Halloween Shemale Videos

aShemaleTube

halloween mast

Categories: cumshot, halloween, latina, lingerie, masturbation

TrannyOne

Femboy wizzard was pounded in booty

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

HDSex

Mass ejaculation, humilation, masturbation

Categories: ass, big ass, bukkake, cosplay, cum, cum swallowing, cumshot, facial, halloween, humiliation

VideoSection

Natalie Napoli's wild gay fantasy with a satanic twist

Categories: crossdressing, fantasy, gay, halloween, sissy, wild

KeekAss

HALLOWEEN FEMBOY DEEP-THROATS 8INCHES

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

TrannyOne

Naomi Chi Halloween 3Some - Big arse

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

KeekAss

Monster pipe tranny masturbates off

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

ShemaleZ

Jenna's Halloween Threesome

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

ShemaleZ

TaniaQ dressed for Halloween!

Categories: big cock, halloween

VideoSection

Big ass, bj

Categories: amateur, anal, ass, big ass, big tits, blowjob, cumshot, girlfriend, halloween

ShemaleZ

Halloween threesome

Categories: 3some, blowjob, cumshot, halloween

aShemaleTube

Shemale anal fucks step bro at Halloween

Categories: anal, blowjob, domination, halloween, lingerie

ShemaleMovie

The demonic creation completes cutely. Halloween

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

aShemaleTube

Naughty Halloween 2025

Categories: cum in mouth, domination, futanari, halloween, hd, ladyboy, naughty, sissy, small cock

ShemaleMovie

Halloween sex fest - Trans mega babe Andrea Zhay gapes for a huge anal creampie from Steve Rickz

Categories: anal, asian, ass, babe, brutal, creampie, cum, gaping hole, halloween, jizz

HDSex

Girl dick, trans girl, ebony

Categories: big black cock, big cock, black, cum, dick, ebony, halloween, jizz, transsexual

aShemaleTube

Halloween anal sex

Categories: amateur, anal, barebacking, big ass, big cock, blowjob, couple, cum, cumshot, deep throat

VideoSection

Epic compilation of huge ass shemale anal creampies

Categories: anal, ass, big ass, big black cock, compilation, cosplay, creampie, dildo, enema, halloween

aShemaleTube

GROOBYGIRLS - River’s Sweetest Halloween Treat

Categories: big ass, fetish, halloween, hd, masturbation, redhead, small tits, solo

UPornia

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

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

KeekAss

I Clad up for the Halloween

Categories: ass, big ass, chubby, costume, crossdressing, dress, ebony, fat, femboy, halloween

KeekAss

Drilling femboy meaty culo pumpkin in Halloween

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

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

ShemaleMovie

Anal sex orgy after Halloween party

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

KeekAss

Halloween Futa Toon Compilation

Categories: animation, big ass, big tits, blowjob, cartoon, compilation, cum, deep throat, extreme, fantasy

KeekAss

The Incantation – Halloween Sensational

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

aShemaleTube

Shemale dom Morgan Bailey fucks Derrick P on Cemetary before Halloween

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

aShemaleTube

Halloween Treat

Categories: blowjob, cumshot, halloween, hd, uniform, vintage

VideoSection

Halloween cosplay with Velma and trans Daphne featuring cutepinkunicorn

Categories: beauty, big tits, blowjob, cosplay, halloween, strap-on, transsexual

KeekAss

Insatiable Nun Tempts You Jerk Off Instructions

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

aShemaleTube

Muscle TS Halloween anal show 🍑

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

TrannyOne

Shemale Porn Video Jessy's Halloween

Categories: barebacking, big cock, big tits, blowjob, cumshot, halloween, hardcore, ladyboy, stockings, uniform

JizzBunker

Halloween Party

Categories: amateur, halloween, lingerie, party, teen (18+)

ShemaleZ

Happy Halloween Im A Butt Pirate

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

ShemaleMovie

Halloween party, sissy femboy

Categories: cosplay, crossdressing, femboy, halloween, party, sissy

ShemaleZ

Blonde Trans Shemale Halloween Dream Girl 4 Min

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

aShemaleTube

juggs whore in her halloween special

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

ShemaleZ

Tranny Takes For Halloween - Big T

Categories: 3some, big ass, big cock, big tits, brunette, cumshot, fetish, halloween, hd, latina

aShemaleTube

TransRoommates Aphrodite Adams Jean Jezebel Busty Halloween

Categories: big tits, fetish, halloween, uniform

TrannyOne

Watch me play with sucking wives from Japan

Categories: 18 year old, asian, big natural tits, catfight, chinese, creampie, cum, cum in mouth, double penetration, fighting

KeekAss

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

Categories: amateur, halloween, handjob, hd, masturbation, solo, tranny

ShemaleMovie

Halloween zombie escape with trans beauty Sage Roux in a wild 3-way

Categories: beauty, big cock, halloween, missionary, pov, reality, riding, transsexual, wild

ShemaleZ

Interracial Halloween Threesome For Hot Exotic Chick

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

aShemaleTube

2015-10-31 Chaturbate Natalielovescum & Sue Kalergi Halloween Cam

Categories: blowjob, halloween, hd, masturbation, redhead, small cock, webcam

aShemaleTube

Hottie shemale and black male having sex in halloween

Categories: amateur, anal, big cock, black, halloween, homevideo, ladyboy

Txxx

Blacksheep Ovca Halloween special compilation

Categories: big ass, black, blowjob, cartoon, compilation, creampie, halloween

KeekAss

Coming back from the Halloween soiree I faced a wild dude, we went trick or handling

Categories: anal, big cock, big tits, dick, halloween, hd, sucking, tranny, transsexual, wild

KeekAss

Trans Lady Uses Your Manhood as a Fleshlight?!

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

KeekAss

TGIRLSEX HARDCORE - The Great & The Bad Mischievous Angels Collide

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

KeekAss

Gia Itzel Blessed Halloween Plow - Kourtney Love

Categories: big ass, big tits, blonde, halloween, hardcore, milf

XXXDan

PVC Halloween Dress and Casual Gasmask Breathplay

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

aShemaleTube

Bella Joie Halloween Fun

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

KeekAss

The Greatest Halloween Off the hook Ever, Femboy Plumbs Pumpkin

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

HClips

Halloween Tricks For More Treats

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

ShemaleMovie

Transgender, halloween

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

KeekAss

Exclusive halloween! I fuck a she-demon with good-sized bum and plumb this super-bitch!

Categories: bitch, halloween, hardcore, hd, homevideo, pov

XXXDan

Halloween trannies fuck 21 year old in threesome

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

aShemaleTube

Spider Girl jerks & cums💦

Categories: asian, big cock, big tits, cosplay, cum, cumshot, femboy, halloween, hd, ladyboy

KeekAss

Erin Monroe’s Halloween

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

HDSex

Inexperienced transgender Nicolly Summers exploring bondage and dominance with a big black cock

Categories: amateur, anal, bdsm, big black cock, bondage, domination, halloween

aShemaleTube

Kimberly Sexy Halloween Costume

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

aShemaleTube

two big cock to one hot milf ts

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

ShemaleZ

Costumed Tgirl Hotty Fucks On Halloween

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

TrannyOne

Gothic crossdresser Alexandra fucked bareback for Halloween

Categories: anal, anus, ass, couple, crossdressing, cum, goth, halloween, hd, transvestite

aShemaleTube

Paige James Halloween solo

Categories: crossdressing, halloween, hd, solo

ShemaleMovie

Femboys, halloween party

Categories: amateur, crossdressing, femboy, halloween, party, sissy

HClips

Jason Bbc Vs A Trans Milf - Halloween Special

Categories: amateur, anal, assfucking, big black cock, big tits, blonde, halloween, hd, hooters, huge tits

HDSex

Kakegurui, anal big dildo, trap

Categories: anal, animation, anime, bdsm, beauty, cosplay, cum, dildo, domination, femboy

HClips

Jason Bbc Dominating A Trans Milf - Halloween Special

Categories: amateur, anal, assfucking, barebacking, big black cock, big cock, big tits, blonde, brazilian, cumshot

ShemaleZ

Jennas Halloween Threesome

Categories: 3some, big tits, blowjob, halloween, hd

aShemaleTube

Happy horny Halloween

Categories: big cock, crossdressing, halloween, hd, homevideo, masturbation

XoZilla

Aubrey Kate's Chilled Desire in Halloween Bliss

Categories: anal, ass, asslick, big tits, blonde, brunette, cheating, cowgirl, deep throat, doggystyle

Pornstars: Aubrey Kate

HDSex

Cassie Katarn, the ultimate Halloween treat, gets down on a pumpkin

Categories: femboy, halloween

KeekAss

Halloween after soiree anal invasion orgy

Categories: amateur, anal, big ass, big cock, blowjob, costume, couple, cum, cum in mouth, deep throat

KeekAss

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

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

KeekAss

Halloween Sizzling Kitten whore wish and pink cigar

Categories: anal, cigarette, halloween, hd, masturbation, slut, solo, toys, tranny

ShemaleMovie

Chunky sissy Shenhunk gets festive in a Halloween outfit

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

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

JizzBunker

Pennywise Duo tranny tug and suck for Halloween special

Categories: amateur, halloween, sucking, tranny, webcam

aShemaleTube

Halloween Hookup POV: Interracial Anal Cumshot

Categories: anal, big ass, big cock, cumshot, ebony, femboy, halloween, hd, interracial, ladyboy

KeekAss

T-Woman and Femboy Bang a Pumkin for Halloween!

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

aShemaleTube

AB134 CHICHI and ABBY's sex Halloween party - 绮绮与艾爷的性爱万圣派对

Categories: asian, big cock, big tits, blowjob, cosplay, cumshot, halloween, hd, model, party

aShemaleTube

Spider-Girl beauty oral+anal show💋

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

ShemaleZ

Halloween Hookup Cemetery Bdsm Anal Sex Over

Categories: anal, assfucking, bdsm, brunette, deep throat, domination, halloween, hd, tattoo, throat

aShemaleTube

crazy witch DaniTheCutie fucks herself on Halloween night

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

aShemaleTube

Muscle TS Daphne Halloween cosplay anal show🍑

Categories: anal, big ass, big cock, cosplay, femboy, halloween, hd, latina, masturbation, muscled

aShemaleTube

Busty Shemale Playing With Her Cock on Halloween

Categories: big tits, dick, futanari, halloween, hd, huge cock, ladyboy, masturbation, tranny, webcam

aShemaleTube

Halloween

Categories: glasses, halloween, hd, piercing, tattoo

aShemaleTube

A Grooby Halloween: The Coven's Captive

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

aShemaleTube

Fuck Machine Halloween

Categories: amateur, halloween, homevideo, solo, toys

HClips

Halloween Party With Velma Amd Trans Daphne

Categories: amateur, anal, assfucking, big ass, booty, booty shake, domination, halloween, hd, ladyboy

HDSex

Fledgling, real couple homemade, big dick anal

Categories: amateur, anal, big cock, blowjob, cosplay, couple, cumshot, halloween, homevideo

ShemaleMovie

Amateur blowbang, costume

Categories: 4some, amateur, anal, barebacking, big cock, blonde, blowbang, cosplay, costume, crossdressing

ShemaleZ

Matcha Faes Spooky Halloween Night Fuels Wild Passion

Categories: anal, assfucking, blonde, deep throat, halloween, hd, high heels, lace, lingerie, nylon

aShemaleTube

Big dick busty Asian ladyboy barebacks and rides BF on Halloween

Categories: anal, asian, barebacking, big cock, big tits, blowjob, boyfriend, fetish, halloween, hd

KeekAss

Spandex Halloween Succubus Wanks Her Stud Dry

Categories: amateur, anal, blowjob, boots, costume, cum in mouth, cumshot, fetish, gloves, halloween

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

PROVOCATIVE TRANSSEXUAL - Halloween Trannyes shag 21yo in 3 way

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

FetishPapa

Shemales big butt destroyed on Halloween night by hung studs

Categories: ass, big ass, halloween, hd

KeekAss

Frankenstein's Pound Machine

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

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

aShemaleTube

Fucking a Pumpkin for Halloween

Categories: amateur, big cock, blonde, boots, cumshot, fetish, fishnet, halloween, hd, lingerie

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

XXXDan

Vaniity - Halloween Remastered

Categories: anal, blowjob, halloween

ShemaleMovie

Solo play with feminine boy in spooky Halloween webcam show

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

KeekAss

Halloween soiree with Freddy and Ghostface

Categories: amateur, anal, big tits, brunette, cosplay, doggystyle, femdom, halloween, hd, homevideo

JizzBunker

Halloween special supergirl crossplay

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

aShemaleTube

Ts Oscarina Grandeas Halloween

Categories: halloween, sissy, slut, tranny, transsexual

KeekAss

Greatest Halloween Exclusive Ever: Trans Doll Breeds a Pumpkin

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

KeekAss

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

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

TrannyOne

Fucking Each Other with Velvet Alley Halloween Toys – REVIEW

Categories: amateur, american, bbw, bisexual, dildo, fat, halloween, hd, homevideo, lesbian

KeekAss

bts of the Halloween recording.

Categories: anal, ass, bbw, big ass, big cock, big tits, cum, halloween, hd, teen (18+)

ShemaleMovie

Femboy with a huge booty gapes their creamy ass and gets an anal creampie in a D.Va costume on Halloween

Categories: anal, ass, big ass, booty, cosplay, costume, creampie, dildo, extreme, femboy

HClips

Nicolly Summers And Wesley Ventura In Jason Bbc Dominando A Milf Trans - Especial De Halloween

Categories: amateur, anal, ass, assfucking, barebacking, bdsm, big black cock, big cock, big tits, black

TrannyOne

Halloween Futanari Monster Cock Solo Cum Pump in Spiderman Cosplay

Categories: amateur, anal, cosplay, cum, cumshot, futanari, halloween, monster cock, solo

HDSex

Transgender Jason gets her trunk filled up as Mercy experiences cum inflation

Categories: cum, halloween, jizz

KeekAss

Misa sissy

Categories: anal, blonde, crossdressing, cumshot, femboy, halloween, hd, sissy, slave

KeekAss

Brunet Te Poked For Halloween - Domino Presley

Categories: anal, big tits, blowjob, brunette, cumshot, halloween, hardcore, pornstar

Pornstars: Domino