Timex Easy Reader

Here, we start off pretty humble: the Timex Easy Reader. For around $25 (or the bargain bin at Walmart) you can get a perfectly suitable watch without flash or substance, but with a perfectly classic look that will fit in with pretty much any informal setting.

As for the internals, you get what you pay for. This is basically the Toyota Corolla of watches. It'll blend in, but don't expect it to go from 0 to 60 in two seconds.

Price: $28