Probably good for a laugh, I'd like to hear about the one bike that made you shake your head in dis-belief and/or financial hardship.
My personal story on this subject has to be my new 1988 Euro pec Ducati 750 Paso. A perfectly comfortable sport-tourer with trend setting [if polarizing] styling by Massimo Tamburini [Ducati 916 designer]. I loved the styling. My bike was the last bike sold by Willie Leavett when he was the sole Ducati dealer in town, at Victoria and Kingsway. I had to pay in full, and wait 4 months to have it shipped in. Everything was fine for the first 3 months, although, Dec, Jan, Feb, meant I could only ride it minimally. The bike quickly developed a 'personality', often not wanting to run on both cylinders, and quickly developed bodywork cracks everywhere. Of course Willie was closed down then, so no Ducati dealers in BC for 1 1/2 yrs until Gary Goodfellow and Glen Aire setup Goodfellow Motorsports, Gilley & Kingsway. They were not happy campers when I walked in, they had to deal with this shitebox bike. The parts dept was happy to order me a new body panel around the headlight under warranty. That took 2 months. The day it arrived and I picked it up, I new right away it was for the 906 Paso and not the 750. The parts guy went crazy, and threw it like a frizbee across the row of helmets into the wall, exploding. I gave him a week to cool off before coming in again. By this time, the bike has 2000kms on it, the gearbox had jambed up, output bearing seized, and Gord McMartin was on his second rebuild of the thing, the second time on 'my dime' as the 2 yr warranty had expired. Well, it still was jambing up. Then the clutch flew apart. 2 1/2 yrs of jumping on my good reliable KZ750 Kawi because the Ducati was dead,,,,,I couldn't deal with it anymore. I actualy wanted the exact opposite of this bike, so traded it in against a new BMW GS, which I still have with 120,000kms.
My days with an Italian bike gone, this experience almost kept me away from Italian forever,,,,,and has kept me way from post bevel drive Ducatis forever.