My Craigslist romantic tryst... or so I thought

One can always lure me into a fun adventure with a line that goes something like this: "Oh come on, Yon. It'll be a great anecdote for your book one day." And so that is when I was coerced into replying to a Craigslist personals ad. I made sure to sound cute but not too into it..."I've been meaning to try this place out. Friday after work? "... just New York enough. And what I got in return was a derelict Aussie ("I'm from a little island called Australia. Actually, it's quite a big island, but it's far away so it looks tiny when you peer at it from Los Angeles or wherever on your left coast.") with no concept of socializing in America (He doesn't even have fb!). AND a beer ALONE at Rattle N Hum ("I'm stuck at work!"- LAME). This will teach me to be early ever again.
In such a large metropolis, in a room full of patrons divulging in happy hour, I'd never felt so alone, so embarrassed! It was the first time I'd been stood up in my entire life and I fully intend for it to be my last time. A wise friend once told me, "Yon, you're a responder. That's always trouble."
Weeks later, the man has repented for his wrong doings and has asked on several occasions to arrange another drink date. Do I respond? Do I give him the opportunity to wreak havoc on my emotions again? You know I want to...