Halloween Videos - Trans (4,924)

Pumpkin Humpkin with a Trans Woman

Pumpkin Humpkin with a Trans Woman

FreePorn8 5 days ago

Big ass Trans Girl in Halloween Cosplay Fucked by Big Dildos and Gets a Creampie

Big ass Trans Girl in Halloween Cosplay Fucked by Big Dildos and Gets a Creampie

XHamster 1 year ago

Sexy Transgenderw

Sexy Transgenderw

ShemaleSin 7 months ago

fucked in halloween nigth

HD 0:30 / 24:31

fucked in halloween nigth

PornBox 1 year ago

Halloween Party When Freddy Finds the Good Witch

Halloween Party When Freddy Finds the Good Witch

XHamster 2 years ago

Team Effort

Some.Porn 2 years ago

”ASIANTGIRL: Spider-Hottie Lily!”

”ASIANTGIRL: Spider-Hottie Lily!”

ThePornstar 1 year ago

TS Nikki Jade Taylor jacks off

TS Nikki Jade Taylor jacks off

XHamster 5 months ago

”Elsa Jean as Little Red Riding Hood gets facialed”

”Elsa Jean as Little Red Riding Hood gets facialed”

ThePornstar 1 year ago

GROOBYGIRLS: Things That Go Hump in the Night

GROOBYGIRLS: Things That Go Hump in the Night

Fapnado 2 years ago

jason fucks a trans slut

jason fucks a trans slut

AnalVids 1 year ago

Karniktus Silent Hill Halloween Special futa x female

Karniktus Silent Hill Halloween Special futa x female

AbLesbian 5 months ago

Sensuous Sundown

Sensuous Sundown

Some.Porn 1 year ago

Two guys nailes trans for halloween

Two guys nailes trans for halloween

Sheshaft 5 years ago

Two Transgirls One Pumpkin - Halloween Debut

Two Transgirls One Pumpkin - Halloween Debut

AbTranny 3 years ago

🎃Happy Halloween🎃FTM Trans Boy gets fucked💦

🎃Happy Halloween🎃FTM Trans Boy gets fucked💦

GayTube Unknown

Full Version Cute Femboy Stroking and Showing Her Anus, Come and Masturbate with Me!

Full Version Cute Femboy Stroking and Showing Her Anus, Come and Masturbate with Me!

Amateur8 5 days ago

Futa Halloween Nun Screws Harley Quinn With A Large Ramrod

Futa Halloween Nun Screws Harley Quinn With A Large Ramrod

FreePorn8 4 weeks ago

Fag Fantasy Demon Nightmare

Fag Fantasy Demon Nightmare

ShemaleSin 1 year ago

”BOBS TGIRLS: T-girl Ghost Hunters w. Valeria Atreides”

”BOBS TGIRLS: T-girl Ghost Hunters w. Valeria Atreides”

ThePornstar 2 years ago

Sharesome 1 week ago

”Naomi Chi - threesome Treat”

”Naomi Chi - threesome Treat”

Faptor 3 years ago

Stud Fucks Sexy Agent

Stud Fucks Sexy Agent

Some.Porn 2 years ago

petite asian femboy aroma gets fucked until cum in cute sailor girl outfit

petite asian femboy aroma gets fucked until cum in cute sailor girl outfit

PornBox 4 months ago

Halloween celebration with horny big ass Thai femboy teen Nadia

Halloween celebration with horny big ass Thai femboy teen Nadia

Fetishpapa 1 week ago

”FTM ghostbuster Luke Hudson swallows meat before riding”

”FTM ghostbuster Luke Hudson swallows meat before riding”

TransHero 3 years ago

BOBS TGIRLS: Transgender Ghost Hunters w. Valeria Atreides

BOBS TGIRLS: Transgender Ghost Hunters w. Valeria Atreides

Fapnado 2 years ago

isso e halloween historias de terror do casa do prezotte por sabrina prezotte anjo vs demonio uma luta entre o bem e o mal na casa trans mais quente do mundo

isso e halloween historias de terror do casa do prezotte por sabrina prezotte anjo vs demonio uma luta entre o bem e o mal na casa trans mais quente do mundo

PornBox 1 year ago

Josie Blade getting banged on halloween

Josie Blade getting banged on halloween

TrannyGem 4 years ago

Concupiscent Madame Pt 01: Halloween Cupcake Creaming

Concupiscent Madame Pt 01: Halloween Cupcake Creaming

SortPorn 4 weeks ago

dia das bruxas com duas docuras e muitas travessuras

dia das bruxas com duas docuras e muitas travessuras

PornBox 4 days ago

Free Indian Husband And Wife Porn

Free Indian Husband And Wife Porn

XHamster 3 years ago

Fggb Halloween Special with Red Sonja

Fggb Halloween Special with Red Sonja

XHamster 11 months ago

Crossdresing Femboy Sorceress Gets Romped by Zombie Youngster for Halloween

Crossdresing Femboy Sorceress Gets Romped by Zombie Youngster for Halloween

4Gay 1 year ago

beatricy velmont video antes de dormir

beatricy velmont video antes de dormir

PornBox 2 years ago

FTM ghostbuster Luke Hudson swallows dick before riding

FTM ghostbuster Luke Hudson swallows dick before riding

UrGayPorn 2 years ago

”Trans superstar Aubrey Kate having fun time with Kenzie & Ricky”

”Trans superstar Aubrey Kate having fun time with Kenzie & Ricky”

Rainblow 2 years ago

halloween parte 2 sabrina prezotte, paloma veiga e uma deliciosa convidada.

61% HD 0:30 / 29:20

halloween parte 2 sabrina prezotte, paloma veiga e uma deliciosa convidada.

PornBox 2 years ago

Rafaella Ferrari`s Hot & Hardcore Halloween Anal Scene

Rafaella Ferrari`s Hot & Hardcore Halloween Anal Scene

XXXShemalePorn 5 years ago

Emma and Kenna can't resist the temptation and fucked

Emma and Kenna can't resist the temptation and fucked

Eporner 4 years ago

Ana Mancinis sexy black halloween

Ana Mancinis sexy black halloween

XXXShemalePorn 8 years ago

Big-dicked DILFs sodomize transie incredible sex scene

Big-dicked DILFs sodomize transie incredible sex scene

Xozilla 2 years ago

Rosunx's Halloween Pumpkin Play: Masked Trans Girl Strokes and Spreads Wide

Rosunx's Halloween Pumpkin Play: Masked Trans Girl Strokes and Spreads Wide

BallsAndBoobs 4 months ago

”Halloween Whore Loses Her Mind When huge black dick Fills Her Up”

”Halloween Whore Loses Her Mind When huge black dick Fills Her Up”

TransHero 10 months ago

A bitch in a Halloween bunny costume fucked her anal roughly with a huge dildo, squirted a lot and sucked her love… Clip 1

A bitch in a Halloween bunny costume fucked her anal roughly with a huge dildo, squirted a lot and sucked her love… Clip 1

XHamster 1 year ago

”Dinar Sluts Accept Assfucking & Receive The Nut They Crave”

”Dinar Sluts Accept Assfucking & Receive The Nut They Crave”

ThePornstar 1 year ago

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

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

SortPorn 1 week ago

PIE4K. Sorority Sluts

PIE4K. Sorority Sluts

Some.Porn 2 years ago

sexy halloween special

sexy halloween special

PornBox 1 year ago

tomb raider bdsm: extremely horny lara croft is satisfied by a beauty's magical futa cock! ????

tomb raider bdsm: extremely horny lara croft is satisfied by a beauty's magical futa cock! ????

Fapcat 4 years ago

[Animated, Voiced] Your booty will be double stuffed on halloween night with Alice and Yuzuha (Shemale hentai, anal, blowjob, DP)

[Animated, Voiced] Your booty will be double stuffed on halloween night with Alice and Yuzuha (Shemale hentai, anal, blowjob, DP)

ShemaleSin 9 months ago

Full Version Cute Femboy Wanking and Showing Her Anus, Come and Masturbate with Me!

Full Version Cute Femboy Wanking and Showing Her Anus, Come and Masturbate with Me!

BigTitsLust 6 days ago

”Naomi Chi - threesome Treat”

”Naomi Chi - threesome Treat”

Trashreality 1 year ago

Glad Halloween everyone

Glad Halloween everyone

GayCK 6 years ago

Sticky sperm on hot body

Sticky sperm on hot body

Some.Porn 2 years ago

21 SEXTURY - Happy Halloween from Gorgeous Teen Babes Elsa Jean And Gina Valentina PART 1

21 SEXTURY - Happy Halloween from Gorgeous Teen Babes Elsa Jean And Gina Valentina PART 1

Some.Porn 2 years ago

Halloween fuck with shemale slut

Halloween fuck with shemale slut

IcePorn 6 years ago

”Great halloween fuck with tbabe”

”Great halloween fuck with tbabe”

Zatube 1 year ago

18 Year Old Latina Naked Dance With Gushing Big Ass At Halloween Party

18 Year Old Latina Naked Dance With Gushing Big Ass At Halloween Party

Wankado 1 week ago

Halloween Sexy Cosplayer get fucked, PVC Asian Hentai Crossdresser cosplay shemale 2

Halloween Sexy Cosplayer get fucked, PVC Asian Hentai Crossdresser cosplay shemale 2

XHamster 2 years ago

Creepy Wolf Skull Creature has Solo Pleasure

Creepy Wolf Skull Creature has Solo Pleasure

ShemaleSin 6 days ago

slim pale halloween witch large ramrod cum

slim pale halloween witch large ramrod cum

ShemaleSin 2 days ago

Emo Trans Clown Damsel Draining her Knob and Nutting for Halloween!

Emo Trans Clown Damsel Draining her Knob and Nutting for Halloween!

KeekAss 1 week ago

Mistress Cys House of Whorrors 10.31.21 HALLOWS EVE SHOW 666

Mistress Cys House of Whorrors 10.31.21 HALLOWS EVE SHOW 666

XHamster 4 years ago

”Trans Vampire Dominates Slave”

”Trans Vampire Dominates Slave”

HQBang 2 weeks ago

Spooky cheerleader gets freaky with anal dildo and toys: an amateur crossdressers halloween adventure

Spooky cheerleader gets freaky with anal dildo and toys: an amateur crossdressers halloween adventure

ManPorn 2 years ago

Cougar love 3 way for halloween

Cougar love 3 way for halloween

TrannyGem 5 years ago

Ghostface Farting - Anna Bloom Catches Foxykai and Sits on Her Face - Halloween Roleplay with Face Sitting and Farting Domination

Ghostface Farting - Anna Bloom Catches Foxykai and Sits on Her Face - Halloween Roleplay with Face Sitting and Farting Domination

SortPorn 1 week ago

Sexy Halloween Fun

Sexy Halloween Fun

Some.Porn 2 years ago

Halloween Hookup: POV Interracial Anal Ejaculation

Halloween Hookup: POV Interracial Anal Ejaculation

Amateur8 11 months ago

Femboy Halloween Compilation (Toga Cosplay, Velma, Demons, Witch, Tease) - Neuro Nakakuma Shorts

Femboy Halloween Compilation (Toga Cosplay, Velma, Demons, Witch, Tease) - Neuro Nakakuma Shorts

ShemaleSin 1 year ago

mystical shemale elf milks her cock

mystical shemale elf milks her cock

PornBox 2 weeks ago

Hawt Oriental Cop Cosplay for Halloween - Bedroom Roleplay

Hawt Oriental Cop Cosplay for Halloween - Bedroom Roleplay

Amateur8 3 days ago

Vampire Seduction: Nyxi Leon's Halloween Orgy

Vampire Seduction: Nyxi Leon's Halloween Orgy

XplicitBabes 1 year ago

[tomb raider] shy lara croft enjoys beautiful lady's monster futa cock on lonely halloween night????❤

[tomb raider] shy lara croft enjoys beautiful lady's monster futa cock on lonely halloween night????❤

Fapcat 4 years ago

Halloween with horny big ass femboy teen

Halloween with horny big ass femboy teen

IcePorn 1 week ago

Monica Mendez - Halloween Webcam

Monica Mendez - Halloween Webcam

Some.Porn 1 year ago

Hawt Halloween foursome fuckfest Part 1 with two shemales and older pair

Hawt Halloween foursome fuckfest Part 1 with two shemales and older pair

ShemaleSin 11 months ago

Sissy Witch Halloween Sextoy Enjoyment

Sissy Witch Halloween Sextoy Enjoyment

ShemaleSin 4 days ago

Venha Ver Assine Ja, Isso E O Halloween Historias De Terror Do Casa Do Prezotte Por Sabrina Prezotte Anjo Vs Demonio Uma Luta Entre O Bem E O Mal Na Casa Trans Mais Quente Do Mund 10 Min

Venha Ver Assine Ja, Isso E O Halloween Historias De Terror Do Casa Do Prezotte Por Sabrina Prezotte Anjo Vs Demonio Uma Luta Entre O Bem E O Mal Na Casa Trans Mais Quente Do Mund 10 Min

GetTranny 1 year ago

Dirty Dress-Up! The Best Cosplay

Dirty Dress-Up! The Best Cosplay

Some.Porn 1 year ago

Goth Chick Pulls Out Her Thick Cock And Fools Around In A Spooky Cemetery On Halloween Night

Goth Chick Pulls Out Her Thick Cock And Fools Around In A Spooky Cemetery On Halloween Night

Sheshaft 9 months ago

BLACK-TGIRLS: Izzy Rad's Horny Halloween! Clip 1

BLACK-TGIRLS: Izzy Rad's Horny Halloween! Clip 1

XHamster 1 month ago

One Hour of Halloween Farts Anna Bloom Farting In Costumes and During Movie scene Nights - Includes Jinx Cosplay, Nun Latex, Burping, Farting on Jock and Bloated Stomach

One Hour of Halloween Farts Anna Bloom Farting In Costumes and During Movie scene Nights - Includes Jinx Cosplay, Nun Latex, Burping, Farting on Jock and Bloated Stomach

FreePorn8 3 days ago

Halloween Bang- Huge White Lady Gets Humped So Superb By Ebony Trans Wifey

Halloween Bang- Huge White Lady Gets Humped So Superb By Ebony Trans Wifey

TrannyGem 1 year ago

Kink Trans Mad Mad Science Nika Noire Honey Foxx Catalina TS Orgy Halloween Sci Fi

Kink Trans Mad Mad Science Nika Noire Honey Foxx Catalina TS Orgy Halloween Sci Fi

Fetishpapa 4 months ago

Halloween Futanari Monster Cock Solo Cum Pump in Spiderman Cosplay

Halloween Futanari Monster Cock Solo Cum Pump in Spiderman Cosplay

XCafe 1 year ago

Sexy Marin Kitagawa fucks with big dildo on Halloween Clip 2

Sexy Marin Kitagawa fucks with big dildo on Halloween Clip 2

XHamster 1 month ago

Sara Thomson Mega Cum Compilation - Anal Vibrator - Foot Games (HALLOWEEN PECULIAR)

Sara Thomson Mega Cum Compilation - Anal Vibrator - Foot Games (HALLOWEEN PECULIAR)

ShemaleSin 5 years ago

levou muito pau no hallowen ficou arrombada

levou muito pau no hallowen ficou arrombada

PornBox 1 year ago

slim pale halloween witch large dong cum

slim pale halloween witch large dong cum

FreePorn8 2 days ago

Popular halloween characters endlessly fuck in hot compilation

Popular halloween characters endlessly fuck in hot compilation

XGroovy 2 years ago

Pretty Trans Girl with Nose Hook and Sling Thong Jerking Off for Halloween

Pretty Trans Girl with Nose Hook and Sling Thong Jerking Off for Halloween

AShemaleTube 1 week ago

Costumed tgirl ass fuck for halloween

Costumed tgirl ass fuck for halloween

Sheshaft 5 years ago

Spooky fap HMV/PMV (Halloween)

Spooky fap HMV/PMV (Halloween)

Amateur8 2 years ago

Halloween da mabrisa : dando pra 3 gordinhos gostosos

Halloween da mabrisa : dando pra 3 gordinhos gostosos

XXXShemalePorn 4 years ago

Femboy Halloween Compilation - (Himiko Toga Cosplay, Velma, Demons, Witch, Tease) Neuro Nakakuma Shorts

Femboy Halloween Compilation - (Himiko Toga Cosplay, Velma, Demons, Witch, Tease) Neuro Nakakuma Shorts

XHamster 1 year ago

Maria Sky - Banged by a Ghost on Halloween Night and Left Alone

Maria Sky - Banged by a Ghost on Halloween Night and Left Alone

ShemaleSin 5 days ago

Hot Cop Jasmine Jae Gets Slutted Out By Cab Driver On Halloween

Hot Cop Jasmine Jae Gets Slutted Out By Cab Driver On Halloween

Fapcat 4 years ago

”Cute tbabe in Halloween costume bangs in 3some”

”Cute tbabe in Halloween costume bangs in 3some”

TransHero 2 years ago

Hung Cute Goth Trans Clown Girl Masturbating her Dong and Cumming for Halloween

Hung Cute Goth Trans Clown Girl Masturbating her Dong and Cumming for Halloween

AShemaleTube 1 week ago

Honey Foxxx Nika Noire Trans Orgy

Honey Foxxx Nika Noire Trans Orgy

PornGem 2 months ago

Vaniity - Halloween - Shemale porn

Vaniity - Halloween - Shemale porn

Fapnado 4 years ago

”Flick Fuck - Drake Von, Nikki North”

”Flick Fuck - Drake Von, Nikki North”

Trashreality 2 years ago

Halloween pumpkin fuck

Halloween pumpkin fuck

Eporner 2 years ago

Tran's lady with fangs penetrates pumpkin in hip highs

Tran's lady with fangs penetrates pumpkin in hip highs

TrannyGem 3 years ago

Halloween Sissy Demon COCK AND BALL TORTURE Manstick & Ball Binding / ROCK HARD Smacks / Jerking

Halloween Sissy Demon COCK AND BALL TORTURE Manstick & Ball Binding / ROCK HARD Smacks / Jerking

KeekAss 2 years ago

”Spooky season brings a supernatural shemale encounter”

”Spooky season brings a supernatural shemale encounter”

TransHero 1 year ago

Five Plaps at Fidy's

Five Plaps at Fidy's

ShemaleSin 1 year ago

Halloween party futa slut hardcore fun anal creampie doggy style AI GENERATED

Halloween party futa slut hardcore fun anal creampie doggy style AI GENERATED

ShemaleSex 5 months ago

Big Dick Cumshot Tranny (Halloween)

Big Dick Cumshot Tranny (Halloween)

XVideos 8 years ago

Halloween Spooktacular

Halloween Spooktacular

ShemaleSin 1 year ago

Come drink this cursed potion. Happy Halloween.

Come drink this cursed potion. Happy Halloween.

AShemaleTube 2 weeks ago

Happy Halloween

Happy Halloween

Fapcat 4 years ago

Carnal anal sex a femboy and a screw machine, leading to climax

Carnal anal sex a femboy and a screw machine, leading to climax

SortPorn 2 weeks ago

”Huge dick big boobed Asian ladyboy barebacks & rides Boyfriend on Halloween”

”Huge dick big boobed Asian ladyboy barebacks & rides Boyfriend on Halloween”

HQBang 5 months ago

”TBabe Vampire Dominates Slave”

”TBabe Vampire Dominates Slave”

429Men 1 month ago

Big Tits MILF Cop Lisa Ann Grants Final Wish To Criminal In Prison

Big Tits MILF Cop Lisa Ann Grants Final Wish To Criminal In Prison

Fapcat 4 years ago

Little Pumpkin Halloween Tale in 3D Animation

Little Pumpkin Halloween Tale in 3D Animation

Fauxporn 4 weeks ago

Ts Rose Marie screws a pumpkin! :O

Ts Rose Marie screws a pumpkin! :O

ShemaleSin 2 years ago

9 10 11 12 13

4,924 results found

Related categories

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

Narrow your search

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

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.