Main Models Bailey Jay

Bailey Jay background

Bailey Jay

Bailey Jay

Transgender50 vids

Twitter Instagram Onlyfans

Bailey Jay, born on November 5, 1988, in Richmond, Virginia, began her journey in the adult industry after transitioning at the age of 15. Initially gaining attention through modeling on Grooby Network sites, she launched her own website in 2010, TS-BaileyJay.com, to distribute self-produced content. Her career highlights include winning the AVN Award for Transsexual Performer of the Year in 2011 and 2012, solidifying her status as a leading figure in transgender adult entertainment. Beyond adult films, Bailey has expanded into podcasting, co-hosting shows like The Bailey Jay Show with her husband, Matthew Terhune.

Show more

Birthday

05.11.1988
Birthplace

Richmond, Virginia, Usa
Eye Color

Brown
Ethnicity

White
Facial Hair

No
Fake Boobs

Yes
Gender

Transgender
Hair Color

Black
Height

168
Interested

Guys And Girls
Piercings

No
Relationship Status

Open
Star Sign

Scorpio
Tattoos

No
Orientation

Shemale

Show less

PopularNewest Longest

Super horny teen babe Bailey Jay pleasures herself with cock stroking and anal dildo play!

User uploadedSuper horny teen babe Bailey Jay pleasures herself with cock stroking and anal dildo play!

Jerking Gorgeous Shemale Toy Insertion

Transgender cam princess Bailey Jay teases with her booty and huge cock live!

User uploadedTransgender cam princess Bailey Jay teases with her booty and huge cock live!

Dildo Play Live Performance Well-Endowed Tranny Masturbation

Intense solo session with Bailey Jay leads to a massive cumshot explosion

User uploadedIntense solo session with Bailey Jay leads to a massive cumshot explosion

Point Of View Masturbating Couch

Trans bookworm Bailey Jay enjoys a wild dick draining and anal play session

User uploadedTrans bookworm Bailey Jay enjoys a wild dick draining and anal play session

Masturbation Nerd Huge Cock Butt Play Young Shemale

Sultry teen trans Bailey Jay pleasures herself at home

User uploadedSultry teen trans Bailey Jay pleasures herself at home

Solo Solo Play Masturbating Point Of View Masturbation

Busty teen shemale Bailey Jay strokes her big cock in the bath

User uploadedBusty teen shemale Bailey Jay strokes her big cock in the bath

Tugging Dick Tub Play Huge Member Phat Ass

Adorable transgender teen Bailey Jay shows off her big cock while enjoying some solo fun

User uploadedAdorable transgender teen Bailey Jay shows off her big cock while enjoying some solo fun

Masturbation Trans Big Dick

Tgirl Bailey Jay enjoys licking balls, giving oral pleasure, and sucking cock

User uploadedTgirl Bailey Jay enjoys licking balls, giving oral pleasure, and sucking cock

Lingerie Girlfriend Oral Shemale Sex Pantyhose

Sexy teen shemale Bailey Jay gets naughty with anal play

User uploadedSexy teen shemale Bailey Jay gets naughty with anal play

Dildo Action Teen Tranny Anal Whore Ass Play Big Cock

Bailey strokes her huge trans cock after taking a bath

User uploadedBailey strokes her huge trans cock after taking a bath

Transsexual Solo Bathtub Masturbating Masturbation

Bailey Jay enjoys anal finger penetration while pleasuring her big dick

User uploadedBailey Jay enjoys anal finger penetration while pleasuring her big dick

Ass Fucking Masturbation Cock Stroking Anal Play

Bailey Jay masturbates to stay extra horny

User uploadedBailey Jay masturbates to stay extra horny

Masturbation Feet Worship Transsexual Solo

Bailey Jay pleasures her massive delicious dick

User uploadedBailey Jay pleasures her massive delicious dick

Masturbation Sensational Solo Trans Stroking Shemale Big Cock

Teen trans babe Bailey Jay strokes her cock and savors her own hot jizz

User uploadedTeen trans babe Bailey Jay strokes her cock and savors her own hot jizz

Masturbation Self-Sucking Tasting Cum Delicious Load

Teen Trans Bailey Jay gets wet and wild in the shower

User uploadedTeen Trans Bailey Jay gets wet and wild in the shower

Busty Fetish Masturbation Ass Transsexual

Bailey Jay pleasuring her red-hot nubile shemale cock

User uploadedBailey Jay pleasuring her red-hot nubile shemale cock

Mechanic Masturbation Trans Auto

Cleaning up my mess: licking my own cum off the floor

User uploadedCleaning up my mess: licking my own cum off the floor

Self-Pleasure Floor Cum Cum Eating

Pretty young trans star Bailey Jay shows off her skills

User uploadedPretty young trans star Bailey Jay shows off her skills

Trans Masturbation Solo

Bailey Jay strutting her stuff by the pool, enjoying a massive cock solo session

User uploadedBailey Jay strutting her stuff by the pool, enjoying a massive cock solo session

Poolside Hunk Well-Endowed Masturbation Masturbating

Bailey Jay enjoys using a pussy toy for some steamy solo play

User uploadedBailey Jay enjoys using a pussy toy for some steamy solo play

Transsexual Sex Toys Masturbation Ass

Bailey's foot fetish and fishnet butt fingering sessions

User uploadedBailey's foot fetish and fishnet butt fingering sessions

Sexy Girlfriend Anal Masturbation

Bailey Jay's cute big bow complements her huge throbbing dick

User uploadedBailey Jay's cute big bow complements her huge throbbing dick

Masturbating Trans Huge Cock Jerking Off

Sexy trans babe Bailey Jay pleases herself and releases golden showers in the restroom

User uploadedSexy trans babe Bailey Jay pleases herself and releases golden showers in the restroom

Masturbating Shemale Fetish Solo Play Latex Boots Adorable Tgirl

Trans beauty Bailey Jay pleasures herself with monster cock and anal toy play

User uploadedTrans beauty Bailey Jay pleasures herself with monster cock and anal toy play

Big Dick Transgender Masturbating Anal Play

I got so turned on, I couldn't help but masturbate and use a dildo on my ass

User uploadedI got so turned on, I couldn't help but masturbate and use a dildo on my ass

Stunning Big Boobs Anal Dildo Bbc Masturbation

Slender and gorgeous trans babe stroking her massive cock

User uploadedSlender and gorgeous trans babe stroking her massive cock

Masturbation Sensual

Hot young shemale wife jerking off her huge cock

User uploadedHot young shemale wife jerking off her huge cock

Handjob Masturbating Cut Masturbation Trans

Enormous boobs, massive dick, young transgender girl

User uploadedEnormous boobs, massive dick, young transgender girl

Huge Cock Teenage Trans Anal Play Masturbation Busty

Huge cock, anal fun, and butt fingering with Bailey Jay

User uploadedHuge cock, anal fun, and butt fingering with Bailey Jay

Close-Up Shots Massive Dick Anal Play Anal Masturbation

Bailey Jay enjoys solo play with massive dick and receives a massive orgasm

User uploadedBailey Jay enjoys solo play with massive dick and receives a massive orgasm

Massive Load Anal Fingering Masturbation Big Dick

Blonde shemale Bailey Jay passionately fucks her trans lover Juliette Stray

User uploadedBlonde shemale Bailey Jay passionately fucks her trans lover Juliette Stray

Anal Hardcore Dildo Play Blowjob

Sexy shemale displaying her huge cock and tempting feet

User uploadedSexy shemale displaying her huge cock and tempting feet

Masturbating Pov Big Boobs Anal Play Well-Endowed

Teen trans babe Bailey Jay enjoys hot anal bareback sex

User uploadedTeen trans babe Bailey Jay enjoys hot anal bareback sex

Ass Pounding Transgender Shemale

Naughty trans babe Bailey Jay gets wet and wild while jerking off in the tub

User uploadedNaughty trans babe Bailey Jay gets wet and wild while jerking off in the tub

Bathing Masturbating Dirty Fetish First Person Perspective

Tight shirt can't contain my big tits - Bailey Jay pleasures herself

User uploadedTight shirt can't contain my big tits - Bailey Jay pleasures herself

Masturbation Jerk Off Cock Stroking

Transgender princess Bailey Jay enjoys some tub time while getting herself off

User uploadedTransgender princess Bailey Jay enjoys some tub time while getting herself off

Masturbation Trans Bathtub Solo Play

Plump Booty Porn Music Video (PMV) featuring busty TS babes

User uploadedPlump Booty Porn Music Video (PMV) featuring busty TS babes

Naked Transexual Masturbation Song Compilation Solo Tranny Busty Trans

Tied-up shemale teen Bailey Jay craves cock

User uploadedTied-up shemale teen Bailey Jay craves cock

Bdsm Solo Play Ass Trans Dark Hair

Bailey Jay shoots her warm load down her eager throat

User uploadedBailey Jay shoots her warm load down her eager throat

Teen Babe Transgender Teen Solo Play Masturbating Huge Dick

Sexy shemale Bailey Jay pleasuring herself in steamy solo session

User uploadedSexy shemale Bailey Jay pleasuring herself in steamy solo session

Shemale Masturbating Big Cock Stunning

Vaniity and Bailey Jay playing with each other's tight butt holes

User uploadedVaniity and Bailey Jay playing with each other's tight butt holes

Blowjob Ass Fucking Mouth Fucking Intense Sex

Teen Bailey Jay enjoys her own special flavor

User uploadedTeen Bailey Jay enjoys her own special flavor

Self-Pleasure Shemale Transgender Solo Ass

Cute shemale with small tits gets her tight ass drilled by another shemale

User uploadedCute shemale with small tits gets her tight ass drilled by another shemale

Ladyboy Anal Fuck Blonde

Sharing a naughty oral session together!

User uploadedSharing a naughty oral session together!

Blowjob Sucking Small Breasts Tranny Sex Premium Quality

Busty shemale Bailey Jay drills her friend Juliette Stray

User uploadedBusty shemale Bailey Jay drills her friend Juliette Stray

Anal Shemale On Shemale Blowjob Transgender

Hot she-creatures Juliette Stray and Bailey Jay enjoy some hardcore banging

User uploadedHot she-creatures Juliette Stray and Bailey Jay enjoy some hardcore banging

Oral Toys Anal Rough Sex

Busty tranny Bailey Jay and Juliette Stray give some inexperienced rim jobs and blowjobs

User uploadedBusty tranny Bailey Jay and Juliette Stray give some inexperienced rim jobs and blowjobs

Shemale Big Boobs Lingerie Curvy

Ash-blonde Juliette Stray and Bailey Jay share a wild uniform fantasy with big tits and intense pleasure

User uploadedAsh-blonde Juliette Stray and Bailey Jay share a wild uniform fantasy with big tits and intense pleasure

Hardcore Anal Outfit Big Boobs Blowjob

Shemale Bailey Jay drills a stunning t-girl Juliette Stray

User uploadedShemale Bailey Jay drills a stunning t-girl Juliette Stray

Trans On Trans Deepthroat Anal

Sensual blowjob, shemale on shemale action, and passionate anal sex

User uploadedSensual blowjob, shemale on shemale action, and passionate anal sex

Oral Sex Blowjob Shemale Fucking Butt Sex

Jamie Frenchporn model

Jamie French

41 vids

Isabella Sorrentiporn model

Isabella Sorrenti

41 vids

Hanna Riosporn model

Hanna Rios

41 vids

Sabrina Suzukiporn model

Sabrina Suzuki

40 vids

Luna Roseporn model

Luna Rose

40 vids

Lizzy Yumporn model

Lizzy Yum

39 vids

Janie Bladeporn model

Janie Blade

39 vids

Gaby Abelhaporn model

Gaby Abelha

39 vids

Danika Dreamzporn model

Danika Dreamz

39 vids

Bailee Parisporn model

Bailee Paris

39 vids

TOP RATED NEWEST LONGEST