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Jack’s Teen America 05 – Part 5

Jack’s Teen America 05 – Part 5
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Jack’s Teen America 05 – Part 4
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Jack’s Teen America 09 – Part 3
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Jack’s Playground 16 – Part 3

Jack’s Playground 16 – Part 3
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

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Spring Break Surprise
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After another long night of partying during Spring Break, all she wants to do is sleep the day away! Her partying roomies, however, just wanna get their rocks off, but…

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Sir Keiran’s School of Anal Training Part 3

Sir Keiran’s School of Anal Training Part 3
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When Sir Keiran learns that Zoey has been slacking in her anal training, he makes sure that her ass is gaping once he’s done with her!

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Jack’s Playground 15 – Part 6
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

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Latina Weather Girl

Latina Weather Girl
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News Anchor Johnny can’t get enough of Weather Girl Victoria’s gorgeous ass– he loves it almost as much as she does! As a prank, he puts porn on the green…

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Jack’s Teen America 08 – Part 4
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Easter Egg Cunt

Easter Egg Cunt
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He just can’t get enough of his soon-to-be stepmom’s ass, and well, stepmom knows it! She plans a very special Easter egg hunt for her future stepson – with her…

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Jack’s Teen America 01 – Part 2
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Masked Munchers
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Ms. Olive arrives at an elite masquerade party only to realize that she is the sole guest that Mistress Jasmine has invited.

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Jack’s Teen America 01 – Part 4
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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Jack’s Playground 21 – Part 4
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 21 – Part 5

Jack’s Playground 21 – Part 5
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Cumless: A DP XXX Parody Part 2
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Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…

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Jack’s Playground 21 – Part 6
IMDb: N/A
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Cumless: A DP XXX Parody Part 1
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Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…

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Jack’s Playground 21 – Part 2

Jack’s Playground 21 – Part 2
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Cumless: A DP XXX Parody Part 3

Cumless: A DP XXX Parody Part 3
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Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…

Genre: Uncategorized
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Mrs Behavin’ – Part 2

Mrs Behavin’ – Part 2
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Janine’s first interracial and NO CONDOM scene!

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Jack’s Playground 14 – Part 1

Jack’s Playground 14 – Part 1
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Teagan: Erotique – Part 7

Teagan: Erotique – Part 7
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Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…

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Jack’s Playground 12 – Part 6

Jack’s Playground 12 – Part 6
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Band Camp – Part 2

Band Camp – Part 2
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Blending rock-n-roll with hot chicks and money resulted in Band Camp, the new, musically inspired trip by Digital Playground’s acclaimed director, Robby D. Harmony unravels and tempers flare as budding…

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Jack’s Teen America 11 – Part 1
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

Genre: Uncategorized
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Jack’s Teen America 13 – Part 4
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Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…

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Jack’s Playground 11 – Part 5

Jack’s Playground 11 – Part 5
IMDb: N/A
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 11 – Part 6
IMDb: N/A
N/A
N/A

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 29 – Part 7
IMDb: N/A
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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MindReader – Part 2
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Unlucky at work and love, Gary Murphy gains the ability to read people’s minds. In the process of realizing that office politics need a little cleaning up, he discovers the…

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MindReader – Part 3
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Unlucky at work and love, Gary Murphy gains the ability to read people’s minds. In the process of realizing that office politics need a little cleaning up, he discovers the…

Genre: Uncategorized
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 09 – Part 4
IMDb: N/A
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N/A

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 09 – Part 1
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 07 – Part 6
IMDb: N/A
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N/A

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 07 – Part 1

Jack’s Playground 07 – Part 1
IMDb: N/A
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N/A

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized
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Jack’s Playground 07 – Part 2

Jack’s Playground 07 – Part 2
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Genre: Uncategorized