First Time Anal Porn Movies - Trans (27,548)

Femboy Fucks a Tight Ass for the First Time

63% HD 1:01 / 14:17

Femboy Fucks a Tight Ass for the First Time

FapHouse 10 months ago

CRUISING FUCKING OUTDOORS WITH A FEMBOY I MET WHILE PLAYING POOL I CUMMED ON HIS BUTTOCKS

CRUISING FUCKING OUTDOORS WITH A FEMBOY I MET WHILE PLAYING POOL I CUMMED ON HIS BUTTOCKS

XHamster 6 months ago

hot daddy fucking a twink bubble ass

hot daddy fucking a twink bubble ass

XHamster 11 months ago

Big pecker tranny anal fuck alt dude

Big pecker tranny anal fuck alt dude

Sheshaft 7 years ago

The first time in the ass for a boy, it hurts

The first time in the ass for a boy, it hurts

XHamster 2 months ago

TS Jade Jameson Topping Without a condom homo-for-pay military stud during deployment

TS Jade Jameson Topping Without a condom homo-for-pay military stud during deployment

TransTube.tv 2 years ago

Barely 18 Getting Pounded

62% HD 1:01 / 18:48

Barely 18 Getting Pounded

FapHouse 6 months ago

Breeding a married white daddy in his hotel room

Breeding a married white daddy in his hotel room

XHamster 8 months ago

Naughty man giving ass to beautiful transvestite

Naughty man giving ass to beautiful transvestite

XHamster 2 months 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 1 year ago

My ass was made to be fucked.

My ass was made to be fucked.

XHamster 7 months ago

Topping While Wearing Latex Boots

Topping While Wearing Latex Boots

XHamster 4 months ago

Fucking Hotsolzinha's Ass in the Fur

Fucking Hotsolzinha's Ass in the Fur

XHamster 6 months ago

Trans Active Eating the Public Electrician with Pee and Delicious Cum

Trans Active Eating the Public Electrician with Pee and Delicious Cum

XHamster 1 month ago

Sexy Bombshell Big Tits Cock and Ass Fucks with Bwc Pornstar Magic Michel

Sexy Bombshell Big Tits Cock and Ass Fucks with Bwc Pornstar Magic Michel

XHamster 3 months ago

Lovely Sleek Bony Youngster Harsh Used By Scorching Stepbrother

Lovely Sleek Bony Youngster Harsh Used By Scorching Stepbrother

4Gay 7 months ago

First-Time Bareback Amateur Crossdresser

First-Time Bareback Amateur Crossdresser

GayVids 2 years ago

He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl

He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl

XHamster 4 months ago

LUCKY MAN TRY ANAL SEX WITH HIS TRANSGENDER GF

LUCKY MAN TRY ANAL SEX WITH HIS TRANSGENDER GF

XHamster 2 months ago

Young friends have anal sex fuck hard bareback until the hetero cums inside the ass gay creampie anal open ass

Young friends have anal sex fuck hard bareback until the hetero cums inside the ass gay creampie anal open ass

XHamster 1 year ago

Its the first time you show me your cock

Its the first time you show me your cock

GayVids 3 months ago

Ass Fuck for the Tranny Jennifer

54% HD 0:39 / 27:08

Ass Fuck for the Tranny Jennifer

FapHouse 3 months ago

FIRST TIME WITH A TRANS WOMAN AND I ENDED UP GIVING HER MY ASS TO TRY IT OUT AND I LIKED IT - FULL

FIRST TIME WITH A TRANS WOMAN AND I ENDED UP GIVING HER MY ASS TO TRY IT OUT AND I LIKED IT - FULL

AShemaleTube 5 months ago

Gabizinha Trans Fucked Ftm for the First Time

Gabizinha Trans Fucked Ftm for the First Time

XHamster 4 months ago

on the of a young guy

on the of a young guy

XHamster 2 years ago

Danish crossdresser's first time blowjob, finished with anal 6

Danish crossdresser's first time blowjob, finished with anal 6

GayCK 2 years ago

My first anal with a big dildo

My first anal with a big dildo

XHamster 1 month ago

Ebony tgirl wrecks white boyz aperture

Ebony tgirl wrecks white boyz aperture

ShemaleSin 1 year ago

I lost my virginity with my boyfriend, our first sex video - full version on Red - Luana Prado

I lost my virginity with my boyfriend, our first sex video - full version on Red - Luana Prado

AShemaleTube 5 months ago

Its the first time you show me your cock and let me suck it

Its the first time you show me your cock and let me suck it

Katestube 3 months ago

Virgin Femboy First Time Topping - Shiri Allwood And Abby Affchen

Virgin Femboy First Time Topping - Shiri Allwood And Abby Affchen

AbTranny 10 months ago

1st POV Porn Casting and 1st Anal Sex for a Lovely Lady

1st POV Porn Casting and 1st Anal Sex for a Lovely Lady

Tranny.one 2 years 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 1 year ago

First-Ever time for my hubby bang with She-Male Total (Free-For-All Flick)

First-Ever time for my hubby bang with She-Male Total (Free-For-All Flick)

TrannyGem 1 year ago

TGIRLSHOUSE - I Tipped The Cute Delivery Girl To Show Me Her Girl Cock

TGIRLSHOUSE - I Tipped The Cute Delivery Girl To Show Me Her Girl Cock

XHamster 1 week ago

Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

XHamster 2 months ago

First time ass fucked for me

First time ass fucked for me

XHamster 11 months ago

The Queen's Vip Collection Who Will Impress the Queen Tonight

The Queen's Vip Collection Who Will Impress the Queen Tonight

XHamster 3 months ago

Dirty fuck-hole! Fuck without a condom on the balls!

Dirty fuck-hole! Fuck without a condom on the balls!

XHamster 3 years ago

Midnight Fuck first time with roommate

Midnight Fuck first time with roommate

XHamster 9 months ago

My Very first Time Anal

My Very first Time Anal

TransTube.tv 2 years ago

First anal creampie in her life. homemade anal

First anal creampie in her life. homemade anal

Tranny.one 3 years ago

Stepdaddy, watch where you put it!

Stepdaddy, watch where you put it!

XXXShake 2 years ago

Turning my straight friend into a gay after he bred me.

Turning my straight friend into a gay after he bred me.

XHamster 8 months ago

Ladyboy Jessica Kate, the most desired transsexual in Spain, fucks a young and inexperienced guy - F

Ladyboy Jessica Kate, the most desired transsexual in Spain, fucks a young and inexperienced guy - F

AShemaleTube 1 month ago

Gifted trans sitting on big dick

Gifted trans sitting on big dick

XHamster 9 months ago

Cutiepii33quinn Gets Her Cherry Arse Nailed For Very First Time

Cutiepii33quinn Gets Her Cherry Arse Nailed For Very First Time

PePorn 11 months ago

Its the first time you show me your cock and let me suck it

Its the first time you show me your cock and let me suck it

Pornicom 3 months ago

Colombian Stepdaddy Opens My Little Hole for the First Time

67% 1:01 / 7:50

Colombian Stepdaddy Opens My Little Hole for the First Time

FapHouse 3 months ago

Barely 18 Extreme Throat Fucking

61% HD 1:01 / 18:30

Barely 18 Extreme Throat Fucking

FapHouse 4 months ago

Johnny;s first Time wt A Hawt Trans Honey

Johnny;s first Time wt A Hawt Trans Honey

Tranny.one 3 years ago

His first time - no virgin anymore 3

His first time - no virgin anymore 3

GayCK 5 years ago

Transsexual Bunnykxxx Tears Up Super-Steamy Gay-For-Pay HUMID !!!

Transsexual Bunnykxxx Tears Up Super-Steamy Gay-For-Pay HUMID !!!

TrannyGem 4 years ago

Wow, the first time a femboy Sissy fucks on a dick!

Wow, the first time a femboy Sissy fucks on a dick!

XHamster 2 years ago

19 Years Old Trans Fucked by Two

56% 1:01 / 25:38

19 Years Old Trans Fucked by Two

FapHouse 3 years ago

First Time Bottoming Anal with Hung Trans

First Time Bottoming Anal with Hung Trans

XHamster 5 months ago

Fresh Model Spite Hungry For Big Dick

Fresh Model Spite Hungry For Big Dick

XHamster 1 year ago

First meeting with my Filipino ladyboy fuck me bareback n cum on my big ass

First meeting with my Filipino ladyboy fuck me bareback n cum on my big ass

XHamster 9 months ago

Shemale teen first time bareback

Shemale teen first time bareback

AShemaleTube 8 years ago

My Friend Lets His Ass Be Fucked. Extreme Anal Sex with the Trans Dalmita Castellanos and the Teen Angelica Cristal in Fakings

64% HD 0:39 / 38:48

My Friend Lets His Ass Be Fucked. Extreme Anal Sex with the Trans Dalmita Castellanos and the Teen Angelica Cristal in Fakings

FapHouse 6 months ago

First time fucking a white sissy 2

First time fucking a white sissy 2

GayCK 3 years ago

”GENDER X Fucking my TS friend for the first time! - Dante Colle, Ariel Demure”

”GENDER X Fucking my TS friend for the first time! - Dante Colle, Ariel Demure”

429Men 7 months ago

For the first time, a bitch serves a big, thick cock bareback until she cums !

For the first time, a bitch serves a big, thick cock bareback until she cums !

XHamster 8 months ago

I HIRE A SLUT TO FUCK HER BAREBACK AND CUM INSIDE HER CREAMPIE ASS

I HIRE A SLUT TO FUCK HER BAREBACK AND CUM INSIDE HER CREAMPIE ASS

XHamster 10 months ago

Wild interracial anal fuck with hot Asian tranny babe

Wild interracial anal fuck with hot Asian tranny babe

XGroovy 1 year ago

Bisexual guy looses anal virginity with tattooed tranny TS Foxxy

Bisexual guy looses anal virginity with tattooed tranny TS Foxxy

AnySex 6 years ago

Small Penis Surprise With two beautiful trans women

Small Penis Surprise With two beautiful trans women

XHamster 2 months ago

Whoring party

XHamster 9 months ago

Chudai Blackthug Guy First Time Sucking a Twink Dick

Chudai Blackthug Guy First Time Sucking a Twink Dick

XHamster 1 year ago

This ass to much for nephew

This ass to much for nephew

XHamster 6 months ago

Chubby Husband cheats with Dominant BBC - BareBack

Chubby Husband cheats with Dominant BBC - BareBack

XHamster 6 months ago

Trans fucking a straight boy for the first time

Trans fucking a straight boy for the first time

Itsrealamateurs 3 months ago

Cumshot from tranny's huge cock

Cumshot from tranny's huge cock

XHamster 3 years ago

Eating her ass

XHamster 9 months 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

TsLucylux sucks and rides BWC

TsLucylux sucks and rides BWC

XHamster 3 months ago

roxxie breaking in a first timer

roxxie breaking in a first timer

Tranny.one 4 years ago

Young Man with a Tight Ass Receives a Thick Stream of Freshly Milked Sperm!

Young Man with a Tight Ass Receives a Thick Stream of Freshly Milked Sperm!

XHamster 8 months ago

Shemale teen with big cock lets guy fuck her in the ass

Shemale teen with big cock lets guy fuck her in the ass

XHamster 4 years ago

Trans romps her mate's small butt paula_sneer

Trans romps her mate's small butt paula_sneer

TransTube.tv 1 year ago

GENDER X Fucking my tranny friend for the first time! - Dante Colle, Ariel Demure

GENDER X Fucking my tranny friend for the first time! - Dante Colle, Ariel Demure

Tranny.one 5 years ago

TRANS EATS MY COCK WITH HIS PINK AND WET ANUS AND MAKES ME CUM INSIDE HIM. CREAMPIE

TRANS EATS MY COCK WITH HIS PINK AND WET ANUS AND MAKES ME CUM INSIDE HIM. CREAMPIE

XHamster 4 months ago

HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM

HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM

Tranny.one 5 years ago

Ive never been with a trans girl before but I am down for it

Ive never been with a trans girl before but I am down for it

Wankoz 5 months ago

Watch Kayleigh Cox's first time in the ass with a hot blonde shemale

Watch Kayleigh Cox's first time in the ass with a hot blonde shemale

TrannyMovs 6 months ago

She fucking her passive friend's ass

She fucking her passive friend's ass

XHamster 2 months ago

When The Men Discovered That Their Colleague. They Tried To Get Her To Show The Facts.

When The Men Discovered That Their Colleague. They Tried To Get Her To Show The Facts.

XHamster 6 months ago

I Fuck Her Little Sissy Ass for Her First Time with a Big Black Cock.

I Fuck Her Little Sissy Ass for Her First Time with a Big Black Cock.

XHamster 1 month ago

Teaching My Trans Stepsister How To Fuck - TGIRLS HOUSE

Teaching My Trans Stepsister How To Fuck - TGIRLS HOUSE

XHamster 1 month ago

Passionate Fucking Anal Bareback Hoss Kado Ariel Demure Big Dick Sexy Trans Girl Multiple Cumshots Creampie

Passionate Fucking Anal Bareback Hoss Kado Ariel Demure Big Dick Sexy Trans Girl Multiple Cumshots Creampie

XHamster 5 months 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 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 1 year ago

Cruising Straight Stepfather Fucks His Young Gay Stepson in Public Bathroom Without a Condom He Cums Inside

Cruising Straight Stepfather Fucks His Young Gay Stepson in Public Bathroom Without a Condom He Cums Inside

XHamster 1 year ago

My internet friend has SEX for the FIRST TIME with a trans girl and his femboy friend gets all his CUM in his face

My internet friend has SEX for the FIRST TIME with a trans girl and his femboy friend gets all his CUM in his face

XHamster 6 months ago

Crossdresser bitch Fucked by married man in front of wife

Crossdresser bitch Fucked by married man in front of wife

XHamster 1 year ago

Ladyboy Jessica Kate, the most desired transsexual in Spain, fucks a young and inexperienced guy -

Ladyboy Jessica Kate, the most desired transsexual in Spain, fucks a young and inexperienced guy -

ShemaleSex 2 weeks ago

Blond TS Bimbo Gets Screwed and Cum Facial by BBC

Blond TS Bimbo Gets Screwed and Cum Facial by BBC

ShemaleSin 2 weeks ago

It was in the garden that the transvestite took the boy's virginity

It was in the garden that the transvestite took the boy's virginity

XHamster 2 months 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

Street Car Caretaker Lives His FIRST TIME With Sexy Trans Chica

Street Car Caretaker Lives His FIRST TIME With Sexy Trans Chica

PornFreeNow 1 month ago

Hot step-brothers get down and dirty with each other's sweet babes in hot quarantine fuck

Hot step-brothers get down and dirty with each other's sweet babes in hot quarantine fuck

GayVD 1 month ago

Cross Dresser crossdresser femboys first time being knocked off as a girl

Cross Dresser crossdresser femboys first time being knocked off as a girl

SexTubeSpot 6 years ago

Twink Has his Very First Time With Highly mouth-watering TRANSSEXUAL

Twink Has his Very First Time With Highly mouth-watering TRANSSEXUAL

TrannyGem 6 years ago

Fucked for the First Time

Fucked for the First Time

BeMyHole 5 years ago

Shy amateur likes to fuck on all fours like a bitch

Shy amateur likes to fuck on all fours like a bitch

XHamster 9 months ago

Super damn hot whiteboy fucks older guy

Super damn hot whiteboy fucks older guy

AShemaleTube 3 months ago

Cute Petite TS Lilithfux First Time Topping

Cute Petite TS Lilithfux First Time Topping

Eporner 8 months ago

4FT 9IN TINY Whore Loves Sex

4FT 9IN TINY Whore Loves Sex

Eporner 7 years ago

Cruising my male neighbor fucks my ass hard bareback and cums inside my tight gay ass makes me moan like a bitch

Cruising my male neighbor fucks my ass hard bareback and cums inside my tight gay ass makes me moan like a bitch

XHamster 1 year ago

XXL Dildo Deeply fuffilled Morgane Marks Ass: Director's Edit

XXL Dildo Deeply fuffilled Morgane Marks Ass: Director's Edit

XHamster 1 year 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

First time anal sex with a tight ass

First time anal sex with a tight ass

XHamster 7 months ago

1st Time Screwing Squirting Transboy Snatch w/ Haskell Holland

1st Time Screwing Squirting Transboy Snatch w/ Haskell Holland

ShemaleSin 3 days ago

Young guy fucked in the ass for the first time by a tranny

Young guy fucked in the ass for the first time by a tranny

Tranny.one 4 years ago

Sissy creampied for the first time by older man - Laylacross

Sissy creampied for the first time by older man - Laylacross

AShemaleTube 3 years ago

Cum in the ass in close-up ! Daddy and Femboy in hot cum !

Cum in the ass in close-up ! Daddy and Femboy in hot cum !

XHamster 1 year ago

Hot Sissy Virgin Gets Bound Down And Creampied

Hot Sissy Virgin Gets Bound Down And Creampied

ShemaleSin 2 years ago

Guy Fucks His Stepsister For The First Time

Guy Fucks His Stepsister For The First Time

BeMyHole 7 months ago

Publication date: Jan 12, 2026 Sexy little sun ended up suffering with three large-dicked ebony chaps, having her little butt ripped open and filled with three loads from the ebony studs thirsty for an booty, Part two.

Publication date: Jan 12, 2026 Sexy little sun ended up suffering with three large-dicked ebony chaps, having her little butt ripped open and filled with three loads from the ebony studs thirsty for an booty, Part two.

ShemaleSin 7 months ago

Hetero Dude's Very first Time With Meaty Bumpers Trans – Memorable Practice! - KravchenkoBarskayaTS

Hetero Dude's Very first Time With Meaty Bumpers Trans – Memorable Practice! - KravchenkoBarskayaTS

Transvids.tv 1 year ago

1 2 3 4 5

27,548 results found

Related categories

Anal Orgasm Tgirl Trans Anal Orgasm Compilation Trans Fucks Trans Transvestite Trans Fucks Girl Femboy 18+ Trans Fucks Guy Crossdressing Ladyboy Strap-On Trans Sissy Hermaphrodite Trans Compilation Trans Big Cock Anal Compilation Trans Solo Brazilian Trans Trans Threesome

Narrow your search

first time anal amateur first time anal creampie amateur first time anal first time anal teen 18+ first time anal bbc real first time anal first time anal homemade teen anal first time 18+ amateur anal first time wife first time anal first time anal compilation first time anal casting teen first time anal 18+ mature first time anal anal amateur first time first time bbc anal homemade first time anal first time anal pov tori black first time anal

Categories Pornstars

Parents

Tubegalore.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 Tubegalore.com. All rights reserved.

© 2026 Tubegalore.com. All rights reserved.