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Main Models Bailey Jay
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Bailey Jay

Bailey Jay

Transgender50 vids
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.
  • 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

Bailey Jay Porn videos

PopularNewest Longest
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
Tub PlayHuge MemberPhat AssTugging Dick
Sexy teen shemale Bailey Jay gets naughty with anal play
User uploadedSexy teen shemale Bailey Jay gets naughty with anal play
Dildo ActionTeen TrannyAnal WhoreAss PlayBig Cock
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
Young ShemaleMasturbationNerdHuge CockButt Play
Sultry teen trans Bailey Jay pleasures herself at home
User uploadedSultry teen trans Bailey Jay pleasures herself at home
Solo PlayMasturbatingPoint Of ViewMasturbationSolo
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
MasturbatingCouchPoint Of View
Bailey Jay masturbates to stay extra horny
User uploadedBailey Jay masturbates to stay extra horny
Transsexual SoloMasturbationFeet Worship
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!
Live PerformanceWell-EndowedTrannyMasturbationWebcam
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!
GorgeousShemaleToy InsertionJerking
Bailey Jay pleasuring her red-hot nubile shemale cock
User uploadedBailey Jay pleasuring her red-hot nubile shemale cock
MasturbationTransAutoMechanic
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
MasturbationTransBig Dick
Cleaning up my mess: licking my own cum off the floor
User uploadedCleaning up my mess: licking my own cum off the floor
Self-PleasureFloor CumCum Eating
Bailey strokes her huge trans cock after taking a bath
User uploadedBailey strokes her huge trans cock after taking a bath
MasturbationAssTranssexualSoloBathtub
Bailey Jay enjoys anal finger penetration while pleasuring her big dick
User uploadedBailey Jay enjoys anal finger penetration while pleasuring her big dick
Ass FuckingMasturbationCock StrokingAnal 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
Big BoobsAnal DildoBBCMasturbationStunning
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
Shemale SexPantyhoseLingerieGirlfriend Oral
Bailey Jay pleasures her massive delicious dick
User uploadedBailey Jay pleasures her massive delicious dick
MasturbationSensationalSolo TransStrokingShemale Big Cock
Teen Trans Bailey Jay gets wet and wild in the shower
User uploadedTeen Trans Bailey Jay gets wet and wild in the shower
FetishMasturbationAssTranssexualBath
Pretty young trans star Bailey Jay shows off her skills
User uploadedPretty young trans star Bailey Jay shows off her skills
SoloTransMasturbation
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
MasturbationAssTranssexualSex Toys
Bailey's foot fetish and fishnet butt fingering sessions
User uploadedBailey's foot fetish and fishnet butt fingering sessions
Sexy GirlfriendAnal Masturbation
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
Well-EndowedMasturbationMasturbatingPoolsideHunk
Slender and gorgeous trans babe stroking her massive cock
User uploadedSlender and gorgeous trans babe stroking her massive cock
MasturbationSensual
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
FetishSolo PlayLatex BootsAdorable TgirlMasturbating Shemale
Bailey Jay's cute big bow complements her huge throbbing dick
User uploadedBailey Jay's cute big bow complements her huge throbbing dick
Huge CockJerking OffMasturbatingTrans
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
MasturbationSelf-SuckingTasting CumDelicious Load
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 DickTransgenderMasturbatingAnal Play
Teen trans babe Bailey Jay enjoys hot anal bareback sex
User uploadedTeen trans babe Bailey Jay enjoys hot anal bareback sex
TransgenderShemaleAss Pounding
Hot young shemale wife jerking off her huge cock
User uploadedHot young shemale wife jerking off her huge cock
SpouseHandjobMasturbatingCutMasturbation
Enormous boobs, massive dick, young transgender girl
User uploadedEnormous boobs, massive dick, young transgender girl
BustyHuge CockTeenage TransAnal PlayMasturbation
Sexy shemale displaying her huge cock and tempting feet
User uploadedSexy shemale displaying her huge cock and tempting feet
MasturbatingPOV Big BoobsAnal PlayWell-Endowed
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 LoadAnal FingeringMasturbationBig Dick
Huge cock, anal fun, and butt fingering with Bailey Jay
User uploadedHuge cock, anal fun, and butt fingering with Bailey Jay
Massive DickAnal PlayAnal MasturbationClose-Up Shots
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
First Person PerspectiveBarebackBathingMasturbatingDirty
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
Solo PlayMasturbationTransBathtub
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
MasturbationJerk OffCock Stroking
Blonde shemale Bailey Jay passionately fucks her trans lover Juliette Stray
User uploadedBlonde shemale Bailey Jay passionately fucks her trans lover Juliette Stray
BlowjobAnalHardcoreDildo Play
Tied-up shemale teen Bailey Jay craves cock
User uploadedTied-up shemale teen Bailey Jay craves cock
BDSMSolo PlayAssTransDark Hair
Plump Booty Porn Music Video (PMV) featuring busty TS babes
User uploadedPlump Booty Porn Music Video (PMV) featuring busty TS babes
NakedTransexual MasturbationSong CompilationSolo TrannyBusty Trans
Bailey Jay shoots her warm load down her eager throat
User uploadedBailey Jay shoots her warm load down her eager throat
Solo PlayMasturbatingHuge DickCock StrokingTeen Babe
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
Mouth FuckingIntense SexBlowjobAss Fucking
Teen Bailey Jay enjoys her own special flavor
User uploadedTeen Bailey Jay enjoys her own special flavor
Self-PleasureShemaleTransgenderSoloAss
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
LadyboyAnal FuckBlonde
Sharing a naughty oral session together!
User uploadedSharing a naughty oral session together!
BlowjobSuckingSmall BreastsTranny SexPremium Quality
Sexy shemale Bailey Jay pleasuring herself in steamy solo session
User uploadedSexy shemale Bailey Jay pleasuring herself in steamy solo session
Big CockStunningShemaleMasturbating
Busty shemale Bailey Jay drills her friend Juliette Stray
User uploadedBusty shemale Bailey Jay drills her friend Juliette Stray
BlowjobTransgenderAnalShemale On Shemale
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
OralToysAnalRough 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
Big BoobsLingerieCurvyShemale
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
AnalOutfitBig BoobsBlowjobHardcore
Shemale Bailey Jay drills a stunning t-girl Juliette Stray
User uploadedShemale Bailey Jay drills a stunning t-girl Juliette Stray
AnalTrans On TransDeepthroat
Sensual blowjob, shemale on shemale action, and passionate anal sex
User uploadedSensual blowjob, shemale on shemale action, and passionate anal sex
BlowjobShemale FuckingButt SexOral Sex

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