SHEMALE • FIRST TIME 3,235 videos

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08:11

TRANSSEXUAL Rayra Spanick Very First Time Machine Fucky-Fucky

4 years ago

TrannyGem

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10:11

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3 years ago

TrannyGem

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06:13

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3 years ago

TrannyGem

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05:32

Transsexual Jessy Dubai and Steve Rickz Spin Poke pt two

2 years ago

TrannyGem

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29:29

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3 years ago

ShemaleMovie

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07:26

Bald bloke gets his tight ass smashed balls deep when the TS babes fucks a guy for the first time

3 years ago

BeMyHole

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12:05

Cute Tgirl Tires a Magic Wand for the first Time / Hitachi

5 years ago

TrannyGem

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06:08

Curvy Black Trap Twerking and Tugging

5 years ago

TrannyGem

chubby, piercing, shaving, first time
06:08

Gorgeous Ebony Tgirl Masturbates in Lingerie

5 years ago

TrannyGem

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06:10

Huge-Boobed Ash-Blonde TRANSSEXUAL Kayleigh Coxx first-ever time tearing up a fuckbox

5 years ago

TrannyGem

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14:20

You wont leave behind your very first time with she-male Mel

3 years ago

TrannyGem

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08:05

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3 years ago

TrannyGem

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14:09

Is this your very first time being pummeled by a she-creature

3 years ago

TrannyGem

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05:18

The very first time of a duo with a transvestite ( Lia Dotada )

2 years ago

TrannyGem

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05:30

Addiction Theropy pt. 11 - Scorching IG Model splattered all over my office with FUTA penis inwards her.

1 year ago

TrannyGem

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06:30

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8 years ago

PornHub

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05:55

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7 years ago

NuVid

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05:36

Sissy works out her cock-squeezing bum

1 year ago

TrannyGem

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10:15

Youthfull t-doll Very First Time

3 years ago

TrannyGem

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08:06

Tgirl India Taina Shoots a Generous Jizz Shot During Very First Time Machine Hook-Up

3 years ago

TrannyGem

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05:58

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2 years ago

TrannyGem

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10:46

Japanese Transsexual Hellen Yamaguchi First-Ever Time Plowed at Phat Ass Tgirls

1 year ago

KeekAss

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06:03

Shemales First Time Slavery Sex

1 year ago

BeMyHole

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07:53

Riding Dildo Tgirl India Taina Shoots A Generous Cumshot During First Time Machine Sex

2 years ago

BeMyHole

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06:05

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3 years ago

BeMyHole

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06:09

Auditioning Tranny Tugging her Hard Cock

5 years ago

TrannyGem

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12:23

So it is Your First-Ever Time With A Trans Lady (Wholesome Jerk Off Instructions)

3 years ago

TrannyGem

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05:03

Wife takes off her tranny clothes and gets deepthroat

1 year ago

XXXDan

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05:59

My first time with a shemale

4 years ago

ShemaleZ

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09:12

Our First Time With A shelady Was excellent

5 years ago

ShemaleZ

first time
07:56

First-Time Fantasy.

2 years ago

AShemaleTube

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06:05

HANDSOME AND SUMPTUOUS FIRST-TIMER LADYBOY CAME TWO TIMES!!!

1 year ago

KeekAss

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27:19

Busty Crossdresser First time on Chaturbate

5 years ago

AShemaleTube

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10:00

First Time Fantasy - Sharnell Dupree And Dominic Pacifico

2 years ago

ShemaleZ

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02:37

Skylar and Breds First Time Preview

5 years ago

xHamster

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06:52

Aspen’s first Time With caboose plug

1 year ago

ShemaleTaxi

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11:23

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5 years ago

ShemaleZ

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10:46

First Time Sucking A Shemale Cock

2 years ago

TXXX

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05:39

Long chisel white stud pounds trans bum for the first-ever time

1 year ago

KeekAss

bareback, first time
06:07

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4 years ago

PornHub

italian, cuckold, first time
04:08

First-Ever time fitting my lil fresh cell with a 13cm tube.

2 years ago

KeekAss

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05:12

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3 years ago

DrTuber

first time
16:12

Stephie scarlet first time pegging a tgirl

8 months ago

IcePorn

pegging, first time
15:36

Its eventually time to ravage my first-ever tranny

3 years ago

ShemaleTaxi

first time
07:32

First Time Oral With A Transgendered Jock

1 year ago

TXXX

first time
16:26

This is my first time pulverizing a t-girl babe

3 years ago

ShemaleTaxi

first time
15:19

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1 year ago

ShemaleTaxi

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10:22

Lily starlet Takes fist and ass inside-out for first-ever time!

1 year ago

ShemaleTaxi

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11:59

Is this your first time boning a steaming t-girl like me

4 years ago

ShemaleMovie

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06:10

Hot Busty TBabe Lena Kellys first time fucking with a BBC

5 years ago

AShemaleTube

first time
03:20

Tan: Femboy for the first time

1 year ago

JizzBunker

lingerie, bikini, first time, femboy
14:00

This is our first time having a 3 way with a t-girl

4 years ago

ShemaleMovie

first time
05:03

Bbw Shemale Pinky Doggystyles Giant Dildo For First Time

2 years ago

ShemaleZ

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06:23

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4 years ago

ShemaleMovie

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04:27

First Time Dressing Up

1 year ago

HClips

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14:06

Your first-ever time with a she-male will be outstanding

3 years ago

KeekAss

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03:26

Night walk at train station and parking lot with fishnet stocking

1 year ago

xHamster

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05:56

Teen lesbian ass hd first time Hot 8 women taking a shower together

2 years ago

TrannyOne

shower, bathroom, first time
06:03

Chubby shemale jerking off in first time solo

6 years ago

DrTuber

chubby, jerking, first time
01:04

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4 years ago

AShemaleTube

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06:47

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4 years ago

ShemaleMovie

first time
08:03

Tgirl Marcela Ragonne Attempts a Fuckfest Machine for the Very First Time

3 years ago

KeekAss

machine, first time
14:42

Is this your very first time in a she-creature gangbang

4 years ago

ShemaleMovie

gangbang, first time
05:28

First Time Trany Ziara

5 years ago

AShemaleTube

first time
06:00

Teen tgirl Jane Marie excited for her first time with another TS

10 years ago

AShemaleTube

first time
08:01

Caught fucking at college party first time Ballerinas

2 years ago

TrannyOne

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08:01

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2 years ago

TrannyOne

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05:44

Tranny pummel young dude movie first time Damien was going to need some

3 years ago

ShemaleTaxi

first time
07:20

Pretty fellow F2M uses ass buttplug for first time

3 years ago

ShemaleTaxi

first time
14:23

You wont forget your first-ever time with transgender princess Mel

4 years ago

HDSex

first time
18:07

Nympho Transgirl First Time With Enormous Bad Dragon//ruined Orgasm

3 years ago

HClips

orgasm, tattoo, first time, brunette
12:51

I truly want to attempt crossdressing for the first time

1 year ago

ShemaleTaxi

panties, first time
02:39

Very First time with tear up machine

1 year ago

KeekAss

machine, first time
13:14

Watch me converting into a sissy for the very first time

1 year ago

ShemaleTaxi

stockings, panties, first time
13:01

Sissy Candys first-ever time with a drilling machine (total vidoe)

1 year ago

KeekAss

machine, first time
06:56

Irresistible SheBabe to be fuck for first time on Webcam Part2

2 years ago

AShemaleTube

webcam, first time
05:57

Big tit lesbian milf seduce first time Brazilian player pulverizing th

2 years ago

TrannyOne

seduced, first time
11:56

Fellow penetrates a she-male for the first time

2 years ago

ShemaleTaxi

first time
12:04

This is our very first time sharing a she-male

3 years ago

HDSex

gangbang, first time
04:14

OliAge gives a blowjob to his Sissy Davine for the first time.

1 year ago

xHamster

couple, first time
05:10

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3 years ago

ShemaleTaxi

club, first time
12:00

SATANS TGIRLS - Bombshell Spencer Bradley Plows For Her First-Ever Time With A Trans And Its Korra Del Rio

1 year ago

KeekAss

lesbian, ass licking, first time
14:16

This is our first time sharing a she-male gal

1 year ago

ShemaleTaxi

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13:36

Multiple cum from riding dildo after month abstinence

2 years ago

PornHub

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07:53

Is this your first time with a Brazilian transsexual

8 years ago

xHamster

first time
14:32

Is this your first time in a shemale gangbang

7 years ago

xHamster

gangbang, first time
20:12

AMO VESTIRME DE MONJA Y TORTURAR MI BUM PARA VER MI MAN-LAVA REGADO EN TODA LA HABITACION

2 years ago

TrannyGem

nun, dress, first time
06:15

Pristine First Time To Fuck By A Trans Kate With Kate I, Kate Zoha And Pristine Edge

1 year ago

ShemaleZ

ass licking, first time
26:01

First-Ever time with a Bad Dragon - Demogorgon - phat rock hard, kinky rail

2 years ago

TrannyGem

russian, gape, first time
08:01

Czech family sex first time I Think Our Girl Likes Girls

2 years ago

TrannyOne

czech, first time
16:02

Acquire Prepped For Your Very First Time With A ladyboy

3 years ago

TrannyGem

first time
10:00

Stunning Babe Angelina Please Drills Paradise's Tight Asshole For The First Time - Trans Angels

1 year ago

xHamster

tight, asshole, first time
14:05

Legacy dirt:She on the pornography very first time, her lucky day. P1

1 year ago

ShemaleMovie

thai, couple, asian, deepthroat, first time
11:08

MY FIRST-EVER TIME WITH MASSIVE SHE-CREATURE TRUNK

3 years ago

KeekAss

first time
02:30

AUDIO ONLY - JOI your first time fucking a shemale accidentally cum inside her

5 months ago

xHamster

JOI, first time
09:04

Futa Alien Princess penetrates BIG BLACK COCK Earthling for the first-ever time.

1 year ago

KeekAss

black, futanari, first time
05:51

First-ever time being a sissy cockslut in public

2 years ago

ShemaleTaxi

public, first time
06:38

Horny dude sucks big black tranny meat for the first time

7 years ago

SunPorno

first time
06:39

Stepsister saw my giant salami for the first-ever time and played with it

1 year ago

ShemaleTaxi

black, taxi, gape, first time
03:22

Wetlook in yellow top and panties in bathroom. Wetlook shower. Wet yellow underwear. Part 2

1 year ago

xHamster

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06:28

Saudi romp for the first-ever time with Syrian she-creature hot sex

1 year ago

ShemaleTaxi

arab, bisexual, cuckold, cum in mouth, first time, cum in ass
06:11

Larissa Leite's first time with shemale - Barbara Perez

2 years ago

AShemaleTube

first time
14:30

Liz Cordoba - Glorius Pussy Try First Time Gaint Shemale Cock And Love It

2 years ago

TXXX

first time
05:58

Horny lesbian seduction and sexy teen nerd lesbian first time Brazilia

2 years ago

TrannyOne

lesbian, lesbian seduction, seduced, first time
11:09

Shy lady-man Shows Her penis First Time

6 years ago

ShemaleZ

shy, penis, first time
10:09

(re-upload) Bigcock Transgender First Time With 11inches Thick Cock

1 year ago

ShemaleZ

handjob, first time
18:15

FEMALE DOMINATION HANDBALLING ASS FUCKING INSTRUCTING PEGGING DOMINATRIX SUPREMACY FEMBOY

2 years ago

TrannyGem

femdom, train, instruction, wife, fisting, dildo, pegging
12:48

Tonight you are going to fuck a tranny for the first time

8 years ago

JizzBunker

first time
05:45

Emma Rose - Trans On Her First Time Trying To Do Swinging

1 year ago

ShemaleZ

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06:17

Erster Transsex - brasilian ladyboy fucks first time anal in a private porn

5 years ago

PornHub

first time
01:45

CrossDresser boy first Time Video

6 years ago

AShemaleTube

first time
01:03

Ineta Koxx My first time with a dildo on a mirror

1 year ago

xHamster

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06:21

This is my first-ever time with a transgender princess! I found her on a dating website! - Jade Venus & Spencer Bradley

1 year ago

ShemaleMovie

stockings, first time
02:13

First time dressing

8 years ago

xHamster

dress, first time
05:24

Ever See Straight Guy Fucks A Transexual For The First Time? - Aubrey Kate

1 year ago

TXXX

first time
05:40

TGirl Yasmim Dornelles first time with Tony Lees big cock

4 years ago

ShemaleZ

first time
10:04

Leticia Keren In Ts Teen Enjoys Her First Time With The Fucking Machine

8 months ago

ShemaleZ

first time
13:24

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

1 year ago

xHamster

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11:18

Taste Big Tranny Cockto The First Time For My Taut Pussy

3 years ago

ShemaleZ

first time
05:25

White tranny takes BBC deep in her ass for the first time

2 years ago

XXXDan

BBC, first time

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