How to Ask Out a Girl Who Keeps Saying You Should Hang Out Sometime

One "we should hang out" means little. Three or four across several weeks, especially if she's the one saying it and then apologizing for not following through, means something specific: she likes talking to you and wants to see you, but the usual pattern of who makes the first move isn't working. Sometimes people in this spot are shy, sometimes they're busy, and sometimes they're waiting to see if you'll step up. Her own self-aware comments about never following through are a clue she knows the loop exists and would probably welcome someone breaking it.

Check the rest of the thread too. If she asks questions, remembers details, and keeps the conversation going, the interest is real and the holdup is logistical or nerves. If her replies are getting shorter or she's only answering rather than asking things back, the sometime-soon line may be her polite way of letting it fade. Those are different situations and call for different levels of directness.

The strongest move here is to reuse her own words and attach a specific day or time. Something that acknowledges the running joke, names a plan, and gives her an easy choice between two options works far better than a general question. Offering two concrete windows means she only has to pick one, which removes the work of coming up with a time herself. Keep the tone light, since she's already comfortable being a little self-deprecating about the delay, and you can match that without making it a big deal.

The invitation should also be small. A coffee, a walk, a drink after work, or whatever you'd actually enjoy, is a much easier yes than a whole evening. Naming the place or activity signals you've thought about it and aren't just floating the idea again. Avoid tacking on a long explanation or an apology for asking. A short, confident ask reads as interest. A hedged one reads as a question you're hoping she'll dismiss.

Send the concrete invitation at a time you'd normally be texting, not late at night when it looks like a mood. Early afternoon or early evening on a weekday usually works. Then leave it alone. If she replies with a yes and a time, confirm the details and move on. If she replies warmly but doesn't commit to a time, you can make one more light, specific offer within a few days, something like proposing a different day or activity. That counts as following up.

If she goes quiet after the ask, wait at least four or five days before sending anything else, and make it a different kind of message, not a reminder of the first one. If a second attempt also goes unanswered, or she keeps deflecting without giving a day, take that as your answer. You've made a clear invitation twice. Continuing to chase after that starts to look like you can't take a hint, and it's a much worse outcome than a clean, respectful fade.