Up in Smoke: 15 Strange Sex Facts
Don't be embarassed, everyone loves a few strange sex facts!
The Ultimate History of Boobs
Think you know your stuff about boobs? You're wrong. Read on to find out the Ultimate History of Boobs.
#AskPlayboy: Jenny Mollen On Watching Porn With Your Girlfriend
Jenny Mollen may be a knockout, but she doesn't take shit. Find out what she thinks when one reader asks if he should watch porn...
Strippers Versus Porn Stars
The great male debate. Our writer has his reference...and it doesn't involve glitter.
How to Travel with Sex Toys
Learn the laws of the sky when it comes to traveling with Sex toys.
This Week in Sex
We delve into the sexiest articles on the web.
Porn Habits Throughout the World
We take a look a the strangest porn habits around the world.
How Porn Changed Technology
Ever wondered how Porn has aided in technological advances throughout the years? Read on!
Jackass Presents: Bad Grandpa at the Playboy Mansion
Find out what happens when Bad Grandpa Irving Zisman crashes the Playboy Mansion.
Unlock Exclusive THIS IS THE END Footage
Check out hilarious videos from the cast of This Is The End!
#AskPlayboy: Jenny Mollen on Getting her to Shave
Your girlfriend just watched Emmanuelle and is taking her fandom to a whole other level. Jenny advises on getting your girl to...
#AskPlayboy: Jenny Mollen on Oral Sex
Does your girlfriend giggle when you preform oral sex? Jenny tells you why.
Gifts For Her That Benefit You
It's okay to be selfish sometimes. And sometimes that time is Valentine's Day. Please yourself while pleasing her. Love is give...
#AskPlayboy: Jenny Mollen on Threesomes
Ever wondered how to stage a Threesome? Jenny Mollen has it down to a science.
This Week in Sex: Brittney Palmer, Game of Thrones & XBox
Check out the sexiest headlines of the week with Brittney Palmer, Game of Thrones Sex Scenes and XBox.
#AskPlayboy: Jenny Mollen on Cleavage Optimization
Jenny Mollen answers one guys quest to utilize his girlfriend's boobs to their best potential in the sack.
#AskPlayboy: Jenny Mollen On Role Playing
Jenny Mollen sets the record straight on why it’s so important to bring role playing into the bedroom.
This Week in Sex: Sophie Monk, Penis Size & Google Glass
Get the weekly round-up of all things sex with Sophie Monk, what you need to know about your penis size, Google Glass & more.