I mean, when and where did you spend your 1st dollar online and what did you buy? For myself, my 1st dollar is spend on amazon for buying a book.
I bought an item from eBay. it has been 3 years, but I am still using it and still working perfectly..
I spend my first 5 dollars on ebay and bought a nice rubiks cube from china 2 years ago. Still Working wonderfully.
I spent my first dollar on a guy who claimed to complete some sort of job for me .. and you know what .. I was scammed ..
eBay here too. It was a hard to find video game called Imperialism, if I remember right. This was back in 2000.
I think the first thing I bought was a mousepad - on eBay in 2003. I was pretty slow to jump on the "buying stuff online" bandwagon.