Undies

In a lingerie store, pick up a pair of boyshorts and a thong, then approach.

"Hey, I need a female perspective here. I'm helping my friend shop for his girlfriend's anniversary present, and he's completely helpless. Which would you rather get, these or these?" (Hold up each one as you say it.)

Whatever they say, agree with them: "See, that's what I told him."

- Undies Opener by XMander

The original went on to look the woman up and down and ask for her size. Leave that out: commenting on a stranger's body in a lingerie store makes her feel watched, not flattered.

When to use it

When you're actually in a store with a friend (ideally your wing), and the women look relaxed and are browsing, not rushing. You need to be completely at ease holding lingerie, or it gets awkward fast.

Follow-up

Ask what makes a good anniversary present in general, or what the best gift they ever got was. That moves the topic away from underwear.

Why it works

Asking for help is an easy, harmless reason to talk. The slightly cheeky subject adds a playful note without being about her.