Cycling is a hobby passion love addiction for me so I have 3 for various uses and could easily get 2 more.
Road Bike - General riding, training, racing, group rides. Most of my recreational riding is done on this
CX Bike - Off Road, Commuter, Cyclocross. My easy rides are on this
TT Bike - Racing, training. I don't ride this very often, but I can't see myself selling it either.
I could also use a hardtail Mountain bike and a true commuter; something that I can lock up outside the store and not loose a major investment. I won't ride a crappy beater, but trying to do things car free can be risky if all your bikes are worth over 1,000. Grocery Stores, and Restaurants could care less about them, and half don't even have a place to lock them up.