SHEMALE • FIRST TIME 4,636 videos

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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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22:54

His First Time With A shetwink

8 years ago

ShemaleZ

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

4 years ago

TrannyOne

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04:00 57%

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

12 years ago

TXXX

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08:07 85%

TRANSSEXUAL Kim Wagner bangs a young homo, it is him first-ever time

1 year ago

TrannyGem

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07:49 80%

Young Time Lady-boy... First Experience!!!!

2 years ago

BeMyHole

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33:22

His first time with a shemale

1 year ago

XXXDan

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08:00

Anastasia Penny Made His First Time Memorable

2 years ago

GetTranny

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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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1:58:01 55%

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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07:43

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

9 months ago

XXXVogue

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07:40 50%

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4 months ago

XXXVogue

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10:05

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

5 months ago

KeekAss

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06:15

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6 years ago

AShemaleTube

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First Time With TS

9 years ago

ShemaleZ

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21:45 60%

Guy first time with blonde Tgirl

15 years ago

AShemaleTube

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09:28

Teen Thug first time with Tranny

7 years ago

ShemaleZ

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07:08

Cowboy dad plows a TRANS for the very first TIME EVER

4 months ago

ShemaleMovie

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14:39 86%

Ride With A Beautiful & Wonderful Tranny Isabella Salvatore

1 year ago

BeMyHole

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08:12 53%

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1 year ago

xHamster

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10:12

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

9 months ago

ShemaleZ

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12:42 67%

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1 year ago

ShemaleMovie

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07:31 60%

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3 months ago

XXXVogue

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05:08

All congenital Beauties Nico Love & Claire Gemini in first Time Trans three way

2 months ago

ShemaleTaxi

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10:43 66%

Girl tries to fuck with trans first time

7 years ago

AShemaleTube

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15:37

First Time Eating Ass

4 years ago

Upornia

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03:02

This is Allicia Nogueiras first time on our site and we

12 years ago

DrTuber

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15:34 82%

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

1 year ago

xHamster

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06:27

Cute ladyboy's first time

8 years ago

AShemaleTube

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14:40

Now is your first time: Blowjob, Amateur Babe Porn

10 months ago

XXXDan

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10:51 50%

My step-dad CATCHES me drilling my bf

1 year ago

ShemaleMovie

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08:12

We Met for The First Time with This Married Handsome Man and We Both Went Beyond Borders

3 years ago

xHamster

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07:03 60%

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1 month ago

ShemaleTaxi

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14:17

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4 years ago

xHamster

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12:01

TRANSFIXED - CIS And Trans Mermaids Explore New Bodies In First Time Fuck! Jewelz Blu And Kasei Kei

3 years ago

TXXX

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04:45

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

11 months ago

HClips

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08:32

Nerdy shemale Tastes manhood for the very first Time

4 years ago

ShemaleTaxi

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36:33

Carolina Biondi Trans Active Shooting For The First Time

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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08:14 64%

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

11 months ago

XXXVogue

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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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04:08

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

7 years ago

ShemaleZ

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19:13 60%

My First Time

1 year ago

ShemaleZ

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08:59

First Time swallowing cum

4 years ago

TrannyOne

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05:09

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4 years ago

TrannyOne

first time
32:23

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

6 years ago

TrannyGem

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29:19 64%

The first Time Kisses Came Upon Rio

6 years ago

TXXX

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08:11

His first time sex with a Tgirl is perfect!

13 years ago

AShemaleTube

first time
30:27 86%

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

1 year ago

VideoSection

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05:01

VRB TRANS First Time TS Call Girl Experience

6 years ago

xHamster

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05:15

Shemales donk acquires poked stiff

1 year ago

ShemaleMovie

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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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06:04

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

11 months ago

ShemaleMovie

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19:44

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

4 weeks ago

TrannyGem

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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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03:01 58%

FEMOUT: Ms. Momo's First Time

4 years ago

xHamster

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02:37

My first time sucking a cock

3 years ago

TrannyOne

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06:33

Very Small Cock Dickgirl Fucks For The First Time

3 years ago

TrannyOne

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05:08

Alluring shemale first time butt fucked

3 years ago

TrannyOne

18, first time
07:59

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

7 months ago

Fuxxx

first time
09:41

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

3 years ago

ShemaleZ

amateur, teen (18+), first time
01:10

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

2 years ago

KeekAss

first time
12:40 43%

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

5 years ago

ShemaleZ

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22:53

Young dude Fucks Blonde Latin Shemale Anal for the first Time

4 months ago

ShemaleMovie

shemale fucks guy, first time, 18
21:53

First Time Fucking with the Stunning Pastelle

1 month ago

$$ FapHouse

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10:57

Are you excited about your first time with a tranny

10 years ago

xHamster

first time
08:46 60%

Cute Tgirls Enjoy Anal Sex with each other

7 years ago

TrannyGem

cute, natural, college, first time, FTM
05:30

My First Time With Beautyfull Shemale 6 Min

3 years ago

ShemaleZ

first time
18:38 82%

Melissa Masters - Your Very First Time Trans Femdom GFE

8 months ago

DrTuber

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15:46 75%

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

1 year ago

ShemaleMovie

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06:09 50%

Trap first-timer wanks her massive man sausage

1 year ago

ShemaleMovie

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04:54 65%

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

1 year ago

HellPorno

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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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06:07

First time guest anally fucked in the house

5 years ago

AShemaleTube

first time
15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

3 years ago

KeekAss

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14:20

My Very First Time With A sheboy Was Awesome

6 years ago

TrannyGem

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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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15:54

SOMEONES SPUNKING

4 years ago

TrannyGem

strip, goth, 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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12:10

First Time In Bed With A Transvestite

2 years ago

JizzBunker

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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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11:30

First Time With A Ts Goddess

9 months ago

ShemaleZ

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08:10

Teenage ladyboy nurses and strong shaking climax first time Sucking

5 years ago

ShemaleTaxi

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23:46

Guys first Time with Tgirl

5 years ago

BeMyHole

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1:29:57 76%

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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05:06

Naked Nicolly Nogueira first time ass fucked

7 years ago

DrTuber

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02:25 50%

I was confused the first time I saw this.

11 years ago

xHamster

18, first time
11:43

I want your first time with a tranny to be amazing

9 years ago

xHamster

first time
09:39 79%

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

3 months ago

HClips

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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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05:01 72%

[Trans] My First Time Venus Lux

4 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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07:07

Redhead shemale fucks her dates ass for the first time

2 years ago

TrannyGem

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09:46 90%

LIL Young Transgirl Sissy gets RODE by wall plaything for the VERY FIRST TIME

2 years ago

TrannyGem

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33:58 86%

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

7 months ago

KeekAss

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12:25

MonikaMonika First time anal cd

3 years ago

xHamster

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08:00 43%

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

8 years ago

IcePorn

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16:34

First time

7 years ago

ShemaleZ

first time
08:14

Yaya (trans) - Having this raunchy hump for the first-ever time

1 year 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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12:55

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

1 year ago

ShemaleMovie

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02:28

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5 years ago

xHamster

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15:37

Nervous First Time For This Trans With Hot Woman

1 month ago

AShemaleTube

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03:06 76%

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7 months ago

PornHat

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05:32 53%

First time

6 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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05:16

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1 year ago

ShemaleMovie

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06:14

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11 years ago

DrTuber

first time
06:13

Transsexual Fatty Blows Dick First Time

2 years ago

GetTranny

first time
06:16

TGirl Sarah first time banging some dude

7 years ago

TrannyOne

first time
06:14

Transsexual Bronx Takes What She Wants

3 months ago

ShemaleMovie

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06:01

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4 years ago

TrannyOne

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Feels Like The First Time . . .

4 years ago

TrannyOne

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11:17

THE first TIME YOU NEVER leave behind

1 year ago

ShemaleTaxi

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32:10

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

11 months ago

ShemaleMovie

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06:15

Jamie Kelly fucks for the first time with another trans woman

3 years ago

XXXDan

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09:08

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6 years ago

VideoSection

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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08:18

My first time

6 years ago

ShemaleMovie

teen (18+), first time

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