The couple dated for a very short time during the late 80s and it didn't end up going too well for Brad, who was still some years away from becoming the global sex symbol that he is today. The couple went to the MTV awards together, but Applegate ended up leaving with someone else. She has since admitted that she felt bad for dumping him on the date, but when two people are that beautiful, maybe they just don't have a lot to talk about.