Here's the drill: 5 spots, described in 5 words. (Plus a bit of info about the occasion because obvs you want more details.)
Victoria Bar (Not to be confused with Victory Bar)
The Occasion: Laid back dinner and drinks with the Bowlsby's.
The Five: Decent Southern dishes and cocktails.
Eb & Bean
The Occasion: I finally decided to give this place a try after rolling my eyes at the menu and the high prices.
The Five: Move over, Salt & Straw.
The Green Room

The Occasion: The second stop on a recent downtown pub crawl (Shift Drinks coverage coming soon).
The Five: Don't expect MWL's outstanding service.
Pollo Norte
The Occasion: Double date with some old college friends.
The Five: Cheap, tasty family-style dinner.
Broth Bar
The Occasion: Blogger preview.
The Five: I just don't get it.*
*Neither did Portland Monthly or Portland Mercury. Check out Pomo's Q&A with Broth Bar's owner here and The Merc's snarky review here.
Want to read more half-assed posts? Here's some other 5 in 5's: