An ancient (and, of course, alleged) shot of our favorite graduate of Standford Business School cum First Lady of San Francisco necking with Dr. Doug Ross, circa 2002.

The two of them, it seems, used to date. Aw.

Aside from being "chased on foot by a crocodile, lion and elephant while living in Botswana," has anything bad ever happened to Siebel? No? Just checking.

Update: It seems Jennifer did suffer a family tragedy at a very young age, making her more than eligible for some Clooney DNA.