SHEMALE • SISSY 59,068 videos

Popular Latest Top rated

«‹3 4 5 6 7 ›

06:50 65%

Sissy Fuckdolls Sissygasm

7 months ago

ShemaleZ

teen (18+), sissy
05:15 65%

Nailing she-creature

3 years ago

VideoSection

crossdresser, sissy
17:51 65%

Mellowditz Ballbusted Goon For Sissy Mistress Humiliatrix Joi

1 year ago

ShemaleZ

femdom, JOI, sissy
05:52 65%

Sissy Maid Sex With Hotel Guest

3 years ago

AShemaleTube

maid, hotel, sissy
06:35 65%

(伪娘)第一次射在鞋子用黑丝踩精液/エロ男の娘ストッキングを射精/(Femboy)Jizz in my Asian college boots with black stocking

6 months ago

TrannyGem

feet, stockings, japanese, crossdresser, cosplay, femboy
06:14 65%

Hot Petite Maid Trans Woman Fucked in Kitchen

8 months ago

xHamster

maid, kitchen, femboy
09:00 65%

Sucking Sissy Silvia

2 years ago

TXXX

mature, latex, vintage, sissy
15:50 65%

Ts Joss Amor Takes It without a condom In The bathroom

3 years ago

HDSex

POV, brazil, condom, bathroom, bareback
14:37 65%

Proving To Him That Im A damsel - Sissy Caption Story

1 year ago

ShemaleMovie

blowjob, sissy, story
02:52 64%

【Hands Free-For-All Orgasm】Japanese sissy 『Nipple Masturbation』Hands Free♡【ladyboy 女装偽娘 crossdresser】

11 months ago

TrannyGem

orgasm, japanese, nipples, sissy, hands free
12:13 64%

Throating Daddies Bone again

2 years ago

TrannyGem

old and young (18+)
24:52 64%

Lil Sissy cockslut gets Revved Into Sissy

3 years ago

TrannyGem

feet, crossdresser, prostitute, erotic, slut, sensual
09:15 64%

Elastic butt ass on a large fake penis

2 years ago

ShemaleTaxi

dildo, shaving, femboy
07:03 64%

Sissy interchange Tales: Random Side Effects

3 years ago

HDSex

small cock, big cock
04:23 64%

Sissy Boy Gets His Asshole Drilled

4 years ago

AShemaleTube

stockings, lingerie, asshole, sissy
04:30 64%

Sissy Slaves First Bad Dragon Stretching Session With E-stim Encouragement By Mistress Mercer

1 year ago

HClips

femdom, BDSM, sissy
11:48 64%

Big black cock fantasy

3 years ago

VideoSection

teen (18+), asshole, BBC, sissy
05:11 64%

Big Ass Tranny Fucking Her Ass with a Fuck Machine

5 months ago

xHamster

small cock, machine
05:26 64%

Sissy Slut & Bbc Booty Bumpin Magic

1 year ago

Upornia

slut, BBC, sissy
51:48 64%

Real Mistress Buffy in action

3 years ago

BeMyHole

femdom, vintage
03:44 64%

Prolapse Big Ass Fist Sissy Slut

2 years ago

ShemaleZ

fisting, slut, sissy
06:36 64%

Sissy girl wants be a good slut

2 years ago

xHamster

asian, japanese, slut, sissy
04:46 64%

Spitroast Sissy

1 year ago

ShemaleZ

mature
14:35 64%

Sissy Masturbation & Selffacial Compilation

2 years ago

ShemaleZ

cum in mouth, cumshot compilation
24:19 63%

Shemale Schoolgirl Screwed

3 years ago

Analdin

stockings, teen (18+), teen anal (18+), uniform, crossdresser, erotic, sissy
08:12 63%

Sissy tranny schoolgirl flashing and cumming

3 years ago

ShemaleMovie

flashing
08:58 63%

Encaged Sissy Inhales Fuck Stick Deep in Trance (No Audio)

3 months ago

TrannyGem

amateur, crossdresser, sissy, chastity
17:11 63%

Sissy brainwash

4 years ago

xHamster

creampie, anal, BDSM, sissy
4:18:44 63%

All my vids from 2023

4 months ago

xHamster

mature, dildo, crossdresser, compilation, sissy
13:00 63%

Jizz flow compilation part 2

1 year ago

ShemaleTaxi

french, blowjob, compilation, cumshot, cumshot compilation, taxi
09:42 63%

Sissy In Chastity Sucking Shemale Cock

1 year ago

Upornia

webcam, sissy, chastity
10:04 63%

Mommy T jerks off Her Sissy 2

2 years ago

AShemaleTube

mom, jerking, domination
07:02 63%

Girlcock Two Shemales Sucking Cock

5 months ago

BeMyHole

small cock, shemale, fat, chubby, BBW, sissy
03:04 63%

Tgirl Best Sissy Smoking Shemale - Most Beautiful

10 months ago

ShemaleZ

amateur, smoking, big cock, webcam, sissy
10:25 63%

Sissy BBC Lust

2 years ago

xHamster

interracial, JOI, BBC, sissy
29:18 63%

3D Shemale Mom and Sissy Step-Son Compilation Animation Sex

3 years ago

xHamster

mom, mature anal, 3D, creampie compilation, stepmom, anime, cartoon
26:24 63%

Dom tranny fucks sissy slave

4 years ago

ShemaleZ

BDSM, domination, sissy
22:44 63%

Princess Olga - anguish and pleasure (sissy, anal, dildo, hypno, trainer, bbc)

1 year ago

ShemaleMovie

dildo, 18, celebrity, BBC
06:58 62%

Daddy’s tramp

7 months ago

ShemaleMovie

crossdresser, sissy
06:04 62%

Satin Sissy Maid Milking

4 years ago

AShemaleTube

satin, maid, milk
10:15 62%

Sexy young crossdresser

3 years ago

TrannyGem

tease
04:51 62%

Sissy Swap Tales: Daddy's Little Sissy

4 years ago

xHamster

small cock, anal, domination, small tits, sissy
04:56 62%

BLUE LOTUS #2 PLUMPER SISSY

2 years ago

TrannyGem

fat, chubby, ladyboy
02:14 62%

Sarah barefoot at theater starting at the gloryhole

2 years ago

xHamster

gloryhole
04:02 62%

HUGE BBC in a Sissy Throat and Pussy

2 years ago

TrannyOne

interracial, BBC, sissy
09:19 62%

Sissy In Panties Strokes Little Clit! Cum Eating!

2 years ago

ShemaleZ

clit, panties, big clit, cum in ass
07:21 62%

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

1 year ago

KeekAss

mature, stockings, mature anal, double anal, crossdresser, sissy, double penetration
10:24 62%

Be a decent Sissy compilation (Hottest of galleries Anna Rios 2021)

1 year ago

KeekAss

crossdresser, toys, sissy
15:00 61%

2020508 - JP Sunflower

4 months ago

AShemaleTube

amateur, homemade, small cock, sissy
04:35 61%

Super-Cute Housewife She-Male Sugary-Sweet Knob Transgirl Super-Fucking-Hot Brief Sundress Blond Sissy Femboy Crossdresser

4 months ago

KeekAss

amateur, cute
11:29 61%

Sissy fucked by her mistress

5 years ago

AShemaleTube

femdom, fetish, crossdresser, sissy
14:52 60%

Hot Showering With A Sissy Friend

1 year ago

IcePorn

shemale, shower, masturbation, sissy
07:27 60%

Dont witness more than twice! Looping this will cause brain damage! DANGER!

4 years ago

ShemaleMovie

panties, futanari, sissy
57:48 60%

Sissy Poppers Rave party

3 years ago

ShemaleMovie

pissing, party, fisting, sissy
08:43 60%

Teen trap boinks too enormous bottle, has ample cumshot

4 years ago

VideoSection

teen (18+), teen anal (18+), bottle, sissy, cosplay
38:43 60%

Daisy The latest Godness TRANSSEXUAL

3 years ago

TrannyGem

homemade, big ass, sissy
13:52 60%

Asian sissy displayed and fucked by Daddy

4 years ago

ShemaleZ

asian, sissy
10:04 59%

Pornstar Virginia Is For Diaper Lovers

1 year ago

BeMyHole

compilation, diaper, blonde, dress, small tits, sissy, skirt
11:18 59%

I love being a cock hungry sissy boy

7 years ago

JizzBunker

sissy
18:49 59%

Sissy slut Jenni needs big black cock slut Training

4 years ago

HDSex

train, slut, BBC
06:06 59%

The culo of the Trans sissy is used decently by faux-cock

1 year ago

KeekAss

amateur, stockings, creampie, fetish, crossdresser, sissy
19:51 59%

SISSY training...lick YOUR OWN cum

3 years ago

HDSex

train, anal, bukkake, babe, erotic, sissy, sensual
12:20 59%

Sissy CD Benjamin

2 years ago

TrannyOne

cum in mouth, sissy
08:29 59%

Pantyhose legs shemale strokes her cock on webcam

7 months ago

AShemaleTube

pantyhose
14:21 59%

A Straight Man Fucked And Poured Fountains Of A Young Sissy Femboy !

4 months ago

Upornia

compilation, big cock, cumshot compilation, sissy, femboy
09:42 59%

Schoolgirl Rita stripteases for you

1 year ago

ShemaleTaxi

feet, pantyhose, tease, spanking, strip, panties, taxi
06:37 59%

Thicc, sissy, transgender mtf

2 years ago

HDSex

fat, crossdresser, panties, sissy
22:56 59%

In love with big black cock! Bimbofication training. munch it!

3 years ago

ShemaleTaxi

black, train, compilation, gangbang, taxi, BBC, sissy
17:50 59%

Tranny takes Midas Touch Dildo from Mr. Hankeys Toys

1 year ago

PornHub

huge dildo, dildo, redhead, sissy
03:11 58%

51cm John Thomas Henry Humungous Assfuck Destruction Fuck Stick Slamming Deep into Slick Nice Femboy Asspussy

6 months ago

TrannyGem

huge dildo, dildo, hardcore, chastity
02:58 58%

SusyTrav oral jobs compilation (indoor)

5 months ago

TrannyGem

creampie, bukkake, cumshot compilation
05:05 58%

Trouser Snake Service Mental Domination for sissy

4 years ago

KeekAss

teen (18+), POV
04:28 58%

How about you invite me to the hotel?

3 years ago

xHamster

french, lingerie, JOI, hotel
06:08 58%

BBC sissy submission trainer

2 years ago

TrannyOne

big cock, BBC
19:19 58%

Horny Sissy Rides Big Toy

2 years ago

Upornia

amateur, solo, riding, webcam, sissy
21:40 58%

Oh Mr. Johnson will you fuck my ass?

2 years ago

xHamster

sissy
07:08 58%

Sissy Ponyboy In His New Pink Jacket And Beautiful White Tights And Lingerie

2 years ago

TXXX

sissy
03:44 58%

Huge XXL rump blondie trans taunt

1 year ago

TrannyGem

fat, big ass, chubby, 18, college
12:27 58%

12 min of super close up super slomo frotting w my sissy cock & a huge dick

2 years ago

PornHub

small cock, POV, close up, sissy, frottage
02:36 58%

XL Dildo ridin 2023

11 months ago

xHamster

huge dildo
15:51 58%

Sissy Maid and 2 dominatrixes

1 year ago

ShemaleTaxi

strapon, maid, taxi
07:06 58%

JOI for idiots

1 year ago

ShemaleTaxi

chubby, BBW, JOI
05:08 58%

Youthful trap displays ass and rides a fuck stick

10 months ago

ShemaleTaxi

teen anal (18+), dildo, solo
54:55 58%

Enslaved Sissy Maid With Gia Darling

2 years ago

ShemaleZ

shemale, fetish, maid, domination, sissy
03:58 58%

Whole willing sissies

6 years ago

TXXX

sissy
06:53 57%

Teenage Trans ( TSVictoriaCarvalho OF ) with DaniMarksReal threeway with Sissy man She-Male Trans Part two

7 months ago

KeekAss

threesome, big tits, double anal, ass, shemale fucks guy
05:21 57%

【JK Uniform】 Notorious Chinese Crossdresser steal the gig of real fuck-fest at a Hotel

10 months ago

TrannyGem

japanese, ladyboy, cosplay, femboy, chinese
02:46 57%

Tied Up Bondage Asian Sissy Training 2

8 months ago

xHamster

bondage, maid, tied, sissy
26:17 57%

Two TGIRLS Fuck

4 years ago

TrannyGem

tattoo, bareback, skinny, sissy
03:35 57%

Sissy Dolly Dungeon Play Time Pegged By Huge Bad Dragon Strapon And Humiliated By Mistress Mercer

1 year ago

HClips

femdom, latex, strapon, pegging
06:15 57%

20yo Ukrainian Sissyboy,poked with yam-sized sausage

1 year ago

TrannyGem

russian, 18, femboy
12:00 57%

Crossdresser fucked hard by 18 year old

6 months ago

AShemaleTube

amateur, crossdresser, sissy, femboy
09:45 56%

Hetero contest - JOI game

4 years ago

ShemaleMovie

train, contest, JOI, sissy
12:29 56%

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

2 years ago

TrannyGem

femdom, train, tease, bondage, reality, sissy, chastity
05:03 56%

SISSYLADYB SISSY POPPERS HEAVEN

2 years ago

xHamster

gangbang
26:05 56%

Straight Mexican Cholo Breeds Sissy Latina Crossdresser Passionately

4 years ago

ShemaleZ

mexican, sissy
32:34 56%

Androgynous sissy twink met daddy and sucked his old cock

2 years ago

TrannyOne

crossdresser, sissy
17:23 56%

Holly doing BDSM on a sexy trans girl in LA ~KimberlyGeorge~

1 year ago

PornHub

amateur, small cock, fetish, bondage, shemale and girl, sissy
21:59 56%

Sissy CD fun with bbc

3 months ago

ShemaleTaxi

shemale, deepthroat, BBC, sissy
05:02 56%

Fat Pretty Sissy Playing With Dildo

1 year ago

ShemaleZ

teen (18+), fat, dildo, solo
15:06 56%

Sissy Emily Hardon Cheerleader chastity fake penis play

2 years ago

ShemaleTaxi

dildo, cheerleader, penis, taxi, chastity, femboy
05:29 55%

Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson

4 years ago

xHamster

teen (18+), russian, first time
23:04 55%

Simplemente Sissy

1 year ago

TrannyOne

sissy
04:47 55%

Sissy Fag Maker

2 years ago

xHamster

JOI, sissy
15:32 55%

Sissy outdoors pissing and cumshot

1 year ago

xHamster

pissing, public, cumshot
14:44 55%

sissy slut in the beach with C string and rosebud

9 years ago

xHamster

beach, outdoor, slut, sissy
05:53 55%

Sissy Ponyboy In jaw-dropping pink dress Walking In Public And Training To Be Act Like A Girl

2 years ago

ShemaleTaxi

public, dress
02:00 55%

Sissy Providing Her Booty Humid

10 months ago

TrannyGem

sissy, femboy
12:27 55%

Kimber Haven Sissy service

4 months ago

DrTuber

sissy
02:15 55%

Sissy cum eating.

2 years ago

TrannyOne

swallow
05:20 55%

Prepearing my asspussy for dark-hued daddy`s big pink cigar

3 years ago

ShemaleTaxi

dildo, sissy
09:25 54%

Sissy self Discovery

3 years ago

BeMyHole

sissy
14:49 54%

Wondrous Crossdresser Sissy Allie taunting While clothed In Sexy Lingerie

2 months ago

ShemaleTaxi

maid, crossdresser, sissy
03:50 54%

Open Your Mouth And Swallow My Sissy Cum!! Hot Shemale Pov Scene Dirty Talk

2 years ago

ShemaleZ

dirty talk, swallow
11:02 54%

Blond sissy with amazing legs in stockings fucked hard

8 months ago

TrannyGem

sissy
33:17 54%

Anon sex with Crossdresser

8 months ago

PornHub

amateur, crossdresser, sissy
12:29 54%

Sissy Purity Marionette Taunted and Abased by Domme, Denied and Locked in the Vice

3 years ago

TrannyGem

femdom, train, tease, bondage, chastity
06:46 54%

Sissies deepthroat For Their dominant queens

2 years ago

ShemaleTaxi

bisexual, orgy, deepthroat, domination, skinny, taxi, sissy
04:55 54%

Pierced,Inked, dream bod mods if I were a wielded sissy

9 months ago

KeekAss

mature, crossdresser, sissy
16:12 54%

Laisa Lins & friend have way with sissy then piss on him

3 years ago

AShemaleTube

pissing, group, sissy

Popular Latest Top rated

«‹3 4 5 6 7 ›

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