THE RUNDOWN Ashlee Simpson and Evan Ross got engaged after less than a year of dating. They have been married for over a decade. The couple shares two children. Ashlee Simpson and Evan Ross have been together for over a decade, marrying only a year after they started dating. In the time since, the couple has welcomed two children together. Simpson has lived a pretty public life, being the sister to pop star Jessica Simpson. She was also married to musician Pete Wentz, with whom she shares her oldest son, Bronx Mowgli. Ross is familiar with the spotlight as well, as a musician, actor, and the son of musical icon Diana Ross. They have not shied away from it, embracing their fame in one season of the reality show Ashlee + Evan on E!. They also released several songs, including the romantic track “Paris” in 2018. Here’s their complete relationship timeline so far. July 2013 The pair met at a friend’s birthday party in 2013. In 2018, they shared the story on Ashlee + Evan. “We met at my friend’s birthday party,” Simpson explained. “Evan walked in and he was really cute, and I was like, ‘Who’s this Mr. Cool Pants?’” Ross interjected, “You tried to dance with me. You were, like, lifting your leg up and stuff, trying to show me that you dance better than me, I think.” “We made out,” she recalled, and Ross added, “We dry-humped a little bit.” He continued, “That was the best dry-humping I’ve ever done in my life. I put my best work in.” They were seen frequently in July 2013 but made their first official appearance at the Jessica Simpson Fall 2013 Campaign event in New York City. January 2014 They announced their engagement in January 2014 on social media. Ross wrote on X, known as Twitter at the time, “The love of my life said YES!!!!!!” August 2014 They were married on August 31 that year at Diana Ross’s Connecticut home. Simpson reportedly wore a crop top with a lace skirt and Neil Lane jewelry. Diana surprised guests with a song, performing “Endless Love” at the reception. Simpson’s son, Bronx, walked her down the aisle. December 2014 At the end of the year, the couple confirmed with E! News that they were expecting their first child. July 2015 Their daughter, Jagger Snow, was born on July 30, 2015. June 2018 The couple launched a unisex clothing line with Zadig & Voltaire named after their daughter. “I love dressing Jagger. It’s so much fun for me!” Simpson said of their 3-year-old. “If she doesn’t like something, she’ll check it out in the mirror and tell me.” September 2018 They released the song “I Do,” the lead single off their joint EP, under their name ASHLEE + EVAN. Their E! show premiered on September 9. They talked that month with People about how they keep their marriage going. “We’re very different, but we understand each other, and we look out for each other,” said Ross. “We know how to work with each other to get through whatever we need to get through. And she’s way too hot to stay mad at!” Simpson added, “We don’t hold onto things, which is good, too. I love to keep that attraction part alive and fun. But with Evan, I don’t have to try. He’s the most handsome, fun person ever. He makes me feel so great about myself.” She also praised him as a father, saying Ross is “the sweetest dad.” “When we first started dating, I felt that in him. The kids love him,” she continued. Simpson said they felt “a little bit of a hesitation about doing the show.” She continued, “But we wanted to show our music and for people to get to know us. And for me it’s been a long time. I’ve definitely grown as a person.” Ross shared of their creative process, “We write together. It’s definitely both of us. And we work really well together. It’s been amazing.” April 2020 The couple announced they were expecting again in April 2020, sharing a now-deleted photo of a positive pregnancy test. Simpson captioned it, “We are pregnant, and we are so excited to share it with everyone. Baby #3.” October 2020 Their son, Ziggy Blue, was born on Oct. 29, 2020. November 2020 The couple shared photos with all the kids on Bronx’s 12th birthday. In the image, they’re sitting by the pool while Simpson holds Ziggy. March 2021 Ross talked about parenting with Simpson during the pandemic lockdown. “All in all, you’ve got to remind yourself of how lucky we are in the sense that we get to have these moments that we may have not had the same way, if we [would have had] to work,” he said. “I’ve got to shoot something in London in a few days, [and it’s] going to be tough to leave. What a bonding experience with all of them.” He added that it was “about being a team.” August 2021 Simpson celebrated her husband’s 33rd birthday on Instagram in now-deleted photos, writing, “Your spirit is truly infectious, and I’m so lucky to spend everyday with you.” August 2022 For their eight-year anniversary, Ross shared a picture with Simpson, writing, “HAPPY ANNIVERSARY BABY. IT HAS BEEN BEST 8 YEARS LOVING AND LIVING THIS LIFE WITH YOU.” October 2022 For Ziggy’s second birthday, Ross shared a sweet family snapshot, writing, “My sweet boy Ziggy Blu Ross. Cant believe you’re 2 years old. You are pure JOY. I love you with all my heart🖤🖤🖤🖤.” February 2024 During an appearance at New York Fashion Week, the couple talked about stealing one another’s clothes. “I mean, when I feel like I’m over my closet, I’m in his closet,” Simpson said. He added, “She steals from my closet way more.” She agreed, saying, “I do. He has a great collection of coats, so I’m definitely there for that.” They also discussed their upcoming anniversary. “We have big things coming up at the end of the year,” she said. “It’s our 10-year anniversary, I turn 40, my son turns 16. We always celebrate and have the best time, but I feel like it doesn’t have to just be that day. It’s finding those moments, which my husband’s so good at.” She added, “I feel like if we haven’t had a moment, [he’ll] take me to a hotel or [if] we’ve been in kid land, he’ll surprise me with a nice together alone moment, which is nice. August 2024 Just before their 10-year wedding anniversary, Simpson told People why she thinks they have a long-lasting marriage. “I mean, we love each other,” she said. “I think the secret is that we have grown together. And I think that if you can grow together and watch as we all change or evolve and stick together, that’s probably the key to it all.” May 2025 For Mother’s Day, Ross shared pictures with the family and of Simpson, writing, “Happy Mother’s Day to the Most amazing!! You are incredible. Your love is unmatched. We are so lucky to have your love my love. Thank you for taking care of US kids lol ❤️❤️❤️❤️❤️❤️❤️” October 2025.
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