The Playboy Guide to Meeting Women

A field guide to making a connection—without swiping first.

Sex & Relationships April 20, 2026
Joseph Szabo/Trunk Archive

These stories appear in our Spring 2026 issue, on newsstands April 14th. Want us to come to your place? Order the issue here to get it delivered to your door, or become a member to get digital access to the issue and early access to paywalled content.

If you’re a straight, single man with a sex drive, you probably want to meet women. Easier said than done, right? It’s all been moved to the apps, which no longer seem to work and have rendered approaching someone in public a foreign, insurmountable task.

But despite the apps, despite the conflict between the genders, despite the general isolation and awkwardness that plagues social life, a fundamental reality remains true: Somewhere, deep down, men and women still have the urge to pair up. Even if just for one night.

So how do you do it? We asked women who know their way around a night out—including 17 Playboy Playmates and Bunnies—for their advice. Over the following articles, they’ll tell you where to meet women, how to win them over, and, in case things don’t go as planned, the best ways to handle rejection. Now go forth and date like your phone doesn’t exist. 

Where to Actually Meet Women—Without Using Your Phone

To meet a woman, one must be where women are. And women are everywhere! But there are a few places where it’s easier to meet them. Here, some locations to try, ranked from simplest to most delicate approach.

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One Woman’s Defense of the Pickup Artist

Lose the feather boa, the Burning Man goggles, and the pre-planned script. Keep the lost art of actually trying.

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We Asked 17 Playmates How to Approach Women IRL

We talked to 17 of the most recent Playmates and Bunnies—you know, some of the most beautiful women in the world—about being approached in real life: what works, what doesn’t, and what’s stood out. 

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How to Handle Rejection Like a Real Man

What to do when you get turned down.

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Women Tell Us What They Really Want in a Man

A few simple steps to winning women over.

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