30 M went on a date with 31F, got Second date set up for next weekend. Overthinking a lot!
Turns out we are both introverts. I am coming out of a 9 year relationship so I am learning how to date again. I do have a very interesting personality (According to my friends) I am usually the life of the party but only with my friends?
We did have periods of silence but we picked up quite well. The date lasted 3 hours! It ended with a hug. I wasnt even going for a kiss tbh. I found her incredibly cute! She is a middle school teacher. She shared a lot and so did I.
I texted her in like 3 hours of getting back home saying i would like a 2nd date and she said "I think You're cute and fun to talk to" I would definitely want to meet again. We discussed all the logistics etc.
I keep thinking with the silences and her complementing me and I took it awkwardly, how did she find me fun? I was not even my 50% of usual fun? I was soo nervous!! I am definitely more comfortable talking to her again since the Ice has been broken already. She kept asking me multiple times how often do I come to the city and I kept saying not many times? Until my friend pointed out since she lives in the city, she was checking the availability? So I texted her I would come to city more often with the right reasons and she said yes for the 2nd date.. Solid Eye contact all date! Upto a point I legit felt like she is staring into my soul. She got all red by the end of the date.
She told me about her family, step brothers, step sisters, she likes holding hands etc. Her Father and her step father and her unstable household etc. All unpromted. I did not even ask.
She told me she liked holding hands. The context I don’t remember but she said I was drunk one night and I love holding hands so I told my sister why aren’t you holding my hand right now? Is it dangerous for me try doing it next time?
Posted Feb 23, 2026, 6:11 AM UTC