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Dating: 150 Videos, grouped by Popularity

Fisting & Fucking Date
26:52

Fisting & Fucking Date

MILF ladyboy looks amazing in this dinner date ass fucking
05:17

MILF ladyboy looks amazing in this dinner date ass fucking

Ladyboy Namnueng Dating Game Creampie
06:12

Ladyboy Namnueng Dating Game Creampie

Beautiful trans Chanel Santini rides cock on the first date
06:15

Beautiful trans Chanel Santini rides cock on the first date

Busty latina shemale licks and analed her fat guy date
10:05

Busty latina shemale licks and analed her fat guy date

Mexican date night
11:55

Mexican date night

Latina shemale licks and barebacks the ass of her fat date
10:06

Latina shemale licks and barebacks the ass of her fat date

Guy sucks trans dick and toes on first date
05:02

Guy sucks trans dick and toes on first date

Evening Date With A Posh Tranny
24:26

Evening Date With A Posh Tranny

TRANSEROTICA Escort Jamie French Fed Cum After Banging Date
12:00

TRANSEROTICA Escort Jamie French Fed Cum After Banging Date

Romantic date of hot CD Tiffany in Paris
37:35

Romantic date of hot CD Tiffany in Paris

Two hot shemales having a romantic date.
12:25

Two hot shemales having a romantic date.

Busty shemale licks and fucks the butt of her guy date
10:10

Busty shemale licks and fucks the butt of her guy date

Two busty shemales enjoy their valentines anal sex date
10:06

Two busty shemales enjoy their valentines anal sex date

Date a live futa, date a live anime, futa kurumi
50:54

Date a live futa, date a live anime, futa kurumi

Happy Date With A Passionate Shemale
18:09

Happy Date With A Passionate Shemale

erotic movie 1103
28:09

erotic movie 1103

TRANSFIXED - Busty MILF Pristine Edge Lets Trans Hottie Kate Zoha Fuck On The First Date
12:45

TRANSFIXED - Busty MILF Pristine Edge Lets Trans Hottie Kate Zoha Fuck On The First Date

romantic date night with Britney leads to sex
08:21

romantic date night with Britney leads to sex

Young Sissy Trinity in Red Vinyl Fucked on First Date
09:10

Young Sissy Trinity in Red Vinyl Fucked on First Date

Transsexual Dating & Satisfaction
22:55

Transsexual Dating & Satisfaction

courtney & sam appleby - country date night
12:39

courtney & sam appleby - country date night

Vaniity has a date
16:58

Vaniity has a date

Tgirl Deborah dates Alex and fucks
06:08

Tgirl Deborah dates Alex and fucks

Best recorded fuck to-date!
03:32

Best recorded fuck to-date!

Busty latina trans woman butt fucked by her dates big cock
10:08

Busty latina trans woman butt fucked by her dates big cock

Hot date with shemale
14:53

Hot date with shemale

my tinder date crossdress dominator dude
10:05

my tinder date crossdress dominator dude

Bustylicious shemale and her horny date screwing each other
10:00

Bustylicious shemale and her horny date screwing each other

Thanks for the date, but I just wanna fuck you more then ever now. Trans gentle dom roleplay
14:23

Thanks for the date, but I just wanna fuck you more then ever now. Trans gentle dom roleplay

Fantasy Dating #2 Get to fuck her really hard
01:33:11

Fantasy Dating #2 Get to fuck her really hard

Date night. Jess Sucks and Fucks her charming Date
12:16

Date night. Jess Sucks and Fucks her charming Date

Two horny Tbabes enjoy their valentines anal sex date
10:10

Two horny Tbabes enjoy their valentines anal sex date

Semen dribbles down her nice ass
21:19

Semen dribbles down her nice ass

Sebring Date Night Lingerie Bed Play
16:10

Sebring Date Night Lingerie Bed Play

Lesbian date, shemale jessy du, lesbiane
34:57

Lesbian date, shemale jessy du, lesbiane

Coco's Date
19:51

Coco's Date

Two busty shemales enjoy their valentines anal sex date
10:06

Two busty shemales enjoy their valentines anal sex date

latina trans babe throats and fucks the ass of her fat date
10:05

latina trans babe throats and fucks the ass of her fat date

Sex Date With A Redhead Shemale
18:30

Sex Date With A Redhead Shemale

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

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

A Guy Fucks his Hot Shemale Date
13:02

A Guy Fucks his Hot Shemale Date

She fucks on first date
26:13

She fucks on first date

German amateur homemade anal creampie sex date with teen
12:17

German amateur homemade anal creampie sex date with teen

Transsexual Dating With Mutual Sex
17:00

Transsexual Dating With Mutual Sex

Sexy trap and her date wrecking each other buttholes
10:15

Sexy trap and her date wrecking each other buttholes

Gabriela Ribeiro - Interracial Date
24:54

Gabriela Ribeiro - Interracial Date

Busty shemale licks and barebacks the ass of her fat date
10:10

Busty shemale licks and barebacks the ass of her fat date

Teen 26 yo oral sex on a date
11:28

Teen 26 yo oral sex on a date

Ebony Shemale Fucks Her Tinder Date
15:42

Ebony Shemale Fucks Her Tinder Date

date me, "modify" my beverage and fuck me cuz I love it
10:31

date me, "modify" my beverage and fuck me cuz I love it

Tgirl Deborah dates Alex and fucks
06:08

Tgirl Deborah dates Alex and fucks

November Show Highlights #4, Dating advice and chocolate addiction Edition
12:02

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

Pretty babe shows her teen pussy on chat webcam
11:58

Pretty babe shows her teen pussy on chat webcam

Couldn't Waiting For My Date In The Hotel
05:09

Couldn't Waiting For My Date In The Hotel

Skinny crossdresser cutie fucked after date night
10:09

Skinny crossdresser cutie fucked after date night

Horny TBabe Aspen Brooks didnt expect to fuck her Dates butthole
10:10

Horny TBabe Aspen Brooks didnt expect to fuck her Dates butthole

First Dating With A Shemale
39:11

First Dating With A Shemale

MILF ladyboy looks amazing in this dinner date ass fucking
05:18

MILF ladyboy looks amazing in this dinner date ass fucking

Kurumi, date a live anime, anime
10:52

Kurumi, date a live anime, anime

Gia Itzel - Tinder Date
19:42

Gia Itzel - Tinder Date

German amateur homemade anal creampie sex date with teen
12:17

German amateur homemade anal creampie sex date with teen

Blond crossdresser in stockings stomped d by her date
10:07

Blond crossdresser in stockings stomped d by her date

Leather jacket, kink, motel
12:19

Leather jacket, kink, motel

Cute Trannys Sex on the First Date
22:13

Cute Trannys Sex on the First Date

Transsexual Babe Riding Her Shemale Date On Webcam
10:11

Transsexual Babe Riding Her Shemale Date On Webcam

Latina shemale analed her guy date
10:05

Latina shemale analed her guy date

Busty shemale licks and barebacks the ass of her fat date
10:10

Busty shemale licks and barebacks the ass of her fat date

TRANSFIXED - Kendall Penny Tells Her Date To Just Suck Her Trans Cock Already!
12:54

TRANSFIXED - Kendall Penny Tells Her Date To Just Suck Her Trans Cock Already!

ReifeSwinger - Hardcore Sex Date For Amateur Mature
11:00

ReifeSwinger - Hardcore Sex Date For Amateur Mature

HelloLadyboy presents Geena Date
10:00

HelloLadyboy presents Geena Date

Date night
24:11

Date night

TrannyPros Candy Marie Wants to Fuck her Man B4 Date Night! - TgirlSexMatc
10:21

TrannyPros Candy Marie Wants to Fuck her Man B4 Date Night! - TgirlSexMatc

Pretty lady having fun with her date
22:25

Pretty lady having fun with her date

Hot date with sissy bitch part1
29:34

Hot date with sissy bitch part1

Storyboard - Date With Her Dick
50:30

Storyboard - Date With Her Dick

Latina shemale Jessy Dubai fucks the ass of her fat date
10:08

Latina shemale Jessy Dubai fucks the ass of her fat date

Two horny Tbabes enjoy their valentines anal sex date
10:10

Two horny Tbabes enjoy their valentines anal sex date

Magical Valentine's Date
08:47

Magical Valentine's Date

date night
24:11

date night

latina trans babe throats and fucks the ass of her fat date
10:05

latina trans babe throats and fucks the ass of her fat date

ADULT TIME - Pristine Edge Begs For More As Her Trans Date Goes To TOWN ON HER PUSSY!
13:02

ADULT TIME - Pristine Edge Begs For More As Her Trans Date Goes To TOWN ON HER PUSSY!

Dating with shemale
24:19

Dating with shemale

The Perfect Date
17:50

The Perfect Date

TS Jessy Dubai fucks her New Dates ass
10:06

TS Jessy Dubai fucks her New Dates ass

DEVILS FILM - Haley Reed's Date Wants A Threesome With Her Trans Roommate Jenna Gargles
13:02

DEVILS FILM - Haley Reed's Date Wants A Threesome With Her Trans Roommate Jenna Gargles

Black tranny fucks white guy on date
08:16

Black tranny fucks white guy on date

What should i wear for our date tonight xhGVrlL
14:13

What should i wear for our date tonight xhGVrlL

Amorous {Zenith date}
32:10

Amorous {Zenith date}

Shemales date
16:34

Shemales date

TRANSEROTICA Escort Jamie French Fed Cum After Banging Date
12:00

TRANSEROTICA Escort Jamie French Fed Cum After Banging Date

Date a live futa, date a live 3d hentai, futanari threesome
12:21

Date a live futa, date a live 3d hentai, futanari threesome

Hot Shemale Dating
04:00

Hot Shemale Dating

Tgirl Deborah dates Alex and fucks
06:08

Tgirl Deborah dates Alex and fucks

Domina shemales fucking their dates intensely
10:20

Domina shemales fucking their dates intensely

German amateur homemade anal creampie sex date with teen
12:17

German amateur homemade anal creampie sex date with teen

Curvy tranny ass wrecked by her date standing up
11:09

Curvy tranny ass wrecked by her date standing up

Latina shemale licks and barebacks the ass of her fat date
10:06

Latina shemale licks and barebacks the ass of her fat date

Busty shemale licks and barebacks the ass of her fat date
10:10

Busty shemale licks and barebacks the ass of her fat date

Black tranny fucks white guy on date
08:16

Black tranny fucks white guy on date

Trans Dating Finale
20:32

Trans Dating Finale

Latina shemale Jessy Dubai fucks the ass of her fat date
10:08

Latina shemale Jessy Dubai fucks the ass of her fat date

Brandy has a Date
14:42

Brandy has a Date

Shemale hotel, dating daddy part 1, shemale date
17:25

Shemale hotel, dating daddy part 1, shemale date

Asian shemale exchange oral pleasure with her date before anal
11:47

Asian shemale exchange oral pleasure with her date before anal

Amazing busty shemale and her date screwing each other
10:00

Amazing busty shemale and her date screwing each other

Tracyluv In Date a Sissy
28:28

Tracyluv In Date a Sissy

Hot teen fingering her juicy pussy plus anal play in webcam live show Leake
05:00

Hot teen fingering her juicy pussy plus anal play in webcam live show Leake

Busty trans woman licks and barebacks her fat dude date
10:10

Busty trans woman licks and barebacks her fat dude date

She creampies her date with her big shecock
11:25

She creampies her date with her big shecock

Hot date with sissy bitch part2
17:09

Hot date with sissy bitch part2

Jen Date Night
20:44

Jen Date Night

Nicci Cockadore Sissy's First Date
03:49

Nicci Cockadore Sissy's First Date

Dream Date With a Tranny
04:44

Dream Date With a Tranny

Date by the fireplace
18:46

Date by the fireplace

date
10:40

date

Date With TS Girlfriend Kelly Pablo
21:43

Date With TS Girlfriend Kelly Pablo

TRANSFIXED - Huge Tits Trans Teen Brittney Kade Dicks Down Redhead MILF Tennis Date Lauren P
14:08

TRANSFIXED - Huge Tits Trans Teen Brittney Kade Dicks Down Redhead MILF Tennis Date Lauren P

Busty latina shemale licks and analed her fat guy date
10:05

Busty latina shemale licks and analed her fat guy date

Hot dates
12:55

Hot dates