SHEMALE • FEMINIZATION 1,628 videos

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02:14 40%

Uber-Cute Femboy Sissy Self Facial Cumshot

1 year ago

TrannyGem

cute, crossdresser, 18, babe, JOI, sissy, femboy
15:28 64%

Super Sexy Sissy Bailey Wilde Jerking Off and Cums

2 years ago

xHamster

handjob, shemale, crossdresser, big cock, sissy, femboy
03:41 77%

Machine fucked by a huge dildo in the ass

2 years ago

xHamster

huge dildo, machine, sissy
05:36 60%

Double Machine

3 years ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
05:21

Behind the scenes point of view fuck-a-thon with Heather riggs

3 years ago

TrannyGem

mature anal, behind the scenes, mature
13:05 62%

Sissy Training with Mistress

7 years ago

TrannyGem

femdom, train, bondage, maid, BDSM, uniform, dress
08:14

Enrolling in the Feminization Academy for some serious transformation fun

1 month ago

XXXVogue

shemale, heels, homemade, sissy, shemale fucks guy
08:07

I was Feminized and become a Creampie and Breeding Shemale Whore!

3 months ago

AShemaleTube

creampie, sissy, crossdresser, whore
05:28 58%

Tgirl Fits 11 Inches Down Her Facehole

10 months ago

TrannyGem

dildo, deepthroat, machine, skinny, chastity, femboy
11:33 79%

Tranny maid gets fucked hard in the ass because she loves cocks

1 year ago

xHamster

pantyhose, stockings, russian, crossdresser, big cock, sissy
07:29

Feminization Sissification Sissy Threesome Training Blowjob

1 year ago

GetTranny

threesome, sissy, amateur, big cock, POV, train
23:01 60%

Bunny Summers Determined To Be In The Feminization Academy

1 year ago

HClips

big ass, shemale, big cock, MILF, big tits, blonde
07:26

Femdom Mistress Real Amateur Hotwife Cuck Couple Rave Magic Sissy Feminization Anal Strapon Pegging

2 years ago

GetTranny

femdom, strapon, couple, pegging, sissy
09:39 20%

Crossdresser Tranny Bondage Fun

3 years ago

xHamster

german, bondage
35:05 70%

Ella Hollywood Natalie Mars Feminized

3 years ago

ShemaleTaxi

strapon, taxi
04:18 44%

Sissification feminization sissy instructing - BIG BLACK COCK

3 years ago

TrannyGem

femdom, train, instruction, cuckold, JOI
26:00 89%

Silly Feminization

4 years ago

KeekAss

latex, mature anal, domination, mature
46:20

Femmes Pub Gig six: A Sissy Feminization Series

5 years ago

TrannyGem

femdom, smoking, train
41:54 65%

Feminized Condom Maids

5 years ago

TrannyGem

latex, maid, toys
08:31

TRANSSEXUAL Karabella Bangs her Pocket Twat

5 years ago

TrannyGem

MILF, domination, futanari, seduced
23:27

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

7 years ago

ShemaleZ

club, shemale and girl
08:51

My bf Yago Tavares arrived highly greedy and I was highly hungry, so we mingled biz with gusto, I gave him my caboose...

5 days ago

TrannyGem

big tits, pissing
11:40 57%

Wringing a meatpipe into a micro cell

6 months ago

TrannyGem

sissy, chastity, penis
08:40

Speculum upskirt

7 months ago

TrannyGem

shemale, solo, upskirt
02:10 50%

Femboy Music movie - dancing Milking and jizz flow

2 years ago

TrannyGem

dance
03:40 52%

I want to watch you on your knees

2 years ago

TrannyGem

femdom, lesbian, pegging, sissy, masturbation, femboy
06:02 79%

Two Monstrous Beefsticks Break In Chinese Sissy Cunny Sate Like and Beloved

2 years ago

TrannyGem

anal, asian, chinese, BBC, sissy, anal orgasm
03:08 76%

Magnificent dickgirl with massive pipe thicker than your

2 years ago

TrannyGem

mom, big ass, chubby, crossdresser, monster, stepmom, big cock
23:36

Sissy Maids in the Mirror - PVC TS British Maid Fetish Bimbo Sasha De Sade

7 years ago

TrannyGem

latex, french, fetish, maid, british, cum in ass
12:17

Feminized ginormous Ass Shemale Huge Anal Creampie Farts and Ass opening up training

4 days ago

VideoSection

sissy, dildo, shemale
08:06

Completely Submitted And Feminized - Sissy Pussy And Christian Xxx

2 months ago

ShemaleZ

lingerie, sissy, cum in mouth, crossdresser, MILF
05:21

Rod milking and vibrator. Feminized man Blaire_18 will be allowed to cum and munch cum.

4 months ago

ShemaleTaxi

sissy, femboy, cumshot, shemale, jerking, vibrator
04:32

TRANSSEXUAL Willow Hammerz - Innocence Locked Clitty

4 months ago

TrannyGem

18, sissy, femboy, chastity, shemale, slut
08:27

TRANSSEXUAL Willow Hammerz Masturbates Her Clitty, Ejaculates in Shotglass

6 months ago

TrannyGem

amateur, interracial, big cock, small cock, big tits, femboy
10:38 40%

Prelude to Be a chick for Me - Nicci FEMINIZES and locks Jordyn in chastity

10 months ago

ShemaleMovie

strapon, sissy, chastity, crossdresser, behind the scenes
04:59

My Fresh Sissy Tgirl Assfuck Tart First-Ever Time being Feminized and Boinked by Domina Mercer

10 months ago

TrannyGem

femdom, train, reality, skinny, pegging, slut, sissy
08:38

Female Dominance Feminization Sissification Sissy instructing - Cuckolding you - BE MINE SISSY

11 months ago

TrannyGem

shemale, sissy, femdom, JOI, cuckold
11:41 67%

JOI And CEI Tgirl Holly Hunt Makes You Eat Your Own Cum Full Video Feminization

1 year ago

BeMyHole

amateur, jerking, JOI
05:22 64%

Sissy Maid Feminized and Fucked for Job

1 year ago

xHamster

amateur, femdom, crossdresser, sissy, femboy
15:24 70%

Real Fully Feminized Sissy Cuckold Live Stream Fucks Ass W/ Big Sex Toys Dp Dildos Multi Positions!

2 years ago

ShemaleZ

dildo, cuckold, toys, sissy, double penetration, blonde
27:18

Harlee Chanel - Feminized Goddess Appears

3 years ago

ShemaleZ

shemale, big ass, redhead
18:13

Thyra the Tigress (trans, crossdress, transformation, tights, feminization, mask, chick mask)

3 years ago

KeekAss

mask, tight
24:44

Sissy Virginity Ass Fucking Ballsack Hormone Feminization Trainer Spiral

3 years ago

TrannyGem

train, insertion, slut, sissy, chastity
05:49

Rosa Bride Feminization Marinatv

3 years ago

KeekAss

bride, crossdresser, mature
28:28 87%

Kris Kat Coming In The Feminization Academy

4 years ago

TrannyGem

sissy, crossdresser, bareback, shemale
25:42

Feminized maid

4 years ago

TrannyOne

maid, vintage
16:17 50%

Sissy hypno #3: Feminize Yourself

4 years ago

ShemaleTaxi

sissy, outdoor, shemale and girl
14:14 53%

Sissy Feminization

4 years ago

ShemaleTaxi

sissy
03:21

Feminized and Blacked

4 years ago

xHamster

JOI
03:27

Feminized Punk 4 Black Men

5 years ago

xHamster

smoking
52:56 88%

Feminized - there heads the Surroundings

5 years ago

TrannyGem

femdom, lesbian, fetish, BDSM, tattoo, babe, ass
21:22 75%

Feminized Natalie Mars Lexi Sindel TS Fetishista

6 years ago

ShemaleZ

fetish
15:10 83%

Japanese - 013 - Straight Boy Feminization

6 years ago

ShemaleZ

japanese
17:10 20%

I Am Her - Sissy Feminization Hypno

6 years ago

ShemaleZ

cumshot compilation, sissy, teen (18+)
11:35

Trans Breezies Cherry Mavrik & Erica Cherry Are Breeding Each Other Bootie!

1 week ago

TrannyGem

homemade, dogging, orgasm
05:24

Magnificent crossdresser tear up her donk witha fuckmachine - Fuckmachine-5Min000 V1-0010 - Jan nineteen, 2026

1 week ago

TrannyGem

dildo, sissy, slut
05:45

Sissy crossdresser smash her culo with large fuck sticks and a fuckmachine - Fuckmachine-5Min000 V1-0001 - Jan legitimate, 2026

1 week ago

TrannyGem

dildo, crossdresser, big cock, sissy
07:33 50%

Thick stream popshot on my hooters after the bathroom

3 months ago

TrannyGem

train, orgasm, crossdresser, 18, nipples, shemale and girl, masturbation
08:06 50%

Crossdresser life Cam - Killer Brief Sundress and Pantyhose

4 months ago

TrannyGem

amateur, pantyhose, stockings, crossdresser, sissy, femboy
04:25

Dude Becomes a Sissy Chick and Jizzes in her mommys undies

4 months ago

TrannyGem

mom, crossdresser, cumshot, femboy, masturbation, panties
10:05

Sissy CD and Her Trainer (Glamour Story)

5 months ago

TrannyGem

sissy, crossdresser, shemale, erotic
24:54 50%

Sissy super-bitch plumbing her butt hole with phat fake penis

8 months ago

TrannyGem

cute, femdom, strapon, german, train, teen anal (18+), dildo
04:55

Sissy plumbs her brains out new off the douche

9 months ago

TrannyGem

asian, femboy, feet, chubby
05:21

Mujra by desi she-male sissy simran, chikni chameli undress taunt dance spectacle by femboy

1 year ago

TrannyGem

club, ebony, indian, cosplay
32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

1 year ago

xHamster

fetish, bondage, dildo, big cock, chastity
05:19 82%

Sissy assistant apparel

1 year ago

TrannyGem

secretary, femboy, asian, sissy, dance, doll
15:51

Joselynne Cd My First Dress Show Ass And Sissy Pussy

1 year ago

xHamster

shemale, crossdresser, dress, amateur, mature
09:15

Femboy does bad dragon instructing

1 year ago

TrannyGem

femboy, cosplay, cute, instruction, maid
06:35

Sophie, the transvestite slut, dances, dildoes and cums for you

2 years ago

xHamster

dance, crossdresser, mature anal
03:10

Sissy has multiple handsfree orgasms

2 years ago

xHamster

orgasm, BBC, hands free
02:15 85%

Transgender BIG BLACK COCK Sucky-Sucky + Money-Shot

2 years ago

TrannyGem

arab, crossdresser, BBC, money, sissy, POV
08:40 71%

See me take this ample nine node, Dire Cub silver silicon fuck stick

2 years ago

TrannyGem

huge dildo, dildo
25:45 71%

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

3 years ago

TrannyGem

femdom, strapon, train, fisting, ass licking, shemale and girl, orgy
04:54 78%

Waitress Japan t-girl

3 years ago

TrannyGem

indian, train, wife, japanese, maid, slut, hotel
10:11 79%

Sissy Mara Jades UTTER Sissygasm Innocence Compilation!

4 years ago

TrannyGem

train, teen anal (18+), bondage, 18, compilation, cumshot compilation, chastity
04:25 44%

Forearms-Free-For-All Sissygasms, Sounding, & Railing Fake Penis - A Sissy Compilation

4 years ago

TrannyGem

femdom, train, bondage, penis, cumshot compilation, slut, chastity
16:48 29%

Sissification lecture Encaged Sissy V-Card Belts, Masturbate, Sissygasm by Domina Veronica Taboo

4 years ago

TrannyGem

femdom, train, instruction, tease, crossdresser, JOI, sissy
28:27 57%

Feminized by Tranny

2 years ago

XXXDan

shemale, MILF
04:28

Taking my Estrogen and spirolactone to Feminize my Figure More (feminization kink)

4 months ago

TrannyGem

masturbation, sissy, amateur, redhead
06:03

Amateur sissy Avgsissy gets all dolled up with a shave for feminization fun

5 months ago

XXXVogue

BDSM, sissy, spanish
27:09

Turned Into a Feminized Office Slut

8 months ago

$$ FapHouse

couple, office, facial, bareback, slut, sissy
11:53 77%

POV housemate finds your panties and feminizes you JOI dominant trans girl

1 year ago

xHamster

femdom, lingerie, solo, panties, domination, JOI
07:17 80%

Hot tranny iskra electric masturbates her ass and cums hard

1 year ago

xHamster

russian, crossdresser, amateur, big ass, masturbation
05:42 70%

Episode 1 - Sissy Dreamland - Goth rock predominates & makes feminized femboy inhale BIG BLACK COCK strap-on fake penis

1 year ago

KeekAss

black, blowjob, strapon, fetish, MILF, goth, BBC
24:52

Feminization Sissyfication Sissy training - Cock idolize - nymph strength

1 year ago

ShemaleMovie

BBC, sissy, shemale, POV, black, train
12:07 83%

Feminization Sissification Sissy three-way teaching oral pleasure

1 year ago

ShemaleMovie

femboy, sissy, amateur, crossdresser, threesome, homemade
10:00 63%

Feminization Sissy Instructing Sissy Task - MILK

1 year ago

TrannyGem

slut, instruction, dirty talk, milk
13:16 14%

Feminization Sissy instructing - YOU ARE DAMSEL NOW

1 year ago

TrannyGem

instruction, maid, compilation, dirty talk, cumshot compilation, JOI, sissy
17:00 67%

Feminization - Sissification - Sissy Instructing - Sissy Support - utter version - two

2 years ago

TrannyGem

POV, instruction, JOI, BBC, sissy
10:21

Feminization Sissyfication Sissy instructing - Trunk Adore - Utter version

2 years ago

TrannyGem

instruction, JOI, sissy
02:10

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

2 years ago

AShemaleTube

homemade, pantyhose, fetish, sissy, femboy, solo
02:38

AB093 Photographer feminized squirting-pegging (Chinese and English subtitles)

2 years ago

xHamster

pantyhose, femdom, squirt, chinese, pegging, asian
25:32

Feminized Sissy Live Return Femdom Mistress Cuck Dominated Humiliated Fuck Peg Cbt Femboy Cuck. Pt 3

2 years ago

Upornia

femdom, pegging, femboy
04:39

Sissy Boy Feminization With Hard Step Daddy Suck And Fuck

2 years ago

BeMyHole

sissy
22:06 67%

Cocotranse Fap Challenge Pmv Feminized

3 years ago

ShemaleZ

threesome, redhead, compilation
05:21

Feminization 3 (Animation)

4 years ago

TrannyOne

anime
28:41

Feminized - Lexi Sindel Pegging Tara Emory

5 years ago

ShemaleZ

latex, spandex, pegging, lingerie
08:13 11%

PF - Mommy Dearest Feminizes Son

6 years ago

ShemaleZ

mom, POV, fetish, solo
52:41 89%

Feminized - There Goes the Neighborhood

6 years ago

TXXX

BDSM, shemale and girl, bondage
03:15 58%

The Sissy Show - dominatrix humiliates two feminized British sluts - Sasha de Sade

6 years ago

AShemaleTube

latex, uniform, british, slut
48:24 86%

Sissy Maid Feminized

7 years ago

ShemaleZ

fetish, maid, sissy
07:42

Handsome Trans Bailey Wilde Penetrated Missionary

1 week ago

TrannyGem

homemade, femboy
11:29

T-model Cheerleaders Bambi Bliss & Cherry Mavrik In A Wet Boning!

1 week ago

TrannyGem

big ass, dogging
03:19

Fresh peruke

1 month ago

TrannyGem

amateur, crossdresser, behind the scenes, sissy, masturbation
05:07

Hmmm...Ahhhhhh...chisel senses fine...♡ chinese crossdresser getting off

4 months ago

TrannyGem

cumshot, cute, train
04:15

VTL - Evident g-string line

5 months ago

TrannyGem

solo, crossdresser, shemale, amateur, public, thong
03:32

Pallid crazy e-nymph cheerleader CD unclothes down and rails fake penis in purity box wailing thru gag!!!

6 months ago

TrannyGem

cheerleader, solo, crossdresser, chastity, bondage
07:57 29%

TORRID Face Tattooed Trans Hotty Fellatio Compilation

7 months ago

TrannyGem

crossdresser, POV, sissy, femboy, amateur, compilation
04:59

Gonzo Bootie to Jaws Sissy Fuckslut Pegging with Humungous Black Fuck Stick by female dominance Queen Dominatrix Mercer

10 months ago

TrannyGem

fetish, femboy, domination, sissy, strapon, femdom
04:10

Sissy Cockslut In Crimson Jerkin It

10 months ago

TrannyGem

anal, crossdresser, whore, femboy, sissy, amateur
10:27 74%

TRANS LADY SISSY WANA BIG BLACK COCK

1 year ago

xHamster

pantyhose, stockings, black, latex, fetish, russian, crossdresser
06:52 67%

Sissy faggot Whore !Show!

1 year ago

xHamster

stockings, crossdresser, danish, whore, slut, sissy
05:22

Strapped magnificent femboy in molten apparel ejaculates with electro-hitachi

1 year ago

TrannyGem

italian, crossdresser, femboy, amateur, bondage
12:31 29%

Sissy Slut Whore

1 year ago

xHamster

small cock, dildo, solo, latina, crossdresser, whore, slut
03:25

Elena Koslovs Glorious Femboy Compilation #4

1 year ago

TrannyGem

cute, small cock, russian, chubby, compilation, sissy
17:18 50%

Joselynne Cd Sexy Nurse Ass And Big Dildo In Stockings To You 2

1 year ago

xHamster

mature, stockings, dildo, mexican, webcam, sissy
07:07

Sexy sissy slut fucking and gaping her nasty hole

1 year ago

xHamster

solo, sissy, crossdresser, hooker
17:35

Sissy Katyas hatch instructing

1 year ago

TrannyGem

femdom, instruction, maid, crossdresser, sissy, femboy
10:41

Sissy Latin college girl jerks in college uniform

1 year ago

TrannyGem

amateur, sissy, crossdresser
02:27 71%

Sissy femboy cow masturbates herself and gulps her own spunk.

1 year ago

TrannyGem

crossdresser, femboy, sissy, amateur, babe, cosplay

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