SHEMALE • FIRST TIME 3,185 videos

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06:15

We had a first time 3some with a TS female

11 months ago

TrannyOne

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

5 months ago

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12:00

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2 years ago

xHamster

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09:38

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5 years ago

AShemaleTube

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05:46

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9 months ago

ShemaleZ

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2 years ago

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2 years ago

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05:33

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3 years ago

VideoSection

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07:45 58%

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1 year ago

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22:54

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14 years ago

AShemaleTube

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15:56

My Very First Time Having Bang-Out With a Ts Damsel

6 months ago

KeekAss

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05:38

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3 years ago

BeMyHole

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12:20

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6 years ago

HDSex

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11:07 60%

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3 years ago

HClips

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06:25

Holy hell, what a super-hot three-way with mummy Dee Williams. This is the first time that Ellas met Dr. Williams and they are understandably a bit nervous. Dr. Williams do everything she can to put Ella at ease

2 years ago

ShemaleMovie

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03:33

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1 year ago

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59:03

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1 year ago

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11:36

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2 years ago

xHamster

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09:20

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

3 months ago

ShemaleZ

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16:42 73%

I Recently Acquired A Giant Tentacle Dildo, And In This Video I Use It For The First Time

9 months ago

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23:20

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10 months ago

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15:58

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1 year ago

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16:06

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5 months ago

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14:27

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1 year ago

ShemaleTaxi

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05:50

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4 years ago

TXXX

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04:51

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2 months ago

JizzBunker

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06:33

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5 years ago

ShemaleZ

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10:05

Chloe Temple gets fucked in both ass and pussy on first day at work with doll Winter XX - Trans Angels

3 months ago

XXXDan

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05:54

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4 years ago

ShemaleZ

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08:06

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2 years ago

KeekAss

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16:34

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4 years ago

ShemaleZ

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07:00

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2 months ago

XXXDan

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06:31

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4 years ago

ShemaleMovie

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27:40

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5 months ago

ShemaleTaxi

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11:50

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5 months ago

KeekAss

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07:55

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8 years ago

PornHub

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21:05

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2 years ago

TrannyOne

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11:49

I was romped by a trans nymph for the first-ever time

1 year ago

KeekAss

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05:11

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3 years ago

ShemaleMovie

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06:25

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4 years ago

ShemaleMovie

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36:47

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3 years ago

TrannyGem

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06:00

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4 years ago

ShemaleZ

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06:07

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1 year ago

TrannyOne

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19:39

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5 years ago

ShemaleZ

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08:00

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5 years ago

NuVid

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08:00

Playing With An Uncle Who Is Having Sex With A Transsexual For The First Time With A Big Dick. 15 Min

6 months ago

GetTranny

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07:59

First Time Trans Girl Fucks Her Tight Virgin Ass 14 Min

9 months ago

GetTranny

first time
13:19

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7 months ago

ShemaleZ

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13:00

Trans Verbal Demands -Elegant Look With Glove And Sweet Dress

1 year ago

xHamster

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06:01

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2 years ago

TrannyOne

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10:57

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8 years ago

xHamster

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33:17

Graziella Blond - His First Time With A Shemale

10 months ago

ShemaleZ

first time
07:57

First-Time Fantasy.

2 years ago

TrannyOne

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12:05

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

1 year ago

ShemaleZ

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03:42

Crossdresser Daisy's first time out in the open .

7 months ago

xHamster

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08:00

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5 years ago

IcePorn

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25:07

Needy trans guy gets railed by giant alien! Gummy and The medic, gig 1&2 - Audio/Video Drama

1 week ago

ShemaleMovie

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23:44

First-Ever time for my spouse screw with Transgender Princess Utter (Free-For-All Vid)

4 months ago

KeekAss

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08:36

NextDoorStudios - Elliot Finns very first Time with Trans-Dude Luke Hudson

3 years ago

KeekAss

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05:25

Natalie Mars - Sexy Tranny Milf Fucks A Transgender Man For The First Time

1 year ago

ShemaleZ

first time
06:45

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8 months ago

ShemaleTaxi

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44:47

Intercourse tourist romps a transgender princess for the first time

7 months ago

ShemaleMovie

first time
09:28

Teen Thug first time with Tranny

5 years ago

ShemaleZ

first time
04:04 73%

Anal Fisting First Time

2 years ago

ShemaleZ

teen (18+), teen anal (18+), fisting, first time
04:43

Sissy feels a vibration inside her for the first time

2 years ago

xHamster

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09:49

Prepare for your first-ever time with a real t-girl

4 years ago

ShemaleMovie

bisexual, first time
06:38

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

4 years ago

HClips

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06:53

First-time Fantasy - Sharnell Dupree

2 years ago

ShemaleZ

first time
05:51 64%

POV Asian First Time Anal

4 years ago

ShemaleZ

asian, first time
18:17

First time with a tranny

10 years ago

xHamster

first time
11:46

Instagram follower drills a trans lady for the first-ever time

2 years ago

TrannyGem

first time
12:53

I am sexually aroused about my very first time with a she-creature

5 years ago

HDSex

bisexual, first time
08:01

College dorm sex party first time Intimate Family Affairs

2 years ago

TrannyOne

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04:26

First time for chubby crossdresser

2 years ago

TrannyOne

first time
09:18

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2 years ago

ShemaleTaxi

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16:38

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6 years ago

AShemaleTube

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.

3 weeks ago

BeMyHole

strapon, ass licking, domination, first time, hardcore
04:52

Shaved Cock And Ass The Date - His First Time Discovering His GirlFriend Has A HUGE COCK

2 years ago

BeMyHole

girlfriend, shaving, first time
06:24

She-creature Jusmin first Time act

8 months ago

ShemaleTaxi

first time
08:03

Tgirl Emily Throne Gets Her Ass Drilled

2 years ago

AnyPorn

russian, natural, heels, shaving, first time
22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

1 year ago

xHamster

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08:06

My First Time With A Real Transsexual

3 months ago

ShemaleZ

first time
09:57

Poojas Fuckd By. First Time Shemale

10 months ago

ShemaleZ

first time
07:31

TSPlayground Busty Ladyboy first Bareback on Camera!

5 years ago

TrannyGem

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12:36

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

3 years ago

xHamster

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12:05

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

9 months ago

xHamster

first time
06:46

Sissys training pays off. very first time knuckle in her backside.

1 year ago

ShemaleTaxi

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20:04 92%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

2 years ago

xHamster

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25:54

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4 years ago

ShemaleZ

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06:23

Brunette teen's first time with shemale

5 years ago

AShemaleTube

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07:00

Glory Hole First Time Cum In My Mouth

1 year ago

ShemaleZ

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20:06

Handsome bloke spreads his legs to get his tight ass smashed hard by the blonde shemale beauty

3 years ago

BeMyHole

teen anal (18+), dogging, nipples, 69, titjob, jeans, tight
06:15

Small tits shemale Jade Downing analed

1 year ago

TrannyGem

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15:29

Shemale first time with sex doll

2 months ago

PornHub

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06:06

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4 years ago

TrannyGem

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07:43

First time in drag

1 year ago

TrannyOne

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12:37

The first time of Carolina

8 years ago

xHamster

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14:00

Hetero stud lets Tranny and her boyfriend suck his manstick

1 year ago

ShemaleTaxi

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06:40

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4 years ago

xHamster

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13:04 86%

She made me cum twice! first-ever time boinking Britney from Tantaly - Emily Adaire

8 months ago

ShemaleTaxi

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14:34

Flick Compilation by the Saucy Transgendergirl @Mia-Emilia 1.0

5 months ago

TrannyGem

first time
05:13

Plus-size t-girl Pinky Doggystyles Giant Dildo for very first Time

5 months ago

ShemaleMovie

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17:17

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

2 years ago

ShemaleZ

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02:57

Felicia-CD first-ever time on xhamster

2 years ago

KeekAss

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04:53

First Time Exhibition

11 months ago

ShemaleZ

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08:22

My first-ever time with a real transsexual...

1 month ago

ShemaleTaxi

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07:23

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3 years ago

ShemaleTaxi

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2 years ago

ShemaleZ

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06:10

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5 years ago

AShemaleTube

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3 years ago

KeekAss

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1 year ago

xHamster

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35:43

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4 years ago

KeekAss

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14:18

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4 years ago

ShemaleMovie

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7 months ago

Upornia

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5 years ago

AShemaleTube

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2 years ago

TrannyOne

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06:05

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10 months ago

TrannyGem

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05:27

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2 years ago

TrannyGem

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10:19

Meets Her Stepbro For The First Time And In No Time Gets His Cock Out To Suck - Trans - Angel S, Izzy Wilde And Sage Roux

4 months ago

ShemaleZ

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4 months ago

ShemaleTaxi

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