Was he hitting on me?
I think he seemed like a University going guy himself, probably doing the job part-time
He was hitting on you because people who deliver food aren't suppose to be asking such personal questions. No matter what. If anything I'd call it harassment because it was unexpected and he could possibly delivering your order on purpose.
Sounds like he is, I have experience as a deliver guy and do get use to people I deliver to sometimes getting friendly if they are. It makes the job a bit more bearable like when I get to know people as a bartender
He might've just been trying to be friendly. since he's seen you a handful of times he probably wants to be more aquainted.
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