SHEMALE • FIRST TIME ANAL 1,749 videos

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12:01 76%

May Sissy Cumpilation

9 months ago

TrannyGem

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09:38

His very first time with a sissy

4 weeks ago

ShemaleMovie

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16:40 69%

Perola Martinez gives it to the guy for the first time

3 months ago

XXXVogue

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12:00 87%

Naughty Michael Delray fucks tranny for the first time

2 years ago

YourLust

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15:30 69%

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2 years ago

xHamster

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03:01 86%

FEMOUT XXX: Lemmi's First Time!

3 years ago

xHamster

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43:28 82%

Shelady Very First Time cam

5 years ago

TrannyGem

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07:37 67%

Shemale porno castings with Katie Fox and ts Sophie

3 months ago

ShemaleMovie

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21:36 81%

Trans Fucking A Straight Boy For The First Time

4 months ago

BeMyHole

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28:15 89%

My trans gf penetrates me for the very first time. She I love how she plows my caboose

1 year ago

KeekAss

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08:00 63%

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2 years ago

GetTranny

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11:34

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1 week ago

XXXVogue

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17:39 78%

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5 years ago

xHamster

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20:49 90%

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

1 year ago

BeMyHole

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02:49 88%

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

2 years ago

KeekAss

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02:41

JUDE LYNX — FTM FEMBOY ATTEMPTING TO WORKOUT BUT THE WILL TO GET HIS COOTCHIE DRILLED IS FINER

3 weeks ago

TrannyGem

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17:35 62%

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4 years ago

ShemaleMovie

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08:15

Guy Is First Time Topped By Shemale Wife With Ariel Demure

1 week ago

GetTranny

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06:02 77%

Filipino Femboy Has First Time Bareback Anal Sex On Camera

4 years ago

ShemaleZ

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11:44

After a week of abstinence, I unloaded so hard while I got deeply romped by anal fuck stick.

1 week ago

ShemaleMovie

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22:08 71%

Trans screwing a heterosexual boy for the first-ever time

1 year ago

ShemaleTaxi

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06:40

Muscle mommy futa Maayon Plays has her way with a tight platinum-blonde Russian girl on the car hood

2 weeks ago

XXXVogue

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06:27 88%

Trans And Guy Each Others Cum By Sucking Each Others Penis In 69 Position

6 months ago

BeMyHole

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12:42

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4 months ago

ShemaleMovie

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03:08 93%

Porking Crossdresser For The Very first time in my life

1 year ago

KeekAss

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09:46 92%

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

2 years ago

TrannyGem

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52:54 90%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

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15:49 50%

Vol #6: boned For The first-ever Time on Femout

1 month ago

ShemaleTaxi

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16:31 71%

ChristyEvans asks me to be her first-ever time and put my rock-hard lollipop in her and get her pregnant

1 month ago

ShemaleMovie

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43:08 54%

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2 months ago

ShemaleTaxi

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15:31 75%

ADULT TIME - Lonely T-nymph Emma Rose Has first-ever Romantic Suck And Fuck WIth Big Dick roomy!

6 months ago

ShemaleMovie

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10:36 86%

First-ever time assfucking. Lovely Transgirl plays with herself. Sploog ejaculation

1 year ago

KeekAss

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15:00 63%

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2 years ago

XoZilla

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25:12 65%

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4 years ago

TrannyGem

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32:50 71%

Gorgeous Darkhair Nasty Shemale Interracial Sex

5 years ago

Analdin

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14:14 60%

Teen Crossdresser first time anal

6 years ago

ShemaleZ

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13:00

Full: My Sissy Fat Ass Trying a Vibrator for the First Time

1 week ago

$$ FapHouse

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04:50 85%

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

2 years ago

BeMyHole

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09:11 88%

Adorable eighteen Yr Elderly Teenie TGirl With Giant Bootie Entices Stud Into Fuckin Her

2 years ago

TrannyGem

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21:47 60%

TGIRLS.GONZO: Moscow Sweetie Gets Her Donk Humped

4 years ago

TrannyGem

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07:55

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1 week ago

TrannyGem

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05:32

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2 weeks ago

ShemaleMovie

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10:11 40%

Asian slut in tight crimson dress slams a battery switched strong vibrating dildo and moans a lot.

1 month ago

ShemaleTaxi

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03:06

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1 month ago

PornHat

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04:26 80%

Trans guy GLITX initiates his trans damsel roomates YOLONA to ASS-FUCK KNUCKLE !!

1 year ago

TrannyGem

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18:49 75%

Unseen Hook-Up Movies Cumpilation - Onlyfans Veronica Sanders

2 years ago

TrannyGem

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31:15

His first time with a trans

1 week ago

AShemaleTube

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06:15 71%

Shemale fucked guy for the first time and she enjoyed hardcore anal sex

1 year ago

AShemaleTube

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28:18 83%

Amazing Roxxie Moth Gets Anal Bareback First Time

4 years ago

BeMyHole

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08:07 67%

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

9 months ago

TrannyGem

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08:13

A Bride on Her Wedding Night �� futanari mother Breed Her youngster FemBoyfriend.

6 days ago

ShemaleMovie

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04:13 47%

Good-Sized assfucking buttplug and assfucking beads demolishing my butt-hole

2 years ago

TrannyGem

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11:40

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

2 weeks ago

BeMyHole

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07:42 63%

He Wears My Panties For The First Time Pov - Teaser Video

2 years ago

GetTranny

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10:25 80%

Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels

2 years ago

xHamster

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02:55 63%

The first time I take a dick in my ass

5 years ago

xHamster

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16:01

BWC Penetrating A Trans For The First-ever Time (Aurora North)

6 days ago

KeekAss

shemale
09:52

Suzie Slut Giving It To A Trans For The First Time

2 weeks ago

BeMyHole

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04:04

Motel Hookup with first time married man

1 month ago

AShemaleTube

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08:00 59%

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

2 years ago

GetTranny

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08:01 43%

Skinny tight small tits teen and anal squirt first time Then he asked

4 years ago

TrannyOne

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06:11

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5 years ago

BeMyHole

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05:23

Huge salami Futa Fucks Deep Anal into 18 Years Old Blonde teen nymph on Car

5 days ago

ShemaleMovie

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07:52

Pierce Pariss Made Desire in First Bliss

1 week ago

XoZilla

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05:00

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3 years ago

TrannyGem

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19:12 88%

CD TRANSSEXUAL FIRST-EVER BIG BLACK COCK !! HE CAME INWARDS of Me TWO TIMES!!! WARM PUBLIC SISSY

4 years ago

TrannyGem

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16:53 75%

Senses Like The first-ever Time . . .

4 years ago

ShemaleTaxi

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03:05 50%

Ravaging after experience

5 months ago

TrannyGem

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06:15

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2 years ago

PornGem

first time
04:38 71%

Dude had first time anal with shemale

6 years ago

ShemaleZ

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25:21

Agatha Mama on Teaching My Stepcousin to Eat a Trans Woman for the First Time

1 week ago

$$ FapHouse

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03:32

Very First time letting my beau put it in my ass

3 months ago

TrannyGem

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16:56 65%

Young Sexy Ladyboy First Time with Her Sugar Daddy Suck, Fuck and Cum

6 months ago

$$ FapHouse

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10:15 59%

Beautiful 18 yr elderly trans girl fucking for the first time with her new hook-up toy

1 year ago

ShemaleTaxi

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53:12 84%

First time anal couple sex blonde tgirl

6 years ago

AShemaleTube

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22:04

Full Version: Trans Tied Anal Creampie Cumfarts and My First Time Fucked by a Cucumber

4 weeks ago

$$ FapHouse

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15:30

Vol #2: boinked For The first Time on Femout

2 months ago

ShemaleTaxi

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4:12:46

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

6 months ago

ShemaleZ

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10:39 75%

Trans bunnygirl tries vibrations for the very first time

1 year ago

ShemaleMovie

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02:00 76%

My first time with a BBC

1 year ago

TrannyOne

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05:14 76%

Trans has her first time with her step cousin

2 years ago

ShemaleTaxi

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12:08 83%

My First Time With A Trans

2 years ago

BeMyHole

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06:02

Filipino femboy has very first time without a condom rectal romp on camera

3 years ago

TrannyGem

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15:31

Guy gets to screw a CD for the very first time

5 years ago

ShemaleMovie

first time
09:40

Teen Thug first Time with Tranny

6 years ago

TrannyGem

teen anal (18+), first time
13:59 81%

TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

1 year ago

xHamster

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05:00 80%

Post-Op Ladyboy Beauty Natty Fucked Bareback

2 years ago

BeMyHole

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08:12 83%

Young time lady-boy... First experience!!!!

2 years ago

xHamster

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15:59 60%

Tranny shag a white fellow in donk

4 years ago

TrannyGem

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10:11 91%

First Time Anal. Cute Tranny Plays With Herself. Squirt Orgasm

1 year ago

ShemaleZ

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08:12

My first time with a tranny

2 years ago

xHamster

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16:44 55%

My First Time With A Tranny

2 years ago

BeMyHole

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15:57 60%

Vol #9: screwed For The first Time on Femout

1 month ago

ShemaleTaxi

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12:46

Tried the Strawberry Condom for the First Time

2 months ago

$$ FapHouse

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21:43 78%

Hot Young Blondie - His First Time

5 months ago

BeMyHole

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08:05 80%

First Time Fuck for a Teen Shemale

6 years ago

TrannyGem

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02:25

Twenty one yo Finnish trans dolls first-ever time getting poked on camera

8 months ago

TrannyGem

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10:43 40%

Huge cock pumps out an eighteen year old trans girls ass for the first-ever time

10 months ago

ShemaleMovie

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17:46 67%

I pulverize a she-creature woman for the first-ever time 4k

4 years ago

TrannyGem

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12:36

Fucking my Trans GF Cassie with a Mr Hankey's Dildo

5 years ago

xHamster

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26:30

The First Time Is Always Intense

2 months ago

$$ FapHouse

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56:57 40%

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

10 months ago

$$ FapHouse

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03:20 75%

Chinese She-Creatures Very First Time Getting Boned By A Man on Vid

10 months ago

TrannyGem

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10:40 67%

I gave my bootie to my gigantic fuck stick for the first time

12 months ago

ShemaleTaxi

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04:37 58%

It Was His First Time Being Passive With A Trans Doll And He Was Very Comfortable - Complete In RED

2 years ago

BeMyHole

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06:07 80%

Mature Dark-Hued Shemale Female Nail Youthfull Milky Stud very first Time

4 years ago

TrannyGem

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16:16 50%

This is my first time fucking a shemale babe

5 years ago

xHamster

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11:38

Using a huge dildo, I had my first mind-blowing sissygasm and squirted all over while enjoying the cream

1 month ago

XXXVogue

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18:24

Sissy female used her bootie first-ever time

2 years ago

TrannyGem

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05:40

Blondes and psychedelic hump (Part 1) Remastered - Toon

6 days ago

TrannyGem

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04:39

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1 month ago

TrannyGem

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07:07

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

1 month ago

ShemaleMovie

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02:11

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2 years ago

TrannyGem

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18:15 86%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

3 years ago

TrannyGem

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53:13 57%

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4 years ago

TrannyOne

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02:09

Very First Time Rapper Drills Trans Doll in Virginity

2 weeks ago

TrannyGem

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08:14

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

2 months ago

XXXVogue

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09:39 75%

My first time with a trans. Part 3. I fuck her nice ass

1 year ago

JizzBunker

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38:29 69%

Moscardiniema - I Remember The First Time I Saw Manu On Social Media, I Was Laying In Bed And It Was About 11pm, I Literally Couldnt Believe My Eyes.

2 years ago

BeMyHole

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10:10 60%

Stepbro Analed Ts Stepsis For First Time

2 years ago

ShemaleZ

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