Two scenarios recently where I'm wondering whether it's possible I should have played them differently. (For the record: I think I should have acted differently for one and did the right thing with the other. I'll let y'all try to guess which is which while you're telling me what I did right or wrong.)

Situation A:

At the beginning of this month, I was in Philadelphia for about 36 hours. I arrived around 8:30 on a Sunday night, and was directed to a Mexican restaurant across the street from my hotel as a place that I could walk to and was still open. The hostess seats me at the bar, and I have some on-and-off conversation with the (very cute, but 27 to my 43) bartender. There are a couple different places in that conversation where I think she might be hitting on me, but I'll admit I'm pretty clueless in that department, for reasons...). One is her response to my request for the biggest glass of water she can get her hands on - "Your wish is my command." And after I order dinner, there's the following brief exchange:

Her: "Do you like Mexican food, or was this just the closest place?"

Me: "Yes."

(a couple of remarks I don't remember)

Her: "Once you try Mexican girls, you never go back."

I kept things strictly business, both because she failed the "half your age plus 7" rule, but also because I figure that hitting on somebody where they work is just creepy, even if it's close to closing time at a bar.

Scenario 2:

Back home, ended up with an OK Cupid match with somebody a couple years older than I am and who had included "hookup" in her "looking for." (In my part of the country, this is almost unheard of!) I send a fairly neutral and completely nonsexual greeting, and am immediately asked for my phone number and to text each other. I reply that I'd rather keep it in the app for now, but would be willing to swap phone numbers if we hit it off. That one has gone completely silent. Something just smelled off.

Opinions?