I'm on vacation in Puerto Rico an got a week left and I just recently spotted a milf who works a food stand down my street. She's a HB 8.5 with 2 kids. Saw her once driving by in my cousins car and we made VERY strong eye contact. Went by 2 days later cuz I was hungry as fuck lol she grilled me a Burger it was GOOD. Anyway as I'm thinking what to say,she opens me and asks whose son I am.( turns out she knows most people around here) told her I'm on vacation staying with my uncle blah blah,mild banter about the food her kids. She told me what times she's there but hen I had to go. Before I even asked for the food she looked me up an down an so did I,she smiled. She lives practically right downstairs an don't think she has a man though. I haven't really been talking to many girls lately and feel a lil rusty but wanna at least try to bang, I've been wanting a milf but never tried with one. Don't wanna waste the chance,how should I proceed? Any helps appreciated!

Ask her out for some drinks, can't get any simpler than that.

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What makes an average looking guy instantly become “hot”?