The 20 Weirdest Celebrity Couples Ever

15. Ashley Olsen and Lance Armstrong

Even before the whole steroid scandal was exposed, this one was a strange one to understand. In 2007, Ashley was seen making out with Lance at the Rose Bar in New York. It might just have been a spur of the moment thing or it could have been more. But 21-year-old Ashley and 36-year-old Lance definitely made a strange couple, and one that Ashley is probably glad she’s free of.