SHEMALE • FIRST TIME 3,928 videos

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06:10

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

6 years ago

TrannyGem

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05:58

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4 years ago

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12:24

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8 years ago

ShemaleZ

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16:43 82%

Feels Like The First Time . . .

3 years ago

TrannyOne

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05:27

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8 months ago

xHamster

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05:57

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9 years ago

DrTuber

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04:00 50%

Dorm Room First Times Emma Kisses Her first Girl AND Sucks her Cock

11 years ago

TXXX

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05:00 80%

Post-Op Ladyboy Beauty Natty Fucked Bareback

2 years ago

BeMyHole

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03:01

FEMOUT GONZO: Lemmis Very First Time!

3 years ago

KeekAss

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05:24

Gargle Her Meatpipe - Tgirl Manstick Fellating Encouragement - Imposed Bisexous

5 months ago

TrannyGem

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15:29

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3 years ago

ShemaleTaxi

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17:56 80%

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3 months ago

ShemaleMovie

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06:38

Cool Trap from the club

6 months ago

ShemaleTaxi

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17:19

Strikingly Stunning T-Girl is Providing me a Flawless Oral Pleasure

5 years ago

TrannyGem

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11:32

Very First Time Educator of Magic and Alice Blitz ( part two )

4 years ago

TrannyGem

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06:25

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4 years ago

HDSex

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11:08

MY FIRST-EVER TIME WITH GOOD-SIZED T-GIRL ROD

4 years ago

TrannyGem

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05:10

Pierce Paris and Janelle Fennec first time anal scene sex in the bedroom

6 years ago

ShemaleZ

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22:54

First Time Threeway with a Black Tranny Babe

16 years ago

AShemaleTube

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11:37

Korra And Spencer Run Inside To Have Steamy, Exploratory Sex With Strap-ons And Cocks Alike. Judging By Spencers Lovely Reactions, This Might Be The First Of Many Trans Encounters For Her.

1 year ago

BeMyHole

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13:25

First-Ever Time Tutor of Magic and Alice Blitz ( part 1 )

4 years ago

TrannyGem

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08:14

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1 month ago

ShemaleMovie

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06:07

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2 years ago

TrannyOne

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36:43

Kendall Penny - Submits for the First Time

6 years ago

ShemaleZ

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07:23

Lesbian Roomate Fucks Her Trans Girlfriend In Anal! Transgender First Time Fucks With A Roomate

3 years ago

TXXX

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16:20

My First Time With A Trans And The First With Agatha Lyra

2 years ago

ShemaleZ

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38:26

Hammering Deep First Time In That Enormous Moist Pooper Of Blond Bombshell Aubrey

3 years ago

ShemaleZ

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10:03

Your first time with a Brazilian shemale will be incredible

9 years ago

xHamster

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12:17

You will never leave behind your very first time with she-creature babe Mel

6 years ago

HDSex

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09:52

Suzie Slut Giving It To A Trans For The First Time

1 week ago

BeMyHole

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06:01

First Time Tranny Guest Anally Fucked In The House

4 years ago

BeMyHole

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04:58

Tranny First Time With A Huge Cock

1 year ago

ShemaleZ

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04:58

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4 years ago

AShemaleTube

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10:56

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2 years ago

ShemaleMovie

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10:49

I WENT TO VISIT MY TRANS FRIEND AND WE HAD SEX FOR THE FIRST TIME I GAVE HER MY ASS AND TOOK CUM IN MY MOUTH

2 months ago

BeMyHole

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10:40

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3 months ago

AShemaleTube

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08:00

The First Time Of The Incredible Raphaella Ferrari

1 year ago

GetTranny

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10:38 78%

My first-ever ever 3some!!!

4 months ago

ShemaleMovie

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25:36

Hellos First Time With fantastic lady-twink

7 years ago

ShemaleZ

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05:55 89%

Premiere: Ashley Is Fucked By A Shemale And Swallows For The First Time Transsexual Sperm! 6 Min With Ashley Cumstar And Rosella Extrem

3 years ago

ShemaleZ

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05:12

Trans Ultra-Cuties First-Ever Time Humping Another Trans Gal - Emma Rose + Jasmine Lotus

1 year ago

TrannyGem

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10:45

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6 years ago

xHamster

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32:10

First-ever-Time smacking, Plus fleshy Anal for Pup

2 months ago

ShemaleMovie

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07:32

Teen Masseuses First Time With Trans Client With Spencer Bradley And Jenna Gargles

3 years ago

TXXX

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03:52

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2 years ago

xHamster

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04:21

Crossdresser Lea First Time Fucked In All Angles

3 years ago

ShemaleZ

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04:29

Sexy brunette bangs her boyfriend's ass for the first time

4 years ago

AShemaleTube

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05:09

First Time Hollow Plug For Anal Slut - Gape My Hole Please!

1 year ago

Upornia

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07:01

Teen facial compilation and brunette caught cheating first time Kayla

4 years ago

TrannyOne

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06:10

TGirl Melissa first time with latinos cock

7 years ago

AShemaleTube

first time
27:19 44%

Fucking A T-girl For The First Time With Renata Barbosa And Fernandinha Fernandez

1 year ago

ShemaleZ

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12:05 77%

Beauty Fucks For Her First Time With A Trans And Its With Spencer Bradley

2 years ago

ShemaleZ

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19:39

Lucimara Santos Pool teen First Time t-girl pound

7 years ago

ShemaleZ

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02:06

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4 years ago

AShemaleTube

first time
22:07

FIRST-EVER TIME WITH MY FRESH FUCK-FEST MACHINE ASS FUCKING

1 year ago

TrannyGem

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11:50

Torn Up for my ts gf for the very first time

2 years ago

KeekAss

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12:10

First Time In Bed With A Transvestite

1 year ago

JizzBunker

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06:39

Full Video : Bbc First Time With Trans Pussy

3 years ago

GetTranny

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05:24

Joanna Angel and shemale Aubrey Kate first time with ea

5 years ago

xHamster

first time
05:46

Tranny Lovers Explore The Vaginal Experience First Time -spanish Subs 6 Min

1 year ago

TXXX

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05:39

The Toy Was Too Big For First Time

7 months ago

HClips

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12:56

She made me spunk twice! first-ever time pummeling Britney from Tantaly - Emily Adaire

4 months ago

ShemaleMovie

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05:07

Dude for the fist time has tranny up his arse

6 years ago

Analdin

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04:04

Honey Trans In First Time Teen 18+ Tgirl Uses Toy Machine And Strokes Cock

2 months ago

Fuxxx

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09:57

The First Time The Doll Fucked A Pussy, Was It A Lesbo?

11 months ago

BeMyHole

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06:46

OH WoW..Tranny Fucks fine costa rican hoe for the first time

14 years ago

xHamster

first time
03:10

BOBSTGIRLS: Boom Boom - New Girl Lola Bloom

2 years ago

xHamster

cute, first time
52:54 90%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

anal, big tits, BDSM, double anal, gangbang, big cock, orgy
14:56

Best First Date Ever Casey Calvert Gobbles Up T-Girl Leilani Li Takes DEEP Creampie

2 weeks ago

BeMyHole

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33:17

His first time with a shemale

3 years ago

xHamster

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06:31

This Guy Gets Fucked For The First Time By His Friend. Too Much Fun When Top Gets Penetrated For The First Time By Big Cock In Her Tight Little Ass 7 Min

2 years ago

TXXX

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04:54 61%

First time this cute babe allows her lesbian mature aunt to lick her pussy

1 year ago

HellPorno

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20:31

Blonde for the first time

7 years ago

ShemaleZ

first time
06:24

She-creature Jusmin first Time act

2 years ago

ShemaleTaxi

first time
06:01

Czech casting teen first time Analmal Training

4 years ago

TrannyOne

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12:46

Pounding my Trans gf Cassie with a Mr Hankeys faux-cock

4 years ago

ShemaleTaxi

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05:01

Amateur homeless girl first time No Money, No Problem

4 years ago

TrannyOne

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10:57

MY FIRST TIME

12 years ago

AShemaleTube

first time
06:15

Asian Kimmy First Time Fucked By A Trans

2 years ago

ShemaleZ

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05:50

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6 years ago

TXXX

first time, teen (18+)
06:15

You looks like a virgin! - Donte Thick and TS Roxxie Moth

4 years ago

xHamster

first time
05:11

RUBBERDOLL MONIQUE - As a bimbo doll at a parking lot

3 years ago

xHamster

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13:19

Satans TGIRLS - beautiful Marilyn Johnson accomplished Sex With A Trans Girl For The First Time

8 months ago

ShemaleTaxi

blowjob, shemale and girl, first time
26:24

Ladyboy nails Petite transgirl for the first time in the New year

1 year ago

ShemaleTaxi

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09:43

Transangels - Dominic Pacifico, Sharnell Dupree - First-Time Fantasy

5 years ago

BeMyHole

first time
07:01 60%

Shemale and arab girl first time No Money No Problem

4 years ago

TrannyOne

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13:11

My first time being filmed! Solo playtime taunt

5 months ago

ShemaleMovie

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36:43 67%

Very first time with my Hismith machine

4 years ago

ShemaleTaxi

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05:31

Sexy Thai ladyboy tries anal sex for the first time

6 years ago

ShemaleZ

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22:34

Fucked For The Very First Time

4 years ago

TXXX

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09:40

Get back to you for the first time with a genuine transvestite

8 years ago

JizzBunker

first time
15:58

I Will Make Your Very First Time With A transgirl Memorable

5 years ago

TrannyGem

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06:53

First-time Fantasy - Sharnell Dupree

3 years ago

ShemaleZ

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05:16

Shemale playgirl is a admirable cowgirl

11 months ago

ShemaleMovie

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14:49

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5 years ago

TrannyGem

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06:15

Small tits shemale Jade Downing analed

2 years ago

TrannyGem

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06:09 73%

Casting Nubian TS Strokes her Fat Cock

6 years ago

TrannyGem

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08:34

Straight First Time Explode in Sissy Mouth

8 years ago

xHamster

first time
08:08

My first time to try 15 inch King Cock with high speed fucking machine

1 year ago

xHamster

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04:55

Straight Guy Sucks Dick For The First Time

3 years ago

ShemaleZ

first time
10:20

Claudia Clars First Time Cum

6 years ago

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08:12

Transgender interchanges blowjob with big fuckpole first time bisexous

5 years ago

VideoSection

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06:34

My First Time in Tights: Embracing My Crossdressing Journey!

1 year ago

xHamster

first time
12:40

Is this your first-ever time with a brazilian shemale

7 years ago

HDSex

first time
07:41

First Time For My Husband Fuck With Ladyboy

2 years ago

GetTranny

teen anal (18+), husband, first time, teen (18+)
15:28

Kenzie Taylor First Time With T-Girl Brittney Kade!

5 months ago

BeMyHole

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06:15

Pretty lady Cadence sucks a tranny cock for the first time

3 years ago

XXXDan

first time
30:27 82%

Skinny she-male gets insatiable anal fucked in the small ass

6 months ago

VideoSection

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05:45

Lena Moon - His First Time With A Tranny

3 years ago

ShemaleZ

first time
08:28

Ingrid moreira fucks hard guy in his first time!

4 years ago

BeMyHole

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35:17 83%

The First Time Married To A Trans Girl

5 months ago

HClips

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11:07 63%

First Time Teacher of Magic and Alice Blitz ( part 2 )

5 years ago

HClips

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06:10

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4 years ago

ShemaleTaxi

first time
07:06

Fantastic immense pipe TRANS tries pussy for the first time

1 year ago

ShemaleMovie

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05:29

Elegant transsexual gets fucked by a guy for the first time

11 years ago

AShemaleTube

amateur, first time
07:23

Lesioni di musica, Maya and Luca point of view venture with Trans Kendall. full video on my OF Page.

3 weeks ago

ShemaleMovie

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06:31

Nubile guy humps she-creature first time

5 years ago

ShemaleMovie

first time
08:00

My Trans Girlfriend Fucks Me For The First Time. She I Love How She Fucks My Ass

2 years ago

GetTranny

first time, amateur
20:04 93%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

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15:18 82%

BEGINNER TRANSE ZUM ERSTEN MAL IN DEN ARSCH GEFICKT UND BESAMT ASS JOB

3 years ago

TrannyGem

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