If these scenarios sound eerily familiar, that’s because the world of casual, no-strings-attached sex can be a slippery slope to navigate—and chances are, you’re doing it all wrong. “Give yourself permission to engage in having a one-night stand,” advises human sexuality expert Catherine Toyooka, the founder of Catherine Coaches sex workshops. If you forget, (discreetly) stop and pick one up before you head home. Halting foreplay for a couple of minutes to grab a rubber is a way better scenario than dealing with an STI or unplanned pregnancy later on.“Far too many people are concerned with how they should act, will be perceived, or what is considered moral that they never allow themselves to delve into casual encounter sex-capades.”DON’T: Be a dick. Even if you never plan on seeing her again, treat the woman with respect. One-night stands should be considered a pleasant surprise—not your God-given right. [pagebreak] DO: “Consider talking about your fantasies,” suggests Toyooka.Have you ever taken a lady home expecting to “hump and dump,” but she wanted to start dating after?

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’ while engaging in vigorous intercourse if this was not agreed to beforehand,” she says.

DO: Before you go home with someone while drinking, assess whether she seems sober enough to be making a clear, rational decision.

DON’T: Make up a lame excuse about why she has to leave.

“I totally forgot I have breakfast with my mom at 10 a.m.” is not only a crock of shit, but also, extremely rude.

Man B: We were both OK with it because we'd always had sexual tension between us and figured it was inevitably going to happen at some point.

At the time, it felt physically satisfying and it was a totally unexpected surprise, but looking back, I completely regret it.

[pagebreak] DO: Gauge whether or not she wants to have morning sex.

Wrap your arm around her and gently stroke her stomach or kiss her neck. If she reciprocates, do her a favor and brush your teeth first.

“One night stands can be great for sexual experimentation as long as everyone is on the same page of what is going to happen.”DON’T: Do anything freaky if it wasn’t discussed ahead of time.