This was an idea that popped into my head while I was falling asleep last night:

What if you were gifted a magical watch box? The box has room for 8 watches. You can keep the box as long as you fill it with 8 watches, but they must adhere to the rules. The box will remain perfectly secure by means of a magical spell, for as long as it is in your possession. If you break any of the rules, the Magic Watch Box disappears, taking all of your watch choices with it.

The Rules

1. All 8 spots must have an occupant for you to keep the box and all of its watches
2. All 8 watches must be different types / styles / categories*
3. The first watch can cost no more than $200 (or the equivalent in other currencies), and each spot doubles in maximum value**

NOTE: I will add your suggestions from the comments up here as edits.

*i.e. only 1 diver, 1 dress, 1 field, 1 pilot, 1 smartwatch, 1 chrono, 1 GMT, etc.

**1: $200, 2: $400, 3: $800, 4: $1600, 5: $3200, 6: $6400, 7: $12,800, 8: $25,600