SHEMALE • SISSY 67,717 videos

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13:25

Sissy crossdresser Annette sucks and gets drilled in frills

3 years ago

ShemaleTaxi

crossdresser, sissy
12:11 83%

Sissy and fat old man

1 year ago

AShemaleTube

fat, crossdresser, sissy, old man
18:00 76%

Nasty black Femboy In Fuzzy pinkish Socks And Bra Seduction Pt 3

9 months ago

ShemaleMovie

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07:19

DOLLED UP CD TRAP SISSY SERVICES big black cock father REMIX

3 years ago

ShemaleTaxi

doll, sissy, crossdresser, black
09:35

Sissy Slut And Her Dildo

3 years ago

HClips

dildo, toys, slut, sissy
30:10

30 min rectal training for sissies

5 years ago

HDSex

train, sissy
02:00

Trans-66

7 months ago

AShemaleTube

femboy, sissy, homemade, cumshot
06:35

Watch me show off my super kinky fetish - Veronica Sanders

4 months ago

XXXVogue

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06:02

Sissy in innocence and nipple clothespins riding a large fucktoy

5 months ago

ShemaleMovie

nipples, sissy
05:00

Госпожа захотела попить колы

5 months ago

TrannyGem

gape, sissy, femboy, bondage, bottle
08:04

Sissy Girl Dreams of the D

6 months ago

AShemaleTube

amateur, fetish, shemale and girl, sissy
12:26

Join Me in Bed...

7 months ago

$$ FapHouse

sissy, british, stockings, cumshot, amateur, solo
18:39

Jerking off Outdoors During the Day!!!

7 months ago

$$ FapHouse

outdoor, redhead, solo, jerking, heels, sissy
06:45

Sissy Trainning Compilation 7 Min

3 years ago

ShemaleZ

train, sissy, compilation
09:53 60%

Nikki Montero trying sissy dresses like a homo

1 year ago

ShemaleMovie

dress, sissy
04:57

SISSY CLIT

10 years ago

xHamster

clit, sissy
21:53 58%

Black fishnets, boots and no panties compilation

4 months ago

AShemaleTube

pantyhose, stockings, black, boots, lingerie, solo, crossdresser
11:07

Domme pegging crossdresser with rope on buttfuck

1 month ago

TrannyGem

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01:39

Ancelina Sexy Crossdresser Red Lingerie

3 months ago

AShemaleTube

femboy, crossdresser, sissy, amateur, solo, cartoon
09:06

I pulverize my stepdaughters gigantic cootchie

4 months ago

ShemaleTaxi

teen (18+), amateur, sissy, shemale, couple, missionary
05:06

Hot Sticky Cum

5 months ago

$$ FapHouse

dildo, big cock, solo, sissy
03:20

Transgender Lezzy Cassie Wails Sultry Assfucking Internal Ejaculation Real Duo

9 months ago

TrannyGem

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2:03:50

Hot slutty sissy compilation!

6 months ago

AShemaleTube

crossdresser, compilation, big cock, cumshot compilation, sissy, femboy
08:51 83%

HOT SISSY TRANSGENDER GETS TIED UP! SOME ASS PLAY AND COCK SUCKING, TOO!

6 years ago

ShemaleZ

amateur, BDSM, redhead, 18, tied, sissy
15:43

Wifey crossdressing spouse

11 months ago

ShemaleMovie

crossdresser, sissy, shemale
31:02

Plugged Caged & Gagged Sissy In Selfbondage Straitjacket And Wig - Harley Quinn

2 years ago

ShemaleZ

BDSM, sissy
01:44

Sissy ass

1 year ago

AShemaleTube

amateur, solo, sissy, femboy
07:48

Sissy Lora - Addicted to sucking cock (compilation)

3 years ago

TrannyOne

sissy
13:07

Sissy Anal Training and Cum Drinking

6 years ago

ShemaleZ

train, blonde, toys, sissy
21:30

Sissy Fucked Really Hard

2 years ago

ShemaleZ

group, vintage, sissy
10:17

Tasty cum eating queen

2 years ago

xHamster

crossdresser, sissy
07:47

Nice Sissy deep ass-fuck and pee

3 years ago

KeekAss

pissing, crossdresser, blonde, sissy
1:23:50 86%

Hot dildo riding compilation

1 month ago

AShemaleTube

big ass, dildo, compilation, riding, toys, sissy, femboy
11:37

Strapon sissies jess 2

6 years ago

xHamster

strapon, sissy
31:28 94%

Scotlands Dominatrix Inka and miss Maryln Instruct Sissy Super-Bitch to Deepthroat Dinky

6 years ago

TrannyGem

femdom, strapon, instruction, threesome, fetish, BDSM, ass licking
07:46 55%

GF Sucks Huge Trans Cock And Gets Facial Cumshot - Jessica Bloom

2 years ago

BeMyHole

shemale and girl, cumshot, big cock, sissy
17:31 89%

Hilda Brazil - In Sexy Lingerie Topping A Sissy Crossdresser

3 years ago

Upornia

BDSM, crossdresser, sissy, shemale fucks guy, stockings, brazil
05:12

Sissy Lara Cams For Boys Like A Good Girl

3 years ago

ShemaleZ

sissy
04:51

TS Acs99.5 quick jerk & cum

1 year ago

AShemaleTube

femboy, cumshot, sissy, jerking, webcam
30:51

Leaky Whore Loves to Wreck Her Ass

3 months ago

AShemaleTube

small cock, compilation, cumshot, whore, toys, cumshot compilation, small tits
06:39

KitsyMe0w. Petplay blowjob with furry wagging tail and pawsocks.

2 years ago

xHamster

feet, crossdresser, sissy
07:04

Russian sissy slut Vladasexytrans music porn clip

7 years ago

xHamster

russian, slut, sissy
09:53

Sissy Faggot Reprogramming

5 years ago

xHamster

sissy
02:57 63%

Crossdresser teasing in shiny Leggings and Heels

3 years ago

xHamster

german, tease, crossdresser, heels, sissy
14:24

Beautiful blonde t-girl jerking cumming and showing skinny body in brown nylons

1 year ago

xHamster

homemade, pantyhose, fetish, masturbation, nylon, sissy
06:28

Insane Gurl rides the Late Bus

1 year ago

ShemaleTaxi

bus, riding, sissy
06:48

Rainbow haired sissy strokes off and slurps jizz

2 years ago

KeekAss

crossdresser, cumshot, sissy
35:22

SweetestB cum show

1 year ago

AShemaleTube

small cock, latina, cum in mouth, webcam, sissy, femboy
07:31 69%

Sissysubkrystal Trans Lesbian Bareback Creampie Fuck Sissy

3 years ago

Upornia

creampie, lesbian, sissy
03:16

Kade w/ black dress

1 year ago

AShemaleTube

small cock, lingerie, crossdresser, dress, small tits, sissy
28:13

Gorgeous Mistress makes a feminine crossdresser worship her high-heeled feet

3 years ago

TrannyOne

feet, femdom, heels, sissy
25:17

Sissy Fuckdoll Delivery

5 years ago

KeekAss

threesome, skinny, sissy, hardcore
08:12

Girl and Ladyboy Hole Training Extreme Anal Objects

1 year ago

xHamster

teen (18+), teen anal (18+), shemale and girl, sissy
04:32

Cum and ride on dildo

9 months ago

AShemaleTube

sissy, dildo
05:13

Sissy Fucked in Bavarian Dress

Yesterday

TrannyGem

dress, crossdresser, sissy, femboy, stockings, panties, amateur
06:00 45%

Hot emo Crossdresser sucks stiffy

2 years ago

ShemaleTaxi

homemade, emo, crossdresser, sissy
20:48 42%

(LGBTQI+) Youll Be My damsel (erotic audio have fun by OolayTiger)

4 years ago

ShemaleTaxi

anime, erotic, futanari, taxi, sissy, crossdresser
08:14 57%

Uber-sexy Femboys drilling Around Compilation

1 year ago

ShemaleMovie

shemale, BDSM, crossdresser, compilation, babe, heels, machine
12:42 77%

Poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

4 years ago

TrannyGem

train, prostate, dildo, machine, sissy
07:29 50%

Fresh task: screwed my silicone breasts and cummed on them

11 months ago

HDSex

pissing, pantyhose, latex, german, outdoor, ladyboy, masturbation
07:42

Sissy frolicking 2

3 years ago

ShemaleTaxi

sissy
07:21 59%

Sissy Lucy and Lisa get roped together and bum ravaged by TGirl Domme Jodie May

2 years ago

KeekAss

mature, stockings, mature anal, double anal, crossdresser, sissy, double penetration
12:50

Dany De Castro - Dominant Big Cock Tranny Fucking A Sissy Boy

3 years ago

ShemaleZ

brazil, domination, sissy, shemale fucks guy
20:20 51%

Teaching The Faggot Sissies How To Smoke & Worship My feet! bbw Mistress Tina Snua Smoking cigarettes & Dirty Talking

2 years ago

ShemaleTaxi

feet, femdom, voyeur, smoking, chubby, BBW, british
07:45

Super Sexy Blonde Sissy Fucked Hard

1 year ago

ShemaleZ

shemale, amateur, sissy, blonde
06:36

Arab sissy

5 years ago

xHamster

arab, sissy
03:00

Deep doggy sissy slut in white socks

1 year ago

AShemaleTube

femboy, sissy, crossdresser, dogging
09:15

Crossdresser Tgirl sucks cock, plays with bootie, uses fucktoys, femboy tart needs dick chrissy cocoabutter

1 year ago

ShemaleMovie

blowjob, crossdresser, femboy, sissy, shemale
02:18

Stocking Purity Sissy gets Pegged Thru Torn Nylons with Massive Bad Dragon Strap On Dildo by Domme

2 months ago

TrannyGem

pantyhose, femdom, strapon, fetish, bondage, dildo, BDSM
05:24

Anime Porn Costume Play Lollipop and pecs rubdown from behind, My Sundress-Up Darling Rizu-kyun anime costume play part.11

1 month ago

TrannyGem

japanese, crossdresser, chinese, anime, sissy, cosplay, femboy
07:19 60%

Sissy Maid Sucks Cock for Mistresses

2 years ago

TrannyOne

femdom, maid, sissy
06:58

Petite Blonde Teen Femboy Sucking Dick

10 months ago

xHamster

sissy, crossdresser, POV, femboy, shemale, blowjob
05:38 83%

SexGodPicasso VonMadeHaNut Fucks Ts AshleyCreamssss switch roles Cowgirl sans a condom

2 years ago

ShemaleTaxi

homemade, black, creampie, BBC, sissy
04:15

SISSY BBC

2 years ago

XXXDan

black, interracial, group, BBC, sissy
14:26

Compilation of the Shameless Sissy tramp Presentation

3 years ago

ShemaleTaxi

german, compilation, sissy
02:01

Sissy crossdresser vampire

1 year ago

KeekAss

shemale, sissy, crossdresser
04:16

Trans Sissy in wife st valentines underware

4 years ago

AShemaleTube

wife, crossdresser, sissy
08:57

Stunning Traps 2023 Compilation

2 years ago

AShemaleTube

compilation, masturbation, cumshot compilation, sissy
03:52

Sissy Slut Niclo Erotic Whore Blowjobs

3 years ago

Upornia

whore, erotic, slut, sissy
07:32

Sissy Maker 2

4 years ago

ShemaleTaxi

sissy
03:22

Lopita2

1 year ago

TrannyGem

cute, teen (18+), japanese, 18, sissy, cosplay
07:06 46%

Go Deeper Sissy (poppers) - Sissy Trainer

7 years ago

TrannyGem

train, cumshot compilation, sissy
07:44

What Youre Missing

6 months ago

ShemaleTaxi

beauty, crossdresser, teen anal (18+), stockings, sissy
03:08

Fat bum Muslim sissy ASSiya_Pathuzz cat walk and bootie clap

2 years ago

KeekAss

fat, sissy
06:38

NEIGHBOR COMES OVER TO smack AND play WITH MY rump

3 years ago

ShemaleTaxi

crossdresser, panties, sissy
08:44

Sissy CumComp

1 year ago

AShemaleTube

homemade, small cock, anal, selfsuck, cum in mouth, sissy, cum in ass
04:55

【大人のおもちゃ】その着せ替え人形は恋をする、リズきゅん

4 months ago

TrannyGem

crossdresser, sissy, teen (18+), 18, femboy, korean
17:59

Mind-Blowing jaws nail teaching with a ginormous faux-cock as a steaming-up. Sissy gimp gets used rigid by six boys for three days.

3 years ago

KeekAss

crossdresser, deepthroat, sissy
09:32 60%

Giant ASS Chubby Sissy TWERKS, rails firm, FLAILS COCK WILDLY & CUMS (Pretty Feet)

5 months ago

ShemaleMovie

feet, fat, chubby, dildo, crossdresser, british, sissy
11:20

White Dress, Pink Cami and Boots (enhanced)

7 months ago

AShemaleTube

homemade, stockings, boots, uniform, latina, crossdresser, dress
09:25

Lumina playing

10 months ago

xHamster

ladyboy, sissy, amateur, group
11:33

Super hot trannies Lena Kelly & Sarina Valentina munching Hard To A Hot End!

1 year ago

ShemaleMovie

big cock, sissy, dildo, shemale, handjob, ass to mouth
05:18

Herrin Nicole's Sissy-Nutte Nicky aka Sissy Slave Nicky

1 year ago

xHamster

ladyboy, german, sissy, homemade, shemale, behind the scenes
05:43

Yam-sized double ended dildo anal fucking for ample shaft TGirl Lucy Essex CD

1 year ago

ShemaleTaxi

huge dildo, dildo, double anal, crossdresser, british, masturbation, sissy
05:08

Pantyluvn sissy jerking in the bathroom

3 years ago

AShemaleTube

bathroom, sissy, homemade, jerking
02:03 79%

Sissy Ginormous Spunk Geysers - Total on Onlyfans

2 years ago

TrannyGem

amateur, sissy, femboy
04:23

Skinny Sissy Slut Toying Her Fuckhole

3 years ago

HClips

slut, sissy
08:25

Bbc plumbs sissy transsexual with her big dick - Full OF/EMMAINK13

1 year ago

ShemaleMovie

small cock, crossdresser, full movie, BBC, sissy, black
07:37

Sissy in purple pigtails loves deep painal

1 year ago

AShemaleTube

sissy
07:16

Little bunny boy

4 years ago

xHamster

sissy
12:40

Misr4 - Tranny anal fuck machine

1 year ago

xHamster

polish, dildo, crossdresser, cumshot, machine, sissy
02:00 50%

Sissy Providing Her Booty Humid

2 years ago

TrannyGem

sissy, femboy
02:09

Courtney Sunshine longing some tgirl beefstick

7 months ago

TrannyGem

dildo, sissy, big ass, goth, amateur
05:52

Sissy Guide - How To Anal Orgasm In Chastity Cage

1 year ago

BeMyHole

femboy, sissy, orgasm, chastity, hands free, anal orgasm
07:49

F-Machine Boned While Deep Throating Beefstick Jessica Bloom Gets Spitroasted With Julia Verge

1 year ago

TrannyGem

amateur, blonde, babe, deepthroat, machine, sissy, chastity
06:27

Sissy Kitty Fucked By A Mature Crossdresser

2 years ago

ShemaleZ

mature, crossdresser, sissy
01:06

Bigcock

1 month ago

$$ FapHouse

sissy, filipina
08:40

Dominant woman Bonny Alex playing with her gimps backside

2 months ago

XXXVogue

domination, crossdresser, sissy, femboy, feet, train
11:51

Sissy Kaycee - ass fucking joy

3 months ago

ShemaleTaxi

solo, sissy, german
03:05 80%

I went out cruising and forgot to put knickers on..oops

4 months ago

AShemaleTube

mature, homemade, stockings, small cock, outdoor, crossdresser, accident
04:47 92%

【コスプレ】リゼロのレムちゃん「コスプレイヤー」アナル調教！part.two

6 months ago

TrannyGem

amateur, fetish, japanese, ladyboy, korean, crossdresser, chinese
08:15 57%

Riley is posing for her insta and acting doofy, I can’t lurk my girly parts!

1 year ago

TrannyGem

mature, cute, fat, tease, MILF, stepmom, strip
15:28 88%

Sissy Slut Sucks her first Cock, Swallows every Drop

7 years ago

TrannyGem

swallow, panties, clothed, slut, sissy, small cock
18:15

Mikaela is Santa's lil insane sissy.

3 weeks ago

VideoSection

masturbation, chubby, shemale, cumshot, sissy, BBW
03:45 55%

Trailer - Omg, do you think this meaty monster Spunk-Pump will fit into my lil taut vagina?

9 months ago

TrannyGem

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05:36

Cockslut sissy has buttfuck sex with fuck stick

7 months ago

ShemaleMovie

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08:21

Encaged sissy ass pussy teaching super hot-up

11 months ago

ShemaleMovie

dildo, amateur, sissy, solo, gape, train
10:07 62%

Compilation of a trans railing a drill machine on a broadcast

1 year ago

ShemaleMovie

small cock, russian, dildo, compilation, riding, machine, sissy
06:10

Sissy femboy shakes her ass like the whore she is (I overthought this)

1 year ago

xHamster

amateur, webcam, sissy, femboy
11:15

Horny Sissy Fucks caboose Until Its aching

1 year ago

ShemaleMovie

shemale, sissy, amateur, crossdresser

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