I had a beer with actor James Marsden, who played cyclops in the X-Men movies. He was also in Superman Returns.
I had several beers with country music figures when I lived in Nashville. Terri Clark bought me a beer at Tootsie's once...haha.
Oh, and this is pretty lame, but I've had beers with Gavin Rossdale of Bush, the guys in Maroon 5, Sister Hazel, Leigh Nash of Sixpence (I grew up with her ex-husband) and plenty of other rock n roll has-beens back when I was playing in my band.
edit: I just remembered that I had a beer with Josh Homme in NYC when my band opened for Eagles of Death Metal.