Transgender Princess Linzy gripped phat rock-hard lollipop and drank it before rock hard rectal hump
1 year ago
6:00

KeekAss

Transgender Princess Linzy gripped phat rock-hard lollipop and drank it before rock hard rectal hump

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Shirley obsessed with sex in Futa Dating Simulator game!
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ShemaleMovie

Shirley obsessed with sex in Futa Dating Simulator game!

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Dating two men simultaneously leads to wild adventures in HD
19 days ago
6:19

ShemaleMovie

Dating two men simultaneously leads to wild adventures in HD

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Ladyboystar - Star - 19 Yo Student Ladyboy Found on Dating App
21 days ago
8:12

xHamster

Ladyboystar - Star - 19 Yo Student Ladyboy Found on Dating App

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Dating A Gorgeous Blonde Latina TS
8 years ago
2:00

TubeDupe

Dating A Gorgeous Blonde Latina TS

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Spic tranny and TS GF bang a CIS bitch
2 months ago
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XoZilla

Spic tranny and TS GF bang a CIS bitch

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Double Dating Crossdressers
3 months ago
39:46

aShemaleTube

Double Dating Crossdressers

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Bon SExy Ladyboy Secret SEx Date
3 years ago
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TrannyOne

Bon SExy Ladyboy Secret SEx Date

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Dating Game With A Thai Ladyboy Chick Ends In Humping
3 years ago
6:01

ShemaleZ

Dating Game With A Thai Ladyboy Chick Ends In Humping

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Torrid Date With Redhead TS Charm Bianca Ruiva Leads to an Anal Creampie
3 years ago
8:26

TrannyOne

Torrid Date With Redhead TS Charm Bianca Ruiva Leads to an Anal Creampie

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6:56

TrannyOne

Straight Guys date Trans Girls

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German shemale surprised date partner
2 years ago
1:10

TrannyOne

German shemale surprised date partner

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November Show Highlights #4 Dating Advice And Chocolate Addiction Edition
2 years ago
11:41

ShemaleZ

November Show Highlights #4 Dating Advice And Chocolate Addiction Edition

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Persuaded into a T-Girl Relationship - Part 1
2 years ago
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TrannyOne

Persuaded into a T-Girl Relationship - Part 1

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Barbara Perez - Tgirlsplay.com - Lucky Dude Dating On A Gorgeous Latina Shemales Big Cock 6 Min
1 year ago
5:45

ShemaleZ

Barbara Perez - Tgirlsplay.com - Lucky Dude Dating On A Gorgeous Latina Shemales Big Cock 6 Min

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Speed dating led to hardcore group sex with group of perverted shemales
10 months ago
6:15

aShemaleTube

Speed dating led to hardcore group sex with group of perverted shemales

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Futa Dating Simulator 4 Monica Is a Fat Slut Who Want to Get Fucked
6 months ago
8:12

xHamster

Futa Dating Simulator 4 Monica Is a Fat Slut Who Want to Get Fucked

Tags: 3d, dating, fat, futanari, hd, slut

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

TrannyOne

British Horny Transsexual Hotel Barebac Date

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Pornstars: cece stone

Crossdresser Sara Summers Hotel Sex Date
3 years ago
6:09

TrannyOne

Crossdresser Sara Summers Hotel Sex Date

Tags: anal, ass, barebacking, blowjob, crossdressing, dating, hotel, oral, small tits, transvestite

GENDER X Extremely feminine looking TS Emma Rose fucks hot tutor guy
3 years ago
6:15

TrannyOne

GENDER X Extremely feminine looking TS Emma Rose fucks hot tutor guy

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Latina shemale analed her guy date
2 years ago
10:06

TrannyOne

Latina shemale analed her guy date

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Come Inside If You Really Wanna Date Me
2 years ago
12:55

TrannyOne

Come Inside If You Really Wanna Date Me

Tags: anal, anus, ass, big cock, big tits, booty, dating, dick, hd, interracial

Speed dating turn gangbang trans sex with Kasey Kei and Jenna Creed
2 years ago
6:14

aShemaleTube

Speed dating turn gangbang trans sex with Kasey Kei and Jenna Creed

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Amateur Japanese dating couple, she gets her pussy full of cream when she's horny and wants to be fucked hard
2 years ago
49:03

TrannyOne

Amateur Japanese dating couple, she gets her pussy full of cream when she's horny and wants to be fucked hard

Tags: 18 year old, big tits, blowjob, boyfriend, couple, creampie, dating, hairy, hardcore, hd

Totally Picked Up A Trans Via A Dating App
1 year ago
5:45

ShemaleZ

Totally Picked Up A Trans Via A Dating App

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T-Model 102
1 year ago
6:41

KeekAss

T-Model 102

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Nikki's Dating Agency
3 years ago
28:35

KeekAss

Nikki's Dating Agency

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

aShemaleTube

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

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Futa Dating Simulator 3 Ruby Is Teasing Him with Her Sexy College Outfit
6 months ago
8:12

xHamster

Futa Dating Simulator 3 Ruby Is Teasing Him with Her Sexy College Outfit

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Dating with stranger.
3 years ago
36:59

KeekAss

Dating with stranger.

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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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After Dating For So Long Trans Roommates Decided To Get Married
2 years ago
6:02

TrannyOne

After Dating For So Long Trans Roommates Decided To Get Married

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

TrannyOne

Big shaft tgirl anal fuck male date

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

aShemaleTube

Fantasy Dating #1 Did i take the wrong subway

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

TrannyOne

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

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Brittney Kade - Tranny Couple Hook Up A Smoking Hot Blonde Girl On A Dating App And Invite Her For A Threesome 6 Min
10 months ago
5:45

ShemaleZ

Brittney Kade - Tranny Couple Hook Up A Smoking Hot Blonde Girl On A Dating App And Invite Her For A Threesome 6 Min

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Daisy Taylor - Dating Daisy two
3 years ago
36:58

KeekAss

Daisy Taylor - Dating Daisy two

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Date With TS Girlfriend Kelly Pablo
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21:44

TrannyOne

Date With TS Girlfriend Kelly Pablo

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2 years ago
1:35

TrannyOne

Blowjob for her date

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Bernie, Casey in Lets Stay In
3 years ago
15:00

TrannyOne

Bernie, Casey in Lets Stay In

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Ts Salina Samone drills guy she meets on dating app com
1 year ago
5:41

aShemaleTube

Ts Salina Samone drills guy she meets on dating app com

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

aShemaleTube

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

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Fantasy Dating #2 Get to fuck her really hard
2 years ago
1:33:11

aShemaleTube

Fantasy Dating #2 Get to fuck her really hard

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Secret dating fuck with my horny tranny bitch
1 year ago
6:40

TrannyOne

Secret dating fuck with my horny tranny bitch

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Kepa-021 Dating At A Hotel With A Transvestite Who Love
1 year ago
1:53:47

ShemaleZ

Kepa-021 Dating At A Hotel With A Transvestite Who Love

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Futa Dating Simulator 7 Nora Is Playing Hard to Get.
6 months ago
8:12

xHamster

Futa Dating Simulator 7 Nora Is Playing Hard to Get.

Tags: 3d, dating, futanari, hd

Nikki's dating agency3
3 years ago
28:35

KeekAss

Nikki's dating agency3

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

TrannyOne

Sergeant Miles enjoys his first TRANS date with inked hottie

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Surprises Her Date
3 years ago
12:11

TrannyOne

Surprises Her Date

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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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[Trans] Fuck date with beautiful ladyboy Poi
2 years ago
1:31

TrannyOne

[Trans] Fuck date with beautiful ladyboy Poi

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Fantasy Dating #3 she gave amazing bj ive met an elf
2 years ago
21:30

aShemaleTube

Fantasy Dating #3 she gave amazing bj ive met an elf

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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
1 year 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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Lucky dude dating on a gorgeous latina shemales Barbara Perez big cock
1 year ago
6:15

its.PORN

Lucky dude dating on a gorgeous latina shemales Barbara Perez big cock

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Insane shemale and her masculine tryst having assfuck fuck-a-thon
1 year ago
6:11

KeekAss

Insane shemale and her masculine tryst having assfuck fuck-a-thon

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Transsexual dating show
9 months ago
10:08

XXXDan

Transsexual dating show

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Futanari Lesbians First Date
3 years ago
32:25

TrannyOne

Futanari Lesbians First Date

Tags: bukkake, cum, cumshot, dating, dildo, fantasy, first time, futanari, hermaphrodite, indian

Pornstars: amber chase, india summer

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

TrannyOne

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

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Latina heshe woman licks and fucks the ass of her guy date
2 years ago
10:06

TrannyOne

Latina heshe woman licks and fucks the ass of her guy date

Tags: anal, anus, ass, big tits, blowjob, dating, deep throat, kissing, ladyboy, latina

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

TrannyOne

DevilsTGirls - Pixi Lust - Trans Girlfriend Experience

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Fantasy Dating #4 he got it hardcore eaten my clit and sucked my dick
2 years ago
52:41

aShemaleTube

Fantasy Dating #4 he got it hardcore eaten my clit and sucked my dick

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1 year ago
6:12

TrannyOne

Tranny girlfriends talking about their nightlife in a cafe

Tags: anal, assfucking, bar, blowjob, dating, dick, friend, girlfriend, hd, story

Bio gal enjoys her first transgender date
1 year ago
6:12

TrannyOne

Bio gal enjoys her first transgender date

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Wow Peter, you have huge balls! - Aubrey Kate
3 years ago
5:53

TrannyOne

Wow Peter, you have huge balls! - Aubrey Kate

Tags: balls, big tits, blowjob, dating, hd, oral, pornstar, sucking

Pornstars: aubrey kate

After Dating for So Lengthy Trans Roomies Determined to Get Married
3 years ago
5:02

KeekAss

After Dating for So Lengthy Trans Roomies Determined to Get Married

Tags: anal, big cock, blowjob, brunette, creampie, dating, english, fetish, handjob, hd

Lizzy Yum VR - Just Dating Post-op Orgasm Pussy Clit Masturbation Teasing Orgasm
1 year ago
8:12

xHamster

Lizzy Yum VR - Just Dating Post-op Orgasm Pussy Clit Masturbation Teasing Orgasm

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Speed Dating 6 Min With Ivory Mayhem, Alexa Scout And Jenna Creed
5 months ago
5:47

ShemaleZ

Speed Dating 6 Min With Ivory Mayhem, Alexa Scout And Jenna Creed

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After Dating For So Long Decided To Get Married With Camellia Wu And Bonnie Snow
3 years ago
5:46

ShemaleZ

After Dating For So Long Decided To Get Married With Camellia Wu And Bonnie Snow

Tags: ass to mouth, barebacking, bdsm, big cock, big tits, dating, domination, ladyboy, stockings, wedding

Futa Dating Simulator 8 Ruth Is Afraid of Relationships
6 months ago
8:12

xHamster

Futa Dating Simulator 8 Ruth Is Afraid of Relationships

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Mistress Alegra - Kurzvorstellung (August 2021)
3 years ago
5:16

TrannyOne

Mistress Alegra - Kurzvorstellung (August 2021)

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Brazzers - Daisy Taylor Dating Daisy
2 years ago
36:58

KeekAss

Brazzers - Daisy Taylor Dating Daisy

Tags: anal, barebacking, blowjob, brunette, cumshot, dating, feet, gay, hd, pornstar

Pornstars: xander corvus

Transexual dating showcase
2 years ago
10:08

KeekAss

Transexual dating showcase

Tags: 3some, assfucking, big cock, big tits, blonde, blowjob, brunette, dating, dick, doggystyle

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

TrannyOne

JAVHUB – Japanese transsexual takes it deep in her ass

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

TrannyOne

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

Tags: anal, asslick, big tits, blonde, blowjob, brunette, crazy, dating, gangbang, group sex

Not so successful date makes these transgender roomies fucking - Izzy Wilde , Gracie Jane
1 year ago
6:09

TrannyOne

Not so successful date makes these transgender roomies fucking - Izzy Wilde , Gracie Jane

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Dating Tips and Tricks During Edging Practice
1 year ago
20:50

xHamster

Dating Tips and Tricks During Edging Practice

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Futa Dating Simulator 6 Gloria Is a Lawyer Who Love Fucking but Not Getting Fucked
6 months ago
8:12

xHamster

Futa Dating Simulator 6 Gloria Is a Lawyer Who Love Fucking but Not Getting Fucked

Tags: 3d, dating, futanari, hd

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

KeekAss

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

Tags: big ass, big cock, big tits, chocolate, compilation, cute, dating, fetish, hd, masturbation

Lililaura crossdresser swallows cum in her dating apartment
6 months ago
7:01

JizzBunker

Lililaura crossdresser swallows cum in her dating apartment

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Bangkok Ladyboy Beauty Mos Hotel Date
3 years ago
5:36

TrannyOne

Bangkok Ladyboy Beauty Mos Hotel Date

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Dating with shemale
3 years ago
24:20

TrannyOne

Dating with shemale

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

TrannyOne

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

Tags: anal, anus, ass, bdsm, bed sex, bedroom, big cock, black, blowjob, brunette

Michael is building his dating profile
10 months ago
6:15

KeekAss

Michael is building his dating profile

Tags: anal, ass, big tits, blowjob, brunette, cum, cumshot, dating, deep throat, doggystyle

November Show Highlights #4, Dating Advice And Chocolate Addiction Edition
3 years ago
11:32

ShemaleZ

November Show Highlights #4, Dating Advice And Chocolate Addiction Edition

Tags: big tits, brunette, chocolate, dating, fetish, solo, toys, webcam

Busty Big Cock Tgirl Aspen Brooks Fuck Milf Date Lisey Sweet
2 years ago
5:58

TrannyOne

Busty Big Cock Tgirl Aspen Brooks Fuck Milf Date Lisey Sweet

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

TrannyOne

Indoors Nasty Tranny Fucking Her Male Date At Home

Tags: anal, anus, ass, bdsm, bed sex, bedroom, blowjob, brunette, couple, dark hair

Transexual dating flash
2 years ago
10:08

KeekAss

Transexual dating flash

Tags: 3some, beauty, big cock, crossdressing, dating, dick, femboy, flashing, handjob, high heels

Cherry Mavrik, Alexa Scout And Jenna Creed In Speed Dating Turn Gangbang Trans Sex With And
2 years ago
5:45

ShemaleZ

Cherry Mavrik, Alexa Scout And Jenna Creed In Speed Dating Turn Gangbang Trans Sex With And

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Tranny couple hook up a smoking hot blonde girl on a dating app
1 year ago
6:15

aShemaleTube

Tranny couple hook up a smoking hot blonde girl on a dating app

Tags: 3some, big tits, blonde, blowjob, couple, dating, hd, small cock, smoking, tranny

Futa Dating Simulator 2 Tina Have the Biggest Cock Ive Ever Seen.
6 months ago
8:12

xHamster

Futa Dating Simulator 2 Tina Have the Biggest Cock Ive Ever Seen.

Tags: 3d, dating, dick, futanari, hd

I totally picked up a trans through a dating app.
1 year ago
6:15

JizzBunker

I totally picked up a trans through a dating app.

Tags: big tits, blowjob, dating, hardcore, indian, pick up, reality, smoking, transsexual

INNOCENT WITCHES
5 months ago
8:28

KeekAss

INNOCENT WITCHES

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Selfsuck before a date
3 years ago
2:50

TrannyOne

Selfsuck before a date

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

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

TrannyOne

Tranny fucks her date and cums inside his ass

Tags: anal, anus, ass, creampie, cum, cumshot, dating, hd, natural tits, orgasm

Online dating with Futa girl
2 years ago
5:29

aShemaleTube

Online dating with Futa girl

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Trappr Dating App Switcheroo
5 years ago
24:33

KeekAss

Trappr Dating App Switcheroo

Tags: 3some, bdsm, blowjob, cumshot, dating, hardcore, hd, oral, redhead, riding

TRANSVESTITE BLIND DATE (UK early 90s) part 1
3 years ago
1:56

TrannyOne

TRANSVESTITE BLIND DATE (UK early 90s) part 1

Tags: british, classic, crossdressing, dating, english, european, gay, hd, transvestite, uk

Shemale Namnueng Dating Game Internal Cumshot
5 years ago
6:13

KeekAss

Shemale Namnueng Dating Game Internal Cumshot

Tags: anal, asian, ass to mouth, barebacking, big cock, blowjob, close up, cumshot, dating, game

Trans Speed Dating Gangbang 6 Min
2 years ago
5:45

ShemaleZ

Trans Speed Dating Gangbang 6 Min

Tags: barebacking, big ass, big tits, blonde, brunette, dating, gangbang, group sex, hd, rimjob

Trans taken hard in her ass by her date
3 years ago
8:14

TrannyOne

Trans taken hard in her ass by her date

Tags: anal, anus, ass, beauty, dating, doggystyle, hd, transsexual

Futanaria Gals Dating just for Spear
5 years ago
24:29

KeekAss

Futanaria Gals Dating just for Spear

Tags: ass, big cock, big tits, blonde, cumshot, dating, fake tits, fetish, futanari, hd

Pornstars: nikki delano

Tranny Namnueng Dating Game Internal Ejaculation
4 years ago
6:13

KeekAss

Tranny Namnueng Dating Game Internal Ejaculation

Tags: anal, asian, ass to mouth, barebacking, big cock, blowjob, brunette, close up, cumshot, dating

Why Straight Guys date Trans Girls
3 years ago
6:42

TrannyOne

Why Straight Guys date Trans Girls

Tags: anal, anus, ass, blowjob, booty, couple, dating, dick, hd, masturbation

Totally picked up a trans via a dating app
1 year ago
6:14

aShemaleTube

Totally picked up a trans via a dating app

Tags: big tits, blowjob, dating, fantasy, hd, pick up, reality, story, tranny, transsexual

Cocksucking date
3 years ago
10:37

TrannyOne

Cocksucking date

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transgender princess Namnueng Dating Game creampie
4 years ago
6:22

ShemaleMovie

transgender princess Namnueng Dating Game creampie

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Alexa Scout dating with her teacher
4 years ago
4:17

aShemaleTube

Alexa Scout dating with her teacher

Tags: assfucking, dating, teacher

Hotel Dating
4 years ago
1:45

aShemaleTube

Hotel Dating

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Daisy Taylor - Dating Daisy
3 years ago
36:58

KeekAss

Daisy Taylor - Dating Daisy

Tags: anal, barebacking, big tits, blowjob, brunette, cumshot, dating, handjob, masturbation, tattoo

Dating Site - Balenciaga and McDonald's for Sex
5 years ago
8:58

ShemaleZ

Dating Site - Balenciaga and McDonald's for Sex

Tags: big cock, blonde, cumshot, dating, gangbang, hd, pov, teen (18+)

TSVirtualLovers - Dating a T-Girl
3 years ago
6:58

KeekAss

TSVirtualLovers - Dating a T-Girl

Tags: anal, big ass, blonde, blowjob, dating, gay, hd, joi, pov, tgirl

Dating uber-cute and prosperous chinese trap dame
4 years ago
1:43:23

KeekAss

Dating uber-cute and prosperous chinese trap dame

Tags: anal, asian, blowjob, chinese, cute, dating, gay, handjob, japanese, masturbation

Second date with Simone Sissy part 4
3 years ago
5:00

TrannyOne

Second date with Simone Sissy part 4

Tags: big cock, blowjob, crossdressing, dating, dick, gay, hd, old, oral, sissy