SHEMALE • FIRST TIME 3,965 videos

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55:15 65%

M584G01 stepson who has returned for the first time in 5 years is a transcendental transsexual?

2 years ago

xHamster

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25:12 65%

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4 years ago

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15:46 64%

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1 year ago

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10:13 64%

Real Transgender Gal Gets Ass-Fuck Smash

2 years ago

TrannyGem

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16:30 64%

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10 years ago

TXXX

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18:14 63%

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2 weeks ago

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08:14 63%

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3 months ago

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29:55 63%

Ananda India Took Our Ride And Exchanges With Our Friend Alex Victor

2 months ago

BeMyHole

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11:07 63%

First Time Teacher of Magic and Alice Blitz ( part 2 )

5 years ago

HClips

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05:00 63%

Ts gets blowjob first time Sneaking Around With Daddys partner

4 years ago

TrannyOne

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2:36:25 62%

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2 years ago

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08:06 62%

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7 months ago

ShemaleZ

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23:44 61%

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2 years ago

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07:01 61%

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4 years ago

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04:54 61%

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1 year ago

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18:38 60%

Melissa Masters - Your Very First Time Trans Femdom GFE

1 week ago

DrTuber

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06:20 60%

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4 years ago

TrannyOne

teen (18+), first time
1:58:01 60%

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

8 months ago

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2:40:58 60%

Mooc-002 When I Met My Childhood Friend For The First Time In A Year, He Had Become A Yandere Girl. He Showed Me His Big Dick And I Got Aroused, So I Had Anal Sex With Him And Ejaculated Inside Him Over And Over Again. Hifumi Yuuri

8 months ago

ShemaleZ

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29:19 60%

The first Time Kisses Came Upon Rio

6 years ago

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2:28:19 60%

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6 months ago

ShemaleZ

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09:56 60%

Boy first time with tranny

6 years ago

ShemaleZ

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07:49 60%

A hot guy tries it in the butt for the very first time.. then deepthroats dick.. when suddenly I saw them..

1 year ago

ShemaleTaxi

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08:08 60%

My very first time

7 years ago

xHamster

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19:13 60%

My First Time

1 year ago

ShemaleZ

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15:16 60%

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11 months ago

XXXDan

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10:15 59%

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1 year ago

ShemaleTaxi

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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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10:25 58%

MARRIED COUPLE TASTE FIRST TIME THREESOME WITH GIANT SHEMALE COCK

3 years ago

xHamster

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12:07 58%

You will never forget your first time with shemale babe Mel

9 years ago

xHamster

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08:00 57%

Christmas orgy first time Slumber Party

6 years ago

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14:56 57%

Domme T: first-ever Time rope-On Virgin

1 year ago

ShemaleTaxi

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15:26 57%

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

11 months ago

JizzBunker

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06:00 57%

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6 years ago

BravoTube

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05:32 57%

First time

6 years ago

xHamster

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05:55 57%

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9 years ago

TXXX

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04:00 57%

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11 years ago

TXXX

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10:00 57%

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

3 years ago

KeekAss

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08:00 56%

Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

2 years ago

GetTranny

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05:17 55%

Cd and Str8 First time

6 years ago

TXXX

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16:11 54%

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2 weeks ago

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08:12 54%

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11 months ago

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22:46 53%

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3 years ago

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03:01 53%

FEMOUT: Ms. Momo's First Time

3 years ago

xHamster

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14:35 52%

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2 years ago

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09:10 50%

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6 days ago

VideoSection

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05:35 50%

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1 year ago

xHamster

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02:25 50%

I was confused the first time I saw this.

10 years ago

xHamster

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08:00 50%

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7 years ago

IcePorn

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32:59 50%

Helena Price 1st Time Transgender dame

2 years ago

ShemaleTaxi

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10:51 50%

My step-dad CATCHES me drilling my bf

4 months ago

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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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08:00 50%

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7 years ago

IcePorn

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12:30 48%

Sissy teaching After first-ever Time Feminization

1 year ago

ShemaleMovie

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04:13 47%

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2 years ago

TrannyGem

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07:22 46%

Instructing my Cherry Schoolgirl how to Deep-Throat my Man-Meat Well - OF Veronica Sanders

1 year ago

TrannyGem

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25:05 45%

Pumped Anal Prolapse! First Time Huge Butt Plug Fitted!! - Male Escort - Book Me On

3 years ago

ShemaleZ

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05:57 45%

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9 years ago

IcePorn

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03:25 44%

Teenie Ginger-Haired uses a String on for the First-Ever Time!(more Content Coming Shortly)

2 years ago

TrannyGem

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05:22 44%

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2 years ago

xHamster

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27:19 44%

Fucking A T-girl For The First Time With Renata Barbosa And Fernandinha Fernandez

1 year ago

ShemaleZ

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11:52 43%

Your first time with a tranny will be amazing

10 years ago

xHamster

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33:14 43%

My Hot Online Asian Girlfriend! Were Meeting For The First Time And She Forgot To Tell Me She Has A Cock!

1 year ago

ShemaleZ

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11:56 43%

First Time With TS

8 years ago

ShemaleZ

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05:32 40%

I came for the very first time

1 month ago

TrannyGem

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06:08 40%

Transitioning Tgirl Tugging in Solo Scene

6 years ago

TrannyGem

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06:12 40%

Big Cumshot Cute Ladyboy Legs Hot Green Dress Sexy Body Pretty Style of Cumming

1 year ago

xHamster

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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

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06:09 40%

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5 months ago

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06:32 40%

Your very first Time Getting nailed by a Trans dame: First Date GFE POV Femdom

4 months ago

ShemaleMovie

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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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12:40 40%

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

4 years ago

ShemaleZ

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23:07 40%

First Time Shemale Sex Virgins

16 years ago

AShemaleTube

first time
06:00 40%

THE CUTTEST COMPILATION OF SHORTS OF CROSSDRESSER KITTY HOMEMADE MODEL SISSY FEMBOY VINTAGE GIRL

1 year ago

xHamster

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08:01 38%

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4 years ago

TrannyOne

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15:23 38%

ADULT TIME - Best first-ever date Ever Casey Calvert munches Up T-Girl Leilani Li Takes DEEP Creampie

9 months ago

ShemaleTaxi

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10:09 33%

Rectal , caboose by a giant BIG BLACK COCK spear

10 months ago

TrannyGem

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03:40 33%

Your Very First Time - Trans Femdom Gfe With With Melissa Masters

3 years ago

ShemaleZ

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04:22 33%

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

2 years ago

KeekAss

outdoor, crossdresser, first time
15:10 33%

My first time as a sissy was so liberating

3 years ago

ShemaleTaxi

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08:20 33%

Youngster got jumpy deep throating tranny s dick for the first time - teaser

3 years ago

ShemaleMovie

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11:39 33%

First Time Sissy Anal Fingering With Joi Dirty Talk - Cumshot On Black Stockings And Cum Play

3 years ago

ShemaleZ

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05:57 33%

Ebony shemale gives blowjob first time Peter has gotten hims

9 years ago

DrTuber

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08:03 33%

Tgirl Kerry Cherry Loves Anal Fuck

3 years ago

AnyPorn

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06:02 30%

Five Hotness Shemales Gangbang Girl

6 years ago

Analdin

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10:01 25%

Is this your first time with a spicy Brazilian tranny

7 years ago

xHamster

big cock, first time
12:21 20%

First Time Feminized Means First Time Fucked in the Ass

9 months ago

xHamster

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06:43 20%

Dwarf girlfriend Lynn enjoys multiple orgasms from tasting my futa jism

1 month ago

XXXVogue

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36:20 20%

Nice girl wants to be a strapon mistress and plumb a dude (spanking, first-ever time, comments at the end)

8 months ago

ShemaleMovie

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06:22 17%

Hes My Love��. My Hero.��

3 weeks ago

ShemaleMovie

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19:43 17%

MidLife Crisis (v0.30) - Hetero man having first time anal with a trap (3)

3 years ago

xHamster

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17:42 17%

I Fuck a Tranny Girl for the First Time 4k

4 months ago

Beeg

first time, shemale, reality
05:58 17%

First time teen experience Janine smashing an older guy

4 years ago

TrannyOne

first time, teen (18+)
13:38 14%

FaKings featuring Kate Blacks beautiful women scene

5 months ago

OkXXX

amateur, beauty, black, shemale, spanish, 18, compilation
07:12

Very first Time in Public

1 week ago

ShemaleMovie

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07:28

The Pirate Queens personal boy toy with big boobs and a tight ass

1 week ago

XXXVogue

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09:44

Futanari doe visits Fira for a wild breeding lesson in Centaur Things

1 month ago

XXXVogue

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12:53

She made me spunk two times! Very First time fuckin Britney from Tantaly - Emily Adaire

1 week ago

TrannyGem

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06:34

Trans Girl Punishes And Dominates This Guy And Destroys His Asshole Roughly

1 year ago

BeMyHole

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05:42

Pirate princess Eleanor gives me a wild ride, milking my prostate for an explosive climax

2 weeks ago

XXXVogue

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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

Yesterday

ShemaleZ

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15:51

Vol #8: boinked For The first Time on Femout

1 month ago

ShemaleTaxi

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11:39

Femboy Analqueents gets off on their smooth legs and finishes all over their feet in a first-time experience

6 days ago

XXXVogue

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28:17

Perverted Couple Hires a Shemale for the First Time for a Threesome

1 month ago

$$ FapHouse

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03:47

First time out my cage for a week.

1 week ago

AShemaleTube

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30:08

Trans chick plays with an legal cm fuck stick for the first time, Moans from pain but ends up liking it Succubo16

3 months ago

ShemaleMovie

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09:16

(Part 1) first Time tasting My Own jizm And Drinking Piss, Cum On Food Fetish, Asian Transgender Trap Shemale

1 year ago

ShemaleTaxi

pissing, asian, sissy, first time, crossdresser, food
25:29

Ladyboy Fucks New Boyfriend Outdoors for the First Time Anal

Today

AShemaleTube

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08:12

My first time with a tranny

2 years ago

xHamster

first time
23:21

This Fit Trans Came To Cause Mischief On The City Streets On Her Birthday

1 week ago

BeMyHole

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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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10:49

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

2 months ago

BeMyHole

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05:28

First-Ever time self restrain bondage with keys~

2 weeks ago

TrannyGem

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03:06

Grooby Girls featuring baby girls dildo xxx

1 month ago

PornHat

solo, shemale, asian
07:23

Lesioni di musica, Maya and Luca point of view venture with Trans Kendall. full video on my OF Page.

1 month 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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29:36

Teaching str8 young boy first time ladyboy experience

8 years ago

AShemaleTube

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06:08

Cuties trans action

1 month ago

PornHat

ebony, short hair, strip
10:20

Fucking The Beautiful Adharas Tight Ass For The First Time

6 months ago

HClips

beauty, amateur, colombian, first time
15:57

The first time

2 years ago

AShemaleTube

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