If you are a newbie and never bottomed before, this guide by Pride is one of the best simple readings out there. “Bottom Basics 101“ has other article links that plunge deeper, but this is a great place to start. Even the BB Team probably would’ve missed one or two of these tips if we were putting a guide together ourselves.

“If you’re new to anal sex, let me be honest with you: Bottoming can hurt. The good news: It only hurts if you don’t know what you’re doing. The bad news: Since you’ve never had penetrative sex before as the receiver, odds are you don’t know what you’re doing. It’s a completely new bodily sensation, being penetrated, and it takes practice. Unfortunately, sex ed typically doesn’t cover same-sex sex or butt play, and it’s seldom discussed in mainstream media. But we’re here to help you turn that pain into pleasure. So here are 10 tips for the gay/bi man new to bottoming.”