Brent, I wouldn't put the "owning a fast car" in the no fun category. Go looking around there's probably small race tracks where you can take it to do laps on the weekends. There's one near me I keep intending to take my "budget mid-life crisis car" to, but I've just not gotten around to it (Metro Detroit area.) I know at the one out here, they forbid *racing* the other cars on the track, so it's like a nice twisty freeway with courteous drivers, I would think.
As for the boat, the old saw applies:
The two happiest days in a mans life are; the day he buys his first boat and the day he sells the boat.
As for me, after reading the editorial I realized I'd hit one of my early years bucket list items without even realizing it, when I went into the $100K/yr+ salary range.
Maybe it's time for me (and the wife) to actually sit down and codify our bucket lists, both individually and as a couple.