I guess I've been pretty lucky with eBay. I've only had three fairly minor problems. The first was when I bought a pair of shoes from eBay. At the time I lived in a condo, and I didn't want them sitting out, so I had them delivered to my grandmother's house. Never showed up, so I contacted the seller, got a tracking #, etc. Well, the stupid deliveryman (can't remember if it was Fed-X or UPS) swore up and down that he delivered it to my grandmother's house and put it on her doorstep.
A couple days later, I was going through her mail for her, sorting out the junk, and saw a notice that the post office was holding a package, with postage due. Turns out the delivery guy stuffed my box IN THE MAILBOX!! Since that was a federal offense or whatever, the mailman picked it up, took it to the mailbox, and I had to pay postage twice on it. I think I had to pay about $3.99 extra for it. Real pisser, but I at least got the shoes, and got what I thought was a pretty good deal on 'em, overall.
The other problem was when I bought one of those Intellivision CDs for the X-Box. This is a collection of old Intellivision games ported to the X-Box operating system. Well, it wouldn't read the disk.
Took me awhile to get a response from the seller, but he did issue a refund, saying that he didn't have any others. And he didn't even ask for the bad disk back, which I thought was pretty trusting of him.
The third was when I ordered some screensaver thing for a buddy of mine. It never came, so they sent another one. Again, I thought that was pretty cool of them to do that, with no questions asked.
I've also bought two cars that I saw listed on eBay. I was the high bidder each time, but neither time met the reserve price. The first one was a 1979 Chrysler New Yorker, that was only about two hours away. I contacted the seller and we agreed to a price. I told him I'd drive out that weekend and look at it, and pay him that if I thought it lived up to my expectations. It did, so I bought it and drove it home.
The second one was a 1976 Pontiac Grand LeMans, in Cincinnatti, about 500 miles away. Looking back, I took a chance on this one. I sent the seller a $500 deposit, and drove out with a friend to get it, presuming it met my expections. The seller sent me some very detailed pics though, and told me every little detail that was wrong with it, so it turned out there were no surprises. I guess if the car ended up being a piece of junk, I could have had problems getting my deposit back, but everything went fine.
I was a bit nervous though, after I signed the paperwork, and it suddenly hit me that here I was, 500 miles from home, with a car that debuted around the same time as Laverne and Shirley!
The trip home was uneventful though. No surprises or scares. The only problem was that I had no idea how big of a gas tank a 1976 LeMans has, so I probably stopped for gasoline more often than I should have. I figured it was about 18 gallons, but later found out it was 21.