English Punishment Series #47Our latest collection includes bits of our “Two English Spanking Stories” and “Caned by the Council.” In our first story, “Nikita the Seductress” a beautiful apartment tenant…

American Spanking Classics #6When Carol’s uncontrollable ways lead her mother to call Carol’s step-dad home to deal with the situation, Carol is in real trouble. She gets a bare bottom…

American Spanking Classics #15 – My PleasureEddie’s hardware store is about to go out of business due to some critical errors made in the brochure department. He finds that the…

Sexy outfits and cock-hungry holes: these sluts can be licked and fucked in all their holes until the sperm squirts!

I Can’t Help It Vol. 2When her new neighbors move in, Laney can’t help but notice. As an aspiring healer, she has the touch… to soothe Chad’s aching shoulder. But…

I Can’t Help It Vol. 3When Tiffany dozes off mid-study sesh, Nathan lets her in his bed. The next morning, she is mortified to learn that he on the floor….

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Annie’s Bathroom CaningRed-headed Annie…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.First Caning For ClaireNew…

Magic Moments Presents RileyRiley may look like your average “good girl next door” with her fresh faced, innocent looks. But she’s living, breathing proof that you can’t judge a book…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Late Night PunishmentHeadmaster Tom…

Dani Jensen Jerk Off EncouragementDani Jensen is Playtimes new red hot model in her first nude scenes. This adorable red head is so cute and bubbly in her skin tight…

Magic Moments Presents Angela & FabienneIt is time for another Magic Moment! Watch as these two lovely ladies share a moment with each other that they will never forget. It…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Daily PunishmentWhile reading an…

Magic Moments Presents Christy & JennyChristy and Jenny are one hell of a horny duo. They can’t get enough of each other. They begin by getting off with their fingers…

Canada’s Beavers 2 – Business To PleasureThese sneaky Canadian women know how to get what they want. Each scene features a woman being tricked into a house call for business…

Mistress Dometria – Caned With A Bull WhipMistress Dometria is back in her filth filled basement and two new participants in her sick game. They are both of mature age…

Granny’s CandycaneEvery German grandma deserves some fun and they like it more then all because it could be the very best time to have real good sex entertainment from real…

Punishment PTTwo wayward schoolgirls must learn a harsh lesson. And their PT. Instructor Mr. Adams is just the one to teach it. After a callisthenic warm up they must bare…

Cannes ConnectionA rare find with an all star cast of who’s who in the porn industry. This sexual epic was filmed on location and begins with Ron Jeremy getting head…

Anita Dark Jerk Off Encouragement Panty/LingerieAnita Dark is sitting before you in a sexy matching bra and panty combo with nude colored stockings and high heels. She has a special…

Addison Rose Jerk Off Encouragement 4The sultry and uber-sexy Addison Rose is back to make sure your cum pumping cock has nothing left to give as she sits before you…

Adrienne Manning Jerk Off Encouragement PantyhoseAdriane Manning is our newest member to the Playtime Family and you are in for a real tasty treat with this girl. This sexy girl…

English Punishment SeriesMagician’s Methods & The Band Played On – A tope entertaining job on a cruise liner during the summer months is just what magician Sir Larry has up…

English Punishment Series 2Prison Punishment 2Prisoners 56 and 57 are sent to the Warden to explain why their cells are such a mess and in one case has been discovered….

Traditional College Punishment #3In “College Classics Pt, 4” the very sexy nurse Courtney administrated corporal punishment to one of the students inappropriately now she must suffer the disciplinarian thwacks of…

Best Of Playtime Panties Panties & Panties Jerk Off Encouragement Vol. #1So do you think you can handle some of the biggest cock teases of the last few years teasing…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Attitude Adjustment 3 –…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Spanked In Punishment HallSamantha…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.The Spanking Punishment Of…

Jamie Lynn Jerk Off Encouragement PantyhoseSexy, long legged Jamie Lynn lets you know how much she missed you so she raises her black mini skirt to let you see the…

Married Women & Handymen: Cheating TalesMarried women stuck with limp dicked husbands could use all the help they can get! When the handyman comes over, it’s just what she needs!…

Paola Rey Explicit Jerk Off Encouragement Panty CommandsPaola Rey knows she’s a sexy little cock tease and she can’t wait for you to have a good time with her today….

Ashley Roberts Teenager Jerk off Encouragement18 years old, blonde buxom beauty, Ashley, was told about Playtime Video after her girlfriend shot with us! Now, she wants to join in on…

Older Women Younger Guys 5Sweet Sinner is pleased to present, Older Women Younger Guys 5, featuring four back-to-back scenes of pure passion, female dominance, and powerful climaxes! This is a…

‘We Can Build Her’ is a sci-fi dramedy that explores the complexities of relationships and artificial intelligence in a near-futuristic world. The story follows Liam Borg, a sophisticated yet out…

Alyssa Bounty, Emily Pink, Kitana Lure, Jessie Ames, Lia Lin en Candee Licious zijn stuk voor stuk echte Private babes en dat betekent dat ze er spectaculair uitzien, van actie…

Fighting Girls CanedThis is a simple story about two girls, friends who fall out with very painful consequences for the both of them. Ash went into Milas room and stole…

Anal Toilet PunishmentThe title and cover pretty much confirms that this sordid little number from Porn XN is not for the faint-hearted. Indeed, let’s be perfectly honest here and admit…

Camp Workers CanedYou would think that after being given a good thrashing with a leather strap Gemma and Lola would be more focused on their jobs as entertainers in a…

Apartment for RentWhile Jessica Sodi shows an apartment to an American guy, he tells her that he is looking for a beautiful mexican woman to get married to and take…