SHEMALE • FIRST TIME 4,350 videos

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09:44 95%

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

6 months ago

XXXVogue

cartoon, futanari, cumshot, first time, creampie
09:47 94%

MILF Stepmom Let Stepsons TS GF Fuck Her Asshole

6 months ago

BeMyHole

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20:43 92%

My first time dominated by scorching light-haired t-girl LaraMCX

3 days ago

ShemaleMovie

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20:04 91%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

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20:33 91%

My first time getting dominated by a hot blonde trans babe

5 months ago

XXXVogue

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10:12 91%

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

1 year ago

ShemaleZ

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07:32 91%

Futanari stepdaughter has her first anal time with her horny mommy [Hentai Uncensored]

2 years ago

MyLust

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10:46 90%

Transexual Brandy Alexander gets fucked and facialized for the first time

7 years ago

ShemaleZ

facial, first time
10:57 90%

LEGACY MESS : Filipino fuckslut With Big Cock for the first time in pornography muddy Fucks deep hard in the Throat and Ass of her Partner

3 years ago

ShemaleTaxi

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09:46 90%

LIL Young Transgirl Sissy gets RODE by wall plaything for the VERY FIRST TIME

2 years ago

TrannyGem

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16:00 90%

Femdom Ts Initiation: First Time Fuckers

5 years ago

ShemaleZ

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03:06 89%

GROOBYGIRLS - Eris Jolie First Time Sexy Performance

2 years ago

TrannyGem

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06:06 89%

Whats Russian For Suck My Cock? First Time Girl Fucked By Ts Teacher - Lora Hoffman

2 months 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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07:37 88%

Cutiepii33quinn Gets Her Cherry Arse Nailed For Very First Time

6 months ago

PePorn

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52:54 88%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

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17:56 88%

Legacy Mess: bony transgender princess humps a guy for the first time. P2

8 months ago

ShemaleMovie

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08:07 87%

I try my transsexual friends cock for the first time

2 years ago

PornDr

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21:17 87%

I went to pulverize a trans with a good-sized jizz-shotgun and finished up being violated into by her in the end.

10 months ago

TrannyGem

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06:32 86%

Your First Time Getting Fucked by a Trans nymph: First rendezvous GFE point of view Femdom

2 years ago

ShemaleTaxi

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14:39 86%

Ride With A Beautiful & Wonderful Tranny Isabella Salvatore

9 months ago

BeMyHole

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10:36 86%

First-ever time assfucking. Lovely Transgirl plays with herself. Sploog ejaculation

2 years ago

KeekAss

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33:58 86%

For the first-ever time he put the metal in the trans - Isa Oliveira

3 months ago

KeekAss

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03:06 86%

FEMOUT XXX - Angel Monroe First Time To Exposed Her Goodies

2 years ago

AShemaleTube

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08:07 86%

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

1 year ago

ShemaleZ

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06:26 86%

Trans Lesbians first-ever Time Together

3 years ago

ShemaleTaxi

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18:15 86%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

4 years ago

TrannyGem

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06:20 85%

Tgirl Emma Roses first time with a woman

1 year ago

KeekAss

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18:24 85%

The very first time

2 years ago

AShemaleTube

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30:27 85%

Skinny she-male gets insatiable anal fucked in the small ass

11 months ago

VideoSection

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19:12 85%

CD TRANSSEXUAL FIRST-EVER BIG BLACK COCK !! HE CAME INWARDS of Me TWO TIMES!!! WARM PUBLIC SISSY

4 years ago

TrannyGem

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32:51 84%

French tgirl : his first time with a sexy dicky girl

5 years ago

AShemaleTube

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05:00 83%

Post-Op Ladyboy Beauty Natty Fucked Bareback

2 years ago

BeMyHole

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03:34 83%

Melissa Masters In Your Very First Time - Trans Femdom Gfe

6 months ago

Fuxxx

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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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03:01 83%

FEMOUT GONZO: Lemmis Very First Time!

3 years ago

KeekAss

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28:18 83%

Amazing Roxxie Moth Gets Anal Bareback First Time

5 years ago

BeMyHole

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19:39 83%

Horny Danish Boy - His First Time

4 months ago

BeMyHole

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12:08 83%

My First Time With A Trans

3 years ago

BeMyHole

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11:39 83%

I&m so ultra-kinky that I SISSYGASM hastily after making up my bitchy she-creature face for the very first time

4 years ago

TrannyGem

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06:08 83%

Curvy Black Trap Twerking and Tugging

7 years ago

TrannyGem

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07:37 83%

First time in the Ass iwant a doggy style!

1 year ago

AShemaleTube

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03:06 83%

FEMOUT XXX - Jaede First Time Solo Masturbation Reveals

1 year ago

AShemaleTube

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04:30 83%

Topping a guy friend for the first time!!!

4 years ago

TrannyOne

first time
53:12 83%

First time anal couple sex blonde tgirl

7 years ago

AShemaleTube

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14:58 83%

My first time with a trans girl !!

1 year ago

xHamster

homemade, teen (18+), shemale, bisexual, lingerie, shemale and girl, big cock
05:08 82%

Dude for the first time gets shemales male stick

7 years ago

Analdin

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32:17 82%

Helena Price - First Time With A Ladyboy Hd

4 years ago

ShemaleZ

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15:53 82%

Vol #10: screwed For The very first Time on Femout

6 months ago

ShemaleTaxi

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12:53 82%

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

5 months ago

TrannyGem

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16:43 82%

Feels Like The First Time . . .

4 years ago

TrannyOne

skinny, first time, anal
15:18 82%

BEGINNER TRANSE ZUM ERSTEN MAL IN DEN ARSCH GEFICKT UND BESAMT ASS JOB

4 years ago

TrannyGem

german, bisexual, crossdresser, riding, nylon, slut, first time
15:34 81%

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

1 year ago

xHamster

compilation, asian, solo, masturbation, first time, shemale
08:12 80%

My first time with a real shemale

2 years ago

XXXDan

brazil, orgasm, facial, first time
11:34 80%

Sissy trans Artemis Asteria gets intimate with roommate for the first time

2 years ago

AnySex

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08:14 80%

Trans Taking an anal chastity

11 months ago

ShemaleMovie

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29:36 80%

Teaching str8 young boy first time ladyboy experience

8 years ago

AShemaleTube

erotic, first time
07:18 80%

TGirl pummels Step Sister bum For The first Time

1 month ago

ShemaleMovie

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07:18 80%

TGirl fucks Step sister booty For The First Time

1 year ago

VideoSection

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08:07 80%

TRANSSEXUAL Kim Wagner bangs a young homo, it is him first-ever time

1 year ago

TrannyGem

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02:57 80%

Modest tranny lets her new boyfriend fuck her tight hole for the first time.

1 year ago

AnySex

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09:39 80%

My first time with a trans. Part 3. I fuck her nice ass

2 years ago

JizzBunker

teen (18+), teen anal (18+), latina, first time, couple, amateur
4:12:46 80%

Oots-015 Sensitive Cosplayer Who Gets Her Anus Penetrated And Writhes In Agony. Anal Masturbation, Deep Throat, Sensitive, First Time Filming, Female Orgasm, Ahegao, Lesbian, Anal Sex, Lotion Play, Pov, Doujinshi, Cosplay, Cosplayer, Big Cock, 3p, Fa

11 months ago

ShemaleZ

teen (18+), lesbian, POV, teen anal (18+), orgasm, lingerie, first time
06:15 80%

Straight guys first time to fuck tranny

3 years ago

TrannyOne

first time
14:15 80%

Beautiful shemale pounds the guys ass bareback for the first time

4 years ago

TrannyOne

first time
03:12 80%

Crossdresser Fucks Uncle for First Time

7 years ago

ShemaleZ

uncle, first time, crossdresser
23:45 80%

First-time solo webcam pleasure session

8 months ago

XXXVogue

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05:26 80%

White Tranny Trying BBC For First Time

6 years ago

ShemaleZ

first time
03:06 80%

Genevieves short skirt sex by Grooby Girls

5 months ago

PornHat

small cock, solo, cute, masturbation
23:22 80%

Fucked for the First Time

5 years ago

BeMyHole

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17:21 80%

I Fuck A Tranny Girl For The First Time 4k

3 years ago

ShemaleZ

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04:50 80%

Inexperienced Teen Fuck My Ass For The First Time, Did He Cum Quickly?

2 years ago

BeMyHole

teen (18+), creampie, chubby, teen anal (18+), BBW, nipples, first time
39:11 79%

A nosey woman tries a shemales spunk-pump for the very first time

4 years ago

ShemaleTaxi

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13:59 79%

TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

2 years ago

xHamster

shemale, shemale and girl, first time
08:09 79%

My very first time

4 years ago

TrannyOne

first time
15:21 79%

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

11 months ago

SomePorn

blowjob, dogging, ass licking, cumshot, ass, deepthroat, reality
12:29 79%

Shy Latino First Time With A Shemale

6 years ago

TXXX

shy, first time
06:00 79%

First time anal bareback for this amateur teen ladyboy

6 years ago

AShemaleTube

small cock, asian, ladyboy, first time
07:18 78%

Ebony transsexual Trea Rich gets filled up

4 months ago

XXXVogue

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15:26 78%

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

1 year ago

xHamster

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07:31 78%

Transgender mom, young petite, sissy feminization

1 week ago

XXXVogue

amateur, mom, indian, beauty, shemale, train, bondage
05:48 78%

Straight Guy First Time To Fuck A Trans And First Time To Try A Lady Cock

1 month ago

HClips

shemale fucks guy, teen (18+), asian, amateur, ladyboy, first time
06:02 78%

Filipino Femboy Has First Time Bareback Anal Sex On Camera

5 years ago

ShemaleZ

filipina, first time, femboy
11:11 78%

Meaty fake penis destroys my little cootchie

1 year ago

ShemaleTaxi

feet, beauty, dildo, uniform, girlfriend, babe, penis
10:38 78%

My first-ever ever 3some!!!

9 months ago

ShemaleMovie

amateur, beauty, double anal, blonde, big cock, deepthroat, first time
35:17 78%

The First Time Married To A Trans Girl

11 months ago

HClips

POV, lingerie, shemale and girl, bareback, first time, brunette
09:30 77%

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

1 year ago

Upornia

asian, shemale, interracial, big cock, first time
04:04 77%

Anal Fisting First Time

4 years ago

ShemaleZ

teen (18+), teen anal (18+), fisting, first time
03:06 77%

Transgender scene with sultry fiancée from Grooby Girls

6 months ago

PornHat

feet, solo, first time, nipples, glasses, jeans
05:14 77%

Trans has her first time with her step cousin

2 years ago

ShemaleTaxi

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15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

2 years ago

KeekAss

amateur, stockings, creampie, bareback, first time, webcam
04:31 77%

Assfucking Internal Ejaculation Gushes Out Onto Camera As Lil Trans Gets Plumbed

5 months ago

TrannyGem

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16:12 76%

Stephie scarlet first time pegging a tgirl

2 years ago

IcePorn

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1:29:57 76%

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
09:39 75%

Brand Cutie Fucked By A Man For The First Time Ever With Pixie Pond And New Trans

6 days ago

HClips

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14:48 75%

My internet buddy has intercourse for the first-ever TIME with a trans girl and his femboy friend gets all his CUM in his face

1 month ago

ShemaleMovie

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05:32 75%

Post-Op Thai Shemale Meiji Pussy Bareback

2 years ago

BeMyHole

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10:57 75%

LEGACY MESS : Filipino Slut With ginormous Cock for the first time in pornography messy Fucks deep hard in the Throat and Ass of her Partner

9 months ago

ShemaleMovie

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18:14 75%

Pure TABOO asian cherry Lulu Chu Gets ALIEN DICK DRAINED By Stepmom Penny Barber & Dr. Sophia Locke!

5 months ago

ShemaleMovie

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06:20 75%

Teen guy sucking tranny cock first time

4 years ago

TrannyOne

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30:05 75%

White tranny takes BBC for first time

7 years ago

TXXX

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09:37 74%

Coming Back From A Party, Lizzy Makes Me Very Naughty

1 year ago

BeMyHole

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11:02 74%

Pretty Ebony TRANSSEXUAL YPB In Her Very first Time Humping A Fellows Arse

5 months ago

KeekAss

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09:02 73%

J want you to take me like this!

5 months ago

ShemaleTaxi

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39:01 73%

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

4 years ago

xHamster

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16:30 73%

Fancy womans small tits sex

2 months ago

PornHat

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01:21 73%

Arab Femboy First Time Anal

5 years ago

AShemaleTube

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29:55 73%

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

7 months ago

BeMyHole

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01:28 73%

Casting Guy First Time - Itzelxxx

2 years ago

TXXX

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10:36 73%

My First Time With My New Ejaculating Fantasy Dildo

2 years ago

BeMyHole

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15:46 72%

Turning My husband Into Tranny tart, lady first time with Tranny

1 year ago

ShemaleMovie

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04:20 72%

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

7 years ago

TXXX

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10:08 71%

First Time Revealing My Face. College Girl Beauty in Black Pantyhose Got so Naughty When She Tried Her New Costume and Anal Plug

2 months ago

$$ FapHouse

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16:30 71%

Teen shemale LOVES first time with boyfriend

10 years ago

TXXX

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16:51 71%

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

11 months ago

HClips

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07:34 71%

My very first Time in Winston-Salem, NC (TRANSSEXUAL PublicPrincess)

5 years ago

TrannyGem

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36:34 71%

First time with my Hismith machine

4 years ago

TrannyOne

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12:32 71%

Blair Glass first Time With a pulverize Machine

2 years ago

ShemaleMovie

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03:42 71%

My first-ever time fucking me with a cucumber in the backside

8 months ago

TrannyGem

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13:16 71%

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

3 years ago

TXXX

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