Halloween Shemale Videos Added This Month

aShemaleTube

Halloween 2026

Categories: halloween, hd, webcam

XXXDan

Fermerinos Purple-Haired Goth Shemale in Halloween Cosplay Takes Brutal Anal Pounding from

Categories: anal, big ass, brutal, cosplay, creampie, crossdressing, fetish, gaping hole, goth, halloween

aShemaleTube

In Halloween When You Want to Be a Woman

Categories: amateur, ass, beauty, femboy, halloween, hd, sissy, solo, teen (18+), tranny

KeekAss

Pretty Trans Damsel with Nose Hook and Sling G-string Masturbating Off for Halloween

Categories: beauty, big cock, big tits, brunette, dick, femboy, halloween, handjob, hd, lipstick

JizzBunker

Shemale Natalie Napolis Halloween Dildo Roleplay

Categories: amateur, dildo, halloween, hd, sissy, solo

XXXDan

Fermerinos Halloween Cosplay as Sexy Young Trans Girl in Ahegao Ecstasy: Hardcore Self

Categories: anal, big ass, big cock, blowjob, compilation, cosplay, dildo, halloween, hardcore, hd

aShemaleTube

Big Cock Ladyboy Halloween Treat Namfon

Categories: anal, asian, barebacking, big ass, big cock, big tits, blowjob, halloween, ladyboy

JizzBunker

Violet Clouds Halloween Surprise: Bareback Anal from Masked Silas Stone

Categories: anal, barebacking, dildo, halloween, hd, small tits, surprise

aShemaleTube

In Halloween When You Pretend to Be a Woman

Categories: beauty, college, compilation, cosplay, cum, english, halloween, hd, ladyboy, masturbation

KeekAss

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

Categories: amateur, beauty, big cock, big tits, brunette, clown, dick, emo, femboy, goth

aShemaleTube

The hot samantha sissy in succubus halloween cosplay

Categories: amateur, big ass, big cock, big tits, blonde, cosplay, fetish, halloween, sissy

aShemaleTube

FESTA DE HALLOWEEN ACABOU EM SURUBA, COM MUITA GOZADA E MUITO SEXO! - COMPLETO NO RED - EVEZZINI

Categories: amateur, anal, big cock, brazilian, dick, gangbang, halloween, hd, homevideo, latina

aShemaleTube

Lizzy Yum SD October 2026 happy Halloween feat #depech mode #get the balance right

Categories: amateur, behind the scenes, big tits, halloween, hd, nude

VipTube

Halloween with horny big ass femboy teen

Categories: asian, big ass, blowjob, femboy, halloween, hd, pov, teen (18+)

aShemaleTube

Happy Halloween My Sweet

Categories: amateur, blowjob, brunette, gay, halloween, handjob, homevideo, toys, transsexual

aShemaleTube

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

Categories: beauty, big cock, big tits, brunette, dick, femboy, halloween, hd, jerking, lipstick

aShemaleTube

Honey FoXXX And Nika Noire Strap On Chris Ockham Lab Table Halloween Threesome

Categories: 3some, halloween, hd, pornstar, strap-on, table

Pornstars: Nika Noir

aShemaleTube

Smoking Wednesday for Halloween

Categories: amateur, crossdressing, fetish, halloween, hd, mature, smoking

aShemaleTube

Halloween celebration with horny big ass Thai femboy teen Nadia

Categories: amateur, anal, barebacking, big ass, blowjob, celebrity, femboy, halloween, hd, interracial

JizzBunker

Shinigamizanes Halloween Shemale Dildo Masturbation and Pissing

Categories: amateur, bbw, big clit, dildo, halloween, hd, masturbation, nude, pissing, public

aShemaleTube

GENDERX FILMS - TRANSPIRELLA HALLOWEEN COMPILATION! GANGBANG, BAREBACK, FROTTING COCKS, DP, & MORE!

Categories: 3some, anal, barebacking, big ass, big tits, compilation, dick, double penetration, english, gangbang

aShemaleTube

AnyaNoihara #4 - Transgirl in stockings plays with her plush friend

Categories: bed sex, bedroom, cute, feet, fetish, friend, gloves, halloween, hd, homevideo

aShemaleTube

Halloween the monster will eat your ass

Categories: anal, ass, big ass, big cock, blowjob, booty, halloween, hd, orgasm, rough

aShemaleTube

REAL LIFE FUTA - On Halloween night, I'm fucking a beautiful Futanari bat. ( AI Generated) AixXxShaD

Categories: 3d, anal, beauty, big tits, blowjob, creampie, cum, cumshot, curvy, cute

NuVid

Halloween sex with young big ass femboy

Categories: barebacking, big ass, big tits, femboy, halloween, hd, ladyboy, teen (18+)

KeekAss

What If Momo was A Femboy with A Greased Up Bouncy Bootie Halloween Taunt

Categories: ass, big cock, booty, cosplay, doggystyle, femboy, halloween, hd, oiled, outdoor

aShemaleTube

Trans in Halloween Costume Ahegao and Anal Pissing While Rides Dildo and Fucks Her Gaped Asshole

Categories: anal, ass, cosplay, costume, dildo, english, femboy, halloween, hd, homevideo

aShemaleTube

Hot dominant shemale in black lingerie orders you to NUT

Categories: amateur, big tits, black, brunette, close up, cosplay, costume, curvy, cute, dick

KeekAss

Cock-squeezing Bouncy Arse Punk Femboy Spooky Faux-cock Have fun

Categories: anal, ass, big cock, booty, dick, doggystyle, femboy, fetish, funny, halloween

aShemaleTube

Futa Halloween

Categories: big ass, big cock, big tits, blowjob, creampie, cumshot, futanari, halloween, hd

KeekAss

Perky Puffies Towheaded Sissy in Mother Halloween Costume Lactating her Melons with Jacking Machine

Categories: big tits, blonde, costume, femboy, feminization, halloween, handjob, hd, lactating, melons

KeekAss

A MATURE T-GIRL DEEPTHOAT JASON'S MANHOOD - HALLOWEEN 2026 [4K]

Categories: amateur, anal, big ass, big black cock, big cock, big tits, black, blonde, blowjob, brazilian

aShemaleTube

Halloween Night at Swingers Party Ends in Unbridled Orgy - EVEZZINI

Categories: amateur, anal, asslick, big cock, brazilian, dick, halloween, hd, homevideo, latina

aShemaleTube

Pretty Femboy with Nose Hook and Sling Thong Jerking Off for Halloween

Categories: beauty, big cock, big tits, cosplay, femboy, halloween, hd, jerking, masturbation, mexican

aShemaleTube

HALLOWEEN PARTY ENDED IN AN ORGY, WITH LOTS OF CUMSHOTS AND LOTS OF SEX! - FULL STORY ON RED - EVEZZ

Categories: amateur, anal, ass, big cock, big tits, brazilian, cumshot, dick, gangbang, halloween

HD21

Stop The Halloween Pranks And Give Me Your Cum

Categories: cum, halloween, ladyboy

KeekAss

Dee Williams Steven St Croix Green Rope Anal Wooden Block Barn Auction Bondage

Categories: anal, bdsm, blonde, bondage, doggystyle, domination, fetish, halloween, hardcore, rough

TrannyOne

jason bbc fucks a mature trans bareback - halloween 2026 [4k]

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

aShemaleTube

Violet's Halloween Surprise: Bareback Anal with Her Masked Lover

Categories: anal, barebacking, dildo, english, halloween, hd, masturbation, small tits, surprise

aShemaleTube

Goth Trans Clown Girl Masturbating her Dick and Cumming for Halloween!

Categories: beauty, big cock, brunette, clown, cum, dick, femboy, goth, halloween, hd