SHEMALE • SISSY 67,717 videos

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06:53

Sissy Anal Fun

1 year ago

xHamster

stockings, train, anal, lingerie, crossdresser, sissy
11:15 81%

JB Hopkings, Sissy boys V5 (Animation)

5 years ago

xHamster

lingerie, cartoon, sissy
07:15

Sissy Maid Self Bondage.. Straps and Ropes

3 years ago

xHamster

latex, bondage, maid, BDSM, sissy
10:49

Your Satin Sissy Halloween Costume

2 months ago

$$ FapHouse

amateur, teen (18+), sissy, solo
05:16 71%

Sissy Anal Training with Daddy

3 months ago

AShemaleTube

crossdresser, femboy, shemale, sissy, train
08:14 57%

Trixy tried to Steal and Got Caught...

6 months ago

ShemaleMovie

dildo, crossdresser, bondage, cumshot, sissy
02:40

Sissy asks you if she can cum

8 months ago

AShemaleTube

sissy
37:33

Sissy hypno

4 years ago

TrannyOne

sissy
06:22

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6 months ago

ShemaleMovie

amateur, thai, POV, babe, ass, sissy, femboy
07:05

Undergarments Sissy Black Shemale Drools Spits & Deep Throats on my Xxl White Lollipop

1 year ago

TrannyGem

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07:15

Altbonny eating cum

1 year ago

AShemaleTube

sissy, solo
10:19

Adorable femboy attempts out her fresh fuckmachine and loves it

2 years ago

TrannyGem

sissy
02:18

I love daddy's cock.

2 years ago

xHamster

french, crossdresser, sissy
08:09

Sissy riding dildo and cumming no handed

4 years ago

BeMyHole

dildo, sissy, hands free, riding
20:17

Sissy guy gives a hot blowjob to the TS babe before getting a cum facial

4 years ago

TrannyOne

facial, kitchen, sissy
08:08 67%

Domina Erotic Playing W Blonde Crossdresser Sissy Slut Pt1

4 years ago

Upornia

femdom, crossdresser, erotic, slut, sissy
12:13

I am going to boink your taut ass with my tranny lollipop

3 years ago

ShemaleTaxi

sissy
04:41

Sissy Erica Sucking A Hot Tv Girlfriend

2 years ago

ShemaleZ

amateur, sissy, small cock
04:55

Fetish Goddess Slavena Und Ihre Sissy-schlampe

2 years ago

ShemaleZ

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16:23

Sissy AnalSlut dressed and poking playthings

6 months ago

ShemaleMovie

crossdresser, sissy
24:45

Taunting, jerking, deepthroating, Fucking, & Cumming Compilation

8 months ago

ShemaleMovie

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02:18

Quick food sissy

1 year ago

TrannyGem

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05:12

Vibrator fun compilation

1 year ago

xHamster

compilation, cumshot compilation, sissy, femboy
10:42

Sasha Star In Sissy Caught Looking At Porn

1 year ago

ShemaleZ

toys, sissy, caught
02:16

Trans Ria Bentley Banged By BIG BLACK COCK With Internal Ejaculation

1 month ago

TrannyGem

interracial, sissy, black, teen anal (18+), BBC
05:05

つま先側で拾った地雷系女装子に5万円渡してプレイ！

9 months ago

TrannyGem

crossdresser, amateur, chinese, sissy, korean, japanese
08:29

Two Sissies crazy plow live

12 months ago

ShemaleTaxi

sissy, POV
06:30

Lucy Essex CD. playing my bum with a fuck stick on the kitchen table whilst locked in chastity

1 year ago

ShemaleTaxi

sissy, homemade, chastity, feet
06:37

Riding a Dildo on my Desert Balcony

1 year ago

xHamster

dildo, sissy
36:12

Sissy compilation bwc

11 months ago

AShemaleTube

homemade, interracial, ladyboy, crossdresser, compilation, sissy
20:18

Fresh Underpants Part two

2 years ago

TrannyGem

sissy, femboy, short hair
06:05

Cheerleader Sissy Tgirl Takes Big Jock Dick In Her Tight Lit

6 years ago

DrTuber

small cock, cheerleader, tight, bareback, small tits, sissy
16:00 92%

Oceana Natalya Big Booty Sissy Hates Her Class

2 years ago

ShemaleZ

stockings, POV, big ass, uniform, blonde, sissy
06:50

Sissy training To spunk No arms Compilation

1 year ago

ShemaleTaxi

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15:02

Fucking My Tight Ass For You In Blue Lingerie Cute Sissy Fem Cd Gaping Ass

1 year ago

ShemaleZ

amateur, ass, shemale, solo, sissy
07:37

Stunning Sissy Displays Off Her Assets While Having Her Caboose Spread

3 years ago

KeekAss

sissy
04:09

Auntie Dildoing her Sissy part 2

4 years ago

AShemaleTube

vintage, sissy, mature
04:59

Sissy Fag David In Sissy Public Humiliation Task

4 years ago

ShemaleZ

public, sissy, amateur
04:59 77%

Tgirl Chinese assistant in office underwear

3 years ago

TrannyGem

japanese, office, girlfriend, babe, chinese, secretary, sissy
07:38

Butt Girl Tigra Time Sexy Round Sissy Ass Tiffany Ciskiss

1 year ago

xHamster

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04:10

Curvy shemale fucks her sissy bf

1 year ago

AShemaleTube

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08:47

We wont judge you for being such a sissy boy

1 year ago

ShemaleMovie

shemale, sissy
10:34

Sissy slut shoots cum into her own mouth

2 years ago

xHamster

sissy
10:36

Man Made into Woman, handcuffed, and predominated by roomie

2 years ago

ShemaleTaxi

bondage, BDSM, sissy
03:01

Very big massive plug sextoy in my sissy ass

3 years ago

xHamster

german, sissy
06:32 82%

Sexy Sissy Ponyboy With Small Clit In Blue Pantyhose And High Heels Trying To Dance In The Car

4 years ago

ShemaleZ

pantyhose, dance, car, clit, heels, sissy
03:33

NAUGHTY SISSY CROSSDRESSER FUCKING EACH OTHERS GIRLS WI

5 years ago

AShemaleTube

sissy
04:55

Pathetic Sissy Sits On Vibe

5 years ago

xHamster

british, sissy
20:01

TS fucks sissy

1 year ago

JizzBunker

lingerie, sissy, shemale
14:05

Side glance of King shaft 12 inch dildo - Sissy clit leaking jism and ending on orgasm

2 months ago

ShemaleTaxi

sissy
06:13

Man To Sissy damsel Transformation

3 months ago

ShemaleMovie

crossdresser, panties, sissy, femboy
12:12

Kellycd2022 in black body stocking

3 months ago

AShemaleTube

homemade, sissy, black, mature
06:22

Skinny asian ladyboy teen amateur Bovei blowjob and lovemaking while in bondage

3 months ago

ShemaleMovie

thai, POV, bondage, BDSM, domination, skinny, sissy
05:17

Femboy Cumming with a Big Dildo

11 months ago

xHamster

crossdresser, solo, femboy, small tits, sissy
1:33:06

Hung tgirl lips, feet, & cum

1 year ago

AShemaleTube

feet, pantyhose, small cock, fetish, latina, webcam, sissy
12:04 86%

Glamgurlxoxo gives Muddy Blowjob, gets Muddy Facial Cumshot

6 years ago

TrannyGem

mom, facial, sissy
04:58

Daddy Turns Into Cock Sucking Cum Slut After Ass Fingering - Sissy Slave

2 years ago

ShemaleZ

sissy, teen (18+)
10:11

Lady Alice compilation 08 burning prickly love (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

1 year ago

xHamster

strip, sissy, compilation, BDSM
14:09

Goth Princess Whore Tiffany Minx - Sissy Training Long Voice Over

1 year ago

AShemaleTube

mature, shemale, crossdresser, goth, sissy, whore
08:14

Spit Slave Cleaning Duties Part 1 of 2 Clean Jessicas Spit And Heels

6 months ago

AShemaleTube

domination, amateur, sissy, solo, heels
02:21

Sissy paul playing

9 months ago

AShemaleTube

masturbation, sissy
06:44

Cute Trans Teen Anal Dildo Ride

10 months ago

AShemaleTube

interracial, dildo, sissy, solo
02:20

Motel sissy slut VS huge cock old dominant daddy

1 year ago

AShemaleTube

hotel, sissy
01:01

Sissy still forbidden to jerk off, must use black dildo - part 2

4 years ago

AShemaleTube

sissy
03:08 94%

JOI horny mistress with corset and mini skirt huge cock fuck hard fleshlight cum in your fac

2 years ago

AShemaleTube

homemade, femdom, lingerie, solo, 18, cumshot, big cock
09:37

Sissy Oksana Multiple Sissygasms On Masters Order Part 3 Sc.71

3 years ago

ShemaleZ

mature, sissy
11:52 71%

Hung bbc raw dogging his sissy femboy

2 years ago

xHamster

public, chubby, interracial, BBW, BBC, sissy
09:33

Kellystar518 in NUTZ for SISSY BUTTZ

7 months ago

KeekAss

cumshot, crossdresser, shemale, stockings, sissy, small cock
06:08 68%

Tearing up The crap Out Of Mee

1 year ago

ShemaleMovie

teen (18+), thai, teen anal (18+), crossdresser, monster, ass, BBC
02:24

Yes Daddy - A Sissy Femboy Ass To Mouth Training Story

3 years ago

GetTranny

sissy, train
08:06 75%

Kelsey Masters And Sissy Crossdresser In Fucking Hot Trans Compilation 3

2 months ago

HClips

big ass, amateur, sissy, crossdresser, lingerie, bareback
02:55 56%

Sissy Crossdresser stripping trying on her favourite panties x

3 years ago

xHamster

strip, panties, JOI, sissy, crossdresser, redhead
03:29

Cumming over my pink stockings in a silk bralette

8 months ago

AShemaleTube

cumshot, crossdresser, sissy, solo, femboy
10:54

Selena Gets anal intercourse From dominant Jessy - The Sky Resort

10 months ago

ShemaleMovie

indian, beauty, creampie, 3D, babe, anime, futanari
12:43

30 Min Machine Smash

11 months ago

TrannyGem

british, crossdresser, sissy, amateur, shemale, machine
02:25

Crosdresser sissy in white undergarments boinked by ginormous boner

11 months ago

TrannyGem

fetish, sissy, fisting, dildo, crossdresser, machine
06:07

Sissy Needs a Bj

1 year ago

xHamster

small cock, solo, crossdresser, panties, sissy
08:56

Crossdresser in transparent dress and sexy underwear outdoor

1 year ago

xHamster

mature, french, outdoor, crossdresser, dress, sissy
09:31

Femalemask gal wear the silicone femaleskin outside the street

1 year ago

ShemaleTaxi

sissy
05:35

My yummy sissy femboy slut ass with tanlines takes huge dildo cock testicles deep like a super-bitch

1 year ago

ShemaleTaxi

huge dildo, sissy
13:48

Yaoi Femboy - Mio handjob and fuck

2 years ago

ShemaleMovie

3D, anime, femboy, crossdresser, sissy
08:06

Fetish Sissy

2 years ago

ShemaleZ

latex, sissy
06:00

Super Hot Dad Pummels My Sissy Mouth ROCK-HARD

2 years ago

KeekAss

sissy
10:09

Sissys cogidas

2 years ago

AShemaleTube

amateur, shemale, compilation, sissy
12:31

Permanent chastity sissy ruined by 10s

2 years ago

ShemaleTaxi

chastity, sissy
05:30

This Is What A Double Sissy Prostate Orgasm Looks Like 6 Min

2 years ago

ShemaleZ

prostate, orgasm, sissy
12:24

��エリちんのアナルクリーニング��皆はどうやってお尻キレイにしてるの？��japanese crossdresser onanism 女装オナニー女装子男の娘

2 years ago

ShemaleTaxi

japanese, crossdresser, sissy
05:47

Trans dark-hued packs Sissy booty with CUM for HotTS

2 years ago

ShemaleTaxi

BBC, sissy
08:32

Slutty Sissy Cd Is Back. Will Have More New Content Soon

2 years ago

ShemaleZ

sissy
06:53

Guy Fawkes Anonymous Mask Bbc Fucks Blond Tranny On Her Back And Makes Her Scream - Candy Ass Sissy

2 years ago

GetTranny

mask, sissy
10:52

Trans lady very first vid since transitioning

2 years ago

ShemaleTaxi

POV, cum in mouth, sissy
10:14

Jackie Israeli Sissy Plays With Herself

2 years ago

ShemaleZ

teen (18+), sissy
12:37

Sissy maid suck and tear up

4 years ago

ShemaleTaxi

maid, sissy, creampie
06:06

Sissys Little Butthole Is Opened Up By fathers giant wood

4 years ago

ShemaleTaxi

public, sissy
13:03

Tiny sissy loves big black cock and it makes her cooter happy

4 years ago

ShemaleTaxi

sissy
05:37

SISSY IS ALWAYS hungry FOR humid COCK

4 years ago

ShemaleTaxi

sissy
06:02

Showing My Body and hopping on a fuck stick

4 years ago

ShemaleTaxi

sissy
11:22

Sexy sissy in Chastity sexyAsiansissy

4 years ago

AShemaleTube

chastity, sissy
07:14 47%

SISSY IS ALWAYS HUNGRY FOR RAW COCK

4 years ago

AShemaleTube

small cock, double anal, gangbang, cum in mouth, sissy, double penetration
04:18

Poppers Anal trainning Sissy Slut

4 years ago

AShemaleTube

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05:40

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4 years ago

AShemaleTube

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03:29

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4 years ago

AShemaleTube

sissy
07:22

Sissy Dominates Guy

4 years ago

ShemaleZ

domination, sissy
14:40

Goth Sissy Jerk Herself Off In Front Off Many Cocks

4 years ago

HClips

goth, sissy
03:31

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6 years ago

ShemaleZ

cumshot compilation, sissy, compilation
06:26

Sissy Larissa loves hard pounding

6 years ago

ShemaleZ

sissy, teen (18+)
02:27

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7 years ago

xHamster

sissy
11:29

CD Sissy Milking Daddy's Cock

8 years ago

xHamster

milk, sissy
08:12

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1 year ago

AShemaleTube

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13:27

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2 years ago

ShemaleTaxi

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05:47

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4 years ago

HClips

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08:30

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4 years ago

ShemaleMovie

sissy
09:56

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5 years ago

BeMyHole

whore, slut, sissy, chastity
23:06

Petite Busty Trans Goth Mommy Mistress

1 year ago

AShemaleTube

mom, femdom, shemale, cumshot, masturbation, goth, sissy
01:43 94%

Sissy First Time Piss Drinking

1 year ago

AShemaleTube

pissing, sissy, first time
08:19

Gf deep-throats yam-sized Trans Cock And Gets Facial Cumshot - Jessica Bloom

1 year ago

ShemaleTaxi

blowjob, deepthroat, sissy
15:22

20 directives for Sissies

1 year ago

ShemaleMovie

public, sissy, maid, boots, heels
39:59 75%

Scarfed domina with a sissy boy

6 years ago

ShemaleZ

femdom, latex, teen (18+), fetish, vintage, domination, sissy
08:50

Douche Sissy homosexuals

1 year ago

ShemaleTaxi

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04:53

Sissy Crossdressor With Breast Riding Bad Dragon Horsecock Dildo With Anal Creampie

2 years ago

ShemaleZ

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Popular Latest Top rated

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