TRANNY • FIRST TIME 1,066 videos

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07:20

Me (MtF) fucking an FtM in 2010 for the first time.e

10 years ago

xHamster

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06:30

First Time Fucking A Trans Darling By Trannybizzare With The Best

11 months ago

ShemaleZ

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41:08

Anna Hickhiman - Big Tit Latina Anna Fucks Stranger In The Ass For The First Time And Squirts

3 weeks ago

ShemaleZ

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10:25

TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS

2 years ago

xHamster

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05:23

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3 years ago

xHamster

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04:45

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

2 months ago

HClips

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20:15

First Time ass Penetration For t-girl Adria

6 years ago

ShemaleZ

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10:00

First Time Fantasy - Sharnell Dupree And Dominic Pacifico

4 years ago

ShemaleZ

first time
12:55

Eva Maxim Let A Cis Guy Experiment On Her Trans Cock

3 years ago

xHamster

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06:30

Alex Gets Fornicateed By Tgirl For The First Time

4 years ago

ShemaleZ

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05:37

Beautiful 18 year old teen virgin girl riding on a cock for the first time

2 years ago

xHamster

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08:47

Amateur First Time Group Sex

6 years ago

HClips

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06:30

Tranny Cop First Time Hot Xxx 7 Min

4 years ago

Upornia

POV, first time, double penetration
13:24 83%

Petite tranny undresses for the first time and shows what a horny cock she has

3 years ago

xHamster

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03:06

Deep Throating Str8 Guy. It was his first time

6 years ago

ShemaleZ

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12:05

Jewelz Blu In Cis And Trans Mermaids Explore New Bodies In First Time Fuck And Kasei Kei

2 years ago

ShemaleZ

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06:16

Aliya Brynn - First Time Swinging With A Trans, What A Blast

2 years ago

ShemaleZ

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03:39

First Time Teen Tgirl Uses Toy Machine And Strokes Cock

4 years ago

ShemaleZ

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03:04

Pamela was one of the first Ladyboys I managed to shoot porn with after Ladyboy Gold embraced Ladyboy Vice and she only got sexier since that time

4 years ago

TXXX

first time
05:40

Hot Busty TBabe Lena Kellys first time fucking with a BBC

6 years ago

ShemaleZ

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07:50

It's This Sissy Milkboy's First Time

9 months ago

xHamster

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11:06

My Stepon, Who Came Back For The First Time In Three Years

1 year ago

ShemaleZ

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05:08

Pink Sissy Girl Lady Boy White Big Butt White Skin Crossdresser

1 year ago

xHamster

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10:46

First Time Sucking A Shemale Cock

4 years ago

TXXX

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10:35

Straight Nigga First Time With A Tranny - Aniyah Makes Love To His Dick

6 years ago

HClips

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02:28 71%

Smoking Sissy Anal Training

4 years ago

xHamster

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1:29:53

741m584-g02 My Son Who Came Back For The First Time In

2 years ago

ShemaleZ

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07:11

Fernandinha Fernandez - First Time With A Tranny (shemale) And We Enjoy Tasty Cock

4 years ago

HClips

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20:45

First Time ass Penetration For t-girl Adria

7 years ago

ShemaleZ

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08:10

FIRST TIME PEGGING! wazoo plowing, Pegging, And Prostate Milking

6 years ago

HClips

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13:16 71%

ADULT TIME - Curious Cis Couple Have Their First Threesome With Trans Baddie Kasey Kei!

2 years ago

TXXX

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02:26

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5 years ago

xHamster

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05:45

Busty Fucked By Ts For The First Time 6 Min With Summer Vixen, Ariel Demure And Stevie Moon

5 months ago

ShemaleZ

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08:06

Tgirl India Taina Shoots a Generous Cumshot During First Time Machine Sex

4 years ago

TXXX

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14:16

This is our first time having a threesome with a shemale

2 years ago

xHamster

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15:03

No.290 Suleika Latex fucks a sissy anal slut (first time)

5 years ago

TXXX

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1:01:26

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8 years ago

TXXX

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02:37

Skylar and Breds First Time Preview

6 years ago

xHamster

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15:10 54%

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3 years ago

xHamster

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05:58

Cute Tgirls First Time With A Girl

7 years ago

ShemaleZ

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07:45

Guy Is First Time Analed By Busty Shemale Wife 8 Min - Draven Navarro, Ariel Demure And Lolly Dames

5 months ago

ShemaleZ

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05:46

Hot Teen Trannys First Anal Date In A Long Time 6 Min - Alex Victor And Fabriny Lima

3 years ago

ShemaleZ

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08:31

Yanina and Fanny are meeting for the first time for some kinky fun

8 years ago

ShemaleZ

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16:00

Guy having his first time with Geneva and Gina Ryder

6 years ago

ShemaleZ

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03:59

Sexy Brunette Bangs Her Boyfriends Ass For The First Time

4 years ago

ShemaleZ

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12:00

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

2 years ago

TXXX

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03:08

Virgin Ass First Time Dildo It!

2 years ago

TXXX

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06:24

First Time Fembois with Thayane Beck for TrannyBizzare

1 year ago

TXXX

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05:37

First Time Eating Pussy With Orgasm

2 years ago

ShemaleZ

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39:01 74%

A curious woman tries a shemale's cock for the first time

3 years ago

xHamster

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09:40

Fucking The Virgin Ass Of An 18 Year Old Boy For The First Time

2 years ago

ShemaleZ

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08:04

Skinny Trans Teen Fany Menezes Tries For The First Time

1 year ago

ShemaleZ

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05:41

Larissa Leites First Time With Shemale - Barbara Perez

3 years ago

ShemaleZ

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30:05 75%

White tranny takes BBC for first time

6 years ago

TXXX

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07:55

DeeDeeSluts First Time Out in Public

2 years ago

xHamster

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11:09 77%

My First Time With A Shemale From Tantaly - Lina Paige

3 years ago

HClips

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12:29

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

3 years ago

ShemaleZ

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08:06

Pretty Ladyboy First Time In Front Of Camera

2 years ago

Upornia

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05:07

First Time Squirt

1 year ago

xHamster

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04:54

Kaite Sisy tries her fucking machine for the first time

6 years ago

ShemaleZ

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01:57

Martina Trava & Nikki G. - The first time

6 years ago

xHamster

mature, first time
12:05

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

2 years ago

xHamster

beauty, first time
01:44

Recorded on Skype by stranger for the first time

4 years ago

xHamster

stranger, first time
24:53

Deep Digging In The Big Ass Of Beautiful Brat With A Big Dick First Time With Yago Ribeiro

11 months ago

ShemaleZ

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26:49 60%

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

1 year ago

HClips

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03:42

Crossdresser Daisy's first time out in the open .

2 years ago

xHamster

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05:59

Sasha Sucks and Fucks BBC for the First Time

6 years ago

TXXX

first time
05:01

Sissy Takes Cocks In Both Holes For The First Time And Licks Cum Off The Floor

2 years ago

ShemaleZ

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10:00

Stunning Babe Angelina Please Drills Paradise's Tight Asshole For The First Time - Trans Angels

3 years ago

xHamster

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08:07 80%

Car Toon And 3d Animated - Shemale Stepsister Persuaded Stepbrother For Anal Sex For A Long Time, And The Guy Agreed To Take Her Small Dick. Then The Guy Liked It When He Was Fucked In The Ass For The First Time Futa On Male. 8 Min

10 months ago

ShemaleZ

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11:26

Jesscia Bloom Double Anal With Dildos First Time

3 years ago

xHamster

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06:51

Lovely Sissygasm caged clitty squirting

3 years ago

xHamster

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05:57

Asian Ladyboy First Time Masturbating In Front Of Cam

2 years ago

ShemaleZ

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10:43

My First Time With Big Tranny Cock

4 years ago

TXXX

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08:05 90%

Skinny Trans Teen Fany Menezes Tries The Machine for The First Time

2 years ago

TXXX

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05:57

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6 years ago

ShemaleZ

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1:40:20

My first time with a tranny (Full HD Version - Director

3 years ago

xHamster

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29:38

My First Time

1 year ago

xHamster

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04:43

Pixie Pond, Andre Stone And New Trans - Trans Cutie Fucked By A Man For The First Time Ever

2 months ago

HClips

POV, amateur, big cock, shemale, interracial, first time
12:13

I am Excited About My First Time With A t-girl

6 years ago

ShemaleZ

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07:45

Guy Is First Time Topped By Shemale Wife

4 months ago

HClips

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23:12

GORGEOUS BRUNETTE WITH WET PUSSY TASTE SHEMALE COCK FIRST TIME

3 years ago

xHamster

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05:26 80%

White Tranny Trying BBC For First Time

6 years ago

ShemaleZ

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06:02

Filipino femboy has first time anal sex on camera

8 years ago

Upornia

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44:17 92%

Kendall Penny - Southern Sass Submits For The First Time!

3 years ago

ShemaleZ

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07:00

Ts Roadtrip - First Time Sucking Dick Along With Carla E

4 years ago

ShemaleZ

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03:54 88%

Fists Me On Camera For The First Time!

4 years ago

HClips

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02:48

Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).

2 years ago

xHamster

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08:12

Hot and deep inside my ass!!!

2 years ago

xHamster

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12:15

Jayden Marcos And Lena Moon In Gorgeous Trans Tries Swinger Fuck For The First Time

1 year ago

ShemaleZ

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23:43

First Time Double Penetration After 25 Days Without Touching Myself. I Cant Get Enough! Stoner Fav

2 years ago

ShemaleZ

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13:20

Stretching my ass and cumming while riding my new Large Jack dildo

2 years ago

xHamster

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03:18

First Time Cross Dress Fisting

6 years ago

ShemaleZ

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06:00

Inked homo plowed passionately for first time by Asian TS

7 years ago

xHamster

first time
28:43

Raphaella Ferrari In The First Time Of The Incredible

12 months ago

ShemaleZ

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14:25

Double time again

2 years ago

xHamster

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05:44

Aubrey Kate In She Ate My Ass First Time For Me And It Was Amazing

3 years ago

TXXX

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11:31

Jewelz Blu - Cis And Trans Mermaids Explore New Bodies In First Time Fuck And Ka

2 years ago

ShemaleZ

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08:40

FIRST TIME PEGGING! wazoo plowing, Pegging, And Prostate Milking

7 years ago

ShemaleZ

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05:26

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1 year ago

xHamster

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13:14

Gorgeous Experienced Sex With A Trans Girl For The First Time - Marilyn Johnson

2 years ago

Upornia

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02:39

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3 years ago

xHamster

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07:32

Dude Fucks His Trans Crush For His First Time Ts Foxy - Pierce Paris

3 years ago

ShemaleZ

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02:15

His First Time W. Venus Lux - VenusLux

5 years ago

TXXX

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08:15

Guy Is First Time Topped By Shemale Wife - Ariel Demure And Lolly Dames

8 months ago

ShemaleZ

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03:57

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4 years ago

xHamster

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02:01

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4 years ago

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15:08

CindiCsissy eating my own cum for the first time

3 years ago

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26:23

Shemale fucks Petite transgirl for the first time in the New Year

1 year ago

xHamster

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08:06

My First Time With A Real Transsexual

1 year ago

ShemaleZ

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05:45

Queenie Sateen And Erica Cherry In Curly Haired Lesbian Gets Fucked By Ts For First Time 6 Min

5 months ago

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03:03

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10 years ago

xHamster

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03:56

First Time For Chubby Crossdresser

4 years ago

ShemaleZ

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04:42

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3 years ago

Upornia

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19:13 60%

My First Time

1 year ago

ShemaleZ

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08:55

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6 years ago

TXXX

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4 years ago

xHamster

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02:34

Sissy CD Samara Coxxx training her pussy some more - riding a dildo

3 years ago

xHamster

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04:11

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6 years ago

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05:16

Tvmandyspencer Fucks Her Hungry Virgin Asspussy With Her Biggest Dildo For The First Time. Such A Slut

2 years ago

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