SHEMALE • FIRST TIME 3,269 videos

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07:45

Latina And Shemale Fucks Dude My Very First Time

6 months ago

BeMyHole

18, ass licking, first time
14:34

Flick Compilation by the Saucy Transgendergirl @Mia-Emilia 1.0

6 months ago

TrannyGem

first time
08:06 60%

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

6 months ago

TXXX

amateur, first time
08:05 86%

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

6 months ago

TXXX

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05:56

Transsexual Fatty Blows Dick First Time 6 Min

6 months ago

ShemaleZ

first time
07:59

*limited First Time* [innocent Big Breasts Girl] Too Le

6 months ago

GetTranny

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06:19

I ejaculated when I inserted a toy into my ass-fuck for the first-ever time. [FemBoy] asian Ejaculation Ro

6 months ago

ShemaleTaxi

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05:06

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6 months ago

MyLust

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06:15

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6 months ago

AShemaleTube

first time
28:15

My trans gf porks me for the very first time. She I love how she boinks my booty

6 months ago

TrannyGem

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06:15

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6 months ago

PornGem

first time
03:17

Guy Feminized and Fucked for First Time

6 months ago

xHamster

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06:25

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6 months ago

ShemaleMovie

first time
06:56

Thai Ladyboy Tries Bbc For The First Time

6 months ago

ShemaleZ

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08:00

Trans Girl Plays With An 18 Cm Dildo For The First Time Moans From Pain But Ends Up Liking It Succubo16

6 months ago

GetTranny

first time
10:36

Very first time anal. Cute t-girl plays with herself. drizzle orgasm

6 months ago

ShemaleTaxi

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06:05

Spectacular Filipina Trans Gal Attempting Out A Xxl nine Inch Ample Black Spear Fake Penis For The Very First Time

6 months ago

KeekAss

filipina, first time
06:54

Ftm angel tries fisting for the very first time

6 months ago

ShemaleTaxi

fisting, first time, FTM
21:59 86%

Trans nailing a heterosexual stud for the first-ever time

6 months ago

TrannyGem

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09:11 90%

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

6 months ago

TrannyGem

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08:00

Sexy tiny black girl first time Small Girl Makes Big Moves

6 months ago

IcePorn

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12:38

The nylon fetish pt2 Sissy stud very first time pulverize t-model

6 months ago

KeekAss

lesbian, nylon, first time
03:11

TGIRLPORNSTAR: VALERIA & MIGUEL!

6 months ago

xHamster

first time
16:27 73%

Trans girl Selena assfucked for the first time

7 months ago

AShemaleTube

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10:36

First-Ever time ass-fuck. Adorable She-Male plays with herself. Unload ejaculation

7 months ago

TrannyGem

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09:38

My very first time with a trans. Part three. He moves deliciously on top of my manstick

7 months ago

TrannyGem

first time
05:31

BIG DICK TRANS TRIES HONEYPACK FOR THE FIRST TIME

7 months ago

xHamster

ebony, black, big cock, first time
05:37

No One Can Handle A BWC Like This Cute Ladyboy Teen

7 months ago

BeMyHole

first time
07:03

My first-ever time with a trans. Part two. He gargles my weenie highly well

7 months ago

TrannyGem

first time
08:01

First-Ever time ass-fuck w/ fucktoy

7 months ago

TrannyGem

first time
10:19

Ts teen Leticia Keren loves Her First Time with The Fucking Machine

7 months ago

ShemaleTaxi

cumshot, first time
05:33

Torrid japanese Trans Ys first-ever time with huge

7 months ago

ShemaleMovie

japanese, first time
05:14 95%

Trans has her first time with her step cousin

7 months ago

ShemaleTaxi

amateur, homemade, anal, cousin, first time
29:52

Trans Girl Plays With An 18 Cm Dildo For The First Time Moans From Pain But Ends Up Liking It Succubo16

7 months ago

ShemaleZ

dildo, first time
04:48

Super-Naughty Japanese Trans Lady Attempting Out A Tenga Egg Masturbator For The Very First Time

7 months ago

KeekAss

first time
11:05

Ladyboy pummels brand fresh. It was his first-ever time

7 months ago

KeekAss

first time
09:46

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

7 months ago

TrannyGem

dildo, college, sissy
15:39

Trans Girl Fucks Herself With Her Brand New Dildo in the Shower

7 months ago

PornHub

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36:59

Young Guy Fuck The First Time A Shemale

7 months ago

ShemaleZ

blonde, first time
10:28

Whorish femboy crossdressing for the first time finds 2 boys to tagteam her backside and film it

7 months ago

ShemaleTaxi

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27:40

Spectacular latin redhead gets her first bisexual tranny penetrate

7 months ago

ShemaleTaxi

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05:22

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7 months ago

xHamster

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04:51

Guy First Time Dressed as Woman and Strapon Fuck

7 months ago

xHamster

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04:24

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7 months ago

TrannyGem

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02:44

Fledgling femboy rails plaything for first-ever time

7 months ago

KeekAss

crossdresser, first time, femboy
01:28

Casting Guy First Time - Itzelxxx

7 months ago

TXXX

casting, first time
01:21

Mirans First Time

7 months ago

TXXX

first time
10:07

Barely legal yr elder ts nymph jacks for the very first time in her stepdads truck

7 months ago

KeekAss

first time
06:55

Legal yr elderly schoolgirl female screwing with the instructor for the very first time to pass the check-up

7 months ago

KeekAss

first time
05:13 82%

She fellates a thick FUTA salami for the very first time

7 months ago

TrannyGem

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04:13

Sugary-sweet she-male inserts a 25cm cucumber

7 months ago

TrannyGem

first time
02:10

MissAlinaPaige s First Time Sucking Cock TRAILER

7 months ago

AShemaleTube

first time
10:06

TRANSSEXUAL Teenage Leticia Keren Loves Her Very First Time with The Fuckin Machine

7 months ago

KeekAss

first time
03:11

FEMOUT.XXX: Welcome Wiki

7 months ago

xHamster

stockings, first time
06:12

Jellygrave - This was my first time using a fleshlight. I

7 months ago

NuVid

first time, fleshlight
02:40

Obese White Femboy Rail for First-Ever Time Faux-Cock - Prompt Climax with Hefty Explosion

7 months ago

TrannyGem

cumshot compilation, chastity
01:20

Desi Sissy Riding Dildo For First Time

7 months ago

AShemaleTube

first time
10:16

My Only Time Being Bottom For a Ts Chick

7 months ago

TrannyGem

cartoon
06:45

I Record While I Fuck For The First Time With My Transsexual Girlfriend 20 Min

7 months ago

GetTranny

first time
05:55

Ladyboy Firsttimer Ploy Gets Fucked Bareback

7 months ago

BeMyHole

first time
05:37

Fresh Faced First Timer Gets Barebacked POV Style

7 months ago

BeMyHole

first time
07:13

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

7 months ago

GetTranny

first time, shemale fucks guy
01:46

Sissy Girl Trying Dildo For First Time

7 months ago

AShemaleTube

first time
08:39

First time this slave suck a cock

7 months ago

AShemaleTube

first time
01:37

First time with my TS stepsister

7 months ago

xHamster

amateur, creampie, first time, shemale fucks guy
10:20

Beautiful 18 year older trans dame penetrating for the first time with her new sex toy

7 months ago

ShemaleTaxi

first time
05:19

SexGodPicasso @VonMadeHaNut Bangs A T-Girl For The Very First Time

7 months ago

KeekAss

first time
04:40

The First-Ever ASS FUCKING FEMBOY. Heavily flowing...

7 months ago

TrannyGem

first time
10:10

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

7 months ago

xHamster

teen anal (18+), shemale and girl, bareback, first time
06:58

Sissy/trans For The First Time Decided To Fuck Her Ass With A Dildo 11 Min

7 months ago

GetTranny

first time
03:17

Young sissy gets her muff demolished by BIG BLACK COCK

7 months ago

TrannyGem

dildo
13:48

This Is Our First Time Having A Threesome With A TS

7 months ago

BeMyHole

first time
04:25

First-Ever ASS-FUCK practice!

7 months ago

TrannyGem

creampie, anal, bondage, toys
04:09

Ravaging Fap Long with a giant fuck stick and going knuckle deep close up - Brief movie

7 months ago

TrannyGem

indian
10:30

KIRITO PLAYS WITH SLIT AND BACKSIDE IN GGO (SWORD ART ONLINE COSTUME PLAY) - TAYLOR RYDE

7 months ago

TrannyGem

first time, cosplay
03:49

Yummy Mercedes Has Sex With A Shemale For The First Time

7 months ago

GetTranny

first time
03:25

Teenie Ginger-Haired uses a String on for the First-Ever Time!(more Content Coming Shortly)

7 months ago

TrannyGem

amateur, femdom, teen (18+), deepthroat, first time, femboy
08:00

Cd Tries Fucking Dildo For The First Time

7 months ago

GetTranny

first time
06:25

Transsexual fatty blows dick first time

7 months ago

IcePorn

first time
37:05

Young Guy fuck the first Time a Shemale

7 months ago

xHamster

first time
15:57

The first time

7 months ago

AShemaleTube

amateur, POV, first time
15:56

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

7 months ago

KeekAss

first time
12:13

Japanese crossdresser strokes off for the first time in two weeks

7 months ago

ShemaleMovie

japanese, first time
05:57

Asian Ladyboy First Time Masturbating In Front Of Cam

7 months ago

ShemaleZ

first time
18:49 69%

Unseen Hook-Up Movies Cumpilation - Onlyfans Veronica Sanders

7 months ago

TrannyGem

homemade, blowjob, POV, anal, russian, interracial, shemale and girl
02:07

T-Model Latina cociendo con su faux-cock!

7 months ago

TrannyGem

first time
09:21

It was his first time with a trans, at first he was a little nervous, but he started to let

7 months ago

AShemaleTube

amateur, homemade, interracial, compilation, cum in mouth, first time
05:06

Masturbate Long rails a XXL spear and knuckles his cock-squeezing butt - Brief movie

7 months ago

TrannyGem

huge dildo, dildo, 18
05:52

Sucking Cock Dude Has His First Time With A Shemale Right After A Breakup

7 months ago

BeMyHole

first time
06:18

Ts Teen Leticia Keren Enjoys Her First Time With The Fucking Machine

7 months ago

GetTranny

teen anal (18+), first time
20:26

I Record While I Fuck For The First Time With My Transsexual Girlfriend 20 Min

8 months ago

ShemaleZ

redhead, first time
05:18

Ass Fucking pranks with fuck stick in blue g-string

8 months ago

TrannyGem

indian, huge dildo
12:47

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

8 months ago

BeMyHole

shemale and girl, erotic, first time
29:58

Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16

8 months ago

xHamster

mexican, first time
15:52

FTM Femboy - Solo Rectal Butt to Throat & DOUBLE PENETRATION in Fishnets

8 months ago

TrannyGem

ass to mouth, femboy
28:31

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

8 months ago

ShemaleZ

first time
05:25

Sissy/trans For The First Time Decided To Fuck Her Ass With A Dildo 11 Min - Teaser Video

8 months ago

GetTranny

first time
08:00

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

8 months ago

GetTranny

uncle, first time
08:39

First time he suck a cock

8 months ago

AShemaleTube

first time
07:38

【男の娘】アナル開発中　くちゅくちゅオナニー聞いて

8 months ago

TrannyGem

first time
14:39 76%

Ride With A Beautiful And Wonderful Trans Isabella Salvatore

8 months ago

BeMyHole

beauty, big tits, car, riding, first time
04:13

Good-Sized assfucking buttplug and assfucking beads demolishing my butt-hole

8 months ago

TrannyGem

huge dildo, gape, anal orgasm
18:24 73%

The very first time

8 months ago

AShemaleTube

mature, homemade, stockings, shemale, crossdresser, first time
06:26

Asian Ladyboy First Time Masturbating In Front Of Cam

8 months ago

VipTube

first time
09:17

Frolicking with my sissy fem stud

8 months ago

TrannyGem

big ass
03:11

BOBSTGIRLS: We're Thrilled to Introduce Amy

8 months ago

xHamster

dildo, first time
38:29

Moscardiniema - I Remember The First Time I Saw Manu On Social Media, I Was Laying In Bed And It Was About 11pm, I Literally Couldnt Believe My Eyes.

8 months ago

BeMyHole

stockings, big tits, blonde, first time, hardcore
06:43 62%

White haired petite girl cording blowage on the table very first time (kinda fail)

8 months ago

ShemaleMovie

short hair, first time
08:46

Agatha Lira – JOI, first time doing it, I came by myself

8 months ago

IcePorn

JOI, first time
38:38

Sucking A Curious Woman Tries A Shemales Cock For The First Time

8 months ago

BeMyHole

shemale and girl, first time
08:00

Fun party turns into orgy first time Laundry Day

8 months ago

IcePorn

party, group, orgy, first time
04:53

First Time With My Transvestite Friend

8 months ago

ShemaleZ

first time
06:36

I Try A Butt Plug For The First Time 7 Min

8 months ago

Upornia

first time
08:46

Elliot Finns first-ever Time With Trans-stud Luke Hudson

8 months ago

ShemaleMovie

first time
03:20 59%

Homemade reality demonstrate butt assfuck

8 months ago

TrannyGem

feet, homemade, big ass, brazil, first time
02:04

Sissy Femboy Bangs her Butt with 8 inch Shoving & Vibing Faux-Cock - Assfucking Have Fun

8 months ago

TrannyGem

BDSM, anal orgasm, chastity
18:47

The Pill Episode 2 - Chris First Time

8 months ago

JizzBunker

babe, first time
04:59

Trans Has Her First Time With Her Cousin

8 months ago

ShemaleZ

amateur, cousin, first time, colombian
04:35

Draped Married BWC Uses A Gloryhole For The Very First Time

8 months ago

KeekAss

gloryhole, first time
05:44

Aspen Brooks In Yummy Mercedes Has Sex With A Shemale For The First Time

8 months ago

ShemaleZ

first time

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