SHEMALE • FIRST TIME 4,806 videos

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10:43 67%

Girl tries to fuck with trans first time

7 years ago

AShemaleTube

first time, homemade
03:02

This is Allicia Nogueiras first time on our site and we

12 years ago

DrTuber

first time
11:11

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2 years ago

ShemaleMovie

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05:17

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4 years ago

ShemaleTaxi

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22:54

His First Time With A shetwink

8 years ago

ShemaleZ

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11:35 69%

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5 years ago

TrannyGem

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10:57 89%

LEGACY MESS : Filipino fuckslut With Big Cock for the first time in pornography muddy Fucks deep hard in the Throat and Ass of her Partner

3 years ago

ShemaleTaxi

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15:51 60%

Tgirl with a small PP tries to fuck a petite cis-girl for the first time

3 months ago

AShemaleTube

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06:19

First-time half-Chinese beauty Natalie 2 gets her ass filled

1 year ago

XXXVogue

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08:14 83%

Trans Taking an anal chastity

1 year ago

ShemaleMovie

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15:34 82%

ASIANTGIRL - Compilation Updates 27th Jan to 31st Jan '25

1 year ago

xHamster

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05:43 83%

Cute Femboy Aroma and Lovely German Girl Amber Kawaii Having romp in school Uniforms

4 months ago

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07:40 49%

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6 months ago

XXXVogue

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22:09 55%

Preachers Daughter Worships phat black Cock

2 weeks ago

ShemaleTaxi

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10:46 90%

Transexual Brandy Alexander gets fucked and facialized for the first time

7 years ago

ShemaleZ

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15:21 79%

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

1 year ago

SomePorn

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04:00 50%

Whats Russian for Suck my Cock First Time Girl Fucked By TS Teacher

12 years ago

TXXX

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22:46 53%

Sissy lad gets to fuck the trans babes thick ass for the first time

4 years ago

TrannyOne

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05:30

My First Time With Beautyfull Shemale 6 Min

3 years ago

ShemaleZ

first time
11:56 43%

First Time With TS

9 years ago

ShemaleZ

vintage, first time
04:00 43%

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

12 years ago

TXXX

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09:28

Teen Thug first time with Tranny

7 years ago

ShemaleZ

first time
10:05

Dorian Drake gets barebacked for the very first time by giant dick from trans doll pv

8 months ago

KeekAss

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10:12

My Blonde Busty Trans Stepsister Wants A Anal For The First Time With Steve Rickz And Brittney Kade

1 year ago

ShemaleZ

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10:36

TRANS DAMSEL INSEMINATES HER HETERO BFF, LEAVES HER JELLY INWARDS HER CUNNY

2 weeks ago

TrannyGem

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06:27

Cute ladyboy's first time

8 years ago

AShemaleTube

first time
08:12 50%

Skinny teen femboy getting fucked first time

1 year ago

xHamster

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04:45

Asian Trans Girl Daniella Teas First Time Getting Fucked By A Guy On Film

1 year ago

HClips

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15:37

First Time Eating Ass

4 years ago

Upornia

first time
1:58:01 56%

Hiiragi Kana In Dass-588 When I Met My Childhood Friend For The First Time In Three Years, I Found Out She Had Become A Stunningly Beautiful Young Woman And We Ended Up Having A Physical Relationship. Kana Hiiragi

1 year ago

ShemaleZ

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11:36

Crossdresser CD Blows Straight Boy first Time Candicane

3 years ago

TrannyOne

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14:17

Is this your first time in a shemale gangbang

4 years ago

xHamster

first time
19:13 60%

My First Time

2 years ago

ShemaleZ

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08:32

Nerdy shemale Tastes manhood for the very first Time

4 years ago

ShemaleTaxi

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12:51

Ladyboystar - This ladyboys rear entrance was ideal for my mad erection

2 months ago

ShemaleMovie

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08:14 62%

Dad lecturer brings a naughty twist to the conference with a cougar and first-time antics

1 year ago

XXXVogue

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27:56

My First Time Fucking an Asian and I Broke Into Liu Gangs Ass

2 weeks ago

$$ FapHouse

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04:08

Sucking Off Str8 guy in parking lot. It was his first time

7 years ago

ShemaleZ

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33:22

His first time with a shemale

1 year ago

XXXDan

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04:52

Shaved Cock And Ass The Date - His First Time Discovering His GirlFriend Has A HUGE COCK, Part 2

4 years ago

TrannyOne

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29:19 64%

The first Time Kisses Came Upon Rio

7 years ago

TXXX

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05:01

VRB TRANS First Time TS Call Girl Experience

6 years ago

xHamster

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10:57

Are you excited about your first time with a tranny

11 years ago

xHamster

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05:09

Dude had first time anal with shemale

4 years ago

TrannyOne

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07:03 60%

Getting dominated and fellating hard-on for the very first time like a little slut with facial

4 months ago

ShemaleTaxi

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32:51 84%

French tgirl : his first time with a sexy dicky girl

5 years ago

AShemaleTube

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1:29:57 75%

M584G02 son who has returned for the first time in a few years is a transcendental transsexual.

3 years ago

xHamster

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08:11

His first time sex with a Tgirl is perfect!

13 years ago

AShemaleTube

first time
04:54 66%

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

2 years ago

HellPorno

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16:06

Hot Babe Sneaks In Late For First Time Trans Fuck

2 months ago

AShemaleTube

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10:51 50%

My step-dad CATCHES me drilling my bf

1 year ago

ShemaleMovie

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05:55 57%

Hardcore granny sex and blonde shemale fucks female first time Slutty

10 years ago

TXXX

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16:08

Guy enjoys first time with busty shemale

10 months ago

XXXVogue

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07:43

Crystal Phoenix gets plowed hard for her first time with her big booty

1 year ago

XXXVogue

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05:08

Alluring shemale first time butt fucked

4 years ago

TrannyOne

18, first time
06:33

Very Small Cock Dickgirl Fucks For The First Time

3 years ago

TrannyOne

small cock, first time
12:40 43%

First Time Using Our Sex Swing! Tgirl On Girl Lesbian Couple

5 years ago

ShemaleZ

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32:23

JoJo Havana First-Ever Time non-pro Comes In Porno With A group sex

6 years ago

TrannyGem

group, first time
14:39 85%

Ride With A Beautiful & Wonderful Tranny Isabella Salvatore

1 year ago

BeMyHole

beauty, public, big tits, car, 18, jerking, riding
36:33

Carolina Biondi Trans Active Shooting For The First Time

1 year ago

ShemaleZ

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03:01 58%

FEMOUT: Ms. Momo's First Time

4 years ago

xHamster

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12:42 67%

The nylon fetish pt2 Sissy guy first time penetrate ladyboy

1 year ago

ShemaleMovie

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08:46 60%

Cute Tgirls Enjoy Anal Sex with each other

7 years ago

TrannyGem

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08:01

Teen first time screaming which will probably be the thickest thing sh

4 years ago

TrannyOne

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03:06 73%

Grooby Girls featuring angels pink asshole dirt

10 months ago

PornHat

feet, cute, teen (18+), solo, 18, nipples, glasses
08:59

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5 years ago

TrannyOne

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02:37

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3 years ago

TrannyOne

first time
05:15

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1 year ago

ShemaleMovie

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10:14

Real Transgender nymph Gets assfuck screw

1 year ago

ShemaleMovie

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09:39 81%

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

6 months ago

HClips

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01:10

Very First time trans doll TheJuicyJosi bjed a trunk (blow) and get humped before web cam

2 years ago

KeekAss

first time
15:46 76%

Turning My husband Into Tranny tart, lady first time with Tranny

2 years ago

ShemaleMovie

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09:41

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

3 years ago

ShemaleZ

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05:41

Tranny for first-ever Time Intercourse - Kimcock

7 years ago

TrannyGem

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06:09 50%

Trap first-timer wanks her massive man sausage

1 year ago

ShemaleMovie

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29:59 86%

Sinn Sage And Erica Cherry - Astonishing Sex Scene Shemale Milf Exotic Just For You

3 years ago

Upornia

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08:00 43%

Tight russian teen massage and rough first time Lilly is a s

8 years ago

IcePorn

teen (18+), massage, russian, first time, tight
02:28

First Time CD ecperience

6 years ago

xHamster

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06:07

First time guest anally fucked in the house

5 years ago

AShemaleTube

first time
06:15

Acquaintance Salvages Her Demolished Bday With Very first Lesbo Practice

2 months ago

TrannyGem

shemale, lesbian, first time
07:31 68%

Transgender mom, young petite, sissy feminization

6 months ago

XXXVogue

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24:16 64%

Dominant blonde t-girl wrecks her guy toy

11 months ago

XXXVogue

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15:54

SOMEONES SPUNKING

4 years ago

TrannyGem

strip, goth, first time
2:36:25 62%

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

3 years ago

ShemaleZ

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05:06

Naked Nicolly Nogueira first time ass fucked

7 years ago

DrTuber

big ass, ass, first time
11:43

I want your first time with a tranny to be amazing

9 years ago

xHamster

first time
08:10

Teenage ladyboy nurses and strong shaking climax first time Sucking

5 years ago

ShemaleTaxi

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08:12

Fucking the Beautiful Adhara's Tight Ass for the First Time

1 year ago

xHamster

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09:04

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

5 months ago

AShemaleTube

blowjob, amateur, first time
07:57 40%

Trans Taking An Anal Virginity

3 months ago

BeMyHole

feet, stockings, blowjob, creampie, threesome, domination, tight
15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

3 years ago

KeekAss

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06:38

My first time with a meaty trouser snake tgirl

1 year ago

ShemaleTaxi

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05:01 72%

[Trans] My First Time Venus Lux

4 years ago

TrannyOne

feet, heels, first time
16:51 71%

Young Sexy Ladyboy First Time With Her Sugar Stepdaddy Suck Fuck Cum - Sugar Daddy

1 year ago

HClips

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23:46

Guys first Time with Tgirl

6 years ago

BeMyHole

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11:30

First Time With A Ts Goddess

11 months ago

ShemaleZ

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08:06

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

1 year ago

ShemaleZ

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06:04

This is how I keep my caboose after penetrating stiff with my stepdad

1 year ago

ShemaleMovie

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12:25

MonikaMonika First time anal cd

4 years ago

xHamster

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20:00 67%

Street Car Watcher Experiences His FIRST TIME with a Hot Trans Girl

3 months ago

AShemaleTube

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06:14

Transsexual Bronx Takes What She Wants

6 months ago

ShemaleMovie

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24:04 67%

My first-ever time with a damsel, what a elation, hookup bareback!

5 months ago

TrannyGem

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14:20

My Very First Time With A sheboy Was Awesome

6 years ago

TrannyGem

first time
05:32 53%

First time

7 years ago

xHamster

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07:07

Redhead shemale fucks her dates ass for the first time

2 years ago

TrannyGem

first time
15:00

DARKHAIRED BABE SHEMALE POUND LITTLE YOUNG BABE HOLE

2 years ago

XoZilla

first time
16:11 67%

FtM Youngster Wants Ass Fucking

11 months ago

TrannyGem

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10:46

Latina teenager legal yr elder transgender princess gets raunchy orgy for the very first time

5 months ago

TrannyGem

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09:43

Tattooed Couples First Time With Trans Atm & Facial - Dark Leaves And Lily Lu

12 months ago

HClips

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33:58 88%

For the first-ever time he put the metal in the trans - Isa Oliveira

9 months ago

KeekAss

handjob, shemale, first time
16:34

First time

7 years ago

ShemaleZ

first time
18:38 85%

Melissa Masters - Your Very First Time Trans Femdom GFE

11 months ago

DrTuber

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06:16

TGirl Sarah first time banging some dude

8 years ago

TrannyOne

first time
07:01

Teen facial compilation and brunette caught cheating first time Kayla

5 years ago

TrannyOne

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06:20 85%

Tgirl Emma Roses first time with a woman

2 years ago

KeekAss

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16:43 83%

Feels Like The First Time . . .

4 years ago

TrannyOne

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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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04:50 81%

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

3 years ago

BeMyHole

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10:38

Transsexuals Newbie Asian Tranny Gets Fucked For The First Time On Video

1 month ago

BeMyHole

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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

10 months ago

ShemaleZ

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