I thought this might be an interesting topic since I see so many times people over pay for items and I look at my computer screen and say is "he crazy to pay that much for something like that"
Now I know some of those items I am sure are bought for personal collections or you may have a sentimental attachment to it so your willing to over pay for it.

But quite a few of these items get picked up where someone things down the road its gonna be worth a lot or someone buys an item at a high cost thinking they are going to be able to flip it for more.

Here is an item I purchased.

Mets Lastings Milledge Triple AAA Game Used Helmet (Lastings being noted at the time as the Next big Phenom)
I paid quite a few hundred for it figuring I would be able to flip it and make a pretty hefty profit.

Lastings Milledge career goes no where that it was expected and there goes my investment - I couldn't even get rid of it for $200 or $300 if I tried none the less the helmet is still sitting in my inventoiry.

WHATS YOUR ITEM??