showing off Hot Trans body
56 days ago
1:01

ShemaleSin

Showing off Hot Trans body

Tags: feminization, fetish, skirt, transsexual

Lisa feminizes herself each day after work. Lisa wears her weenie cage around the clock for a successful feminization. This Babe pulls down her diaper
2 months ago
1:36

ShemaleSin

Lisa feminizes herself each day after work. Lisa wears her weenie cage around the clock for a successful feminization. This Babe pulls down her diaper

Tags: anal, anal toying, babe, cage, cunt

Kris Kat – Entering The Feminization Academy
1 year ago
8:00

getTranny

Kris Kat – Entering The Feminization Academy

Tags: anal, big cock, blonde, crossdressing, deep throat

follandonos con consolador de doble punta
2 months ago
1:34

ShemaleSin

follandonos con consolador de doble punta

Tags: amateur, anal, feminization, fetish, sissy

SISSY BITCH SEX TOOL TRAINING
2 months ago
9:19

ShemaleSin

SISSY BITCH SEX TOOL TRAINING

Tags: anal, babe, bitch, blonde, cuckold

Boy feminized to a Sissy by shemale and hard fucked
2 months ago
30:33

aShemaleTube

Boy feminized to a Sissy by shemale and hard fucked

Tags: boy, feminization, hardcore, sissy, slave

AI Sissy Chastity CBT sissygasm
3 months ago
5:23

ShemaleSin

AI Sissy Chastity CBT sissygasm

Tags: anal, big black cock, brunette, cuckold, cumshot

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

ShemaleSin

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

Tags: bdsm, bondage, domination, feminization, fetish

Jul 21st 2023
10 months ago
19:14

ShemaleSin

Jul 21st 2023

Tags: amateur, ass, feminization, fetish, kinky

Japanese Sissy Feminization (Cencored)
5 years ago
29:37

ABTranny

Japanese Sissy Feminization (Cencored)

Tags: asian, big cock, feminization, japanese, sissy

Girls Club Ep 1: What Is A Sissy? - A Feminization Series
5 years ago
23:27

ABTranny

Girls Club Ep 1: What Is A Sissy? - A Feminization Series

Tags: amateur, blonde, club, feminization, fetish

Sissy assfucked compilation
4 months ago
5:28

aShemaleTube

Sissy assfucked compilation

Tags: ass, assfucking, compilation, crossdressing, feminization

Fan Request episode preview! Full movie on Onlyfans
5 months ago
1:14

ShemaleSin

Fan Request episode preview! Full movie on Onlyfans

Tags: bdsm, bitch, bra, domination, feminization

Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW
5 months ago
0:28

ShemaleSin

Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW

Tags: amateur, blonde, cum, cumshot, cunt

Maid cleans masters abode
6 months ago
17:39

ShemaleSin

Maid cleans masters abode

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

Jenna Bella
7 months ago
5:17

ShemaleSin

Jenna Bella

Tags: ass, big cock, cumshot, feminization, handjob

Sissy Hypno: ASMR and BBC
7 months ago
1:06

ShemaleSin

Sissy Hypno: ASMR and BBC

Tags: big black cock, femdom, feminization, fetish, kinky

BNWO - Kara Marie
9 months ago
3:29

aShemaleTube

BNWO - Kara Marie

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

Limp clittly sissy feminization anal sissy slut
9 months ago
20:17

aShemaleTube

Limp clittly sissy feminization anal sissy slut

Tags: anal, crossdressing, dildo, feminization, hd

candid upskirt in publice
9 months ago
12:01

ShemaleSin

candid upskirt in publice

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

POV Crossdresser Banged Doggy Position
2 years ago
0:56

ShemaleSin

POV Crossdresser Banged Doggy Position

Tags: amateur, anal, crossdressing, doggystyle, femdom

SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION
2 years ago
2:17

ShemaleSin

SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION

Tags: amateur, anal, bondage, crossdressing, feminization

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

ShemaleSin

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

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

Just playing around with me and try to learn how to look hawt as possible
1 year ago
36:11

ShemaleSin

Just playing around with me and try to learn how to look hawt as possible

Tags: anal, assfucking, bdsm, blowjob, bondage

Pornstars: try me

Sissy screwed in the booty
1 year ago
3:48

ShemaleSin

Sissy screwed in the booty

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

Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie
1 year ago
0:53

ShemaleSin

Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie

Tags: amateur, anal, assfucking, bdsm, cheerleader

Sissy Wench Riding Schlong After Also Many Captions
1 year ago
9:42

ShemaleSin

Sissy Wench Riding Schlong After Also Many Captions

Tags: amateur, anal, assfucking, blowjob, feminization

Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather
1 year ago
6:58

ShemaleSin

Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather

Tags: amateur, anal, buttplug, dildo, domination

Hot Crossdresser Reverse Cowgirl Drilled by Domina
1 year ago
5:13

ShemaleSin

Hot Crossdresser Reverse Cowgirl Drilled by Domina

Tags: amateur, anal, ass, assfucking, babe

Romantic Evening Nylon Sex in White Lingerie
1 year ago
29:35

TrannyOne

Romantic Evening Nylon Sex in White Lingerie

Tags: beauty, blowjob, boy, close up, condom

hot crossdresser trans cum
1 year ago
5:59

ShemaleSin

hot crossdresser trans cum

Tags: ass, big cock, casting, crossdressing, cum

Sissy whore rides Headmistress backwards cowgirl
1 year ago
0:20

ShemaleSin

Sissy whore rides Headmistress backwards cowgirl

Tags: anal, assfucking, big cock, cowgirl, femdom

Trans Gamer Jerks Off
2 years ago
0:29

ShemaleSin

Trans Gamer Jerks Off

Tags: amateur, babe, blonde, crossdressing, femdom

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

ShemaleSin

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

Tags: amateur, brunette, crossdressing, fake tits, feminization

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

ShemaleSin

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

Tags: amateur, anal, blonde, blowjob, couple

Sissy brainwashing and hypnosis for feminization
15 days ago
1:23:41

ShemaleTaxi

Sissy brainwashing and hypnosis for feminization

Tags: amateur, babe, brunette, feminization, sissy

I squirt and piss into my seamless pantyhose
17 days ago
5:15

TrannyOne

I squirt and piss into my seamless pantyhose

Tags: creampie, crossdressing, cum, cumshot, feminization

Feminization Sissy training - weenie worship
21 days ago
16:27

ShemaleSin

Feminization Sissy training - weenie worship

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

Man Made into Woman, Handcuffed, and Dominated by Roommate
39 days ago
10:27

TrannyOne

Man Made into Woman, Handcuffed, and Dominated by Roommate

Tags: amateur, anal, bdsm, bondage, crossdressing

25 CUMSHOTS COMPILATION
46 days ago
10:15

ShemaleSin

25 CUMSHOTS COMPILATION

Tags: anal, compilation, cum, cumshot, dildo

Feminization and Pegged to Get Maid Job
53 days ago
3:04

ShemaleSin

Feminization and Pegged to Get Maid Job

Tags: amateur, anal, bdsm, domination, feminization

Upskirt, takes her petticoat off
2 months ago
29:24

ShemaleSin

Upskirt, takes her petticoat off

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

SISSY, MOM TRAINS U TO BE A WONDERFUL FLOOZY
2 months ago
1:23

ShemaleSin

SISSY, MOM TRAINS U TO BE A WONDERFUL FLOOZY

Tags: blonde, feminization, fetish, milf, mom

Sissy trying to get caught
2 months ago
24:58

ShemaleSin

Sissy trying to get caught

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