Rick is hoping to get more out of his study session with a sexy cheerleader than just coffee and comp. Foxxy doesn’t fail him! She whips out her huge tranny…
Wholesome Kira Noir just wants to live in a tidy home, but her punk rock roommate, Mikey Star, makes that difficult! She leaves dirty clothes everywhere, a mess in the…
Blonde bimbo Jessica used to be known as Jessica Dee She dropped the Dee to make her name simpler… not for you, but for herself. This girl is barely bright…
With sorority mother Cory Chase in charge, proceed with caution! Pervy Zac Wild discovers what happens when you try to stiff a Zeta Zeta sister after Cory pays him an…
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
Ashley Alexander is enjoying spring break and notices a staff member, Don, and turns up the heat. She gets straight to the point due to being a girl who knows…
Rino Mizusawa rises very early every morning in order to be at work when she’s supposed to, and the work starts immediately. There are endless jobs for this cute Asian…
Porn stars just want to have fun – in one naked, wet orgy of bouncing breasts! What could be better than a slutty sleepover? Find out who’s knocking at the…
When Mariska’s husband is away, she brings home his friend (Danny D) to play… Only, this time, her husband comes home early, forcing Danny to hide under the covers of…
Danica Dillan is hoping to find a new fluffer for her lucrative career in porn. She’s narrowed it down to three hot grads, but she can’t decide, and time is…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
Blake Blossom is ready to bring the heat to this fun night swim! She puts on her hottest swimsuit that accentuates her perfect natural tits. She loves sucking dick and…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Sex siren McKenzie Lee struts and stretches, putting her banging bod on display for Kerian Lee before getting a good, hard pounding in her tight, wet pussy.
The adorable and sexy Brandi Shagwell walks in on her boyfriend (Brad Humpin) jerking off to porn. Brandi decides she can do one better and starts stripping down for Brad….
Piper has the house to herself. Her boyfriend comes over, which her dad doesn’t allow. Piper sneakily sucks off Jordi while talking on the phone to her dad, but when…
Kleio Valentien is having a special client over tonight, a man with a taste for good pussy and pin-up fashions. After strutting around her apartment trying on her favorite cleavage-popping…
Medusa knows every guy wants to reach out and touch someone, and for $9.99 a minute, she can be anyone you want her to be. Uploaded: 2024.02.18 2024.02.15 Show more…
Markus arrives at what he thinks is a comic convention, but what he doesn’t realize is, he’s walked right into a sex convention in the same building! Sarah Jessie quickly…
Dr. Maxwell has his hands full with a big tittied patient named Ivy. She loves getting felt up by the doc, but they’re soon interrupted by Dr. Alexander. She and…
Krystal is displeased with her grade on the midterm exam and approaches Professor Parker to have it changed. In his office, Krystal uses her physical assets to make her argument…
Peta Jensen recounts a sexual experience like no other: cheating on her husband at a masquerade party with a complete stranger! Peta is fucked so nice and hard that she…
Keisha Grey was just minding her own business in the women’s room of her school when local badgirls Bunny Freedom and Lizz Tayler came in to smoke and gossip. Keisha…
Curvy Jada Sparks is tired of her stepson Jordi El Nino Polla behaving irresponsibly. Not only does he leave a huge mess for her to clean up, he keeps pranking…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
