The Pick Up: How to Get Your Girlfriend to Have a Threesome (with You)
Important Advice: How to get your girlfriend to have a threesome (with you).
Up in Smoke: Fantasies
Despite the fact that your own imagination may not have wavered much throughout the years, what women are thinking and dreaming...
#Ask Playboy: On a Harsh Dose of Reality
Chin up: The world is about to start kicking your ass for the very first time, and it's going to be brutal.
Closing the Deal the Old Fashioned Way
Lisa Lampanelli's guide to the postdate touchdown.
Birds & Bullwhips: The Intellectual Pornographer Sovereign Syre
We talk with Sovereign Syre about life, love and porn.
Valentine's Day Advice: A Dose of Pot Psychology
From where to go to what music to play to get her in the mood, the authors of "Pot Psychology's How to Be" answered all your most...
The Playboy Advisor FAQ - Her Orgasm
The most frequently asked questions about her orgasm.
Up in Smoke: Holiday Hookup
Hang up that mistletoe and reinforce those locks: studies have shown that people have more sex during the holidays.
How to Have Sex Like a Rockstar
We ask the men and women of rock to teach us their sex secrets.
Playboy Advisor: Aim to Please with Oral Sex
From numb lips to Glad bags, you may not have oral sex in the bag.
Playboy Advisor: A Very Messy Threesome
One beautiful neighbor and one bisexual wife combine to make one awkward family conversation.
Playboy Advisor: Predicting Her Orgasms
The Advisor takes on tough questions about women's orgasms
How to Party Like a Gentleman
There are holiday parties, and then there are for-the-record-books, refined yet raucous, Playboy-level holiday parties. To make...
10 Things a Stripper Will Never Tell You
Jacq is a 20-something woman making her way in New York City. She’s a writer and she’s a stripper and in this special guest...
How to be the Ultimate Gentleman: Festivals, Fall Fashion & Tequila
Check out Osheaga, Tarantula Tequila, Revel Body & more in this week's Ultimate Gentleman.
Turned On: The Women Behind Webcam Porn
The online sexual revolution is reshaping the rules of porn and relocating porn stars from the Valley to the house next door
Next-Level Flirting: Decoding Her Microexpressions
Learn how to spot and interpret her microexpressions you can bring your flirting to the next level.
Up in Smoke: Smart Sex
You heard it here first, sex does in fact make you smarter!