12. Jill Schoelen
Jill Schoelen: believe it or not, but she was the very first girl to get a ring from the now famous Hollywood heartthrob Brad Pitt, although the relationship fizzled out quite quickly after just three short months (but still, having the ability to claim this fact is pretty awesome for Jill, we could only assume). The two starred in 1989’s Cutting Class together, which was Brad Pitt’s first movie, and Schoelen hasn’t done much since. However, she does have “engaged to Brad Pitt” on her Wikipedia page, so that’s something, right? Interestingly, however, she was the one who left Pitt for another man. A director, to be exact.
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