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…
Athena believes herself to be a widow after the army informed her that her husband was lost in action after a mission went awry. Months, years go by and Athena…
When busty babe Krissy Lynn got busted vandalizing school property, spray-painting naked ladies all over the place, she got sent to guidance counselor Manuel Ferrara. Krissy had always been a…
Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
Caught in the middle of a nasty heatwave, Danny D and his girlfriend are regretting not having any air conditioning. While going to fetch something cool for his girlfriend, he…
Teagan Presley & ANAL ” does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and…
Abella Danger starts scheming after she wakes up and remembers she emailed her ex-boss Markus Dupree with a wedding proposal the night before. She puts on her shortest miniskirt and…
Alison Tyler está tan cachonda que ha decidido divertirse un poco mientras estudia en la biblioteca. ¿Por qué no entonces hacer un show en vivo para su propio placer y…
Ellena Woods wants to show you her tight teen body, but not right away. First, she wants to tease you with peeks at the luscious curves of her figure, and…
Angelina Diamanti loves men and fantasy role playing. Lucky for her, she’s found her niche pleasuring wealthy men. Her latest customer Bambino patiently awaits her, blindfolded and handcuffed to a…
Leanna Lass just graduated at the top of her class from this little farming town in Michigan, and she’s ready to spread her wings and go out into the real…
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….
Seth Gamble brings an incredible tale of lust and intense sex with Phantasia. Seth Gamble fucks Kimmy Granger with incredible passion and skills as he face fucks her, doggie-style fucks…
Simone hopes she can get a loan from the bank to start her own business, but Danny D isn’t impressed by her application. Simone isn’t below begging him for the…
Federal agent Tommy Gunn is looking for evidence of financial wrongdoing at the office of suspected fraudster Maury Nardwar. Luckily for Maury, he’s got a secret weapon to distract the…
After two of her young male neighbours decorate the tree outside with the lingerie she stole out of her house, Eva Karera thinks up the perfect punishment for their immature…
College girls Penelope Kay and Lacey Jayne think they’re being really slick touching each other in the kitchen behind Penelope’s stepmom’s back. But of course busty MILF Melony Melons notices,…
As a special treat, Marie Luv bought a massage for her girlfriend Kaylani Lei, but when she sees that the masseuse is busty blonde babe Madison Scott, she gets a…
When Rebecca Volpetti comes home to a trail of rose petals, her heart goes all aflutter, daydreaming about the romantic surprises that might await. Following the flowers into her boudoir,…
Jill (Gigi Allens) is the finest, most diligent secretary that Brad has ever had. Even when she’s not at her desk, she’s underneath his, working long hours to get her…
