The best "car vs." race I've seen was in Paris, run by Top Gear (the UK motoring show) where the guy in the car was beaten by a couple of people on foot. They did a parkour/free-running thing, over buildings etc
Masi Speciale Fixed, Surly 1x1, 2 70's Bianchi folders, Swingbike, Columbia Cruiser 3 spd, Specialized Big Hit and P.2, Cove G-Spot, Xtracycled Bianchi San Jose.
I remember my freshman year of college I worked with 3 or 4 guys that lived in the same campus apartment complex as me. We'd always get done with work between 5 and 6 and I'd beat them the 3 mile home everyday on my beater huffy 10 speed. Gotta love rolling past 2 blocks worth of backed up traffic