I think my biggest one was a little over a year ago when my friends and I pooled together a bit of money to buy a $1000 limousine for road tripping. After we got it home, took it to Sonic once, and then changed the oil, we realized that it was in fact in terrible condition and none of us had the know-how or inclination to fix it up. So it sat for about 8 months until we finally scrapped it. Two of the folks in the group refused all of the previous offers to sell because they weren't going to recoup their initial investment.
It wasn't all bad though. The few trips were fun, and I can now say that I've driven and owned a limo.