Electronics:
1080P HD Contour Roam Helmet-Mounting Watersports Camera
500 Watt ATX PSU
Car Battery (actually bought a Sears gift card on Gyft and bought the battery with the gift card)

Jewelry:
Sterling Silver Necklace
Bitcoin Pins
Ancap/Voluntaryist pins

Food:
Many lunches and dinners, menu items ranging from burgers and fries to vegan entrees, pizza to chinese

Digital goods:
VPN services, web hosting, domain names, and contracted with a developer/programmer who made me a python script to import product data from a distributor's API into our e-commerce site

Drugs:
Cigarettes
Marijuana
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Other Silk Road goods:
Universal handcuff key
nickel-shaped container (holds a micro-sd card and looks just like a nickel)
"novelty" ID's

Misc. other:
A coffee mug with an image on the side
A handlebar mount for my cellphone
A print-copy of a bitcoin magazine

Speculation:
Much online gambling, including bets on the future price of bitcoin, and stocks on cryptostocks, and also trading for other coins on cryptsy.

And I've sold a number of Christmas trees for coins!