Dating Videos - Trans (24,016)

OBESE mom ditches her date for hung trans

OBESE mom ditches her date for hung trans

Xozilla 10 months ago

Stroking Right After a Long Stressful Day

Stroking Right After a Long Stressful Day

XHamster 11 months ago

Date on a Yacht Aubrey Kate, Austin Rex

Date on a Yacht Aubrey Kate, Austin Rex

XVideos 11 months ago

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

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

XVideos 1 year ago

Gorgeous t-girl ass eating and face fucking

Gorgeous t-girl ass eating and face fucking

Sheshaft 10 months ago

My girlfriend virtual part 8

My girlfriend virtual part 8

XVideos 1 year ago

WINTER Gameplay for android and pc

WINTER Gameplay for android and pc

XVideos 1 year ago

[Trans] Perfect Model Ladyboy Gets Fucked And Fucks You As Well

VR 1:21 / 31:15

[Trans] Perfect Model Ladyboy Gets Fucked And Fucks You As Well

VrSmash 1 year ago

POV Date Night Ends Up In My Bedroom

POV Date Night Ends Up In My Bedroom

XVideos 1 year ago

TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

TRANSFIXED - Whitney Wright Helps Hot Redhead Erica Cherry Explore New Pleasures On Their First Date

XVideos 2 years ago

My date is in the suitcase?! Fucking my tantaly doll as soon as I arrived!

My date is in the suitcase?! Fucking my tantaly doll as soon as I arrived!

XVideos 2 years ago

GenderX - Trans Hottie Casey Kisses Fucks On First Date

GenderX - Trans Hottie Casey Kisses Fucks On First Date

XVideos 4 years ago

Tranny Riley sucking a large schlong

Tranny Riley sucking a large schlong

ShemaleSin 11 months ago

Dating is a NO but id consider fucking

Dating is a NO but id consider fucking

Fapnado 11 months ago

FUTA DATE A LIVE KURUMI X RENT-A-GIRLFRIEND SAKURASAWA SUMI 3D HENTAI

FUTA DATE A LIVE KURUMI X RENT-A-GIRLFRIEND SAKURASAWA SUMI 3D HENTAI

HentaiGem 3 years ago

Mature TS Rayssa Pereira wants Lohany Ariels big TS dick inside her

Mature TS Rayssa Pereira wants Lohany Ariels big TS dick inside her

FetishShrine 11 months ago

YOUR SEXUAL HEALING SHEMALE TINDER DATE

HD 0:10 / 11:22

YOUR SEXUAL HEALING SHEMALE TINDER DATE

LoyalFans 11 months ago

Busty ebony bbw tranny has 69 with her date

Busty ebony bbw tranny has 69 with her date

AShemaleTube 11 months ago

”TGIRLS XXX - Bar Back Shots”

”TGIRLS XXX - Bar Back Shots”

ThePornstar 10 months ago

Shower Date Night With Me JaysaliXx FTM

Shower Date Night With Me JaysaliXx FTM

XVideos 1 year ago

TRIO CON LA MADRES DE MIS DOS MEJORES AMIGOS

TRIO CON LA MADRES DE MIS DOS MEJORES AMIGOS

XVideos 1 year ago

THE BOUNCING AGENCY GAMEPLAY 4

THE BOUNCING AGENCY GAMEPLAY 4

XVideos 1 year ago

NUESTRA ESPOSA ESTA DEMASIADO RICACURSED FOREST QUEST

NUESTRA ESPOSA ESTA DEMASIADO RICACURSED FOREST QUEST

XVideos 1 year ago

Amy Meets Her New &quot_Special&quot_ Roomate And Takes A Shower - Benefitship

Amy Meets Her New &quot_Special&quot_ Roomate And Takes A Shower - Benefitship

XVideos 1 year ago

Welcum TO CITY GAMEPLAY 3

Welcum TO CITY GAMEPLAY 3

XVideos 1 year ago

Let&#039_s Play - Sex &amp_ Vampires, BRAIN - Blowjob

Let&#039_s Play - Sex &amp_ Vampires, BRAIN - Blowjob

XVideos 1 year ago

Transflick.com - Pristine Edge and Kate Zoha are on a blind date, both of them having been set up together by their friends. She asks Pristine if she&#039_s ever been with a transgender before and said she wants to have a try.

Transflick.com - Pristine Edge and Kate Zoha are on a blind date, both of them having been set up together by their friends. She asks Pristine if she&#039_s ever been with a transgender before and said she wants to have a try.

XVideos 4 years ago

Star Pheriphery [ FUTANARI HENTAI game ] Ep.27 FEMBOY DEBT payed in nature to his FUTA BOSS !

Premium HD 17:27

Star Pheriphery [ FUTANARI HENTAI game ] Ep.27 FEMBOY DEBT payed in nature to his FUTA BOSS !

Sheer 11 months ago

Trans Girl stars Victoria Neves and Lauany Ribeiro having lusty anal date

Trans Girl stars Victoria Neves and Lauany Ribeiro having lusty anal date

XVideos 4 years ago

”Dating a TBabe”

”Dating a TBabe”

IFuckedYourGF 11 months ago

Dec 26 2019 Staying in shape for BBC friend dates

Dec 26 2019 Staying in shape for BBC friend dates

XVideos 6 years ago

Staying in shape for BBC dates!

Staying in shape for BBC dates!

XVideos 5 years ago

Chubby Babe Riding Her Black Transsexual Date

Chubby Babe Riding Her Black Transsexual Date

XVideos 8 years ago

Date with a sissy 4/8

Date with a sissy 4/8

XVideos 8 years ago

helpful hand

AdultPrime 10 months ago

Face fucking my black date on the couch

Face fucking my black date on the couch

Sheshaft 10 months ago

GenderX - Hot Blonde Gives Date His First Trans Experience

GenderX - Hot Blonde Gives Date His First Trans Experience

XVideos 5 years ago

Futa Teen Girl Fucks Another In AMAZING 3D Video Game!

Futa Teen Girl Fucks Another In AMAZING 3D Video Game!

XVideos 9 years ago

nice big tits tranny masturbing

nice big tits tranny masturbing

XVideos 12 years ago

Happened on June 2, 2025

61% HD 1:01 / 20:11

Happened on June 2, 2025

FapHouse 10 months ago

Sex Club Sissy Slut

HD 1:01 / 14:19

Sex Club Sissy Slut

FapHouse 10 months ago

Curvy BBW MILF ditches her date and fucks a big cock busty tranny

Curvy BBW MILF ditches her date and fucks a big cock busty tranny

XVideos 1 year ago

DashaNoihara #36 - Femboy dresses up for a date but it&#039_s summer/winter

DashaNoihara #36 - Femboy dresses up for a date but it&#039_s summer/winter

XVideos 1 year ago

Haunted By Femboy #03 - Waking Up To 18yo Goth Femboy Showing His Big Ass And Big Bulge

Haunted By Femboy #03 - Waking Up To 18yo Goth Femboy Showing His Big Ass And Big Bulge

XVideos 1 year ago

vamos a separarnos juego de scooby doo 1

vamos a separarnos juego de scooby doo 1

XVideos 1 year ago

Two hot shemales tag team huge tits female during their date

Two hot shemales tag team huge tits female during their date

XVideos 2 years ago

Futa Sofia Valmet and Koko Hekmatyar having fun in the bath house | Jormungand Hentai Parody

Premium HD 12:42

Futa Sofia Valmet and Koko Hekmatyar having fun in the bath house | Jormungand Hentai Parody

XVideosRed 3 years ago

”Lustful big dick tranny fucks her pawg date after TS licked her twat”

”Lustful big dick tranny fucks her pawg date after TS licked her twat”

Fapnow 2 years ago

Blind date sucks shemales big black cock

Blind date sucks shemales big black cock

KeekAss 2 years ago

Casey Calvert fucks her black blind date and enjoyed sex with kinky shemale

Casey Calvert fucks her black blind date and enjoyed sex with kinky shemale

Pornwhite 2 years ago

Horny Skinny Latina Ladyboy Fucks Tinder Date Hard in the Ass at First Meeting

HD 0:39 / 29:30

Horny Skinny Latina Ladyboy Fucks Tinder Date Hard in the Ass at First Meeting

FapHouse 2 years ago

Johannesgaming - update #118 - Futa Dating Simulator 10 Jessica is really a tough one she just dont want to give in but i did fuck her - Jun 27, 2024

Johannesgaming - update #118 - Futa Dating Simulator 10 Jessica is really a tough one she just dont want to give in but i did fuck her - Jun 27, 2024

XVideosRed 2 years ago

Johannesgaming - update #119 - Futa Dating Simulator 11 Ava is a prison bitch will she fuck you or will you fuck her - Jun 27, 2024

Johannesgaming - update #119 - Futa Dating Simulator 11 Ava is a prison bitch will she fuck you or will you fuck her - Jun 27, 2024

XVideosRed 2 years ago

Man Date: bareback foursome

65% HD 0:39 / 1:02:25

Man Date: bareback foursome

FapHouse 3 years ago

Ts Girl Aubrey Kate Has An Anal Date With Her Trans Gf

Ts Girl Aubrey Kate Has An Anal Date With Her Trans Gf

GetTranny 3 years ago

”Tori Mayes & her date take turns fucking each other”

”Tori Mayes & her date take turns fucking each other”

4Wank 3 years ago

Sexy trannies Kendra Sinclaire and Sinful pounding real hard

Sexy trannies Kendra Sinclaire and Sinful pounding real hard

VikiPorn 3 years ago

”black dick stretches Kayleigh Coxx's shemale butthole”

”black dick stretches Kayleigh Coxx's shemale butthole”

Fapnow 3 years ago

10 - Ariel Demure - Jade Venus - Date Switch

10 - Ariel Demure - Jade Venus - Date Switch

GetTranny 3 years ago

Tgirl Jade venus anal rides barebacked shemale Ariel Demure

Tgirl Jade venus anal rides barebacked shemale Ariel Demure

Wankoz 3 years ago

Tattooed blonde TS Luna Love's anal date with Lance Hart!

Tattooed blonde TS Luna Love's anal date with Lance Hart!

Tranny.one 3 years ago

Their First Date Ends Up In The Bed

Their First Date Ends Up In The Bed

Tranny.one 3 years ago

Shemale Lady Fucks Man On First Date

Shemale Lady Fucks Man On First Date

GetTranny 3 years ago

Anal trio MTF with Cutie T-Girl and chap

Anal trio MTF with Cutie T-Girl and chap

ShemaleSin 3 years ago

Lena Moon and Ariel Demure threesome with stud Rodrigo Amor

Lena Moon and Ariel Demure threesome with stud Rodrigo Amor

Yeswegays 3 years ago

Tranny loses her mind as her date wrecks her ass

Tranny loses her mind as her date wrecks her ass

Tranny.one 3 years ago

Erica Cherry and Gracie Jane sandwich stud Hatler Gurius

Erica Cherry and Gracie Jane sandwich stud Hatler Gurius

Katestube 3 years ago

Crossdressing sissy gets fucked in the ass

Crossdressing sissy gets fucked in the ass

FapHouse 3 years ago

”TBabe Kasey Kei ass fucking by group of tgirls”

”TBabe Kasey Kei ass fucking by group of tgirls”

4Wank 3 years ago

The Only Time Explain What I Want

HD 0:39 / 21:00

The Only Time Explain What I Want

FapHouse 2 years ago

”VRB TS First time date with sexy small boobs tgirl VR Porn”

”VRB TS First time date with sexy small boobs tgirl VR Porn”

TransHero 2 years ago

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

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

Tranny.one 2 years ago

romantic date night with Britney leads to sex

romantic date night with Britney leads to sex

Tranny.one 6 years ago

TrannyPros Candy Marie Wants to ravage her dude B4 Tryst Night!

TrannyPros Candy Marie Wants to ravage her dude B4 Tryst Night!

TrannyGem 6 years ago

Hot Anal Date With Gorgeous Ts Foxxy And With

Hot Anal Date With Gorgeous Ts Foxxy And With

Eporner 5 years ago

Brunette shemale gets blowjob from date

Brunette shemale gets blowjob from date

Eporner 5 years ago

My Secret Akrasia

My Secret Akrasia

Pervclips 5 years ago

Amateur TS Robbi Racks gets broken in bareback by Christian

65% HD 0:39 / 29:25

Amateur TS Robbi Racks gets broken in bareback by Christian

FapHouse 7 years ago

”Nanny : Ghost of Ladyboycock Past Bareback”

”Nanny : Ghost of Ladyboycock Past Bareback”

TransHero 6 years ago

Breasty t-girl Aspen Brooks licks and screws a golden-haired gals snatch

Breasty t-girl Aspen Brooks licks and screws a golden-haired gals snatch

ShemaleSin 5 years ago

It's Close To Midnight...Ts Morgan Bailey fucks in a Cemetery

It's Close To Midnight...Ts Morgan Bailey fucks in a Cemetery

AbTranny 10 years ago

Siri Dahl And Ariel Demure - Trans Is Caught Having Sex With In Theater During A Double Date

Siri Dahl And Ariel Demure - Trans Is Caught Having Sex With In Theater During A Double Date

AbTranny 2 years ago

teen asian sissy lovingly fucked by her date Daddy

teen asian sissy lovingly fucked by her date Daddy

AbTranny 6 years ago

Sexy Shemale Fucking Her New Female Date

Sexy Shemale Fucking Her New Female Date

AbTranny 3 years ago

Eva Lin in TS DreamDates - TransAtPlay

Eva Lin in TS DreamDates - TransAtPlay

AbTranny 9 years ago

”Tranny Jade Venus gives date a massage”

”Tranny Jade Venus gives date a massage”

4Wank 2 years ago

”Adriana Chechik squirTrans all over the sexy T-girl Chelsea Marie”

”Adriana Chechik squirTrans all over the sexy T-girl Chelsea Marie”

Fapnow 2 years ago

Your Ex's New Boyfriend

Your Ex's New Boyfriend

LoyalFans 2 years ago

”Blonde curvy t-girl Angelina Please gets a shaft as well at the kitchen”

”Blonde curvy t-girl Angelina Please gets a shaft as well at the kitchen”

Faptor 2 years ago

GROOBYGIRLS: Jafar Jumps Jenissen Jenny

GROOBYGIRLS: Jafar Jumps Jenissen Jenny

Fapnado 2 years ago

Reyna Is Very Sexy for Her Viewers

Reyna Is Very Sexy for Her Viewers

FapHouse 2 years ago

Casey Calvert fucks her black blind date and enjoyed sex with kinky shemale

Casey Calvert fucks her black blind date and enjoyed sex with kinky shemale

Yeswegays 2 years ago

Casey and Leilani make their date even BETTER!

Casey and Leilani make their date even BETTER!

PornDR 2 years ago

Trans Babe Fucks Her Hot Date

Trans Babe Fucks Her Hot Date

GetTranny 2 years ago

stacy lynn comforts her roommate with sex

HD 0:30 / 23:32

stacy lynn comforts her roommate with sex

PornBox 2 years ago

Heshe and a bodybuilder exchange oral

Heshe and a bodybuilder exchange oral

Sheshaft 2 years ago

Kendall Penny Screws With Her Date After Using Trans Dating App

Kendall Penny Screws With Her Date After Using Trans Dating App

ShemaleSin 2 years ago

Futa Dating Simulator 10 Jessica Is Really a Tough One She Just Dont Want to Give in but I Did Fuck Her

Futa Dating Simulator 10 Jessica Is Really a Tough One She Just Dont Want to Give in but I Did Fuck Her

XHamster 2 years ago

Great view of a tranny s asshole getting punished

Great view of a tranny s asshole getting punished

Eporner 4 years ago

Ts nurse Khloe Kay sucks n anal gangbanged by 6 shemale gfs

Ts nurse Khloe Kay sucks n anal gangbanged by 6 shemale gfs

Katestube 4 years ago

Sexy shemale being taken care by her bf

Sexy shemale being taken care by her bf

Eporner 4 years ago

Rachel Nova Hot Hardcore Sex Date

Rachel Nova Hot Hardcore Sex Date

TrannyGem 4 years ago

Casey Kisses and Eva Maxim share a TS-on-TS date

Casey Kisses and Eva Maxim share a TS-on-TS date

Sheshaft 4 years ago

”Dana Vespoli's Erotic Film with Christian & Jessy Dubai”

”Dana Vespoli's Erotic Film with Christian & Jessy Dubai”

Fapnow 2 years ago

Hottest Ruined Handjob with Her Bottom with Amazing Scene!

Hottest Ruined Handjob with Her Bottom with Amazing Scene!

FapHouse 2 years ago

Kinky Stocking Fetish with Her Sub with Amazing Scene!

Kinky Stocking Fetish with Her Sub with Amazing Scene!

FapHouse 2 years ago

Kenna James helps Eva Maxim and Brittney Kade satisfy their curiosity

Kenna James helps Eva Maxim and Brittney Kade satisfy their curiosity

Sheshaft 2 years ago

Indoors Nasty Tranny Fucking Her Male Date At Home

Indoors Nasty Tranny Fucking Her Male Date At Home

BeMyHole 4 years ago

Torrid Date With Redhead TS Beauty Bianca Ruiva Leads To An Anal Creampie

Torrid Date With Redhead TS Beauty Bianca Ruiva Leads To An Anal Creampie

BeMyHole 4 years ago

Big Fucks Guy Dustin On First Date

Big Fucks Guy Dustin On First Date

GetTranny 2 years ago

TS Girl Chloe Wilcox Enjoys Her Anal Date

TS Girl Chloe Wilcox Enjoys Her Anal Date

TrannyGem 3 years ago

Stud Roderick makes some hot love with hot tranny Ts Foxxy

Stud Roderick makes some hot love with hot tranny Ts Foxxy

Fapnado 3 years ago

Sissy gets fucked intensely in her cuvry ass

Sissy gets fucked intensely in her cuvry ass

Sheshaft 1 year ago

fucking on the first date with ava holt

68% HD 0:30 / 20:03

fucking on the first date with ava holt

AnalVids 1 year ago

T-Girl Jessica’s Wild Blind Date

T-Girl Jessica’s Wild Blind Date

Analdin 1 year ago

”TS fuck after a hard workday”

”TS fuck after a hard workday”

ThePornstar 2 years ago

”Pawg lesbian girls Kenzie Madison & Candice Dare meet for the first time”

”Pawg lesbian girls Kenzie Madison & Candice Dare meet for the first time”

ThePornstar 2 years ago

”Alexa Scout - Taking Control - Transgender Porn”

”Alexa Scout - Taking Control - Transgender Porn”

ThePornstar 2 years ago

”21yo big titted Thai ladyboy gets a facial from her white tourists dates cock”

”21yo big titted Thai ladyboy gets a facial from her white tourists dates cock”

ThePornstar 2 years ago

”Sexy brunette shemale Sarah Oliveira fucking her date Spencer”

”Sexy brunette shemale Sarah Oliveira fucking her date Spencer”

IFuckedYourGF 1 year ago

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