Snapchat Opener for a Girl Into Thrifting Vintage Denim and Sneakers

Her caption tells you more than the category. "Don't ask what I paid" means she's proud of a bargain and wants someone to be impressed without asking the price. A bio that says "thrift or nothing" signals she has a position, which means she'll enjoy defending it. Look for the one find she clearly liked most, because that's the thing she'll want to talk about.

If her story is a fit she's showing off, the interesting question is about the find itself: where she got it, what she had to fix, what she'd pair it with. If it's a sneaker shot, she probably has a rotation and a favorite. Asking which pair she wears most tends to get a longer answer than asking whether she likes sneakers at all.

A good question in this spot is specific enough that it needs her knowledge, but casual enough that it doesn't feel like a quiz. Asking where she found the jeans or what she's been hunting for lets her talk about her own experience. Asking how she knows a pair is vintage gives her a chance to show expertise, which people usually enjoy.

Avoid questions that test you or her. Don't ask her to name a brand you're trying to impress her with, and don't ask a question you already know the answer to. The goal is an answer that makes her want to add a follow-up of her own.

On Snapchat, a short message that reads like a quick reaction to her story tends to work best. One sentence and one question is enough. Match her energy: if her caption is lowercase and jokey, don't send a formal paragraph. If she replies with a photo or a longer message, that tells you she wants to talk, and you can go a bit longer.

If she replies briefly, don't read that as a rejection. Answer her question with one thing you know or ask a follow-up about her answer. The conversation grows from what she gives you, so keep building on her last message rather than starting new topics.