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Bailey Jay Porn Videos (337)

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Bailey Jay porn video – Bailey Jay needs her dick sucked with Lance Hart (FULL)
91%
5:12
Bailey Jay needs her dick sucked with Lance Hart (FULL)
ft. Lance Hart

XVideos 2 years ago

Bailey Jay porn video – Cumming in Humidity 'coz my Cock is Full of Cum
91%
6:10
Cumming in Humidity 'coz my Cock is Full of Cum

Pornhub 1 year ago

Bailey Jay porn video – Bailey Eats her own Cum Live on her Webcam Show
91%
6:10
Bailey Eats her own Cum Live on her Webcam Show

Pornhub 1 year ago

Bailey Jay porn video – Bailey wants to Slurp and Swallow your Hot Creamy Load
91%
6:10
Bailey wants to Slurp and Swallow your Hot Creamy Load

Pornhub 1 year ago

Bailey Jay porn video – I Love a Hard Cock Ramming up my Tight Teeny Ass
91%
6:10
I Love a Hard Cock Ramming up my Tight Teeny Ass

Pornhub 1 year ago

Bailey Jay porn video – Swapping Heads and taking Turns Sucking Cock and Balls with my Girlfriend!
91%
6:10
Swapping Heads and taking Turns Sucking Cock and Balls with my Girlfriend!

Pornhub 1 year ago

Bailey Jay porn video – Bailey Teaches you how to Satisfy her Cock
91%
6:10
Bailey Teaches you how to Satisfy her Cock

Pornhub 1 year ago

Bailey Jay porn video – Hot Teen Trans Jerks off and Eats her own Cum
91%
6:10
Hot Teen Trans Jerks off and Eats her own Cum

Pornhub 1 year ago

Bailey Jay porn video – tranny takes a huge cumshot on her big tits
85%
14:44
tranny takes a huge cumshot on her big tits

XVideos 2 years ago

Bailey Jay porn video – I'm Cabin Fever Stricken and Shooting my Load is the Cure
91%
6:10
I'm Cabin Fever Stricken and Shooting my Load is the Cure

Pornhub 2 years ago

Bailey Jay porn video – BAILEY JAY POV VIDEO
93%
11:46
BAILEY JAY POV VIDEO

XVideos 3 years ago

Bailey Jay porn video – Bailey Jay punish with his big cock
87%
5:12
Bailey Jay punish with his big cock
ft. Lance Hart

XNXX 2 years ago

Bailey Jay porn video – Bailey Strokes her Big Fat Juicy Cock
91%
5:10
Bailey Strokes her Big Fat Juicy Cock

Pornhub 2 years ago

Bailey Jay porn video – Bailey Shoots her Hot Creamy Load Straight to her Dirty Mouth
91%
6:11
Bailey Shoots her Hot Creamy Load Straight to her Dirty Mouth

Pornhub 2 years ago

Bailey Jay porn video – Let There Be Gay
83%
11:58
Let There Be Gay
ft. Natalie Mars

XVideos 7 months ago

Bailey Jay porn video – I'm Fucking this Rubber Pussy and it Feels Good!
91%
6:10
I'm Fucking this Rubber Pussy and it Feels Good!

Pornhub 2 years ago

Bailey Jay porn video – Licking my own Cum Clean off the Floor
91%
6:10
Licking my own Cum Clean off the Floor

Pornhub 2 years ago

Bailey Jay porn video – I'm Cleaning the Creamy Mess I made on the Floor
91%
6:10
I'm Cleaning the Creamy Mess I made on the Floor

Pornhub 1 year ago

Bailey Jay porn video – Fingering my Ass until Cum Explodes out of my Dick
91%
6:10
Fingering my Ass until Cum Explodes out of my Dick

Pornhub 2 years ago

Bailey Jay porn video – Hot Teen Shemales Sarina and Bailey Sucking Eachother off
91%
5:10
Hot Teen Shemales Sarina and Bailey Sucking Eachother off
ft. Sarina Valentina

Pornhub 3 years ago

Bailey Jay porn video – Bailey Jay Sexy Pics
81%
5:23
Bailey Jay Sexy Pics

XVideos 3 years ago

Bailey Jay porn video – Fucking myself Silly while I Stroke my Big 'ol Cock!
91%
6:10
Fucking myself Silly while I Stroke my Big 'ol Cock!

Pornhub 2 years ago

Bailey Jay porn video – I came so Hard after Jerking off while Toying my Ass
91%
6:10
I came so Hard after Jerking off while Toying my Ass

Pornhub 2 years ago

Bailey Jay porn video – Let me Jerk off my Cock and Finger my Ass right in Front of your Face
91%
6:10
Let me Jerk off my Cock and Finger my Ass right in Front of your Face

Pornhub 1 year ago

Bailey Jay porn video – Bailey is a Frisky Bitch with a Tight Ass and Huge Juicy Cock
91%
6:10
Bailey is a Frisky Bitch with a Tight Ass and Huge Juicy Cock

Pornhub 2 years ago

Bailey Jay porn video – Trans Bookworm, Pleasures herself with a Furious Cock Stroking and Ass Toying
91%
6:10
Trans Bookworm, Pleasures herself with a Furious Cock Stroking and Ass Toying

Pornhub 2 years ago

Bailey Jay porn video – Bailey Jerking off to keep Warm
91%
6:05
Bailey Jerking off to keep Warm

Pornhub 2 years ago

Bailey Jay porn video – Hot Teen Trans Jerking off her Holiday Loneliness
91%
6:10
Hot Teen Trans Jerking off her Holiday Loneliness

Pornhub 1 year ago

Bailey Jay porn video – Big Titty Teen Tranny Bailey Jay Jerking off in the Bath Tub
91%
5:10
Big Titty Teen Tranny Bailey Jay Jerking off in the Bath Tub

Pornhub 2 years ago

Bailey Jay porn video – Teenage Tranny Showing off her Massive Cock and Sexy Feet
91%
5:10
Teenage Tranny Showing off her Massive Cock and Sexy Feet

Pornhub 2 years ago

Bailey Jay porn video – Bailey Gets her Pink Ass Finger Fucked while she Jerks off her Big Cock
91%
5:10
Bailey Gets her Pink Ass Finger Fucked while she Jerks off her Big Cock

Pornhub 3 years ago

Bailey Jay porn video – Hot and Gorgeous me Stroking my Cock by the Pool
91%
6:10
Hot and Gorgeous me Stroking my Cock by the Pool

Pornhub 2 years ago

Bailey Jay porn video – Bailey's a got a new Toy to Pleasure her Ass with
91%
5:10
Bailey's a got a new Toy to Pleasure her Ass with

Pornhub 2 years ago

Bailey Jay porn video – Wet and Wild Trans Bailey Jay Jerks off in the Bathtub
91%
5:10
Wet and Wild Trans Bailey Jay Jerks off in the Bathtub

Pornhub 2 years ago

Bailey Jay porn video – Watch Sexy Teen Shemale Bailey Jay Fucks Her Toy Hard
94%
5:08
Watch Sexy Teen Shemale Bailey Jay Fucks Her Toy Hard

Youporn 4 years ago

Bailey Jay porn video – Bailey with a Gag Ball Jerking off and Fingering her Ass
91%
6:04
Bailey with a Gag Ball Jerking off and Fingering her Ass

Pornhub 2 years ago

Bailey Jay porn video – Hot Young Trans Bailey Jay Riding a Big Floor Dildo while Jerking off
91%
5:22
Hot Young Trans Bailey Jay Riding a Big Floor Dildo while Jerking off

Pornhub 3 years ago

Bailey Jay porn video – Bailey Stroking her Big Tasty Cock
90%
6:06
Bailey Stroking her Big Tasty Cock

Pornhub 2 years ago

Bailey Jay porn video – Hot Teenie Tranny Finger Fucking her Ass while Jerking off
91%
5:10
Hot Teenie Tranny Finger Fucking her Ass while Jerking off

Pornhub 3 years ago

Bailey Jay porn video – Superstar Bailey Jay Fotos
84%
5:23
Superstar Bailey Jay Fotos

XNXX 3 years ago

Bailey Jay porn video – You Wanna Smell my Asshole?
91%
6:03
You Wanna Smell my Asshole?

Pornhub 2 years ago

Bailey Jay porn video – Superstar Bailey Jay Fotos
84%
5:23
Superstar Bailey Jay Fotos

XNXX 3 years ago

Bailey Jay porn video – My Shirt's too Small it could not Hold my Tits
91%
5:10
My Shirt's too Small it could not Hold my Tits

Pornhub 2 years ago

Bailey Jay porn video – Shower Time is also Cock Stroking Time for Bailey
91%
5:10
Shower Time is also Cock Stroking Time for Bailey

Pornhub 3 years ago

Bailey Jay porn video – This Hot and Gorgous Teen Trans Stroking her Big Dick on my Sofa
91%
5:10
This Hot and Gorgous Teen Trans Stroking her Big Dick on my Sofa

Pornhub 3 years ago

Bailey Jay porn video – Laundry Day is Jerk off Day for Hot Teen Tranny Bailey Jay
91%
5:08
Laundry Day is Jerk off Day for Hot Teen Tranny Bailey Jay

Pornhub 3 years ago

Bailey Jay porn video – Teen Tranny Cam Girl Bailey Plays with her Ass and Cock Live!
90%
6:10
Teen Tranny Cam Girl Bailey Plays with her Ass and Cock Live!

Pornhub 2 years ago

Bailey Jay porn video – All Hail the Queen! Feat. Bailey Jay & Dani Sophia (Trailer)
91%
0:30
All Hail the Queen! Feat. Bailey Jay & Dani Sophia (Trailer)

Pornhub 2 years ago

Bailey Jay porn video – Beautiful Teen Trans Jerking her Cock off in a Dirty Motel
91%
5:10
Beautiful Teen Trans Jerking her Cock off in a Dirty Motel

Pornhub 3 years ago

Bailey Jay porn video – Bailey Jay Satisfies her Thick Fat Tranny Cock with her Toy Pussy
91%
5:08
Bailey Jay Satisfies her Thick Fat Tranny Cock with her Toy Pussy

Pornhub 3 years ago

Bailey Jay porn video – Bailey Plays with a Cock Toy and Shoves it up her Tight Pink Ass
91%
5:10
Bailey Plays with a Cock Toy and Shoves it up her Tight Pink Ass

Pornhub 3 years ago

Bailey Jay porn video – Teen Shemale Bailey Playing with her Sexy Feet and Cock
95%
5:10
Teen Shemale Bailey Playing with her Sexy Feet and Cock

Youporn 3 years ago

Bailey Jay porn video – Teen Trans Bailey Jay's Pussy Toy made her Big Cock Cum
91%
5:08
Teen Trans Bailey Jay's Pussy Toy made her Big Cock Cum

Pornhub 3 years ago

Bailey Jay porn video – My Sexy Feet and Hard Big Cock are Waiting for your Hot Man Juice
90%
6:10
My Sexy Feet and Hard Big Cock are Waiting for your Hot Man Juice

Pornhub 2 years ago

Bailey Jay porn video – Bailey Jay is A Cum Addicted Alut
91%
10:46
Bailey Jay is A Cum Addicted Alut

Youporn 7 years ago

Bailey Jay porn video – Bailey's a got a new toy to pleasure her ass with
92%
5:10
Bailey's a got a new toy to pleasure her ass with

Redtube 2 years ago

Bailey Jay porn video – Bailey's Cute Big Bow Matches her Big Pulsating Cock
91%
5:10
Bailey's Cute Big Bow Matches her Big Pulsating Cock

Pornhub 2 years ago

Bailey Jay porn video – Hot TS Bailey Jay Masturbating her Massive Cock
91%
5:10
Hot TS Bailey Jay Masturbating her Massive Cock

Pornhub 3 years ago

Bailey Jay porn video – Teen Trans with a Butt Plug Strokes her Young Massive Cock in the Morning
91%
5:08
Teen Trans with a Butt Plug Strokes her Young Massive Cock in the Morning

Pornhub 3 years ago

Bailey Jay porn video – Beautiful Teen Shemale Bailey Jay Jerking off in a Motel
91%
5:08
Beautiful Teen Shemale Bailey Jay Jerking off in a Motel

Pornhub 3 years ago

Bailey Jay porn video – Lonely Sunday so I Stayed at Home and Played with my Tranny Cock
91%
5:10
Lonely Sunday so I Stayed at Home and Played with my Tranny Cock

Pornhub 3 years ago

Bailey Jay porn video – Rub a Dub Dub Teen Tranny Bailey Jerking in a Tub
90%
5:09
Rub a Dub Dub Teen Tranny Bailey Jerking in a Tub

Pornhub 3 years ago

Bailey Jay porn video – Ready your Thousand Baby Oils to Jerk off with Bailey's Spooky Freaky Offs
91%
6:10
Ready your Thousand Baby Oils to Jerk off with Bailey's Spooky Freaky Offs

Pornhub 1 year ago

Bailey Jay porn video – Teen Tranny Stroking her Hairy Cock and Playing with her Tight Teen Ass
90%
5:08
Teen Tranny Stroking her Hairy Cock and Playing with her Tight Teen Ass

Pornhub 3 years ago

Bailey Jay porn video – Teen Tranny Bailey in a Cute Dress Jerks off her Fat Cock
91%
5:08
Teen Tranny Bailey in a Cute Dress Jerks off her Fat Cock

Pornhub 3 years ago

Bailey Jay porn video – Bailey's Reliable Toy keeps her Pleasured and Relaxed
91%
6:01
Bailey's Reliable Toy keeps her Pleasured and Relaxed

Pornhub 2 years ago

Bailey Jay porn video – A Hot alone Time with Bailey Ensures a Flood of Cum
90%
5:10
A Hot alone Time with Bailey Ensures a Flood of Cum

Pornhub 2 years ago

Bailey Jay porn video – Bailey's Wishlist is to have Tons of Cocks to Fuck all her Holes all Year Long
91%
5:10
Bailey's Wishlist is to have Tons of Cocks to Fuck all her Holes all Year Long

Pornhub 3 years ago

Bailey Jay porn video – Bailey Jay POV deepthroat
98%
10:03
Bailey Jay POV deepthroat

Youporn 4 years ago

Bailey Jay porn video – Gorgeous Hairy Teen Tranny Giving her Pussy Toy a Hard Fucking
91%
5:08
Gorgeous Hairy Teen Tranny Giving her Pussy Toy a Hard Fucking

Pornhub 4 years ago

Bailey Jay porn video – Sissy laundry caught!
62%
10:09
Sissy laundry caught!

XVideos 3 years ago

Bailey Jay porn video – Hot Teen Trans Bailey Jay is alone at Home Jerking off
92%
5:10
Hot Teen Trans Bailey Jay is alone at Home Jerking off

Pornhub 2 years ago

Bailey Jay porn video – Bailey stroking her massive dick while getting her cherries fingered
91%
5:10
Bailey stroking her massive dick while getting her cherries fingered

Redtube 3 years ago

Bailey Jay porn video – Young and Tranny full of Cum Bailey Jay Stroking Her Fat Cock
81%
5:09
Young and Tranny full of Cum Bailey Jay Stroking Her Fat Cock

Youporn 3 years ago

Bailey Jay porn video – Bailey's alone Time Foot Fetish and Masturbation
91%
5:10
Bailey's alone Time Foot Fetish and Masturbation

Pornhub 3 years ago

Bailey Jay porn video – Bailey stroking her massive dick while getting her cherries fingered
88%
5:10
Bailey stroking her massive dick while getting her cherries fingered

Youporn 3 years ago

Bailey Jay porn video – Swapping heads and taking turns sucking cock and balls with my girlfriend!
6:10
Swapping heads and taking turns sucking cock and balls with my girlfriend!

Redtube 1 year ago

Bailey Jay porn video – Gorgeous Shemale Bailey Jay Tied Up in the Bathroom
83%
5:08
Gorgeous Shemale Bailey Jay Tied Up in the Bathroom

Youporn 4 years ago

Bailey Jay porn video – Fucking myself silly while I stroke my big 'ol cock!
95%
6:10
Fucking myself silly while I stroke my big 'ol cock!

Redtube 2 years ago

Bailey Jay porn video – Teen Trans Bailey Jay Rubs Oil on Her Perky Big Tits
82%
5:08
Teen Trans Bailey Jay Rubs Oil on Her Perky Big Tits
ft. Jay Play

Youporn 4 years ago

Related stars:
Domino Presley Bailey Ryder Sarina Valentina Juliette Blonde Lance Hart Bee Armitage Ashli Orion Carla Novaes Lucy Hart Morgan Bailey Natalie Mars Nella Jay Akira Shell Alice March Amanda Blow Amanda Blue Amanda Taylor Ariel Demure
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Bailey Jay, born November 5, 1988, in Richmond, Virginia, is an American transgender pornographic actress, adult model, presenter, and podcaster. Standing 5 ft 5 in tall, she began cross-dressing young and entered the industry around 2008 under aliases like Line Trap and Lola. She rose to prominence, winning AVN Transsexual Performer of the Year in 2011 and 2012, 2016 AVN Fan Award for Favorite Trans Performer, and 2010 Transgender Erotica Award for Best Solo Model, with XBIZ nominations. Jay expanded into podcasting with The Bailey Jay Show, The Trans Witching Hour, Blood Lust with Bailey Jay, and Sugar and Spice alongside Jen Richards.

Her TV appearances include Inside Amy Schumer (2015), The Approval Matrix (2014), and presenting on Vice Media's The Jim Norton Show (2014), plus cameos in films like Return to Nuke 'Em High (2017). Married to photographer Matthew Terhune since 2011, she runs ts-baileyjay. com, blending adult content and advocacy.