SHEMALE • FIRST TIME 511 videos

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16:06

His very first time with a trans, did he like it2

5 months ago

KeekAss

blowjob, crossdresser, first time
30:08

Trans woman plays with an eighteen cm Dildo for the first time, Moans from pain but ends up luving it Succubo16

5 months ago

ShemaleTaxi

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

amateur
29:52

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

6 months ago

ShemaleZ

dildo, first time
36:59

Young Guy Fuck The First Time A Shemale

6 months ago

ShemaleZ

blonde, first time
15:56

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

7 months ago

KeekAss

first time
20:26

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

7 months ago

ShemaleZ

redhead, 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

7 months ago

xHamster

mexican, first time
28:31

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

7 months ago

ShemaleZ

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
44:47

Intercourse tourist romps a transgender princess for the first time

8 months ago

ShemaleMovie

first time
31:02

Big manhood gf fucked for the first time

8 months ago

ShemaleMovie

first time
15:35

I Will Make Your First Time With A Shemale Unforgettable

8 months ago

BeMyHole

first time
15:01

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

8 months ago

Upornia

uncle, first time
1:29:51

M584g02 Son Who Has Returned For The First Time In A Few Years Is A Transcendental Transsexual

10 months ago

ShemaleZ

cum in mouth, first time
55:09

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

10 months ago

ShemaleZ

shemale, asian, first time
15:18

GLORIUS labia try very first TIME GAINT SHEMALE COCK

10 months ago

ShemaleMovie

first time
1:29:53

741m584-g02 My Son Who Came Back For The First Time In

10 months ago

ShemaleZ

first time
17:53

Gothic crossdresser teen first time frolicking with fake penis and jizzing all over herself

10 months ago

ShemaleMovie

teen anal (18+), first time
16:39

First Time Using A Butt Plug Riding Dick

11 months ago

ShemaleZ

first time
29:24

My Very First Time Creeampied a Pumpkin

11 months ago

TrannyGem

teen (18+), anime
15:33

He Wears My Panties For The First Time Pov

11 months ago

ShemaleZ

panties, first time
33:17

Graziella Blond - His First Time With A Shemale

11 months ago

ShemaleZ

first time
17:18

Gothic Crossdresser Teen First Time Playing With Dildo And Cumming All Over Herself

12 months ago

ShemaleZ

first time
21:02

Platinum-blonde tranny IN crimson LINGERIE TRY BIG LATINA COCK FIRST TIME

12 months ago

ShemaleTaxi

latina, domination, first time
32:36

Estela Duarte In First Time Sucking A Shemale Cock

1 year ago

ShemaleZ

big ass, first time
23:43

First Time Double Penetration After 25 Days Without Touching Myself. I Cant Get Enough! Stoner Fav

1 year ago

ShemaleZ

fetish, first time, double penetration
30:21

Sequel to Pegging of Sissy tart for the first Time

1 year ago

ShemaleTaxi

massage, bathroom, pegging, taxi, first time
23:19

First Time For My Husband Fuck With Ladyboy

1 year ago

Upornia

amateur, teen (18+), asian, husband, first time
16:17

His very first time with a trans, did he like it?

1 year ago

ShemaleTaxi

blowjob, couple, tattoo, first time
25:54

First Time Blackcock

1 year ago

HClips

interracial, tattoo, first time
22:38

Tranny Shemale Fucks Straight Guy - First Time Transsexual Fucking

1 year ago

ShemaleZ

first time
28:48

Trans gal screws a space unicorn manhood for the first time!

1 year ago

ShemaleTaxi

small cock, taxi, first time
28:23

Trans Girl Fucks A Space Unicorn Cock For The First Time!

1 year ago

ShemaleZ

first time
16:08

His very first time with a trans, did he like it?

1 year ago

KeekAss

POV, anal, tattoo, first time
15:19

Thai chick taste large she-creature cock first time

1 year ago

ShemaleTaxi

thai, taxi, first time
2:31:59

Danna Valentina 20200828 very first time i catch jism

1 year ago

ShemaleTaxi

latex, caught, taxi, first time
20:57

Gaping My Tight Hole With An Xl Dildo For The First Time, Broke My Mind And My Ass 21 Min

1 year ago

Upornia

dildo, tight, gape, first time
2:25:19

Very first Time Fembois 2

1 year ago

ShemaleTaxi

taxi, first time
20:08

MY very first TIME FUCK wonderful shemale ON UPSTAIRS

1 year ago

ShemaleTaxi

creampie, BDSM, cuckold, first time
19:18

Nerdy Glasses - Enby Fisting Their Ass For First Time. My Asshole Is Still Too Tight. Cum Many Times

1 year ago

ShemaleZ

fisting, tattoo, glasses, tight, asshole, first time
23:12

GORGEOUS BRUNETTE WITH WET PUSSY TASTE SHEMALE COCK FIRST TIME

1 year ago

xHamster

creampie, shemale and girl, big cock, wet, first time, brunette
20:04

Alex Castano Teen Transsexual Gets Fucked First Time

1 year ago

Upornia

teen (18+), first time
15:29

Its my first time letting a shemale rail my shaft

1 year ago

ShemaleTaxi

first time
1:40:20

My First Time With A Tranny (Full Hd Version – Director’s Cut)

1 year ago

TrannyOne

first time
20:53

BLONDE SHEMALE IN RED LINGERIE TRY BIG LATINA COCK FIRST TIME

1 year ago

xHamster

latina, first time
15:08

Cindicsissy Eating My Own Cum For The First Time

1 year ago

ShemaleZ

first time
15:57

RUSSIAN FEMBOY drills WITH MISTRESS FOR THE FIRST TIME WITH A HUGE STRAPON, roped WITH A innocence

1 year ago

ShemaleTaxi

femdom, strapon, russian, taxi, first time, femboy
15:16

My very first time being a sissy was so satisfying

1 year ago

ShemaleTaxi

panties, taxi, first time
30:46

College-Aged Porn – Jamie French And Bambi Bliss – Very First Time OTS846

1 year ago

TrannyGem

french, MILF, college, first time
19:46

MidLife Crisis (v0.30) - Middled age stud creampied for very first time (three)

1 year ago

TrannyGem

teen anal (18+), game, 18, wet, anime, cartoon, first time
15:10

My first time as a sissy was so liberating

1 year ago

ShemaleTaxi

crossdresser, taxi, first time, sissy
15:12

This is my first time as a crossdressing sissy

1 year ago

ShemaleTaxi

first time
15:16

My first time being a sissy was so satisfying

1 year ago

ShemaleTaxi

crossdresser, first time
15:09

My very first time as a sissy was so liberating

1 year ago

ShemaleTaxi

panties, first time
15:12

This is my first time as a crossdressing sissy

1 year ago

ShemaleTaxi

panties, first time
15:08

CindiCsissy eating my own cum for the first time

1 year ago

xHamster

redhead, small tits, first time
16:59

Femboys very first Time with hefty fuck stick

1 year ago

ShemaleTaxi

first time
40:46

First Time Cream Pie

1 year ago

ShemaleZ

fetish, BDSM, tattoo, first time, brunette
15:17

Crossdressing for the first time senses so liberating

1 year ago

ShemaleTaxi

lingerie, panties, first time
32:36

Stella First Time Sucking A Shemale Cock

1 year ago

ShemaleZ

outdoor, tattoo, first time
16:12

Get ready for your first time with a t-girl

1 year ago

ShemaleTaxi

couple, first time
20:07

Skitty In My First Time With A Machine

1 year ago

Upornia

machine, first time
33:08

Theresa Si getting ready for her very first webcam flash, first time playing with the ESCA vibrator practice dirtytalk and fuck

2 years ago

ShemaleMovie

flashing, vibrator, first time
18:33

Femboi On Cam For First Time 19 Min

2 years ago

ShemaleZ

first time
15:58

This is our first time fucking a tranny

2 years ago

xHamster

JOI, first time
15:16

My very first time as a sissy was nicer than I ever imagined

2 years ago

ShemaleTaxi

panties, first time
25:08

Anal invasion Bumper very first Time

2 years ago

ShemaleMovie

first time
20:07

Skitty in My very first time with a Machine

2 years ago

KeekAss

latex, machine, first time
32:58

Theresa Si getting prepped for her first-ever camshow, very first time toying with the ESCA wand experience dirtytalk and smash

2 years ago

KeekAss

first time
18:51

My first time cross dressing

2 years ago

ShemaleTaxi

crossdresser, dress, first time
16:30

Femdom tgirl initiation: first time fuckers

2 years ago

TrannyOne

femdom, first time
28:10

Tgirl Fucks Kyla Diniz: My Very First Time

2 years ago

BeMyHole

lingerie, shaving, first time
16:43

Feels Like The First Time

2 years ago

ShemaleZ

first time
38:26

Hammering Deep First Time In That Enormous Moist Pooper Of Blond Bombshell Aubrey

2 years ago

ShemaleZ

POV, first time
15:05

My First Time With With Lina Paige

2 years ago

ShemaleZ

first time, brunette
20:46

First time sucking and fucking … $$$

2 years ago

AShemaleTube

first time
16:20

Is this your first time plowing a red-hot she-male

2 years ago

ShemaleTaxi

bisexual, first time, hardcore
17:15

Skinny Ladyboy Fucks A Guy For The First Time. P1 18 Min

2 years ago

ShemaleZ

ladyboy, skinny, first time, brunette
16:12

Prepare for your first time with a she-male

2 years ago

ShemaleTaxi

first time
15:18

GLORIUS vag attempt first TIME GAINT SHEMALE COCK

2 years ago

ShemaleTaxi

first time
17:43

Gothic crossdresser nubile very first time toying with fake penis and jizzing all over herself

2 years ago

TrannyGem

teen anal (18+), penis, first time
18:07

DVaBoi Femboy Sissy first Time fake penis Sesh

2 years ago

ShemaleTaxi

penis, first time
36:34

First Time With My Hismith Machine

2 years ago

ShemaleZ

redhead, machine, first time
31:02

Humungous schlong girlfriend pounded for the very first time

2 years ago

ShemaleTaxi

girlfriend, first time
23:23

Fucked for the First Time

2 years ago

TrannyOne

panties, first time, hardcore
44:47

Fucky-fucky tourist plows a transgender princess for the first time

2 years ago

ShemaleTaxi

first time
16:19

First time with a hot shemale

2 years ago

TrannyOne

first time
16:29

Your first time as a sissy will be amazing

2 years ago

TrannyOne

first time
22:22

FTM Transman Ethan Hawk Gets Leg Trembling~FIRST TIME BBC!~interracial Trans Big Ass! Big Dick!

2 years ago

TrannyOne

first time, FTM
18:22

Hung Trans Keira Verga Fucks Her Fan For The First Time

2 years ago

TrannyOne

first time, hardcore
16:19

MY VERY FIRST TIME WITH A TRANSVESTI! (JÚLIA DENTTELO)

2 years ago

TrannyGem

brazil, teen anal (18+), first time
32:49

Cassie Takes A Dragon For The First Time - Cassie Cummings

2 years ago

ShemaleZ

tattoo, first time
17:39

Huge Cock Ts Shemale Fuck Latina Teen Girl First Time

2 years ago

Upornia

shemale and girl, first time
26:27

Rocco Steele And Trip Richards In First Time With A Trans Guy

2 years ago

HClips

tattoo, first time, brunette
53:15

Trans Vanessa Jhons welcome Gonzo first time double ana

2 years ago

TrannyOne

first time, double penetration
18:34

Hung Trans Keira Verga fucks her fan for the first time

2 years ago

PornHub

anal, latina, heels, first time, hardcore, brunette
21:44

Glasses-Fetish Sissy Getting Off while Eyeing Manga Porn #first Time Pornography

2 years ago

TrannyGem

crossdresser, glasses, first time
21:13

Venezuela Transsexuals Fucking For The First Time! 21 Min

2 years ago

Upornia

first time
15:08

GLORIUS PUSS ATTEMPT VERY FIRST TIME GAINT TRANSGENDER PRINCESS FUCK-STICK

3 years ago

KeekAss

lesbian, first time
15:08

GLORIUS LABIA ATTEMPT VERY FIRST TIME GAINT T-GIRL DICK AND ENJOY IT

3 years ago

KeekAss

first time
22:34

Fucked For The Very First Time

3 years ago

TXXX

big tits, first time, shemale fucks guy
15:07

GLORIUS PUSSY TRY FIRST TIME GAINT SHEMALE COCK AND LOVE IT

3 years ago

AShemaleTube

first time
18:07

Nympho Transgirl First Time With Enormous Bad Dragon//ruined Orgasm

3 years ago

HClips

orgasm, tattoo, first time, brunette
17:25

Young guy fucked for the first time by a tranny

3 years ago

AShemaleTube

first time
58:50

My first time witnessing her thrust a dildo in that tight caboose

3 years ago

ShemaleMovie

tight, first time
16:02

Acquire Prepped For Your Very First Time With A ladyboy

3 years ago

TrannyGem

first time
15:56

Get ready for your first time with a tranny

3 years ago

AShemaleTube

first time
16:02

Get ready for your first time with a tranny

3 years ago

xHamster

couple, JOI, first time
43:15

First Time on Webcam

3 years ago

BeMyHole

first time
15:18

No.290 Suleika latex boinks a sissy assfuck slut (first time)

3 years ago

VideoSection

latex, couple, slut, first time
15:03

No.290 Suleika Latex fucks a sissy anal slut (first time)

3 years ago

TXXX

latex, slut, first time
17:38

DVaBoi Femboy Sissy First Time Dildo Sesh

3 years ago

BeMyHole

first time, femboy
56:43

SWEET ANGIE 2020-09-10 she does nothing -good for first time

3 years ago

xHamster

cute, first time
26:01

First time with a Bad Dragon - Demogorgon - large firm, crazy ride

3 years ago

PornHub

russian, fisting, ass, gape, first time
19:36

Pretty young tgirl ass fucked by girl for the first time

3 years ago

TXXX

POV, first time
16:20

Your very first time with a tranny will be awesome

3 years ago

ShemaleTaxi

bisexual, first time, hardcore
17:49

Huge Cock ts she-creature poke Latina Teen Girl First Time

3 years ago

ShemaleTaxi

teen anal (18+), first time
16:08

I will make your very first time with a she-male never-to-be-forgotten

3 years ago

ShemaleTaxi

taxi, first time
15:50

Bambi mess serves her owner, Miss Sunshine for the first time throughout webcam.

3 years ago

ShemaleTaxi

first time

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