Jumping in a little late here, but...
1988 Jeep Grand Wagoneer - Mint Condition - Head on into a tree after 10 days
1997 BMW 318TI - Brand new after the Jeep - Essentially my first car and a prime example of why you don't give a 16 year old a brand new car, let alone a BMW. Multiple accidents in this car... Only 2 were my fault.
Please note: not ONE accident after the BMW 318ti. (Knock on wood)
This is also where my dad started giving me "body shop" cars cause of all of the BMW mishaps.
1986 Ford Taurus - free
1992 Cadillac Seville - free
1991 Pontiac Bonneville - free
199? Isuzu Trooper - free
1992 Honda Accord - free
1984 Ford Tempo - free
1992 Old Cutlass Sedan - free
Here is where I started buying my own cars again:
1998 Ford Contour SVT
2007 Jeep Grand Cherokee SRT8 - Wife's
2008 Mazdaspeed3
2011 Jeep Grand Cherokee Overland - Wife's
1999 Tahoe Sport - Now winter driver
2011 E92 M3 ZCP
I am very content with the 99 Tahoe and 11 M3 right now. My wife wants an Z6M but her family is more of the domestic type. I am pushing for the new SRT8 Grand Cherokee after her current Overland.
I sometimes miss my Contour SVT, that was a fun little car and I obviously ALWAYS miss the SRT8 Jeep. I remember playing with a MR E92 in the SRT8 coming into Chicago. That was fun...