My two watch regular rotation. The G-Shock is new to me as of last month and I adore it. My previous DW5600 was fine but I didn't love the negative display after a while. The GW6900 is the ultimate Dad Watch.
The PO 2201.50 was my grail for years. I've posted elsewhere about it. It's my formal office watch and often my daily.
Both big, but I love them. The PO wears much smaller than its dimensions would indicate. So does the G, for that matter. On my 7 inch wrist they are both great.
I wore my Seiko SKX007 (my first mechanical) in the delivery room when my son was born. I wore a Tissot dress watch (that my wife gave me for Valentine's Day when we were dating) in the delivery room when my daughter was born.
My kids will each get their respective "birthday" watches one day when they're old enough.
Neither of the watches were truly expensive -- I bought the Seiko for $120 and the Tissot -- while a gift -- was valued around $500CAD. But I'll never get rid of them.
Grail watch is probably a Connery-era Bond Submariner. But you know...that's not gonna happen.