Started at 18 years old:
1978 - Honda CG125 Motocycle - new
1979 - Honda CB125T2 Motorcycle - new
Bought 1980 - 1972 Volkwagen Type IV 1.5 'Fastback'
Bought 1980 - 1978 Vauxhall (GM) Cavalier 1.6 Sportshatch Mk1 - written off by a Merc
Bought 1989 - 1985 Opel (GM) Manta GT/E
Bought 1992 - 1991 Vauxhall Calibra - it broke down so often I exchanged it for:
Bought 1993 - 1992 Vauxhall Cavalier Mk3 SRi
1998 Skoda 'Octavia' 1.9 SLX Diesel Turbo Estate (new)
2001 Skoda 'Octavia' 1.9 Elegance Diesel Turbo Estate (new)
2002 - Honda VFR 800A2 VTEC Motorcycle (Summertime Toy)
2003 Skoda 'Octavia' 1.9 Lauren & Klement Diesel Turbo Estate (new)
2005 BMW E53 X5 3.0D Sport Auto (new)
2010? - Skoda 'Superb' Estate 2.0 Turbo Diesel 170DSG 4x4 - if I get more worried about the X5's reliability/running costs long term.

I turn 50 this year. I can even remember the registration numbers for all of them too - how sad is that?!

__________________
Me:
Current: 2011 E71 40D Vermilion Red/Beige Nappa

Wifey:
Current: 2012 R80 Countryman SDX Green/Cream