Halloween Shemale Videos

KeekAss

Drilling femboy meaty culo pumpkin in Halloween

Categories: 18 year old, amateur, anal, big ass, big cock, blonde, costume, cute, doggystyle, drilling

ShemaleMovie

T-girl and cute femboy drill a pumpkin for Halloween fun!

Categories: beauty, creampie, cute, femboy, fleshlight, funny, halloween, socks, tgirl

ShemaleZ

Halloween threesome

Categories: 3some, blowjob, cumshot, halloween

KeekAss

TATTED TRANS DAME DESIRED CANDIES ~ GOT RUMP ROMPED INSTEAD

Categories: amateur, anal, ass, assfucking, big cock, cum in mouth, cumshot, femboy, goth, halloween

KeekAss

TGIRL SALLY TAUNTS HER SOLES AND CLITTY TIL IT BECOMES A TROUSER SNAKE AND JIZZES

Categories: amateur, big ass, cum, cumshot, feet, fetish, halloween, hd, masturbation, sissy

FetishPapa

Shemales big butt destroyed on Halloween night by hung studs

Categories: ass, big ass, halloween, hd

ShemaleZ

Jenna's Halloween Threesome

Categories: 3some, big cock, blowjob, fetish, halloween

xHamster

Halloween Succubus Uses Her Powers To Milk Her Man Dry

Categories: amateur, beauty, big cock, blowjob, canadian, cum, cumshot, fetish, halloween, handjob

KeekAss

The Greatest Halloween Off the hook Ever, Femboy Plumbs Pumpkin

Categories: amateur, dick, femboy, fetish, futanari, gay, halloween, hd, screaming, transsexual

KeekAss

Sissy in Wonder Gal's costume packing her butt hole with trio bottles of beer at once by the door

Categories: amateur, anal, ass, blonde, costume, crossdressing, enema, exhibitionist, extreme, halloween

KeekAss

vinyl Halloween Sundress and Casual Gasmask Breathplay

Categories: amateur, breath play, cosplay, fetish, halloween, hd, latex, sissy

aShemaleTube

Black Femboy Ezra_Kyle25 talks Halloween pt 2 in bunny lingerie

Categories: amateur, big ass, black, bunny, crossdressing, ebony, femboy, halloween, hd, homevideo

aShemaleTube

Spider-Girl beauty oral+anal show💋

Categories: anal, ass to mouth, beauty, big ass, big tits, blowjob, cosplay, edging, femboy, halloween

KeekAss

Insatiable Nun Tempts You Jerk Off Instructions

Categories: amateur, cosplay, costume, cute, domination, edging, femboy, fetish, goth, halloween

ShemaleMovie

Halloween bash with terrifying characters Freddy Krueger and Ghostface turns into a wild shemale orgy!

Categories: anal, ass, beauty, big ass, big cock, blowjob, brutal, cosplay, femboy, halloween

KeekAss

Deal With The Demon Jerk Off Instructions: Part 1

Categories: amateur, cosplay, costume, crossdressing, cute, fantasy, femboy, fetish, goth, halloween

xHamster

The Incantation - Halloween Special

Categories: anal toying, ass, beauty, close up, cum, cumshot, dildo, fantasy, feet, german

VideoSection

Trans Pirate's Booty plundered / Pirate Ass

Categories: ass, barebacking, big ass, booty, brutal, cosplay, couple, creampie, halloween, hardcore

KeekAss

Greatest Halloween Exclusive Ever: Trans Doll Breeds a Pumpkin

Categories: amateur, anal, ass, big cock, black, clothed sex, crossdressing, cute, dick, doll

aShemaleTube

two big cock to one hot milf ts

Categories: big cock, big tits, cum, halloween, hd, milf, transsexual

aShemaleTube

halloween cd

Categories: crossdressing, halloween

xHamster

Halloween Cosplay Cum + Anal

Categories: anal, balls, beauty, big ass, big cock, cosplay, cum, dildo, halloween, hd

JizzBunker

Halloween

Categories: amateur, danish, halloween, lingerie, solo

KeekAss

Nun and Satan Give Jerk Off Instructions and Jizm Countdown

Categories: amateur, cosplay, crossdressing, cum, domination, fetish, funny, halloween, hd, jerking

KeekAss

T-Woman and Femboy Bang a Pumkin for Halloween!

Categories: amateur, creampie, cute, femboy, fetish, fleshlight, halloween, hd, socks, toys

HClips

Latex Halloween Succubus Milks Her Man Dry

Categories: amateur, boots, brunette, cumshot, facial, halloween, hd, jizz, latex, latina

KeekAss

The Incantation – Halloween Sensational

Categories: anal, anal toying, brunette, cumshot, dildo, fantasy, german, halloween, hd, masturbation

XXXDan

Jessy Dubai Halloween

Categories: anal, big cock, halloween, pornstar

Pornstars: Jessy Dubai

ShemaleZ

TaniaQ dressed for Halloween!

Categories: big cock, halloween

aShemaleTube

Black Femboy Ezra_Kyle25 in Halloween bunny stocking pt 1

Categories: amateur, big ass, black, bunny, crossdressing, ebony, femboy, halloween, hd, homevideo

xHamster

Happy Halloween from your Hucow Heifer Vicki!

Categories: amateur, american, barebacking, bbw, bdsm, beauty, big ass, crossdressing, fetish, halloween

xHamster

Halloween Party When Freddy Finds the Good Witch

Categories: amateur, bbw, brazilian, couple, crossdressing, fetish, funny, halloween, hd, lingerie

aShemaleTube

Bella sensual Cat Woman striptease💋

Categories: artistic, big cock, cosplay, femboy, halloween, hd, masturbation, music, sensual, sissy

KeekAss

Worms Halloween Exclusive: PUMPKIN ALERT

Categories: amateur, big cock, compilation, cute, erotic, goth, halloween, hd, leather, surprise

ShemaleMovie

Unusual pumpkin sex encounter

Categories: bizarre, fishnet, glasses, halloween, skirt, stockings, stranger

KeekAss

SHE-MALE VS DOLL

Categories: amateur, anal, ass, bbw, big ass, big tits, black, blowjob, doll, ebony

KeekAss

Courtney Sunshine Blessed Halloween from the Pimpwitch

Categories: amateur, bbw, big ass, big tits, blonde, canadian, costume, creampie, crossdressing, cum

ShemaleZ

Halloween Haunted Fuck House 5 Min

Categories: blonde, halloween, hd, redhead, stockings, tattoo

UPornia

Mia Maffia - Horny Halloween

Categories: big tits, halloween, hd, solo, toys

KeekAss

Trans Lady Uses Your Manhood as a Fleshlight?!

Categories: amateur, dick, extreme, femboy, fetish, fleshlight, halloween, handjob, hd, hooters

xHamster

Cat Sophie get's playful on Halloween for you in Black PVC Dress and Cat Outfit

Categories: black, british, dress, halloween

KeekAss

The witch of the XXL cum shots!

Categories: amateur, big black cock, big cock, cosplay, cum, cumshot, cute, domination, feet, halloween

KeekAss

Trick or Handle. Halloween Exclusive 2024 Mirella Diniz Productions

Categories: amateur, big tits, blowjob, brazilian, brunette, halloween, hd, tranny, transsexual

KeekAss

Frankenstein's Pound Machine

Categories: amateur, big ass, big clit, big tits, blonde, clit, costume, dildo, fantasy, femboy

ShemaleZ

Kandy Gets Ready Fo Halloween

Categories: amateur, bbw, blonde, halloween, mature, solo, webcam

HClips

Halloween Tricks For More Treats

Categories: amateur, anal toying, arab, ass, beurette, big cock, blowjob, brazilian, brunette, cosplay

aShemaleTube

Shemale dom Morgan Bailey fucks Derrick P on Cemetary before Halloween

Categories: anal, big cock, domination, fetish, halloween, hd

xHamster

Solo Halloween 2024

Categories: amateur, anal, dildo, halloween, hd, high heels, lingerie, maid, masturbation, sissy

ShemaleMovie

Solo play with feminine boy in spooky Halloween webcam show

Categories: big cock, boy, cosplay, cumshot, femboy, halloween, ladyboy, masturbation, solo, webcam

XXXDan

Halloween trannies fuck 21 year old in threesome

Categories: 3some, anal, babe, big tits, gay, halloween, handjob, hardcore, old, tranny

TrannyOne

Naomi Chi Halloween 3Some - Big arse

Categories: 3some, ass, big ass, halloween, hd

KeekAss

Femboy Satan Halloween Costume

Categories: amateur, anal, anal toying, big ass, blonde, buttplug, costume, crossdressing, cute, femboy

aShemaleTube

Shemale anal fucks step bro at Halloween

Categories: anal, blowjob, domination, halloween, lingerie

aShemaleTube

Muscle TS Halloween anal show 🍑

Categories: anal, big ass, big cock, big tits, femboy, halloween, hd, latina, masturbation, milk

HDZog

Worst Halloween Special Ever: Trans Girl Fucks a Pumpkin

Categories: amateur, fetish, halloween, hd, masturbation, redhead, transsexual

KeekAss

Sofie Manhood´s Halloween Exclusive 2023

Categories: amateur, ass, bbw, big ass, big cock, blowjob, brazilian, brunette, chubby, cum in mouth

KeekAss

Halloween EP20 Dark princess smoke dance

Categories: amateur, asian, ass, beauty, crossdressing, femboy, halloween, ladyboy, lingerie, panties

aShemaleTube

A Grooby Halloween: The Coven's Captive

Categories: 3some, ass to mouth, big cock, blowjob, halloween, hd, outdoor

ShemaleZ

Costumed Tgirl Hotty Fucks On Halloween

Categories: big cock, big tits, costume, cumshot, halloween, latina, tgirl

UPornia

Catgirl Gets Her Halloween Wish

Categories: amateur, big ass, big cock, big tits, blonde, halloween, hd, interracial

KeekAss

Trans Gal Turns You Into Her Lil Pumpkin Bitch (Onlyfans Preview)

Categories: amateur, big cock, bitch, blowjob, creampie, cumshot, dick, femboy, halloween, hd

ShemaleMovie

Chunky sissy Shenhunk gets festive in a Halloween outfit

Categories: anal, ass, bbw, big ass, chubby, chunky, crossdressing, dildo, ebony, fat

KeekAss

Prepared your thousand baby lubes to wank off with Bailey's spooky weird offs

Categories: babe, beauty, big cock, cumshot, cute, dick, fetish, halloween, hd, huge tits

KeekAss

Werewolf Mutual Getting off Jerk Off Instructions

Categories: amateur, anal, big ass, cosplay, costume, cum, cute, femboy, fetish, halloween

aShemaleTube

White guy gets tricked and hardcore treated on halloween by asian ladyboy devil

Categories: anal, asian, barebacking, big cock, blowjob, cum in mouth, halloween, hardcore, hd, interracial

KeekAss

GROOBYGIRLS - Enjoy The Autumn Witch And Gulp Her Sexual Potion

Categories: big tits, dick, glasses, halloween, hd, masturbation, nipples, pornstar, redhead, solo

Pornstars: Autumn Rain

KeekAss

Especial de Halloween: Brujita Femboy monta su gran varita mágica hasta el fondo

Categories: amateur, anal, anal toying, ass, big ass, cowgirl, dildo, femboy, fishnet, halloween

ShemaleMovie

Transgender, halloween

Categories: beauty, big cock, halloween, huge tits, jerking, masturbation, teen (18+)

KeekAss

Erin Monroe’s Halloween

Categories: anal, barebacking, big ass, big black cock, big cock, black, blonde, blowjob, cum, ebony

ShemaleZ

Happy Halloween Im A Butt Pirate

Categories: amateur, american, ass, bbw, halloween, hd, mature, redhead, solo, tattoo

ShemaleZ

Blonde Trans Shemale Halloween Dream Girl 4 Min

Categories: amateur, big cock, blonde, fantasy, halloween, hd, lingerie, solo, toys, transsexual

ShemaleZ

Halloween Tranny Queen Stroking Her Big Dick - Ts Jesse

Categories: amateur, big cock, big tits, brunette, halloween, hd, queen, solo, stroking, tranny

KeekAss

Jaw-Dropping TRANSSEXUAL Lianna Lawson Pent Up in the Vampire's Lair

Categories: anal, assfucking, big black cock, big cock, blonde, blowjob, ebony, halloween, hd, vampire

KeekAss

Sex-Positive Halloween Succubus Gargles And Plumbs Every Witch Way!

Categories: amateur, anal, anal toying, blowjob, brazilian, cosplay, crossdressing, cum, cumshot, deep throat

ShemaleZ

Celebrating Halloween With Extreme Butthole Sex With Three Lover

Categories: 3some, amateur, ass, bdsm, big cock, brunette, celebrity, creampie, extreme, halloween

KeekAss

HALLOWEEN FEMBOY DEEP-THROATS 8INCHES

Categories: amateur, blowjob, brunette, crossdressing, deep throat, hd, ladyboy, pov, sloppy, slut

ShemaleMovie

The demonic creation completes cutely. Halloween

Categories: crossdressing, cum, femboy, halloween, jizz, masturbation, teen (18+), toys

UPornia

Sydney Screams In Fucking Each Other With Velvet Alley Halloween Toys Review

Categories: amateur, halloween, screaming, small tits, toys

KeekAss

POINT OF VIEW: Trans Damsel Kneads her Feets all Over your Face with Kneesocks

Categories: amateur, black, feet, fetish, glasses, goth, halloween, hd, humiliation, licking

KeekAss

Halloween T-girl Played and Penetrated Without a condom

Categories: anal, asian, barebacking, blowjob, condom, cosplay, halloween, hd, ladyboy, pov

KeekAss

TGIRLSEX HARDCORE - The Great & The Bad Mischievous Angels Collide

Categories: anal, barebacking, blowjob, brunette, halloween, handjob, hardcore, hd, tgirl, transsexual

xHamster

Sexy Redhead Trans Witch Masturbating and Cumming for You This Halloween

Categories: amateur, cum, halloween, handjob, hd, masturbation, redhead, solo, tranny, transsexual

VideoSection

2023 Halloween "Neighborhood Bash" (Futa on Futa)

Categories: 3some, ass, big ass, big cock, big tits, blowjob, deep throat, futanari, halloween, missionary

KeekAss

Meaty Sissy Halloween Handle.

Categories: anal, anal toying, ass, bbw, big ass, black, chubby, crossdressing, cumshot, dildo

JizzBunker

She-male Halloween

Categories: amateur, halloween, latina, outdoor, teen (18+)

KeekAss

2 She-male Tear up a Man In The Caboose on Halloween

Categories: 3some, anal, anime, ass, blowjob, cartoon, casting, cumshot, doggystyle, double penetration

KeekAss

She-creature handled folks for halloween

Categories: blowjob, brunette, group sex, halloween, hd, tgirl, tranny, transsexual, transvestite

TrannyOne

Femboy wizzard was pounded in booty

Categories: ass, crossdressing, cumshot, fetish, hairless, halloween, hd, holiday, shaved, sissy

aShemaleTube

Big Booty Ebony Femboy shows Ass on Halloween

Categories: amateur, ass, big ass, booty, crossdressing, ebony, femboy, halloween, hd, homevideo

aShemaleTube

crazy witch DaniTheCutie fucks herself on Halloween night

Categories: anal, beauty, crazy, dildo, halloween, hd, model, small cock, small tits, transsexual

ShemaleMovie

Halloween two, tranny Reaper

Categories: animation, anime, halloween, tranny

aShemaleTube

Shemale Halloween

Categories: cum, halloween, hd

JizzBunker

Halloween special supergirl crossplay

Categories: amateur, beauty, big cock, cosplay, crossdressing, cumshot, halloween, lingerie, masturbation, solo

XXXDan

Halloween tgirl spitroasted in latin threesome

Categories: 3some, anal, big ass, big cock, big tits, blowjob, close up, halloween, latina, shaved

aShemaleTube

juggs whore in her halloween special

Categories: halloween, juggs, masturbation, slut, solo, webcam

aShemaleTube

Encounter with the Sissy Demon (Crossdresser)

Categories: amateur, asian, crossdressing, dirty talk, fetish, halloween, hd, homevideo, lingerie, mask

xHamster

Halloween Cosplay Cum + Anal

Categories: anal, balls, beauty, big ass, big cock, cosplay, cum, dildo, halloween, hd

xHamster

Halloween fuck with bad dragon

Categories: amateur, anal, big ass, big cock, hd, ladyboy, sissy, stockings, teen (18+), toys

KeekAss

Lil' Jugged Trans Witch Rearranges Pumpkin's Prostate (Pumpkin [Testicle tonic]Pie)

Categories: amateur, balls, big cock, blindfolded, creampie, dick, doggystyle, femboy, halloween, hd

KeekAss

Halloween kittygirl Jenby plays with caned mayo and rails a balloon to ejaculation

Categories: amateur, balloon, catsuit, collar, creampie, doll, gloves, halloween, hd, high heels

XXXDan

PVC Halloween Dress and Casual Gasmask Breathplay

Categories: breath play, cosplay, crossdressing, dress, halloween, latex, uniform

KeekAss

HERMAPHRODITISM Shygal Gang-Bang vol two

Categories: amateur, ass, big ass, big cock, big tits, blonde, brunette, ebony, gangbang, taboo

ShemaleMovie

Anal sex orgy after Halloween party

Categories: amateur, anal, big cock, cosplay, couple, cum, cum in mouth, deep throat, halloween, homevideo

KeekAss

SaymonFitness slurping the super-fucking-hot bootie of the hefty-arsed transvestite

Categories: anal, beauty, big cock, brunette, dick, fetish, halloween, pov, solo, transsexual

KeekAss

ALL THE MERCY AND SWEETIE OF LARYSSA CASTELLI - Halloween Off the hook

Categories: amateur, anal, barebacking, beauty, bedroom, big cock, big tits, brazilian, brunette, clothed sex

KeekAss

Sissy Halloween

Categories: anal, beauty, crossdressing, cute, femboy, fetish, halloween, ladyboy, masturbation, sissy

aShemaleTube

Naughty Halloween 2024

Categories: cartoon, cum in mouth, futanari, halloween, hd, naughty, redhead, sissy

xHamster

Tranny Halloween Party 2017

Categories: amateur, big tits, halloween, hd, ladyboy, latina, party, teen (18+), tranny

aShemaleTube

Halloween Ladyboy Toyed and Fucked Bareback

Categories: anal, asian, barebacking, blowjob, cosplay, halloween, hd, ladyboy, pov, thai

xHamster

Halloween Rimjob and Cumshot Reinsert

Categories: barebacking, cumshot, halloween, hd, ladyboy, masturbation, pov, rimjob

XXXDan

Leelas Halloween Thrills - Promo

Categories: anal, bdsm, beauty, halloween, hardcore, milf, pornstar, redhead, small tits

aShemaleTube

Kimberly Sexy Halloween Costume

Categories: amateur, big ass, big cock, big tits, costume, halloween, hd, homevideo, ladyboy, latina

KeekAss

Monster pipe tranny masturbates off

Categories: big cock, halloween, handjob, hd, lingerie, masturbation, solo, stockings, tranny, wtf

KeekAss

Kinky TRANSSEXUAL Halloween Goddess Jesse milks off her ginormous rod one spooky night

Categories: amateur, ass, big cock, big tits, brunette, costume, goddess, halloween, handjob, hd

XoZilla

Big-Titted Shemale Playing With Her Chopper on Halloween

Categories: amazing, ass, big tits, futanari, gorgeous, halloween, handjob, hardcore, huge cock, masturbation

XoZilla

Filthy ladyboy exciting sex video

Categories: amazing, anal, ass, asslick, beauty, bedroom, blowjob, cheating, cowgirl, crazy

xHamster

FUCKERMAN - HALLOWEEN - FUTA HARD FUCK

Categories: 3some, anal, blowjob, creampie, futanari, game, halloween, hardcore, hd, indian

KeekAss

FTM Trans Joker Onanism for Halloween: Spunk in a Clown!

Categories: amateur, big clit, boy, brunette, clown, costume, creampie, dildo, feet, fetish

KeekAss

PROVOCATIVE TRANSSEXUAL - Halloween Trannyes shag 21yo in 3 way

Categories: 3some, anal, babe, halloween, hd, ladyboy, tranny, transsexual

aShemaleTube

Bella Joie Halloween Fun

Categories: blowjob, creampie, domination, funny, halloween, hd, lingerie, nun, transsexual, white