J.Lo didn't spend much time on the market after splitting up with Marc Anthony in July 2011. The pop star started dating backup dancer, Casper Smart, a few months later in Fall 2011. Let we forget, however. This isn't J.Lo's first time fooling around with one of her backup dancers. She hooked up with and jumped the broom with Chris Judd back in 2001. The unlikely couple didn't last for long, though, as they divorced in 2003. Nonetheless, the writing was on the wall and it was only a matter of time before J.Lo shacked up with another co-worker. This time around Casper Smart, 18 years younger than her, was the lucky winner in the Jennifer Lopez sweepstakes. Wedding bells could be ringing sooner than you think.