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6 years ago
5:56

KeekAss

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5 years ago
6:03

KeekAss

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6 years ago
6:17

aShemaleTube

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5 years ago
6:03

KeekAss

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4 years ago
1:05

aShemaleTube

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5 years ago
6:00

KeekAss

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7 years ago
5:10

AshemaleOne

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4 years ago
26:28

aShemaleTube

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6 years ago
5:55

PornoXO

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7 years ago
5:37

ShemaleZ

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6 years ago
5:55

PornoXO

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7 years ago
23:46

ShemaleZ

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7 years ago
17:36

xHamster

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6 years ago
5:55

PornoXO

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8 years ago
11:49

xHamster

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7 years ago
16:29

xHamster

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7 years ago
10:24

ShemaleZ

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6 years ago
5:55

PornoXO

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Skylar and Breds First Time Preview
6 years ago
2:37

xHamster

Skylar and Breds First Time Preview

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6 years ago
7:19

Txxx

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7 years ago
5:47

Txxx

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6 years ago
13:59

xHamster

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Feminine Hottie Sarina Valentine tops for the first time
8 years ago
7:09

aShemaleTube

Feminine Hottie Sarina Valentine tops for the first time

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1 year ago
5:51

JizzBunker

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7 years ago
6:00

AshemaleOne

Dynamic Asian shemale fucks a straight girl for the first time

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7 years ago
5:28

AshemaleOne

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4 years ago
2:01

aShemaleTube

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4 years ago
12:17

aShemaleTube

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5 years ago
4:14

aShemaleTube

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4 years ago
4:03

aShemaleTube

arab fills a whore with cum

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1 year ago
2:39

XXXDan

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2 years ago
1:57

ShemaleSin

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For the first time I film an orgasm FTM Trans Male
1 year ago
1:41

JizzBunker

For the first time I film an orgasm FTM Trans Male

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1 year ago
4:13

ShemaleSin

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8 years ago
4:40

aShemaleTube

First Time Webcam Teen Cross

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Sexy man gets fucked by a shemale for the first time
7 years ago
5:42

AshemaleOne

Sexy man gets fucked by a shemale for the first time

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7 years ago
4:56

AshemaleOne

Bootylicious tranny fucks her busty friend for the first time

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2 years ago
4:37

ShemaleSin

SISSY GET 1ST SEMEN on FACE

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8 years ago
13:54

xHamster

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9 years ago
11:54

xHamster

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Two lezzies try on vanilla BDSM for the first time
11 years ago
7:07

xHamster

Two lezzies try on vanilla BDSM for the first time

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Hot Cute Latina Shemale on WebCam Part
4 years ago
8:24

aShemaleTube

Hot Cute Latina Shemale on WebCam Part

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Japanese Crossdresser Hino Sch00lgirl Masterbation 8
4 years ago
13:41

aShemaleTube

Japanese Crossdresser Hino Sch00lgirl Masterbation 8

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First time piss in mouth
2 years ago
1:34

aShemaleTube

First time piss in mouth

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Our movie date turned into an unexpected car play session with a horny first-timer!
1 year ago
22:56

ShemaleTaxi

Our movie date turned into an unexpected car play session with a horny first-timer!

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Horny Latina transsexual foxxy enjoys post-wedding anal sex for the first time
11 months ago
6:25

ShemaleTaxi

Horny Latina transsexual foxxy enjoys post-wedding anal sex for the first time

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Femboi, firsttime
1 year ago
6:11

ShemaleTaxi

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Teen tranny uses toy car for the first time and strokes cock
1 year ago
4:04

XXXDan

Teen tranny uses toy car for the first time and strokes cock

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Too Molten to Treat in Denmark
1 year ago
0:26

KeekAss

Too Molten to Treat in Denmark

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I love cross dress as a girl in red 66
4 years ago
6:16

aShemaleTube

I love cross dress as a girl in red 66

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4 years ago
7:24

ShemaleTaxi

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1 year ago
6:05

xHamster

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Newbie sissy housewife tries anal plug and chastity for the first time
8 months ago
18:42

ShemaleTaxi

Newbie sissy housewife tries anal plug and chastity for the first time

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Lad has his first time with very hot TS
14 years ago
29:52

aShemaleTube

Lad has his first time with very hot TS

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Chubby blond ts doggied and enjoys a handjob
4 years ago
8:37

aShemaleTube

Chubby blond ts doggied and enjoys a handjob

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3 years ago
3:52

aShemaleTube

my thin asiatic cds for his first time

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4 years ago
5:56

aShemaleTube

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Gorgeous TS babe Asia Belle seduces Adrian Duval by convincing him to wife swap for the first time.Watch her get fucked hard on the couch in the most
1 year ago
10:02

FapCat

Gorgeous TS babe Asia Belle seduces Adrian Duval by convincing him to wife swap for the first time.Watch her get fucked hard on the couch in the most

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4 years ago
54:52

ShemaleTaxi

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Ariel Demure's first encounter as a big-titted she-creature
23 days ago
6:20

ShemaleTaxi

Ariel Demure's first encounter as a big-titted she-creature

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Straight guy suck escort for the first time
3 years ago
2:10

aShemaleTube

Straight guy suck escort for the first time

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Guy tries Anal Sex for The First Time on Shemale MILF, Guy Fucks Trans in the Ass - Shadows 3D Futa
20 days ago
13:50

aShemaleTube

Guy tries Anal Sex for The First Time on Shemale MILF, Guy Fucks Trans in the Ass - Shadows 3D Futa

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Fresh toy sends me spiraling into Climax
10 months ago
1:04

ShemaleSin

Fresh toy sends me spiraling into Climax

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Sexy Shemale Stripping On Her Webcam
4 years ago
6:49

aShemaleTube

Sexy Shemale Stripping On Her Webcam

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Newbie shemale princess gets butthole filled with cum for the first time
10 months ago
6:13

ShemaleMovie

Newbie shemale princess gets butthole filled with cum for the first time

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3 years ago
6:16

ShemaleTaxi

Trans, firsttime

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TGIRLSHOOKUP - First time on top
33 days ago
3:07

aShemaleTube

TGIRLSHOOKUP - First time on top

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Guy Decides to Dress as Woman for the First Time
9 days ago
2:21

xHamster

Guy Decides to Dress as Woman for the First Time

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First-timer, amateur
1 year ago
19:09

ShemaleTaxi

First-timer, amateur

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Yvanas First Time On Porn
2 years ago
7:58

getTranny

Yvanas First Time On Porn

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Ineta Koxx gets filled by an extra long toy for the first time
1 year ago
10:06

ShemaleTaxi

Ineta Koxx gets filled by an extra long toy for the first time

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33 days ago
5:44

ShemaleTaxi

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Itzel Saenz Cums For the First Time Ever!
2 years ago
3:19

aShemaleTube

Itzel Saenz Cums For the First Time Ever!

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7 years ago
8:05

aShemaleTube

First time fuck for a teen shemale

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2 months ago
5:01

aShemaleTube

First time in a fufu clipmy useless worthless clitty

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First-time she-males dive into anal and give blowjobs to a jock
5 days ago
6:19

ShemaleTaxi

First-time she-males dive into anal and give blowjobs to a jock

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Ladyboy first timer ass fucked on camera in a love hotel
5 years ago
5:33

ShemalePub

Ladyboy first timer ass fucked on camera in a love hotel

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Brunette Casey Calvert first time anal sex with TS
6 days ago
6:10

FetishPapa

Brunette Casey Calvert first time anal sex with TS

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First-time trans girl gets it in the garden of Eden
1 day ago
8:25

ShemaleTaxi

First-time trans girl gets it in the garden of Eden

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Young Thai ladyboy with a big cock ready for some bareback fun
1 day ago
43:08

ShemaleTaxi

Young Thai ladyboy with a big cock ready for some bareback fun

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11 days ago
49:04

ShemaleTaxi

Big ass, first-timer

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3 kinky shemales having some fun with their feet and asses
4 years ago
10:00

aShemaleTube

3 kinky shemales having some fun with their feet and asses

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Newbie's first time exploring masturbation
4 days ago
7:56

ShemaleTaxi

Newbie's first time exploring masturbation

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First-time raw anal session with a hot ladyboy featuring oral pleasure and rimjob action
10 days ago
6:31

ShemaleTaxi

First-time raw anal session with a hot ladyboy featuring oral pleasure and rimjob action

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Nicole Charming in a corset gets dominated for the first time and goes deep
7 days ago
9:13

ShemaleTaxi

Nicole Charming in a corset gets dominated for the first time and goes deep

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Incredible transgender solo session for a first-time stroker
2 months ago
13:09

ShemaleTaxi

Incredible transgender solo session for a first-time stroker

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Blondie, first-timer
2 months ago
15:26

ShemaleTaxi

Blondie, first-timer

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Inexperienced Thai she-male Numing explores her lover's white booty for the first time
9 days ago
6:25

ShemaleTaxi

Inexperienced Thai she-male Numing explores her lover's white booty for the first time

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Newbie getting off for the first time
13 days ago
6:08

ShemaleTaxi

Newbie getting off for the first time

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6 years ago
13:02

TrannyOne

First time friday Amiyah love cums

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3 years ago
15:20

ShemaleTaxi

Shemale tranny, first-timer

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Brunette ts, first-timer
12 days ago
1:04:53

ShemaleTaxi

Brunette ts, first-timer

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First-time shemales enjoying some solo fun with their dicks
2 months ago
6:25

VideoSection

First-time shemales enjoying some solo fun with their dicks

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First-time trans girl gives a passionate milking to a lucky guy
57 days ago
6:25

ShemaleTaxi

First-time trans girl gives a passionate milking to a lucky guy

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Hot Fat Big Cock Shemale Babe on Webcam, Part 2
4 years ago
12:20

aShemaleTube

Hot Fat Big Cock Shemale Babe on Webcam, Part 2

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T-girl Cali Sparks gives a first-timer a thorough ass pounding
50 days ago
5:34

ShemaleTaxi

T-girl Cali Sparks gives a first-timer a thorough ass pounding

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Guy has his first time with a small-titted shemale on webcam
52 days ago
20:58

ShemaleTaxi

Guy has his first time with a small-titted shemale on webcam

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Amazing solo session for a first-timer
25 days ago
10:30

ShemaleTaxi

Amazing solo session for a first-timer

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Anastasia Penny In Made His First Time Memorable
8 days ago
18:53

ABTranny

Anastasia Penny In Made His First Time Memorable

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Busty t-girl tries masturbation for the first time
48 days ago
6:10

ShemaleTaxi

Busty t-girl tries masturbation for the first time

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Solo babe in tights enjoying her first time
2 months ago
7:18

ShemaleTaxi

Solo babe in tights enjoying her first time

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First-time anal adventure for the unexperienced
27 days ago
20:46

ShemaleTaxi

First-time anal adventure for the unexperienced

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Slutty babe Summer gets boned by a trans princess for her first time
20 days ago
6:24

ShemaleTaxi

Slutty babe Summer gets boned by a trans princess for her first time

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Newbie guy hooks up with a shemale for his first time
48 days ago
9:24

ShemaleTaxi

Newbie guy hooks up with a shemale for his first time

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First-timer, webcams
41 days ago
22:46

ShemaleTaxi

First-timer, webcams

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Beautiful Curvy Babe Jerks and Eats Her Valentine Candy
4 years ago
7:14

aShemaleTube

Beautiful Curvy Babe Jerks and Eats Her Valentine Candy

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First-time webcam babe explores her curves in a solo show
48 days ago
28:08

ShemaleTaxi

First-time webcam babe explores her curves in a solo show

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40 days ago
13:06

ShemaleTaxi

First-timer, beautiful asian girl

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Exploring his smooth backside for the first time
2 months ago
8:50

ShemaleTaxi

Exploring his smooth backside for the first time

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First time for this inexperienced teen on cam with a big prick
53 days ago
8:55

ShemaleTaxi

First time for this inexperienced teen on cam with a big prick

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First-time trans sensation Izzy Wilde enjoying herself with toys
2 months ago
5:28

ShemaleTaxi

First-time trans sensation Izzy Wilde enjoying herself with toys

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2 months ago
49:45

ShemaleTaxi

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Solo session with a big booty first-timer
29 days ago
37:07

ShemaleTaxi

Solo session with a big booty first-timer

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First-time solo play session
54 days ago
1:18:21

ShemaleTaxi

First-time solo play session

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candygirls trans and 2 girls cum on face and eat
4 years ago
4:52

aShemaleTube

candygirls trans and 2 girls cum on face and eat

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First-timer, internal ejaculation
44 days ago
13:03

ShemaleTaxi

First-timer, internal ejaculation

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Salosweetts
4 years ago
11:05

aShemaleTube

Salosweetts

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First-time guy gets wild with shemale Lee 6 in some crazy ATM action
2 days ago
6:25

ShemaleTaxi

First-time guy gets wild with shemale Lee 6 in some crazy ATM action

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Curious ladyboy Aoki gets pounded hard in her first time
1 year ago
5:32

ShemaleTaxi

Curious ladyboy Aoki gets pounded hard in her first time

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I love you my admirers
4 years ago
3:24

aShemaleTube

I love you my admirers

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My first time pounding a girl hard
26 days ago
6:13

ShemaleTaxi

My first time pounding a girl hard

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First-timer, amateur
40 days ago
8:43

ShemaleTaxi

First-timer, amateur

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Tranny humping her blond gf
4 years ago
8:20

aShemaleTube

Tranny humping her blond gf

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Lizzy Yum in her solo bath session, exploring edging and dilation for the first time
3 days ago
10:17

ShemaleTaxi

Lizzy Yum in her solo bath session, exploring edging and dilation for the first time

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Trap tgirl masturbates and rubs her ass
9 years ago
6:06

aShemaleTube

Trap tgirl masturbates and rubs her ass

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Latina teen shemale first time fucked her girlfriend
7 years ago
6:00

aShemaleTube

Latina teen shemale first time fucked her girlfriend

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2 months ago
11:14

ShemaleTaxi

First-timer, tranny

Tags: amateur, big cock, blowjob, first time, ladyboy, shemale, tranny
T-girl Beemaker nails the stud's ass for the first time
28 days ago
12:37

ShemaleTaxi

T-girl Beemaker nails the stud's ass for the first time

Tags: amateur, ass, big cock, first time, shemale, tgirl
Transitioning Alexis Morissett rocks high heels and lingerie for her first time
25 days ago
8:14

ShemaleTaxi

Transitioning Alexis Morissett rocks high heels and lingerie for her first time

Tags: amateur, anal, big cock, blowjob, cum, cum in mouth, cumshot
Amateur ladyboy beauty Benzey bareback anal with a big dick
4 years ago
6:09

aShemaleTube

Amateur ladyboy beauty Benzey bareback anal with a big dick

Tags: amateur, anal, assfucking, barebacking, beauty, big ass, big cock
Webcams, first-timer
44 days ago
41:43

ShemaleTaxi

Webcams, first-timer

Tags: amateur, cumshot, first time, shemale, webcam
MY FIRST TIME WITH GIANT THAI SHEMALE COCK
4 years ago
11:07

aShemaleTube

MY FIRST TIME WITH GIANT THAI SHEMALE COCK

Tags: barebacking, big cock, blonde, blowjob, cum in mouth, cumshot, dick
Blonde ladyboy with big tits has her first-time three-way and penetrates a guy
57 days ago
11:23

ShemaleTaxi

Blonde ladyboy with big tits has her first-time three-way and penetrates a guy

Tags: 3some, amateur, big tits, blonde, blowjob, first time, ladyboy
Ladyboy Thippy & Noi first time 3 some
7 years ago
6:16

aShemaleTube

Ladyboy Thippy & Noi first time 3 some

Tags: 3some, blowjob, first time, gangbang, ladyboy, shemale
First-time, young-ts
40 days ago
10:12

ShemaleTaxi

First-time, young-ts

Tags: amateur, anal, ass, babe, beauty, first time, shemale
Blessed dude takes on a hot shemale with impressive boobs for the first time
54 days ago
8:22

ShemaleTaxi

Blessed dude takes on a hot shemale with impressive boobs for the first time

Tags: amateur, big cock, big tits, first time, shemale, webcam
A free blowjob for my coworker from trans superstar Amanda Riley and Robby Echo
20 days ago
10:51

ShemaleTaxi

A free blowjob for my coworker from trans superstar Amanda Riley and Robby Echo

Tags: anal, ass, big ass, big cock, blowjob, cum, cum in mouth
Candice Dare first time gets fucked by Tgirl Angel Kelli Lox
8 years ago
5:29

aShemaleTube

Candice Dare first time gets fucked by Tgirl Angel Kelli Lox

Tags: big tits, blowjob, dare, first time, lingerie, shemale, tgirl
Brendaguerraaa
4 years ago
20:29

aShemaleTube

Brendaguerraaa

Tags: big cock, big tits, first time, hd, mexican, shemale, teen (18+)
First-timer, guy fucks shemale
44 days ago
6:25

ShemaleTaxi

First-timer, guy fucks shemale

Tags: amateur, anal, ass, big ass, blowjob, first time, ladyboy
First-timer, dt
2 months ago
6:25

ShemaleTaxi

First-timer, dt

Tags: amateur, anal, blowjob, first time, shemale
Dark-skinned first-time trap Jessica Kush spreads and plays solo
55 days ago
6:10

ShemaleTaxi

Dark-skinned first-time trap Jessica Kush spreads and plays solo

Tags: first time, masturbation, shemale, small tits, solo, spreading
First-timer, undergarments
2 months ago
12:15

ShemaleTaxi

First-timer, undergarments

Tags: amateur, big cock, big tits, first time, lingerie, masturbation, shemale
Male's First Time With Transgender
5 years ago
6:15

aShemaleTube

Male's First Time With Transgender

Tags: anal, assfucking, big cock, first time, hd, shemale, slut
First-timer, anal invasion
28 days ago
12:27

ShemaleTaxi

First-timer, anal invasion

Tags: amateur, anal, ass, big ass, first time, shemale
Onanism, first-timer
33 days ago
19:18

ShemaleTaxi

Onanism, first-timer

Tags: amateur, big cock, big tits, first time, masturbation, shemale, solo
First-timer, blowjob
44 days ago
8:09

ShemaleTaxi

First-timer, blowjob

Tags: 3some, amateur, anal, big tits, blowjob, cumshot, first time
Webcams, first-timer
44 days ago
44:00

ShemaleTaxi

Webcams, first-timer

Tags: amateur, big cock, cumshot, first time, shemale, webcam
Tranny, first-timer
43 days ago
6:25

ShemaleTaxi

Tranny, first-timer

Tags: amateur, anal, blowjob, dick, first time, ladyboy, pov
First-time solo crossdresser Penelopene27 gives herself pleasure in a hot anal session
4 days ago
6:40

ShemaleTaxi

First-time solo crossdresser Penelopene27 gives herself pleasure in a hot anal session

Tags: amateur, anal, blonde, crossdressing, dildo, first time, masturbation
First-timer, big tits
2 months ago
6:25

ShemaleTaxi

First-timer, big tits

Tags: amateur, big tits, first time, shemale, uniform
Observe, turn
39 days ago
11:22

ShemaleTaxi

Observe, turn

Tags: anal, big tits, blowjob, cumshot, first time, handjob, shemale
Cute shemale gently playing with her big cock
4 years ago
9:13

aShemaleTube

Cute shemale gently playing with her big cock

Tags: big cock, cute, first time, huge cock, mexican, shemale, solo
Summer blow job fun with first-time ladyboy Nikki North and Christian Xxx
25 days ago
7:36

ShemaleTaxi

Summer blow job fun with first-time ladyboy Nikki North and Christian Xxx

Tags: amateur, blowjob, cum, cum in mouth, cumshot, first time, funny
First-timer, big tits
2 months ago
16:00

ShemaleTaxi

First-timer, big tits

Tags: 3some, amateur, big cock, big tits, blonde, first time, ladyboy
Riding dildo and cums
4 years ago
2:22

aShemaleTube

Riding dildo and cums

Tags: assfucking, cum, dildo, first time, hd, pantyhose, riding
UKTGIRLS: INTRODUCING KENZA!
1 year ago
3:06

aShemaleTube

UKTGIRLS: INTRODUCING KENZA!

Tags: fetish, first time, glasses, hd, high heels, lingerie, masturbation
Andylynn Payne in a solo masturbation session for her first time
2 months ago
9:10

ShemaleTaxi

Andylynn Payne in a solo masturbation session for her first time

Tags: amateur, first time, masturbation, shemale, solo, teen (18+), webcam
First-timer, webcams
32 days ago
10:38

ShemaleTaxi

First-timer, webcams

Tags: amateur, first time, shemale, webcam
First-timer, rectal
2 months ago
7:32

ShemaleTaxi

First-timer, rectal

Tags: amateur, anal, ass, big cock, big tits, first time, shemale
Transgender, first-timer
35 days ago
12:14

ShemaleTaxi

Transgender, first-timer

Tags: amateur, anal, blowjob, first time, maid, shemale
Steamy first-time anal action with pornstars ActorFab and Gabriela Rigo
20 days ago
10:43

ShemaleTaxi

Steamy first-time anal action with pornstars ActorFab and Gabriela Rigo

Tags: amateur, anal, big cock, big tits, blowjob, cumshot, first time
Hot first-timer Paula Cdzinha explores her desires with big tits and fun toys
5 days ago
6:12

ShemaleTaxi

Hot first-timer Paula Cdzinha explores her desires with big tits and fun toys

Tags: amateur, anal, ass, big ass, big cock, big tits, blonde
Exotic shemale masturbate
4 years ago
2:29

aShemaleTube

Exotic shemale masturbate

Tags: exotic, first time, masturbation, shemale, small tits, solo
Intimate pussy pounding from her point of view for her pleasure
10 months ago
14:13

ShemaleTaxi

Intimate pussy pounding from her point of view for her pleasure

Tags: close up, crossdressing, first time, pov, pussy, shemale
Guy fucks shemale, first-timer
2 months ago
6:25

ShemaleTaxi

Guy fucks shemale, first-timer

Tags: amateur, blowjob, first time, ladyboy, pov, shemale, teen (18+)
First-time fuckfest with stunning Aris
47 days ago
14:34

ShemaleTaxi

First-time fuckfest with stunning Aris

Tags: anal, big tits, first time, ladyboy, shemale
Ass fucking, first-timer
44 days ago
1:22:06

ShemaleTaxi

Ass fucking, first-timer

Tags: amateur, anal, ass, assfucking, big ass, first time, shemale
Getting off, teen (18+)
2 months ago
6:34

ShemaleTaxi

Getting off, teen (18+)

Tags: big cock, big tits, blowjob, first time, lingerie, masturbation, shemale
Brazilian spicy star Naughty Girl From Brazil enjoys a massive cock for the first time
16 days ago
10:37

ShemaleTaxi

Brazilian spicy star Naughty Girl From Brazil enjoys a massive cock for the first time

Tags: amateur, anal, ass, big ass, big cock, brazilian, dildo
First-time experience with sexy shemale and her revealing lingerie
28 days ago
10:48

ShemaleTaxi

First-time experience with sexy shemale and her revealing lingerie

Tags: amateur, anal, big tits, cum, cum in mouth, cumshot, first time
Teen Tiara with small boobs experiences cock for the first time
59 days ago
5:38

ShemaleTaxi

Teen Tiara with small boobs experiences cock for the first time

Tags: amateur, dick, first time, shemale, small tits, teen (18+)
First-timer, small tits
43 days ago
10:46

ShemaleTaxi

First-timer, small tits

Tags: amateur, anal, first time, ladyboy, shemale, small tits, teen (18+)
First-timer, amateur
2 months ago
48:34

ShemaleTaxi

First-timer, amateur

Tags: amateur, first time, shemale
Premium hd, first-timer
52 days ago
7:21

ShemaleTaxi

Premium hd, first-timer

Tags: amateur, ass, big ass, big cock, blonde, first time, hd
Chocolate doll making a tranny happy
4 years ago
6:22

aShemaleTube

Chocolate doll making a tranny happy

Tags: chocolate, dick, doll, first time, hd, shemale, sucking
First time fembois with Thayane Beck for TrannyBizarre
58 days ago
6:34

ShemaleTaxi

First time fembois with Thayane Beck for TrannyBizarre

Tags: anal, big cock, big tits, blowjob, first time, ladyboy, shemale
For the first time, I let you penetrate me after we go at it
2 months ago
6:33

ShemaleTaxi

For the first time, I let you penetrate me after we go at it

Tags: anal, big tits, first time, shemale
First-timer, anal
35 days ago
8:22

ShemaleTaxi

First-timer, anal

Tags: amateur, anal, blowjob, cumshot, feet, first time, high heels
She-male, first-timer
43 days ago
6:25

ShemaleTaxi

She-male, first-timer

Tags: amateur, anal, big cock, first time, ladyboy, shemale, teen (18+)