I've only been a filthy thief for a handful of years, but in my time I've had some proud moments!
The only properly expensive thing I've landed was a very nice leather hip flask I took from a luxury store I worked at (mentioned this place before in this forum) and it's nothing to sniff at - it's worth about £70 (around $90) and I like to show it off on nights out since it's pretty stylish.
Mind you, I only really lift things for myself so I haven't really broken that record yet since my tastes aren't that expensive.
Anyone got something pricey they've managed to swipe? It's bragging time people!