So far, the best purchase I made with Bitcoin will be a Samsung Galaxy Tab 3 Lite. The item was on sale (Black Friday) on Amazon. Having only Bitcoin as my purchase option, I looked for people on Bitcointalk that would close the purchase on my behalf. Everything was recorded (if you see my post history) and escrowed.

Despite being my best purchase, sometimes, I feel that if I didn't purchase it, I might have gotten more Bitcoin (due to their price increase in recent years).