What car do you want, but aren't sure/know they're not worth it?
I browse eBay Motors daily, seeing what's out there and where prices are at. For a while now I've had my eye on a 360 CS, but they always just seem way overpriced. I remember when they were way cheaper, but prices got pretty crazy. This is probably the nicest one I've ever seen.
http://www.ebay.com/itm/2004-Ferrari-360-Challenge-Stradale-/253013023124?hash=item3ae8c05994:g:zFUAAOSw-3FZB1rZ&vxp=mtr
Also, there is something about the original Gallardo Superleggera that does it for me. You couldn't pay me to drive an original Gallardo, but something about the SL just looks way sweeter. These are actually pretty cheap though. I can see these holding their value and possibly appreciating somewhat even though I don't necessarily think they're that special. I think having an interior so similar in function to an R8 might be a bit too familiar though. I try to find new experiences, hence I'll never buy a facelift etc. Sweet car nonetheless, for some reason. Maybe it's the stripe!
http://www.ebay.com/itm/2008-Lamborghini-Gallardo-/112457710025?epid=74053575&hash=item1a2f0079c9:g:RGUAAOSwAPVZNcXL&vxp...