You could suggest he sets up the hard drive for you? Make some comments about liking his hard drive, nudge nudge, wink wink, pinch his bum and give him a pay rise.
But seriously this is a dodgy one. Do you want him? Do you want him a lot? Enough to change jobs if it doesn't work between you? What if he dates someone else in your office after you? What if you date someone else after him?
If you really like him then you could give him an opening without pressure. Ask him if he wants to watch a movie with you, even go to the cinema? You'll find out then.
I had a female boss who sometimes I used to stand up to and she would get mad. But she also wanted to pinch my bum, seriously! On a work night out she and her friend cornered me and another guy and wanted to pinch our bums, we refused, they chased us all round the place She told us that when we were older we would appreciate women like them, lol. Ahh work place sexy harrassment, those were the days! Sometimes she would sit up on my desk talking to me, a bit forward, lol. When I left she gave me a really big hug for a quite a few seconds. She had it bad for me. ;-)
But back to you.
Do you want him to be interested in you? What do you like about him?