SHEMALE • FIRST TIME 4,737 videos

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12:51

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

4 months ago

ShemaleTaxi

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12:05 71%

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

3 years ago

ShemaleZ

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09:44 93%

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

11 months ago

XXXVogue

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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
31:25 86%

Adorable Femboy teen First-ever Time With BIG BLACK COCK

3 months ago

KeekAss

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08:14 50%

First-time at the porn cinema followed by a hookup with a transgender princess

1 year ago

XXXVogue

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06:24

She-creature Jusmin first Time act

3 years ago

ShemaleTaxi

first time
14:19

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6 years ago

ShemaleMovie

first time
05:24 60%

Gargle Her Meatpipe - Tgirl Manstick Fellating Encouragement - Imposed Bisexous

1 year ago

TrannyGem

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06:01

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5 years ago

TrannyOne

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08:34

Straight First Time Explode in Sissy Mouth

9 years ago

xHamster

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17:11

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5 months ago

XXXVogue

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06:49

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

6 months ago

GetTranny

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26:24

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

2 years ago

ShemaleTaxi

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12:40

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8 years ago

HDSex

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22:34

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5 years ago

TXXX

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05:26

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2 years ago

xHamster

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06:15

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3 years ago

TrannyGem

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25:49

Futanaria First Time Fuck Buddies

6 years ago

ShemaleZ

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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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04:55

Straight Guy Sucks Dick For The First Time

4 years ago

ShemaleZ

first time
10:49 60%

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

1 year ago

BeMyHole

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10:55

Trans Fuck Guy And Cumshots THE FIRST TIME YOU NEVER FORGET

5 years ago

BeMyHole

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06:46

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14 years ago

xHamster

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08:28

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5 years ago

BeMyHole

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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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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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3 months ago

XXXVogue

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06:09 68%

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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05:09

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

5 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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6 years ago

BravoTube

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12:30

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7 years ago

xHamster

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06:01

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5 years ago

BeMyHole

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12:53 77%

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

10 months ago

TrannyGem

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18:05

Bunnie Hughes Gets Her Face Frosted For Her First Scene Ever

7 months ago

HogTV

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04:56

First Time Crossdressing- New Heels!

3 years ago

ShemaleZ

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05:24

Joanna Angel and shemale Aubrey Kate first time with ea

6 years ago

xHamster

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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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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 72%

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

10 months ago

KeekAss

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16:11

Brenda Trindade, Lani Rails, Lucy Mendez, Megan Mistakes, and Seo Ahn Pound Each Other

2 weeks ago

JizzBunker

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13:03

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2 months ago

XXXVogue

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12:01 55%

Your princess and goddess

7 months ago

ShemaleTaxi

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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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16:11

Your first-ever time with a ladyboy will be unbelievable

6 years ago

TrannyGem

first time
15:18 83%

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

4 years ago

TrannyGem

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11:50

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2 years ago

KeekAss

lesbian, first time
11:38

Kinky Shemale Gets First Time Fisting

7 months ago

BeMyHole

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19:54

She-male Jessica Kate, the most desired transsexual in Spain, fucks a young and first-timer stud - FAKings

1 year ago

ShemaleTaxi

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03:52

First time using a vibrator, I came SO much

3 years ago

xHamster

homemade, ladyboy, first time
02:18

First-Ever Time Rapper Porks Transgender in V-Card

10 months ago

TrannyGem

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08:14

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

2 weeks ago

ShemaleMovie

anal, ladyboy, shemale, first time
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

sperm, swallow, group, cum in mouth, first time, fetish
15:58

I Will Make Your Very First Time With A transgirl Memorable

6 years ago

TrannyGem

first time
04:20 74%

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

7 years ago

TXXX

old man, 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
20:31

Blonde for the first time

8 years ago

ShemaleZ

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
08:01

Its the very first time you showcase me your dinky

3 months ago

PornDr

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11:07 63%

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

6 years ago

HClips

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08:06

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

11 months ago

ShemaleZ

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10:56

First time fellating a she-male cock

2 years ago

ShemaleMovie

first time
28:11

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

7 months ago

ShemaleZ

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08:12

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6 years ago

VideoSection

bisexual, first time
05:12

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

2 years ago

TrannyGem

first time
05:28

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

2 weeks ago

HDSex

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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

3 years ago

TXXX

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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

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08:01

Swedish teen sauna first time The Importance Of Spending TIme

4 years ago

TrannyOne

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08:06 69%

My First Time Have Sex With Black American Man

1 year ago

ShemaleZ

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07:52

Pierce Pariss Made Desire in First Bliss

10 months ago

XoZilla

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16:29

Your first time with a tranny will be incredible

8 years ago

xHamster

gangbang, first time
06:34

My First Time in Tights: Embracing My Crossdressing Journey!

2 years ago

xHamster

first time
19:44

T-model Jessica Kate, the most wanted ts in Spain, drills a young and inexperienced dude - FAKings

2 months ago

TrannyGem

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52:54 88%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

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04:26

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5 years ago

TrannyOne

first time
22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

3 years ago

xHamster

latina, first time, shemale fucks guy
24:39

Socrates & Nyl Intense Sex Delicious Asian Swallowing Huge Cock For The First Time Tight Tasty Pussy Fucked Hard Intense Sex

2 years ago

Upornia

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19:36

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

3 months ago

$$ FapHouse

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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

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10:20

Fucking The Beautiful Adharas Tight Ass For The First Time

1 year ago

HClips

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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
07:07

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

11 months ago

ShemaleMovie

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07:59

First Time Fucking My Milf Stepmom

2 weeks ago

ShemaleZ

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05:11

My buttfuck vag Farted spunk IV

2 months ago

HDSex

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06:53

First-time Fantasy - Sharnell Dupree

4 years ago

ShemaleZ

first time
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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06:57

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8 years ago

ShemaleZ

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05:33

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5 years ago

VideoSection

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07:41

First Time For My Husband Fuck With Ladyboy

3 years ago

GetTranny

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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

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05:21

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

6 months ago

VideoSection

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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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09:57

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

1 year ago

BeMyHole

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08:08

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2 years ago

xHamster

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10:00

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6 months ago

TrannyGem

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23:54

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6 years ago

VideoSection

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11:00

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7 months ago

HDSex

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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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06:38

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

7 years ago

HClips

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05:27

First to Cum Challenge - Veronica Sanders

1 year ago

xHamster

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05:32

Ladyboy Jusmin Fucked Bareback

2 years ago

BeMyHole

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13:36

First Time Fucking My Ass On Stream On Star Wars Day

4 years ago

ShemaleZ

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12:07

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

4 weeks ago

$$ FapHouse

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2 years ago

ShemaleMovie

shemale, first time
07:00

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8 years ago

IcePorn

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08:00

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

2 years ago

GetTranny

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12:56

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

1 year ago

ShemaleMovie

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02:06

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5 years ago

AShemaleTube

first time
16:30 60%

Guy having his first time with Geneva and Gina Ryder

7 years ago

AShemaleTube

18, first time
12:40 40%

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1 month ago

XXXVogue

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12:54

Ladyboystar - Its an - I screw you, you plow me - kind of deal!

4 months ago

TrannyGem

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