I've got 8 and struggle to decide which one to wear every day. They're nothing special: 2 Casios, a Bulova, a Rado, a Tissot Touch, a Tag Carrera, a Tag Monaco and a Bulova.
I almost hate my Tags because each time I pick them up I have to adjust the time and date etc. The Carrera is with Tag at the moment because I think I may have damaged the rotor by overwinding, plus it was around 5 minutes out an hour so I don't mind waiting the 2 months or so 'til I get it back.
I know that many on here have many more watches than 8 but do you know when to stop especially if you don't wear some that often. I tell myself that it is a hobby and try not to berate myself for spending that much money. The Tags were expensive to me and the Tissot touch was £760 which is still quite a chunk of money. Many of my watches I buy on impulse; others I've done my research on. I've probably overpaid for some of them as they have always been from a B&M shop rather than the internet.
How many is too much?