I started my working life in the motorcycle biz. I was lucky to have some people in my home town that knew the mechanics and were willing to have a 10 year old kid hang out and 'hold this'. One family gave me three bikes in 1968. A 1948 Vincent Black Shadow, a 1963 Benelli 125 Scrambler and a 1963 BSA Gold Star.
None ran. All had seized engines and other maladies. But all had been stored in a barn, were complete, some even had all the repair parts. My parents were horrified! Over the years, I restored all those bikes. I still have them, stored in my dads barn many states away. Sadly, I do not have the room where I live to have them here.
When I turned 17, I worked for a Yamaha/Harley dealer. A year later, Yamaha USA hired me as a FSM. I was racing MX at the time. Graduated to road racing, bought a TZ700 (still have it too). I also bought probably close to 20 Yamaha RD 350's and 400's. Four of the RD 400's were brand new (still in the factory boxes today), bought direct from Yamaha for manufacturing cost (about 1/6th of retail price, a steal!). I still have all these bikes. Then went from bikes into cars. By the time I was in my early thirties, the business had burned me out and I bought a pickup and changed careers, going into finance. Eventually, I 'healed' from my burnout and got back into motorcycles as a pleasure activity. Bough a Ninja 600, then a 750 then a Yamaha FZR1000. Bought a few dual sports (Honda NX250, Yamaha XT350) then a Suzuki DRZ SM (I worked it fully, from a stock 33.5 HP to 60+) and a Yamaha WR250F (near stock but made bullet proof).
The NX250 was stolen, abused and recovered, that is the only bike I ever sold.
I ride the WR250 in enduros still and a few multi-day races every year. At least once a week I hit the woods for some riding. I ride the SM all the time too, on the back roads of VA. Perfect sized bike for the roads.
I also still drive just a pickup (no more exotic cars) and now, a BX25D.
I have to say, the SM, WR and BX have been some of the most relaxing (meaning purely fun) machines, the Vincent the most terrifying and the TZ, well it makes me pee in my pants.