SHEMALE • FIRST TIME 3,910 videos

Popular Latest Top rated

«‹5 6 7 8 9 ›

07:51

My stepparent tears up me for the very first time when I revved legitimate

7 months ago

TrannyGem

creampie, crossdresser, first time, sissy
08:10 88%

Transsexual Kim Wagner ravaged a teenage +18 guy

7 months ago

ShemaleMovie

teen (18+), blowjob, german, teen anal (18+), BDSM, 18, domination
16:30 88%

Black guy beeing fucked for his first time by a tgirl

7 months ago

AShemaleTube

black, amateur, shemale, first time
08:14

Some Foot and Tit Stuff. first Time He Has cum on My hooters

7 months ago

ShemaleMovie

feet, shemale fucks guy, first time, footjob
06:30

Big-titted teenage sheshaft first-ever time takes big cock

7 months ago

ShemaleMovie

shemale, first time, big cock
06:15

Busty Summer Vixen fucked by TS for the first time

7 months ago

AShemaleTube

shemale, shemale and girl
06:25

First-time Asian shemale experiences POV blowjob and raw anal with a big cock

7 months ago

XXXVogue

shemale fucks guy, teen (18+), first time, asian
36:20

Nice girl wants to be a strapon mistress and plumb a dude (spanking, first-ever time, comments at the end)

7 months ago

ShemaleMovie

femdom, teen (18+), strapon, prostate, couple, massage, russian
05:57

Teen Guy Fucks Tranny First Time

7 months ago

BeMyHole

teen anal (18+)
06:38

T-girl teenage first time without a condom

7 months ago

ShemaleTaxi

condom, first time, shemale and girl, shemale, shemale fucks guy
05:10

Trannys gazoo gets ruined

7 months ago

ShemaleMovie

first time
11:51 76%

Direct Trans Creampie?! My First Time with Gianinats!!!

7 months ago

$$ FapHouse

creampie, shemale and girl, 18, first time, big tits, amateur
06:38

My first time with a meaty trouser snake tgirl

7 months ago

ShemaleTaxi

shemale, shemale fucks guy, first time
07:15 79%

TGirl romps Step sis bum For The First Time

7 months ago

ShemaleMovie

amateur, homemade, couple, shemale and girl, babe, first time
05:40 67%

Cdmelisa riding a BBC bull first time

7 months ago

AShemaleTube

amateur, homemade, latina, crossdresser, riding, BBC, sissy
05:22

Shemale moans with arousal

7 months ago

ShemaleMovie

ass to mouth
08:13

Adorable tranny Jessica Alves daringly Tries a Sex Machine for the First Time

7 months ago

ShemaleMovie

brazil
05:52

Super Hot Lesbian Gets Fucked By Shemales Big Shemeat

7 months ago

BeMyHole

shemale and girl, domination, lesbian
06:24

Very first time guest rectally plumbed in the house

7 months ago

ShemaleTaxi

kissing, first time
05:52

Redhead Trans Woman Fucks Lesbian For The First Time

7 months ago

BeMyHole

shemale and girl, lesbian, hardcore
17:41

Huge Cock TS tranny boink Latina teenager Girl First Time

7 months ago

ShemaleMovie

shemale, first time, teen (18+), big cock, shemale and girl, close up
06:30

Huge-chested teenager sheshaft first time takes big manstick

7 months ago

VideoSection

big cock, shemale fucks guy, first time
16:01

Young guy pulverizing barely legal yr old girl pussy

8 months ago

ShemaleMovie

shemale, shemale and girl, creampie
10:19

Deixou o taradão de rua foder sua namorada e acabou participando

8 months ago

ShemaleMovie

shemale, beauty, first time, prostitute
05:14

Pulverizing the puss of a uber-sexy young catholic girl

8 months ago

ShemaleMovie

shemale and girl, big cock, creampie, 18
10:46

Fucking a beautiful 18 yr elderly nymph

8 months ago

ShemaleMovie

beauty, big cock, skinny
10:46

Fucking beautiful asian virgin puss of a hookup gal

8 months ago

ShemaleMovie

beauty, first time, creampie
03:25

Julie uses the panties she received as a gift for the first time

8 months ago

AShemaleTube

sissy, first time
32:12

All About Me: Sharing Personal Stories and Experiences

8 months ago

XXXDan

amateur, cosplay, big tits, compilation, college
11:11

Salami Encaged & Humid Screwed For Boyfried while Rec.

8 months ago

TrannyGem

big tits, boyfriend, first time
07:18 79%

TGirl fucks Step sister booty For The First Time

8 months ago

VideoSection

tattoo, blonde, shemale, first time
05:52

Shemale Tori Easton Fucks Her Online Date So Hard

8 months ago

BeMyHole

blowjob, hardcore, shemale and girl, big cock, shemale, anal
06:10

Raven Lane is ready to get her first time fuck by two tgirls

8 months ago

AShemaleTube

first time
08:36

Asian Trans nymph Daniella Tea's very first Time Fucked by Guy on Camera

8 months ago

ShemaleTaxi

small tits, shemale fucks guy, asian, anal, shemale, first time
06:29

Steaming lesbian facesitting In College Dorm Room Always free by WTFteen.com

8 months ago

ShemaleMovie

lesbian, japanese, amateur, shemale, facesitting, college
13:19

Satans TGIRLS - beautiful Marilyn Johnson accomplished Sex With A Trans Girl For The First Time

8 months ago

ShemaleTaxi

blowjob, shemale and girl, first time
07:29

Goth Trans chicks first-ever buttfuck Dildo Fuck

8 months ago

ShemaleMovie

goth, first time, dildo
02:43 81%

Phat Dinky Trans Damsel Porks Gym Brother-In-Law + Face Tearing Up Deep Jaws

8 months ago

TrannyGem

creampie, gagging, squirt, big tits, ladyboy, cumshot, gym
14:17 77%

My First Time Sex with a Trans Girl!!!

8 months ago

$$ FapHouse

amateur, stockings, small cock, 18, shemale and girl, cum in mouth, skinny
06:02

Inked homo plowed passionately for first-ever time by asian transsexual

8 months ago

ShemaleMovie

asian
26:08

Very first time for a young dude but its a trap! Shes a shemale...

8 months ago

ShemaleMovie

italian, anal, first time
13:51

Linda novinha parece uma Boneca, teve o cuzinho arrombado e gostou

8 months ago

VideoSection

first time, shemale, anal, beauty
10:12

Suruba no mato com casal e tarado

8 months ago

HDSex

first time, anal, prostitute, beauty
06:20

TGirl Melissa first time with latinos bone

8 months ago

ShemaleTaxi

first time
06:34

Her first-ever time with a t-girl

8 months ago

ShemaleTaxi

first time
06:25

Scorching chinese Transbabe Ys first-ever time with huge hard cock

8 months ago

ShemaleTaxi

chinese, anal, first time
06:20

Joanna Angel and transsexual Aubrey Kate very first time with each others

8 months ago

ShemaleTaxi

first time
08:12

Some Foot and Tit Stuff. First Time He Has Cum on My Tits

8 months ago

xHamster

interracial, footjob, feet, first time
03:03

Im transroxy, Ladyboy tears up a dark-haired with a thick donk no condom

8 months ago

TrannyGem

blowjob, creampie, latina, first time, shemale fucks guy, cum in ass
10:46

Chinese Transsexual Hellen Yamaguchi Very First Time Pulverized at Monstrous Arse Tgirls

8 months ago

TrannyGem

shemale, babe
05:29

First time tranny

8 months ago

ShemaleMovie

POV
06:10

VonFawkNTrans plows Chicago tranny s3xylexiii wet

8 months ago

ShemaleMovie

black, POV, teen anal (18+), 18, babe, old and young (18+), close up
16:18

This is my first-ever time poking a tranny babe

8 months ago

ShemaleMovie

shemale and girl, big cock, first time
07:14

TGirl Fucks Step Sister Ass For The First Time

8 months ago

xHamster

shemale and girl, shemale, big cock, first time, anal, couple
1:58:01 60%

Hiiragi Kana In Dass-588 When I Met My Childhood Friend For The First Time In Three Years, I Found Out She Had Become A Stunningly Beautiful Young Woman And We Ended Up Having A Physical Relationship. Kana Hiiragi

8 months ago

ShemaleZ

lingerie, shemale, asian, first time
04:48

Crazy Chinese Trans Damsel Attempting Out A Tenga Egg Masturbator For The First-Ever Time

8 months ago

TrannyGem

big tits, shemale, amateur, 18
05:27

First to Cum Challenge - Veronica Sanders

8 months ago

xHamster

homemade, cumshot, interracial, first time, latina
02:05

College-aged Yo Cherry Str8 white fellow Tearing Up TRANSSEXUAL Chinese COUGAR

8 months ago

TrannyGem

creampie, interracial, MILF, cougar, chinese, college, filipina
02:25

Twenty one yo Finnish trans dolls first-ever time getting poked on camera

8 months ago

TrannyGem

teen (18+), amateur, first time, POV, teen anal (18+), finnish
07:59 67%

First Time Topping - T4t Intimate Cute

8 months ago

xShemaleTube

shemale and girl, amateur, cute, shemale, first time
16:12

ADULT TIME - Bored Lulu Chu DARED To Get first Creampie From T-dame Zariah Aura During intensity Outage!

8 months ago

ShemaleMovie

reality, first time
18:36

Shorts and Sass: Unleashing Confidence in Crossdresser Fashion!

8 months ago

JizzBunker

dance, crossdresser
06:09

Taunting trap dildoing her cock-squeezing butt-hole

8 months ago

ShemaleMovie

femboy
05:17

Super-hot stud inspects trannys ass

8 months ago

ShemaleMovie

shemale
09:51

Our first time with a transgender princess was amazing

8 months ago

ShemaleMovie

black, first time
17:48

Dive into the World of Sizzling Sensuality: Exploring the Alluring and Captivating Side of Seduction

8 months ago

JizzBunker

teen (18+), first time, compilation, beauty, dance, seduced
07:41

Kathy Young Sexy Shemale First Time with Her Daddy Playing 69 in Bed

8 months ago

$$ FapHouse

asian, small cock, first time, homemade
06:36

Dark haired teen's first time with a Tgirl

8 months ago

ShemaleTaxi

big cock, small cock
13:01

DEVILS FILM - Busty Redhead Madison Morgan very first Time pummel With molten Trans Babe Brittney Kade

8 months ago

ShemaleTaxi

shemale, ass licking, first time
14:50

Fledgling asian tranny FIRST TIME ANAL TRAINING

8 months ago

ShemaleMovie

asian, chinese, cumshot, train
09:20

We Tried Footjob For The First Time

8 months ago

HClips

POV, amateur, footjob
08:15

Guy Is First Time Topped By Shemale Wife - Ariel Demure And Lolly Dames

8 months ago

ShemaleZ

big cock, wife, threesome, first time
06:25

So super-hot! threeway rectal sex at the office with principal Joel Someone. Joel is in his office with student, Zerella Skies and Ms. Kasey Kei, they have foreplay and Joel joining in for a threesome for first time

8 months ago

ShemaleMovie

big cock, threesome, student
06:16

Im looking for a large ginormous man-meat for my lil bootie

8 months ago

TrannyGem

big cock, old man
06:25

His first-ever Time With A she-creature- Lena Moon

8 months ago

ShemaleTaxi

first time, emo
32:27

Fun and Fabulous: Join Me on My Creativity Journey

8 months ago

XXXDan

teen (18+), crossdresser, shemale, masturbation
09:24

Making My Boyfriend A Feetjob For The First Time And He Cums On My Feets

8 months ago

HClips

amateur, feet, boyfriend, first time
09:05

Futa Alien goddess plows big black cock Earthling for the first time.

8 months ago

ShemaleMovie

futanari, cartoon, big cock
06:30

Smashing a trans gal for the first-ever time

8 months ago

ShemaleMovie

amateur, sissy, shemale, first time, spanking
14:07

Sissy get fucked by sex machine for first time

8 months ago

JizzBunker

hardcore, amateur, sissy
26:45

Passion Unleashed: Embracing My Sexy Confidence

8 months ago

JizzBunker

beauty, teen (18+), dance, compilation, caught, masturbation, college
12:26

Morgan Madison, Brittney Kade And Brittney Babe In Busty Redhead First Time Fuck With Hot Trans Babe

8 months ago

ShemaleZ

blonde, shemale and girl
19:52 89%

Shemale teen with big schlong lets stud shag her in the ass

8 months ago

ShemaleMovie

ass, skinny, sissy, first time, shemale fucks guy, cum in ass
06:21 79%

Fresh Zealand Inexperienced Transgender Female Gets Hard-Core Plumbed

8 months ago

TrannyGem

amateur, homemade, blowjob, creampie, lesbian, anal, couple
10:12 86%

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

8 months ago

ShemaleZ

small cock, shemale, 18, first time, small tits
03:06

TGIRLS.GONZO: Presenting a Starlet! Victoria Starlet!

8 months ago

TrannyGem

big tits, boots, leather
06:56

Very First Time Enormous Bum Tgirl Eva Duarte Took this Prick Like A Professional!

8 months ago

TrannyGem

big tits, first time
26:35

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

8 months ago

XXXDan

big cock, masturbation
12:01 76%

May Sissy Cumpilation

8 months ago

TrannyGem

amateur, feet, cute, fetish, MILF, crossdresser, babe
12:20

I persuade a sumptuous gal with yummy udders to ravage with me and the I realize that she is a transgend

8 months ago

TrannyGem

amateur, dogging, latina, ass to mouth, cum in mouth, surprise, first time
02:21

Trans stunner nail immense guys donk

8 months ago

TrannyGem

fat, old man, big ass, latina, 18, old and young (18+), first time
21:30

Yuki White - Vignette 1 Cursed by a Succubus First-Ever time attempting a fellate vs Fuckmachine

8 months ago

TrannyGem

asian, sissy, shemale, femboy, ladyboy, hardcore
03:08

Its been awhile enjoy

8 months ago

TrannyGem

shemale and girl, first time
33:13

Joanie - My very first flick - Part 1

8 months ago

ShemaleMovie

lingerie, crossdresser, sissy, first time, femboy, amateur
06:37

Prepping my backside for a fresh meeting

8 months ago

TrannyGem

shemale and girl, cute, dildo, train
04:43

MY FIRST-EVER TIME WITH FRESH FUCKTOY, DRAGON FAUX-COCK! MY CULO WRECKED!

8 months ago

TrannyGem

shemale and girl
09:55

Having an naughty ejaculation from my fake penis

8 months ago

TrannyGem

dildo, big ass, masturbation, train
26:44

Beauty Essentials: Must-Haves for Every Fashionista

8 months ago

XXXDan

shemale, first time, dance, crossdresser
12:21 20%

First Time Feminized Means First Time Fucked in the Ass

8 months ago

xHamster

first time, domination, big cock, amateur, beauty, cum in ass
18:37

Shorts and Sass: whipping out Confidence in Crossdresser style!

9 months ago

VideoSection

public, teen (18+), dance, massage, compilation, masturbation, college
05:08

My young stepson blows a load for the first-ever time

9 months ago

HDSex

creampie, cum in mouth, first time, cumshot, handjob, bukkake
06:16

Disrobing femboy playthings her backside with huge dildo

9 months ago

ShemaleTaxi

femboy, first time
05:52

Curly Haired Lesbian Gets Fucked By TS For First Time

9 months ago

BeMyHole

domination, shemale fucks guy, shemale and girl, first time, blowjob
05:52

Lesbian Slut Chanel Camryn Fucked By TS Big Shecock

9 months ago

BeMyHole

domination, shemale and girl, lesbian, shemale fucks guy
08:48

Teaching Sesh ten

9 months ago

TrannyGem

masturbation, amateur, first time
06:15

Curly haired lesbian gets fucked by TS for first time

9 months ago

AShemaleTube

shemale, lesbian
08:07 60%

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

9 months ago

TrannyGem

cumshot, first time, creampie, old man, german, old and young (18+)
05:38

Confidence is Key: Embrace Your Unique style with Crossdresser kitten!

9 months ago

ShemaleMovie

beauty, teen (18+), compilation, college, cumshot compilation, sissy, first time
04:16

Guy First Time Dressed As Woman And Strapon Fucked By Dominatrix 5 Min With Cassidy Cream And Bailey Wilde

9 months ago

HClips

first time, amateur, dress, stockings, strapon
05:47

Hanna Montana - First Time Hardcore Sex With Ladyboy 6 Min

9 months ago

ShemaleZ

lingerie, first time
03:20 20%

First Time Femboy

9 months ago

SomePorn

bikini, femboy, first time
05:19

Femboy rails pound machine for very first time and leaves a HUMUNGOUS BLAST

9 months ago

TrannyGem

indian, first time, femboy, machine
10:19

Porked trans girlfriend for the first time

9 months ago

ShemaleTaxi

mask, crossdresser, strapon, femboy, asian
08:00

First Time Working Out With New Gym Buddy - Emily Adaire Fucks New Tantaly Sex Doll

9 months ago

xShemaleTube

doll, amateur, solo
15:23 38%

ADULT TIME - Best first-ever date Ever Casey Calvert munches Up T-Girl Leilani Li Takes DEEP Creampie

9 months ago

ShemaleTaxi

shemale and girl, shemale, creampie, blowjob, kissing
07:50

It's This Sissy Milkboy's First Time

9 months ago

xHamster

sissy, crossdresser, first time
14:00 50%

Tgirl nutting and degustating her own jizz for the first-ever time

9 months ago

TrannyGem

first time, sissy, crossdresser, femboy, shemale
32:36

Unleash your creativity as we embark on a thrilling journey together

9 months ago

XXXVogue

public, compilation
03:01

Stellar FEMBOY rails fuck stick very first time LOCKED UP

9 months ago

TrannyGem

indian, arab, fetish, dildo, babe, toys, first time
06:30

Transgender princesses first-ever time with black boy

9 months ago

ShemaleMovie

first time, cuckold

Popular Latest Top rated

«‹5 6 7 8 9 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse