Hilary Duff stars as Sophie in Hulu’s HIMYF, a relatable modern woman on the hunt for love in New York City. Hilary has been through the wringer regarding dating, even if her real life couldn’t be more different (she’s married with three kids!).
The ex-Lizzie McGuire star has been in several relationships. Below, you’ll find a complete list of Hilary Duff’s boyfriends and some background on the man who finally broke her heart. Let’s “go back to the beginning,” as Hilary said.
Hilary Duff started dating at the age of 13. The young stars dated in the early 2000s. Aaron was also seen hanging out with Disney Channel star Lindsay Lohan. Hilary and Lindsay became instant rivals but ended their feud in 2007, per People.
Another famous pair! After Agent Cody Banks, they dated in 2002. They broke up in 2004, and Hilary didn’t star in the sequel, but they’re still friends. In 2016, Malcolm in the Middle star tweeted a photo of him and Hilary on a movie motorcycle. “This car picked up Hilary Duff for my first date.” I imagine it looked like this. Yes!!”
When Hilary was 16, she dated Good Charlotte’s Joel Madden. Later, we learn she adored him. After three years, in 2015, Hilary hinted that she had lost her virginity to him. She said, “I had a 26-year-old boyfriend,” so “Everyone can assume what I did.”
Hilary dated Mike Comrie in 2007. In February 2010, they got engaged and married in August. In March 2012, Hilary and Mike welcomed their son Luca. Hilary and Mike separated amicably on Jan. 10, 2014, but will continue co-parenting Luca. She divorced in 2015. In February 2016, they divorced.
Hilary was spotted at the beach with SOLAR Energy Consulting CEO Ely Sandvik in the summer of 2017. They broke up quickly. Fans noticed they unfollowed each other on Instagram by the fall.
Hilary and Matthew started dating in January 2017 but broke up after a few months. Hilary and Matthew reunited in October. In June 2018, they welcomed their daughter, Banksy. Matthew proposed in May 2019, and they married in December. Hilary’s third child, Mae James Bair, was born in March 2021.