Damn Matt...including my first shitty bike I've had a total of four trucks and two bikes (realistically 1 1/2). Let's see what you've had.
First truck:
'84 S10 2.8L Longbed
Got it when I was 15.5, sold after I got married and I was 22.
Dropped it all around but left it with rake. Repainted stock colors. Full sound system. New motor after original threw a rod through the oil pan. New trans. Completely refreshed interior (stock colors, just repadded and recovered.) Front end swap to a 92+.
Second:
'01 S10 4.3L ZQ8
Didn't ever do much as I only owned it 11 months.
Third:
'04 Dodge Ram Hemi 1500 QC
Not listing everything.
As I bought it:
Before I stripped it to trade it in:
'82 Honda Magna 750:
Beater piece that rarely ran for more than a few miles:
'96 Honda Magna 750: (currently owned)
Stripped accessories. Re-jetted carbs. Forward controls.