I own a Speedmaster, a Seamaster 2254, a CWC RN Diver & a CWC G10.
I wear the Speedy most days, the 2254 once every week or so to keep the movement ticking over (see what I did there).
I wear the RN Diver for work if it looks like a client might be "challenging" or if I fancy wearing a NATO.
I couldn't tell you when I last wore the G10.