Just a quick check on the most you've ever paid for a single game and biggest loss (hardware too, if it's particularly interesting)... Maybe a little back story too...
Mine has to be the :
US version of Street Fighter 2 : Hyper Fighting on the SNES
It cost me £100.00 plus £30.00 for a special converter to be able to play it on my UK Snes! I used to paint Warhammer figures and sell them in my Dads shop to help fund my gaming! Took me many, many weeks to save up!
Me and my friend played it so much that evening, we both ended up with hand spasms from too many fireball inputs! Good times! ;)
Biggest loss has to be selling Castllevania SOTN special Edition on PS1 for £5.00 trade in! I'll always kick myself for that! :) especially because I traded it in for killer instinct gold on the n64! :)