Portland turns out to be a really great town for going out and having a good time. Bar-hopping is not something I usually do, so I found a native guide, bribed him with trinkets and glass beads, and off we went to find pleasant vistas and tasty inbibants. Both, in fact, were had.
Places I'm interested in going back to: Lotus, the Turtle, and whatever that dive bar we finished up at was. Places I'll skip: Low Brow, Life of Riley, and the skeezy strip club on 3rd and Burnside. I stuck mostly to gin and tonics, since that is rather my go-to drink, and also because in my suit and hat I looked like an Ad Agency Man from 1960, it was genre-appropriate. I could've gone for a Tom Collins, but I'm not really a fan, so g&t for me.
Next time, though, I am going for the Doctor Who look. My new shoes are really pretty, but they're brand new, and that meant they gave me some pretty serious blisters. Four of them, the size of dimes, on my heels. Instead, I'll wear my canvas converse all stars and a no tie. But the suit was a huge hit; I got a number of compliments from complete strangers on it, as well as several flirty compliments on the hat.
So the goal was to go out to new places and meet new people, and in that it was a smashing success.
Also, my new nickname is Teddy.