Senna did one with a porsche and something else around Estoril....Marc Gene (or was it Alex Wurz?) has also done one in a Williams around Melbourne against a roadcar and a V8 before...2002 I think.
Johnny Herbert did one with a Transit, Cougar and Stewart F1. He also did the sitting on the wheel, reading and drinking tea thing. I think Jeremy Clarkson drove the Transit and Tiff Needel drove the Cougar. Again timed so they almost passed the line together.
I just wish someone would ask Jim Rosenthal and Mark Blundell why they are wearing those stupid stupid head mics when they are talking to each other two feet away.