They dated each other for few years and finally split up in November 2011.
After a month later in December, 2011, he was seen with Kat Dennings.
The film became a surprise hit and Duff won the Teen Choice Award for Breakout Movie Performance, emerging from her little sister's shadow as a star in her own right.
PLAY IT NOW: Access Hollywood Live: Hilary Duff On Being ‘Devoted’ To Her Second Book & ‘Odd Dreams’ During Pregnancy" data-reactid="24"PLAY IT NOW: Access Hollywood Live: Hilary Duff On Being ‘Devoted’ To Her Second Book & ‘Odd Dreams’ During Pregnancy"The relationship just ran its course," a rep for Haylie told E! The pair first met in 2007 on the movie set of "My Sexiest Year."VIEW THE PHOTOS: On The Catwalk: Stars With Fashion Lines " data-reactid="27"VIEW THE PHOTOS: On The Catwalk: Stars With Fashion Lines Both Haylie and Nick have a history of dating fellow stars. Hit the Like button → 4 months ago (February 8, 2017, 10am) Nick Zano goes shirtless and shows off his sexy muscle body in Legends Of Tmorroow S02E11.Is art imitating life for Kat Dennings and Nick Zano? At one point, Dennings even rested her head on Zano's shoulder. She was born two years before her younger sister, fellow actress and singer Hilary Duff.Her mother, Susan, is a film and music producer, and her father, Bob, owns a chain of Texas convenience stores.