First Time Homemade Videos (10,624)

ladyboystar - hot anal sex and a handjob from a young sexy ladyboy

ladyboystar - hot anal sex and a handjob from a young sexy ladyboy

PornBox 5 months ago

thelastrealtop fucks detroit tranny theonlyamauri raw bareback

thelastrealtop fucks detroit tranny theonlyamauri raw bareback

AnalVids 1 year ago

crazy fuck so hard

crazy fuck so hard

AnalVids 1 year ago

guys my ass is available for fucking

guys my ass is available for fucking

AnalVids 1 year ago

Breakfast in Bed Is so Good Specially When Asuka Is Bare Naked Milking Stepdaddy

Breakfast in Bed Is so Good Specially When Asuka Is Bare Naked Milking Stepdaddy

FapHouse 1 month ago

ladyboystar - hot ladyboy displaying her moves on my loaded bone in pov

ladyboystar - hot ladyboy displaying her moves on my loaded bone in pov

PornBox 9 months ago

visite a esta chica en su barberia y me recibio con una ropa ajustada que le hacia resaltar su cuerpo y me daban ganas de cachondear con ella y besarnos hasta terminar lleno de lujuria sexual

visite a esta chica en su barberia y me recibio con una ropa ajustada que le hacia resaltar su cuerpo y me daban ganas de cachondear con ella y besarnos hasta terminar lleno de lujuria sexual

PornBox 4 months ago

ladyboystar - anal fucking a hot ladyboy and giving her a facial in pov

ladyboystar - anal fucking a hot ladyboy and giving her a facial in pov

AnalVids 1 year ago

ladyboystar - short haired ladyboy let s me play with her big dick

ladyboystar - short haired ladyboy let s me play with her big dick

PornBox 6 months ago

ladyboystar - got my hands on a petite hot black-haired cosplay-loving ladyboy

ladyboystar - got my hands on a petite hot black-haired cosplay-loving ladyboy

PornBox 1 year ago

ladyboystar - hot and young ladyboy tastes my cock and opens her ass wide for it

ladyboystar - hot and young ladyboy tastes my cock and opens her ass wide for it

AnalVids 1 year ago

ladyboystar - cute redhead ladyboy gets a hard one in her butt

ladyboystar - cute redhead ladyboy gets a hard one in her butt

PornBox 1 year ago

i had an intense fuck with the most pretty trans marcela dimov

i had an intense fuck with the most pretty trans marcela dimov

PornBox 11 months ago

ladyboystar - absolutely smashing ladyboy sucks my dick so nicely

ladyboystar - absolutely smashing ladyboy sucks my dick so nicely

PornBox 1 year ago

ladyboystar - watch me creampie a perfect thai ladyboy in pov

ladyboystar - watch me creampie a perfect thai ladyboy in pov

PornBox 1 year ago

cross dressing for fun

cross dressing for fun

PornBox 1 year ago

Pink Kitty Likes to Go Shopping

Pink Kitty Likes to Go Shopping

FapHouse 3 weeks ago

ladyboystar - busty ladyboy sucks my dick in pov fashion

HD 0:30 / 12:19

ladyboystar - busty ladyboy sucks my dick in pov fashion

PornBox 4 weeks ago

trouxe minha amiga trans gringa pra me foder junto com meu namorado acabei ganhando uma dp na minha buceta

trouxe minha amiga trans gringa pra me foder junto com meu namorado acabei ganhando uma dp na minha buceta

PornBox 3 weeks ago

asian transgender girl filling up balloons with her transgender cum, ai generated

asian transgender girl filling up balloons with her transgender cum, ai generated

PornBox 7 months ago

sexy secretary try anal first time

sexy secretary try anal first time

PornBox 1 year ago

Big cock tranny loves fucking guy for the first time at the casting call

Premium HD 29:50

Big cock tranny loves fucking guy for the first time at the casting call

Sheer 1 month ago

ladyboystar - wild ladyboy is ready to get her asshole stretched

ladyboystar - wild ladyboy is ready to get her asshole stretched

AnalVids 7 months ago

ladyboystar - beautiful and slim thai ladyboy want s my dick deep inside her asshole

ladyboystar - beautiful and slim thai ladyboy want s my dick deep inside her asshole

AnalVids 10 months ago

fucking my stepdaughter in the ass like a whore

fucking my stepdaughter in the ass like a whore

PornBox 1 year ago

tall transgender shooting pure white cum out of her thicc ass girl cock, ai generated

tall transgender shooting pure white cum out of her thicc ass girl cock, ai generated

PornBox 8 months ago

x-men mystique’s large cummy cock cumming all over herself, ai generated

x-men mystique’s large cummy cock cumming all over herself, ai generated

PornBox 1 month ago

the confessional of the nun

the confessional of the nun

PornBox 2 years ago

hard cock transgender getting ass fucked in public by a hard dildo machine until she cums, ai generated

hard cock transgender getting ass fucked in public by a hard dildo machine until she cums, ai generated

PornBox 8 months ago

ladyboystar - fantastic pov anal sex with the hottest thai ladyboy you will ever see

ladyboystar - fantastic pov anal sex with the hottest thai ladyboy you will ever see

AnalVids 1 year ago

ladyboystar - super sexy and slim ladyboy licking my dick like a lollipop

ladyboystar - super sexy and slim ladyboy licking my dick like a lollipop

PornBox 8 months ago

big dildo destroys anal hole of a sissy. crossdresser testing monster dildo. sissy gamer margo fox. 33 release

big dildo destroys anal hole of a sissy. crossdresser testing monster dildo. sissy gamer margo fox. 33 release

PornBox 3 years ago

Anal Dildo

FapHouse 1 month ago

Desi Village Girl Tight Pussy First Time XXX Video, Desi Hot Beautiful Tgirl Home Sex 2

Desi Village Girl Tight Pussy First Time XXX Video, Desi Hot Beautiful Tgirl Home Sex 2

FapHouse 1 month ago

Horny guy tries a sexy tranny for the first time

Premium HD 29:19

Horny guy tries a sexy tranny for the first time

Sheer 1 month ago

He loved his first time with a trans women with a big cock

Premium HD 16:43

He loved his first time with a trans women with a big cock

Sheer 1 month ago

neighbor cheats on his girlfriend with trans girl

neighbor cheats on his girlfriend with trans girl

PornBox 3 weeks ago

Trans girl sucks cock in the gym

Trans girl sucks cock in the gym

PornDreamz 3 weeks ago

1 hands-free deep oil smooth cute legs swallowing cum hot load out

1 hands-free deep oil smooth cute legs swallowing cum hot load out

PornBox 4 months ago

devoted long thicc hard church girl cock transgender babe cums hard ass fuck for god, ai generated

devoted long thicc hard church girl cock transgender babe cums hard ass fuck for god, ai generated

PornBox 6 months ago

An Ethiopian cuming Clip 2

An Ethiopian cuming Clip 2

XHamster 1 month ago

los grandes gluteos de esta chica me ponen bien erecto con ganas de penetrarla hasta escucharla gimiendo de placer mientras me dice pide que lo haga mas rapido porque ya esta dilatada y caliente

los grandes gluteos de esta chica me ponen bien erecto con ganas de penetrarla hasta escucharla gimiendo de placer mientras me dice pide que lo haga mas rapido porque ya esta dilatada y caliente

AnalVids 7 months ago

ladyboystar - hot ladyboy displaying her moves on my loaded bone in pov

ladyboystar - hot ladyboy displaying her moves on my loaded bone in pov

AnalVids 9 months ago

ladyboystar - thin blonde ladyboy looks perfect in her red underwear

ladyboystar - thin blonde ladyboy looks perfect in her red underwear

AnalVids 11 months ago

moody big breast transgender girl cumming on herself in the dark, ai generated

moody big breast transgender girl cumming on herself in the dark, ai generated

PornBox 5 months ago

ladyboystar - super slim ladyboy from thailand wants jizz all over her face

ladyboystar - super slim ladyboy from thailand wants jizz all over her face

AnalVids 6 months ago

ladyboystar - wild ladyboy is ready to get her asshole stretched

ladyboystar - wild ladyboy is ready to get her asshole stretched

PornBox 7 months ago

ladyboystar - the most beautiful ladyboy in thailand is on my dick

ladyboystar - the most beautiful ladyboy in thailand is on my dick

PornBox 7 months ago

ladyboystar - i had a hardcore anal sex with a hot petite thai ladyboy

ladyboystar - i had a hardcore anal sex with a hot petite thai ladyboy

PornBox 1 year ago

ladyboystar - a 10/10 blonde ladyboy loves anal sex and facial cumshots

ladyboystar - a 10/10 blonde ladyboy loves anal sex and facial cumshots

PornBox 1 year ago

johntronx - gorgeous curvy asian babe gets fucked and creampied by raul in pov

johntronx - gorgeous curvy asian babe gets fucked and creampied by raul in pov

PornBox 1 year ago

ladyboystar - hardcore pov anal sex with a stunning ladyboy in fishnet lingerie

ladyboystar - hardcore pov anal sex with a stunning ladyboy in fishnet lingerie

PornBox 1 year ago

beautiful egyptian transgender with a hard gold girl cock cumming near the pyramids, ai generated

beautiful egyptian transgender with a hard gold girl cock cumming near the pyramids, ai generated

PornBox 3 months ago

fudendo com o grandao

fudendo com o grandao

PornBox 3 months ago

older man loves fucking tranny hooker for the first time

older man loves fucking tranny hooker for the first time

PornBox 3 months ago

fucking my new school girlfriend s tight pussy

fucking my new school girlfriend s tight pussy

AnalVids 2 years ago

ladyboystar - dark haired ladyboy let s me see her secrets

ladyboystar - dark haired ladyboy let s me see her secrets

AnalVids 3 months ago

ladyboystar - stunning dark-haired ladyboy showing me her sexy combinations

ladyboystar - stunning dark-haired ladyboy showing me her sexy combinations

PornBox 5 months ago

ladyboystar - hot 69 and a two-way anal sex with a young sexy ladyboy

ladyboystar - hot 69 and a two-way anal sex with a young sexy ladyboy

AnalVids 5 months ago

ladyboystar - sexy dancing ladyboy gets down on her knees and sucks my cock

ladyboystar - sexy dancing ladyboy gets down on her knees and sucks my cock

AnalVids 5 months ago

ladyboystar - met with a sexy ladyboy and took her home for a photo session

ladyboystar - met with a sexy ladyboy and took her home for a photo session

AnalVids 6 months ago

jerking off tifa in the urinal while she cums and begs, ai generated

jerking off tifa in the urinal while she cums and begs, ai generated

PornBox 3 months ago

ladyboystar - busty ladyboy and myself fucking in my apartment

ladyboystar - busty ladyboy and myself fucking in my apartment

PornBox 7 months ago

thicc fat ass transgender gamer girl oozing butt juice gets anal fucked from behind, ai generated

thicc fat ass transgender gamer girl oozing butt juice gets anal fucked from behind, ai generated

PornBox 8 months ago

ladyboystar - sexy ladyboy rides my cock and takes my cum on her face

ladyboystar - sexy ladyboy rides my cock and takes my cum on her face

PornBox 10 months ago

ladyboystar - i nailed this ladyboy in her ass and jizzed on her face

ladyboystar - i nailed this ladyboy in her ass and jizzed on her face

PornBox 11 months ago

transgender starbucks employee gets a handjob and cums everywhere, ai generated

transgender starbucks employee gets a handjob and cums everywhere, ai generated

PornBox 4 months ago

ladyboystar - stunning ladyboy playing with my dick in pov

ladyboystar - stunning ladyboy playing with my dick in pov

PornBox 4 months ago

hot spasnih boy used raw in backroom club bareback

hot spasnih boy used raw in backroom club bareback

PornBox 5 months ago

ladyboystar - fucking this unreal anime-looking ladyboy and jizzing on her face

ladyboystar - fucking this unreal anime-looking ladyboy and jizzing on her face

AnalVids 10 months ago

ladyboystar - i met with a hot ladyboy and took her to my bedroom

ladyboystar - i met with a hot ladyboy and took her to my bedroom

AnalVids 1 year ago

ladyboystar - skinny ladyboy with no boobs gets filled with cum

ladyboystar - skinny ladyboy with no boobs gets filled with cum

PornBox 8 months ago

eu traiu minhas mulheres com uma trans sempre que posso

eu traiu minhas mulheres com uma trans sempre que posso

AnalVids 1 year ago

BWC Transgender Girl Cumming All Over The Place, Trans Helghast Jerking Off Until She Cums, Arc Angel Fucking Tight Bald Pussy, Donut Transgender Girl Ass Fucking Herself Until She Cums, AI Generated

BWC Transgender Girl Cumming All Over The Place, Trans Helghast Jerking Off Until She Cums, Arc Angel Fucking Tight Bald Pussy, Donut Transgender Girl Ass Fucking Herself Until She Cums, AI Generated

XVideos 1 month ago

ladyboystar - elegant slim ladyboy can t get enough of my dick

ladyboystar - elegant slim ladyboy can t get enough of my dick

AnalVids 7 months ago

ladyboystar - slim ladyboy gets fucked and fucks me as well in pov

ladyboystar - slim ladyboy gets fucked and fucks me as well in pov

PornBox 10 months ago

Indian Gay Boy Focking Desi Original Tasgendar in Home

Indian Gay Boy Focking Desi Original Tasgendar in Home

XHamster 1 month ago

ladyboystar - my ladyboy friend and myself giving each other a good time

ladyboystar - my ladyboy friend and myself giving each other a good time

PornBox 11 months ago

A Hottie Gets an Orgasm with a Trans Doll.

A Hottie Gets an Orgasm with a Trans Doll.

XHamster 5 months ago

Huge Fucking Transgender BWC Cumming Thicc Fucking Loads In Public, AI Generated

Premium HD 4:57

Huge Fucking Transgender BWC Cumming Thicc Fucking Loads In Public, AI Generated

XVideosRed 1 month ago

My girlfriend and her friend give my friend and me blowjobs and make us cum prematurely

Premium HD 24:08

My girlfriend and her friend give my friend and me blowjobs and make us cum prematurely

XNXXGold 1 month ago

Open Ass

XHamster 1 month ago

meu namorado me comeu varias vezes e deixou meu cuzinho todo estourado - luana prado

meu namorado me comeu varias vezes e deixou meu cuzinho todo estourado - luana prado

PornBox 6 months ago

ladyboystar - hot oral sex with a tall sexy amateur ladyboy

ladyboystar - hot oral sex with a tall sexy amateur ladyboy

AnalVids 10 months ago

a big gape and slow motion Clip 1

a big gape and slow motion Clip 1

XHamster 1 month ago

A Sissy Bitch Tries Fucking Herself with a Dildo for the First Time.

A Sissy Bitch Tries Fucking Herself with a Dildo for the First Time.

FapHouse 2 weeks ago

ladyboystar - curvy, wild, and hot ladyboy bj action in pov

ladyboystar - curvy, wild, and hot ladyboy bj action in pov

AnalVids 6 months ago

ladyboystar - ladyboy hottie gets fucked and sprayed with my white jizz

ladyboystar - ladyboy hottie gets fucked and sprayed with my white jizz

AnalVids 10 months ago

Coquette Pussy Strawberry Cum From a Big Dick From a Hot Fuck!

Coquette Pussy Strawberry Cum From a Big Dick From a Hot Fuck!

XHamster 1 month ago

lb cindy - blowjob masterclass 1

lb cindy - blowjob masterclass 1

PornBox 2 years ago

yuri diaz fudendo com a trans luiza spezio. - parte i

yuri diaz fudendo com a trans luiza spezio. - parte i

PornBox 1 year ago

Latina Trans Big Dick Jerk Off Session

Latina Trans Big Dick Jerk Off Session

ShemaleSex 1 month ago

ladyboystar - slim redhead ladyboy in tight jeans gives a great blowjob

ladyboystar - slim redhead ladyboy in tight jeans gives a great blowjob

AnalVids 3 months ago

tasty big breast white blonde japanese sailor transgender girl masturbating and cumming all over herself, ai generated

tasty big breast white blonde japanese sailor transgender girl masturbating and cumming all over herself, ai generated

PornBox 5 months ago

thelastrealtop gets hot, & steamy w/ ashleycreaaaams

thelastrealtop gets hot, & steamy w/ ashleycreaaaams

AnalVids 1 year ago

ladyboystar - stunning ladybot with big round tits is ready for her warm facial

ladyboystar - stunning ladybot with big round tits is ready for her warm facial

PornBox 10 months ago

macho casado me fez de cadela

macho casado me fez de cadela

AnalVids 1 month ago

ladyboystar - amazing pov anal sex with a gorgeous ladyboy

ladyboystar - amazing pov anal sex with a gorgeous ladyboy

PornBox 5 months ago

The Sexual Encounter I Had with This Girl Left Me Super Aroused and Wanting to Fulfill Every Sexual Desire She Said to Me

The Sexual Encounter I Had with This Girl Left Me Super Aroused and Wanting to Fulfill Every Sexual Desire She Said to Me

XHamster 3 months ago

First-time bareback anal with a big-cocked neighbor

First-time bareback anal with a big-cocked neighbor

Gay3X 2 years ago

Tried Grilling for the First Time Today

Tried Grilling for the First Time Today

FapHouse 1 month ago

Friend trans girl suck my dick

Premium HD 4:15

Friend trans girl suck my dick

XVideosRed 3 weeks ago

Crossdressers First Time

Crossdressers First Time

Eporner 4 years ago

I&m so ultra-kinky that I SISSYGASM hastily after making up my bitchy she-creature face for the very first time

I&m so ultra-kinky that I SISSYGASM hastily after making up my bitchy she-creature face for the very first time

TrannyGem 4 years ago

Sissy plays with butt and then rails a fake penis

Sissy plays with butt and then rails a fake penis

TrannyGem 4 years ago

Fragile Sissy Rails a Fake Penis for the very first Time

Fragile Sissy Rails a Fake Penis for the very first Time

TrannyGem 4 years ago

onlymaya tx - i want a black cock, maya and luca pov adventure with trans lana.

HD 1:13 / 23:40

onlymaya tx - i want a black cock, maya and luca pov adventure with trans lana.

PornBox 12 years ago

backstage shower with the bbw erica lopes

backstage shower with the bbw erica lopes

PornBox 4 years ago

Crossdresser Daisy's first time out in the open .

Crossdresser Daisy's first time out in the open .

XHamster 3 years ago

SHEMALE AUDIO 3 MY ROOMATE IS A SUPER HOTT SHEMALE

Premium HD 11:52

SHEMALE AUDIO 3 MY ROOMATE IS A SUPER HOTT SHEMALE

XVideosRed 4 years ago

Claudia Clars very first Time Jizm

Claudia Clars very first Time Jizm

TrannyGem 5 years ago

Uk teen homemade first time Fuck my ass, tear up my head EXTREME!

Uk teen homemade first time Fuck my ass, tear up my head EXTREME!

Eporner 5 years ago

youthfull t-doll Very First Time

youthfull t-doll Very First Time

TrannyGem 5 years ago

My First Time Cumming in Chastity Cage

My First Time Cumming in Chastity Cage

XHamster 5 years ago

My first anal home video for fist

My first anal home video for fist

FapHouse 5 years ago

crossdressers first time

crossdressers first time

Eporner 5 years ago

Trailer with Jazz n Marco very first time hurts Part 1

Trailer with Jazz n Marco very first time hurts Part 1

TrannyGem 5 years ago

Cute Sissy Boy First Time Dildo Play

Cute Sissy Boy First Time Dildo Play

XHamster 4 years ago

Come and meet the freshest Strung Up Trans woman at Draped She-Males

Come and meet the freshest Strung Up Trans woman at Draped She-Males

TrannyGem 4 years ago

giovane studente viene sottomesso da due trans brasiliane parte 2

61% 0:30 / 25:12

giovane studente viene sottomesso da due trans brasiliane parte 2

PornBox 1 year ago

46 47 48 49 50

10,624 results found

Related searches

Narrow your search

homemade amateur first time first time anal homemade homemade first time anal first time lesbian homemade

Categories Pornstars

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.

© 2026 Pornmd.com. All rights reserved.