How do I (23M) should ask a friend (24F) of a friend (24F) out?

Recently I(23M) got tickets to a Laufey concert that's coming up. I'm going with a colleague of mine Rachel(F), a friend I knew through an internship Chloe(F) a few years back and her friend Max(F). I haven't seen Chloe in over a year and I've never meet her friend Max.

I thought it would be a good idea for all four of us to meet for dinner together as a means to get to know each other before the concert. That was a few days ago and the dinner went really well. We ended up chatting for over four hours. Kinda surprising was that we share a lot of common interests. We aren't from an America so meeting someone that's even more into celeb gossips culture than me was not common lol. I got to know Max a bit, she was super friendly and like shared a bunch of cool music and we talked about popculture all night. She also just came across as a really cool person. We ended the night making spotify mixtapes together.

Now I really would love to hang out with her more and get to know her better, as I don't find people I click with all that often. I'm not quite sure where to go from here though. During the dinner we talked about maybe making our own tiaras to wear to the concert, and that seems like a fun group hang we could do,

But I think I would like to ask her out alone somehow but I'm not quite sure how. I don't wanna mess anything up especially when we're all going to the concert together later in the year and I'm not sure if asking her out one on one would be a good idea and might make things awkward. I thought maybe asking her out to see the new Devil wears prada. would DMing her and asking her to a movie be kinda weird after one meetup or should I ask it as a group hang?

I've never been in a series relationship before so I wanna ask for advice on how to go about this. I've never really met anyone I wanted to date before so even as I'm writing this it's kinda shocking to myself. This was all really fresh in my head so some external opinion would help a lot. I don't have a lot of experience in dating and any and all advice would be super helpful. Thanks!

Posted Apr 7, 2026, 11:30 AM UTC

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