Kendal Penny has anal fun in college
4 years ago
13:02

TrannyOne

Kendal Penny has anal fun in college

Tags: anal, anus, ass, big cock, blowjob, college, dick

My bbc
3 years ago
3:32

TrannyOne

My bbc

Tags: anal, anus, ass, big black cock, big cock, black, crossdressing

Numb First Time (part 3) starring Neku Loveset, destiny Loveset, Saint Cleo and box Steel
1 year ago
6:59

ShemaleTaxi

Numb First Time (part 3) starring Neku Loveset, destiny Loveset, Saint Cleo and box Steel

Tags: 4some, anal, blowjob, british, deep throat, first time, group sex

Amateur compilation of nasty youthful cutie
31 days ago
11:53

ShemaleSin

Amateur compilation of nasty youthful cutie

Tags: amateur, anal, ass, beauty, belly, compilation, couple

Amateur Asian Ladyboy First Time Anal Training
3 years ago
8:00

getTranny

Amateur Asian Ladyboy First Time Anal Training

Tags: amateur, anal, asian, first time, hd, ladyboy, solo

His First Time With A Shemale
2 years ago
8:00

getTranny

His First Time With A Shemale

Tags: big cock, big tits, blonde, deep throat, feet, fetish, first time

Pics for Daddy
4 years ago
2:42

aShemaleTube

Pics for Daddy

Tags: daddies, first time, mature, shemale

741m584-g03 My Step son Who Came Back For The First Time In
2 years ago
8:00

getTranny

741m584-g03 My Step son Who Came Back For The First Time In

Tags: anal, asian, big cock, big tits, blonde, brunette, first time

Huge shemale cock close to your mouth
4 years ago
12:06

aShemaleTube

Huge shemale cock close to your mouth

Tags: big cock, brazilian, first time, huge cock, shemale, solo, webcam

Wanna go for a ride?
4 years ago
2:46

aShemaleTube

Wanna go for a ride?

Tags: big cock, first time, hd, shemale, small tits, solo, teen (18+)

Busty first-timer transsexual MILF in sexy lingerie indulges in anal solo play with a massive dildo
1 year ago
8:10

ShemaleTaxi

Busty first-timer transsexual MILF in sexy lingerie indulges in anal solo play with a massive dildo

Tags: amateur, anal, big tits, close up, dildo, first time, high heels

My First Time With Big Tranny One-eyed Snake
1 year ago
8:00

getTranny

My First Time With Big Tranny One-eyed Snake

Tags: big tits, blonde, deep throat, first time, hd, lingerie, pov

Bellatslatina : 18th October 2020 -Clip 1
4 years ago
4:25

aShemaleTube

Bellatslatina : 18th October 2020 -Clip 1

Tags: big ass, big tits, first time, hd, shemale, webcam

Candice A blue of sex
4 years ago
3:28

aShemaleTube

Candice A blue of sex

Tags: first time, french, hd, lingerie, mature, pantyhose, shemale

First-timer, rectal
41 days ago
6:20

ShemaleTaxi

First-timer, rectal

Tags: amateur, anal, ass, first time, indian, shemale

Thai Ladyboy
1 year ago
19:55

JizzBunker

Thai Ladyboy

Tags: asian, couple, first time, ladyboy, shemale, teen (18+), thai

His First Time With A Shemale Xhunpgy
1 year ago
8:47

getTranny

His First Time With A Shemale Xhunpgy

Tags: blonde, deep throat, first time, hd, shemale

GROOBYGIRLS - New model with red lingerie & hard prick
10 months ago
3:06

RainblowXXX

GROOBYGIRLS - New model with red lingerie & hard prick

Tags: brunette, cute, dick, first time, high heels, lingerie, masturbation

Horny athlete experiences his first time with a sexy transgender beauty
1 year ago
5:57

ShemaleTaxi

Horny athlete experiences his first time with a sexy transgender beauty

Tags: beauty, first time, shemale

Hung BBC enjoys a steamy encounter with his horny t-girl neighbor for the first time
1 year ago
5:35

ShemaleTaxi

Hung BBC enjoys a steamy encounter with his horny t-girl neighbor for the first time

Tags: beauty, big black cock, first time, neighbor, shemale, tgirl

Masturbation, first-timer
1 year ago
5:14

ShemaleTaxi

Masturbation, first-timer

Tags: amateur, anal, brunette, first time, hardcore, masturbation, shemale

Suck off, first-timer
1 year ago
6:26

ShemaleMovie

Suck off, first-timer

Tags: amateur, asian, blowjob, feet, first time, handjob, hardcore

feet playing with tranny
4 years ago
0:39

aShemaleTube

feet playing with tranny

Tags: big ass, big cock, big tits, black, ebony, feet, first time

Trans massage turns into surprise sex
2 months ago
1:28

ShemaleSin

Trans massage turns into surprise sex

Tags: amateur, anal, ass, blowjob, dildo, first time, massage

Lizzy Yum's solo adventure in the bathroom - first time edging and dilating behind the scenes
31 days ago
6:17

XXXVogue

Lizzy Yum's solo adventure in the bathroom - first time edging and dilating behind the scenes

Tags: amateur, bathroom, behind the scenes, big tits, first time, shemale, solo

Its Getting Horny. For The First Time I Took My Ass A Little Harder.2024
1 year ago
8:44

ShemaleZ

Its Getting Horny. For The First Time I Took My Ass A Little Harder.2024

Tags: amateur, ass, big cock, first time, hd, masturbation, stockings

Tranny Public without Panties Masturbating in the Cafe!
4 years ago
1:00

aShemaleTube

Tranny Public without Panties Masturbating in the Cafe!

Tags: ass, bar, blowjob, first time, german, hd, masturbation

Femboy Fabulous: Embracing My Unique Identity
1 year ago
6:05

xHamster

Femboy Fabulous: Embracing My Unique Identity

Tags: amateur, american, beauty, big tits, crossdressing, cute, first time

Yummy Mercedes Has Sex With A Shemale For The First Time
2 years ago
3:49

getTranny

Yummy Mercedes Has Sex With A Shemale For The First Time

Tags: amateur, big ass, big tits, brunette, deep throat, first time, latina

My First Time With A Trans Man
51 days ago
16:38

NuVid

My First Time With A Trans Man

Tags: big tits, first time, hd, shemale, transsexual

Hippy transexual pulls her penis out and jerks off
3 years ago
5:56

TrannyOne

Hippy transexual pulls her penis out and jerks off

Tags: amateur, dick, fetish, first time, hippy, jerking, masturbation

Tgirl Joanne J
4 years ago
1:32

aShemaleTube

Tgirl Joanne J

Tags: big cock, first time, mature, model, shemale, small tits, tgirl

Firstanalquest - First time anal sex with a redhead teen Maia Thorn
1 year ago
8:13

TrannyOne

Firstanalquest - First time anal sex with a redhead teen Maia Thorn

Tags: anal, ass, big cock, dick, facial, first time, gaping hole

VANESSA RAFAELLA
5 months ago
3:44

ShemaleSin

VANESSA RAFAELLA

Tags: amateur, anal, babe, bbw, blowjob, couple, curvy

Getting banged in front of the mirror
48 days ago
1:22

ShemaleSin

Getting banged in front of the mirror

Tags: amateur, anal, big ass, big cock, first time, ladyboy, latina

First-time half-Chinese beauty Natalie 2 gets her ass filled
5 months ago
6:19

XXXVogue

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

Tags: asian, ass, beauty, chinese, first time, high heels, jerking

Hung Str8 White Thug bangs Taut FTM twat@FTMBareback
3 months ago
7:19

ShemaleSin

Hung Str8 White Thug bangs Taut FTM twat@FTMBareback

Tags: barebacking, cunt, fetish, first time, hairy, hardcore, reality

Hot Trans Dick 72
4 years ago
2:16

aShemaleTube

Hot Trans Dick 72

Tags: dick, first time, hd, shemale, transsexual

Hot Amateur Tgirl 114
4 years ago
0:50

aShemaleTube

Hot Amateur Tgirl 114

Tags: amateur, first time, hd, homevideo, shemale, tgirl

First-timer, trans
1 year ago
8:39

ShemaleTaxi

First-timer, trans

Tags: amateur, cum, first time, homevideo, jizz, masturbation, shemale

Carolina Biondi trans active shooting for the first time
9 months ago
36:39

XXXDan

Carolina Biondi trans active shooting for the first time

Tags: anal, first time, lingerie, shemale, small tits, teen (18+), transsexual

boy first time with tranny
7 years ago
10:18

aShemaleTube

boy first time with tranny

Tags: amateur, boy, first time, shemale, tranny

cumshot is plaid skirt
4 years ago
1:40

aShemaleTube

cumshot is plaid skirt

Tags: cum, cumshot, first time, hd, masturbation, mature, shemale

Monster cock
4 years ago
2:28

aShemaleTube

Monster cock

Tags: assfucking, big ass, big cock, bisexual, condom, first time, mexican

Emma Rose - Trans Having Her First Time
2 years ago
6:03

getTranny

Emma Rose - Trans Having Her First Time

Tags: anal, big ass, big tits, brunette, first time, hd, tattoo

2021 fotos femboy
4 years ago
0:53

aShemaleTube

2021 fotos femboy

Tags: big ass, first time, hd, mexican, portuguese, shemale, solo

Ladyboy Seduction
4 years ago
1:37

aShemaleTube

Ladyboy Seduction

Tags: big tits, first time, hd, ladyboy, model, seduce, shemale

TGirl fucked by her macho
4 years ago
1:10

aShemaleTube

TGirl fucked by her macho

Tags: assfucking, big cock, condom, first time, shemale, small tits, tgirl

Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl
9 months ago
6:40

xHamster

Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl

Tags: ass, big ass, big tits, dancing, first time, hd, ladyboy

741m584-g02 My Step son Who Came Back For The First Time In
2 years ago
8:00

getTranny

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

Tags: anal, asian, big cock, brunette, cumshot, first time, hairy

Innocent Girl Cums First Time on Cam
2 years ago
1:01

aShemaleTube

Innocent Girl Cums First Time on Cam

Tags: balls, big ass, cum, cumshot, first time, huge cock, innocent

Gorgeous Marilyn Johnson Experienced Sex With A Trans Girl For The First Time
2 years ago
6:14

getTranny

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

Tags: big cock, blonde, deep throat, experienced, fetish, first time, gorgeous

GROOBY.CLUB: INTRODUCING JENISSEN JENNY!
1 year ago
3:11

RainblowXXX

GROOBY.CLUB: INTRODUCING JENISSEN JENNY!

Tags: anal, anal toying, ass, big ass, extreme, first time, glasses

Skinny Asian Ladyboys First Time On Camera
1 year ago
8:00

getTranny

Skinny Asian Ladyboys First Time On Camera

Tags: amateur, anal, asian, big cock, brunette, first time, hd

Bent Down Desert Dancer Big Ass Lady Boy Cosplayer Model Hot Sissy
9 months ago
6:05

xHamster

Bent Down Desert Dancer Big Ass Lady Boy Cosplayer Model Hot Sissy

Tags: big ass, big tits, compilation, cum, cumshot, dancing, first time

First Time Bbc For Cute Ts
2 years ago
6:50

getTranny

First Time Bbc For Cute Ts

Tags: anal, barebacking, big ass, big black cock, big cock, blonde, cute

Transgender beauty enjoys her first-time messy blowjob on a big black cock
1 year ago
10:57

HDSex

Transgender beauty enjoys her first-time messy blowjob on a big black cock

Tags: amateur, beauty, big black cock, black, blowjob, deep throat, ebony

TS couple fucking their souls on webcam
4 years ago
4:53

aShemaleTube

TS couple fucking their souls on webcam

Tags: anal, couple, first time, hd, shemale, transsexual, webcam

Inexperienced dominant surrenders in public for the first time
10 months ago
5:20

ShemaleTaxi

Inexperienced dominant surrenders in public for the first time

Tags: amateur, anal, bdsm, bondage, domination, first time, group sex

First to Cum Challenge - Veronica Sanders
6 months ago
5:27

xHamster

First to Cum Challenge - Veronica Sanders

Tags: big cock, colombian, compilation, couple, cum, cumshot, dick

Cumshot Hot Ladyboy Jerking Without Hand Big Cum Load Stream
1 year ago
5:42

xHamster

Cumshot Hot Ladyboy Jerking Without Hand Big Cum Load Stream

Tags: american, big tits, black, compilation, cum, cum in mouth, cumshot

Shemale First Time Anal Dildo With Kitchen Tools And Cumshot With Cum Eating And Dirty Talk
3 years ago
8:00

getTranny

Shemale First Time Anal Dildo With Kitchen Tools And Cumshot With Cum Eating And Dirty Talk

Tags: amateur, anal, anal toying, cum, cum swallowing, cumshot, dirty talk

Amateur Ladyboy Quin First Time Here
2 years ago
3:39

getTranny

Amateur Ladyboy Quin First Time Here

Tags: amateur, brunette, deep throat, first time, ladyboy, lingerie, pov

CD cums fast while riding a Dildo
4 years ago
1:05

aShemaleTube

CD cums fast while riding a Dildo

Tags: ass, assfucking, black, cum, dildo, first time, riding

cum 444
4 years ago
1:21

aShemaleTube

cum 444

Tags: big cock, cum, first time, mature, pov, shemale, small tits

Her first time with a T-girl
1 year ago
2:32

RainblowXXX

Her first time with a T-girl

Tags: ass, assfucking, big ass, blowjob, first time, shemale, stockings

crossdresser sex
4 years ago
7:00

aShemaleTube

crossdresser sex

Tags: assfucking, condom, crossdressing, dick, first time, hd, oral

Candice your girlfriend
4 years ago
3:43

aShemaleTube

Candice your girlfriend

Tags: first time, french, girlfriend, hd, mature, shemale, solo

Trans Has Her First Time With Her Step Cousin
1 year ago
5:21

getTranny

Trans Has Her First Time With Her Step Cousin

Tags: anal, fantasy, first time, hd, lingerie, transsexual

Butch transexual shows off her tight butt
4 years ago
5:56

TrannyOne

Butch transexual shows off her tight butt

Tags: amateur, ass, black, dyke, ebony, fetish, first time

GROOBY GIRLS - Pretty Sapphire Dream First Time Solo Play
1 year ago
3:06

aShemaleTube

GROOBY GIRLS - Pretty Sapphire Dream First Time Solo Play

Tags: amateur, fantasy, first time, hd, interracial, pretty, shemale

nelly of
4 years ago
4:09

aShemaleTube

nelly of

Tags: big ass, first time, hd, shemale

Natacha Squirts A Big Dose )
6 months ago
0:50

xHamster

Natacha Squirts A Big Dose )

Tags: amateur, amazing, cum, cumshot, cute, first time, gorgeous

Sherry 69s her lover and gets Rimmed
4 years ago
1:58

aShemaleTube

Sherry 69s her lover and gets Rimmed

Tags: first time, hd, mature, oral, shemale

Maserhg
4 years ago
6:10

aShemaleTube

Maserhg

Tags: big ass, first time, mature, shemale, swedish, toys

Sissy and her little toy
4 years ago
1:49

aShemaleTube

Sissy and her little toy

Tags: assfucking, dildo, first time, german, hd, pantyhose, shemale

sexy feet
4 years ago
3:51

aShemaleTube

sexy feet

Tags: feet, first time, hd, outdoor, shemale

Black bairro II
4 years ago
3:28

aShemaleTube

Black bairro II

Tags: assfucking, big ass, big cock, black, condom, deep throat, ebony

ASIANTGIRL - Hello From Nabi
54 days ago
3:07

4Wank

ASIANTGIRL - Hello From Nabi

Tags: asian, brunette, first time, high heels, ladyboy, masturbation, shemale

Jenniferhl sucht Bordell
4 years ago
4:10

aShemaleTube

Jenniferhl sucht Bordell

Tags: assfucking, first time, german, hd, mature, model, shemale

Sergeant Miles enjoys his first TRANS date with inked hottie
4 years ago
6:16

TrannyOne

Sergeant Miles enjoys his first TRANS date with inked hottie

Tags: anal, anus, ass, barebacking, big tits, blonde, booty

BIG CUMSHOT. Cute Ladyboy Hands-Free Cumming
1 year ago
5:59

xHamster

BIG CUMSHOT. Cute Ladyboy Hands-Free Cumming

Tags: american, big tits, black, compilation, cum, cumshot, cute

TGIRLS.PORN: British Bangers!
1 year ago
3:11

RainblowXXX

TGIRLS.PORN: British Bangers!

Tags: anal, barebacking, blowjob, british, european, extreme, first time

MI PROFESOR FOLLA MI CULO PEQUEÑO DESPUES DE CLASES.
1 year ago
22:50

ShemaleSin

MI PROFESOR FOLLA MI CULO PEQUEÑO DESPUES DE CLASES.

Tags: anal, big ass, bisexual, couple, doggystyle, first time, hd

First-timer, oral job
4 years ago
9:43

ShemaleMovie

First-timer, oral job

Tags: amateur, barebacking, blowjob, first time, oral, shemale, stockings

A series of fuck clips
4 years ago
3:36

aShemaleTube

A series of fuck clips

Tags: assfucking, australian, condom, first time, hd, mature, shemale

TrANS IN SWINGER CLUB
4 months ago
0:22

ShemaleSin

TrANS IN SWINGER CLUB

Tags: blowjob, club, first time, masturbation, milf, swinger, transsexual

My first time
12 days ago
2:29

aShemaleTube

My first time

Tags: first time, homevideo, shemale

Large big beautiful woman T-girl Booty
2 months ago
7:20

ShemaleSin

Large big beautiful woman T-girl Booty

Tags: anal, ass, bbw, beauty, big ass, big cock, booty

UK TGIRLS - Anya North First Time Solo Masturbation
1 year ago
3:06

RainblowXXX

UK TGIRLS - Anya North First Time Solo Masturbation

Tags: brunette, emo, first time, lingerie, masturbation, nerdy, shemale

Chubby mature blond interracial first time Naughty teenager nymphs sha
4 years ago
5:58

TrannyOne

Chubby mature blond interracial first time Naughty teenager nymphs sha

Tags: blonde, chubby, first time, interracial, mature, naughty, plumper

Femboy first time anal dildo
6 months ago
3:26

xHamster

Femboy first time anal dildo

Tags: amateur, anal, anal toying, crossdressing, dildo, first time, hd

Leona's 1st Go With My Screw Machine
57 days ago
2:00

ShemaleSin

Leona's 1st Go With My Screw Machine

Tags: anal, fetish, first time, fucking machine, toys, transsexual

Curious Guy Poax Lenehan Decided to Have Sex with Stunnking Busty Sunburnt Shemale at First Time in His Life
1 year ago
8:12

xHamster

Curious Guy Poax Lenehan Decided to Have Sex with Stunnking Busty Sunburnt Shemale at First Time in His Life

Tags: anal, beauty, big tits, blowjob, brazilian, cum, cumshot

My big trans ass gets smashed by a black cock for the first time
26 days ago
8:14

ShemaleTaxi

My big trans ass gets smashed by a black cock for the first time

Tags: amateur, anal, ass, big ass, big black cock, big cock, black

Shy first-time teen camgirl’s solo masturbation session
5 months ago
12:52

ShemaleTaxi

Shy first-time teen camgirl’s solo masturbation session

Tags: amateur, beauty, black, crossdressing, cum, cumshot, european

Slave's Asshole Pegging Bitch's First Time NSFW Sex Porn
4 months ago
7:32

IcePorn

Slave's Asshole Pegging Bitch's First Time NSFW Sex Porn

Tags: ass, barebacking, first time, hd, pegging, shemale, webcam

KIRITO PLAYS WITH TWAT AND BOOTY IN GGO (SWORD ART ONLINE COSPLAY) - TAYLOR RYDE
1 year ago
10:30

ShemaleSin

KIRITO PLAYS WITH TWAT AND BOOTY IN GGO (SWORD ART ONLINE COSPLAY) - TAYLOR RYDE

Tags: amateur, anal, assfingering, babe, big ass, booty, cosplay

Rookie femboy in stockings pleasures throbbing cock for the first time
1 year ago
6:11

HDSex

Rookie femboy in stockings pleasures throbbing cock for the first time

Tags: amateur, dick, first time, high heels, masturbation, shemale, solo

Sissy, first-timer
1 year ago
5:29

ShemaleTaxi

Sissy, first-timer

Tags: amateur, close up, dildo, first time, homevideo, masturbation, orgasm

Trans Emma Rose On Her First Time Trying To Do Swinging
2 years ago
3:50

getTranny

Trans Emma Rose On Her First Time Trying To Do Swinging

Tags: anal, big ass, big tits, blonde, deep throat, first time, lingerie

JockPussy - Experienced daddy explores FTM bonus tight hole for the first time
1 year ago
8:10

HDSex

JockPussy - Experienced daddy explores FTM bonus tight hole for the first time

Tags: barebacking, brunette, coach, college, daddies, deep throat, experienced

Cute Pink Kitty: Unleashing the Sexy Femboy Energy
11 months ago
5:19

xHamster

Cute Pink Kitty: Unleashing the Sexy Femboy Energy

Tags: amateur, american, beauty, big cock, big tits, crossdressing, cute

Stevie Moons first trans is Ariel Demure
6 months ago
6:10

aShemaleTube

Stevie Moons first trans is Ariel Demure

Tags: big cock, big tits, deep throat, first time, hd, latina, lingerie

cammie cums
4 years ago
0:54

aShemaleTube

cammie cums

Tags: cum, first time, shemale, underwear

Cum load Squirting out of the Ass Hole
4 years ago
1:18

aShemaleTube

Cum load Squirting out of the Ass Hole

Tags: ass, assfucking, cum, first time, hd, pissing, shemale

Slutty babe Summer fucked by TS for the first time
5 months ago
6:15

aShemaleTube

Slutty babe Summer fucked by TS for the first time

Tags: babe, big cock, big tits, blowjob, deep throat, first time, hd

First Time with Milk
7 months ago
5:27

xHamster

First Time with Milk

Tags: amateur, asian, blowjob, cum in mouth, first time, hd, milk

Gorgeous first-timer with a massive booty takes on a huge cock in Rio de Janeiro
1 year ago
17:39

ShemaleTaxi

Gorgeous first-timer with a massive booty takes on a huge cock in Rio de Janeiro

Tags: amateur, blowjob, booty, brunette, cum, feet, first time

Embrace the Dark Side: Transgender Crossdressers Sizzling Gothic Look!
9 months ago
6:05

XXXDan

Embrace the Dark Side: Transgender Crossdressers Sizzling Gothic Look!

Tags: amateur, beauty, big ass, big cock, college, cosplay, crossdressing

Are you thirsty?
4 years ago
4:46

aShemaleTube

Are you thirsty?

Tags: amateur, big ass, big cock, big tits, first time, hd, mature

pixie's almost first time, August 2016.  (Softcore/non-porn)
9 years ago
13:48

aShemaleTube

pixie's almost first time, August 2016. (Softcore/non-porn)

Tags: amateur, crossdressing, fantasy, first time, lingerie, reality, romantic

My First Timer Sucking A Cockfe
3 years ago
2:24

TrannyOne

My First Timer Sucking A Cockfe

Tags: amateur, anal, anus, ass, bdsm, blowjob, dick

Thick sissy dancing in lingerie with a big ass on webcam
4 years ago
7:26

aShemaleTube

Thick sissy dancing in lingerie with a big ass on webcam

Tags: ass, big ass, booty, dancing, first time, lingerie, shemale

First time sucking and fucking … $$$
3 years ago
20:46

aShemaleTube

First time sucking and fucking … $$$

Tags: boy, crossdressing, first time, hd, pornstar, serenity, shemale

FRANKS TGIRLWORLD - Stunning Cream Invites You To Play
10 months ago
3:06

TransHero

FRANKS TGIRLWORLD - Stunning Cream Invites You To Play

Tags: asian, brunette, creampie, cute, first time, funny, gorgeous

Thai Ladyboy
4 years ago
19:42

aShemaleTube

Thai Ladyboy

Tags: first time, hd, ladyboy, shemale, tgirl, thai

Sissy in pretty panties
4 years ago
1:22

aShemaleTube

Sissy in pretty panties

Tags: beauty, first time, hd, mature, panties, pretty, shemale

First time in pantyhose for an inexperienced tgirl gets what she desires
1 year ago
6:16

ShemaleTaxi

First time in pantyhose for an inexperienced tgirl gets what she desires

Tags: amateur, first time, masturbation, pantyhose, shemale, solo, stockings

Horny Shemale 156
4 years ago
0:31

aShemaleTube

Horny Shemale 156

Tags: first time, shemale

Ts teen 18+ Leticia Keren Enjoys Her First Time With The Fucking Machine
2 years ago
6:18

getTranny

Ts teen 18+ Leticia Keren Enjoys Her First Time With The Fucking Machine

Tags: anal, brunette, first time, fucking machine, hd, solo, teen (18+)

Ebony transgender beauty passionately pleasuring a first-timer girl in lingerie
1 year ago
6:19

ShemaleTaxi

Ebony transgender beauty passionately pleasuring a first-timer girl in lingerie

Tags: amateur, beauty, close up, cowgirl, ebony, first time, lingerie

Finnish Trans Getting Fucked For The First Time On Camera
7 months ago
2:50

aShemaleTube

Finnish Trans Getting Fucked For The First Time On Camera

Tags: anal, barebacking, big ass, blowjob, finnish, first time, hd

TORN JEANS CUM
4 years ago
1:57

aShemaleTube

TORN JEANS CUM

Tags: black, cum, ebony, first time, jeans, mature, shemale

Busty Blonde Girl Tries Shemale Cock For The First Time
1 year ago
5:01

getTranny

Busty Blonde Girl Tries Shemale Cock For The First Time

Tags: anal, big tits, blonde, brunette, dick, fetish, first time

Thai Ladyboy No Condom Creampie Fuck by German Tourist Guy
2 years ago
9:35

TrannyOne

Thai Ladyboy No Condom Creampie Fuck by German Tourist Guy

Tags: 69, amateur, anal, ass, assfucking, big cock, bisexual

First time
8 years ago
3:08

aShemaleTube

First time

Tags: crossdressing, first time, hd, masturbation, shemale, solo, webcam

Miss Emma Browne
4 years ago
1:25

aShemaleTube

Miss Emma Browne

Tags: big ass, first time, hd, mature, shemale, solo, webcam

My first time
6 years ago
9:38

aShemaleTube

My first time

Tags: amateur, first time, homevideo, shemale

alikuskya webcam tranny
4 years ago
9:11

aShemaleTube

alikuskya webcam tranny

Tags: first time, hd, shemale, tranny, webcam

Big tit teen caught cheating and sex cumshot compilation first time Gi
4 years ago
8:01

TrannyOne

Big tit teen caught cheating and sex cumshot compilation first time Gi

Tags: big tits, caught, cheating, compilation, cum, cumshot, first time

FEMOUT XXX - Meet The Nerdy So Cute UwURainUwU First Time
9 months ago
3:11

xHamster

FEMOUT XXX - Meet The Nerdy So Cute UwURainUwU First Time

Tags: big ass, cute, first time, hd, masturbation, nerdy, shemale

Solo session of onanism with first-timer compilation
9 days ago
5:20

ShemaleTaxi

Solo session of onanism with first-timer compilation

Tags: amateur, big cock, compilation, cumshot, first time, futanari, masturbation

A lustful guy gets an unforgettable pleasure from anal sex with an Asian ladyboy.
1 year ago
23:08

TrannyOne

A lustful guy gets an unforgettable pleasure from anal sex with an Asian ladyboy.

Tags: anal, asian, assfucking, big cock, bisexual, first time, gay

White Body Wonder: Mesmerizing Moves of a Crossdressing Star
7 months ago
21:21

xHamster

White Body Wonder: Mesmerizing Moves of a Crossdressing Star

Tags: big tits, compilation, crossdressing, cum, cumshot, dancing, first time

Homemade porn movie scene with an eighteen year old blond hotty
21 days ago
10:05

ShemaleSin

Homemade porn movie scene with an eighteen year old blond hotty

Tags: 18 year old, amateur, babe, bed sex, bedroom, big clit, blonde

Embrace Your Inner Confidence: Crossdresser Kittys Dance Inspirations
6 months ago
23:45

JizzBunker

Embrace Your Inner Confidence: Crossdresser Kittys Dance Inspirations

Tags: beauty, big cock, caught, college, compilation, cosplay, crossdressing

Cleaning my boy pussy again
4 years ago
1:11

aShemaleTube

Cleaning my boy pussy again

Tags: assfucking, boy, first time, hd, mature, pussy, shemale

First time panty dildo ride
1 year ago
3:01

aShemaleTube

First time panty dildo ride

Tags: amateur, anal, crossdressing, dildo, first time, hd, panties

French trans girl Cirilla Freya - first-timer very excited strokes and masturbates
1 year ago
20:43

ShemaleTaxi

French trans girl Cirilla Freya - first-timer very excited strokes and masturbates

Tags: amateur, beauty, big cock, first time, french, masturbation, shemale

Shemale gets her tight hole filled with man meat for the first time
2 months ago
5:43

ShemaleTaxi

Shemale gets her tight hole filled with man meat for the first time

Tags: amateur, anal, first time, shemale, tight

My debut anal play session - watch me penetrate my tight ass for the very first time
1 year ago
7:14

ShemaleTaxi

My debut anal play session - watch me penetrate my tight ass for the very first time

Tags: anal, anal toying, ass, cum, dildo, first time, jizz

Curly haired lesbian gets fucked by TS for first time
6 months ago
6:15

aShemaleTube

Curly haired lesbian gets fucked by TS for first time

Tags: curly haired, first time, hd, lesbian, shemale, transsexual

My horny hobby
4 years ago
0:46

aShemaleTube

My horny hobby

Tags: first time, hd, shemale, stockings, underwear

Fresh Ladyboy First Timer Bareback Shibari Experience
1 year ago
3:56

getTranny

Fresh Ladyboy First Timer Bareback Shibari Experience

Tags: amateur, anal, asian, barebacking, bdsm, bondage, brunette

Czech casting teen first time Analmal Training
4 years ago
6:01

TrannyOne

Czech casting teen first time Analmal Training

Tags: audition, casting, czech, european, first time, shemale, teen (18+)

My First Time With Big Tranny One-eyed Snake
1 year ago
15:08

ShemaleZ

My First Time With Big Tranny One-eyed Snake

Tags: big tits, blonde, first time, hd, lingerie, pov, tranny

Little Trans Girl Gets Off
4 years ago
6:57

aShemaleTube

Little Trans Girl Gets Off

Tags: first time, shemale, solo, transsexual, webcam

STR8 GUYS FIRST TIME... Found me on Grindr in Denver
3 years ago
7:26

TrannyOne

STR8 GUYS FIRST TIME... Found me on Grindr in Denver

Tags: amateur, american, anal, anus, ass, barebacking, big cock

Crossdresser first time dildo
2 months ago
3:49

aShemaleTube

Crossdresser first time dildo

Tags: amateur, anal, barebacking, crossdressing, dildo, fetish, first time

I Tried an Anal Dilator the First Time and Had a Sissygasm (slow-motion Replay).
7 months ago
4:19

xHamster

I Tried an Anal Dilator the First Time and Had a Sissygasm (slow-motion Replay).

Tags: amateur, anal, anal toying, big ass, cumshot, first time, hd

Big Cumshot Cute Ladyboy Legs Hot Green Dress Sexy Body Pretty Style of Cumming
1 year ago
6:12

xHamster

Big Cumshot Cute Ladyboy Legs Hot Green Dress Sexy Body Pretty Style of Cumming

Tags: american, compilation, cum, cumshot, cute, dress, first time

Thick shemale's butt impaled by cock
8 months ago
5:15

ShemaleTaxi

Thick shemale's butt impaled by cock

Tags: anal, ass, asslick, beauty, big ass, big cock, blowjob

german crossdresser with a lot of cum
4 years ago
1:12

aShemaleTube

german crossdresser with a lot of cum

Tags: crossdressing, cum, first time, german, hd, pantyhose, shemale

A sensual groping and rail session with a curvy first-timer
53 days ago
15:36

ShemaleTaxi

A sensual groping and rail session with a curvy first-timer

Tags: amateur, cumshot, curvy, first time, groping, masturbation, sensual

FEMOUT XXX - Elle Rivers Enjoys Her First Time Adult Shoot
11 months ago
3:06

RainblowXXX

FEMOUT XXX - Elle Rivers Enjoys Her First Time Adult Shoot

Tags: brunette, curly haired, first time, masturbation, shemale, small tits, softcore

Puny Orbs TRANSSEXUAL Yris Starlet Luvs Her Very first Time with The Pulverizing Machine
1 year ago
8:06

KeekAss

Puny Orbs TRANSSEXUAL Yris Starlet Luvs Her Very first Time with The Pulverizing Machine

Tags: anal, babe, big ass, blonde, brazilian, cumshot, fantasy

Candice in black vinyle
4 years ago
3:49

aShemaleTube

Candice in black vinyle

Tags: black, first time, french, hd, lingerie, mature, shemale

I need so much
3 years ago
5:00

TrannyOne

I need so much

Tags: amateur, american, anal, anal toying, anus, ass, black

fack my ass
4 years ago
2:09

aShemaleTube

fack my ass

Tags: ass, assfucking, condom, first time, hd, pov, shemale

FTM discovers the pleasure of squirting for the first time in an intimate solo session!
1 year ago
11:08

ShemaleTaxi

FTM discovers the pleasure of squirting for the first time in an intimate solo session!

Tags: amateur, bathroom, first time, homevideo, masturbation, shemale, socks

Chubby White Lady Boy Big Butt Shemale Big Ass Sissy Booty Slut
1 year ago
6:05

xHamster

Chubby White Lady Boy Big Butt Shemale Big Ass Sissy Booty Slut

Tags: american, ass, beauty, big ass, big tits, black, booty

Busty Blonde Tranny Likes Fingering Her Ass
4 years ago
8:15

aShemaleTube

Busty Blonde Tranny Likes Fingering Her Ass

Tags: ass, big tits, blonde, curvy, fingering, first time, shemale

Mom, first time
1 year ago
5:18

VideoSection

Mom, first time

Tags: anal, ass, ass to mouth, beauty, big ass, big cock, first time

Hispanic shemale teen tries bbc for first time and goes nuts
2 years ago
3:49

aShemaleTube

Hispanic shemale teen tries bbc for first time and goes nuts

Tags: amateur, anal, assfucking, big black cock, first time, hardcore, hd

Teen Crossdresser first time anal
4 years ago
14:44

TrannyOne

Teen Crossdresser first time anal

Tags: amateur, anal, anus, ass, ass to mouth, blowjob, creampie

Its time you tasted your first shemale cock
3 years ago
18:28

TrannyOne

Its time you tasted your first shemale cock

Tags: dick, first time, hd, shemale, sucking

Stella experiences a first-time defloration in lingerie and tights
4 months ago
5:02

ShemaleTaxi

Stella experiences a first-time defloration in lingerie and tights

Tags: anal, defloration, first time, lingerie, masturbation, russian, shemale

Shemales fucked chick for the first time
1 year ago
6:15

KeekAss

Shemales fucked chick for the first time

Tags: 3some, barebacking, big cock, big tits, blonde, blowjob, brunette

Asian Crossdresser Turns Satanic Sissy Bitch First Time 1
4 years ago
3:22

aShemaleTube

Asian Crossdresser Turns Satanic Sissy Bitch First Time 1

Tags: anal, bitch, crossdressing, first time, shemale, sissy, solo

2016-06-12. Sveta Melen&Alizee
4 years ago
3:59

aShemaleTube

2016-06-12. Sveta Melen&Alizee

Tags: first time, hd, mature, shemale

Sissy First Time Piss Drinking
1 year ago
1:43

aShemaleTube

Sissy First Time Piss Drinking

Tags: big cock, first time, hd, piss drinking, pissing, shemale, sissy

Cumshot, first timer
9 months ago
7:53

ShemaleTaxi

Cumshot, first timer

Tags: anal, cumshot, first time, russian, shemale, toys

My First Time with a 24 Cm Dildo and Cumming Like a Sissy
4 months ago
7:26

xHamster

My First Time with a 24 Cm Dildo and Cumming Like a Sissy

Tags: amateur, anal, big ass, cum, dildo, first time, hd

THE CUTEST COCK. Pre-Cumming Masturbation Pretty Ladyboy Shemale Model Crossdresser Cosplayer
8 months ago
21:07

xHamster

THE CUTEST COCK. Pre-Cumming Masturbation Pretty Ladyboy Shemale Model Crossdresser Cosplayer

Tags: big tits, compilation, crossdressing, cum, cumshot, cute, dancing

UltraHD 4k YOUNG 18 YEARS OLD AMATEUR BOY DESTROY HIS ASS FIRST TIME ANAL
6 years ago
10:41

Txxx

UltraHD 4k YOUNG 18 YEARS OLD AMATEUR BOY DESTROY HIS ASS FIRST TIME ANAL

Tags: amateur, anal, asian, ass, boy, first time, hd

Asian femboy seeking attention in short dress
3 months ago
5:06

xHamster

Asian femboy seeking attention in short dress

Tags: amateur, asian, chinese, crossdressing, dress, first time, hairy

CD trained for her first cock
1 year ago
7:10

aShemaleTube

CD trained for her first cock

Tags: crossdressing, dick, first time, hd, homevideo, mature, pov

Guy Decides to Dress in Drag for the First Time
15 days ago
2:20

xHamster

Guy Decides to Dress in Drag for the First Time

Tags: amateur, american, anal, bdsm, beauty, big cock, blonde

Noobie Shemale Teen Fany Menezes First Time Machine Sex
1 year ago
8:05

TransHero

Noobie Shemale Teen Fany Menezes First Time Machine Sex

Tags: anal, ass, babe, brazilian, dick, dildo, drilling