Jack Bailey Porn Videos
751 videos
Jack Bailey in adorable, sweet-faced twink with a bright smile and an ass that can take quite a bit of punishment. So don't underestimate him! Jack Bailey filmed with Lucas Entertainment during the June 2022 production in Puerto Vallarta, Mexico!
Age: 29 years
Born: 1997-10-29
Ethnicity: Caucasian
Hair: Brunette
Eyes: Blue
Height: 178cm
Jack Bailey has 751 videos available on RawPornHub, mostly in gay, Bareback, Gay. The most watched scene has 1,161,814 views.
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Spoiled Twink Seduces Older Handyman - Jack Bailey, Cliff Jensen - DisruptiveFilms
15 min
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HETEROFLEXIBLE - INSANE ACCIDENTAL GANGBANG + BUKKAKE For Greedy Twink Tutor! INTERRACIAL FUCK FEST!
16 min
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HETEROFLEXIBLE - Nerdy Twink Jack Bailey Is Hard Rough Gangbanged By The Football Team + CUM SHOWER
14 min
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Innocent Teen Boy Gets His Perfect Round Butt Spanked For His Bad Grades By His Strict Step Father
19 min
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Teacher Reconnects With and Makes Love to Former Student - Greg McKeon, Jack Bailey - Disruptive
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Little Stepbro Moves Into My Room - BrotherCrush
5 min
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Gay Twink Jack Bailey Lets Daddy Fuck Deep Bareback
16 min
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FamilyDick - Perv Stepdad Shares His Innocent Stepson With Horny Boss By The Pool For Promotion
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Curious Step Siblings Make Out Intensely And Play With Each Other’s Cocks
16 min
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Twink Stepbrother Seduces His Step Sibling And Pounds His Tight Ass While Their Parents Are Away
12 min
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Sexy Stepfather Hires Twink Stepson To 'Work' At His Firm - David Skylar, Jack Bailey - NextDoorTwin
12 min
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Cute Twink Gets Ass Plowed By Mechanic Fuck Buddy - NextDoorTaboo
5 min
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Delinquent Twink Jack Bailey Takes Older Creeps Dick Bareback POV
11 min
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Bratty & Disrespectful Twink Taught Life Lessons From Hardened Mechanic - DisruptiveFilms
5 min
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Flexible Twink Jack Bailey learns Yoga and gets Stretched Out RAW
6 min
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Super Hot Teens Jack Bailey & Masyn Thorne Meet For The First Time!
5 min
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Jack Bailey Gay 4 Pay Threesome With Daddy Bareback
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HungFuckers Jack Baily fucked hard by horse hung top Eddie Patrick
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Gay 4 Pay Easy Bottom Jack Bailey Takes A Big Cock And Cums All Over Himself
5 min
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Pair of Twinks Jack Bailey and Jack Valor get Buttfucked by Colby Chambers and Mickey Knox BAREBACK!
16 min
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Bored Step Brothers Jesse Bolton & Jack Bailey Get Wild While Cleaning The Pool - BrotherCrush
5 min
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Gay 4 Pay Straight Boy Jack Bailey Is The Perfect Bottom
10 min
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HungFuckers Cute horny slut Jack Bailey spitroasted by muscle DILFs
5 min
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Cock Hungry Gay 4 Pay Teen Jack Bailey Fucked Deep By Big Dick Top
15 min
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Creepy Twink Goes Too Far In Getting Stepdad's Attention - DisruptiveFilms
12 min
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StepDILF Boss Fucks Twink Intern Stepson - David Skylar, Jack Bailey - NextDoorTwink
5 min
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Barely Legal Twink Jack Bailey gets his ass WRECKED by Mickey Knox RAW
4 min
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Mickey Knox Fucks Cock Hungry Bottom Jack Bailey RAW
10 min
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HungFuckers Eddie Patrick plows a big load into Jack Baileys hole
5 min
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Jack Bailey Is Too Horny For His Str8 Twink Friend
21 min
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NextDoorTaboo - Secret Sexcapades Series Compilation FT Roman Todd, Jack Bailey N'More!!
8 min
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Detention Twink Gets A Fat Cock Wedged Up His Ass As Punishment
13 min
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Horny Twink Threesome wt Muscle Hunk Roomie - Damien White, Jack Bailey, Trevor Harris - NextDoorTwi
8 min
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MenPov Intense POV Sex With Hung Jack Bailey
5 min
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Twink Nympho Jack Bailey Brings His Friend Over For A Bareback Threesome With Daddy
4 min
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Jack Bailey gapes hole with a thick dildo