Oh boy :-) I've spent many a bitcoin.

And I've been looking at some past purchases so I can pull this from Overstock it wasn't my first or last...

Monday, August 25, 2014 I spent $102.98 usd @ overstock.com on a vacuum cleaner, Wounded Warrior Project and Best Friends Animal Society donations.
They don't list in btc but I'll post an update if I ever run into the transaction.



I don't remember the exact price of btc at the time but here is a headline from Coindesk for perspective...

Bitcoin Price Passes $570 for First Time Since August 2014 -  CoinDesk.Jun 3, 2016