Halloween Videos - Trans (6,949)

Ashe and Mercy Have a Fu-Tastic Hallowen

Ashe and Mercy Have a Fu-Tastic Hallowen

Fauxporn 5 days ago

Nyxi Leon, Cailey Katts and Lizbeth Kyo Share a Pumpkin Patch Anal Foursome

Nyxi Leon, Cailey Katts and Lizbeth Kyo Share a Pumpkin Patch Anal Foursome

BallsNBoobs 8 months ago

Hot love between Halloween cutie White Witch Stacy Cruz and Black Demon Leo Santos in their hottest porn scene!

Hot love between Halloween cutie White Witch Stacy Cruz and Black Demon Leo Santos in their hottest porn scene!

Some.Porn 1 year ago

Masked Macho Uses Femboy - Halloween Theme

Masked Macho Uses Femboy - Halloween Theme

XHamster 1 month ago

Sensuous Sundown

Sensuous Sundown

Some.Porn 1 year ago

FTM Stepson Drilled On Halloween

FTM Stepson Drilled On Halloween

ShemaleSin 2 years ago

Puffy Nipps Blond Sissy in Mamma Halloween Suit Lactating her Melons with Milking Machine

Puffy Nipps Blond Sissy in Mamma Halloween Suit Lactating her Melons with Milking Machine

FreePorn8 3 weeks ago

What If Momo was A Femboy with A Oiled Up Bubble Butt Halloween Tease

What If Momo was A Femboy with A Oiled Up Bubble Butt Halloween Tease

Dafreeporn 1 week ago

Halloween Castle Longing – 3 Futa Witches 3some (AI Generated)

Halloween Castle Longing – 3 Futa Witches 3some (AI Generated)

SortPorn 5 days ago

Whore on Halloween

Whore on Halloween

AShemaleTube 1 week ago

Smoking Wednesday for Halloween

Smoking Wednesday for Halloween

AShemaleTube 1 day ago

Cute Femboy Jerking Off and Showing her Dark hole, Come and masturbate with me!

Cute Femboy Jerking Off and Showing her Dark hole, Come and masturbate with me!

Amateur8 2 weeks ago

”Vaniity - Halloween Remastered”

”Vaniity - Halloween Remastered”

Trashreality 2 years ago

REAL LIFE SHEMALE HENTAI - I met a marvelous Shemale hentai fairy in the forest on Halloween; it turned out this babe likes sucking knobs and getting screwed in the butt. ( AI Generated)

REAL LIFE SHEMALE HENTAI - I met a marvelous Shemale hentai fairy in the forest on Halloween; it turned out this babe likes sucking knobs and getting screwed in the butt. ( AI Generated)

ShemaleSin 1 week ago

Cailey, Dixie, and Nyxi, Hot Transsexuals, Fuck Each Other's Asses with Their Hard Cocks

62% 0:39 / 24:10

Cailey, Dixie, and Nyxi, Hot Transsexuals, Fuck Each Other's Asses with Their Hard Cocks

FapHouse 11 months ago

Vaniity Remastered

Vaniity Remastered

XHamster 2 years ago

TRANS BEAUTIES - Marvelous Aubrey Kate Turns A Surprise Halloween Mix Up Into A Wild Anal Treat

TRANS BEAUTIES - Marvelous Aubrey Kate Turns A Surprise Halloween Mix Up Into A Wild Anal Treat

ShemaleSin 4 months ago

My Femboy gets excited for Halloween My Femboy Roommate For android

My Femboy gets excited for Halloween My Femboy Roommate For android

XHamster 5 days ago

Halloween Castle Lust – three Futa Witches three-some (AI Generated)

Halloween Castle Lust – three Futa Witches three-some (AI Generated)

Dafreeporn 5 days ago

Freddy Krueger and TS Giantess's First Meeting

HD 0:16 / 16:53

Freddy Krueger and TS Giantess's First Meeting

Clips4sale 3 months ago

jason bbc played with a baseball bat in my little butt - halloween special 2025

HD 0:30 / 27:56

jason bbc played with a baseball bat in my little butt - halloween special 2025

AnalVids 1 year ago

Ts carmen masters as velma cosplay Halloween

Ts carmen masters as velma cosplay Halloween

ShemaleSin 4 years ago

TS Waka Showed Up Early To The Halloween Party (4k)

TS Waka Showed Up Early To The Halloween Party (4k)

Amateur8 4 years ago

Sexy Asian Cop Cosplay for Halloween - Bedroom Roleplay

Sexy Asian Cop Cosplay for Halloween - Bedroom Roleplay

XHamster 1 week ago

Turning a Fangbanger ft TS Lily Fox - VAMPIRE Sydney Screams TRANSFORMS Transgender Lily Fox Before SPANKING & PEGGING Her - HD 720 MP4

65% HD 0:30 / 27:44

Turning a Fangbanger ft TS Lily Fox - VAMPIRE Sydney Screams TRANSFORMS Transgender Lily Fox Before SPANKING & PEGGING Her - HD 720 MP4

Clips4sale 4 years ago

Super hot Halloween: The spell takes her to the magic brothel

Super hot Halloween: The spell takes her to the magic brothel

KeekAss 10 months ago

TRANS CLOWN FEMALE ROMPED IN THE BUM

TRANS CLOWN FEMALE ROMPED IN THE BUM

TransTube.tv 2 years ago

Close-up of a Smooth Skinny Twink'ass Hole as He Dances to Music, Jerking off His Shaved Dick, Cumming for Gay Halloween

Close-up of a Smooth Skinny Twink'ass Hole as He Dances to Music, Jerking off His Shaved Dick, Cumming for Gay Halloween

XHamster 5 days ago

Bnwo Snowbunny Party Costume Humiliation

72% HD 1:01 / 11:12

Bnwo Snowbunny Party Costume Humiliation

FapHouse 1 year ago

”Feeding These Kitties Some Milk - Sandy Love, Bunny Fae”

”Feeding These Kitties Some Milk - Sandy Love, Bunny Fae”

TransHero 10 months ago

Thick Sissy Ass Gets Stretched by Dildo on Halloween

Thick Sissy Ass Gets Stretched by Dildo on Halloween

Loveislove 6 days ago

”Lustful Tranny Halloween Queen Jesse jerks off her thick shaft one spooky night”

”Lustful Tranny Halloween Queen Jesse jerks off her thick shaft one spooky night”

HQBang 3 years ago

Small Trans Sweetheart Amanda Riley Eats Butt & Gets Face Banged by Jason

Small Trans Sweetheart Amanda Riley Eats Butt & Gets Face Banged by Jason

ShemaleSin 2 years ago

2 Trans Ladies Screw a Pumpkin in Costume

2 Trans Ladies Screw a Pumpkin in Costume

TrannyGem 1 year ago

In Halloween When You Want to Be a Woman

In Halloween When You Want to Be a Woman

AShemaleTube 1 week ago

Halloween Sex One Scary Night In Italy With A Woman

Halloween Sex One Scary Night In Italy With A Woman

XHamster 6 years ago

Halloween the monster will eat your booty

Halloween the monster will eat your booty

BigTitsLust 1 day ago

Naughty scout London strips and gets pounded by a big cock in a hot POV striptease

Naughty scout London strips and gets pounded by a big cock in a hot POV striptease

TrannyMovs 1 month ago

Halloween witch futa gushes creampie inside latex blowjob anal

Halloween witch futa gushes creampie inside latex blowjob anal

AveXXX 1 week ago

Eve's Tempation

Eve's Tempation

AltTransxxx 1 week ago

Halloween anal sex with horny young big ass femboy ladyboy teen

Halloween anal sex with horny young big ass femboy ladyboy teen

AShemaleTube 1 week ago

Witches, Vampires and Devils: A Trans Beauty Halloween Showcase

Witches, Vampires and Devils: A Trans Beauty Halloween Showcase

XplicitBabes 4 months ago

Zaira Gives Andre Stone a Leashed Cosplay Blowjob and Rides Him in Pink Fishnets

Zaira Gives Andre Stone a Leashed Cosplay Blowjob and Rides Him in Pink Fishnets

BallsAndBoobs 4 months ago

Jump scare and make up sex

Jump scare and make up sex

Some.Porn 11 months ago

TABOOHEAT Stepmom Shows Off Halloween Costumes For Me - Sasha Pearl

TABOOHEAT Stepmom Shows Off Halloween Costumes For Me - Sasha Pearl

Some.Porn 1 year ago

Pumpkin Fucking Trans-lesbians Anal, Ass Eating, Creampie

Pumpkin Fucking Trans-lesbians Anal, Ass Eating, Creampie

XHamster 9 months ago

A Jessy Dubai Halloween

A Jessy Dubai Halloween

BigTitsLust 1 month ago

Lara and the mirror of Shamhain a Special Halloween [ Parody Hentai ] Ep.1 naughty succubus plays with her new pet anus

Lara and the mirror of Shamhain a Special Halloween [ Parody Hentai ] Ep.1 naughty succubus plays with her new pet anus

FapHouse 3 years ago

GrandPervs

Some.Porn 1 year ago

Glad Halloween!

Glad Halloween!

SortPorn 2 weeks ago

Halloween Bi Orgy

Premium HD 42:08

Halloween Bi Orgy

XVideosRed 11 months ago

HotPinkNymph Unboxes a Realistic Doll and Rides It in a Tattooed Elf Fantasy

HotPinkNymph Unboxes a Realistic Doll and Rides It in a Tattooed Elf Fantasy

TatBabes 4 months ago

Ideal Trans Sex Kitten Jade Stone Submits to Corporalist

Ideal Trans Sex Kitten Jade Stone Submits to Corporalist

FreePorn8 1 year ago

Halloween Castle Craving – 3 Shemale hentai Witches Trio (AI Generated)

Halloween Castle Craving – 3 Shemale hentai Witches Trio (AI Generated)

ShemaleSin 5 days ago

Butt Painting Gone Gassy - My Girlfriend Turns My Butt Into A Halloween Pumpkin and I Fart

Butt Painting Gone Gassy - My Girlfriend Turns My Butt Into A Halloween Pumpkin and I Fart

FreePorn8 2 days ago

Aphrodite Adams And Jean Jezebel - Busty Halloween

Aphrodite Adams And Jean Jezebel - Busty Halloween

AbTranny 4 years ago

Kellystar518 - Super Sexy Wonder Woman

Kellystar518 - Super Sexy Wonder Woman

XHamster 4 years ago

Witch deepthroat beefstick of her copy - Halloween night.

Witch deepthroat beefstick of her copy - Halloween night.

Transvids.tv 2 years ago

Butt Painting Gone Gassy - My Girlfriend Turns My Booty Into A Halloween Pumpkin and I Fart

Butt Painting Gone Gassy - My Girlfriend Turns My Booty Into A Halloween Pumpkin and I Fart

SortPorn 3 days ago

Kinky orgy with submissives

Kinky orgy with submissives

Some.Porn 1 year ago

Wearing stepsister pantyhose she wore to school

Wearing stepsister pantyhose she wore to school

XHamster 2 years ago

Sissy Cowgirl costume Backyard exhibition crossdress public

Sissy Cowgirl costume Backyard exhibition crossdress public

TrannyGem 3 years ago

”Meg Griffin Shows Her Slutty Face”

”Meg Griffin Shows Her Slutty Face”

ThePornstar 2 years ago

”Big Boobed Asian t-girl with a huge dick Nutty ravaged in the booty after sucking”

”Big Boobed Asian t-girl with a huge dick Nutty ravaged in the booty after sucking”

Rainblow 2 years ago

Natalie the Pumpkin Scout!

Natalie the Pumpkin Scout!

ShemaleSin 1 week ago

big booty queen abigail lust halloween

big booty queen abigail lust halloween

PornBox 3 years ago

Halloween celebration with horny big ass Thai femboy teen Nadia

Halloween celebration with horny big ass Thai femboy teen Nadia

AShemaleTube 1 week ago

neon vampire - evolution

HD 0:30 / 29:10

neon vampire - evolution

PornBox 3 years ago

Futa Halloween Nun Bangs Harley Quinn With A Large Weenie

Futa Halloween Nun Bangs Harley Quinn With A Large Weenie

Amateur8 4 weeks ago

”Arielle Aquinas, Emma Rosie, & Zariah Aura Enjoy a Spooky Night of Treats”

”Arielle Aquinas, Emma Rosie, & Zariah Aura Enjoy a Spooky Night of Treats”

IFuckedYourGF 2 months ago

Gassy Week Anna Bloom Real Farts Compilation With Public Farts, Elevator Fart, Bathtub Bubbles, Halloween Dress

Gassy Week Anna Bloom Real Farts Compilation With Public Farts, Elevator Fart, Bathtub Bubbles, Halloween Dress

FreePorn8 5 days ago

Ts Rose Marie bangs a pumpkin! :O

Ts Rose Marie bangs a pumpkin! :O

BigTitsLust 2 years ago

Cailey, Dixie, and Nyxi, Sexy T-girls, Bang Every Other's Booties with Their Hard Jocks

Cailey, Dixie, and Nyxi, Sexy T-girls, Bang Every Other's Booties with Their Hard Jocks

ShemaleSin 10 months ago

Aubrey Kate seduces Connor Maguire after Halloween costume mixup

Aubrey Kate seduces Connor Maguire after Halloween costume mixup

WeGotDicks 4 months ago

Puffy Teats Golden-haired Sissy in Mama Halloween Dress Lactating her Bazookas with Milking Machine

Puffy Teats Golden-haired Sissy in Mama Halloween Dress Lactating her Bazookas with Milking Machine

SortPorn 3 weeks ago

Brunette hair Trans Angel Takes 12 Inch BBC Sex-toy up her Taut Sloppy Butt with Creampie for Halloween

Brunette hair Trans Angel Takes 12 Inch BBC Sex-toy up her Taut Sloppy Butt with Creampie for Halloween

Amateur8 5 days ago

BIOSHOCK - MEGA-SLUT SPLICER [FREE VERSION]

BIOSHOCK - MEGA-SLUT SPLICER [FREE VERSION]

TrannyGem 1 year ago

Cute Femboy Jerking Off and Showing her Butthole, Come and masturbate with me!

Cute Femboy Jerking Off and Showing her Butthole, Come and masturbate with me!

BigTitsLust 2 weeks ago

Halloween the monster will eat your butt

Halloween the monster will eat your butt

ShemaleSin 3 days ago

Sexy Asian Nurse Cosplay Ready for a Halloween Party

Sexy Asian Nurse Cosplay Ready for a Halloween Party

XHamster 1 week ago

Naomi Chi gets a Halloween treat: a big black cock, a hot cumshot, and an intense threesome

Naomi Chi gets a Halloween treat: a big black cock, a hot cumshot, and an intense threesome

TrannyMovs 10 months ago

Older matured sissy CD is on a Halloween outdoor adventure wearing a superhero Cape.

Older matured sissy CD is on a Halloween outdoor adventure wearing a superhero Cape.

XHamster 6 days ago

Halloween Futanari Cosplay Tough Girl Big Tits Accepts Cream Pie Doggy Style Came Inside

Halloween Futanari Cosplay Tough Girl Big Tits Accepts Cream Pie Doggy Style Came Inside

Wankado 1 week ago

Halloween Trans Bi Femboy Orgy

Halloween Trans Bi Femboy Orgy

FapHouse 1 week ago

Group sex hardcore Masked Halloween Party (Brooke Banner, Dylan Ryder, Natalie Norton, Jazy Berlin, Large Breasts, Large Bazookas)

Group sex hardcore Masked Halloween Party (Brooke Banner, Dylan Ryder, Natalie Norton, Jazy Berlin, Large Breasts, Large Bazookas)

ShemaleSin 3 years ago

German teen dirty talk hd Its Halloween and me and my girlas

German teen dirty talk hd Its Halloween and me and my girlas

IcePorn 7 years ago

Greek Gods & Goddesses Bi Orgy - Dvp, Anal, & Squirting - Steve Rickz

Greek Gods & Goddesses Bi Orgy - Dvp, Anal, & Squirting - Steve Rickz

XHamster 4 months ago

AnyaNoihara #4 - Transgirl in nylons plays with her plush ally

AnyaNoihara #4 - Transgirl in nylons plays with her plush ally

SortPorn 3 weeks ago

2b hammam’s fun time

2b hammam’s fun time

PornBox 2 years ago

Glad Halloween

TrannyGem 3 months ago

Halloween Futa Toon Compilation

Halloween Futa Toon Compilation

TrannyGem 2 years ago

pumpkin clown drilled by pumpkins

pumpkin clown drilled by pumpkins

ShemaleSin 9 months ago

Halloween Cums

SortPorn 1 day ago

groobygirls - amanda riley shemale go hump in the night

groobygirls - amanda riley shemale go hump in the night

TransDoe 2 years ago

hot japanese mom invites her teacher over for an english lesson to cheat on her husband - good boy pov

hot japanese mom invites her teacher over for an english lesson to cheat on her husband - good boy pov

PornBox 2 weeks ago

A Ghostly Cursed Sissy Bed

HD 0:29 / 11:43

A Ghostly Cursed Sissy Bed

Clips4sale 1 week ago

”FEMOUT.XXX: Halloween With Spite!”

”FEMOUT.XXX: Halloween With Spite!”

LesbianBliss 8 months ago

JASON BBC SCREWS A AGED TRANS BAREBACK - HALLOWEEN 2026

JASON BBC SCREWS A AGED TRANS BAREBACK - HALLOWEEN 2026

SortPorn 1 week ago

A AGED TRANSSEXUAL DEEPTHOAT JASON'S JOCK – HALLOWEEN 2026 [4K]

A AGED TRANSSEXUAL DEEPTHOAT JASON'S JOCK – HALLOWEEN 2026 [4K]

Lesbian8 3 days ago

3D Cartoon - Futa Goth GFs

3D Cartoon - Futa Goth GFs

XGroovy 1 year ago

full version: pretty trans girl with nose hook and sling thong jerking off for halloween

full version: pretty trans girl with nose hook and sling thong jerking off for halloween

PornBox 2 weeks ago

Voyeur POV Halloween Abode Party Hookup

Voyeur POV Halloween Abode Party Hookup

ShemaleSin 1 month ago

Carving, Gutting and Fucking a Pumpkin and Stuffing Myself for Halloween!

Carving, Gutting and Fucking a Pumpkin and Stuffing Myself for Halloween!

C4S 2 weeks ago

Trans Lady Grubby Converses and Pokes a Scanty Lil Enslaved Pumpkin Till She Jizzes

Trans Lady Grubby Converses and Pokes a Scanty Lil Enslaved Pumpkin Till She Jizzes

TrannyGem 3 years ago

Bailey Jay's spooky freaky offs will make you jerk off like a pro!

Bailey Jay's spooky freaky offs will make you jerk off like a pro!

TrannyMovs 1 year ago

Princess Bunnie: Bunny Girl Masturbation

Princess Bunnie: Bunny Girl Masturbation

XHamster 5 days ago

Cute Femboy Jerking Off and Showing her Backdoor, Come and masturbate with me!

Cute Femboy Jerking Off and Showing her Backdoor, Come and masturbate with me!

Lesbian8 2 weeks ago

Farting on Halloween Movie Night with my Girlfriend - The Real Horror Was the Gas

4K 0:31 / 19:16

Farting on Halloween Movie Night with my Girlfriend - The Real Horror Was the Gas

Clips4sale 4 weeks ago

the witches web gangbang

the witches web gangbang

PornBox 1 year ago

Halloween Castle Lust – three Shemale hentai Witches 3-some (AI Generated)

Halloween Castle Lust – three Shemale hentai Witches 3-some (AI Generated)

PornFreeNow 5 days ago

Trans Woman humps a pumpkin for halloween

Trans Woman humps a pumpkin for halloween

TrannyGem 1 year ago

Full Version Cute Femboy Jerking off and Showing Her Asshole, Come and Masturbate with Me!

Full Version Cute Femboy Jerking off and Showing Her Asshole, Come and Masturbate with Me!

FapHouse 1 week ago

Bowsette's TRANSformation

HD 0:25 / 17:02

Bowsette's TRANSformation

Clips4sale 1 week ago

Latin Tgirl romped at The Graveyard

Latin Tgirl romped at The Graveyard

TransTube.tv 2 years ago

Josie Blade getting penetrated on halloween

Josie Blade getting penetrated on halloween

TrannyGem 4 years ago

sabrina prezotte and theo velmont - his time with a halloween theme—and he made the witch s wand grow so big that his hairy ass couldn t handle it.

sabrina prezotte and theo velmont - his time with a halloween theme—and he made the witch s wand grow so big that his hairy ass couldn t handle it.

PornBox 3 weeks ago

Halloween Gone Hot Chocolate Twink Gets His Ass Thoroughly Fucked

63% HD 1:01 / 15:07

Halloween Gone Hot Chocolate Twink Gets His Ass Thoroughly Fucked

FapHouse 10 months ago

Halloween Shackled Up FtM Dude Gets Drilled

Halloween Shackled Up FtM Dude Gets Drilled

GayCK 4 years ago

Watch sapphicsceptre, a cute and petite brunette, enjoy Halloween pumpkin fucking in 2025

Watch sapphicsceptre, a cute and petite brunette, enjoy Halloween pumpkin fucking in 2025

TrannyMovs 1 year ago

JASON BBC FISTING AND DESTROYING A MATURE SHEMALE ASS AND CUM INSIDE - HALLOWEEN 2026

JASON BBC FISTING AND DESTROYING A MATURE SHEMALE ASS AND CUM INSIDE - HALLOWEEN 2026

Itsrealamateurs 1 week ago

8 9 10 11 12

6,949 results found

Related categories

Costume Role-Play Punk Witch Parody Goth Christmas Sandwich Mask Goon Spring Break Goth Teen 18+ Vampire Laughing See Through Clown Calendar Prank On Her Knees Cosplay Anal

Narrow your search

ebony halloween halloween surprise halloween orgy halloween party halloween costume halloween bbc halloween pov halloween solo halloween gangbang halloween ebony halloween homemade halloween slut halloween mask halloween creampie halloween blowjob halloween teen 18+ halloween anal homemade halloween halloween witch halloween big ass

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.