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4 years ago
36:58

KeekAss

Daisy Taylor - Dating Daisy two

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Icy and Snauwflake have just started dating and those youthful twenty-somethings are just insatiable for every others bodies. They're on their 1s
1 year ago
3:11

ShemaleSin

Icy and Snauwflake have just started dating and those youthful twenty-somethings are just insatiable for every others bodies. They're on their 1s

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Friends go wild when dating apps let them down with Cadence Lux and Janelle Fennec
2 months ago
6:20

ShemaleTaxi

Friends go wild when dating apps let them down with Cadence Lux and Janelle Fennec

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Shirley obsessed with sex in Futa Dating Simulator game!
11 months ago
8:14

ShemaleMovie

Shirley obsessed with sex in Futa Dating Simulator game!

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Feeling naughty? Try dating a sexy crossdresser like me
3 months ago
11:27

ShemaleTaxi

Feeling naughty? Try dating a sexy crossdresser like me

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Kasey Kei and Jenna Creed's wild gangbang at the speed dating event, with Jenna under the table giving a deep throat to Kasey's big cock
2 months ago
6:25

ShemaleTaxi

Kasey Kei and Jenna Creed's wild gangbang at the speed dating event, with Jenna under the table giving a deep throat to Kasey's big cock

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Speed dating turned into a sexy transsexual gang fuck when the rotation got fucked up
3 months ago
6:16

ShemaleSin

Speed dating turned into a sexy transsexual gang fuck when the rotation got fucked up

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Dating is a NO but id consider fucking
3 months ago
8:16

aShemaleTube

Dating is a NO but id consider fucking

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Daisy Taylor & Xander Corvus - Dating Daisy
3 months ago
36:58

aShemaleTube

Daisy Taylor & Xander Corvus - Dating Daisy

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British Horny Transsexual Hotel Barebac Date
4 years ago
5:28

TrannyOne

British Horny Transsexual Hotel Barebac Date

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Appalled and wanting to help improve Aubrey's dating game
6 months ago
6:15

FetishPapa

Appalled and wanting to help improve Aubrey's dating game

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Stunning Kasey Kei's speed dating night turns into a wild trans gangbang with massive facial
5 months ago
15:44

ShemaleTaxi

Stunning Kasey Kei's speed dating night turns into a wild trans gangbang with massive facial

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POV We Matched On A Dating App and I Invited U To My Place
4 months ago
0:30

ShemaleSin

POV We Matched On A Dating App and I Invited U To My Place

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shemale Khloe Kay is dating a guy who loves Tranny babes!
3 years ago
6:11

aShemaleTube

shemale Khloe Kay is dating a guy who loves Tranny babes!

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Jenna Creed, Alexa Creed And Alexa Scout - Accidental Trans Gangbang Speed Dating Melanie
2 months ago
44:58

ABTranny

Jenna Creed, Alexa Creed And Alexa Scout - Accidental Trans Gangbang Speed Dating Melanie

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When You Feel Horny, Try Dating A Crossdresser Like Me
2 months ago
7:56

getTranny

When You Feel Horny, Try Dating A Crossdresser Like Me

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Her ally is looking for a prostitute and comes to me. Don't worry, I will definitely make u cheerful and climax many times.If u're looking f
5 months ago
11:25

ShemaleSin

Her ally is looking for a prostitute and comes to me. Don't worry, I will definitely make u cheerful and climax many times.If u're looking f

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Jock Michael's cock pounded by Jayne Calloway's dick
5 months ago
6:12

FapCat

Jock Michael's cock pounded by Jayne Calloway's dick

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What a stunner busty shemale I am dating
4 months ago
6:16

aShemaleTube

What a stunner busty shemale I am dating

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TRANSFIXED - Gorgeous Kasey Kei’s Speed Dating Turns Into Wild TRANS GANGBANG With HUGE FACIAL -
2 months ago
15:38

PornoXO

TRANSFIXED - Gorgeous Kasey Kei’s Speed Dating Turns Into Wild TRANS GANGBANG With HUGE FACIAL -

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Speed dating turns into a wild shemale gang-bang as they ditch the rotation!
9 months ago
6:25

ShemaleTaxi

Speed dating turns into a wild shemale gang-bang as they ditch the rotation!

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Hatler Gurius sandwiched by transgenders Erica and Gracie
5 months ago
6:11

FapCat

Hatler Gurius sandwiched by transgenders Erica and Gracie

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Stunning Kasey Kei's speed dating leads to a wild trans gangbang with epic facial
7 months ago
15:40

VideoSection

Stunning Kasey Kei's speed dating leads to a wild trans gangbang with epic facial

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Tranny girlfriends talking about their nightlife in a cafe
2 years ago
6:12

TrannyOne

Tranny girlfriends talking about their nightlife in a cafe

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T-Girl star Ladyboystar, a 19-year-old college cutie, spotted on a dating app
1 year ago
12:33

ShemaleTaxi

T-Girl star Ladyboystar, a 19-year-old college cutie, spotted on a dating app

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Shemales enjoy rough anal sex at naughty speed dating event
9 months ago
6:25

ShemaleTaxi

Shemales enjoy rough anal sex at naughty speed dating event

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November Show Highlights #4, Dating advice and chocolate addiction Edition
2 years ago
12:05

ShemaleSin

November Show Highlights #4, Dating advice and chocolate addiction Edition

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Two transgender hot girl enjoy a date - Lena Moon & Jessica Fox
1 year ago
6:11

RainblowXXX

Two transgender hot girl enjoy a date - Lena Moon & Jessica Fox

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What an absolute stunner shemale I am dating at the moment
4 months ago
6:16

XShemale

What an absolute stunner shemale I am dating at the moment

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When Ria and Ghost Park invited a match on their dating app over to bang 'em the one and the other, they were pleased as clams knowing they would
8 months ago
7:05

ShemaleSin

When Ria and Ghost Park invited a match on their dating app over to bang 'em the one and the other, they were pleased as clams knowing they would

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Namneung - Red Dating Game
3 months ago
25:12

ABTranny

Namneung - Red Dating Game

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Rockie Emerson is in heaven.She cannot believe her luck.Being a six foot two cis female she has had a hard time finding partners her height.Finding To
1 year ago
6:11

FapCat

Rockie Emerson is in heaven.She cannot believe her luck.Being a six foot two cis female she has had a hard time finding partners her height.Finding To

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Chanel Santini is sick of hiding her relationship with Violet Monroe and is demanding that Violet come out to her parents that this babe is dating a T
4 years ago
6:15

ShemaleSin

Chanel Santini is sick of hiding her relationship with Violet Monroe and is demanding that Violet come out to her parents that this babe is dating a T

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tranny girl surprises her date with a bulge in her pants, he doesn't care and sucks her cock and fucks her in the ass
2 years ago
18:05

TrannyOne

tranny girl surprises her date with a bulge in her pants, he doesn't care and sucks her cock and fucks her in the ass

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Tranny Kendall Penny gives head and anal reamed on 1st date
3 years ago
6:35

TrannyOne

Tranny Kendall Penny gives head and anal reamed on 1st date

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Secret Sex On Secret Dating With Ts beauty
4 years ago
11:53

ShemalePub

Secret Sex On Secret Dating With Ts beauty

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Double Dating Crossdressers
1 year ago
39:46

aShemaleTube

Double Dating Crossdressers

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Breasty golden-haired Spencer Bradley has always wanted to make it with a trans woman and lastly builds up the courage to go for it via a dating web p
3 years ago
6:10

ShemaleSin

Breasty golden-haired Spencer Bradley has always wanted to make it with a trans woman and lastly builds up the courage to go for it via a dating web p

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Cocksucking date
4 years ago
10:37

TrannyOne

Cocksucking date

Tags: amateur, blonde, blowjob, cum, cumshot, dating, dick

Speed Dating Turn Gangbang Trans Sex With Kasey
2 years ago
6:03

getTranny

Speed Dating Turn Gangbang Trans Sex With Kasey

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Ricky Larkin is soooo nervous to tell his parents that that guy's now dating a marvelous trans woman, Eva Maxim. But Eva insists that this chab n
4 years ago
13:02

ShemaleSin

Ricky Larkin is soooo nervous to tell his parents that that guy's now dating a marvelous trans woman, Eva Maxim. But Eva insists that this chab n

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Shaved Cock And Ass The Date - His First Time Discovering His GirlFriend Has A HUGE COCK, Part 2
3 years ago
4:52

TrannyOne

Shaved Cock And Ass The Date - His First Time Discovering His GirlFriend Has A HUGE COCK, Part 2

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Imagine if we was dating. I could undress for u all day and u pound me like the worthwhile gal i am. Wouldnt need toys anymore hehe
1 year ago
18:39

ShemaleSin

Imagine if we was dating. I could undress for u all day and u pound me like the worthwhile gal i am. Wouldnt need toys anymore hehe

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You Can Cum on Firm Tits After You Fuck Me
9 months ago
17:56

PornoXO

You Can Cum on Firm Tits After You Fuck Me

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Big shaft tgirl anal fuck male date
3 years ago
5:23

TrannyOne

Big shaft tgirl anal fuck male date

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Transexual dating show
3 years ago
10:02

FapCat

Transexual dating show

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Fantasy Dating #1 Did i take the wrong subway
3 years ago
20:00

aShemaleTube

Fantasy Dating #1 Did i take the wrong subway

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Ts nurse Khloe Kay barebacked by breasty t-girl gf Jade Venus when five other trannies walk in.Shes been dating 'em all and now that babe has to
3 years ago
6:20

ShemaleSin

Ts nurse Khloe Kay barebacked by breasty t-girl gf Jade Venus when five other trannies walk in.Shes been dating 'em all and now that babe has to

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Speed dating turns into crazy t-girl group sex gang bang!
2 years ago
6:15

TrannyOne

Speed dating turns into crazy t-girl group sex gang bang!

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Secret dating fuck with my horny tranny bitch
2 years ago
6:40

TrannyOne

Secret dating fuck with my horny tranny bitch

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Leilani Li and Zariah Aura are browsing a dating app They see that their friend Jewelz Blu has posted an open invitation for anonymous people to come
9 months ago
6:11

FapCat

Leilani Li and Zariah Aura are browsing a dating app They see that their friend Jewelz Blu has posted an open invitation for anonymous people to come

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Bon SExy Ladyboy Secret SEx Date
4 years ago
6:12

TrannyOne

Bon SExy Ladyboy Secret SEx Date

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Group of horny shemales enjoyed hard anal sex during kinky speed dating
1 year ago
6:15

aShemaleTube

Group of horny shemales enjoyed hard anal sex during kinky speed dating

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Hatler Gurius spending some time to dating apps for some sexy trans babes, hes indeed made some progress with 2 chicks Erica Cherry and Gracie Jane. T
2 years ago
6:15

ShemaleSin

Hatler Gurius spending some time to dating apps for some sexy trans babes, hes indeed made some progress with 2 chicks Erica Cherry and Gracie Jane. T

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Eva Maxim and her girlfriend Brittney Kade are having a casual conversation about things theyve never tried before They agree tha it DOES seem a shame
1 year ago
6:11

FapCat

Eva Maxim and her girlfriend Brittney Kade are having a casual conversation about things theyve never tried before They agree tha it DOES seem a shame

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Wild hard sex with busty shemale on our first dating
5 years ago
4:05

TrannyOne

Wild hard sex with busty shemale on our first dating

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Selfsuck before a date
4 years ago
2:50

TrannyOne

Selfsuck before a date

Tags: big cock, cum in mouth, dating, dick, hardcore, jerking, mouthful

Straight Guys date Trans Girls
3 years ago
6:56

TrannyOne

Straight Guys date Trans Girls

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Hot latina tranny Eva Maxim with big boobs and her blonde TS GF Brittney Kade have never fucked a CIS woman so they use a dating app to seduce and inv
1 year ago
6:12

FapCat

Hot latina tranny Eva Maxim with big boobs and her blonde TS GF Brittney Kade have never fucked a CIS woman so they use a dating app to seduce and inv

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Speed Dating Turn Gangbang Trans Sex With Kasey Kei And Jenna Creed
3 years ago
3:50

getTranny

Speed Dating Turn Gangbang Trans Sex With Kasey Kei And Jenna Creed

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Tranny fucks her date and cums inside his ass
3 years ago
5:11

TrannyOne

Tranny fucks her date and cums inside his ass

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Speed dating turns into crazy tranny group sex gang bang!
3 years ago
6:14

aShemaleTube

Speed dating turns into crazy tranny group sex gang bang!

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Futanari Dating Simulator 1 Rencounter Mary and got banged
1 year ago
34:47

ShemaleSin

Futanari Dating Simulator 1 Rencounter Mary and got banged

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Breasty brunette hair tells her tgirl roommate that that babe will be dating her future spouse.After that,instead of going on date,that babe begin suc
4 years ago
6:11

ShemaleSin

Breasty brunette hair tells her tgirl roommate that that babe will be dating her future spouse.After that,instead of going on date,that babe begin suc

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Jaxton Wheeler's big boob play with Juliette Stray
7 months ago
6:12

FapCat

Jaxton Wheeler's big boob play with Juliette Stray

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Ashley Lane upping up Aubrey Kates panty game
7 months ago
6:11

FapCat

Ashley Lane upping up Aubrey Kates panty game

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Sassy, TS Luna dates outrageous, cisgender porn superstar Katrina!
4 years ago
6:16

TrannyOne

Sassy, TS Luna dates outrageous, cisgender porn superstar Katrina!

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Shemale In Boots Fucks Date In His Bar
3 years ago
5:06

TrannyOne

Shemale In Boots Fucks Date In His Bar

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Speed Dating 6 Min
9 months ago
5:46

ABTranny

Speed Dating 6 Min

Tags: anal, assfucking, big tits, blonde, brunette, dating, face sitting

Beautiful hottie craves to make it out with a trans woman and lastly builds courage to go for it via dating web resource.This Babe meets a breasty tra
4 years ago
6:11

ShemaleSin

Beautiful hottie craves to make it out with a trans woman and lastly builds courage to go for it via dating web resource.This Babe meets a breasty tra

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TS Alexa Scout dating with her teacher
6 years ago
6:06

TrannyOne

TS Alexa Scout dating with her teacher

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DevilsTGirls - Pixi Lust - Trans Girlfriend Experience
3 years ago
36:42

TrannyOne

DevilsTGirls - Pixi Lust - Trans Girlfriend Experience

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Those 2 dating couples have one thing in common they are swingers and proud of it Its time to share the love as they share their partners beginning wi
3 years ago
6:15

ShemaleSin

Those 2 dating couples have one thing in common they are swingers and proud of it Its time to share the love as they share their partners beginning wi

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Favourable chap is dating with a hawt blond latin babe transsexual Barbara Perez with large bazookas who takes his large shlong and gives him a sloppy
2 years ago
6:15

ShemaleSin

Favourable chap is dating with a hawt blond latin babe transsexual Barbara Perez with large bazookas who takes his large shlong and gives him a sloppy

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Dating a Dominant Ebony Shemale
8 years ago
4:05

aShemaleTube

Dating a Dominant Ebony Shemale

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ADULT TIME - Trans Babe Cherry Mavrik Stretches Out Janie Blade's Trans Asshole Before Her Date!
2 years ago
13:03

TrannyOne

ADULT TIME - Trans Babe Cherry Mavrik Stretches Out Janie Blade's Trans Asshole Before Her Date!

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Indoors Nasty Tranny Fucking Her Male Date At Home
3 years ago
6:54

TrannyOne

Indoors Nasty Tranny Fucking Her Male Date At Home

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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

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This Babe indeed know how to hive a oral what is the Elf role
4 years ago
21:31

ShemaleSin

This Babe indeed know how to hive a oral what is the Elf role

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Busty shemale Angeline Please helps her ts gf Eva Maxim to get back into the dating game by kissing her.The blonde trans sucks the latina tgirls cock
3 years ago
6:06

FapCat

Busty shemale Angeline Please helps her ts gf Eva Maxim to get back into the dating game by kissing her.The blonde trans sucks the latina tgirls cock

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Transexual Dating Show
3 years ago
6:35

getTranny

Transexual Dating Show

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JAVHUB – Japanese transsexual takes it deep in her ass
3 years ago
12:03

TrannyOne

JAVHUB – Japanese transsexual takes it deep in her ass

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