skittles88 Posted August 26, 2019 Share Posted August 26, 2019 So this guy that I went to high school with messaged me on Instagram almost a month ago. I had posted a picture of my vacation and he went there before so we chatted for a bit and then exchanged numbers. We weren’t friends in school, different friend group and different classes but knew of each other. We have been texting with each other every day since I came back from my trip. He has made several comments about seeing each other but never made a plan. After one comment I asked him to grab a drink after work and he said he couldn’t because he had a family thing. Since then he made another comment about wanting to see me but he’s been very busy lately. I had thought that he just wasn’t interested but he still texts me every day. Do I try one more time to ask him? Or just pull back? Link to comment
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