Shemale First Time Videos (22,336)

19 Years Old Trans Fucked by Two

58% 1:01 / 25:38

19 Years Old Trans Fucked by Two

FapHouse 2 years ago

3 Hot Ebony TS Gets Fucked COMPLETE SCENE

3 Hot Ebony TS Gets Fucked COMPLETE SCENE

Eporner 3 weeks ago

European Trans Slut Gets Double Anal From Big Cocks

Premium HD 1:10:44

European Trans Slut Gets Double Anal From Big Cocks

XVideosRed 1 year ago

A True Story About Casey Kisses Origin

A True Story About Casey Kisses Origin

GayXPS 11 months ago

I fuck her ass with desire

I fuck her ass with desire

xHamster 2 weeks ago

Bring Us Holes, Silkbone. or We'll Fuck Yours!

Bring Us Holes, Silkbone. or We'll Fuck Yours!

xHamster 1 week ago

teen trans

xHamster 2 weeks ago

PAWG Jenn Cameron Gets Ass Ate and Thick BBC

54% HD 1:01 / 22:16

PAWG Jenn Cameron Gets Ass Ate and Thick BBC

FapHouse 3 months ago

Cumshot from tranny's huge cock

Cumshot from tranny's huge cock

xHamster 2 years ago

Trans nailing a heterosexual stud for the first-ever time

Trans nailing a heterosexual stud for the first-ever time

TrannyGem 2 years ago

Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels

Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels

xHamster 2 years ago

His First Ever Shemale

62% HD 0:39 / 10:19

His First Ever Shemale

FapHouse 2 years ago

Lilith's First Blowjob

58% 1:01 / 38:24

Lilith's First Blowjob

FapHouse 2 months ago

Obedient Slave Fucked Apart

Obedient Slave Fucked Apart

FapHouse 1 year ago

Naughty college girl anal sex

Naughty college girl anal sex

xHamster 2 weeks ago

Joana and Vanessa Handle A Stick

Joana and Vanessa Handle A Stick

Some.Porn 3 months ago

A Little Behind the Scenes

A Little Behind the Scenes

FapHouse 10 months ago

Let's finish it quick so we can head out early!

Let's finish it quick so we can head out early!

Wankoz 1 week ago

Bring Us Holes, Silkbone. or We'll Fuck Yours!

68% HD 1:01 / 23:45

Bring Us Holes, Silkbone. or We'll Fuck Yours!

FapHouse 2 weeks ago

Public Tranny Sex During Early Morning Horny Hours

Public Tranny Sex During Early Morning Horny Hours

PublicSextube 2 months ago

7 boys and ladyboys gangbang bukkake

7 boys and ladyboys gangbang bukkake

xHamster 1 year ago

CUTE DOLL GETS FUCKED BAREBACK BY HER STRAIGHT MALE CUMS INSIDE ANAL CREAMPIE

CUTE DOLL GETS FUCKED BAREBACK BY HER STRAIGHT MALE CUMS INSIDE ANAL CREAMPIE

xHamster 2 months ago

My first time with trans

Premium HD 18:39

My first time with trans

XVideosRed 3 years ago

We had a first time threesome with a trans woman

We had a first time threesome with a trans woman

FetishShrine 2 years ago

Don't Tell My Wife But I Love Passionate Tranny Sex

Don't Tell My Wife But I Love Passionate Tranny Sex

AllThePorn 2 weeks ago

T-girl Tea Party with Nightsisterlil1 ~ Threesome, Anal, Ass Eating, Creampie and Facial

48% HD 1:01 / 43:42

T-girl Tea Party with Nightsisterlil1 ~ Threesome, Anal, Ass Eating, Creampie and Facial

FapHouse 8 months ago

Hot redhead busty babe Ariel Demure fucks anal of a plubmer

Hot redhead busty babe Ariel Demure fucks anal of a plubmer

XGroovy 3 weeks ago

Stepdaughters' Orgy

Stepdaughters' Orgy

Some.Porn 1 year ago

Nyxi Leon Her 2nd Day Ever as Nyxi Fucked Over & Over Again in Baby Blue Latex

82% HD 1:01 / 25:29

Nyxi Leon Her 2nd Day Ever as Nyxi Fucked Over & Over Again in Baby Blue Latex

FapHouse 1 year ago

Onlymaya Tx- Maya and Luca Pov Adventure with Trans Kendall

Onlymaya Tx- Maya and Luca Pov Adventure with Trans Kendall

xnxxGold 2 months ago

Tranny-virgin Hard the Asshole Fucked! and Cumshot on Her Cock!

66% HD 1:01 / 18:09

Tranny-virgin Hard the Asshole Fucked! and Cumshot on Her Cock!

FapHouse 11 months ago

Danni Daniels fucks her male friend for the first time

Danni Daniels fucks her male friend for the first time

Tranny.one 4 years ago

Onlyfans fan fucks me for the first time

Onlyfans fan fucks me for the first time

xHamster 3 weeks ago

Altera Pars - Tries Double Pussy Penetration For The First Time With Ts Kittala Eks108

Altera Pars - Tries Double Pussy Penetration For The First Time With Ts Kittala Eks108

AbTranny 4 months ago

TRANSSEXUAL Kim Wagner humped a guy. First-ever time passiv for him

TRANSSEXUAL Kim Wagner humped a guy. First-ever time passiv for him

TransTube.tv 7 months ago

Angel Marques a trans novinha mete a neca no rabo do dotado e seguida senta na vara

Angel Marques a trans novinha mete a neca no rabo do dotado e seguida senta na vara

XVideosRed 1 year ago

Fucked for the First Time

Fucked for the First Time

BeMyHole 5 years ago

GROOBYGIRLS - Eris Jolie First Time Sexy Performance

GROOBYGIRLS - Eris Jolie First Time Sexy Performance

Fapnado 1 year ago

My First Time with a Shemale and the First Time

63% HD 0:39 / 15:52

My First Time with a Shemale and the First Time

FapHouse 1 month ago

Yasmin Lee - Threesome

Yasmin Lee - Threesome

xHamster 6 months ago

Trying Something New - Adrian Duval, Asia Belle

Trying Something New - Adrian Duval, Asia Belle

Fapnado 1 year ago

My Body Is A Canvas & Bon To Look Like A Girl

My Body Is A Canvas & Bon To Look Like A Girl

xHamster 2 weeks ago

This Hottie Came In With Neca Hard And Put The Iron Up The Bastard's Ass

This Hottie Came In With Neca Hard And Put The Iron Up The Bastard's Ass

BeMyHole 3 weeks ago

Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x

Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x

xHamster 1 month ago

Bashful pair Very first Time ladyboy Practice

Bashful pair Very first Time ladyboy Practice

TransTube.tv 4 months ago

”FEMOUT XXX - Bellanalgona's First Time”

”FEMOUT XXX - Bellanalgona's First Time”

Zatube 2 months ago

Sexy Sissy Tranny Solo Lush Anal Dildo

Sexy Sissy Tranny Solo Lush Anal Dildo

xHamster 2 months ago

Stepdad Jonas Jackson fucks his Trans stepson for the first time

Stepdad Jonas Jackson fucks his Trans stepson for the first time

AllBoner 1 month ago

Tiny thai ladyboy room maid barely can handle a big cock fucking her roughly

Tiny thai ladyboy room maid barely can handle a big cock fucking her roughly

xHamster 5 months ago

Picnic My Ass - Angellica Good, Only Matt

Picnic My Ass - Angellica Good, Only Matt

Fapnado 1 year ago

Scarlett Helps Alice In Gym workout

Scarlett Helps Alice In Gym workout

xHamster 1 week ago

Aelin Blue Prepares For Her Magical Quest

Aelin Blue Prepares For Her Magical Quest

xHamster 10 months ago

My first sexual experience with PAWG tranny Alexa Scout

My first sexual experience with PAWG tranny Alexa Scout

XGroovy 2 years ago

HALF PIPED - Trans Wife's 3some Adventure wt Hubbie & Hunk

HALF PIPED - Trans Wife's 3some Adventure wt Hubbie & Hunk

xHamster 6 months ago

Luna Is in Her Living Room...

Luna Is in Her Living Room...

xHamster 2 months ago

”Buck Richards takes on Transgender Jexxxica Blake's fat black dick”

”Buck Richards takes on Transgender Jexxxica Blake's fat black dick”

4Wank 2 years ago

”FEMOUT XXX - Debuting Lilith Night”

”FEMOUT XXX - Debuting Lilith Night”

IFuckedYourGF 1 week ago

Ain't Nobody Hornier Than A Hillbilly

Ain't Nobody Hornier Than A Hillbilly

Eporner 8 months ago

Sabinas CUM-Compilation No.1

HD 0:39 / 41:33

Sabinas CUM-Compilation No.1

FapHouse 3 years ago

My stepsister lay down on the bed and asked me to fuck her ass for the first time

My stepsister lay down on the bed and asked me to fuck her ass for the first time

Lesbian8 4 months ago

My Trans Girlfriend Fucks My Ass in My Room

65% 1:01 / 5:11

My Trans Girlfriend Fucks My Ass in My Room

FapHouse 1 year ago

Sissy rails and screws thick dragon penis for the very first time

Sissy rails and screws thick dragon penis for the very first time

TrannyGem 10 months ago

Modest tranny lets her new boyfriend fuck her tight hole for the first time.

Modest tranny lets her new boyfriend fuck her tight hole for the first time.

AnySex 1 year ago

Ebony tranny wants his virgin asshole

Ebony tranny wants his virgin asshole

Xozilla 1 month ago

She Takes a Shower with a Cis Woman

She Takes a Shower with a Cis Woman

xHamster 6 months ago

My first time with a BBC

My first time with a BBC

Tranny.one 1 year ago

Real, first time – amateur virgin Russian gay sluts fucked in the ass

Real, first time – amateur virgin Russian gay sluts fucked in the ass

Anal.media 3 weeks ago

I had my first sex, he came inside me :(

I had my first sex, he came inside me :(

xHamster 3 months ago

Sissy, Cis, Man Orgy

Sissy, Cis, Man Orgy

AllThePorn 2 weeks ago

Curvy Dark and Sensual

Curvy Dark and Sensual

xHamster 7 months ago

european trans slut gets double anal from big cocks

european trans slut gets double anal from big cocks

AnalVids 1 year ago

Back Again, and Harder This Time!

Back Again, and Harder This Time!

xHamster 1 week ago

Ladyboystar - Incredible ladyboy shoves her hard cock in my ass in POV fashion

Ladyboystar - Incredible ladyboy shoves her hard cock in my ass in POV fashion

xHamster 1 month ago

shelady Very First Time cam

shelady Very First Time cam

TrannyGem 5 years ago

Fucks Her Male Friend For The First Time - Danni Daniels

Fucks Her Male Friend For The First Time - Danni Daniels

getTranny 3 years ago

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

xHamster 6 months ago

My first time dominated by hot blonde tranny LaraMCX

My first time dominated by hot blonde tranny LaraMCX

aShemaleTube 1 month ago

”Charming College Girl Gets Booty Gaped For The First Time”

”Charming College Girl Gets Booty Gaped For The First Time”

ThePornstar 1 month ago

First time on the other side

First time on the other side

aShemaleTube 2 years ago

GROOBYGIRLS - Girl Next Door debutante with big and hard cock

GROOBYGIRLS - Girl Next Door debutante with big and hard cock

Fapnado 1 year ago

His first time with a transgender

His first time with a transgender

aShemaleTube 1 week ago

”ASIANTGIRL - Nutty Gets Naughty”

”ASIANTGIRL - Nutty Gets Naughty”

429Men 1 month ago

I Secretly Love Tranny Porn

I Secretly Love Tranny Porn

AllThePorn 2 weeks ago

Hot Shemale Jessica Kate Is Hot, and She Knows How to Win Us Over!

Hot Shemale Jessica Kate Is Hot, and She Knows How to Win Us Over!

xHamster 8 months ago

she made me spunk two times! Very First time fuckin' Britney from Tantaly - Emily Adaire

she made me spunk two times! Very First time fuckin' Britney from Tantaly - Emily Adaire

TrannyGem 2 weeks ago

Kendal Penny has anal fun in college

Kendal Penny has anal fun in college

Tranny.one 4 years ago

PURE Asian Virgin Lulu Chu Gets ALIEN DICK DRAINED By milf Penny Barber & Dr Sophia Locke!

PURE Asian Virgin Lulu Chu Gets ALIEN DICK DRAINED By milf Penny Barber & Dr Sophia Locke!

GoGoAsians 1 month ago

Rough First Time Ass Fuck & Anal Creampie From StepDad S1:E1

Rough First Time Ass Fuck & Anal Creampie From StepDad S1:E1

Tranny.one 4 years ago

”IntimatePOV: Fucking one of each style muff with Tiffany Tatum & Nelly Kent”

”IntimatePOV: Fucking one of each style muff with Tiffany Tatum & Nelly Kent”

ThePornstar 6 months ago

ADULT TIME Lonely T Girl Emma Rose Has First Romantic Suck And Fuck WIth Big Dick Roommate!

ADULT TIME Lonely T Girl Emma Rose Has First Romantic Suck And Fuck WIth Big Dick Roommate!

Eporner 7 months ago

His First Time Ever

65% HD 1:01 / 8:57

His First Time Ever

FapHouse 2 years ago

Got a Fat Load Splattered on My Face by My Horny Boyfriend. First Time Taking a Huge Cumshot Like That

Got a Fat Load Splattered on My Face by My Horny Boyfriend. First Time Taking a Huge Cumshot Like That

Jizzberry 4 months ago

Lund wali ladki part 6

Lund wali ladki part 6

xHamster 5 months ago

Luna Is in Her Living Room...

Luna Is in Her Living Room...

xHamster 1 month ago

Cutiepii33quinn gets her cherry arse nailed for very first time

Cutiepii33quinn gets her cherry arse nailed for very first time

TrannyGem 4 years ago

College girl Explorer Caver Jammed Into A aperture For The Very first Time

College girl Explorer Caver Jammed Into A aperture For The Very first Time

TransTube.tv 11 months ago

Fresh tats

TrannyGem 11 months ago

Orgy with the transvestites

Orgy with the transvestites

xHamster 2 weeks ago

Sexy virgin young trans

Sexy virgin young trans

xHamster 6 months ago

The Cocky Cook

65% VR 0:08 / 24:09

FapHouse 8 months ago

Vol #4: Fucked For The first Time on Femout

Vol #4: Fucked For The first Time on Femout

Dafreeporn 4 months ago

Trans Taking an Anal Virginity

Trans Taking an Anal Virginity

xHamster 7 months ago

(DRY) Betty! First Time Ever, ATM, Fisting, DP, DPP, Monster Gape, DAP trans

(DRY) Betty! First Time Ever, ATM, Fisting, DP, DPP, Monster Gape, DAP trans

Eporner 2 months ago

Straight Guy's First Time With Big Tits Trans – Unforgettable Experience

Straight Guy's First Time With Big Tits Trans – Unforgettable Experience

BeMyHole 6 months ago

MY BOYFRIEND ALWAYS COMES TO MY ABODE AT NIGHT AND ARRIVES SUPER SEXUALLY EXCITED WITH THE WISHES TO LEAVE MY FACE FULL OF CUM WHILST THIS GUY TELLS ME ALL HIS RAUNCHY DREAMS THAT THAT GUY LOVES AND GROANS WITH JOY AND DELIGHT

MY BOYFRIEND ALWAYS COMES TO MY ABODE AT NIGHT AND ARRIVES SUPER SEXUALLY EXCITED WITH THE WISHES TO LEAVE MY FACE FULL OF CUM WHILST THIS GUY TELLS ME ALL HIS RAUNCHY DREAMS THAT THAT GUY LOVES AND GROANS WITH JOY AND DELIGHT

SortPorn 4 months ago

Surprise Anal

Some.Porn 3 months ago

Ladyboystar - Horny skinny ladyboy licks my cock and sits on it

Ladyboystar - Horny skinny ladyboy licks my cock and sits on it

xHamster 1 month ago

”Charming Ginger Colombian First Timer Gets Cum On Tits In Sexy Pickup & Fuck”

”Charming Ginger Colombian First Timer Gets Cum On Tits In Sexy Pickup & Fuck”

ThePornstar 7 months ago

Bio gal enjoys her first transgender date

Bio gal enjoys her first transgender date

Sheshaft 3 years ago

Shemale Luna Marks fucks actress Marica Chanelle and her boyfriend

Shemale Luna Marks fucks actress Marica Chanelle and her boyfriend

xHamster 1 year ago

First Time Feminization With A New Pegging Slut

48% HD 0:10 / 25:18

First Time Feminization With A New Pegging Slut

LoyalFans 2 years ago

She’s never had it like this before, his cock takes her over the top until her eyes roll, and this country bumpkin gets creampi

71% HD 1:01 / 1:00:31

She’s never had it like this before, his cock takes her over the top until her eyes roll, and this country bumpkin gets creampi

FapHouse 4 years ago

Fan Fuck with Virgin Steve

66% HD 1:01 / 12:12

Fan Fuck with Virgin Steve

FapHouse 1 year ago

Prostate EpiphanyWhitney Wright, Erica Cherry

Prostate EpiphanyWhitney Wright, Erica Cherry

PornHeal 2 years ago

”Journalist interviews tranny couple, Jane's fresh perspective.”

”Journalist interviews tranny couple, Jane's fresh perspective.”

Rainblow 1 year ago

First Time Experience With A Tranny A 10/10 Would Try Again

First Time Experience With A Tranny A 10/10 Would Try Again

AllThePorn 2 weeks ago

newbaby s almost first time

newbaby s almost first time

Tranny.one 4 years ago

Beautiful shemale pounds the guy's ass bareback for the first time

Beautiful shemale pounds the guy's ass bareback for the first time

BeMyHole 5 years ago

Sarah Alexis Gangbang

67% 1:01 / 31:16

Sarah Alexis Gangbang

FapHouse 1 year ago

new!!! weekend in bergamo with our trans friend haycka, (full video)

HD 1:34 / 42:51

new!!! weekend in bergamo with our trans friend haycka, (full video)

PissVids 1 year ago

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