SHEMALE • FIRST TIME 4,691 videos

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07:59

Curious Guy Tries First Time Anal With A Tranny 10 Min - Very Beautiful, Victoria Di Prada And Victoria Carvalho

9 months ago

Fuxxx

first time
06:14

Ladyboy Jusmin First Time Anal

12 years ago

DrTuber

first time
08:06

Guy Fucks Ladyboy In The Ass For The First Time In A Swinger Club

1 year ago

ShemaleZ

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12:10

First Time In Bed With A Transvestite

2 years ago

JizzBunker

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08:18

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6 years ago

ShemaleMovie

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12:55

She made me jism twice! first time drilling Britney from Tantaly - Emily Adaire

1 year ago

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09:08

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6 years ago

VideoSection

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10:24

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8 years ago

ShemaleZ

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19:13 60%

My First Time

1 year ago

ShemaleZ

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2:13:57

Hsm-081 All First Time Experiences!! 3 Things I Want To Do!! Squirting Mans Stepdaughter Hime.love - Hamabe Sayaka

9 months ago

ShemaleZ

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11:17

THE first TIME YOU NEVER leave behind

1 year ago

ShemaleTaxi

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04:50 80%

Inexperienced Teen Fuck My Ass For The First Time, Did He Cum Quickly?

3 years ago

BeMyHole

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2:36:25 60%

Yui Hatano And Hibiki Otsuki - Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

3 years ago

ShemaleZ

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15:26 67%

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

1 year ago

JizzBunker

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13:24

Ftm takes 8.five inches for the first-ever time

1 year ago

TrannyGem

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05:16

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1 year ago

ShemaleMovie

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06:29

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4 years ago

TrannyOne

first time
06:09

Auditioning Tranny Tugging her Hard Cock

7 years ago

TrannyGem

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15:30

Vol #2: boinked For The first Time on Femout

11 months ago

ShemaleTaxi

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22:54

First Time Threeway with a Black Tranny Babe

16 years ago

AShemaleTube

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23:23

Fucked for the First Time

4 years ago

TrannyOne

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06:02 80%

Filipino Femboy Has First Time Bareback Anal Sex On Camera

5 years ago

ShemaleZ

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07:30

The First Time This Man Has Sex With A Trans

10 months ago

ShemaleZ

first time
06:43

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

2 years ago

GetTranny

outdoor, first time
32:10

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1 year ago

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02:25

Twenty one yo Finnish trans dolls first-ever time getting poked on camera

1 year ago

TrannyGem

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05:12

Zmsfm & Lm19 Hard anal sex hot tasty slut swallowing huge cock in her tight ass tasty anus gaped for the first time hot ass

2 years ago

xHamster

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07:01

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5 years ago

TrannyOne

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03:01 75%

FEMOUT GONZO: Lemmis Very First Time!

4 years ago

KeekAss

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06:26 78%

Trans Lesbians first-ever Time Together

3 years ago

ShemaleTaxi

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23:23

Shemale Porn Video Fucked for the First Time

2 years ago

TrannyOne

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05:58

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5 years ago

TrannyOne

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06:25

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5 years ago

HDSex

first time
02:30

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

2 years ago

xHamster

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02:17

Melody's first time

12 years ago

xHamster

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06:32 43%

Your very first Time Getting nailed by a Trans dame: First Date GFE POV Femdom

1 year ago

ShemaleMovie

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21:53

First Time Fucking with the Stunning Pastelle

2 months ago

$$ FapHouse

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12:24

Blonde shemale first time with a guy

9 years ago

ShemaleZ

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13:59 80%

TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

2 years ago

xHamster

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06:12 50%

Big Cumshot Cute Ladyboy Legs Hot Green Dress Sexy Body Pretty Style of Cumming

2 years ago

xHamster

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05:32 53%

First time

6 years ago

xHamster

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11:07

Sofia Surfistinhas Big Tits Pound Pussy First Time

1 month ago

JizzBunker

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11:08

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

5 years ago

TrannyGem

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04:41

Young Tgirl Aspen in first time anal sex

6 years ago

ShemaleZ

first time
07:41

German Crossdresser First Time in front of cam

14 years ago

AShemaleTube

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02:25 50%

I was confused the first time I saw this.

11 years ago

xHamster

18, first time
10:14

Real Transgender nymph Gets assfuck screw

1 year ago

ShemaleMovie

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16:49

Her black transgirl fuck-stick is so meaty and rock hard

5 years ago

TrannyGem

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06:20

Watch Busty Tgirl Her First Time Sex With Emma Rose

2 years ago

GetTranny

MILF, first time
06:17

Transgender princess Thippy & Noi first time trio some

1 year ago

ShemaleMovie

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09:04

First Time I Fucked a Man with Pussy and He Fucked Me with His Hot Pussy

4 months ago

AShemaleTube

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09:43

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

6 years ago

BeMyHole

first time
05:35

Usually i fuck first but now its your time

7 years ago

ShemaleZ

first time
05:58

Shemale first time sex with a guy

5 years ago

BeMyHole

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10:26

Very first Time - Edible trans ladys backside fucked by a fake penis

9 months ago

KeekAss

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25:36

Hellos First Time With fantastic lady-twink

8 years ago

ShemaleZ

first time
10:57

MY FIRST TIME

13 years ago

AShemaleTube

first time
05:08

Dude For The First Time Gets Shemales Cock

4 years ago

ShemaleZ

MILF, domination, first time
05:45

Kasey Kei - Tattooed Guy Enjoys His Very First Time Of Trans Transaction

3 years ago

ShemaleZ

first time
05:39

The Toy Was Too Big For First Time

1 year ago

HClips

amateur, solo, first time
36:43

Kendall Penny - Submits for the First Time

6 years ago

ShemaleZ

BDSM, first time
07:16

Big booty latina gets anal invaded in a wild session

1 year ago

XXXVogue

first time, amateur
09:47

Cute Lexi Lore Gets Fucked By TS For The First Time

2 years ago

BeMyHole

first time
09:39 80%

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

2 years ago

JizzBunker

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07:55

First Time Eating Ass

4 years ago

GetTranny

first time
05:57

First Time Hardcore Sex With LADYBOY

6 months ago

BeMyHole

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27:19 44%

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

2 years ago

ShemaleZ

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04:58

Nice transsexual first-time fucked

5 years ago

AShemaleTube

first time
10:20

Claudia Clars First Time Cum

7 years ago

TXXX

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05:10

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

6 years ago

ShemaleZ

anal, piercing, first time
13:38

Rookie lad gets his fat ass banged hard for the first time by the nasty TS chick

4 years ago

TrannyOne

fat, cum in mouth, first time, cum in ass
08:14

Curious Guy Poax Lenehan determined to Have romp with Stunnking big-titted Sunburnt Shemale at First Time in His Life

1 year ago

ShemaleTaxi

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20:04 89%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

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10:38

TRANSFIXED - Gorgeous Christy Love Gets Her Wet Pussy Fucked By A Trans Cock For The First Time

2 months ago

AShemaleTube

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15:29

Its my first time letting a shemale rail my shaft

3 years ago

ShemaleTaxi

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10:13 64%

Real Transgender Gal Gets Ass-Fuck Smash

3 years ago

TrannyGem

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22:07

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

2 years ago

TrannyGem

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19:39 83%

Horny Danish Boy - His First Time

9 months ago

BeMyHole

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14:00

My First Time With A Trans Was Incredible

9 months ago

BeMyHole

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05:59

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6 years ago

HellPorno

69, first time
05:57

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10 years ago

DrTuber

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05:46

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

2 years ago

TXXX

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33:17

His first time with a shemale

4 years ago

xHamster

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10:45

Me fuckn my asian CD for first time bronx

7 years ago

xHamster

first time
17:19

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

6 years ago

TrannyGem

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31:25 86%

Adorable Femboy teen First-ever Time With BIG BLACK COCK

2 months ago

KeekAss

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10:03

Your first time with a Brazilian shemale will be incredible

10 years ago

xHamster

first time
07:32 91%

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

2 years ago

MyLust

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05:07

Dude for the fist time has tranny up his arse

7 years ago

Analdin

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36:43 67%

Very first time with my Hismith machine

4 years ago

ShemaleTaxi

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08:00

The First Time Of The Incredible Raphaella Ferrari

1 year ago

GetTranny

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56:57 40%

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

1 year ago

$$ FapHouse

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38:26

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

4 years ago

ShemaleZ

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10:08 75%

First Time Revealing My Face. College Girl Beauty in Black Pantyhose Got so Naughty When She Tried Her New Costume and Anal Plug

7 months ago

$$ FapHouse

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04:21

Crossdresser Lea First Time Fucked In All Angles

3 years ago

ShemaleZ

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11:32

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

5 years ago

TrannyGem

first time
07:57 40%

Trans Taking An Anal Virginity

1 month ago

BeMyHole

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12:07

Fat Man with a Big Penis Fucks a Trans Woman for the First Time!

1 week ago

$$ FapHouse

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03:10 67%

BOBSTGIRLS: Boom Boom - New Girl Lola Bloom

3 years ago

xHamster

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08:39

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2 years ago

AShemaleTube

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12:51

Ladyboystar - Incredible tranny pushes her rock hard cock in my ass in POV fashion

3 months ago

ShemaleTaxi

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07:41

Kathy Young Sexy Shemale First Time with Her Daddy Playing 69 in Bed

1 year ago

$$ FapHouse

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08:00

Kelly Klaymour Debuts As Ladyboy Going All The Way For The First Time - Bang Shemale

3 years ago

TXXX

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1 year ago

JizzBunker

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07:14

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8 months ago

VideoSection

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03:06 71%

FEMOUT XXX - Jaede First Time Solo Masturbation Reveals

2 years ago

AShemaleTube

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35:17 78%

The First Time Married To A Trans Girl

1 year ago

HClips

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12:40

Sexy Thai ladyboy enjoys being rigorously banged from behind in POV

7 months ago

XXXVogue

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11:33

This Is Our First Time Fucking A Transsexual Babe

3 years ago

BeMyHole

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19:39

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8 years ago

ShemaleZ

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13:25

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

5 years ago

TrannyGem

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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.

2 years ago

BeMyHole

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17:11

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4 months ago

XXXVogue

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12:40

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2 weeks ago

XXXVogue

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06:15

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

5 years ago

xHamster

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06:39

Full Video : Bbc First Time With Trans Pussy

4 years ago

GetTranny

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16:20

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

3 years ago

ShemaleZ

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05:52

Watching My Husband Fucks TS Makes Me Horny

5 months ago

BeMyHole

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05:31

Sexy Thai ladyboy tries anal sex for the first time

6 years ago

ShemaleZ

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3 years ago

TrannyOne

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