First Time Trans Videos (22,773)

Melissa Masters - Your Very First Time Trans Femdom GFE

Melissa Masters - Your Very First Time Trans Femdom GFE

IcePorn 4 weeks ago

First time with Big Dick Tranny

First time with Big Dick Tranny

aShemaleTube 7 years ago

TRANS NYMPH GETS HUMPED BY ANOTHER TRANS DAME FOR THE FIRST-EVER TIME

TRANS NYMPH GETS HUMPED BY ANOTHER TRANS DAME FOR THE FIRST-EVER TIME

TrannyGem 1 year ago

Eddy and Dale Fox - His First Time Eating Pussy!

HD 1:01 / 19:58

Eddy and Dale Fox - His First Time Eating Pussy!

FapHouse 3 days ago

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

Premium HD 6:19

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

XVideosRed 6 months ago

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

45% HD 0:39 / 34:30

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

FapHouse 11 months ago

Do not cum inside me because I am not on pill

Do not cum inside me because I am not on pill

Eporner 4 years ago

Lap Dance & Anal With T-girl Stripper ABRIDGED

Lap Dance & Anal With T-girl Stripper ABRIDGED

ShemaleSin 4 months ago

First Date and First Scene

First Date and First Scene

xHamster 1 week ago

VonFawkNTrans Barebacks Detroit Shemale Ts GiiveG's Tight Ass

VonFawkNTrans Barebacks Detroit Shemale Ts GiiveG's Tight Ass

XXXShake 10 months ago

We had a first time threesome with a tranny woman

We had a first time threesome with a tranny woman

Sheshaft 2 years ago

”This Would Be My First Time With A Female!”

”This Would Be My First Time With A Female!”

ThePornstar 1 year ago

Homemade oral and anal with ladyboy pornstar

Homemade oral and anal with ladyboy pornstar

Sheshaft 2 years ago

”GROOBYGIRLS - A Solstice Climax”

”GROOBYGIRLS - A Solstice Climax”

LesbianBliss 1 week ago

Hot redhead busty babe Ariel Demure fucks anal of a plubmer

Hot redhead busty babe Ariel Demure fucks anal of a plubmer

XGroovy 1 month ago

Milf Silvana Lee has hardcore sex with her sexy shemale girlfriend Lizzy Laynez

Milf Silvana Lee has hardcore sex with her sexy shemale girlfriend Lizzy Laynez

Lesbian8 6 months ago

Belle Adams First Time Topping

Belle Adams First Time Topping

YepTube 1 year ago

Horny Trans invites first time straight black guy over to fuck her ALEXIA ST JAMES

Horny Trans invites first time straight black guy over to fuck her ALEXIA ST JAMES

aShemaleTube 4 months ago

OH NO! Her feet and her ass are too hot! Variety Itsol & Emily Adaire

OH NO! Her feet and her ass are too hot! Variety Itsol & Emily Adaire

xHamster 2 years ago

Wife let me wear her clothes and sissygasm

Wife let me wear her clothes and sissygasm

xHamster 2 months ago

Straight suck for the first time in the street

Straight suck for the first time in the street

aShemaleTube 1 year ago

New Asian Shemale Gets Screwed for the First Time

New Asian Shemale Gets Screwed for the First Time

Jizzberry 4 years ago

LIL' Young Transgirl Sissy gets RODE by wall plaything for the VERY FIRST TIME

LIL' Young Transgirl Sissy gets RODE by wall plaything for the VERY FIRST TIME

TrannyGem 2 years ago

Ebony tranny wants his virgin asshole

Ebony tranny wants his virgin asshole

Xozilla 1 month ago

Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck

68% HD 1:01 / 14:59

Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck

FapHouse 9 months ago

Package Delivery

Package Delivery

Kojka 2 years ago

Cute Jocks Fucks a Tatted FTM man

Cute Jocks Fucks a Tatted FTM man

BoyFriendTV 3 weeks ago

This is my first time fucking a shemale babe

This is my first time fucking a shemale babe

xHamster 5 years ago

First time sucking dick? And swallowing my hottest patron's

First time sucking dick? And swallowing my hottest patron's

IcePorn 3 months 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

Eva Paradis waited for the fellow to took his innocence

Eva Paradis waited for the fellow to took his innocence

Transvids.tv 7 months ago

JOI goth dom mommy whants to fuck you

JOI goth dom mommy whants to fuck you

xHamster 7 months ago

First Time Anal

First Time Anal

xHamster 1 month ago

Trans Taking an Anal Virginity

67% 1:01 / 18:03

Trans Taking an Anal Virginity

FapHouse 7 months ago

Ebony tranny got herself a white faggot to drill his ass

Ebony tranny got herself a white faggot to drill his ass

XCafe 9 months ago

first time with BBC

first time with BBC

aShemaleTube 6 months ago

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

42% HD 1:01 / 34:30

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

FapHouse 11 months ago

Ember Snow- Fit Fuck with Eva Maxim

66% HD 0:10 / 18:53

Ember Snow- Fit Fuck with Eva Maxim

LoyalFans 2 months ago

No condom Gay-for-pay dude very first time bottom for Jade Jameson FINEST. ???? FLICK I have MADE

No condom Gay-for-pay dude very first time bottom for Jade Jameson FINEST. ???? FLICK I have MADE

TransTube.tv 7 months ago

Surprise Anal

Some.Porn 4 months ago

My first time with a BBC

My first time with a BBC

Tranny.one 1 year ago

Trans newbie takes cock on camera for the first time

Trans newbie takes cock on camera for the first time

XXXShake 2 years ago

Horny Danish Boy - His First Time

Horny Danish Boy - His First Time

BeMyHole 3 weeks ago

Poking TRANS - VERY FIRST TIME- GREATEST HEAD IVE EVER GOTTEN

Poking TRANS - VERY FIRST TIME- GREATEST HEAD IVE EVER GOTTEN

TrannyGem 1 year ago

Tranny Fucking and Giving Lots of Cum

HD 1:01 / 15:57

Tranny Fucking and Giving Lots of Cum

FapHouse 2 days ago

My Very first Time With a Trans

My Very first Time With a Trans

KeekAss 1 year ago

vanessa arizona fucked by transwoman olivia would

70% HD 0:25 / 30:39

vanessa arizona fucked by transwoman olivia would

PornBox 1 year ago

Picnic My Ass - Angellica Good, Only Matt

Picnic My Ass - Angellica Good, Only Matt

Fapnado 1 year ago

hung trans tops jake and i first time

hung trans tops jake and i first time

AnalVids 1 year ago

Old man first time with shemale

Old man first time with shemale

aShemaleTube 1 year ago

Big ass Shemale Jessy Dubai cums from 69 pose fuck

Big ass Shemale Jessy Dubai cums from 69 pose fuck

XGroovy 2 years ago

My big hard shemale cock is going up your virgin ass

My big hard shemale cock is going up your virgin ass

xHamster 5 years ago

Taking Amethyst's Virginity

55% 0:39 / 30:46

Taking Amethyst's Virginity

FapHouse 1 week ago

HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM

HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM

Tranny.one 4 years ago

Shemale Creampies Guy for the first Time

Shemale Creampies Guy for the first Time

Tranny.one 4 years ago

watch me a cute goth petite whore spread my ass and pussy for you

watch me a cute goth petite whore spread my ass and pussy for you

xHamster 2 weeks ago

Sissy feels cum inside her for the first time

Sissy feels cum inside her for the first time

xHamster 4 years ago

Be Mine Only Mine

Be Mine Only Mine

FapHouse 5 days ago

DAVE LION ROMPING FOR THE FIRST-EVER TIME WITH A TRANS STUD ????????

DAVE LION ROMPING FOR THE FIRST-EVER TIME WITH A TRANS STUD ????????

GayOh 3 weeks ago

Asian Tranny Britney Gets Her Cock Sucked Before Swallowing Cum - Shemale n Trans

Asian Tranny Britney Gets Her Cock Sucked Before Swallowing Cum - Shemale n Trans

xHamster 9 months ago

Ts domination hd first time They make her play over and over with 30 loads of frozen jizz

Ts domination hd first time They make her play over and over with 30 loads of frozen jizz

Eporner 1 year ago

Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time

Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time

xHamster 3 weeks ago

behind the scenes #21, moona snake, lena moon, syren de mer and others. more info in description xf034

behind the scenes #21, moona snake, lena moon, syren de mer and others. more info in description xf034

AnalVids 4 years 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

Irst Time Docking and Lots of Frotting

59% HD 1:01 / 14:33

Irst Time Docking and Lots of Frotting

FapHouse 7 months ago

Tranny cum swallow first time Mirta in love with her boyfrie

Tranny cum swallow first time Mirta in love with her boyfrie

VipTube 9 years ago

Giving The First Sexual Experience

Giving The First Sexual Experience

BeMyHole 3 years ago

Fit Jock fucks his First Dude Pussy

Fit Jock fucks his First Dude Pussy

BoyFriendTV 2 weeks ago

My first time dominated by hot blonde tranny LaraMCX

My first time dominated by hot blonde tranny LaraMCX

aShemaleTube 1 month ago

I ❤️ turning yam-sized sausage Tops

I ❤️ turning yam-sized sausage Tops

TrannyGem 11 months ago

Asian Tranny Britney Gets Her Cock Sucke - BEAUTIFUL SHEMALE

Asian Tranny Britney Gets Her Cock Sucke - BEAUTIFUL SHEMALE

xHamster 2 years ago

My first time with a trans - DVD

My first time with a trans - DVD

xHamster 1 month ago

The almost any charming tranny in Argentina gets into the car and gets up to mischief on the streets of Buenos Aires - Argentina - Babyjazmin

The almost any charming tranny in Argentina gets into the car and gets up to mischief on the streets of Buenos Aires - Argentina - Babyjazmin

FreePorn8 5 months ago

MILF's first time with shemale

MILF's first time with shemale

aShemaleTube 6 years ago

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

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

xHamster 2 months ago

staghomme: Loving My Sucking Skills

staghomme: Loving My Sucking Skills

GayTube.site 2 months ago

Tattooed Trannys First time Lesbian sex , MsprettyDck makes Ava cum

Tattooed Trannys First time Lesbian sex , MsprettyDck makes Ava cum

TransTube.tv 1 year ago

LIL Youthfull She-male Sissy gets RODE by wall fucktoy for the VERY FIRST TIME

LIL Youthfull She-male Sissy gets RODE by wall fucktoy for the VERY FIRST TIME

Transvids.tv 6 months ago

”Coffee shop mixed gender banging with Cherie Deville, Aspen Brooks & Dante Colle”

”Coffee shop mixed gender banging with Cherie Deville, Aspen Brooks & Dante Colle”

LesbianBliss 4 days ago

First time Fucking shemale. Bareback creampie

First time Fucking shemale. Bareback creampie

aShemaleTube 6 days ago

Ebony she-creature demolishes milky men fuck-hole

Ebony she-creature demolishes milky men fuck-hole

Transvids.tv 6 months ago

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

59% 1:01 / 38:37

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

FapHouse 6 months ago

Crazy Chinese Shemale Attempted Tenga Spinner For The First-Ever Time! T-Girl Edging

Crazy Chinese Shemale Attempted Tenga Spinner For The First-Ever Time! T-Girl Edging

TrannyGem 1 year ago

Very First time gay-for-pay with trans glory

Very First time gay-for-pay with trans glory

TrannyGem 11 months ago

sexy ts mara nova gets fucked for the first time [transsexua

sexy ts mara nova gets fucked for the first time [transsexua

PornOne 4 years ago

Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock

Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock

xHamster 5 months ago

I finally fucked my straight friend after completely naked massage

I finally fucked my straight friend after completely naked massage

AnySex 3 years ago

Young Guy fuck the first Time a Shemale

Young Guy fuck the first Time a Shemale

xHamster 2 years 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

Your Very first Time Getting Drilled by a Trans Chick: Very first Rendezvous GFE POINT OF VIEW Female dominance

Your Very first Time Getting Drilled by a Trans Chick: Very first Rendezvous GFE POINT OF VIEW Female dominance

TransTube.tv 7 months ago

I Hope StepDad doesn't catch you creampie my man pussy

I Hope StepDad doesn't catch you creampie my man pussy

BoyFriendTV 4 days ago

Serving Your Trans Best Friend's Cock & Fucking Her: Femdom BFF GFE

Serving Your Trans Best Friend's Cock & Fucking Her: Femdom BFF GFE

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

My Step Sister Turned Me Into Her Trans Wife

49% HD 0:39 / 5:14

My Step Sister Turned Me Into Her Trans Wife

FapHouse 1 month ago

Fucked her asshole deeply in the Garage

Fucked her asshole deeply in the Garage

xHamster 2 years ago

Joana and Vanessa Handle A Stick

Joana and Vanessa Handle A Stick

Some.Porn 4 months ago

First-ever time assfucking. Lovely Transgirl plays with herself. Sploog ejaculation

First-ever time assfucking. Lovely Transgirl plays with herself. Sploog ejaculation

KeekAss 2 years 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!

Some.Porn 8 months ago

A Six Girl gangbang on a broken ass slave (EN-sub)

61% HD 0:10 / 26:58

A Six Girl gangbang on a broken ass slave (EN-sub)

LoyalFans 5 months ago

Peru - my neighbor cashed his fortnight and determined to pummel me for the first-ever time in my apartment

Peru - my neighbor cashed his fortnight and determined to pummel me for the first-ever time in my apartment

TrannyGem 4 years ago

Naughty college girl anal sex

Naughty college girl anal sex

xHamster 1 month ago

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

Premium HD 12:38

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

XVideosRed 6 months ago

Very First Time feetjob by a Adorable Trans Lady POINT OF VIEW SOLE FETISH SPUNK

Very First Time feetjob by a Adorable Trans Lady POINT OF VIEW SOLE FETISH SPUNK

TrannyGem 1 year ago

BWC Fucking A Trans For The First Time (Aurora North)

BWC Fucking A Trans For The First Time (Aurora North)

Eporner 2 months ago

Alysons First Shoot with Thad Maxxx

HD 0:39 / 13:27

Alysons First Shoot with Thad Maxxx

FapHouse 10 months ago

Melissa Masters - Your Very First Time Trans Femdom GFE

Melissa Masters - Your Very First Time Trans Femdom GFE

DrTuber 1 month ago

Sissy Femboy Wets her Nappy for the First-Ever Time

Sissy Femboy Wets her Nappy for the First-Ever Time

TrannyGem 1 year ago

This is the first time we try Lore Saib I couldn't do it

This is the first time we try Lore Saib I couldn't do it

xHamster 7 months ago

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

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

xHamster 9 months ago

This is my very first time attempting buttfuck fuck-a-thon using a enormous fake penis

This is my very first time attempting buttfuck fuck-a-thon using a enormous fake penis

TrannyGem 5 months ago

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

66% HD 0:10 / 16:15

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

LoyalFans 1 year ago

Amara Romani eats creampie from huge tits PAWG Eden Adams pussy – Squirting Guru

HD 0:39 / 47:28

Amara Romani eats creampie from huge tits PAWG Eden Adams pussy – Squirting Guru

FapHouse 3 years ago

fucking her assana

fucking her assana

FapCat 6 months ago

Indian desi girl must kiss on the pretext of shopping

Indian desi girl must kiss on the pretext of shopping

xHamster 5 months ago

A True Story About Casey Kisses Origin

A True Story About Casey Kisses Origin

GayXPS 11 months ago

First big cock for 75 years old stepmom

70% 1:01 / 40:44

First big cock for 75 years old stepmom

FapHouse 5 years ago

Package Delivery

Package Delivery

PornHeal 2 years ago

Playing in Public at the Rest Area in the Car

Playing in Public at the Rest Area in the Car

xHamster 8 months ago

Surprise Shemale Girl Anal Fucked

65% HD 1:01 / 14:29

Surprise Shemale Girl Anal Fucked

FapHouse 11 months ago

Very First time for my hubby ravage with She-Male

Very First time for my hubby ravage with She-Male

TrannyGem 7 months ago

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