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.
(Photo by Mark Sagliocco/Getty Images)NEW YORK - APRIL 14: Jared Kushner & Ivanka Trump at the 2015 Tribeca Film Festival Vanity Fair Party held at the State Supreme Courthouse on April 14, 2015 in New York City.
PHOTOGRAPH BY Photo Image Press / Barcroft Media (Photo credit should read Photo Image Press / Barcroft Med via Getty Images)BRIARCLIFF MANOR, NY - SEPTEMBER 15: Jared Kushner and Ivanka Trump attends the 8th Annual Eric Trump Golf Tournament at Trump National Golf Club Westchester on September 15, 2014 in Briarcliff Manor, New York.
(Photo by Walter Mc Bride/Corbis via Getty Images)NEW YORK, NY - APRIL 17: Jared Kushner and Ivanka Trump attend the Vanity Fair Party during the 2012 Tribeca Film Festival at the State Supreme Courthouse on April 17, 2012 in New York City.
(Photo by Jamie Mc Carthy/Getty Images)NEW YORK, NY - NOVEMBER 14: Jared Kushner and Ivanka Trump attend the 8th Annual CFDA/Vogue Fashion Fund Awards at the Skylight SOHO on November 14, 2011 in New York City.
/ AFP / MANDEL NGAN (Photo credit should read MANDEL NGAN/AFP/Getty Images)NEW YORK, NY - NOVEMBER 18: Jared Kushner, the son-in-law of President-elect Donald Trump, walks through the lobby of Trump Tower with his wife Ivanka on November 18, 2016 in New York City.
President-elect Trump and his transition team are in the process of filling cabinet and other high level positions for the new administration.
(Photo by Spencer Platt/Getty Images)NEW YORK, NY - SEPTEMBER 11: Jared Kushner and Ivanka Trump seen at USTA Billie Jean King National Tennis Center on September 11, 2016 in the Queens borough of New York City.
(Photo by Team GT/GC Images)NEW YORK, NY - MAY 02: Jared Kushner (L) and Ivanka Trump attend the 'Manus x Machina: Fashion In An Age Of Technology' Costume Institute Gala at Metropolitan Museum of Art on May 2, 2016 in New York City.
(Photo by Grant Lamos IV/Getty Images)NEW YORK, NY - MAY 04: Jared Kushner and Ivanka Trump attend the 'China: Through The Looking Glass' Costume Institute Benefit Gala at the Metropolitan Museum of Art on May 4, 2015 in New York City.
(Photo by Larry Busacca/Getty Images)WASHINGTON, DC - APRIL 25: Jared Kushner (L) and Ivanka Trump attend the 101st Annual White House Correspondents' Association Dinner at the Washington Hilton on April 25, 2015 in Washington, DC.
The 27-year-old Olsen twins clearly don’t mind a large age difference when it comes to the men they date.