Next “date” is almost a month from now. Should I make conversation in the meantime?

Hey y’all,

I need help with something because I’m really not sure how to proceed in this situation.

So, a little background, I planned a vacation/family visit in another city a few weeks ago. Last week I was a little bored and decided to download a dating app to meet people from this destination, make some connections, maybe set up dates/hangout with locals and etc.

I [29F] matched with this guy [33M] who told me that he would actually be visiting my city for a few days with friends. He didn’t invite me to do anything right away, but we chatted a little throughout the weekend and ended up setting up a coffee “date” (still not sure if it was a date date or just handing out to meet irl). It was fun enough and I walked him to the place he was staying. We exchanged phone numbers and planned that when I visit his city, a few weeks from now, we’d go get cocktails, hiking and some fun stuff.

He texted me saying he had a good time and I said likewise. So, I don’t know if I should try making conversation with him in the meantime/get to know him a little better or if I should just wait until I get there to see if he’s still available.

I am really not sure if he found me attractive enough to have dates (in which case, I should try to make conversation/chat and etc.) OR if he’s just being nice and we’re keeping it friendly and just hangout as acquaintances.

Please help, guys.



Submitted May 23, 2023 at 12:14AM

Hey y’all, I need help with something because I’m really not sure how to proceed in this situation. So, a little background, I planned a vacation/family visit in another city a few weeks ago. Last week I was a little bored and decided to download a dating app to meet people from this destination, make some connections, maybe set up dates/hangout with locals and etc. I [29F] matched with this guy [33M] who told me that he would actually be visiting my city for a few days with friends. He didn’t invite me to do anything right away, but we chatted a little throughout the weekend and ended up setting up a coffee “date” (still not sure if it was a date date or just handing out to meet irl). It was fun enough and I walked him to the place he was staying. We exchanged phone numbers and planned that when I visit his city, a few weeks from now, we’d go get cocktails, hiking and some fun stuff. He texted me saying he had a good time and I said likewise. So, I don’t know if I should try making conversation with him in the meantime/get to know him a little better or if I should just wait until I get there to see if he’s still available. I am really not sure if he found me attractive enough to have dates (in which case, I should try to make conversation/chat and etc.) OR if he’s just being nice and we’re keeping it friendly and just hangout as acquaintances. Please help, guys.
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