SHEMALE • SISSY 72,579 videos

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02:06 75%

This dress fits my penis 1

4 weeks ago

AShemaleTube

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14:18

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2 months ago

XXXVogue

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01:50

MASTER SERGEANT Cheats on Wife with Faggyboi

1 month ago

AShemaleTube

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07:29

Sissy Dee Riding Her Dildos Before Lady Fee Joins Her

1 month ago

$$ FapHouse

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05:42 88%

Sissy Blowjob Cumplay Swallow

2 years ago

AShemaleTube

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12:57 89%

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3 years ago

VipTube

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10:57 60%

Slut transgender princess got boinked by a gigantic BBC, she loves a black cock bareback

9 months ago

ShemaleTaxi

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49:44 82%

GROEN SPRUITJE - LATEX ANAL FISTING - LATEX SISSY GREEN PINK MASTURBATING HER HUGE COCK TRAANNY SQUIRTING COM KOUD

4 years ago

JizzBunker

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03:22 92%

Sissy Josephine Sucking Old Cocks While Dogging

10 months ago

AShemaleTube

crossdresser, sissy, amateur, dogging
09:33 84%

Finnish Julia X Cumback

2 years ago

AShemaleTube

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08:14

Sierra has embraced her femininity

5 months ago

XXXVogue

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06:03 83%

Pretty trans girl shows how to put on a condom

2 years ago

AShemaleTube

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06:39 71%

CdTina tops and cums

1 year ago

AShemaleTube

mature, shemale, mature anal, fetish, crossdresser, cumshot, big cock
12:18 43%

Provocative Sissy leisurely Moving With Irresistible mischievous Passion

1 month ago

VideoSection

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10:07

Steaming wifey frigged and nailed in the caboose by luxurious he/she hubby

1 year ago

TrannyGem

femdom, squirt, couple, wife, MILF, orgasm, dogging
12:18

ANAL ORGASMS CUMSHOTS

3 months ago

AShemaleTube

homemade, shemale, fetish, orgasm, cumshot, sissy, anal orgasm
30:15

New live sex shows Stripchat, March 2025, Gigi and Dave, shemale and cis guy couple, point of view, behind the gig, webcam hard sex, ep5

9 months ago

ShemaleTaxi

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25:18

Silent Hill 2 Maria Cosplay Our Special Place Video

7 months ago

$$ FapHouse

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06:14 88%

Sissy Cuck String-on Pegging with HEFTY Bad Dragon Opportunity by Domina Mercer

8 months ago

TrannyGem

femdom, strapon, huge dildo, bondage, cuckold, reality, pegging
34:46

Lusty T-girl: Sloppy Deepthroat & Passionate Handjob

5 months ago

$$ FapHouse

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26:26

Football Season Calls for a Submissive Sissy

1 year ago

$$ FapHouse

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23:46 82%

Overbooked hotel

1 year ago

xHamster

amateur, shemale, blowjob, anal, fetish, ladyboy, small tits
07:09 87%

Femboy 3l1z

5 months ago

AShemaleTube

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02:48 91%

Cute femboy in pink

1 year ago

AShemaleTube

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06:04

The Adventures of KEN PRINCE, Sneaks in her beaus greatest friend to him after finishing his disrobe broadcast

2 days ago

ShemaleTaxi

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08:38 40%

Kitten Kaash Worships His ebony fuckpole

1 week ago

ShemaleTaxi

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06:14 80%

Kinky sissy, kinky cum, ts girl

2 weeks ago

XXXVogue

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09:20 73%

Sissy In The Sun 1

5 years ago

TXXX

mature, solo, sissy, amateur
55:02

♬ Sissy Entertainment ☑ [ Sexy Shemales, CDs and more ] ♪ PMV ☚

5 years ago

BeMyHole

sissy
11:08 73%

Super-Cute femboy spunk all over my microskirt

11 months ago

TrannyGem

feet, cute, teen (18+), french, POV, fetish, orgasm
58:13 58%

French Crossdresser Sissy likes cock

6 years ago

ShemaleZ

french, couple, sissy, crossdresser
08:00 60%

Plus-size Sissy

8 months ago

PePorn

fat, sissy, big ass, amateur, BBW
12:04 56%

Sissy taught to suck three cocks by mother (POV camerwork)

7 years ago

ShemaleZ

handjob, sissy, train
06:22 62%

Up Close and Very Personal with Victoria

1 year ago

$$ FapHouse

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05:04

Transvestite Helena playing with Her Cock and guzzling Her nut-juice

10 months ago

ShemaleMovie

shemale, sissy
02:32

Me

7 months ago

AShemaleTube

sissy, solo, femboy, homemade
08:14 60%

Super torrid Crossdresser Bailey Willde ravaged humid - Compilation 1

1 year ago

ShemaleMovie

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08:14

German, hd videos, ash-blonde

1 month ago

XXXVogue

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06:16

Babi Aydal In Sissy Secrets

4 years ago

ShemaleZ

interracial, sissy
08:19

I will take my favorite sissy slave out for a night on the t

7 years ago

xHamster

sissy
06:13

Sissy 100

2 years ago

ShemaleZ

stockings, sissy, group
05:02

Ingrid. Dildoing and cockplay

11 months ago

TrannyGem

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10:12 50%

Sissy jizm biotch

2 years ago

ShemaleMovie

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06:17 92%

Sissy gets ravaged with fantasy like a real woman

1 year ago

ShemaleTaxi

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05:50 55%

This Sheath Can´t Contain Me for Long

9 months ago

$$ FapHouse

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06:46

Even a Machine Fucks Better Than You! and You Stay Chaste and Watch It! Chastity Teasing German Deutsch

5 months ago

$$ FapHouse

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07:34

Blowjob 5 + Facial - G043.1

9 months ago

AShemaleTube

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11:13

Cute femboy is in fever after exercise and needs to spunk

10 months ago

ShemaleMovie

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06:26 93%

Sissy in nylons

4 years ago

ShemaleTaxi

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05:48 88%

The First Video In My New Leather Nun Outfit. What A Clip. Hard And Bar E Back. Dont Forget To Like If You Liked The Surprise

1 year ago

BeMyHole

amateur, latex, anal, fetish, nun, leather, surprise
05:26 67%

She likes the rear end fashion position because it goes deeper into her dirty ass.

8 months ago

ShemaleTaxi

amateur, black, creampie, big ass, crossdresser, bareback, taxi
19:01 80%

Stroking myself until I finish for you -Full Version-

3 years ago

xHamster

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10:02 84%

Blonde tgirl stretches hole

1 year ago

AShemaleTube

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02:50

Sissi bounces bussy and orgasms

2 months ago

AShemaleTube

femboy, crossdresser, sissy
02:30

Wash my penis 2

3 weeks ago

AShemaleTube

crossdresser, small tits, compilation, solo, sissy
22:42 98%

Cute trap rides dildo & cums

2 years ago

AShemaleTube

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30:44

Sissy secretary lunchtime fucking by boss

6 years ago

ShemaleZ

secretary, sissy, boss
04:31 69%

Stepdad Fucks Me As A Sissy Whore! 5 Min

2 years ago

ShemaleZ

stockings, latex, sissy, whore, lingerie
04:00

Colorful Sissy Dazey Dakota Ass Fucked In Pov

4 years ago

GetTranny

sissy
08:14

Faphouse, transgender, trap hardcore

1 month ago

XXXVogue

big cock, sissy, femboy, bareback, BDSM
19:05 67%

Free-For-All Vid: DEEP AND SLOW - Thick Big Italian Dinky Claims Sissy Biotchs Bootie

4 years ago

TrannyGem

italian, slut, crossdresser, sissy
28:56 90%

Femboy cowgirl dildo ride

1 year ago

AShemaleTube

dildo, solo, latina, riding, masturbation, webcam, small tits
12:03 72%

Alternative Transgender Girl Cassie Moans Gets suck off Then anally banged

3 years ago

ShemaleTaxi

crossdresser, sissy, femboy
12:24

Trans maid serves as a bitch for big black cock sissy, Deepthroath & rectal Crempie - full Vid at OF/EMMAINK13

2 years ago

ShemaleTaxi

maid, BBC, sissy, femboy, black
07:51

Horny Tranny

1 year ago

AShemaleTube

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26:28 67%

Ms Minxy’s Eternal Bareback Submission

1 year ago

$$ FapHouse

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07:12 84%

Two blonde Sissy lesbians getting anal sex

4 years ago

TrannyOne

lesbian, sissy, stockings, anal
04:00

Vickie Wonder In Sissy Crossdresser Takes A Relentless Ass Pounding

4 years ago

GetTranny

crossdresser, sissy
08:14

Bubble butt tramp

9 months ago

ShemaleTaxi

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06:05

Puny breezy wears pantyhose and takes massive black cock in her bunghole

9 months ago

ShemaleTaxi

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10:17

Cute Asian teen shows her tranny bubble butt on webcam

3 years ago

TrannyOne

cute, sissy
34:36

2026 World Cup at Tsdanisantos-a True Pleasure and a Seductive Experience.

2 days ago

$$ FapHouse

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10:07 76%

Beautiful busty ts mistress fucking a sissy hunk

1 month ago

AShemaleTube

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07:08

TS Ria Bentley butt humps cute Sexy Trans Ella Eros and Cums

Yesterday

ShemaleTaxi

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2:03:18 67%

Lesbian Sissy Game 2

6 years ago

ShemaleZ

lesbian, fetish, game, sissy
12:09 67%

Dick Pillows

5 years ago

xHamster

smoking, sissy, solo
1:11:00 89%

Gomezz sexy dildo show

1 year ago

AShemaleTube

ebony, homemade, anal, dildo, masturbation, toys, small tits
02:04 88%

Naughty TRANSSEXUAL soles high-heeled slippers and fetish nylon humungous jizz shot

2 years ago

TrannyGem

feet, pantyhose, asian, crossdresser, cumshot, nylon, sissy
15:28 84%

Sissy Slut Sucks her first Cock, Swallows every Drop

7 years ago

TrannyGem

swallow, panties, clothed, slut, sissy, small cock
06:10

Super Cute Sailor Sissy

4 months ago

HClips

sissy, crossdresser, cum in mouth, cute, POV
07:11

Buttfuck douche for sissy is a daily norm for such an caboose

7 months ago

ShemaleTaxi

dildo, sissy, shower
23:25 85%

Make love to her butthole

6 years ago

ShemaleZ

cum in mouth, bareback, interracial, sissy
07:32

Sarah rubs her clitty at the adult bookstore before servicing guys at the glory crevice

1 year ago

ShemaleMovie

crossdresser, sissy, prostitute, shemale, amateur
08:12

Guy Fucks Tits in All Positions

1 year ago

xHamster

sissy, shemale fucks guy, amateur, shemale
07:06

I ravaged my encaged sissy mega-slut

7 months ago

ShemaleTaxi

POV, anal, sissy, slut
07:20 83%

Chubby daddy pummels sissy crossdresser. amateur homemade porno

3 years ago

ShemaleTaxi

homemade, german, chubby, taxi, sissy, crossdresser
09:23 67%

Insatiable super-fucking-hot TGirl Russian Sissy on cam Part 1

8 months ago

ShemaleMovie

masturbation, teen (18+), sissy, russian
27:29 83%

SDHSERIES - Sissy Diaries Day ten

5 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, small tits, JOI, sissy
16:06

Sissy in pinkish sundress and innocence Plays with Her Butt Plug and Gets Fucked Hard by Machine

3 months ago

ShemaleMovie

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09:32

I love these underpants

2 months ago

AShemaleTube

solo, sissy, outdoor, homemade
05:38

Blue Archive, POV Slutty Bunny Girl Neru Blowjob Vol.11

3 years ago

xHamster

POV, japanese, sissy
12:24

Alpha masculine pulverizes my whorish jaws and then wet romps my sissy rump

2 years ago

KeekAss

amateur, crossdresser, sissy
21:53 87%

All dressed up for big black daddy

11 months ago

AShemaleTube

dress, sissy, shemale, black
03:11 80%

Sissy Fucked and Cum Shots

4 years ago

AShemaleTube

uniform, sissy, crossdresser
18:35

Crossdresser gets a lesson in makeup and taking tranny cock

3 years ago

TrannyOne

crossdresser, sissy
14:31 60%

Ive Learned To Enjoy Not Cumming Sissy Femboy Chastity & Self Foot adore + cbt shemale Ball Slap

1 year ago

ShemaleMovie

feet, femboy, crossdresser, sissy, chastity, orgasm
12:49

Transformed into a Sissy Maid to get a job

1 year ago

JizzBunker

sissy, shemale, maid
21:30 75%

Sissy Fucked really hard

3 years ago

xHamster

sissy, anal
08:00

Uber-cute Sissy Drilled Rigid

8 months ago

PePorn

big cock, sissy, bareback, small cock
29:09

Sissy Cutes

2 years ago

ShemaleZ

amateur, cute, shemale, uniform, webcam, sissy
11:34 78%

Sissy moon

2 years ago

XXXDan

lingerie, riding, sissy, dildo
1:07:14

Sissycdslc trains for potty time with some wild sissy fun

9 months ago

XXXVogue

sissy, pissing, amateur, lingerie
05:55 86%

Adorable Sissy Twink Sucks Their Stepbrothers Huge Cock For Free Merch (massive Cumshot)

2 years ago

HClips

teen (18+), POV, lingerie, blonde, big cock, ass, sissy
03:36 75%

Sissy Tina Outdoor Compilation

1 year ago

TrannyGem

public, asian, outdoor, crossdresser, compilation, cumshot, cumshot compilation
13:21

Sissy bottom Jes! Loves humiliation

2 months ago

AShemaleTube

sissy, small cock, amateur
05:58

Sissy-Femboy railing a pinkish fuck stick in crimson FF-Pantyhose

9 months ago

TrannyGem

pantyhose, orgasm, toys, vibrator, sissy, femboy
19:17

T-girl in Cute Minidress Dances Takes off Pantyhose and Teases

1 month ago

AShemaleTube

mature, cute, pantyhose, dance, shemale and girl, sissy
07:54

Very hot sissy in hot skirt irdes cock

1 year ago

AShemaleTube

sissy, skirt
24:54 90%

Boys are brothers and dress up like sissy girls and CUM

6 years ago

xHamster

ladyboy, dress, shemale and girl, sissy, amateur
23:31 68%

Sissy Gets Plowed By Two BBCs

7 years ago

xHamster

gangbang, BBC, sissy, interracial
09:04

Sissy cheerleader Luce solo playtime

2 months ago

AShemaleTube

solo, crossdresser, cheerleader, sissy
07:31

Going the extra mile with some intense amateur bareback action

4 months ago

XXXVogue

sissy, cum in mouth, amateur, homemade, 18
21:37

Sissy Katoey love to get clad as a damsel and plumbed in the rump

4 years ago

TrannyGem

prostitute, crossdresser, sissy
15:10

Maintenance slapping for Kitsy. Oral and lovemaking following the penalty.

8 months ago

TrannyGem

feet, cute, blowjob, BDSM, spanking, tied, sissy
08:14

French trans movie featuring Erica Love with thick curves and some intense anal action

5 months ago

XXXVogue

french, sissy, masturbation, big cock, stockings
08:26 92%

Sissy Crossdresser Takes Big Cock

3 years ago

ShemaleZ

amateur, stockings, crossdresser, sissy, blonde, shemale
12:13

Training my tight ass

1 year ago

AShemaleTube

amateur, stockings, train, solo, tight, sissy
08:16 40%

Lesbian Transsexuals Sabrina Prezotte and Daniela Santos Fucking Each Other

11 months ago

AShemaleTube

blonde, lesbian, amateur, sissy
12:45

Trans-female, anal-slut, ts-ejaculation

Today

XXXVogue

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08:55

Sissy trainer jap/jav

3 years ago

ShemaleMovie

train, japanese, crossdresser, sissy

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