SHEMALE • FIRST TIME 3,210 videos

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32:36

Stella First Time Sucking A Shemale Cock

1 year ago

ShemaleZ

outdoor, tattoo, first time
05:45

Shemale Jusmin First Time Bareback

4 years ago

HClips

first time
15:38

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2 years ago

TrannyGem

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11:35

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2 years ago

TrannyGem

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14:04

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4 years ago

HDSex

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05:27

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4 years ago

KeekAss

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08:02

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4 years ago

TrannyGem

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10:38

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7 years ago

TrannyOne

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06:08

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5 years ago

TrannyGem

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12:58

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1 year ago

ShemaleTaxi

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07:23

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

2 years ago

TXXX

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05:40

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1 year ago

ShemaleMovie

first time
25:49

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4 years ago

ShemaleZ

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03:56

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2 years ago

ShemaleZ

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08:03

Fledgling Tgirl Marcela Ragonne Attempts a Hook-Up Machine for the Very First Time

1 year ago

KeekAss

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08:15

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2 years ago

ShemaleTaxi

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14:42

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3 years ago

ShemaleTaxi

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14:19

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4 years ago

ShemaleMovie

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05:26

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1 year ago

ShemaleMovie

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06:40

Alex gets pummeled by Tgirl for the very first time

3 years ago

ShemaleTaxi

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10:07

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6 months ago

KeekAss

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05:30

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8 months ago

BeMyHole

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04:40

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4 years ago

TXXX

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04:00

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7 years ago

TXXX

first time
10:00

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3 years ago

Upornia

teen (18+), first time
16:19

First time

6 years ago

ShemaleZ

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05:45

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4 years ago

ShemaleMovie

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10:03

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7 years ago

xHamster

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08:55

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4 years ago

TXXX

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17:43

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2 years ago

TrannyGem

teen anal (18+), penis, first time
08:04

Cute Shemale Jessica Alves Bravely Tries a Sex Machine for the First Time

4 years ago

SunPorno

machine, first time
05:59

She takes a Big TS dick for the first time

3 years ago

ShemaleZ

first time
10:00

Mind-Blowing Honey Angelina Satiate Fucks Paradises Taut Pucker For The Very First Time - Trans Angels

1 year ago

KeekAss

lesbian, first time
18:28

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4 years ago

KeekAss

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07:20

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9 months ago

TrannyGem

hairy, first time
05:45

Trans Licks Pussy First Time. Aiden Opens The Box And Is Pleasantly Surprised Tao Find A Strap-on Inside! Aiden Smiles As She Takes The Strap-on Into Her Hands And Likes A Try 6 Min - Khloe Kay And Aiden Ashley

4 months ago

Upornia

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04:54

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2 years ago

xHamster

first time
08:39

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6 months ago

AShemaleTube

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08:26

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4 years ago

AShemaleTube

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02:29

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6 years ago

AShemaleTube

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14:11

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1 year ago

xHamster

couple, first time
16:11

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6 years ago

JizzBunker

first time
12:00

DEVILS TGIRLS - Beauty Spencer Bradley Fucks For Her First Time With A Trans And Its Korra Del Rio

1 year ago

TXXX

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09:31

Pretty student Shemale girl masturbates for the first time after school

1 year ago

xHamster

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05:24

Joanna Angel and shemale Aubrey Kate first time with ea

3 years ago

xHamster

first time
07:40

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2 years ago

TrannyOne

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12:29

First Time Crossdressing For Dutch Teen - I Was Very Excited To Play As Femboy - Hope You Like It :)

1 year ago

ShemaleZ

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03:08

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6 years ago

TXXX

first time
06:02

Filipino femboy has first time anal sex on camera

7 years ago

Upornia

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05:58

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2 years ago

TrannyOne

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05:17

Sexy BBC fucks a sexy shemale for the first time

1 year ago

PornHub

3D, cartoon, futanari, first time
01:57

Martina Trava & Nikki G. - The first time

4 years ago

xHamster

mature, first time
09:30

Angel S In Stunning Babe (angelina Please) Drills (paradises) Tight Asshole For The First Time 10 Min

1 year ago

ShemaleZ

tight, asshole, first time
02:12

First-Ever Time Railing Monstrous Monster Man Sausage

2 years ago

KeekAss

monster, first time
05:45

Lena Moon In Straight Guy Have Fun Fucking Transexual For The First Time

1 year ago

TXXX

ass to mouth, first time
11:39

Im so kinky that I SISSYGASM fastly after making up my whorish t-girl face for the very first time

2 years ago

KeekAss

handjob, crossdresser, first time
02:11

Hermosa mujer blanca viene a mi casa y terminamos follando

8 months ago

TrannyGem

indian, arab, indonesian, first time
20:49

Big Tits First Timer Gets His Ass Fucked From The Tranny!

4 months ago

BeMyHole

bisexual, big ass, brazil, big tits, latina, domination, bareback
12:02

Your very first time with a she-creature will be epic

4 years ago

ShemaleMovie

first time
06:02

Filipino femboy has first-ever time without a condom rectal fuckfest on camera

4 years ago

KeekAss

ladyboy, condom, filipina, first time, femboy
01:10

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3 years ago

xHamster

first time
05:59

Sasha Sucks and Fucks BBC for the First Time

5 years ago

TXXX

first time
10:18

Naughty guy gives a busty tranny s a great ride in his first transsexual fuck

3 years ago

BeMyHole

first time
14:59

Scorching Youthfull Tgirls very first Time on Pummel Machine before I Spunk all over her Face!

3 years ago

KeekAss

machine, first time
06:15

Eva and Brittney tries vagina for the first time

3 months ago

PornGem

kissing, threesome, double anal, first time
08:45

Masked guy gets dominated by the kinky TS chick

4 years ago

BeMyHole

ass to mouth, natural, panties, mask, clothed, first time
09:42

Our Very First Time With A transgirl Was astonishing

4 years ago

TrannyGem

first time
06:00

Stylish trap jerksoff after unclothing clothes

2 years ago

TrannyGem

pantyhose, boots, clothed, first time
17:39

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2 years ago

Upornia

shemale and girl, first time
14:40

Guy On Tranny Riquelme Enjoys Intense First Time Fuck With Latina TGirl Rafaella Ferrari

2 years ago

BeMyHole

first time
07:47

Slender trans babe gets her juicy ass stretched for the first time

3 years ago

BeMyHole

latex, train, spanking, first time
05:17

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2 years ago

TrannyGem

fisting, first time
03:27

Sissy have fun with fake penis

2 years ago

TrannyGem

french, mature anal, penis, first time
04:32

LACED #45 Preview! (ASMR) Monstrous Faux Mounds Femboy Cant Believe AMPLE BIG BLACK COCK! (Utter:LaceVoid,com)

1 year ago

TrannyGem

massage, monster, dirty talk, cum in mouth, BBC, first time, femboy
10:37

TGirl Attempts Bad Dragon For Very First Time

1 year ago

TrannyGem

teen anal (18+), 18, first time
11:33

This Is Our First Time Fucking A Transsexual Babe

9 months ago

BeMyHole

bisexual, first time
14:06

My first-ever time crossdressing was so red-hot

11 months ago

ShemaleTaxi

first time
04:52

Oral Hot, Feature Model, Tyra Scott Tops For The First Time

2 years ago

BeMyHole

condom, close up, heels, first time
08:45

Trans Ingrid Moreira plows caboose dude for his very first time! Cum-Shot!

3 years ago

TrannyGem

stepmom, first time
10:06

New transgender princess Very First Time

3 years ago

TrannyGem

first time
14:59

Whorey new ladymans First-Ever Time On pound Machine before I jizm All Over Her Face!

3 years ago

TrannyGem

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05:25

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3 years ago

TrannyGem

first time
04:06

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3 years ago

TrannyGem

heels, skirt, first time
03:26

Sissy Trans Screws Herself With Glass Fake Penis

1 year ago

TrannyGem

train, glasses, penis, first time
13:04

Sissy Candys very first time with a nailing machine and sissygasm (total vid)

1 year ago

TrannyGem

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03:30

Raw Poon Pump Very First Time FTM Trans

1 year ago

TrannyGem

fat, monster, clit, close up, big clit, pump, first time
06:07

[OF Preview] Buttock uses his pummeling machine for the very first time

1 year ago

TrannyGem

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06:16

Solo red-haired trap queen fucktoys her obese butt

2 years ago

ShemaleTaxi

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07:48

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3 years ago

BeMyHole

first time
08:11

TRANSSEXUAL Rayra Spanick Very First Time Machine Fucky-Fucky

4 years ago

TrannyGem

machine, first time
10:11

Jerking off a shemale

3 years ago

TrannyGem

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06:13

She-Male Sunburn Very First Time Femboy

3 years ago

TrannyGem

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06:30

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3 years ago

TrannyGem

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06:28

Wifey and hubby 3some with T-Model

3 years ago

TrannyGem

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06:00

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3 years ago

TrannyGem

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08:06

FANTASY TRANSGIRL - Tgirl India Taina Shoots a Generous Money-Shot During First-Ever Time Machine Bang-Out

3 years ago

TrannyGem

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08:06

Ladyboy gives her faux-cock a bj for the first-ever time

2 years ago

TrannyGem

first time, chastity
06:30

MY FIRST-EVER TIME WITH SHE-MALE, AND I LOVE HIM SPECIALLY HIS GOOD-SIZED BEEF WHISTLE

2 years ago

TrannyGem

femdom, latex, heels, first time
02:39

Priscila Araújo gave the black fellow sizzling and then wooed him to lose his innocence by providing his booty for the very first time

2 years ago

TrannyGem

first time
04:22

She-Male ravaged by Humungous Finger Plaything Precum (Mr. Hankeys Playthings)

2 years ago

TrannyGem

teen anal (18+), orgasm, 18, first time, anal orgasm
12:26

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2 years ago

TrannyGem

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04:36

TRANSSEXUAL Railing Fake Penis and Self-Facial Cumshot

1 year ago

TrannyGem

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05:00

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1 year ago

TrannyGem

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06:15

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1 year ago

TrannyGem

first time
14:01

VERY FIRST TIME SCREWING MY BOOTIE ON GEYSER ON STARLET WARS DAY

1 year ago

TrannyGem

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05:24

Joanna Angel and she-male Aubrey Kate first-ever time with ea

3 years ago

KeekAss

first time
29:29

My gf fuck me first-ever time: firm and deep im so raw...

3 years ago

ShemaleMovie

teen anal (18+), girlfriend, first time
06:15

Shemale Jusmin First Time Action

1 year ago

TrannyOne

first time
02:36

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1 year ago

KeekAss

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12:12

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1 year ago

BeMyHole

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05:15

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1 year ago

KeekAss

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10:55

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2 years ago

BeMyHole

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05:59

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4 years ago

ShemaleZ

first time
06:08

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5 years ago

TrannyGem

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10:55

His very first Time Coming to the Gullet Supermarket

4 years ago

TrannyGem

gagging, handjob compilation, cumshot compilation, first time
05:32

Transsexual Jessy Dubai and Steve Rickz Spin Poke pt two

2 years ago

TrannyGem

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07:26

Bald bloke gets his tight ass smashed balls deep when the TS babes fucks a guy for the first time

3 years ago

BeMyHole

ass to mouth, tight, first time
12:05

Cute Tgirl Tires a Magic Wand for the first Time / Hitachi

5 years ago

TrannyGem

cute, redhead, toys, first time
06:08

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5 years ago

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chubby, piercing, shaving, first time
06:08

Gorgeous Ebony Tgirl Masturbates in Lingerie

5 years ago

TrannyGem

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