SHEMALE • SISSY 66,833 videos

Popular Latest Top rated

«‹13 14 15 16 17 ›

06:11 67%

Dildo Training for Sissies, Femboys, Anal Sluts and Other Cock-hungry Holes - Ride Your Dildo Full of Passion.

8 months ago

xHamster

teen (18+), german, train, anal, teen anal (18+), dildo, compilation
08:34 67%

BENVENUTA SISSY (ITA)

5 years ago

HDSex

outdoor, BDSM, sissy
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
05:01

Sissy BBC Fix

3 years ago

TrannyOne

BBC, sissy
12:08

HOW TO TURN INTO A SISSY LOVEMAKING GIMP

4 years ago

TrannyGem

sissy
17:13 53%

Sissy cd barebacked, and bred

7 years ago

AShemaleTube

interracial, crossdresser, sissy
03:58

Sissy Giant Fuckpole Assfucking Teaching

3 years ago

TrannyGem

train, sissy
08:06

Big Guy Gets Turned Into A Sissy Maid - Christian Xxx

3 months ago

ShemaleZ

ass, bareback, shemale, sissy, maid, stockings
03:13

Crossdresser riding dildo and cumming

3 years ago

xHamster

turkish, dildo, crossdresser, riding, sissy
08:49

Suck Cock The Right Way Sissy

2 years ago

BeMyHole

teen (18+), sissy, compilation, glasses
09:43

Zuppietto Love Plays In The Shadows

Yesterday

AShemaleTube

shemale, crossdresser, cumshot, sissy, cumshot compilation, compilation
18:53

Hookup, Pies and Bondagetape devotee stroll Ep4

3 days ago

ShemaleMovie

sissy, crossdresser
56:26

Katrinewest cum

1 month ago

AShemaleTube

big tits, solo, sissy, shemale, mature
09:39

Sissy in hot high heels impregnated at home

2 years ago

TrannyOne

heels, sissy
29:19

Kaite is a sissy

5 years ago

ShemaleMovie

sissy, small cock
10:20 67%

Sissy Stepsisters 1st Sexual Bang-Out Together

3 years ago

KeekAss

homemade, fetish, crossdresser, sissy, hardcore
33:59 93%

Big Cock Gets Fucked And Creampied By Huge Cock

2 years ago

ShemaleZ

amateur, creampie, big ass, interracial, big tits, tattoo, big cock
13:46

Femboy porks his trans gf until they jizm

11 months ago

ShemaleTaxi

shemale, german, crossdresser, girlfriend, sissy, femboy
06:10 91%

Girl play with dildo

3 years ago

xHamster

orgasm, dildo, sissy
16:40

Amateur sissy fuck

8 years ago

TXXX

sissy
03:29

SISSY IS ALWAYS HUNGRY FOR RAW COCK

4 years ago

xHamster

latex, outdoor, sissy
12:28

Babbbbeeee

11 months ago

ShemaleMovie

handjob, amateur, pantyhose, black, creampie, big ass, gangbang
05:32

Superb time with fabulous Sissy

2 years ago

ShemaleMovie

amateur, BDSM, sissy, latex
10:24

Night walk - public crossdressing

5 months ago

HDSex

public, sissy, amateur, crossdresser, outdoor, feet
05:55

Sissy crossdresser stroking with fuck stick, blasting cum

3 years ago

ShemaleTaxi

crossdresser, taxi, sissy
07:50 75%

Aubrey Belt Dick Pulverizes Sissy Maid

5 years ago

TrannyGem

femdom, strapon, maid, british, sissy
05:47

Sexy Purple Slip Modeling

8 months ago

xHamster

shemale, crossdresser, sissy, solo
16:59

Splendid Sissy will-less clitty

3 years ago

KeekAss

homemade, crossdresser, sissy
22:27

SANDY CD PLAYS WITH THE PLUMBER AND JERKS HIS MILK

2 years ago

KeekAss

mature, sissy, crossdresser
09:05

Nely pink sissy bitch

5 years ago

xHamster

big ass, sissy
06:13

Marion de Sade - Nocturne In Silk

10 months ago

ShemaleTaxi

beauty, massage, crossdresser, jerking, masturbation, big cock, nylon
11:14 57%

C4 Film (april 20, 2025) the boss Is a slut on a flick Conference with Her Banker.

6 months ago

ShemaleMovie

handjob, beauty, french, BDSM, prostitute, babe, teacher
14:36 85%

TS XXL gapping a twink

3 months ago

AShemaleTube

mature, creampie, mature anal, domination, sissy, shemale fucks guy, femboy
04:47 73%

Sissy facefucked by mistress

1 year ago

AShemaleTube

sissy, shemale, femdom
06:03 72%

Cute Sissy Femboy Play With Dildo

2 years ago

ShemaleZ

dildo, ladyboy, toys, sissy, femboy, solo
2:45:38 71%

Sensual & erotic tgirl queen

1 year ago

AShemaleTube

anal, latina, 18, masturbation, erotic, webcam, small tits
06:06

She loves it when I ride her booty to make her pucker burst and fill it with my jizm

2 months ago

ShemaleTaxi

amateur, anal, crossdresser, riding, big cock, babe, taxi
13:05

The best of Viper Fierce crazy multiple 60 huge cumshots compilation part 2

4 months ago

AShemaleTube

solo, cumshot compilation, sissy, crossdresser, cumshot, compilation
02:10

Sissy flashes highway bathrooms

4 years ago

xHamster

public, french, flashing, bathroom, sissy
07:08

Two femboys have some fun

1 month ago

XXXVogue

sissy, teen (18+), cosplay, femboy, anime
04:55

Sissy Traning TOP COMPILATION

5 years ago

BeMyHole

sissy
47:42

Sissies strapon fucks

7 years ago

xHamster

strapon, sissy
22:48

A good-sized shaft Inwards A tramp shelady booty

5 years ago

TrannyGem

outdoor, orgasm, anal orgasm, sissy
07:57 88%

Slutty Sissy Cd Sucks And Deepthroats My Bbc Till Cum In Mouth - Cock Worship

4 years ago

ShemaleZ

deepthroat, cum in mouth, BBC, sissy, teen (18+)
07:38

Hot Sissy Sucking and Fucking

8 years ago

ShemaleZ

sissy
05:28

Crossdresser have fucky-fucky with fuck stick

1 month ago

ShemaleMovie

ladyboy, crossdresser, sissy, solo
14:09 83%

Bunny Summers Big Blonde Sissy Loves Her Secret Life

1 year ago

ShemaleZ

sissy, blowjob, shemale, POV
29:56

Thin sissy boy gets his asshole and mouth filled with big dick of Brazilian ravenheaded tranny

3 years ago

xHamster

asshole, sissy, shemale fucks guy, blowjob
02:33

Tranny DreemZ CD Sissies in Bondage and Training

4 years ago

AShemaleTube

train, bondage, sissy, crossdresser
20:04

Sissy Amber bjs big black cock at motel Party 8-16-18

5 months ago

ShemaleMovie

black, hotel, BBC, party, sissy
07:24

Lose Yourself in Me - sucking cougar Futas Thick penis

2 weeks ago

ShemaleMovie

public, teen (18+), shemale, train, japanese, cougar, anime
04:48 83%

Jessica Bloom Self Facial Cum Swallow While Fucked In T

2 years ago

ShemaleZ

shemale, POV, asian, swallow, cum in mouth, sissy, cum while fucked
29:03

Sissy training 002

6 years ago

ShemaleZ

train, sissy
07:06

Sissy Secretary Fucked Hard Bent Over The Table

1 year ago

GetTranny

shemale, sissy
06:03 85%

Buttfuck onanism 05.2023 - Huge dildo inserted a lil deep -

1 year ago

ShemaleMovie

stockings, huge dildo, anal, fisting, dildo, crossdresser, riding
07:23

Rosy Haired Trans hottie Sucks fuck-stick

2 years ago

ShemaleTaxi

amateur, small cock, blowjob, sissy
08:30

Barbiel blond sissy sucks and fucked deep

6 months ago

AShemaleTube

sissy, amateur, homemade
09:48 70%

Crossdressing Latina Sissy Gets Facial Latinmamicd

4 years ago

Upornia

interracial, crossdresser, sissy
1:04:21 79%

Joanna bitch fuck hard anal

8 months ago

AShemaleTube

mature, amateur, mature anal, anal, ladyboy, crossdresser, ass to mouth
10:26

20250129

10 months ago

AShemaleTube

homemade, stockings, shemale, masturbation, sissy, femboy
11:27

Shemale Perv River Enza Wrecks Her bum With Her Own forearm!

1 year ago

ShemaleMovie

solo, swallow, big cock, sissy, dildo, creampie
12:18

Enby in chastity rails her rosy fake penis

1 year ago

ShemaleMovie

anal, dildo, sissy, masturbation, chastity
05:26

Sissy cocksucker gives her man a morning blowjob

1 year ago

AShemaleTube

amateur, homemade, blowjob, cum in mouth, sissy, femboy
08:43

Adorable trans tough assfuck from a drill machine part 1

1 month ago

TrannyGem

amateur, shemale, anal, reality, toys, machine, sissy
05:37

Beauty Shemale masturbating

1 year ago

AShemaleTube

sissy, shemale, masturbation, beauty, femboy
02:53

Caged with a hungry hole

4 months ago

AShemaleTube

sissy
11:54

Sissy Pov – Jenny Kennedy – Obsessed With Being A Girl

3 years ago

ShemaleZ

POV, sissy
04:22 69%

Asian Sissy In Lingerie Learning Sexy Dance

4 years ago

HClips

dance, sissy, asian, stockings
13:30 50%

Platinum-blonde femboy pummel machine sissy teaching!

1 year ago

ShemaleMovie

amateur, homemade, beauty, emo, train, dildo, machine
05:02 50%

Suck off and Fucked Needy Girl Overdose ladyboy costume play

6 months ago

ShemaleMovie

thai, japanese, crossdresser, shemale and girl, babe, sissy, cosplay
05:27

Caged sissy plays w cum in her asshole

3 months ago

AShemaleTube

shemale, sissy
05:32

Magnificent bitch Playing With Her Stunning bootie At Night

2 months ago

ShemaleMovie

sissy, amateur, big cock
01:53

Sissygasm

2 months ago

AShemaleTube

sissy
13:52 67%

Sexy lao petite ladyboy in stockings and topping sissies

4 months ago

AShemaleTube

stockings, small cock, shemale, ladyboy, domination, bareback, small tits
06:11 73%

Trap in killer undies getting off

3 years ago

ShemaleTaxi

crossdresser, oil, panties, shaving, sissy, femboy
09:04 86%

Online anons bully transsexual sissy faggot, make her fuck herself in chastity live

1 year ago

ShemaleTaxi

solo, chastity, prostitute, sissy
06:22

Sissy Manhandled Stiff in Public Shower

6 years ago

KeekAss

public, shower, strip, sissy
37:42 89%

Ladyboy Bar

2 years ago

Upornia

asian, ladyboy, 18, sissy
53:02 50%

MtF Asian american sissy trap female compilation of getting fucked raw bareback rear end style and being bred creampie

10 months ago

ShemaleTaxi

amateur, creampie, POV, crossdresser, creampie compilation, compilation, bareback
1:23:50

Hot dildo riding compilation

2 weeks ago

AShemaleTube

big ass, dildo, solo, compilation, riding, toys, sissy
12:20 73%

Making depth records - pulverizing machine with 17 inch fake penis

2 years ago

ShemaleTaxi

orgasm, dildo, machine, skinny, sissy, gape
09:54

Asian Sissy Cumshot in Pantyhose

4 months ago

$$ FapHouse

solo, sissy, teen (18+), pantyhose
08:05

Sissy couple in ebony pantyhose have great blowjobs

1 year ago

ShemaleTaxi

beauty, pantyhose, stockings, couple, masturbation, small tits, sissy
11:12

You're Nothing but a CUNT, sissy Podcast

4 years ago

xHamster

mature, mature anal, sissy
07:25

Fuck Machine ravages Sissy anus Deep And rigid - Anal Orgasm in Chastity

1 week ago

HDSex

shemale, machine, orgasm, dildo, chastity, sissy
03:10

Hard Ass to Mouth Fucking in the Countryside

1 month ago

$$ FapHouse

couple, sissy, french, outdoor
10:31

Sissy Daytime Balcony Tease

5 years ago

AShemaleTube

tease, sissy
05:47

Cinthia sissy sucks and gets fucked hard

5 years ago

xHamster

creampie, sissy
10:24

Would you like to see me slide my butt plug in my ass

2 weeks ago

AShemaleTube

big cock, sissy
05:55

Pai-chans New Life

1 month ago

$$ FapHouse

asian, japanese, sissy
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

3 years ago

ShemaleZ

amateur, webcam, sissy, chastity, solo
04:13

Sissy hypno 104

1 year ago

AShemaleTube

shemale, sissy
11:42 83%

Sissy Alyce has some fun on a Saturday night

1 year ago

JizzBunker

shemale, french, solo, toys, sissy, hardcore
06:17

Trans Misato inhales and fucks

3 years ago

ShemaleTaxi

stockings, sissy, cosplay
18:47

Hung Twink Barebacks his Shemale Girlfriend

3 years ago

TrannyOne

girlfriend, sissy
06:12

Just another Sissy Silly Mega-Bitch

2 years ago

KeekAss

sissy, crossdresser
06:09

Sissy Tranny Creampie Eaters

5 years ago

TrannyOne

creampie compilation, sissy, amateur, compilation
04:49

Sissy Forced To Suck!

3 years ago

ShemaleZ

fetish, sissy
05:06 67%

Squeeze Milk

10 months ago

xHamster

prostate, sissy, small cock, shemale fucks guy, asian, crossdresser
05:47

Sissy crossdress stepsister fucked doggy style loves it in the ass

1 year ago

xHamster

teen (18+), big ass, teen anal (18+), dogging, crossdresser, sissy, cum in ass
05:21

Cocksucking guidelines & popshot w Trans girl

3 years ago

ShemaleTaxi

blowjob, sissy
08:59

Trans femboy strokes off thick dick and cums closeup

2 weeks ago

ShemaleTaxi

handjob, teen (18+), solo, crossdresser, 18, big cock, babe
14:05

Trans Alexandra Braces is disrobing and dildoing for you

1 month ago

ShemaleTaxi

sissy, boots, crossdresser, dildo, solo, prostitute
29:01 83%

Bevy Of Sthowdys guymale bitcthowdys men Railing Giddyu

6 years ago

TrannyGem

teen anal (18+), prostitute, slut, compilation, sissy, bareback
37:18 80%

Buena verga

1 year ago

AShemaleTube

solo, crossdresser, blonde, big cock, sissy, femboy
02:43 75%

Sissygasm Hypno - MindFuck PMV by HoloPMV

2 years ago

AShemaleTube

crossdresser, compilation, cumshot compilation, sissy, femboy
11:46

Super hot MILF Ava Devine & TS honey Carmen Moore In A humid 3Way!

6 months ago

ShemaleMovie

big cock, sissy, dildo, shemale, handjob
07:11 76%

Bare Boytoy Sissy In Ideal White High High-Heeled Slippers Showcasing Her Smallish Penis And Monstrous Bootie

3 years ago

KeekAss

strip, heels, sissy
05:34

Sissy Workout Compilation 1

5 months ago

AShemaleTube

crossdresser, sissy, compilation, amateur, interracial, homemade
06:28 79%

Spunking thicker then ever before

7 months ago

ShemaleMovie

homemade, teen (18+), teen anal (18+), crossdresser, cumshot, babe, sissy
14:14

Runa costume play smoking and dancing for you

3 days ago

TrannyGem

japanese, small tits, sissy, femboy
04:15

He want my chisel in his sissy caboose

6 years ago

KeekAss

teen (18+), crossdresser, toys, sissy
18:23

Big Tits Asian American Sissy Tranny Trap Used By Her Stepdaddy Dominant Of 3

4 months ago

HClips

amateur, stockings, big ass, big tits, tattoo, domination, sissy
25:40

Anal pounding makes young tgirl squirt multiple times

1 year ago

AShemaleTube

amateur, homemade, small cock, creampie, anal, squirt, bareback
2:36:15 83%

Hung beauty Amirinsworld

1 year ago

AShemaleTube

beauty, stockings, shemale, big tits, masturbation, webcam, small tits
11:39 71%

Deep sucking sweet bitch (AVN)

4 years ago

xHamster

cute, beauty, small cock, toys, sissy, solo
20:36 53%

Kayla Tee Sensual Crossdresser having Anal fun and eats her jizm

3 years ago

ShemaleTaxi

stockings, crossdresser, taxi, sensual, sissy, anal
05:07

Perfect sissy slut game

6 years ago

xHamster

game, gangbang, slut, sissy
03:51

Sissy By Two Hot Cocks

3 years ago

Upornia

interracial, vintage, sissy
05:09

Crossdresser Wendycm1 fascinada me coge muy duro

4 years ago

TrannyGem

crossdresser, sissy

Popular Latest Top rated

«‹13 14 15 16 17 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse