City targeted gTLD's will be interesting to monitor for usage over the coming years. For example .berlin, .nyc, .wales, .quebec. I think they could work well with generic names like tourism, parks, transportation, arts, food, hotels, shopping, etc
I have not invested in any of those...the name range is virtually unlimited, and adoption might go the way as the .info extension. Although since they are more specific, they are more attractive. Concentrate on a niche that the city is known for, perhaps romance.paris or cycling.paris.