TRANNY • FIRST TIME 1,067 videos

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52:24 95%

Trans Welcome Gonzo First Time Double Butt - Vanessa Jhons

4 years ago

ShemaleZ

handjob, big ass, MILF, big tits, tattoo, big cock, toys
20:04 93%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

couple, interracial, ass, first time, post op
44:17 92%

Kendall Penny - Southern Sass Submits For The First Time!

3 years ago

ShemaleZ

stockings, fetish, BDSM, ass, first time, brunette
20:01 91%

Pretty young tgirl ass fucked for the first time

5 years ago

ShemaleZ

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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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13:02 90%

Kendal Penny has anal fun in college

4 years ago

xHamster

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52:54 90%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 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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10:46 90%

Transexual Brandy Alexander gets fucked and facialized for the first time

6 years ago

ShemaleZ

facial, first time
35:58 90%

Fresh faced dickgirl masturbates for the first time on cam

9 years ago

TXXX

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03:10 89%

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

2 years ago

xHamster

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03:23 89%

First Time Fucked by a Shemale

6 years ago

ShemaleZ

18, first time
39:35 89%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

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05:55 89%

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

3 years ago

ShemaleZ

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16:00 88%

Femdom Ts Initiation: First Time Fuckers

5 years ago

ShemaleZ

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10:32 88%

First Time Bbc For Cute Ts

2 years ago

TXXX

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18:53 88%

Made His First Time Memorable - Anastasia Penny

1 year 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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05:57 88%

My first time with a MILF

6 years ago

ShemaleZ

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10:12 86%

My Teen 18+ Stepsister Wants To Try A Cock For The First Time 10 Min - Amanda Riley And Steve Rickz

9 months ago

ShemaleZ

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03:01 86%

FEMOUT XXX: Lemmi's First Time!

3 years ago

xHamster

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13:00 86%

Nur mit Gummi in den Arsch bitte

4 years ago

xHamster

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16:37 86%

First Time Topping - T4t Intimate Cute Anal

9 months ago

HClips

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25:54 86%

First time BBC

6 years ago

ShemaleZ

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22:32 86%

First time BBC FTM Transman Ethan Hawk

4 years ago

xHamster

couple, BBC, first time, FTM
23:10 85%

Fucked For The First Time with Domino Presley

4 years ago

ShemaleZ

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06:15 85%

Getting Dominated And Sucking Cock For The First Time Like A Little Slut With Facial 7 Min

3 years ago

ShemaleZ

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21:39 85%

Jamie French And Erica Cherry Fuck For The First Time And They Fuck Hard! Ots764

4 years ago

TXXX

french, first time, cumshot
10:25 85%

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
14:58 84%

My first time with a trans girl !!

1 year ago

xHamster

amateur, homemade, teen (18+), shemale, lingerie, shemale and girl, big cock
15:34 83%

ASIANTGIRL - Compilation Updates 27th Jan to 31st Jan '25

9 months ago

xHamster

compilation, asian, solo, masturbation, first time, shemale
35:17 83%

The First Time Married To A Trans Girl

5 months ago

HClips

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33:17 83%

His First Time With A Shemale

3 years ago

ShemaleZ

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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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28:17 83%

My trans girlfriend fucks me for the first time. She loves how she fucks my ass

2 years ago

xHamster

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06:01 83%

Husband & wifes first time with a Shemale

6 years ago

ShemaleZ

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08:12 83%

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

2 years ago

xHamster

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24:09 83%

Phat Rabbit Killer My First Time

4 years ago

HClips

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32:17 82%

Helena Price - First Time With A Ladyboy Hd

4 years ago

ShemaleZ

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14:34 82%

Hot young Tgirls first time on fuck machine before I cum all over her face!

5 years ago

TXXX

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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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28:10 81%

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

2 years ago

ShemaleZ

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17:21 81%

I Fuck A Tranny Girl For The First Time 4k

3 years ago

ShemaleZ

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15:32 81%

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

4 years ago

ShemaleZ

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23:44 81%

Her first time with a Shemale

8 years ago

xHamster

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12:29 81%

Shy Latino First Time With A Shemale

6 years ago

TXXX

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14:22 81%

Sophie & Quinns First Time

4 years ago

Upornia

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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

mom, first time
27:53 80%

Anastasia Penny – He Hired An Escort For The First Time

2 years ago

Upornia

big tits, lingerie, first time, escort, interracial
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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05:26 80%

White Tranny Trying BBC For First Time

6 years ago

ShemaleZ

first time
11:30 80%

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

2 years ago

TXXX

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03:12 80%

Crossdresser Fucks Uncle for First Time

7 years ago

ShemaleZ

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06:11 80%

Ladyboy Thippy & Noi first time 3 some

6 years ago

TXXX

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06:15 79%

Marilyn Johnson And Claire Tenebrarum In Marilyn First Time To Blow Shemale Cock

2 years ago

ShemaleZ

first time
39:41 79%

Skinny Asian ladyboys first time on camera

1 year ago

xHamster

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17:26 78%

Alexandra Bxl In Young Guy Fucked In The Ass For The First Time By A Tranny

4 years ago

ShemaleZ

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09:30 78%

Asian Transgirl Daniella Teas First Time Getting Fucked By A Guy On Video - Rough Sex

1 year ago

Upornia

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01:28 78%

Casting Guy First Time - Itzelxxx

2 years ago

TXXX

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17:39 78%

Huge Cock TS Shemale Fuck Latina Teen Girl First Time

5 years ago

xHamster

teen (18+), german, bisexual, teen anal (18+), 69, asshole, first time
12:20 78%

Sissy Training After First Time Feminization

1 year ago

xHamster

BDSM, first time, sissy
01:21 78%

Mirans First Time

2 years ago

TXXX

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12:05 77%

Beauty Fucks For Her First Time With A Trans And Its With Spencer Bradley

2 years ago

ShemaleZ

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15:26 77%

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

11 months 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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10:15 76%

Crossdresser First Time Sucks Cock Gets Fucked Facial Full Sissy

3 years ago

TXXX

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06:02 76%

Filipino Femboy Has First Time Bareback Anal Sex On Camera

4 years ago

ShemaleZ

filipina, first time, femboy
13:00 76%

Trans Verbal Demands -Elegant Look With Glove And Sweet Dress

2 years ago

xHamster

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18:23 76%

Barbie Girls Don't Need A Ken. They Have Their Own Dicks

1 year ago

xHamster

teen (18+), blowjob, shemale and girl, cumshot, first time, creampie
01:52 76%

Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt

3 years ago

xHamster

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04:04 76%

Anal Fisting First Time

3 years ago

ShemaleZ

teen (18+), teen anal (18+), fisting, first time
1:29:57 75%

M584G02 son who has returned for the first time in a few years is a transcendental transsexual.

2 years ago

xHamster

bisexual, orgasm, japanese, cum in mouth, first time
11:09 75%

My first time with a shemale sexdoll from Tantaly

3 years ago

xHamster

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30:05 75%

White tranny takes BBC for first time

6 years ago

TXXX

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08:19 75%

First Time Taste Drink My Own Cum. Handjob And Double Cum

2 years ago

xHamster

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18:51 74%

Fucked by a man for the first time.

5 years ago

ShemaleZ

POV, first time, asian, teen (18+)
30:46 74%

Jamie French And Bambi Bliss - First Time Ots846

3 years ago

ShemaleZ

shemale, french, ass licking, first time, stockings
06:05 74%

Your First Time Getting Fucked By A Trans Girl: First Date Gfe Pov Femdom

2 years ago

ShemaleZ

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10:00 74%

Boy first time with tranny

13 years ago

xHamster

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08:06 73%

It Was His First Time With A Trans Woman At First He Was A Little Nervous But He Started To Loosen Up

2 years ago

TXXX

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03:40 73%

Your Very First Time - Trans Femdom GFE with Melissa Masters

3 years ago

xHamster

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04:20 72%

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

6 years ago

TXXX

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03:41 71%

Anonymous Random Grindr Fuck - First Time With Trans

2 years ago

ShemaleZ

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07:36 71%

Kathy Young Sexy Shemale First Time With Her Stepdaddy Playing 69 In Bed

6 months ago

HClips

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05:13 71%

Lena And A Married Males First Time

3 years ago

TXXX

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04:38 71%

Dude had first time anal with shemale

6 years ago

ShemaleZ

anal, fetish, domination, first time
07:40 71%

Twink Got Nervous Sucking Tranny S Dick For The First Time - Teaser 8 Min

3 years ago

TXXX

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02:28 71%

Smoking Sissy Anal Training

4 years ago

xHamster

smoking, train, first time
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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39:01 71%

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

3 years ago

xHamster

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16:51 71%

Young Sexy Ladyboy First Time With Her Sugar Stepdaddy Suck Fuck Cum - Sugar Daddy

6 months ago

HClips

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36:39 70%

Comes To Visit For The First Time Surprisingly Is A

1 year ago

ShemaleZ

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15:30 69%

I arrived by surprise. It was his first time sucking a shemale

2 years ago

xHamster

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12:06 68%

My First Time With A Trans

1 year ago

HClips

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51:27 68%

Little ones first time - all 3 angles

5 years ago

TXXX

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2:25:10 67%

First Time Fembois 2

3 years ago

ShemaleZ

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13:24 67%

Desi Village Girl Tight Pussy First Time Xxx Video, Desi Hot Beautiful Tgirl

2 months ago

DesiPornTube

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04:00 67%

Whats Russian for Suck my Cock? First Time Girl Fucked By TS Teacher

9 years ago

TXXX

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25:17 67%

Vivien Valero First Time shelady Strokers ladyboy

6 years ago

ShemaleZ

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20:09 67%

First Time Working Out With New Gym Buddy Fucks New Tantaly - Emily Adaire And Lina Paige

10 months ago

HClips

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03:01 67%

Lemmis First Time!

3 years ago

HClips

first time
05:31 67%

BIG DICK TRANS TRIES HONEYPACK FOR THE FIRST TIME

2 years ago

xHamster

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19:58 66%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

3 years ago

xHamster

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55:15 64%

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

2 years ago

xHamster

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16:30 64%

Teen shemale LOVES first time with boyfriend

9 years ago

TXXX

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05:51 64%

POV Asian First Time Anal

6 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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02:55 63%

The first time I take a dick in my ass

5 years ago

xHamster

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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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04:05 63%

Young sissyslut getting pounded for first time by complete stranger

6 years ago

ShemaleZ

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1:02:42 62%

First Time Visit To The Gloryhole For This attractive playgirl

6 years ago

ShemaleZ

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2:36:25 62%

Yui Hatano And Hibiki Otsuki - Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

2 years ago

ShemaleZ

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08:06 62%

My First Time Have Sex With Black American Man

7 months ago

ShemaleZ

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12:18 62%

Shemale and her boyfriend first time on cam

8 years ago

ShemaleZ

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17:17 62%

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

3 years ago

ShemaleZ

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44:40 61%

Indian Taina - My First Time With An Indian

2 years ago

ShemaleZ

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08:58 60%

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7 years ago

xHamster

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04:59 60%

Trans Has Her First Time With Her Cousin

2 years ago

ShemaleZ

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06:00 60%

Amateur Porn Ladyboy First Time On Cam Bareback Butt Sex

4 years ago

ShemaleZ

first time
06:31 60%

Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom

2 years ago

xHamster

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