First Time Videos - Trans (34,599)

Horny Bathroom Femboy Bouncing Booty

Horny Bathroom Femboy Bouncing Booty

XHamster 3 months ago

”FEMOUT - Sexy Kn1ves Gets 69”

”FEMOUT - Sexy Kn1ves Gets 69”

Zatube 1 day ago

Webcum Show

Fapcat 2 years ago

Moaning Trans-slut Gets Barebacked by Best Friend

Moaning Trans-slut Gets Barebacked by Best Friend

XHamster 3 months ago

Desi Sexy Shemale Fucked With Girl.Xnxx Videos,Xvideos Indian xxx Videos

Desi Sexy Shemale Fucked With Girl.Xnxx Videos,Xvideos Indian xxx Videos

XHamster 6 months ago

This slutty trans woman fucked me doggy-style while I called her cuckold husband to listen to us

This slutty trans woman fucked me doggy-style while I called her cuckold husband to listen to us

AShemaleTube 1 week ago

Masturbating trap ebony jerking off perfectly

Masturbating trap ebony jerking off perfectly

Eporner 8 years ago

Asian Ladyboy first time trying 7 inches dildo

Asian Ladyboy first time trying 7 inches dildo

Itsrealamateurs 1 day ago

Bya Lessa Fucking Hard Old Guy

Bya Lessa Fucking Hard Old Guy

XHamster 5 months ago

gets her tight little hole fucked raw with a huge BBC

gets her tight little hole fucked raw with a huge BBC

AveXXX 1 month ago

”TGIRLS PORN - A Day At The Pond!”

”TGIRLS PORN - A Day At The Pond!”

Zatube 1 month ago

Horny Tgirl takes huge bbc doggystyle bend over counter hentai babe AI GENERATED Clip 1

Horny Tgirl takes huge bbc doggystyle bend over counter hentai babe AI GENERATED Clip 1

XHamster 3 months ago

Boy With Pussy fucked raw FTMFetish

Boy With Pussy fucked raw FTMFetish

BoyFriendTV 1 year ago

omg :o big dick inside my ass

omg :o big dick inside my ass

PornBox 1 year ago

Hotty Trans Stepsis Share One Big Cock, Magically Making Cummies Fly

Hotty Trans Stepsis Share One Big Cock, Magically Making Cummies Fly

W1mp 1 week ago

Futanari Neighbah Teases Fresh Recruit in Hot Sims 4 Flirtation Frenzy

Futanari Neighbah Teases Fresh Recruit in Hot Sims 4 Flirtation Frenzy

HentaiLoverXhub 1 year ago

Slut First Time Fucking a Huge Dildo, Ass Stretched Wide Anal

Slut First Time Fucking a Huge Dildo, Ass Stretched Wide Anal

XHamster 2 months ago

A hot sissy femboy screams as a big cock fills his tight ass with cum!

A hot sissy femboy screams as a big cock fills his tight ass with cum!

XHamster 4 months ago

I Hope You Like My Suprise: Anal fingering, pussy fucking, and blowjob in the bedroom

I Hope You Like My Suprise: Anal fingering, pussy fucking, and blowjob in the bedroom

Some.Porn 2 years ago

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

TrannyGem 4 years ago

ASIANTGIRL - Compilation Updates 31st Mar to 4th Apr '25

ASIANTGIRL - Compilation Updates 31st Mar to 4th Apr '25

FetishShrine 1 year ago

Thai 18 Year Cute Girl Gets Her Tight Asshole Pounded Hard with Toys and Bareback Anal

Thai 18 Year Cute Girl Gets Her Tight Asshole Pounded Hard with Toys and Bareback Anal

TrannyMovs 1 year ago

Seductive TS Gracie Jane gets ass barebacked

Seductive TS Gracie Jane gets ass barebacked

Fapcat 2 years ago

Bya Lessa Going Deep Into the Virgin Boy

Bya Lessa Going Deep Into the Virgin Boy

XHamster 4 weeks ago

Nervous Trans Cutie Tries Fucking Petite Trans Sorority Slut for the First Time

Nervous Trans Cutie Tries Fucking Petite Trans Sorority Slut for the First Time

XXXShake 11 months ago

First-Ever Time Masculine Brazilian queer twunks Wailing Very First Time I Told them That I

First-Ever Time Masculine Brazilian queer twunks Wailing Very First Time I Told them That I

GayVids 3 years ago

from you and subscribe to me Clip 1

from you and subscribe to me Clip 1

XHamster 6 months ago

Huge BBC Fucks Sissy Samantha

Huge BBC Fucks Sissy Samantha

XHamster 11 months ago

Ai Generated Long Dick Ebony Shemale Creampie Cum and Threesome.

Ai Generated Long Dick Ebony Shemale Creampie Cum and Threesome.

XHamster 5 months ago

free femboy bangs his stepfather

free femboy bangs his stepfather

ShemaleSin 8 months ago

What's playing on BBC? Sally D'Angelo!

What's playing on BBC? Sally D'Angelo!

Some.Porn 1 year ago

Watch how this sissy plays with her ass & balls in first-time anal play

Watch how this sissy plays with her ass & balls in first-time anal play

TrannyMovs 1 year ago

”TGIRLBBW - Blair By Popular Demand”

”TGIRLBBW - Blair By Popular Demand”

429Men 8 months ago

I Love Being His Favorite Transvestite and That He Fucks Me in the Early Mornings

I Love Being His Favorite Transvestite and That He Fucks Me in the Early Mornings

XHamster 4 months ago

”Siri Dahl first time with a t-girl, Lena Moon”

”Siri Dahl first time with a t-girl, Lena Moon”

TransHero 4 years ago

Finding out im Trans AFTER our date Clip 1

Finding out im Trans AFTER our date Clip 1

XHamster 4 months ago

”Olivia Jay & Kasey Kei Can't Wait Any Longer to Reunite in a Passionate Encounter”

”Olivia Jay & Kasey Kei Can't Wait Any Longer to Reunite in a Passionate Encounter”

Rainblow 1 week ago

Straight guys first time to fuck tranny

Straight guys first time to fuck tranny

FetishShrine 4 years ago

Besties Fucking for the First Time After Venus Reveals Her Secret Cock

Besties Fucking for the First Time After Venus Reveals Her Secret Cock

XHamster 5 months ago

I Just Posted Something New on My1

I Just Posted Something New on My1

XHamster 1 month ago

Sissy Shelby Kiss Blowjob Compilation

Sissy Shelby Kiss Blowjob Compilation

XHamster 1 year ago

My Trans Stepsister Do Anal For The First Time

My Trans Stepsister Do Anal For The First Time

Eporner 8 months ago

Petite Trans jerking cock while being fucked by BBC

Petite Trans jerking cock while being fucked by BBC

Some.Porn 1 year ago

Zucchini Eggplant dick! Wow , Hot !

Zucchini Eggplant dick! Wow , Hot !

XHamster 1 year ago

Thick curved cock in close-up!

Thick curved cock in close-up!

XHamster 1 year ago

”APPRENTICE DUCATI Chapter 1 - The Interview”

”APPRENTICE DUCATI Chapter 1 - The Interview”

TransHero 9 months ago

Trans Woman with Big Tits and a Cock Fucks a Passive Gay Man and Swallows His Cum

Trans Woman with Big Tits and a Cock Fucks a Passive Gay Man and Swallows His Cum

XHamster 2 months ago

Debuting Brand New Master to Tspussyhunters - Czech Playgirl Franchezka

PornFreeNow 2 weeks ago

Danish crossdresser's first time blowjob, finished with anal

Danish crossdresser's first time blowjob, finished with anal

BoyFriendTV 6 years ago

Shemale Porn Video Ride With A Beautiful And Wonderful Trans Isabella Salvatore

Shemale Porn Video Ride With A Beautiful And Wonderful Trans Isabella Salvatore

Tranny.one 2 years ago

Fresh Model Spite Hungry For Big Dick

Fresh Model Spite Hungry For Big Dick

XHamster 1 year ago

direkt trans creampie?! mein erstes mal mit gianinats!!!

58% HD 0:30 / 11:46

direkt trans creampie?! mein erstes mal mit gianinats!!!

PornBox 2 years ago

African Big Dick Heat No Limits Tonight

African Big Dick Heat No Limits Tonight

XHamster 3 weeks ago

Open Fun MILF Couger in Open

Open Fun MILF Couger in Open

XHamster 1 month ago

My first Time

AShemaleTube 9 years ago

Trans Slut Chanel Noir Oils Up Huge Natural Tits and Jerks Cock With Cumshot

Trans Slut Chanel Noir Oils Up Huge Natural Tits and Jerks Cock With Cumshot

XHamster 6 months ago

Drag Queen and Woman Makeover Transformation - Cleavage and Eyeliner

Drag Queen and Woman Makeover Transformation - Cleavage and Eyeliner

XHamster 1 year ago

Late Night Devotion Trans Beauty Uncovered

Late Night Devotion Trans Beauty Uncovered

XHamster 6 months ago

JohnTronX - I fucked an athletic Asian beauty and jizzed all over her tongue and mouth

JohnTronX - I fucked an athletic Asian beauty and jizzed all over her tongue and mouth

AShemaleTube 6 months ago

Lia Lin Gives Her Virginity To Celebrity Model Ellie Luna With Big Dick

Lia Lin Gives Her Virginity To Celebrity Model Ellie Luna With Big Dick

PornFreeNow 2 years ago

Fuck Hungry Man's First Time with a Trans Girl

Fuck Hungry Man's First Time with a Trans Girl

XHamster 1 month ago

AMATEUR ASIAN LADYBOY FIRST TIME ANAL TRAINING

AMATEUR ASIAN LADYBOY FIRST TIME ANAL TRAINING

Itsrealamateurs 3 months ago

Shemale's First Time Slavery Sex

Shemale's First Time Slavery Sex

BeMyHole 3 years ago

Svensk crossdresser 26cm dildo anal

Svensk crossdresser 26cm dildo anal

XHamster 1 month ago

Soft, Pink

Some.Porn 8 months ago

No rights day in da house. Anal creampie eating at a pool party, hard sex with sissy Alina

No rights day in da house. Anal creampie eating at a pool party, hard sex with sissy Alina

XHamster 1 year ago

Sissy Stacy takes BBC for the first time

Sissy Stacy takes BBC for the first time

AShemaleTube 1 year ago

Remasturbated Stockings and Suspenders Oily Edge and Cum with Slowmo Cum

Remasturbated Stockings and Suspenders Oily Edge and Cum with Slowmo Cum

XHamster 1 year ago

Cuckold husband wearing wife's dirty panties.

Cuckold husband wearing wife's dirty panties.

XHamster 3 years ago

Solo-full Bts

XHamster 1 week ago

I Had Sex in My New House Today and My Stepbrother Fucked Me

I Had Sex in My New House Today and My Stepbrother Fucked Me

XHamster 3 months ago

Trans MILF BBW Blow Her Stepson and Cum Inside His Mouth

Trans MILF BBW Blow Her Stepson and Cum Inside His Mouth

XHamster 6 months ago

Crossdressed twink fucked raw by straight boy discreet

Crossdressed twink fucked raw by straight boy discreet

XHamster 8 months ago

Femdom POV: Humiliating My Cuck Ex Ep 3

Femdom POV: Humiliating My Cuck Ex Ep 3

XHamster 4 months ago

”TGIRLS PORN - A Day At The Pond!”

”TGIRLS PORN - A Day At The Pond!”

Rainblow 1 day ago

Young Twink Broken In by Big-Cocked Daddy Bareback

Young Twink Broken In by Big-Cocked Daddy Bareback

Gay3X 2 years ago

Futanari babes slow seductive anal sex Ai Generated 1

Futanari babes slow seductive anal sex Ai Generated 1

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”

Rainblow 2 years ago

Punished Slaves BDSM Bondage Gay Amador Big Dick - 1

Punished Slaves BDSM Bondage Gay Amador Big Dick - 1

XHamster 6 months ago

”GROOBYGIRLS - Chick Next Door debutante with big & hard prick”

”GROOBYGIRLS - Chick Next Door debutante with big & hard prick”

LesbianBliss 8 months ago

A Berlin Night

XHamster 5 months ago

FEMBOY USES ASS-PLUG FOR FIRST-EVER TIME ! FINISHES WITH MONEY-SHOT !

FEMBOY USES ASS-PLUG FOR FIRST-EVER TIME ! FINISHES WITH MONEY-SHOT !

GayCK 5 years ago

The tranny's cock needs to be milked

The tranny's cock needs to be milked

XHamster 1 month ago

TS Wife Swap - Basic Etiquette

TS Wife Swap - Basic Etiquette

Fapnado 2 years ago

Busty Teen Boys Explore Forbidden Desires – Hot Gay Hentai Action

Busty Teen Boys Explore Forbidden Desires – Hot Gay Hentai Action

HihentaiPorn 10 months ago

Frieren New Magic and the Enchanted Doll

Frieren New Magic and the Enchanted Doll

XHamster 1 month ago

Innocent 18 Pragmata Petite Diana And Her Hard Transgender Girl Cock, Trans Ginger Cumming In The Wash, Trans Asian Riding BBC And Cumming, Trans Petite Cheerleaders Slamming, AI Generated

Innocent 18 Pragmata Petite Diana And Her Hard Transgender Girl Cock, Trans Ginger Cumming In The Wash, Trans Asian Riding BBC And Cumming, Trans Petite Cheerleaders Slamming, AI Generated

GoGoAsians 5 months ago

Thai ladyboy anal kitchen sink gay first time Then Zack gets

Thai ladyboy anal kitchen sink gay first time Then Zack gets

IcePorn 8 years ago

my first trans girl

my first trans girl

PornBox 5 days ago

Cute and Hot Trans Girl Gets a Big Fuck

Cute and Hot Trans Girl Gets a Big Fuck

XHamster 3 months ago

Bohemian Ass

Some.Porn 2 years ago

Glasses And Jeans My Internet Friend Has Sex For The First Time With A Trans Girl And His Femboy Friend Gets All Her Cum On His Face

Glasses And Jeans My Internet Friend Has Sex For The First Time With A Trans Girl And His Femboy Friend Gets All Her Cum On His Face

BeMyHole 3 weeks ago

DIQRYDR - Selffuck in lingerie

DIQRYDR - Selffuck in lingerie

XHamster 4 years ago

Yoga & Anal Stretch On Hung Shemale ABRIDGED

Yoga & Anal Stretch On Hung Shemale ABRIDGED

SortPorn 6 days ago

I Want to Bang My Stepbro's Buddy Hard

I Want to Bang My Stepbro's Buddy Hard

XXXShake 2 years ago

Valeria Bull Gets Fucked the Ass of a Big White Cock and Dildo Until I Explode Milk

Valeria Bull Gets Fucked the Ass of a Big White Cock and Dildo Until I Explode Milk

XHamster 2 weeks ago

GIA ITZEL HAS A DATE WITH A TINDER BOY, THEY GO TO THE MOTEL AND THEY FUCK HER HARD

GIA ITZEL HAS A DATE WITH A TINDER BOY, THEY GO TO THE MOTEL AND THEY FUCK HER HARD

XHamster 2 years ago

CRUISING OUTSIDE STRAIGHT FUCKS CUTE GAY BAREBACK AND CUMS INSIDE HIS ASS CREAMPIE LATINO FART Clip 1

CRUISING OUTSIDE STRAIGHT FUCKS CUTE GAY BAREBACK AND CUMS INSIDE HIS ASS CREAMPIE LATINO FART Clip 1

XHamster 1 month ago

Chesty tranny Sienna Grace deepthroated and anal barebacks guy

Chesty tranny Sienna Grace deepthroated and anal barebacks guy

Sheshaft 5 years ago

Wife olga maria take first time bbc creampie gangbang

Wife olga maria take first time bbc creampie gangbang

Sunporno 2 years ago

”Lyne, 30 years old, life coach!”

”Lyne, 30 years old, life coach!”

ThePornstar 1 year ago

Bf gets drilled in rump by trans gf, go after Daniela Chanel! My OF is free-for-all!

Bf gets drilled in rump by trans gf, go after Daniela Chanel! My OF is free-for-all!

Transvids.tv 1 year ago

ATOMIC BOMBSHELL: big beautiful woman Shemale Anal Bang By Milkman ABRIDGED

ATOMIC BOMBSHELL: big beautiful woman Shemale Anal Bang By Milkman ABRIDGED

ShemaleSin 1 year ago

Dude had first time anal with shemale

Dude had first time anal with shemale

Sheshaft 7 years ago

my first dp: barebacked by 2 tgirls

my first dp: barebacked by 2 tgirls

AnalVids 2 years ago

Curvy Succubus Pleasured by Massive Demon Dick in Hot Fantasy Tryst

Curvy Succubus Pleasured by Massive Demon Dick in Hot Fantasy Tryst

HentaiLoverXhub 2 years ago

Big Tits Trans Girl in Latex and Leather Collar Shows Ass and Cock on Chair Clip 1

Big Tits Trans Girl in Latex and Leather Collar Shows Ass and Cock on Chair Clip 1

XHamster 5 months ago

Elegant Temptation, Solo Trans Seduction for True Gentlemen

Elegant Temptation, Solo Trans Seduction for True Gentlemen

XHamster 7 months ago

No.275 Riverside Exposure 4

No.275 Riverside Exposure 4

XHamster 2 months ago

Very first-Time Ass fucking Escapade for a Danish Crossdresser

Very first-Time Ass fucking Escapade for a Danish Crossdresser

GayCK 2 months ago

Engages in Public Park Blowjob with Stranger, Followed by First-Time Anal Experience

Engages in Public Park Blowjob with Stranger, Followed by First-Time Anal Experience

Eporner 5 months ago

”Guy is first time topped by trans wifey”

”Guy is first time topped by trans wifey”

IFuckedYourGF 1 year ago

FEMOUT XXX - Kitty Kaash First Time To Reveals Her Sexy Ass

FEMOUT XXX - Kitty Kaash First Time To Reveals Her Sexy Ass

XHamster 2 years ago

FEMOUT XXX: Lemmi's First Time!

FEMOUT XXX: Lemmi's First Time!

XHamster 4 years ago

”Andre Stone & Victoria Grant Heat Things Up in Watching My Hubby Bang A TS 2 Scene 2”

”Andre Stone & Victoria Grant Heat Things Up in Watching My Hubby Bang A TS 2 Scene 2”

LesbianBliss 1 week ago

Futa Empire Propaganda : The Dream Comes True With Perfect Milf Transgender With Big Boobs & Huge Dick Teasing Me With Chastity

Futa Empire Propaganda : The Dream Comes True With Perfect Milf Transgender With Big Boobs & Huge Dick Teasing Me With Chastity

XHamster 5 months ago

BOY PUSSY. Big Delicious Shemale Pussy Hot Tasty Ladyboy

BOY PUSSY. Big Delicious Shemale Pussy Hot Tasty Ladyboy

XHamster 2 years ago

Thick lesbian wrestler won her match

Thick lesbian wrestler won her match

Some.Porn 1 year ago

Passionate First Times

Passionate First Times

Fapnado 4 months ago

Public cruise fuck in front of motorcyclists, bareback cock in the ass, hot cum!

Public cruise fuck in front of motorcyclists, bareback cock in the ass, hot cum!

XHamster 1 year ago

24 25 26 27 28

34,599 results found

Related categories

Uncut Dick Gay Teen 18+ Hairless Dick First Time Anal Snatch Weird British Teen 18+ Gay Penetrating Skinny Gay & Straight Twink Anus Teen Orgasm 18+ Amateur Teen 18+ Amateur Teen Anal 18+ Close Up Fuck Raunchy Nerdy

Narrow your search

first time with tranny straight guy first time trans fucks guy first time first time anal first time straight trans first time first time trans first time amateur real first time first time teen 18+ teen first time 18+ first time blowjob his first time first time threesome threesome first time first time swallow first time casting first time creampie first time anal creampie couple first time

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.