As for time, I collect Elgin pocket watches (approx. 1865-1930s), and lately some of their later wrist watches (1930s-40s). All of my watches work, and I have an awesome repair lady here. The thing I love about Elgins is that they are easily repaired, although very old, and tough as nails (unless you really stomp on them)--so that one repair is good for a lifetime!
I got started with the large silver one on the left from just just after the Civil War. It had belonged to my great-grandmother's great uncle Edgar. She gave it to me, and it needed some repairs, but it got me started. Then I bought the little gold one on the right with the chain for 3 bucks and had it repaired--who wouldn't be hooked??? The silver one next to the large silver, which is middle top, I bought because it usually feels too special to wear the old family antique out of the house, and it is nearly the same looking. The gold one bottom left is my most recent watch---I bought it in good working condition, but my repair lady tells me it was originally in a solid gold clamshell case (hunter) and somebody removed it, sold the gold, and put it into this cheaper case! Live and learn, eh? The bottom middle silver one is very ornate, and was given to my wife by her grandmother, and the octagon on the bottom right is my prettiest. I have quite a few more. I'll set them all ticking at once and it is LOUD!

And the lower pic shows my Daffy Duck clock in the studio, under Jesus.