TRANNY • FIRST TIME 1,052 videos

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45:20

His first time with a Shemale

5 years ago

xHamster

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22:34

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4 years ago

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13:18

Pixies almost first time, August 2016. (Softcore/non-porn)

5 years ago

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05:58

The First Time I Had Sex With A Schoolgirl It Really Made Me Want To Have Sex With

1 year ago

Upornia

first time
37:10

Pixie and Rachael making out. First time

5 years ago

ShemaleZ

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04:43

Sissy feels a vibration inside her for the first time

3 years ago

xHamster

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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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05:59

Real Straight Fucked Bareback By 2 Latinas Shemales For The First Time - ShemaleVideos

1 year ago

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23:44 81%

Her first time with a Shemale

7 years ago

xHamster

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55:09

M584g01 Stepson Who Has Returned For The First Time In 5 Years Is A Transcendental Transsexual?

1 year ago

ShemaleZ

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06:01

Husband & wifes first time with a Shemale

5 years ago

ShemaleZ

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17:36

Fucking first time!

6 years ago

xHamster

first time
09:20

My First Time With A Trans. Part 3. He Moves Deliciously On Top Of My Cock

1 year ago

ShemaleZ

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15:16

Crossdresser first time Dressing for man

7 years ago

ShemaleZ

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06:57

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7 years ago

ShemaleZ

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05:50

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5 years ago

TXXX

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08:15

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5 years ago

TXXX

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04:09

Femboy First Time On Grindr

4 years ago

ShemaleZ

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04:52

FTM First Time trying Double Penetration, it felt amazing!

1 year ago

xHamster

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10:32 87%

First Time Bbc For Cute Ts

2 years ago

TXXX

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03:33

MonikaMonika First time anal play

2 years ago

xHamster

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12:30

Is this your first time with a Brazilian shemale

6 years ago

xHamster

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18:17

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11 years ago

xHamster

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05:45

Korra Del Rio - His First Time With A Hot Tranny

2 years ago

TXXX

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52:54 94%

Trans Vanessa Jhons welcome Gonzo first time double anal

4 years ago

TXXX

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15:05

My First Time With With Lina Paige

3 years ago

ShemaleZ

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12:14

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7 years ago

ShemaleZ

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10:20

Remigio Zampa starts a girl to anal intercourse!Roby Bianchi

5 years ago

xHamster

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28:31

My Trans Girlfriend Fucks Me For The First Time. She Loves How She Fucks My Ass

1 year ago

ShemaleZ

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06:38

Z Fucks My Ass with a Strapon (his first time!)

6 years ago

HClips

strapon, first time
06:00

Alex gets banged by Tgirl for the first time

5 years ago

ShemaleZ

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05:10

Brunette shemale first time anal with cumshot

6 years ago

ShemaleZ

18, first time
05:51 64%

POV Asian First Time Anal

5 years ago

ShemaleZ

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05:10

Sexy Ladyboy Tarja Lou Fucks The First Time

2 years ago

ShemaleZ

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06:29

First Time Fembois with Thayane Beck for TrannyBizzare

1 year ago

xHamster

beauty, first time
05:45

Lena Moon - His First Time With A Tranny

2 years ago

ShemaleZ

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06:06

My first time with a trans. Part 1 While my friend rests

1 year ago

xHamster

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21:04

First Time Sthis chabmale Sex encounters

6 years ago

ShemaleZ

first time
05:55 93%

Premiere: Ashley Is Fucked By A Shemale And Swallows For The First Time Transsexual Sperm! 6 Min With Ashley Cumstar And Rosella Extrem

2 years ago

ShemaleZ

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39:35 86%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

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10:57

Are you excited about your first time with a tranny

9 years ago

xHamster

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04:20 67%

Old man partners daughter and tranny first time Alyssa Gets Her Way With

6 years ago

TXXX

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06:11 79%

Ladyboy Thippy & Noi first time 3 some

6 years ago

TXXX

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22:53

His first time with a tranny

11 years ago

xHamster

first time
03:31

My thin Asian crossdressers for his first time

5 years ago

TXXX

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05:45

Kate Zoha And Pristine Edge In First Time To Fuck By A Trans

2 years ago

ShemaleZ

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03:11

ASIANTGIRL: ENTER BASTY!

1 year ago

xHamster

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06:53

First-time Fantasy - Sharnell Dupree

3 years ago

ShemaleZ

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13:36

First Time Fucking My Ass On Stream On Star Wars Day

2 years ago

ShemaleZ

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03:44

Bigcock transgender makes a submissive man crave for her cum

4 years ago

xHamster

first time
05:51

Teen guy fucks tranny first time

6 years ago

ShemaleZ

first time
06:30

First Time Fucking A Trans Darling By Trannybizzare With The Best

4 months ago

ShemaleZ

first time
20:04 92%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

3 years ago

xHamster

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06:33

Ladyboy for first time sex - KimCock

6 years ago

ShemaleZ

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10:10

Beautiful 18 year old trans girl fucking for the first time with her new sex toy

1 year ago

xHamster

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05:54

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5 years ago

ShemaleZ

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11:07 60%

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

5 years ago

HClips

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05:07

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1 year ago

xHamster

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16:34

First time

5 years ago

ShemaleZ

first time
16:29

Your first time with a tranny will be incredible

7 years ago

xHamster

gangbang, first time
10:12

Trans Bunnygirl Tries Vibrations For The First Time

1 year ago

ShemaleZ

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16:20

My First Time With A Trans And The First With Agatha Lyra

2 years ago

ShemaleZ

tattoo, first time
08:06

My First Time Have Sex With Black American Man

2 weeks ago

ShemaleZ

black, first time
11:06

Bearly Legal Fem Boy Sucks Dick On Camera For The First Time 18 Year Old Facial

1 year ago

TXXX

first time
11:36

Cute TRANNY first time SISSYGASM after make up and stroking

3 years ago

xHamster

cute, first time
08:22

Nerdy Tranny Tastes Cock for the First Time

4 years ago

xHamster

first time
06:57

Pink Sissy Girl Lady Boy White Big Butt White Skin Crossdresser

9 months ago

xHamster

teen (18+), crossdresser, massage, cumshot, shemale and girl, first time
05:10

Pierce Paris and Janelle Fennec first time anal scene sex in the bedroom

5 years ago

ShemaleZ

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13:19

Cd Tries Fucking Dildo For The First Time

1 year ago

ShemaleZ

first time
09:12

HIS FIRST TIME WITH A WOMAN WITH A DICK

2 years ago

xHamster

first time
02:36

First Time

6 years ago

xHamster

first time
10:25 84%

Is Meeting Her For The First Time And Her Pussy At The Same Time - Angel S And Jade Venus

2 years ago

ShemaleZ

MILF, big tits, blonde, first time
18:24

T-girl Alexandra naked for the 1st time,playing with herself

3 years ago

xHamster

mature, first time
08:34

Straight First Time Explode in Sissy Mouth

8 years ago

xHamster

first time
06:31

This Guy Gets Fucked For The First Time By His Friend. Too Much Fun When Top Gets Penetrated For The First Time By Big Cock In Her Tight Little Ass 7 Min

2 years ago

TXXX

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22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

2 years ago

xHamster

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32:49

Cassie Takes A Dragon For The First Time - Cassie Cummings

3 years ago

ShemaleZ

tattoo, first time
10:20

Claudia Clars First Time Cum

6 years ago

TXXX

first time
07:50

It's This Sissy Milkboy's First Time

2 months ago

xHamster

sissy, crossdresser, first time
10:12

My Ebony Friend Wanted To Fuck A Trans For The First Time 10 Min With Mocha Menage

1 year ago

TXXX

lingerie, first time
10:42

Part 2 My little stepbrother has his first time with a trans and I help him by lending him my ass

9 months ago

xHamster

homemade, first time
02:08

GROOBYDVD: Femout First Time Fuckers #2

4 years ago

xHamster

JOI, first time
15:32 84%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

3 years ago

ShemaleZ

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11:09 75%

My first time with a shemale sexdoll from Tantaly

2 years ago

xHamster

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04:55

Straight Guy Sucks Dick For The First Time

3 years ago

ShemaleZ

first time
05:44

Enjoying the bra and used pussy pads which are still warm

1 year ago

xHamster

japanese, first time
14:28

My first time with a 24 cm dildo and cumming like a sissy

1 year ago

xHamster

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22:32 83%

First time BBC FTM Transman Ethan Hawk

4 years ago

xHamster

couple, BBC, first time, FTM
03:10 92%

TGIRLS.PORN: Cloudy Vi & Lilia Lust: 400th TGirls.Porn Scene

2 years ago

xHamster

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27:19

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

11 months ago

ShemaleZ

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08:37

Angela Tamrih first time being on top

5 years ago

ShemaleZ

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13:02

Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky

4 years ago

xHamster

first time
08:05

First time FTM is barebacked by hung muscular DILF

3 years ago

xHamster

first time, FTM
05:45

Kasey Kei - Tattooed Guy Enjoys His Very First Time Of Trans Transaction

2 years ago

ShemaleZ

first time
06:40

First time adventure

5 years ago

xHamster

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07:19

Fucked For The Very First Time - Domino Presley

4 years ago

ShemaleZ

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06:02 64%

Filipino femboy has first time bareback anal sex on camera

8 years ago

xHamster

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07:00

Glory Hole First Time Cum In My Mouth

2 years ago

ShemaleZ

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05:46

Newbie Hot Shemale First Time On Webcam Bb Anus

1 year ago

ShemaleZ

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05:35

Usually i fuck first but now its your time

6 years ago

ShemaleZ

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04:04 74%

Anal Fisting First Time

3 years ago

ShemaleZ

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14:07

Cute Trans Girl Spends Her First Time In Chastity Cage Riding Dragon Dick

2 years ago

ShemaleZ

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19:02

First time anal (no sound)

6 years ago

TXXX

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10:52

Cockcaged Slave First Time Anal Fingering

2 years ago

ShemaleZ

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25:54 86%

First time BBC

5 years ago

ShemaleZ

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09:52

Fucked Trans Girlfriend For The First Time

1 year ago

ShemaleZ

BDSM, first time
05:45

Petite Asian First Time Fucked By A Transgender - Ivory Mayhem And Kimmy Kimm

1 year ago

ShemaleZ

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22:38

Tranny Shemale Fucks Straight Guy - First Time Transsexual Fucking

2 years ago

ShemaleZ

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15:26

Its finally time to fuck my first tranny

7 years ago

xHamster

first time
10:15

Young Tranny First Time

4 years ago

xHamster

first time
08:07

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

4 months ago

ShemaleZ

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12:37

The first time of Carolina

9 years ago

xHamster

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05:54

My first time with a MILF

5 years ago

ShemaleZ

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05:17

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1 year ago

xHamster

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03:02

Sucking Off Str8 Guy. Its his first time

5 years ago

TXXX

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13:00 83%

Trans Verbal Demands -Elegant Look With Glove And Sweet Dress

2 years ago

xHamster

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05:30

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5 years ago

ShemaleZ

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33:17

Graziella Blond - His First Time With A Shemale

1 year ago

ShemaleZ

first time
20:31

Blonde for the first time

7 years ago

ShemaleZ

first time
15:58

This is our first time fucking a tranny

3 years ago

xHamster

JOI, first time

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