"They came together with a group of friends, Ashley drank red wine, sat on his lap and they were making out all night. They left together around 2 a.m." Ashley Olsen is clearly dating Lance Armstrong (retired cyclist, the ex. Tour de France champion). Ashley Olsen was involved with Jared Leto for a while; Lance Armstrong was with Tory Burch. "He tried to make Tory Burch’s (Lance Armstrong last girlfriend), happy when they were dating by buying a place here(New York), but she couldn’t deal with him not actually living in the same city, so they broke up."