SHEMALE • FIRST TIME 3,385 videos

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06:07

First time guest anally fucked in the house

4 years ago

AShemaleTube

first time
06:40

Tgirls first-ever time with a Bio lady

5 years ago

VideoSection

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06:26 83%

Trans Lesbians first-ever Time Together

2 years ago

ShemaleTaxi

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05:14 94%

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4 years ago

KeekAss

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10:16

My First Time With A Trans

3 years ago

ShemaleZ

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10:51

STEPSISTER, can I cum inwards?

4 months ago

ShemaleMovie

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53:13 64%

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2 years ago

TrannyOne

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03:11

TGIRLBBW: DEBUT OF SUMMER FLOW!

1 year ago

JizzBunker

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02:00 76%

My first time with a BBC

11 months ago

TrannyOne

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28:17 80%

My trans girlfriend fucks me for the first time. She loves how she fucks my ass

1 year ago

xHamster

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23:19

First Time For My Husband Fuck With Ladyboy

2 years ago

Upornia

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09:41

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

1 year ago

ShemaleZ

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21:03 47%

T Gurl Cums in her dress

4 years ago

xHamster

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18:50 82%

AUBREYS FIRST-EVER TIME

4 years ago

TrannyGem

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03:06 89%

FEMOUT XXX - New Tgirl Called Rachel, Gorgeous And Amazing Masturbating

5 months ago

TrannyGem

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08:42 86%

Redhead ladyboy Lily Demure crazy sex movie

1 year ago

XoZilla

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38:26

Hammering Deep First Time In That Enormous Moist Pooper Of Blond Bombshell Aubrey

3 years ago

ShemaleZ

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07:37

My Stepsister Wanted To Try A Good Cock For The First Time 8 Min - Dante Colle

1 year ago

TXXX

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05:55

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8 years ago

TXXX

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05:24

Lucky man sucks and fucks the sweet TS babes big hard cock

5 years ago

BeMyHole

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02:47

Sexy asian girl tries a fuck machine for the first time

6 months ago

TrannyGem

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05:11

RUBBERDOLL MONIQUE - As a bimbo doll at a parking lot

2 years ago

xHamster

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03:00

The first time I was in Pattaya I honestly had no idea what a ladyboy was

4 years ago

xShemaleTube

first time
13:25

First-Ever Time Tutor of Magic and Alice Blitz ( part 1 )

3 years ago

TrannyGem

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03:10

BOBSTGIRLS: Boom Boom - New Girl Lola Bloom

2 years ago

xHamster

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05:56

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3 years ago

TrannyOne

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15:21

ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes Creampie!

4 months ago

SomePorn

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1:40:20

My First Time With A Tranny (Full Hd Version – Director’s Cut)

2 years ago

TrannyOne

first time
08:00

Russian teen extreme anal and super flexible first time No p

1 year ago

IcePorn

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11:08

MY FIRST-EVER TIME WITH GOOD-SIZED T-GIRL ROD

3 years ago

TrannyGem

first time
11:37

Korra And Spencer Run Inside To Have Steamy, Exploratory Sex With Strap-ons And Cocks Alike. Judging By Spencers Lovely Reactions, This Might Be The First Of Many Trans Encounters For Her.

1 year ago

BeMyHole

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03:06

FEMOUT XXX - Jaede First Time Solo Masturbation Reveals

10 months ago

AShemaleTube

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25:56

Katerin Britz - The First Time Is Always Intense

11 months ago

HClips

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21:39 83%

Jamie French And Erica Cherry Fuck For The First Time And They Fuck Hard! Ots764

4 years ago

TXXX

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09:15

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2 years ago

TrannyOne

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02:49 81%

Gimp White Fellow Deep Throats Meatpipe Before Getting Destroyed By Serena Cocoa’s Lollipop For The First-Ever Time

1 year ago

KeekAss

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11:50

Torn Up for my ts gf for the very first time

1 year ago

KeekAss

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06:12

Filipino femboy has first time bareback ass-fuck romp on camera

5 years ago

ShemaleMovie

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05:57

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8 years ago

DrTuber

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08:12

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

3 months ago

xHamster

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09:14

HIS first-ever TIME WITH A gal WITH A weenie

1 week ago

ShemaleMovie

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02:15

His First Time - VenusLux

4 years ago

TXXX

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15:00

Slim t-girl horny porn scene

10 months ago

Analdin

big cock, first time
05:48

First time with Shemale hooker

5 years ago

ShemaleZ

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14:19

Is this really your first time with a t-girl

4 years ago

ShemaleMovie

first time
06:15

Shemale first time sex with a guy

4 years ago

AShemaleTube

first time
08:00 55%

M584g02 Son Who Has Returned For The First Time In A Few Years Is A Transcendental Transsexual

1 year ago

GetTranny

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10:13

FIRST TIME WITH A TRANS - LUANA PRADO

3 months ago

BeMyHole

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06:33

T-Girl for very first Time Fuck-Fest - KimCock

4 years ago

TrannyGem

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05:08

Dude For The First Time Gets Shemales Cock

3 years ago

ShemaleZ

MILF, domination, first time
20:09 67%

First Time Working Out With New Gym Buddy Fucks New Tantaly - Emily Adaire And Lina Paige

3 months ago

HClips

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18:44

Suspended Trans Keira Verga fucks her aficionado for the first-ever time

1 year ago

ShemaleMovie

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06:03

Amateur tgirl jerking dick in first time solo

7 years ago

AShemaleTube

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04:22

Alexa Cosmic transgender princess swimming in the river very first time in teal combi sundress

1 year ago

KeekAss

outdoor, crossdresser, first time
06:30

Big-titted teenage sheshaft first-ever time takes big cock

2 weeks ago

ShemaleMovie

shemale, first time, big cock
04:02 53%

Fucking Finnish Crossdresser For The First Time in My Life

2 months ago

AShemaleTube

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05:21

Amateur Ladyboy Fucked In A Hotel Room

1 year ago

BeMyHole

POV, hotel, first time
03:06

GROOBYGIRLS: Debuting Princess Genevieve

1 year ago

TrannyGem

first time, heels
07:32

When I Lost My Virginity - Sex memories by Maya McAdamia

1 year ago

xHamster

first time
13:51

Ts Was Fucked By Xxl Cock For The First Time 14 Min - Inked Girl

2 years ago

ShemaleZ

first time
05:13 90%

She fellates a thick FUTA salami for the very first time

1 year ago

TrannyGem

cartoon, cum in mouth, futanari, first time
09:57

Poojas Fuckd By. First Time Shemale

1 year ago

ShemaleZ

first time
15:29

Its my first time letting a shemale rail my shaft

2 years ago

ShemaleTaxi

first time
16:49

Her black transgirl fuck-stick is so meaty and rock hard

3 years ago

TrannyGem

JOI, first time
10:45

Me fuckn my asian CD for first time bronx

6 years ago

xHamster

first time
08:00

Agatha Lira - My First Time With A Trans And The First

1 year ago

GetTranny

first time
15:51 75%

ADULT TIME - Straight Girl Kenzie Taylor First Trans Fuck With Big Titty T-Girl Brittney Kad

8 months ago

AShemaleTube

shemale, shemale and girl, big tits, first time, 18
08:10 73%

Transsexual Kim Wagner ravaged a teenage +18 guy

2 weeks ago

ShemaleMovie

teen (18+), blowjob, german, teen anal (18+), BDSM, 18, cumshot
06:10

Huge-Boobed Ash-Blonde TRANSSEXUAL Kayleigh Coxx first-ever time tearing up a fuckbox

6 years ago

TrannyGem

blonde, first time
13:38

Eveline Moura - Sexy Shemale Has Her First Time With New Boyfriend

10 months ago

BeMyHole

anal, stockings, shemale, small cock, first time
05:59

First time this shemale works such a big dick

4 years ago

HellPorno

69, first time
06:32 83%

Your First Time Getting Fucked by a Trans nymph: First rendezvous GFE point of view Femdom

1 year ago

ShemaleTaxi

femdom, asian, filipina, domination, first time
09:28

Teen Thug first time with Tranny

6 years ago

ShemaleZ

first time
10:24

Tiny mangos tranny First Time butthole Kimber Films

7 years ago

ShemaleZ

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39:15

Cute shemale girl gets anal fucked for the first time

2 years ago

xHamster

cute, first time
17:26 76%

Alexandra Bxl In Young Guy Fucked In The Ass For The First Time By A Tranny

4 years ago

ShemaleZ

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07:01 45%

Tranny cop first time Sex With a Sneaky Stripper

2 years ago

TrannyOne

amateur, teen (18+), strip, first time
28:10

Tgirl Fucks Kyla Diniz: My Very First Time

3 years ago

BeMyHole

lingerie, shaving, first time
07:32 91%

Futanari stepdaughter has her first anal time with her horny mommy [Hentai Uncensored]

1 year ago

MyLust

mom, anal, big ass, MILF, orgasm, big cock, futanari
21:05

Hot shemale fucks for first time her boyfriend

3 years ago

TrannyOne

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12:05

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

2 years ago

ShemaleZ

amateur, beauty, shemale and girl, first time
16:08

His very first time with a trans, did he like it?

2 years ago

KeekAss

POV, anal, tattoo, first time, crossdresser
14:59

Steaming youthful Tgirls very first time on smash machine before I jism all over her face!

4 years ago

KeekAss

machine, first time
03:11

Guy Feminized And Fucked For First Time

1 year ago

ShemaleZ

BDSM, first time
06:31

Nubile guy humps she-creature first time

5 years ago

ShemaleMovie

first time
06:56

Very First Time Enormous Bum Tgirl Eva Duarte Took this Prick Like A Professional!

1 month ago

TrannyGem

big tits, first time
02:23

My first time

3 years ago

AShemaleTube

first time
14:36 94%

2 old Crossdressers first time

3 years ago

TrannyOne

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05:07

Dudes first time ass fuck making out with shemale

5 years ago

Analdin

deepthroat, first time
10:57

MY FIRST TIME

11 years ago

AShemaleTube

first time
11:51 78%

Direct Trans Creampie?! My First Time with Gianinats!!!

3 weeks ago

$$ FapHouse

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05:08

My young stepson blows a load for the first-ever time

1 month ago

HDSex

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05:07

Dude for the fist time has tranny up his arse

6 years ago

Analdin

swinger, party, fetish, fisting, first time
16:43 82%

Feels Like The First Time . . .

3 years ago

TrannyOne

skinny, first time
33:17

His first time with a shemale

2 years ago

xHamster

vintage, domination, first time
32:51 84%

French tgirl : his first time with a sexy dicky girl

4 years ago

AShemaleTube

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06:38

My first time with a meaty trouser snake tgirl

3 weeks ago

ShemaleTaxi

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06:01

Czech casting teen first time Analmal Training

3 years ago

TrannyOne

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06:34

My First Time in Tights: Embracing My Crossdressing Journey!

1 year ago

xHamster

first time
11:46

Uber-cute she-creature very first time SISSYGASM after make up and stroking

3 years ago

ShemaleMovie

cute, french, first time
12:46

JohnnyRapid - killer Trans stunner Cant Handle Jocks Big boner

6 months ago

ShemaleMovie

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03:03 88%

A Young Finnish Trans Gets Cock For The First Time

2 months ago

AShemaleTube

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05:24

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4 years ago

xHamster

first time
25:45

FUTANARIA FIRST TIME FUCK BUDDIES

4 years ago

ShemaleZ

first time
12:01

MESMERIZED - Cis + Trans Mermaids Examine Fresh Figures In First-Ever Time Screw! With Jewelz Blu & Kasei Kei

2 years ago

KeekAss

lesbian, first time, outdoor
05:41

Tranny for first-ever Time Intercourse - Kimcock

6 years ago

TrannyGem

handjob, blowjob, anal, threesome, ladyboy, ass, gape
12:05

TRANSFIXED - Horny Michael DelRay Has His First Trans Experience With Gorgeous Friend Jade Venus

1 year ago

xHamster

first time
19:39

Lucimara Santos Pool teen First Time t-girl pound

6 years ago

ShemaleZ

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08:39

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1 year ago

AShemaleTube

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06:28

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7 years ago

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01:31

Nikk Montero first time in a lifetime drinking piss

2 years ago

xHamster

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04:27

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3 years ago

TXXX

first time
06:08

Ebony Tgirl Wanking her Massive Dick

6 years ago

TrannyGem

short hair, nipples, strip, jerking, BBC, first time
04:48

Bunny Porks Her Bootie For Dominatrix Molly

2 years ago

TrannyGem

femdom, lesbian, first time
04:50 86%

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

1 year ago

BeMyHole

teen (18+), creampie, chubby, teen anal (18+), BBW, nipples, first time
05:43

Lena and a married males first time

2 years ago

TrannyOne

mature, first time
17:17 67%

Skinny Ladyboy Fucks A Guy For The First Time. P2 18 Min

3 years ago

ShemaleZ

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05:29

Amateur Ladyboy Quin First Time Here

1 year ago

ShemaleZ

first time
05:59

Busty teen sheshaft first time takes big cock

4 years ago

BeMyHole

first time
10:15

Crossdresser First Time Sucks Cock Gets Fucked Facial Full Sissy

2 years ago

TXXX

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