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…
What else is there to say about Josephine Jackson’s amazing, huge, all-natural, juicy juggs??? With a plaid skirt and thigh-high socks, she is irresistible and knows it, playing coy and…
Keiran finally found some time to take his wife on out to a fancy dinner. Only problem is he keeps getting distracted by the fact his favorite porn star Kleio…
Raven Bay is one of the prettiest and most popular girls in school, but for this busty cheerleader, that’s not enough. Raven won’t be satisfied until she’s named prom queen,…
Kenzie Reeves is your favorite pint sized anal whore! She wears an amazing rainbow jumpsuit that gives a nice slight peek at her tight pussy underneath! She is amazingly flexible…
Keiran and his woman Jessa showed up to a high-priced pro to get lessons in having the hottest sex possible. Seasoned professional Lezley Zen took this horny couple in hand…
When Keiran lee got hired to house sit, he was expecting to be relaxing in the sun all week, but the house rules the homeowners left him were really cramping…
Alicia Williams has a super sexy pixie cut and she ordered up a special wet white t-shirt contest just for you! She has an amazing body, almost too perfect to…
Joslyn James is just too much for her husband to handle! After she fucks her husband too hard, breaking his pelvis, nurse Keiran Lee is sent by their insurance provider…
Kylie Maria showed up a little too early for her babysitting appointment and she walked in on the guy that hired her sleeping. He took one look at her hard…
The leaders of the free world got a wild wake-up call today when Peta Jensen convened them for a special meeting. After showing these heads of state a transfixing video…
A series that showcases the sexual fantasies of everyday people, and the kinky escorts hired to help fulfill them. An asshole boss desiring to be a dominatrix’s submissive, a cuckold-loving…
The recently dumped Ivy Lebelle is filling a box with various items belonging to her ex-boyfriend. She’s looking forward to giving him a final piece of her mind when he…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
After Sofia Rose works up a good sweat, it’s time for stretching with the help of Michael Vegas! Once Michael tears off Sofia’s leggings, he sticks his fingers deep inside…
This horny Asian hottie is ready for some cock action. She sits on her man’s face and gets her pussy eaten out before she gets on her knees to service…
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…
