Lance Armstrong, 42, Dumped Ashley Olsen, 27, Because It Was Bad For His Career

The 27-year-old Olsen twins clearly don’t mind a large age dif­fer­ence when it comes to the men they date. Mary-Kate Olsen recently got engaged to her much older man, Olivier Sarkozy, 44, and it was recently revealed that her twin sis­ter, Ash­ley, is now report­edly dat­ing 47-year-old Mon­ey­ball direc­tor Ben­nett Miller.

Although Mary-Kate has been with Sarkozy for a cou­ple years, Ashley’s dat­ing life has been a lit­tle more tumul­tuous. Before Miller, the fash­ion designer was linked to sev­eral other influ­en­tial older men, includ­ing pro­fes­sional cyclist Lance Arm­strong, 42, whose career was destroyed after he admit­ted to using per­for­mance enhanc­ing drugs.

Lance Arm­strong and Ash­ley Olsen started dat­ing back in 2007 after he split from designer Tory Burch; the for­mer celebrity cou­ple was seen cud­dling and mak­ing out at a bar before leav­ing together at 2 a.m. How­ever, accord­ing to a new tell-all book about Lance Arm­strong by jour­nal­ist Juliet Macur, the celebrity couple’s May-December rela­tion­ship was cut short because of their 15-year age difference.

Macur writes that Armstrong’s friends and han­dlers weren’t on board with his new fling, espe­cially because of the large age dif­fer­ence, and wor­ried that it would hurt his career. John Korioth, who heads Armstrong’s Live­strong Foun­da­tion, sup­pos­edly “warned the 36-year-old father of three that his May-December romance could dam­age his can­cer work.” Korioth report­edly told Arm­strong that it was a bad idea to date Olsen, who was only 21 going on 22, and to put a stop to the May-December rela­tion­ship right away.

Arm­strong ignored the dat­ing advice at first, but the celebrity cou­ple, not sur­pris­ingly, did split shortly after that first steamy date. While Ash­ley Olsen is still play­ing the dat­ing game with older men, Arm­strong has since set­tled down with Anna Hansen, a 32-year-old woman he met through his char­ity work. They’ve been together since 2008 and have two kids together.

What do you think: Who should Ash­ley Olsen date next?


Nes­sif, B., “Remem­ber When Ash­ley Olsen Dated Lance Arm­strong? Tell-All Claims Cyclist Was Warned to Stay Away!” E! News web site, March 6, 2014;

Photo Credit: s_bukley / (Lance Arm­strong), Everett Col­lec­tion / (Ash­ley Olsen)