Trans Fucks Guy First Time Videos (4,385)

teen trans

xHamster 1 month ago

Femboy Tries His First BBC

57% HD 1:01 / 8:30

Femboy Tries His First BBC

FapHouse 1 week ago

Skinning her ass with big cock

Skinning her ass with big cock

xHamster 1 month ago

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

67% HD 1:01 / 18:09

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

FapHouse 11 months ago

Hard Fuck with Xxl Cock After Party Night

78% HD 1:01 / 11:35

Hard Fuck with Xxl Cock After Party Night

FapHouse 10 months 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

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

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

xHamster 3 weeks ago

Fucked for the First Time

Fucked for the First Time

BeMyHole 5 years ago

German amateur 18yo tranny next door do homemade anal porn

German amateur 18yo tranny next door do homemade anal porn

xHamster 3 years ago

Naughty college girl anal sex

Naughty college girl anal sex

xHamster 1 month 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

Long Dick Masturbation - First Time Experience by Asura

52% HD 1:01 / 8:10

Long Dick Masturbation - First Time Experience by Asura

FapHouse 9 months ago

Perverted Couple Hires a Shemale for the First Time for a Threesome

Perverted Couple Hires a Shemale for the First Time for a Threesome

xHamster 1 month ago

Squirt, Squirt Jizz-aoke

Squirt, Squirt Jizz-aoke

Some.Porn 4 months ago

First Time With A Shemale

First Time With A Shemale

BeMyHole 5 years ago

Transsexual Bunnykxxx Romps Sizzling Heterosexual dad MOIST !!!

Transsexual Bunnykxxx Romps Sizzling Heterosexual dad MOIST !!!

TransTube.tv 7 months ago

My first time with a BBC 🥵

My first time with a BBC 🥵

aShemaleTube 2 years ago

Ladyboystar - Sensual Sex with a Gorgeous Redhead Sexy Ladyboy

69% HD 1:01 / 1:15:18

Ladyboystar - Sensual Sex with a Gorgeous Redhead Sexy Ladyboy

FapHouse 3 months ago

Freya Frostnymph frotting for the first time

Freya Frostnymph frotting for the first time

xHamster 1 year 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 2 months ago

Joana and Vanessa Handle A Stick

Joana and Vanessa Handle A Stick

Some.Porn 3 months ago

Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star

Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star

xHamster 4 months ago

Trying Something New - Adrian Duval, Asia Belle

Trying Something New - Adrian Duval, Asia Belle

Eporner 9 months ago

”SHEMALE ANGELS Not a usual thanksgiving dinner”

”SHEMALE ANGELS Not a usual thanksgiving dinner”

HQBang 2 years ago

TRANS FEMALE GETS ANAL FUCKED WITH HARNESS BY TWO VERY HORNY LESBIANS

TRANS FEMALE GETS ANAL FUCKED WITH HARNESS BY TWO VERY HORNY LESBIANS

xHamster 2 weeks ago

The hotel staff Madam.

The hotel staff Madam.

xHamster 6 months ago

Kept by Natassia Dreams Part 1

56% HD 1:01 / 15:37

Kept by Natassia Dreams Part 1

FapHouse 1 month ago

”Discovering the Magic of Sexy Blonde Izzie Wilde's Sampling”

”Discovering the Magic of Sexy Blonde Izzie Wilde's Sampling”

TransHero 2 years ago

Pool threesome with transsexuals Kasey Kei and her cis girlfriend

Pool threesome with transsexuals Kasey Kei and her cis girlfriend

AnySex 2 years ago

Hot guy gets his ass plowed for the first time by a nasty shemale beauty

Hot guy gets his ass plowed for the first time by a nasty shemale beauty

Tranny.one 4 years ago

Top get fucked for first time

Top get fucked for first time

aShemaleTube 9 years ago

Fit Jock fucks his First Dude Pussy

Fit Jock fucks his First Dude Pussy

BoyFriendTV 2 weeks ago

Cute Latina Transgender spends the night with a BBC

Cute Latina Transgender spends the night with a BBC

AnySex 1 year ago

”TS Daisy Taylor breaks dinner for some fuck with Dante Colle”

”TS Daisy Taylor breaks dinner for some fuck with Dante Colle”

TransHero 4 years ago

Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck

Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck

xHamster 1 month ago

Trans Taking an Anal Virginity

Trans Taking an Anal Virginity

xHamster 7 months ago

Boy becomes a MAN by banging hot shemale Nicky Bermudez!

Boy becomes a MAN by banging hot shemale Nicky Bermudez!

xHamster 1 year 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 7 months ago

Old young shemale sex

Old young shemale sex

xHamster 7 months ago

Orgy with the transvestites

Orgy with the transvestites

xHamster 1 month ago

Shemale Deep Fuck with below job

Shemale Deep Fuck with below job

Tranny.one 4 years ago

StepBro Fucks my Pussy Raw TransBoySecret

StepBro Fucks my Pussy Raw TransBoySecret

BoyFriendTV 1 year ago

Young Guy Fucks Blonde Latin Shemale Anal for the First Time

Young Guy Fucks Blonde Latin Shemale Anal for the First Time

xHamster 1 month ago

Virgin (18) deflowered by perfect tranny!

Virgin (18) deflowered by perfect tranny!

xHamster 2 years ago

First Time Trans Alice Gets Wrecked

First Time Trans Alice Gets Wrecked

xHamster 4 months ago

Dude Fucks His Trans Crush For His First Time- Pierce Paris, TS Foxy

Dude Fucks His Trans Crush For His First Time- Pierce Paris, TS Foxy

aShemaleTube 3 years ago

ADULT TIME Sexy T Girl Brittney Kade Seduces Nervous Straight BF For FIRST TIME TRANS FUCK!

ADULT TIME Sexy T Girl Brittney Kade Seduces Nervous Straight BF For FIRST TIME TRANS FUCK!

Eporner 3 months ago

Curvy Dark and Sensual

Curvy Dark and Sensual

xHamster 8 months ago

A Chinese Stepmother - Stepdaughter with Buffy Nipples Photoseries for FutaMag Magazine

A Chinese Stepmother - Stepdaughter with Buffy Nipples Photoseries for FutaMag Magazine

xHamster 2 months ago

Ts Bianca (bibibratx) top for the first time with Cristiano

Ts Bianca (bibibratx) top for the first time with Cristiano

aShemaleTube 11 months ago

We met on the street and went home to have sex

We met on the street and went home to have sex

xHamster 1 month ago

Cute Jocks Fucks a Tatted FTM man

Cute Jocks Fucks a Tatted FTM man

BoyFriendTV 2 weeks 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

Kendal Penny has anal fun in college

Kendal Penny has anal fun in college

Tranny.one 4 years ago

First time with my TS girlfriend

First time with my TS girlfriend

aShemaleTube 8 years ago

Young Guys Tries Anmmal for the First Time with a Shemale with Big Tits and a Big Cock

59% HD 1:01 / 26:35

Young Guys Tries Anmmal for the First Time with a Shemale with Big Tits and a Big Cock

FapHouse 3 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

Homemade oral and anal with ladyboy pornstar

Homemade oral and anal with ladyboy pornstar

Sheshaft 2 years ago

Soak In The View

Soak In The View

PornHeal 2 years ago

First Time With A Shemale

First Time With A Shemale

Tranny.one 4 years ago

Tranny in stockings fucks smalltitted female

Tranny in stockings fucks smalltitted female

Some.Porn 1 year ago

I fuck her ass with desire

I fuck her ass with desire

xHamster 1 month ago

Double Creampie For Slim Teen's first BBG Three-some featuring Nikki Nicole with Brian Omally & Ethan Seeks

Double Creampie For Slim Teen's first BBG Three-some featuring Nikki Nicole with Brian Omally & Ethan Seeks

BigTitsLust 4 months ago

hung trans tops jake and i first time

hung trans tops jake and i first time

AnalVids 1 year ago

18yo Smallish Ebony TGirl Pounds DL BIG BLACK COCK for first-ever Time. He said it’s finer than cunt

18yo Smallish Ebony TGirl Pounds DL BIG BLACK COCK for first-ever Time. He said it’s finer than cunt

TrannyGem 3 years ago

Our first night as husband and wife

Our first night as husband and wife

xHamster 3 weeks ago

Yvana's Very first Time On Porno

Yvana's Very first Time On Porno

TransTube.tv 3 months ago

The Tower of Tethys - An Enchantress With Big Beautiful Tits & Boobs

The Tower of Tethys - An Enchantress With Big Beautiful Tits & Boobs

xHamster 2 weeks 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

Lap Dance & Anal With Tgirl Stripper ABRIDGED

Lap Dance & Anal With Tgirl Stripper ABRIDGED

PornFreeNow 1 month ago

staghomme: Loving My Sucking Skills

staghomme: Loving My Sucking Skills

GayTube.site 2 months ago

May Sissy Cumpilation

May Sissy Cumpilation

TrannyGem 10 months ago

Big pecker tranny anal fuck alt dude

Big pecker tranny anal fuck alt dude

Sheshaft 6 years ago

Beautiful hot shemale anal sex and blowjob

Beautiful hot shemale anal sex and blowjob

xHamster 1 month ago

Guy Fucks His Stepsister For The First Time

Guy Fucks His Stepsister For The First Time

aShemaleTube 7 months ago

Can you handle my big fat Ass?

Can you handle my big fat Ass?

xHamster 1 month ago

Lap Dance & Anal With T-girl Stripper ABRIDGED

Lap Dance & Anal With T-girl Stripper ABRIDGED

ShemaleSin 4 months ago

Picnic My Ass - Angellica Good, Only Matt

Picnic My Ass - Angellica Good, Only Matt

Fapnado 1 year ago

A sexy trans woman serves customers in her tavern

A sexy trans woman serves customers in her tavern

xHamster 1 month ago

”Buck Richards takes on Trans Jexxxica Blake's fat big black cock”

”Buck Richards takes on Trans Jexxxica Blake's fat big black cock”

TransHero 2 years ago

Eating her ass

xHamster 1 month ago

Vintage black trans porn hot trans cock and hot cum

58% 1:01 / 18:59

Vintage black trans porn hot trans cock and hot cum

FapHouse 4 years ago

Giving The First Sexual Experience

Giving The First Sexual Experience

BeMyHole 3 years ago

Blonde Fucks a Cute Transgendered Boy

Blonde Fucks a Cute Transgendered Boy

BoyFriendTV 2 months ago

Old man first time with shemale

Old man first time with shemale

aShemaleTube 1 year ago

Hot Threesome with German Couple Ends with Double Facial

55% HD 1:01 / 24:39

Hot Threesome with German Couple Ends with Double Facial

FapHouse 1 week ago

BIG BLACK COCK first-ever time with a ts baddie! Milkshake cream colored butt.

BIG BLACK COCK first-ever time with a ts baddie! Milkshake cream colored butt.

KeekAss 2 years ago

Eva Paradis waited for the fellow to took his innocence

Eva Paradis waited for the fellow to took his innocence

Transvids.tv 6 months ago

Shemale world gameplay part 17

Shemale world gameplay part 17

xHamster 1 day ago

Ebony she-creature demolishes milky men fuck-hole

Ebony she-creature demolishes milky men fuck-hole

Transvids.tv 5 months ago

Prostate EpiphanyWhitney Wright, Erica Cherry

Prostate EpiphanyWhitney Wright, Erica Cherry

Kojka 2 years ago

Mftt??? Germany's First Trans Foursome?!

66% HD 1:01 / 20:55

Mftt??? Germany's First Trans Foursome?!

FapHouse 8 months ago

She-Creature Teenie Cassie Shrieks Donk Ravaged & Hair Pulled

She-Creature Teenie Cassie Shrieks Donk Ravaged & Hair Pulled

TrannyGem 2 years 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

Menage A Trans #09 - Izzy Wilde, Gia DiBella & Roman Todd

Menage A Trans #09 - Izzy Wilde, Gia DiBella & Roman Todd

PornHeal 2 years ago

My first time dominated by hot blonde tranny LaraMCX

My first time dominated by hot blonde tranny LaraMCX

aShemaleTube 1 month ago

Surprise Shemale Girl Anal Fucked

65% HD 1:01 / 14:29

Surprise Shemale Girl Anal Fucked

FapHouse 11 months ago

Sydney's Thrilling Tits Fuck Offer in The Library

Sydney's Thrilling Tits Fuck Offer in The Library

xHamster 2 weeks ago

RawFuckBoys - Jake Archer & Will beside Zack Grayson

RawFuckBoys - Jake Archer & Will beside Zack Grayson

GayTube.site 2 years ago

Bisexual guy looses anal virginity with tattooed tranny TS Foxxy

Bisexual guy looses anal virginity with tattooed tranny TS Foxxy

AnySex 5 years ago

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

69% HD 1:01 / 16:16

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

FapHouse 11 months ago

His First Time Ever

63% HD 1:01 / 8:57

His First Time Ever

FapHouse 2 years ago

Monster Cock in Tight Shemale Butthole - Tiny Tgirl’s First Time On Camera part 2 - Simin

Monster Cock in Tight Shemale Butthole - Tiny Tgirl’s First Time On Camera part 2 - Simin

Xtits 1 year ago

Virgin Tom´s 1st Time

55% HD 1:01 / 10:09

Virgin Tom´s 1st Time

FapHouse 1 year ago

Lanita tops boyfriend for the first time while live

Lanita tops boyfriend for the first time while live

aShemaleTube 5 years ago

Cutiepii33quinn Gets Her Cherry Arse Nailed For Very First Time

Cutiepii33quinn Gets Her Cherry Arse Nailed For Very First Time

PePorn 2 months ago

trans and husband fuck me hard. maya and luca pov adventure with trans keylla.

trans and husband fuck me hard. maya and luca pov adventure with trans keylla.

PornBox 8 months ago

I Fucked My Wife's Tranny Friend's Untouched Ass for the First Time!

I Fucked My Wife's Tranny Friend's Untouched Ass for the First Time!

XXXShake 7 months ago

Femout XXX Amateur Lauryn's First Ever Anal

HD 1:01 / 28:05

Femout XXX Amateur Lauryn's First Ever Anal

FapHouse 3 weeks ago

Teen latina Tgirl first time

Teen latina Tgirl first time

Tranny.one 4 years ago

My first time with a real transsexual...

My first time with a real transsexual...

xHamster 2 years 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

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

Multi-stick adventure

Multi-stick adventure

xHamster 1 month ago

First time swinging with a trans, what a blast

First time swinging with a trans, what a blast

Pervclips 2 years ago

Shy Couple first time shemale experience 2

Shy Couple first time shemale experience 2

aShemaleTube 5 years ago

The First Sissy _ Michael Got Rough & Hard Sloppy Blowjob from Me Before Taking Shower

The First Sissy _ Michael Got Rough & Hard Sloppy Blowjob from Me Before Taking Shower

xHamster 1 month ago

Young Guy fuck the first Time a Shemale

Young Guy fuck the first Time a Shemale

xHamster 2 years ago

POV Casting with Student Girl

POV Casting with Student Girl

FapCat 7 months ago

Sierra Has Given up Her Masculinity

Sierra Has Given up Her Masculinity

xHamster 4 months ago

1 2 3 4 5

4,385 results found

Related searches

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.