SHEMALE • FIRST TIME 3,255 videos

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03:11

TGIRLBBW: DEBUT OF SUMMER FLOW!

3 months ago

JizzBunker

feet, BBW, first time
06:12

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3 years ago

AShemaleTube

first time
11:33

Crossdresser CD Blows Straight Boy first Time Candicane

3 years ago

AShemaleTube

first time
12:37

Top trans model Arianna Jade fellating off Canadian jock in a hotel

3 years ago

VideoSection

goth, hotel, first time
06:50

Beautiful Local Girl Hardcore sex with Bf for the First time

6 years ago

AShemaleTube

first time
08:00

Latino daddy bear first time Sneaky Father Problems

3 months ago

IcePorn

teen (18+), POV, first time
06:00

Amateur Porn Ladyboy First Time On Cam Bareback Butt Sex

2 years ago

ShemaleZ

first time
08:10

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3 years ago

ShemaleTaxi

taxi, first time
08:01

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2 years ago

TrannyOne

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08:39

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8 months ago

AShemaleTube

first time
10:10

Stepbro Analed Ts Stepsis For First Time

1 year ago

ShemaleZ

anal, first time
07:05

My First Time With A Trans. Part 2

8 months ago

ShemaleZ

teen (18+), 18, first time
10:39

A Ginger Steals Vixens V-Card !!! (TOTAL) !!!

2 years ago

TrannyGem

glasses, slut, first time
12:23 85%

So its your first-ever time with a trans doll (Wholesome Jerk Off Instructions)

3 years ago

KeekAss

doll, instruction, JOI, first time
10:46

Transexual Brandy Alexander gets fucked and facialized for the first time

5 years ago

ShemaleZ

facial, first time
14:14

Teen Crossdresser first time anal

4 years ago

ShemaleZ

amateur, anal, crossdresser, cum in mouth, first time, cum in ass
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
06:15

Heterosexual boy have joy boning transexual for the first-ever time (Crystal Thayer, Large Titties, Yam-Sized Orbs)

1 year ago

KeekAss

tattoo, first time
1:06:07

Small tits latin gf Valentina anal fucked for the first time

4 years ago

VipTube

first time
13:00

Nur mit Gummi in den Arsch bitte

2 years ago

xHamster

german, mature anal, teen anal (18+), MILF, swallow, first time, saggy tits
08:10

Rough tranny first-ever time mind-blowing y., Alexa Nova and Kendall

3 years ago

ShemaleTaxi

bondage, first time
15:57

Yvanas First Time On Porn - Alexandra Bxl

1 year ago

ShemaleZ

stockings, lingerie, first time
44:40 61%

Indian Taina - My First Time With An Indian

1 year ago

ShemaleZ

ebony, indian, shemale, interracial, big cock, first time
04:17

Last night I pummeled him over and over until he moneyless

6 months ago

TrannyGem

creampie, first time, femboy
05:49

Satisfying nosey - his very first time with a trans

2 years ago

KeekAss

first time
22:46 55%

Sissy lad gets to fuck the trans babes thick ass for the first time

2 years ago

TrannyOne

feet, ass to mouth, cum in mouth, sissy, first time, cum in ass
10:38

A Ginger Steals Vixens Virginity !!! (FULL) !!!

2 years ago

PornHub

glasses, slut, sissy, first time
06:14

GENDER X Fucking my tranny friend for the first time! - Dante Colle, Ariel Demure

2 years ago

TrannyOne

first time
28:31

Roxxie Cracking In A First-Ever Timer

3 years ago

TrannyGem

first time
18:53

Made His First Time Memorable - Anastasia Penny

4 months ago

ShemaleZ

cumshot, big cock, first time
05:07

Extraordinary latina transsexual first time bum fucked

4 years ago

DrTuber

blowjob, latina, first time
05:06

Naked Nicolly Nogueira first time ass fucked

4 years ago

DrTuber

big ass, ass, first time
39:29

Sharnell Dupree - First-time Fantasy

3 years ago

TXXX

first time
15:54

SOMEONES SPUNKING

2 years ago

TrannyGem

strip, goth, first time
05:07

Dude for the fist time has tranny up his rear

5 years ago

XoZilla

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07:07

Redhead shemale fucks her dates ass for the first time

3 months ago

TrannyGem

first time
05:09

Dude had first time anal with shemale

2 years ago

TrannyOne

first time
07:37

My Stepsister Wanted To Try A Good Cock For The First Time 8 Min - Dante Colle

3 months ago

TXXX

first time
06:01

Horny big cock tranny fuck for the first time

2 years ago

TrannyOne

first time
03:53

Bot Having Sex For The First Time With Tranny

12 months ago

GetTranny

first time
05:55

Timid French sissy first time to fellate

2 years ago

HDSex

french, crossdresser, first time
10:06

Trans babe Daisy meets Dante Colle for the first time and fucks him

3 years ago

AShemaleTube

first time
05:09

Tight Ass Tgirl Gets Fucked For The First Time

5 years ago

ShemaleZ

tight, first time
06:01

Transgender with fat Cock Fucks hetero man

1 year ago

ShemaleTaxi

fat, deepthroat, first time
04:38

Dude for the first time gets shemales dick

4 years ago

TXXX

first time
05:58

Shemale first time sex with a guy

3 years ago

BeMyHole

short hair, first time
07:49

Young Time Lady-boy... First Experience!!!!

1 month ago

BeMyHole

first time, 18, asian, uniform
05:58

Blonde shemale cums on herself first time She has always wondered what it

2 years ago

TrannyOne

lesbian, outdoor, first time
06:15

Spencer Bradley first time to suck a tranny cock

2 years ago

AShemaleTube

first time
15:00

Asian Tranny First-Time Fantasy part 1 - Sharnell Dupree

10 months ago

xHand

gagging, pool, short hair, spanking, natural, first time, missionary
18:47

BrFat guy gets his thick ass toyed and stretched by the horny TS babe

3 years ago

BeMyHole

dogging, mask, dress, first time
16:43

Feels Like The First Time

2 years ago

ShemaleZ

first time
26:35 62%

Sissy very first Time Dressing Up For dad

12 months ago

ShemaleMovie

amateur, crossdresser, dress, sissy, first time
09:15

Young german amateur transexual teen shemale fucks first time anal with huge cock

1 year ago

TrannyOne

german, teen anal (18+), bareback, first time
18:44

Suspended Trans Keira Verga fucks her aficionado for the first-ever time

1 month ago

ShemaleMovie

stockings, blowjob, anal, ass, heels, first time, hardcore
09:03

Getting pegged for the very first time part 1

1 year ago

ShemaleTaxi

strapon, pegging, 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.

1 month ago

BeMyHole

strapon, ass licking, domination, first time, hardcore
05:55

Shemale Creampies Guy for the first Time

4 years ago

ShemaleZ

first time
19:58 65%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

1 year ago

xHamster

beauty, small cock, creampie, anal, interracial, bareback, small tits
15:28

Brunette gets Pegged by Wife for the first Time

3 years ago

TrannyGem

wife, clit, big clit, erotic, pegging, first time, sensual
08:00

Tight russian teen massage and rough first time Lilly is a s

6 years ago

IcePorn

teen (18+), massage, russian, first time
12:40

First Time Using Our Sex Swing! Tgirl On Girl Lesbian Couple

3 years ago

ShemaleZ

BDSM, first time
05:45

My First Time with a Transsexual

6 years ago

ShemaleZ

first time
05:01

[Trans] My First Time Venus Lux

2 years ago

TrannyOne

feet, heels, first time
29:07

Teaching str8 young boy first time ladyboy experience

6 years ago

ShemaleZ

ladyboy, first time
08:11

His first time sex with a Tgirl is perfect!

10 years ago

AShemaleTube

first time
04:39

My first-ever time with a nubile she-creature

4 years ago

KeekAss

skinny, first time
11:08

THE VERY FIRST TIME you not ever LEAVE BEHIND

3 years ago

TrannyGem

ass to mouth, first time
10:12

Trans Bunnygirl Tries Vibrations For The First Time

5 months ago

ShemaleZ

solo, vibrator, first time
04:37

Very Cute Couple First Time Anal

4 years ago

xHamster

small tits, first time
23:19

First Time For My Husband Fuck With Ladyboy

1 year ago

Upornia

amateur, teen (18+), asian, husband, first time
01:21

Mirans First Time

7 months ago

TXXX

first time
03:06

FEMOUT XXX - Girl Next Door in her first Time

1 month ago

AShemaleTube

first time, selfsuck, solo, shemale and girl, masturbation, interracial
05:56

Amateur Tgirl First Time On Cam

5 years ago

ShemaleZ

first time
06:15 75%

Marilyn Johnson first time to blow shemale meaty cock

2 years ago

AShemaleTube

first time, shemale and girl
13:47

Newbaby s almost first time

5 years ago

AShemaleTube

first time
10:38

The First Time You Never Forget

3 years ago

Upornia

teen (18+), first time
06:13

First time with a shemale hooker

4 years ago

AShemaleTube

hooker, big tits, first time
10:57

MY FIRST TIME

11 years ago

AShemaleTube

first time
07:16

First-ever time with a she-creature, I called Renata Fontes to give and fellate very hard

3 years ago

ShemaleTaxi

taxi, first time
13:25

First-Ever Time Tutor of Magic and Alice Blitz ( part 1 )

2 years ago

TrannyGem

teacher, first time
06:02 71%

Filipino Femboy Has First Time Bareback Anal Sex On Camera

3 years ago

ShemaleZ

filipina, first time, femboy
10:16

My First Time With A Trans

3 years ago

ShemaleZ

outdoor, ass licking, first time
03:11

Guy Feminized And Fucked For First Time

5 months ago

ShemaleZ

BDSM, first time
53:12 84%

First time anal couple sex blonde tgirl

5 years ago

AShemaleTube

homemade, shemale, anal, couple, ass to mouth, webcam, first time
10:25

The Pool Guy Rims Some Tranny Ass for the First Time

4 months ago

AShemaleTube

first time
05:42

First-ever time

4 years ago

HDSex

first time
20:49

Big Tits First Timer Gets His Ass Fucked From The Tranny!

4 months ago

BeMyHole

bisexual, big ass, brazil, big tits, latina, domination, bareback
06:26

Trans Lesbians first-ever Time Together

1 year ago

ShemaleTaxi

shemale, lesbian, taxi, first time
14:08

Man gets pulverized by transgender princess for the very first time

2 years ago

TrannyOne

first time
08:00

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

5 months ago

GetTranny

first time
37:57

Sexy traps first Video

2 years ago

XXXDan

blonde, skinny, small tits, first time
1:40:20

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

1 year ago

TrannyOne

first time
04:08

Sucking Off Str8 guy in parking lot. It was his first time

5 years ago

ShemaleZ

fetish, first time
16:49

Her black transgirl fuck-stick is so meaty and rock hard

2 years ago

TrannyGem

JOI, first time
13:51

Ts Was Fucked By Xxl Cock For The First Time 14 Min - Inked Girl

1 year ago

ShemaleZ

first time
06:09

Casting Amateur Tgirl Deepthroating Dick

5 years ago

TrannyGem

casting, POV, audition, first time
11:35 68%

First time Vibrator Cum for t-girl Moxxi Mewws

2 years ago

PornHub

small cock, redhead, piercing, goth, vibrator, first time
07:45

18 year old German amateur tranny next door makes homemade anal porn

4 months ago

JizzBunker

amateur, homemade, german, student, 18, caught, college
14:15

You will never forget your first time with t-girl Mel

3 years ago

ShemaleMovie

first time
17:19

Strikingly Stunning T-Girl is Providing me a Flawless Oral Pleasure

3 years ago

TrannyGem

facial, natural, first time
03:12

Crossdresser Fucks Uncle for First Time

5 years ago

ShemaleZ

uncle, first time
06:12

Filipino femboy has first time bareback ass-fuck romp on camera

4 years ago

ShemaleMovie

small cock, filipina, first time, femboy
08:42

Redhead ladyboy Lily Demure crazy sex movie

6 months ago

XoZilla

facial, cum in mouth, first time, cum in ass
08:00

Life of the party first time Deep Throat Challenge

4 years ago

IcePorn

party, group, first time
05:13 82%

She fellates a thick FUTA salami for the very first time

7 months ago

TrannyGem

cartoon, cum in mouth, futanari, first time
05:52

First time

4 years ago

ShemaleZ

first time
03:10

BOBSTGIRLS: Boom Boom - New Girl Lola Bloom

1 year ago

xHamster

cute, first time
05:57

My first time with a black tgirl

5 years ago

ShemaleZ

first time
05:55

Hardcore granny sex and blonde shemale fucks female first time Slutty

8 years ago

TXXX

granny, shaving, first time
18:28

Its time you tasted your first shemale cock

4 years ago

xHamster

first time
06:40

Tgirls first-ever time with a Bio lady

4 years ago

VideoSection

first time
12:58

Mistress pegs sissy for the first-ever time

1 year ago

ShemaleTaxi

femdom, strapon, pegging, taxi, sissy, first time
09:41

My First Time With A Trans. Part 3. I Fuck Her Rich Ass

9 months ago

ShemaleZ

amateur, teen (18+), first time
03:02

This is Allicia Nogueiras first time on our site and we

9 years ago

DrTuber

first time
15:59

Tranny shag a white fellow in donk

2 years ago

TrannyGem

riding, big cock, mask, first time, cum in ass
05:27

My First Time Trying ass fucking with a (HUGE) fuck stick (Trans teen, Big Cock, Sukai)

3 years ago

ShemaleTaxi

huge dildo, teen anal (18+), first time
29:52

Lad has his first time with very hot TS

12 years ago

AShemaleTube

first time
11:35

First-Ever Time sextoy man-cream For T-hottie Moxxi Mewws

3 years ago

TrannyGem

vibrator, first time
21:03 52%

T Gurl Cums in her dress

4 years ago

xHamster

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