#1 House stuff... While we just bought a fairly new house (2002 vintage), the honey do list is growing at an alarming rate. Paint this, floor that, run CAT 6 through those rooms, brick this; you get the point.
Which brings me to my next big spender -
#2 Tools. I have bought and continue to buy ridiculous amounts of tools and such. I have tools that I have not and probably never will use, but if I do, oh man they'll work awesome....
Most of them are auto repair or electronic related, so the house work means I have to buy woodworking stuff too now. It's a vicious circle.
I also have a '74 Challenger, which being a Mopar means I am guaranteed to spend 2-3x more to achieve the same goals as a Chevy or Ford. Yay me.
2011 GT 6MT (Cookie Monster) - The 1/4 life crisis. Brembos, 401A, drop top, Grabber Blue.
1974 Dodge Challenger - The money pit. 408 SB stroker, Megasquirt 2 EFI, 904TF, 3.91 gears. 16MPG and 520HP goodness
2004 Hyundai Tiburon - The winter beater.