10 celebrities you never knew dated their fans – #1 will shock you! (With Pictures)

2. Jerry Seinfeld

Believe it or not, Jerry Seinfeld is one of the richest men in Hollywood. His net worth is roughly $860 million, principally from re-run royalties of Seinfeld, which has probably been playing continuously on some channel or another since it ended in 1998. This is why it’s surprising that he, out of all people, would marry someone from a completely different tax bracket. Even though his wife, Jessica (nee Skylar, now Seinfeld) was a high-powered public relations executive, she was still in a whole other category from the near-billionaire. But fears of gold-digging didn’t deter him. After a few months of flirtation (and a divorce from the man she was with) she and Seinfeld hooked up. They’ve been together since 1999.