SHEMALE • FIRST TIME 3,917 videos

Popular Latest Top rated

«‹3 4 5 6 7 ›

05:18

Chap smaches shemales bootie

1 year ago

ShemaleMovie

ladyboy, first time
05:42

Big Dick Shemale Compilation first Time Hot Lesbians having Fuck fest at

6 years ago

HClips

lesbian, first time
09:40

Fucking The Virgin Ass Of An 18 Year Old Boy For The First Time

2 years ago

ShemaleZ

toys, first time, ebony
08:06 62%

My First Time Have Sex With Black American Man

7 months ago

ShemaleZ

black, first time
08:15

Slim trans teen Fany Menezes experiments with the machine for her first time

4 months ago

XXXVogue

small tits, first time, solo
03:34

Using a boob pump for very first time nursing brassiere jenniferboobs

4 years ago

KeekAss

mature, nurse, pump, first time
08:00 56%

Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

2 years ago

GetTranny

strapon, lesbian, japanese, group, first time, japanese lesbian
02:04

Shemale cums first time with lovense

1 year ago

AShemaleTube

cumshot, first time
41:14

Big Tit Latina Anna Fucks Stranger in the Ass for the First Time and Squirts

3 months ago

$$ FapHouse

shemale, ladyboy, amateur, first time, stranger
05:17

Trannys wazoo gets stuffed

11 months ago

ShemaleMovie

ladyboy, first time
04:17

トロトロあなるに仕上がりました　ご覧ください

1 year ago

TrannyGem

japanese, first time
04:30

Fisting for the first time

1 year ago

XXXDan

fisting, first time
06:31

First time with a Shemale MILF

7 years ago

AShemaleTube

MILF, vintage, first time
03:27

Sissy play with dildo

3 years ago

xHamster

french, mature anal, first time
22:49

My First Time!

1 year ago

Upornia

teen (18+), first time
27:40

Spectacular latin redhead gets her first bisexual tranny penetrate

2 years ago

ShemaleTaxi

bisexual, brazil, first time
14:00

TRANS TABOO - #Cacau Di Paula #Richard Rock-Hard - Very First Time With A She-Creature And He Likes Every Min

4 years ago

TrannyGem

first time
16:54

ADULT TIME - LITTLE PUCK GETS CREAMPIEs DURING FIRST AIRTIGHT AT MASSIVE GROUP SEX ORGY!

3 months ago

SomePorn

public, creampie, anal, MILF, double anal, group, orgy
10:51

Stepbrother, I want to do my first anal invasion

11 months ago

HDSex

first time, cum in mouth
03:42

My first-ever time fucking me with a cucumber in the backside

3 months ago

TrannyGem

latina, dildo, compilation, big ass, first time
13:11

My first-ever time being filmed! Solo playtime taunt

7 months ago

TrannyGem

orgasm, POV, clothed, first time
05:51

Big White Ass Big Butt Booty Boy Sissy Crossdresser Slut Turns You On

1 year ago

xHamster

big ass, big cock, ass, sissy, first time
10:26

Bold inked transgender beauty Chelsea Marie takes it in the ass for the first time

3 months ago

XXXVogue

amateur, shemale, beauty, first time
06:28

Michael Sucks Marissa Minxs Dick For The First Time Before He Drills Her Ass

2 years ago

GetTranny

first time
02:31

Her first time with a TS

10 years ago

xHamster

first time
25:17 67%

Vivien Valero First Time shelady Strokers ladyboy

6 years ago

ShemaleZ

cumshot, first time, solo
55:15 64%

M584G01 stepson who has returned for the first time in 5 years is a transcendental transsexual?

2 years ago

xHamster

creampie, bisexual, orgasm, japanese, cum in mouth, first time
22:48

Kinky Transvestite Waiting for the manstick to get in her arse

6 months ago

ShemaleMovie

amateur, first time, ladyboy
06:30

Tranny Cop First Time Latina Deepthroats On The Border 7 Min

3 years ago

Upornia

first time, deepthroat
03:11

BOBSTGIRLS: We're Thrilled to Introduce Amy

2 years ago

xHamster

dildo, first time
05:52

Trans Tori Easton Fucks Her Online Date So Hard

9 months ago

BeMyHole

big cock, shemale and girl, ass licking, first time
11:15 71%

Fuck stick in the bum, onanism and jizm first-ever time using a fucktoy, its joy. My femboy booty was highly open

1 year ago

TrannyGem

black, dildo, cumshot, masturbation, celebrity, BBC, first time
10:51

My STEPSISTER asks me to do ass-fuck for the first-ever TIME

2 years ago

ShemaleTaxi

first time
07:34 71%

My very first Time in Winston-Salem, NC (TRANSSEXUAL PublicPrincess)

5 years ago

TrannyGem

public, spy, caught, jerking, first time, cum in ass
07:53

Very First Time

4 years ago

AShemaleTube

first time, shemale fucks guy
10:12

My Ebony Friend Wanted To Fuck A Trans For The First Time 10 Min With Mocha Menage

1 year ago

TXXX

lingerie, first time
10:15

Young tranny first time

5 years ago

TrannyGem

tease, dress, first time, boyfriend
05:32 82%

Post-Op Thai Shemale Meiji Pussy Bareback

1 year ago

BeMyHole

shemale, creampie, asian, first time, post op, thai
18:24

Sissy female used her bootie first-ever time

2 years ago

TrannyGem

feet, russian, sissy, first time, heels, crossdresser
06:06

Inborn jugged black trans drains rigid boner

6 years ago

TrannyGem

casting, piercing, natural, skinny, first time
05:13

Plus-size t-girl Pinky Doggystyles Giant Dildo for very first Time

2 years ago

ShemaleMovie

huge dildo, BBW, first time
09:16

(Part 1) first Time tasting My Own jizm And Drinking Piss, Cum On Food Fetish, Asian Transgender Trap Shemale

1 year ago

ShemaleTaxi

pissing, asian, sissy, first time, crossdresser, food
12:20

I persuade a sumptuous gal with yummy udders to ravage with me and the I realize that she is a transgend

8 months ago

TrannyGem

amateur, dogging, latina, ass to mouth, cum in mouth, surprise, first time
05:13

Marvelous t-girl deepthroats and rails

7 months ago

ShemaleMovie

first time
08:26

Hung tgirl surprise blowjob first time

6 years ago

AShemaleTube

surprise, first time
04:38

Transsexual He Wanted To Give His Ass For The First Time And I Was Chosen For D-day - Complete On RED

2 years ago

BeMyHole

big ass, ass licking, first time
08:01

Slave training and punishment first time If you're going to be a c

4 years ago

TrannyOne

train, first time
03:53

Slamming 95mm Crimson giant faux-cock for first-ever time

2 years ago

KeekAss

first time
08:22

Scorching and deep inwards my bootie!!!

1 year ago

ShemaleTaxi

first time
05:08

Sissy Takes fuck-sticks in Both Holes for the First Time and slurps jism off the Floor

3 months ago

ShemaleMovie

feet, orgasm, dildo, double anal, cumshot, deepthroat, toys
19:12 88%

CD TRANSSEXUAL FIRST-EVER BIG BLACK COCK !! HE CAME INWARDS of Me TWO TIMES!!! WARM PUBLIC SISSY

3 years ago

TrannyGem

public, dogging, BBC, first time, crossdresser
20:15

First Time ass Penetration For t-girl Adria

6 years ago

ShemaleZ

interracial, first time
33:02

Guy with Fat Cock Fucks Latina Tranny in the Ass for the First Time on Vacation

3 months ago

$$ FapHouse

shemale, fat, cumshot, big cock, ass, first time
02:18

Pegging Assfucking Sissy Bi-Atch Tgirl From Behind

3 years ago

TrannyGem

femdom, strapon, domination, pegging, first time
03:41

His very first time with a trans, I think he got addicted to my gullet and my arse

1 year ago

TrannyGem

big cock, brazil, BBC, first time, amateur, surprise
05:58 67%

Big tit blonde interracial and fitness ball first time Lesbians going

4 years ago

TrannyOne

lesbian, first time
10:00

First Time Fantasy - Sharnell Dupree And Dominic Pacifico

4 years ago

ShemaleZ

first time
12:55

Eva Maxim Let A Cis Guy Experiment On Her Trans Cock

3 years ago

xHamster

first time
06:10

Hard-core harsh offensive gangbang first time Sphincterbell

10 months ago

ShemaleMovie

gangbang, teen (18+), first time, shemale
03:50

Tattooed Guy Enjoys His Very First Time Of Trans Transaction

2 years ago

GetTranny

first time
03:00

First Time Straight Mexican Pounds Blonde Sissy

1 year ago

AShemaleTube

homemade, creampie, crossdresser, mexican, first time, sissy
03:50

Pristine Edge First Time To Fuck By A Trans Kate Zoha

3 years ago

GetTranny

first time
17:25

Young guy fucked for the first time by a tranny

4 years ago

AShemaleTube

first time, crossdresser, homemade
08:47

Amateur First Time Group Sex

6 years ago

HClips

tattoo, first time
05:37

Beautiful 18 year old teen virgin girl riding on a cock for the first time

2 years ago

xHamster

teen (18+), teen anal (18+), 18, bareback, first time
04:45

Asian Trans Girl Daniella Teas First Time Getting Fucked By A Guy On Film

2 months ago

HClips

shemale, amateur, asian, shemale and girl, first time
11:55

Truly Fur Covered FTM stud humped by tearing up machine for first-ever time

2 years ago

KeekAss

homemade, machine, first time, FTM
04:44

Interracial And Assfucking My First Time With Another Trans: My Friend Aylla Gatina Made Me Suck Her Dick And Ate My Ass

2 years ago

BeMyHole

first time
13:24 83%

Petite tranny undresses for the first time and shows what a horny cock she has

3 years ago

xHamster

handjob, orgasm, japanese, nipples, first time, japanese uncensored
16:30

Femdom tgirl initiation: first time fuckers

3 years ago

TrannyOne

femdom, first time, BDSM
13:13

Assfuck Fuck Stick Railing in Hip High Socks

4 months ago

TrannyGem

fetish, first time, socks
21:09

JUGANDO CON MI VECINA TERMINO FOLLANDOLA Y ELLA ORDEÑANDO MI PENE.

9 months ago

TrannyGem

feet, cute, blowjob, creampie, lesbian, gagging
12:30 48%

Sissy teaching After first-ever Time Feminization

1 year ago

ShemaleMovie

latex, train, BDSM, crossdresser, big cock, domination, sissy
03:39

First Time Teen Tgirl Uses Toy Machine And Strokes Cock

4 years ago

ShemaleZ

machine, first time
05:58

Shemales First Time With Black Guy

2 years ago

BeMyHole

interracial, first time
06:08

Tattooed Ebony Trap Jerking her Cock

6 years ago

TrannyGem

piercing, natural, heels, first time
09:00

Dual Sissy Climax - For the Very First Time in my Life

2 years ago

KeekAss

first time, crossdresser
15:12

This is my first time as a crossdressing sissy

3 years ago

ShemaleTaxi

panties, first time
53:15

Trans Vanessa Jhons welcome Gonzo first time double ana

4 years ago

TrannyOne

first time, double penetration, interracial
05:08

Pink Sissy Girl Lady Boy White Big Butt White Skin Crossdresser

1 year ago

xHamster

first time, crossdresser, sissy, small cock
14:33

cd Femboy in Assistant Garb first-ever Time using Ass Fucking Til Spunking

4 years ago

TrannyGem

feet, secretary, first time
1:29:53

741m584-g02 My Son Who Came Back For The First Time In

2 years ago

ShemaleZ

first time
1:38:41

My Very First Time With A Trans (Total clothespins)

5 years ago

TrannyGem

full movie, first time
11:06

My Stepon, Who Came Back For The First Time In Three Years

1 year ago

ShemaleZ

shemale, asian, first time
07:11

Fernandinha Fernandez - First Time With A Tranny (shemale) And We Enjoy Tasty Cock

4 years ago

HClips

first time
20:45

First Time ass Penetration For t-girl Adria

7 years ago

ShemaleZ

ass, first time
17:38

Thatha oliver em sua primeira cena. trans muito linda e voluptuous fodendo gostoso e com belos peitos naturais...ts very beautiful, sexy and with incredible natural cupcakes [ts thatha oliver] very torrid

9 months ago

ShemaleTaxi

beauty, brazil, ass licking, natural, babe, first time
14:11

My first-ever time as a crossdressing sissy was liberating

3 years ago

ShemaleTaxi

first time
08:00

I Fuck A Tranny Girl For The First Time

3 years ago

GetTranny

first time
15:48

This is my very first time crossdressing like this

3 months ago

ShemaleMovie

masturbation, crossdresser, shemale, first time
02:26

Insert first time my two extreme huge plugs

5 years ago

xHamster

insertion, first time
03:06

FEMOUT XXX - Claire Rydes First Time On Cam Pleasuring

1 year ago

AShemaleTube

masturbation, solo, first time
10:55

Chicks First Time With Giant Thai Shemale Cock

4 years ago

BeMyHole

thai, first time
07:10

Brunette teen ass nailed very first time tough fucky-fucky for fantastic

10 months ago

ShemaleMovie

teen anal (18+), first time
05:25

Bare brown-haired transsexual first-ever time caboose nailed

4 years ago

KeekAss

first time
05:57

Big tit lesbian milf seduce first time Brazilian player pulverizing th

4 years ago

TrannyOne

seduced, first time
05:58

Cute Tgirls First Time With A Girl

7 years ago

ShemaleZ

first time
05:45

Busty Fucked By Ts For The First Time 6 Min With Summer Vixen, Ariel Demure And Stevie Moon

5 months ago

ShemaleZ

big ass, shemale and girl, stockings, first time
05:47

What If Jade Venus Was Your First Trans?

7 months ago

BeMyHole

kissing, lingerie, first time, shemale and girl, big cock
13:16 71%

ADULT TIME - Curious Cis Couple Have Their First Threesome With Trans Baddie Kasey Kei!

2 years ago

TXXX

threesome, couple, first time
1:01:26

Pretty trans girl new toy first time anal play on cam

8 years ago

TXXX

dildo, first time
08:10

Curly hair teenage buttfuck very first time Next up was the BJ competition.

1 year ago

ShemaleTaxi

first time, foursome, group
13:04

Sissy Candys very first time with a nailing machine and sissygasm (total vid)

3 years ago

TrannyGem

train, bondage, machine, first time
02:37

Skylar and Breds First Time Preview

6 years ago

xHamster

first time
06:06

My first-ever time with a trans. Part 1 While my acquaintance rests

2 years ago

KeekAss

crossdresser, first time
05:18

Dude for the first time gets transgender princesses cock

5 years ago

ShemaleMovie

first time
24:10

Full Version of My First Time Using a Chastity Cage for My Trans Big Penis

1 month ago

$$ FapHouse

mexican, chastity, first time
05:47

Stevie Moons First Trans Is Ariel Demure

7 months ago

BeMyHole

blowjob, anal, shemale and girl, deepthroat, domination, first time, hardcore
12:51

DEVILS FILM - Busty Redhead Madison Morgan First Time With Hot Trans Babe Brittney Kade

10 months ago

SomePorn

deepthroat, redhead, first time
16:29

Your first-ever time with a transgirl will be extraordinaire

6 years ago

KeekAss

group, handjob compilation, first time
08:31

Yanina and Fanny are meeting for the first time for some kinky fun

8 years ago

ShemaleZ

first time
31:02

Humungous schlong girlfriend pounded for the very first time

4 years ago

ShemaleTaxi

girlfriend, first time
05:46

Hot Teen Trannys First Anal Date In A Long Time 6 Min - Alex Victor And Fabriny Lima

3 years ago

ShemaleZ

teen (18+), teen anal (18+), first time
16:00

Guy having his first time with Geneva and Gina Ryder

6 years ago

ShemaleZ

vintage, first time
16:39

Female dom transsexual Initiation: first Time Fuckers

5 years ago

ShemaleTaxi

facesitting, domination, first time
10:46

Fucking beautiful asian virgin puss of a hookup gal

8 months ago

ShemaleMovie

beauty, first time, creampie
03:08

Virgin Ass First Time Dildo It!

2 years ago

TXXX

dildo, first time
07:25

JUDE LYNX — TOMBOY SHOWCASING HIS XXL WHITE CULO!

1 year ago

TrannyGem

asian, mom, first time
18:28

Its time you tasted your very first transgirl trouser snake

5 years ago

TrannyGem

first time
06:26

MILFs first time with shemale

4 years ago

TrannyOne

first time

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