Okay so I need some help. I am 22F. I want to ask this guy (39M) out. Five years ago we worked at the same place. We have not talked much since then except for once when I called him to ask for a professional favor and ran into him out and about.
Of course the age thing could make this weird. Last time we worked together I was a child. However I am an adult now. I prefer older men and I think he is a nice guy and I think we might hit it off.
I was thinking about dropping by his work around closing time, saying "hey thank you for helping me before" and then seeing if he wants to go to dinner to catch up. What is the best way for me to do this that will make him least uncomfortable? I do have his phone number, so I could ask him via text, but I think it's kinda cheap to just text him.
Give me your thoughts on the situation people!
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