Ahhh the good ol' days. For a watch-a-holic these can be the golden years. Don't get me wrong, my wife has been fantastic about this obsession and most of my collection has been obtained during our time together, but I completely feel you.
Throw kids into the mix(?) and it becomes a real balancing act for most of us.
Seeing as how you're young, mobile, and successful I almost want to tell you to go all out with reckless abandon. Almost.. hint hint.
Yeah - once kids come to the equation, behaviour totally shifts and your start doing a lot more "estate" planning. While you can afford it, why not? You'll have a longer window over which to enjoy your watch(es), too.
Oh I HAVE to buy two watches at a time, of comparable value, complication and/or design, so that I can pass them on to my two kids without any statements like "hey how come she got one and I did not" and "hey how come hers is better?!?"
Lovely excuse right?