SHEMALE • FIRST TIME 3,996 videos

Popular Latest Top rated

«‹5 6 7 8 9 ›

22:37

T-MODEL T-GIRL POKES HETEROSEXUAL FELLOW - VERY FIRST TIME TS NAILING

7 months ago

TrannyGem

shemale fucks guy, beauty
05:45

Redhead Trans Woman Fucks Lesbian For The First Time 6 Min - Queenie Sateen And Erica Cherry

7 months ago

ShemaleZ

lesbian, first time, big cock
06:27 88%

Trans And Guy Each Others Cum By Sucking Each Others Penis In 69 Position

7 months ago

BeMyHole

beauty, shemale fucks guy, big cock, domination, first time, 69
05:45

Summer Vixen And Jade Venus In Slutty Babe Summer Fucked By Ts For The First Time 6 Min

7 months ago

ShemaleZ

blowjob
06:40

Lady with a rock hard lollipop rides step daddy

7 months ago

ShemaleTaxi

masturbation, shemale fucks guy, shemale, teen (18+), riding
07:59

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

7 months ago

xShemaleTube

teen (18+), shemale, lesbian, POV, anal, asian, teen anal (18+)
07:36 71%

Kathy Young Sexy Shemale First Time With Her Stepdaddy Playing 69 In Bed

7 months ago

HClips

amateur, ladyboy, first time, 69
02:04

TRANS BRITNEY PECKERS SUCKS A nineteen YR ELDERLY VERY FIRST TIMER AND BLOWS A LOAD ALL OVER HIS YAM-SIZED CHERRY FUCKPOLE

7 months ago

TrannyGem

creampie, shemale, 18, first time
06:38

Cool Trap from the club

7 months ago

ShemaleTaxi

shemale, shemale fucks guy, first time, teen (18+), prostitute
06:11 29%

Emy (trans) - 1st Time Fembo is trio

7 months ago

ShemaleMovie

dildo, asian, first time
16:11

Get prepared for your very first time with a t-girl

7 months ago

ShemaleMovie

big cock, shemale and girl
07:10

Massive bosoms teen ash-blonde cam first time What would you choose - computer

7 months ago

HDSex

shemale, teen (18+), first time
05:39

Candice Dare first-ever time gets pummeled by Tgirl Angel Kelli Lox

7 months ago

ShemaleTaxi

first time
13:18

ADULT TIME - curious Cis duo Have Their first Threesome With Trans Baddie Kasey Kei!

7 months ago

ShemaleMovie

anal, first time, threesome
07:31

Penetrating my dildo and squirting for the first time

7 months ago

ShemaleMovie

cumshot, pissing, nylon, squirt, public
06:40

Tgirl's first time with a Bio woman

7 months ago

ShemaleTaxi

big tits, blonde, small cock
33:51

Milf Silvana Lee Has Hardcore Sex With Her Brothers Sexy Shemale Girlfriend Lizzy Laynez

7 months ago

BeMyHole

ass licking, shemale, MILF, first time, riding, girlfriend
16:51 70%

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

7 months ago

HClips

shemale fucks guy, asian, amateur, first time, ladyboy
08:16 71%

I pulverize the tight rump of my wifes trans friend while she goes to the supermarket

7 months ago

ShemaleMovie

small tits, BBC, small cock, wife, first time
05:30

LETS watch THE BEAUTIFUL CROSSDRESSER KITTYS COMPILATION VIDEO OF SHORTS videos OF HER DAILY joy

7 months ago

ShemaleMovie

public, massage, teen anal (18+), compilation, masturbation, babe, college
16:56 65%

Young Sexy Ladyboy First Time with Her Sugar Daddy Suck, Fuck and Cum

7 months ago

$$ FapHouse

homemade, asian, ladyboy, small tits, first time, shemale fucks guy
05:17

Pretty transsexual is not against some strong culo penetrating

7 months ago

ShemaleMovie

ladyboy, first time
10:28

Fucking the wondrous Adharas cock-squeezing booty for the First Time. Part 2

7 months ago

ShemaleMovie

big ass, shemale fucks guy, first time, teen anal (18+), babe
11:51

I was poked by a trans dame for the very first time

7 months ago

ShemaleMovie

big ass, shemale, first time, 18
15:24

Octavia Red And Emma Rose - Shy Babe Tries First Time T-girl Fuck With Passionate Bestie 16 Min

7 months ago

ShemaleZ

lingerie, shemale and girl, shemale, big tits, first time
06:24

My very first Time with a transsexual

7 months ago

ShemaleTaxi

shemale fucks guy, first time
12:46

Cherry Sissy Housewife porked with fuck stick for the First Time

7 months ago

ShemaleMovie

crossdresser
26:22

Shemale Fucks Petite Transgirl for the First Time in the New Year

7 months ago

$$ FapHouse

cumshot, homemade, first time, shemale, couple
12:15

First Time Feminized Means First Time Fucked In The Ass

7 months ago

HClips

shemale, first time, amateur
05:17

Mischievous ladyman is ready for all kinds of gonzo drilling

7 months ago

ShemaleMovie

first time
03:06 72%

GROOBYGIRLS: Presenting Emily Ass Cheek

7 months ago

TrannyGem

feet, cute, teen (18+), solo, 18, nipples, glasses
06:57 60%

Getting dominated and sucking schlong for the first-ever time like a little super-bitch with facial ��

7 months ago

ShemaleMovie

feet, BDSM, facial, spanking, deepthroat, domination, skirt
11:39

Stiff Times At Sequoia State Park Ep 8 - Very First Time Anal Invasion And She IDOLIZES It! by Foxie2K

7 months ago

TrannyGem

anime, big tits, first time, cartoon, babe, mom
39:02

A curious chick tries a shemales knob for the first-ever time

7 months ago

ShemaleMovie

first time, big cock, shemale
07:09

Trans beauty plays with her ass fucking fucktoy

7 months ago

TrannyGem

anal, shemale and girl, british, beauty, dirty talk, first time
04:34

JUDE LYNX — NUBILE college-aged YR ELDER FTM LEARNING ASSETS RUB

7 months ago

TrannyGem

femboy, FTM, japanese wife
06:44

First Time Ever

7 months ago

AShemaleTube

shemale, first time
02:50

I like to perceive your RED-HOT JISM inwards me, Father!!

7 months ago

TrannyGem

cute
09:41 71%

Teen Thug very first time with shemale

7 months ago

ShemaleMovie

amateur, teen (18+), black, first time, shemale
22:48

Kinky Transvestite Waiting for the manstick to get in her arse

7 months ago

ShemaleMovie

amateur, first time, ladyboy
15:21 77%

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

7 months ago

SomePorn

blowjob, anal, dogging, ass licking, cumshot, ass, deepthroat
11:13 77%

Ultra-cute teenager towheaded shemale masturbates first time

7 months ago

ShemaleTaxi

solo, cute, shemale, small tits, first time
14:00 79%

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

7 months ago

TrannyGem

cute, teen (18+), train, crossdresser, 18, masturbation, blonde
04:59

My Fresh Sissy Tgirl Assfuck Tart First-Ever Time being Feminized and Boinked by Domina Mercer

7 months ago

TrannyGem

femdom, train, reality, skinny, pegging, slut, sissy
06:20

Raven Lane is well-prepped to get her first-ever time bang by two tgirls

8 months ago

ShemaleTaxi

threesome, first time
07:43

Waking up with a Hard Ladyboy Cock Sapphire Is prepared for a super-hot Hard ass fucking Fuck

8 months ago

ShemaleTaxi

ladyboy, asian, big cock, beauty
02:28

Very First time SPUNKING with a Drill Machine!

8 months ago

TrannyGem

anal, machine, femboy, sissy, femdom, first time
18:18

Nympho Ugly Mature tricked to Lesbian Strap-On Fuck by Stranger huge boobies blonde MILF

8 months ago

ShemaleMovie

deepthroat, lesbian, mature, strapon, ugly
15:40

Trans Doll Screws Herself With Her Brand Fresh Faux-Cock in the Bathroom

8 months ago

TrannyGem

handjob, feet, small cock, doll, dildo, shower, jerking
03:45

First-Ever Time Degustating Myself - Serenxya Jade

8 months ago

TrannyGem

goth, JOI, femboy
10:53

Chick tries to explore with a trans partner for the first time

8 months ago

XXXVogue

teen (18+), first time, big cock
12:56

First-ever time crossdressing for Dutch teen - I was very sexually aroused to play as femboy - hope you like it :)

8 months ago

ShemaleMovie

crossdresser, first time, femboy, shemale, teen (18+)
16:08

Smothering My Virgin Ass With a new toy

8 months ago

ShemaleMovie

shemale, BBC, black
06:08 80%

Nervous about my first time Fucking a Thai Street Trans at TrannyBizzare

8 months ago

AShemaleTube

shemale, thai, anal, asian, ladyboy, bareback, first time
06:20

Saudi intercourse for the first-ever time with Syrian shemale warm sex

8 months ago

ShemaleMovie

anal, big ass, cum in mouth, arab
02:49

Travesti barely legal años Follando con Suggar

8 months ago

TrannyGem

creampie, lesbian, anal, fetish, teen anal (18+), fisting, latina
15:13

Cute babe wanna try first time fuck with tranny babe. Kasey Kei x Gal Ritchie

8 months ago

MyLust

babe, shemale, MILF, first time, cute
06:24

Busty Summer Vixen plumbed by transsexual for the first time

8 months ago

ShemaleMovie

first time, shemale and girl, blowjob
05:52

Busty Summer Vixen Fucked By TS For The First Time

8 months ago

BeMyHole

beauty, shemale and girl, first time
05:52

Busty Summer Vixen Fucked By Tranny For The First Time

8 months ago

BeMyHole

domination, shemale and girl
05:18

Shemale cowgirl likes ass-fuck plowing

8 months ago

ShemaleMovie

beauty, first time
05:18

Ladyboy fuckslut inhales and rides

8 months ago

ShemaleMovie

first time, riding
05:17

She-male salutes wang in culo

8 months ago

ShemaleMovie

first time, massage, POV
05:13

Wide open donk of a t-girl in action

8 months ago

ShemaleMovie

first time, big cock
05:13

Marvelous t-girl deepthroats and rails

8 months ago

ShemaleMovie

first time
10:48 73%

He Fell in Love With a Trans Woman…. Slender Immense Transsexual Turns Out DL Rapper For His Very First Time

8 months ago

TrannyGem

ebony, amateur, black, creampie, big cock, first time
02:10

Heterosexual Boy Gets Suck Off From Super-Fucking-Hot Trans Blondie

8 months ago

TrannyGem

handjob, fetish, crossdresser, sissy, first time, femboy
15:56

ADULT TIME - bashful babe Octavia crimson Tries First Time T-Girl Fuck With Passionate Bestie Emma Rose!

8 months ago

HDSex

first time, shemale, shemale and girl
06:15

Redhead Trans Woman Fucks Lesbian For The First Time

8 months ago

ShemaleZ

lesbian, shemale and girl
08:06 62%

My First Time Have Sex With Black American Man

8 months ago

ShemaleZ

black, first time
06:37

Jaw-dropping ash-blonde mummy tries a TS cock for the first time

8 months ago

ShemaleTaxi

shemale, first time
04:36

A femboys first-ever time oral job practising on a faux-cock :three

8 months ago

TrannyGem

amateur, small cock, femboy, first time
02:51 67%

FIRST TIME real dick ANAL fuck - TATTOO couple vs shy girl - ATM female orgasm, anal GAPE (goth, punk, alt porn)ZF046

8 months ago

Sexu

lesbian, bisexual, couple, orgasm, tattoo, shy, goth
06:13

Obese shemale jacking in first time solo

8 months ago

ShemaleTaxi

shemale, solo, masturbation
34:12 86%

Milf Silvana Lee has Hardcore Sex with Her Brothers Sexy Shemale Girlfriend ...

8 months ago

Beeg

shemale, cuckold, first time, girlfriend, dogging, latina
05:13

Bi-atch with pecker likes big spunk-pumps

8 months ago

ShemaleMovie

ladyboy, big cock, pump
15:00 79%

Trans Teen Cock Deflowering?! My First Time with Larissa-ts!

8 months ago

$$ FapHouse

amateur, small cock, shemale, creampie, 18, shemale and girl, bareback
08:14

First-ever Time Fembois three - Trans n tranny

8 months ago

ShemaleMovie

blowjob, ladyboy, vintage, first time, asian
05:47

What If Jade Venus Was Your First Trans?

8 months ago

BeMyHole

kissing, lingerie, first time, shemale and girl, big cock
06:10

First-time transgender princess plays with cock until a messy cumshot

8 months ago

XXXVogue

first time, ladyboy, gape
05:39

The Toy Was Too Big For First Time

8 months ago

HClips

amateur, solo, first time
06:24

First time at a trans meet makes him feel anxious

8 months ago

XXXVogue

stockings, first time
07:45 87%

German first-timer 18yo she-male next door do homemade rectal pornography

8 months ago

TrannyGem

amateur, homemade, german, couple, girlfriend, college, sissy
03:22

My First Time by BerlinaFilms

8 months ago

AShemaleTube

shemale, first time
10:54

Feeling A pecker Inside Me For The very first Time in My Life

8 months ago

ShemaleMovie

beauty, creampie, BDSM, 3D, creampie compilation, compilation, cumshot
06:13

Lush ladyboy masturbating off in first time solo

8 months ago

VideoSection

jerking, solo, shemale, ladyboy, small tits, first time
19:44 20%

MidLife Crisis (v0.30) - heterosexual dude having first-ever time anal with a trap (3)

8 months ago

ShemaleMovie

first time, shemale, ladyboy
08:00

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

xShemaleTube

shemale, beauty, asian, first time
05:28 60%

Very first to jizm contest - Veronica Sanders

8 months ago

ShemaleTaxi

homemade, black, ladyboy, crossdresser, compilation, babe, cumshot compilation
05:47

I Am Ready To Get Fucked By Two Shemales

8 months ago

BeMyHole

threesome, shemale fucks guy, shemale and girl
10:52

THE YOUNG MANS FIRST TIME EATING A PUSSY, I LET HIM CUM INSIDE ME COMPLETELY ON RED

8 months ago

BeMyHole

swallow, creampie, 18, teen (18+)
14:45

Doggystyle And Interracial GLORIUS PUSSY TRY FIRST TIME GAINT SHEMALE PENIS AND LOVE IT

8 months ago

BeMyHole

anal
06:16

My first-ever time with a shemale

8 months ago

ShemaleTaxi

teen (18+), POV, first time
06:16

Chubby round trans babe enjoys some solo pleasure

8 months ago

XXXVogue

jerking, big ass, chubby, BBW
07:57

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

8 months ago

xShemaleTube

big tits, first time, shemale and girl
13:11

My first-ever time being filmed! Solo playtime taunt

8 months ago

TrannyGem

orgasm, POV, clothed, first time
07:43 75%

Kathy young luxurious shemale first-ever time with her parent playing 69 in bed

8 months ago

ShemaleTaxi

small cock, blowjob, thai, asian, ladyboy, 69, first time
35:25 67%

The first-ever Time Married to a Trans damsel

8 months ago

ShemaleMovie

POV, tattoo, crossdresser, BBC, sissy, first time, femboy
05:16

Sweet tranny attacks gigantic stiffy

8 months ago

ShemaleMovie

big cock, first time
09:48

Sexy she-creature ideal bum tweaking till she cums

8 months ago

ShemaleMovie

big cock, homemade, first time
09:14

HIS first-ever TIME WITH A gal WITH A weenie

8 months ago

ShemaleMovie

first time, shemale
05:09 69%

Can We Both Jizz At The Same Time? - First-Ever Time Hookup With A Tgirl Jerk Off Instructions

8 months ago

TrannyGem

cute, instruction, 18, cumshot, jerking, small tits, JOI
05:47

Stevie Moons First Trans Is Ariel Demure

8 months ago

BeMyHole

blowjob, anal, shemale and girl, deepthroat, domination, first time, hardcore
06:32 57%

Your First-Ever Time Getting Humped by a Trans Woman: First-Ever Appointment GFE POINT OF VIEW Female Dom

8 months ago

TrannyGem

first time, dirty talk, shemale, cute, beauty
06:15

Slutty babe Summer fucked by TS for the first time

8 months ago

AShemaleTube

shemale, blowjob, first time
06:47

Ftm trans boy twunk frigs his taut booty until moist ejaculation

8 months ago

TrannyGem

teen (18+), teen anal (18+), orgasm, 18, socks, first time, anal orgasm
06:15

Busty Summer Vixen fucked by TS for the first time

8 months ago

AShemaleTube

first time, blowjob
2:40:58 65%

Mooc-002 When I Met My Childhood Friend For The First Time In A Year, He Had Become A Yandere Girl. He Showed Me His Big Dick And I Got Aroused, So I Had Anal Sex With Him And Ejaculated Inside Him Over And Over Again. Hifumi Yuuri

8 months ago

ShemaleZ

big cock, shemale, asian, shemale and girl, first time
10:19

Going wild with a ladyboy who has an enormous cock

8 months ago

XXXVogue

ladyboy
06:19

First-time half-Chinese beauty Natalie 2 gets her ass filled

8 months ago

XXXVogue

chinese, first time, shemale fucks guy, heels
07:51

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

8 months ago

TrannyGem

creampie, crossdresser, first time, sissy
16:30 88%

Black guy beeing fucked for his first time by a tgirl

9 months ago

AShemaleTube

black, amateur, shemale, first time
08:10 90%

Transsexual Kim Wagner ravaged a teenage +18 guy

9 months ago

ShemaleMovie

teen (18+), german, teen anal (18+), BDSM, 18, domination, first time
08:14

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

9 months ago

ShemaleMovie

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

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

9 months ago

ShemaleMovie

shemale, first time, big cock
06:15

Busty Summer Vixen fucked by TS for the first time

9 months ago

AShemaleTube

shemale, shemale and girl
06:25

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

9 months ago

XXXVogue

shemale fucks guy, teen (18+), first time, asian
05:57

Teen Guy Fucks Tranny First Time

9 months ago

BeMyHole

teen anal (18+)
06:38

T-girl teenage first time without a condom

9 months ago

ShemaleTaxi

condom, first time, shemale and girl, shemale, shemale fucks guy
36:20 20%

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

9 months ago

ShemaleMovie

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

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