I'm a BIG fan of the .info and bought quite a few city names around the UK over the years. My most popular being
Swansea.info (my home town which i bought about 3 years ago), im looking at starting a few smaller ones with the likes of
MuswellHill.info (bought it on sedo 3 weeks ago) and
CrouchEnd.info (free to register)
Ive also got Aberdeen.info, Portsmouth.info, Plymouth.info and Tenby.info.
Lee