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I think that's happened to me a couple times.
The funniest one (for me) was when I was new in town, out with a couple brand new friends who were also new in town, and we met up with a local bartender. Eventually it was just the two of us barhopping around town, and he kept picking up the tab. He bought me drinks all night long. I got home, and started going over the situation in my head, and pretty much by the next morning I realized why he kept treating me to drinks. I called my girlfriend and was having basically a mini-anxiety attack. We stayed friends for a couple years but that was the last time he wined and dined me.
Similar thing happened on a business trip to Dallas one time. Over a period of several days of daytime business and nighttime barhopping, I think one of the other guys in attendance was trying to get something going with me. But it wasn't until weeks afterward that I realized it.
I had a few dates that I didn't know were dates. I felt terribly afterwards. I didn't mean to lead anyone on. But it also helped me realized that I am definitely 0% gay.
Aside from being on LPSG, the hundreds of voluntary and non voluntary penis sightings over a decade, being in the chat room , being on cam in the chat room