As many as you want.
I used to buy the cheapest digital Casio I could find and it was my work watch. Then maybe had one cheapo analog something-that -looked-good to wear on special occasions. Then I actually took interest in watches when some of my coworkers were sporting Breitlings. So, went and got an aerospace, which is still my daily work watch. To take the timex shpeal, takes a licking keeps on ticking. Then got another Breitling for not working, but dress up, then started wanting more, was about to buy another Breitling... Then found reps....
Ooh, I can have 20 quality reps instead? Now, I have about 15 reps and the same 2 Breitlings. I still wear the work Breitling daily and I rotate the other 15 depending on what I'm wearing. Seems 99% of the time though, I'm wearing 3 reps more often. I keep the other reps cause I like em and or not worth the time to sell. I have to hold off on buying more because I know I'll just wear the same ones I like most..but we know how hard that is cause damn, we're drawn to watches or we wouldn't hang out here. :hypnotized: