SHEMALE • FIRST TIME 4,797 videos

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1:38:40

My First Time With A Trans - Dvd

7 months ago

ShemaleZ

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04:29

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

5 years ago

AShemaleTube

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07:14

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9 months ago

VideoSection

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06:07

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3 years ago

TrannyOne

first time
07:01 62%

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5 years ago

TrannyOne

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05:31

Sexy Thai ladyboy tries anal sex for the first time

7 years ago

ShemaleZ

first time
16:20

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

3 years ago

ShemaleZ

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06:39

Full Video : Bbc First Time With Trans Pussy

4 years ago

GetTranny

first time, ebony, interracial
35:17 78%

The First Time Married To A Trans Girl

1 year ago

HClips

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11:33

This Is Our First Time Fucking A Transsexual Babe

3 years ago

BeMyHole

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06:24

She-creature Jusmin first Time act

3 years ago

ShemaleTaxi

first time
05:52

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6 months ago

BeMyHole

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06:00 57%

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6 years ago

BravoTube

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06:01

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5 years ago

TrannyOne

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08:14 50%

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1 year ago

XXXVogue

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05:24 60%

Gargle Her Meatpipe - Tgirl Manstick Fellating Encouragement - Imposed Bisexous

1 year ago

TrannyGem

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10:08 77%

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

8 months ago

$$ FapHouse

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08:34

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9 years ago

xHamster

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12:40

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8 years ago

HDSex

first time
12:51

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

4 months ago

ShemaleTaxi

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22:34

Fucked For The Very First Time

5 years ago

TXXX

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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

first time
26:24

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

2 years ago

ShemaleTaxi

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06:49

Brand New Trans Cutie Pixie Pond Fucked By A Man For The First Time Ever

7 months ago

GetTranny

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06:15

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3 years ago

TrannyGem

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24:42

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4 months ago

XXXVogue

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08:14 43%

Barely legal beauty Eva Paradis getting nailed hard for the first time

7 months ago

XXXVogue

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06:46

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14 years ago

xHamster

first time
10:55

Trans Fuck Guy And Cumshots THE FIRST TIME YOU NEVER FORGET

5 years ago

BeMyHole

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04:55

Straight Guy Sucks Dick For The First Time

4 years ago

ShemaleZ

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17:11

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6 months ago

XXXVogue

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05:26

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2 years ago

xHamster

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06:10

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7 years ago

TrannyGem

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05:50

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7 years ago

TXXX

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14:49

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6 years ago

TrannyGem

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06:09 69%

Casting Nubian TS Strokes her Fat Cock

7 years ago

TrannyGem

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07:23 40%

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

4 years ago

TXXX

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04:30

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2 years ago

XXXDan

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11:47

Gamer Girl Rides Her Step Mom Katrinas ginormous hermaphroditism salami on Live Stream

3 months ago

ShemaleTaxi

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06:14

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4 months ago

XXXVogue

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05:09

All Natural Beauties Nico Love & Claire Gemini in First Time Trans Threesome

6 months ago

AShemaleTube

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05:45

Lena Moon - His First Time With A Tranny

4 years ago

ShemaleZ

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06:01

First Time Tranny Guest Anally Fucked In The House

5 years ago

BeMyHole

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31:25 85%

Adorable Femboy teen First-ever Time With BIG BLACK COCK

3 months ago

KeekAss

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09:44 93%

Futanari doe visits Fira for a wild breeding lesson in Centaur Things

12 months ago

XXXVogue

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12:53 77%

She made me spunk two times! Very First time fuckin Britney from Tantaly - Emily Adaire

11 months ago

TrannyGem

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12:30

Is this your first time with a Brazilian shemale

8 years ago

xHamster

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07:00

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8 years ago

IcePorn

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05:29

Elegant transsexual gets fucked by a guy for the first time

12 years ago

AShemaleTube

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04:56

First Time Crossdressing- New Heels!

3 years ago

ShemaleZ

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12:46

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

5 years ago

ShemaleTaxi

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05:24

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6 years ago

xHamster

first time
05:33

19 Years elderly ultra-cute Sissy Judes conforms Her First Day in Gloryhole Handjob

4 months ago

ShemaleTaxi

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11:02 73%

Pretty Ebony TRANSSEXUAL YPB In Her Very first Time Humping A Fellows Arse

11 months ago

KeekAss

ebony, amateur, homemade, shemale, small tits, first time
16:11

Your first-ever time with a ladyboy will be unbelievable

6 years ago

TrannyGem

first time
13:03

Man-fucking-ts, transgender princess, young-ts

3 months ago

XXXVogue

big cock, amateur, shemale, first time, cumshot
12:01 55%

Your princess and goddess

8 months ago

ShemaleTaxi

teen (18+), POV, BDSM, solo, british, babe, sissy
11:50

Torn Up for my ts gf for the very first time

2 years ago

KeekAss

lesbian, first time
18:18

Nymphomaniac Ugly Mature tricked to Lesbian Strap-On screw by Stranger big Boobs blondie MILF

1 month ago

VideoSection

mature, strapon, lesbian, orgasm, ugly, 18, riding
15:18 83%

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

4 years ago

TrannyGem

german, bisexual, crossdresser, riding, nylon, slut, first time
18:05

Bunnie Hughes Gets Her Face Frosted For Her First Scene Ever

8 months ago

HogTV

dogging, monster, facial, riding, skinny, first time, missionary
11:38

Kinky Shemale Gets First Time Fisting

7 months ago

BeMyHole

anal, fisting, big cock, first time
02:18

First-Ever Time Rapper Porks Transgender in V-Card

11 months ago

TrannyGem

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15:58

I Will Make Your Very First Time With A transgirl Memorable

6 years ago

TrannyGem

first time
09:16

My First Time With A Trans. Part 3. I Fuck Her Rich Ass

3 years ago

BeMyHole

teen anal (18+), latina, ass licking, first time, teen (18+), 18
04:20 74%

Old man partners daughter and tranny first time Alyssa Gets Her Way With

7 years ago

TXXX

old man, first time
11:07 63%

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

6 years ago

HClips

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05:55 90%

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

4 years ago

ShemaleZ

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10:56

First time fellating a she-male cock

2 years ago

ShemaleMovie

first time
10:36

My Little Stepbrother Has His First Time With A Trans And I Help Him By Lending Him My Ass

2 years ago

ShemaleZ

first time
03:52

First time using a vibrator, I came SO much

3 years ago

xHamster

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20:31

Blonde for the first time

8 years ago

ShemaleZ

first time
08:06

Guy With Fat Cock Fucks In The Ass For The First Time On Vacation

1 year ago

ShemaleZ

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08:12

Transgender interchanges blowjob with big fuckpole first time bisexous

6 years ago

VideoSection

bisexual, first time
08:01

Its the very first time you showcase me your dinky

4 months ago

PornDr

french, blowjob, creampie, hardcore, first time
05:12

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

2 years ago

TrannyGem

first time
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

3 years ago

TXXX

big ass, first time, ebony
08:01

Swedish teen sauna first time The Importance Of Spending TIme

4 years ago

TrannyOne

sauna, swedish, first time, teen (18+)
08:14

We faced for The first Time with This Married Handsome stud and We Both Went Beyond Borders

1 month ago

ShemaleMovie

anal, ladyboy, shemale, first time
07:52

Pierce Pariss Made Desire in First Bliss

11 months ago

XoZilla

missionary, heels, shemale, first time, shaving
16:29

Your first time with a tranny will be incredible

8 years ago

xHamster

gangbang, first time
10:19

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

2 years ago

ShemaleZ

outdoor, first time
08:06 69%

My First Time Have Sex With Black American Man

1 year ago

ShemaleZ

black, first time
06:34

My First Time in Tights: Embracing My Crossdressing Journey!

2 years ago

xHamster

first time
04:26

First time for chubby crossdresser

5 years ago

TrannyOne

first time
52:54 86%

Trans Vanessa Jhons welcome Gonzo first time double anal

6 years ago

TXXX

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22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

3 years ago

xHamster

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07:07

She puts it back inwards her Asspussy cuz loves it wet - Onlyfans Veronica Sanders

1 year ago

ShemaleMovie

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14:56

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

11 months ago

BeMyHole

blowjob, creampie, anal, ass licking, shemale and girl, riding, deepthroat
09:12

HIS FIRST TIME WITH A WOMAN WITH A DICK

4 years ago

xHamster

first time
07:32

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

3 years ago

TXXX

first time
06:53

First-time Fantasy - Sharnell Dupree

4 years ago

ShemaleZ

first time
05:33

Sexy shemale, first time shemale

5 years ago

VideoSection

beauty, first time
10:20

Fucking The Beautiful Adharas Tight Ass For The First Time

1 year ago

HClips

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07:41

First Time For My Husband Fuck With Ladyboy

3 years ago

GetTranny

teen anal (18+), husband, first time, teen (18+)
03:43

My first time outdoor

12 years ago

AShemaleTube

first time
35:43

Ultra-Cute Transgender Princess first-ever Time Audition Call with Ebony Dom

6 years ago

KeekAss

cute, teen anal (18+), audition, first time, hardcore
28:11

Perverted Couple Hires A Shemale For The First Time For A Threesome

8 months ago

ShemaleZ

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06:57

My first time doing anal

8 years ago

ShemaleZ

teen anal (18+), first time
05:11

My buttfuck vag Farted spunk IV

2 months ago

HDSex

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09:57

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

1 year ago

BeMyHole

first time, shemale
10:15 71%

Free-for-all Dorian Drake gets barebacked for the first-ever time by gigantic shaft from trans female

9 months ago

KeekAss

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05:21

First-ever time leisurely penetrated by a fuck machine - Big cock wants in my bootie - Part 1

7 months ago

VideoSection

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08:08

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

2 years ago

xHamster

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4:12:46 67%

Oots-015 Sensitive Cosplayer Who Gets Her Anus Penetrated And Writhes In Agony. Anal Masturbation, Deep Throat, Sensitive, First Time Filming, Female Orgasm, Ahegao, Lesbian, Anal Sex, Lotion Play, Pov, Doujinshi, Cosplay, Cosplayer, Big Cock, 3p, Fa

1 year ago

ShemaleZ

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28:48

Guy fucks shemale, latina trans, transgender

3 weeks ago

XXXVogue

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05:28

Part 5:- Melanies first-ever time in the dungeon with Lanista wolf and mistress Satana.

1 month ago

HDSex

femdom, bondage, BDSM, british, spanking, babe, heels
23:54

Xhamster.com 7786211 her first-ever time with a she-male 480p

6 years ago

VideoSection

first time
10:00

My first-ever time slurping out a cis lady and my buddy enjoyed sensing my ample trans-gifted beef whistle.

7 months ago

TrannyGem

shemale, first time
06:38

Z Fucks My Ass with a Strapon (his first time!)

7 years ago

HClips

strapon, first time
12:55

Eva Maxim Let A Cis Guy Experiment On Her Trans Cock

4 years ago

xHamster

first time
06:14 50%

Small bony Ladyboy Gets Excellent Head From Chubby Man Then Destroys His Ass Bareback internal cumshot

6 months ago

ShemaleMovie

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05:32

Ladyboy Jusmin Fucked Bareback

2 years ago

BeMyHole

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05:27

First to Cum Challenge - Veronica Sanders

1 year ago

xHamster

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07:06

Fantastic immense pipe TRANS tries pussy for the first time

2 years ago

ShemaleMovie

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11:00

Beautiful japanese femboy Kelly in her very first xxx video

7 months ago

HDSex

amateur, teen (18+), thai, teen anal (18+), japanese, british, cumshot
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
19:36

My First Time Going to the Gynecologist. the Doctor Couldnt Resist!

4 months ago

$$ FapHouse

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16:30 60%

Guy having his first time with Geneva and Gina Ryder

7 years ago

AShemaleTube

18, first time
02:06

First time deepthroat blowjob on video

5 years ago

AShemaleTube

first time

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