I used to live at the foot of Tantalus/Roundtop and used to ride it at least a few times a week after work.
Here is a hoopty old website I put together on Tantalus back when I had a quiet & stealthy Honda. It's horribly outdated--some of the landmarks have changed, road has been repaved, etc. But the corner-to-corner layout is still the same.
http://www.geocities.com/nsr800/enter.htm
Some day I'll have to go back up there. There was a landslide at section 14 recently. It's in pretty poor condition now.