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Bailey Jay

Bailey Jay

358 scenes · Trans

Bailey Jay satisfies countless twisted fantasies for men and women, and everyone who falls somewhere in between. She’s a super cute chick with great curves, an amazing set of smooth round cans and a sweet hipster style. She’s into Otaku, Manga and Cosplay, for all the nerdy fan boys and girls who love that kinky Japanese play. Bailey’s rocking a stiff package in her panties that just can’t stay put when she gets aroused and excited. As far as transsexual mega sluts go, Bailey Jay is the perfect combination of hot babe and big dick. Everything about her body screams super fit chick but with that one extra added bone bonus. She’s got the cock power to bend a guy or girl over and give them a good backdoor lesson in gender bending hardcore. With her bit of bush on top and smoothly shaved balls on the bottom, even the straightest of dudes might find themselves kneeling before Bailey and getting a taste of cock for the first time. Bailey is lucky to have so many different sex partner possibilities; she sucks and gets sucked, and she fucks and gets fucked, with unmatched enthusiasm for every combination. With a couple of consecutive awards for Transsexual Performer of the Year from AVN, you know she’s a premiere meatpacking babe who’ll make anyone question their pervy preferences. In her amazing Evil Angel series "Shemale Police", she practically blew up the TS box office.

  • Bailey Jay

Scenespage 5 of 6

NewestMost watchedLongestOldest
All 358With trailer 75
All studiosBailey Jay 339Transsexual Angel 6Hot TS 4Sweet FemDom 4Evil Angel 2Sarina Valentina 1Video Art Holland 1Pornhub: Luna Vixen 1
Cam Girl9:58

Cam Girl

Bailey Jay·27 Aug 2015

So Much Cum7:47

So Much Cum

Bailey Jay·16 Aug 2015

Alone In My Nyc Crash Pad10:43

Alone In My Nyc Crash Pad

Bailey Jay·4 Aug 2015

Yes Sir10:31

Yes Sir

Bailey Jay·22 Jul 2015

Crash Pad, Cock Slut11:54

Crash Pad, Cock Slut

Bailey Jay·24 Jun 2015

Dirty Couch BJ9:06

Dirty Couch BJ

Bailey Jay·31 May 2015

Fucking A Rubber Pussy7:12

Fucking A Rubber Pussy

Bailey Jay·21 Apr 2015

Booksmart Butt Slut Lady7:32

Booksmart Butt Slut Lady

Bailey Jay·8 Apr 2015

Cabin Fever5:57

Cabin Fever

Bailey Jay·27 Mar 2015

Gym Slut Bitch5:53

Gym Slut Bitch

Bailey Jay·3 Mar 2015

Creampie My Ass17:52

Creampie My Ass

Bailey Jay·7 Feb 2015

Home Again, Home Again POV11:50

Home Again, Home Again POV

Bailey Jay·3 Jan 2015

Kelli Lox & Bailey Jay17:00

Kelli Lox & Bailey Jay

Bailey Jay·20 Dec 2014

Addicted To Cum11:25

Addicted To Cum

Bailey Jay·8 Dec 2014

Shyvie Shiv19:02

Shyvie Shiv

Bailey Jay·26 Nov 2014

Koko And Bailey23:25

Koko And Bailey

Bailey Jay·5 Nov 2014

No Makeup Morning Sex11:30

No Makeup Morning Sex

Bailey Jay·2 Nov 2014

Bailey Jay & Alyssa21:06

Bailey Jay & Alyssa

Bailey Jay·9 Oct 2014

Feels Like The First Time!23:11

Feels Like The First Time!

Bailey Jay·14 Sept 2014

We Love To Suck Dick11:21

We Love To Suck Dick

Bailey Jay·3 Sept 2014

Heat Of The Moment8:29

Heat Of The Moment

Bailey Jay·17 Jul 2014

Cummin' In My Own Face12:36

Cummin' In My Own Face

Bailey Jay·5 Jul 2014

Cum Again10:16

Cum Again

Bailey Jay·30 May 2014

Wife Beaters15:18

Wife Beaters

Bailey Jay·18 May 2014

You're So Fucking Hot32:30

You're So Fucking Hot

Bailey Jay·6 May 2014

White Hot5:02

White Hot

Bailey Jay·24 Apr 2014

Morning Buttsex, Hj, BJ, And Cumshot10:33

Morning Buttsex, Hj, BJ, And Cumshot

Bailey Jay·16 Apr 2014

Slut In A Tub9:52

Slut In A Tub

Bailey Jay·12 Apr 2014

Hitatchi5:55

Hitatchi

Bailey Jay·31 Mar 2014

Hotel Slut11:56

Hotel Slut

Bailey Jay·19 Mar 2014

Lounging On The Couch By Myself5:33

Lounging On The Couch By Myself

Bailey Jay·7 Mar 2014

Shower With Bailey5:40

Shower With Bailey

Bailey Jay·23 Feb 2014

I Got A New Toy9:59

I Got A New Toy

Bailey Jay·23 Feb 2014

Murphy Bed15:47

Murphy Bed

Bailey Jay·6 Jan 2014

Christmas BJ With Bailey Jay14:29

Christmas BJ With Bailey Jay

Bailey Jay·25 Dec 2013

Very Spooky House8:59

Very Spooky House

Bailey Jay·13 Dec 2013

Two Dicks, One Hand14:04

Two Dicks, One Hand

Bailey Jay·19 Nov 2013

A Quickie With Bailey Jay5:55

A Quickie With Bailey Jay

Bailey Jay·7 Nov 2013

Stroking My Big, Fat Cock6:01

Stroking My Big, Fat Cock

Bailey Jay·14 Oct 2013

So Fucking Horny9:20

So Fucking Horny

Bailey Jay·20 Sept 2013

Can't Stop, Won't Stop Fingering My Butt12:23

Can't Stop, Won't Stop Fingering My Butt

Bailey Jay·8 Sept 2013

My Shirt's Too Small12:43

My Shirt's Too Small

Bailey Jay·27 Aug 2013

Whore Motel11:57

Whore Motel

Bailey Jay·15 Aug 2013

Worship My Ass18:39

Worship My Ass

Bailey Jay·30 Jul 2013

Teenage Mutant Ninja Tranny10:55

Teenage Mutant Ninja Tranny

Bailey Jay·6 Jul 2013

Photoshoot Slut19:57

Photoshoot Slut

Bailey Jay·24 Jun 2013

Wet N' Wild12:31

Wet N' Wild

Bailey Jay·12 Jun 2013

I Wanna Smell Your Balls19:35

I Wanna Smell Your Balls

Bailey Jay·31 May 2013

I Think We're Alone Now13:34

I Think We're Alone Now

Bailey Jay·19 May 2013

Suite Butt Sex14:57

Suite Butt Sex

Bailey Jay·7 May 2013

Hottie On A Red Couch8:38

Hottie On A Red Couch

Bailey Jay·30 Apr 2013

Red-Headed Slut9:49

Red-Headed Slut

Bailey Jay·25 Apr 2013

I Love When You Cum On My Tits13:02

I Love When You Cum On My Tits

Bailey Jay·13 Apr 2013

Headboard11:01

Headboard

Bailey Jay·28 Mar 2013

Headboard13:39

Headboard

Bailey Jay·28 Mar 2013

Cock Slut12:55

Cock Slut

Bailey Jay·4 Mar 2013

Yoga Pants Boner14:21

Yoga Pants Boner

Bailey Jay·20 Feb 2013

She-Male Police #02, Scene #03Trailer46:07

She-Male Police #02, Scene #03

Transsexual Angel·10 Feb 2013

Sexy Russian Robot Slut10:35

Sexy Russian Robot Slut

Bailey Jay·8 Feb 2013

Kneehigh Sox N' Cox15:11

Kneehigh Sox N' Cox

Bailey Jay·15 Jan 2013

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