i owned an e39 m5 before my e92 m3..both very slightly (2-4k miles) used, both cost low $60's...for me that's a good sweet spot between having an expensive car and having one that's worth more in terms of fun.
2011 e92 m3 space grey, dct, tech, prem, etc
specialized carbon stumpjumper s works fsr
trek madone 5.2
nikon d4, 14-24, 24-70, 70-200, 500vr