How to keep an older woman interested?
Alright gentlemen. So I 26(M), went out for drinks for my friends birthday at some place with a huge backyard. Anyways, I’m not sure how, but I started having a conversation with two beautiful older woman one 50 and the other 45. Long story short, I had a genuine conversation with both women and felt like they were very interested in what I had to say.
Before I left, I asked for one of their numbers. They both looked at each other and laughed however, one of them who is 45, is single and has no kids. Eventually she decided to give me her number. Anyways, I’ve been texting her since yesterday and she seems very hesitant to go out but eventually gave me a date when shes available.
My question is, how do I keep her interested. Also, what do you think is going through her mind? When we were talking she mentioned that I was very mature for my age. Have any of you been through this scenario. What do you think her friends are saying lmao? Any advice or tips would be great as she is significantly older than me 🤣.
Posted Jun 23, 2025, 4:20 AM UTC