Even if you've lived in a city for over 40 years, there's a strong likelihood that you haven't seen or experienced all it has to offer. I really felt that way while I was reading Secret Portland, Oregon 2010: The Unique Guidebook to Portland's Hidden Sites, Sounds, & Tastes by Tom Burgess and Ann Carroll Burgess. Secret Portland is made up of 205 "secret" topics, or places and ideas you may not have known about in the City of Roses. While you probably won't be interested in all of them (secret dog friendly places don't apply to me), there's plenty of other things that make you want to start scheduling some outings.
Some of the most useful secret items are the restaurants for different food types. Secret Middle Eastern listed a couple of options that sound like they'd be rather tasty. Secret Italian sounded pretty good also. Secret Japanese goes beyond the restaurants and points you to other items of interest like Uwajimaya's, a supermarket for all things Asian, and Wakai Dokokai, a Portland school to teach you the "way of tea." Unless you had kids interested in skateboarding, you may not know about one of the Secret Skate Parks located under the Burnside bridge (very hidden and grunge). And who could resist Secret Museums, where two of the offerings include a vacuum cleaner museum and the Velveteria, an honest-to-goodness museum of nothing but velvet paintings (yes, "Keep Portland Weird" is our motto for a reason!)
A copy of Secret Portland will give you months of entertainment as you seek out areas in the city you didn't know existed. I also kept thinking that using Secret Portland as a guidebook for pictures of the city might also be an interesting project. Either way, Secret Portland is a nice book to help you uncover the real Portland.