SHEMALE • FIRST TIME 3,278 videos

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20:45

First Time ass Penetration For t-girl Adria

6 years ago

ShemaleZ

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10:03

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7 years ago

xHamster

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02:34

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1 year ago

xHamster

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06:03

Tattooed Guy Enjoys His Very First Time Of

1 year ago

GetTranny

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06:30

MY VERY FIRST TIME WITH TRANSGIRL, AND I ENJOY HIM SPECIALLY HIS GOOD-SIZED MAN-MEAT

3 years ago

KeekAss

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10:15

Young Tranny First Time

3 years ago

xHamster

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16:08

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3 years ago

ShemaleTaxi

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07:12

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1 year ago

ShemaleTaxi

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11:35

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2 years ago

TrannyGem

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08:11

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1 year ago

BeMyHole

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06:01

All About Me: Sharing Personal Stories and Experiences

1 month ago

xHamster

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04:05

Ass Lick The First Time Of The Incredible

3 years ago

BeMyHole

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12:07

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3 years ago

KeekAss

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08:45

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6 years ago

AShemaleTube

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07:15

First Time with Post-Op Tranny Mia: SexGodPicasso Goes Hard

6 months ago

AnySex

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05:42

Amateur Ladyboy Quin First Time Here

6 years ago

VipTube

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01:23

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3 years ago

AShemaleTube

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05:16

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5 years ago

ShemaleZ

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01:45

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5 years ago

xHamster

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04:55

Lecherous tranny with big ass Melk Ross goes black for the first time

3 years ago

AnySex

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06:09

Chubby Tgirl Masturbating during Sexaudition

5 years ago

TrannyGem

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08:00

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9 months ago

IcePorn

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05:55

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2 years ago

IcePorn

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13:51

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4 years ago

ShemaleMovie

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18:28

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3 years ago

TrannyGem

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05:25

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3 years ago

KeekAss

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07:18

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6 years ago

AShemaleTube

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06:26

MILFs first time with shemale

2 years ago

TrannyOne

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06:15

Trans Khloe Kay licks Aiden Ashley pussy first time

6 months ago

DrTuber

first time
06:14

Trans Emma Rose having her first time experience of swinging

1 year ago

NuVid

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05:24

Joanna Angel and shemale Aubrey Kate first time with ea

3 years ago

xHamster

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06:08

Tattooed Trap Riding Hard Sextoy in Closeup

5 years ago

TrannyGem

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08:13

Inexperienced Tgirl Marcela Ragonne attempts a orgy Machine for the First Time

3 years ago

VideoSection

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07:27

Sharnell Dupree In First-time Fantasy

2 years ago

ShemaleZ

MILF, first time
09:44

My first-ever time with a trans

2 years ago

TrannyGem

first time
06:21

Transgender Princesses first-ever time with ebony fellow

3 years ago

TrannyGem

cuckold, first time
04:44

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

10 months ago

BeMyHole

first time
05:24

Stupefying transexual first time bum fucked

3 years ago

NuVid

first time
02:31

Her first time with a TS

8 years ago

xHamster

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03:43

My first time outdoor

10 years ago

AShemaleTube

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05:18

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4 years ago

ShemaleMovie

first time
06:01

Husbandandwifes First Time With A Shemale

5 years ago

ShemaleZ

first time
15:32 82%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

2 years ago

ShemaleZ

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06:07

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3 years ago

TrannyGem

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11:37

Sissy Rails A Fake Penis for First-Ever Time

6 months ago

KeekAss

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09:46

Fucking the virgin ass of an 18 year old boy for the first time

9 months ago

xHamster

homemade, teen anal (18+), first time
25:17

Vivien Valero First Time shelady Strokers ladyboy

4 years ago

ShemaleZ

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20:45

First Time ass Penetration For t-girl Adria

5 years ago

ShemaleZ

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06:30

Tranny Cop First Time Hot Xxx 7 Min

2 years ago

Upornia

POV, first time, double penetration
10:10

Beautiful Trans Girl Takes A Huge Cock For The First Time

4 months ago

Upornia

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06:15

Mischievous TRANSSEXUAL superslut bjs and pounds for the first-ever time on camera

3 years ago

TrannyGem

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11:09 78%

My First Time With A Shemale From Tantaly - Lina Paige

1 year ago

HClips

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20:34

First Time Shemale Sex Encounters

4 years ago

ShemaleZ

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05:58

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4 years ago

ShemaleZ

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10:15

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3 years ago

TrannyGem

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12:12

Ruining the bootie of a transgender nymph on her first-ever time on camera

11 months ago

KeekAss

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04:00

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5 years ago

TXXX

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13:41

My very first time with a transgirl was immensely stunning

5 years ago

TrannyGem

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06:16

Emma Rose getting her first time experience about swinging

1 year ago

TrannyOne

first time
10:01

Trans dame Carta spunks in a Fleshlight for the very first time!

2 years ago

KeekAss

first time, fleshlight
06:26

Darling Leticias first Time Filmed!

4 years ago

ShemaleMovie

first time
08:05 86%

Skinny Trans Teen Fany Menezes Tries The Machine for The First Time

7 months ago

TXXX

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15:58

I will make your first-ever time with a she-creature never-to-be-forgotten

3 years ago

TrannyGem

first time
08:04

Skinny Trans Teen Fany Menezes Tries For The First Time

5 months ago

ShemaleZ

18, first time
04:47

Sissy Trans Rails Ginormous Fake Penis

1 year ago

TrannyGem

penis, first time
05:30

Ziara first time first cum

4 years ago

AShemaleTube

first time
13:07

First time redhead Madison Morgan gets fucked by such a beautiful shemale Brittney Kade

4 months ago

YourLust

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05:54

Blonde teen shemale gets fucked hard first time

4 years ago

ShemaleZ

first time
10:33

Trans Guy Ari Gags on Sexy Sherman’s Huge Cock

5 years ago

TrannyGem

gagging, hotel, first time, FTM
01:06

Ada Sucks Dick On Cam For First Time.

3 years ago

AShemaleTube

first time
09:22

Riding dildo 4 the first time with cum fountain at 9:12

3 years ago

BeMyHole

first time
05:09

Can We Both Jizm At The Same Time? - First-Ever Time Lovemaking With A Tgirl Jerk Off Instructions

6 months ago

KeekAss

instruction, JOI, first time
06:12

Jellygrave - This was my first time using a fleshlight. I

7 months ago

NuVid

first time, fleshlight
04:53

First Time With My Transvestite Friend

8 months ago

ShemaleZ

first time
07:11

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

3 years ago

HClips

first time
06:13

Ladyboy Tan First Time Femboy

8 years ago

DrTuber

first time
08:01

Czech casting couch shy girl first time Man Milk, Cookies, And Tiny

2 years ago

TrannyOne

casting, czech, milk, shy, first time
04:35

Draped Married BWC Uses A Gloryhole For The Very First Time

8 months ago

KeekAss

gloryhole, first time
09:39

My first time with a trans. Part 3. I fuck her rich ass

10 months ago

xHamster

amateur, teen (18+), first time
10:46

Japanese transsexual Hellen Yamaguchi First Time Fucked at Big caboose Tgirls

1 year ago

ShemaleTaxi

japanese, first time
02:28

Sissy Lexie Adams Crossdresser Very First Time with Bang-Out Machine

1 year ago

KeekAss

machine, first time
15:03

No.290 Suleika Latex fucks a sissy anal slut (first time)

3 years ago

TXXX

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06:25

She-male Thippy & Noi first time three some

5 years ago

HDSex

gangbang, first time
30:46 71%

Jamie French And Bambi Bliss - First Time Ots846

2 years ago

ShemaleZ

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14:04

Is this your first time with a tranny

1 year ago

ShemaleTaxi

BDSM, first time
15:39

Trans Girl Fucks Herself With Her Brand New Dildo in the Shower

7 months ago

PornHub

handjob, feet, dildo, shower, first time
08:24

TAKEN IT IN THE BOOTIE

1 year ago

TrannyGem

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13:25

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

5 months ago

TrannyOne

first time
05:35

Usually i fuck first but now its your time

5 years ago

ShemaleZ

first time
03:18

First Time Cross Dress Fisting

4 years ago

ShemaleZ

fisting, dress, first time
16:29

Your first-ever time with a t-girl will be amazing

5 years ago

TrannyGem

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02:48

Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).

1 year ago

xHamster

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06:31

Spouse wifes very first time with a Ladyboy

3 years ago

TrannyGem

wife, first time
25:07

Needy trans guy gets railed by giant alien! Gummy and The medic, gig 1&2 - Audio/Video Drama

1 month ago

ShemaleMovie

shemale, monster, first time
07:34

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

3 years ago

TrannyGem

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13:10

Very First Time Using Our Hookup Wag! Tgirl on Lady Girl-Girl Duo

2 years ago

TrannyGem

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03:57

20051021 waspie and tits

3 years ago

xHamster

first time
03:01

FEMOUT: Ms. Momos First-Ever Time

1 year ago

KeekAss

asian, first time
12:40

DEVILS TGIRLS - Gorgeous Trans Lena Moon Tries Swinger Fuck For The First Time

5 months ago

AShemaleTube

first time, frottage
10:25

TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS

6 months ago

xHamster

first time
12:55

She made me cum twice! First time fucking Britney from Tantaly - Emily Adaire

10 months ago

xHamster

solo, shemale and girl, first time
06:00

Shemale pornstar Khloe Kay fucked by a blak cock for the first time

4 years ago

AnyPorn

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08:26

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4 years ago

AShemaleTube

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06:07

Amateur underwear tgirl tugging her uncut spear

1 year ago

ShemaleTaxi

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05:24

Jizzing ejaculation very first time filmed

3 years ago

TrannyGem

first time
08:08

Teenie She-Creature beauty having her very first time

2 years ago

TrannyGem

18, heels, hotel, first time
02:27

First-Ever time Marcella on a Plump in her Web Cam Showcase

1 year ago

KeekAss

latex, first time
16:19

First time

6 years ago

ShemaleZ

first time
23:54

Her first-ever time with a ladyboy

4 years ago

ShemaleMovie

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07:37

I Try My Transsexual Friends Cock For The First Time 8 Min With Chanel Camryn

2 months ago

TXXX

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11:07

Are you sexually aroused about your first-ever time with a shemale

4 years ago

ShemaleMovie

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05:06

Babe Daisy meeTranny Dante Colle for the first time and

2 years ago

AShemaleTube

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02:15

His First Time W. Venus Lux - VenusLux

3 years ago

TXXX

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14:08

Our first time sharing a spicy shemale

8 years ago

xHamster

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17:25

Young guy fucked for the first time by a tranny

3 years ago

AShemaleTube

first time
07:32

Futanari stepdaughter has her first anal time with her horny mommy [Hentai Uncensored]

5 months ago

MyLust

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04:10

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2 years ago

KeekAss

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04:56

First Time Sucking A Shemale Cock

2 years ago

TrannyOne

first time
18:28

Its time you tasted your very first ladyboy sausage

4 years ago

KeekAss

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08:47

Amateur First Time Group Sex

4 years ago

HClips

tattoo, first time

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