My most expensive purchase (in one shot) was also the least practical at the time: the 9 disc AnimEigo SDF Macross boxset for $250... I don't regret it, but I did feel strange paying all that cash back then, considering I didn't even own a DVD player (nor did I have what could be considered a steady income). Since then, I've joined the 1/48 lover's club and I'm afraid I may easily top that amount soon...