Nice collection! I'll play. Keep in mind that most of these were straight across trades or flips. I'd buy a beater, fix it, sell it and buy a slightly nicer beater. Also, I'm 39 years old, so this list may be amended at a later date.

Bikes in order:
1991 Honda 250 Nighthawk (Good to learn on and that's about it)
1984 Honda Shadow 700 (Fun, comfortable and a lot faster than the 250)
1985 Honda Shadow 700 (parts bike that I ended up riding for a while)
1978 Kawasaki KZ1000 (Lots of fun, lots of work)
1992 Kawasaki KZ1000P (Ex police bike, great commuter)
1982 Yamaha Virago 750 (Got it for free, got it running and gave it away)
1974 Honda CB750K (rode this for a while before I built a chopper out of it)
1974 CB750 Chopper (40 degrees of rake, springer front, rigid rear, hand shift)
1991 Harley Davidson 883 sportster (Are you kidding? Small, slow WTF? I need a real motorcycle!)
Currently Owned:
1998 Honda Valkyrie (The Mothership! Best motorcycle I have ever ridden. Went to Hawaii with us when we moved there and came home with us when we moved back. will never be sold because I can't imagine anything I'd want to replace it with.)
Cars and trucks in order (mostly):
1949 Chevrolet 4 door sedan (bought when I was 17, never got it running)
1966 Volkswagen Beetle (set up for handling, it was a hoot on mountain roads at least downhill)
1983 Toyota 4X4 truck (great little truck)
1967 Chevrolet 3/4 ton 2wd (good truck, manual everything)
1973 Ford F250 2wd (390 that always overheated)
1970 Chevrolet 3/4 ton 4x4 (Best truck I ever had. I miss it)
1965 Oldsmobile 442 (swapped in 455, stupid fast, someone else totaled it for me.)
1980 Toyota Celica (Woo!! Air conditioning!!! Boo, motor exploded!!)
1975 Chevrolet Camaro (meh)
1970 International scout 800A (very whipped, didn't have it long)
1975 Buick Lesabre convertible (traded the Scout for this, traded this the next month)
1977 MGB roadster (Lots and lots of fun once I added ground straps everywhere)
1978 MGB roadster (Came with the 77 for parts)
1980 MGB Roadster (bought it for the OD trans which I swapped for the one in my 77 then sold)
1972 Buick Sun Coupe (slow...dear God was it slow.)
1970 Toyota FJ40 (straight six, 3 speed, slow)
1951 Willys 4x4 Wagon (Had plans for this but a cross country move forced a sale)
1975 Jeep CJ5 (v8, 3 speed, a friend totaled it for me.)
1966 Ford Mustang (not my style, kept it for a few weeks and traded for a Jeep.)
1984 Jeep CJ7 (Good rig, kept it untiol I bought my first new car)
1999 Dodge Cummins Diesel 4x4 (first new car, great engine, crappy truck)
1991 Mazda Miata (Great car! Everything that the MGB could/should have been)
1954 Willys 4X4 wagon (Bought from an aircraft mechanic who built it. I now refuse to fly)
2004 Jeep Wrangler Rubicon (Second and last new car, loved it but sold it to pay for my wedding.)
1970 Baja Bug (Damn, these things sure got a lot smaller since high school! Didn't keep long)
1977 International Scout II (great rig, lots of rust, new wife not a fan)
1979 Toyota 4x4 truck (owned it for a month, reliving high school)
1972 Toyota FJ40 (V8, 3 speed, rust)
1984 Chevrolet K5 Blazer (meh)
1976 Toyota FJ40 (straight Six, 4 speed, no rust. I miss this one)
1972 Chevrolet c-10 2wd (good old truck)
1973 International Scout II (345, 4 speed. Sold when we moved to Hawaii)
1995 Chevrolet 1500 4x4 (sold when we moved to Hawaii)
1985 Jeep CJ7 (Bought in Hawaii when we moved there, sold when we left. Perfect island rig)
2006 F350 4x4 (Bought to pull a travel trailer on a vacation that never happened sold)
Currently Owned:
1950 Chevrolet 2 door sedan (Hot rod project nearing completion!)
2000 Chevrolet Silverado 1500 4x4 (Loved this truck, someone else totaled it, but I may fix it yet)
2003 Mini Cooper S (Fast, fun to drive, uncomfortable as hell)
1997 Toyota Land Cruiser (Factory lockers, expedition build in progress)