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You'll L.O.V.E Ashlee Simpson's Family Vacation Photos With Evan Ross and Their Kids
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Date:2025-04-25 10:10:25
Ashlee Simpson is loving all the pieces of her.
The "Pieces of Me" singer gave a sweet glimpse into her Hawaiian family vacation with husband Evan Ross and children Jagger Snow Ross, 8 and Ziggy Blu Ross, 3, as well as 15-year-old Bronx Mowgli Wentz, whom Ashlee shares with ex-husband Pete Wentz.
In the photos shared to Instagram July 9, the 39-year-old and her kids could be seen cruising around the Hawaiian islands and posing beachside. In another snap, Ashlee and Ziggy stuck their tongues out for the camera, clearly enjoying a silly mother-son moment together. Ashlee captioned the images, "Hawaii," while Evan shared his own group photo to Instagram, writing, "Family" with a black heart emoji.
The quintet was last seen together at the June premiere of Inside Out 2, where they looked like the epitome of Hollywood royalty. But that should come as no shock, as Evan's mom is iconic singer Diana Ross. And it would seem their kids have already picked up a few of their grandma's skills.
"They all can sing. They all can dance," the 35-year-old told E! News in June 2023. "It's a bit ridiculous. I think they're all gonna be superstars."
As for Ashlee, the Ashlee+Evan alum has spoken before about how important it is for her than she and Evan not only having a loving relationship, but one that is based on friendship.
"That friendship is so deep and it's so amazing," she told E! News in November. "He surprises me and he takes me to do fun things, so I feel like those moments where you step outside of just parenting and connect is so nice."
But more than that, she sees the benefit in making sure they're actively "listening to each other," which she credits as not just the key to marriage, but also the key to parenting.
"Just to listen to your kids," she said "and follow what they're wanting and needing."
For more adorable moments from Ashlee, Evan and their family, keep reading.
"Thank you to everyone for helping make JAGGERS BARBIE DREAMS COME TRUE," Ashlee wrote Aug. 2, 2023. "THANK YOU to the amazing TEAM."
The duo posed in a Barbie box photo backdrop at Jagger's birthday party.
"Happiest Mother's Day to you my beautiful," Evan wrote alongside this family photo. "You are pure love. I'm the luckiest man. You have made this life more beautiful then [sic] I could have ever imagined! .... & now we have another on the way"
"CLEAN," Evan declared.
"Styled by Jagger!" Ashlee wrote on Instagram.
"DADDY & MAMA's hats," Ashlee gushed next to this pic of Jagger.
Bronx and Jagger struck very different poses for this holiday family photo!
Ashlee and Evan's little one is a natural in front of the camera!
"Happy Birthday my baby girl!" Ashlee noted next to this photo of Jagger in a Snow White costume.
"Thank you for being the most loving dad, always taking our family on amazing adventures, making us laugh, and keeping everyday fun. We love you so much. Happy Fathers Day to the love of my life @realevanross," the "Pieces of Me" singer expressed online.
Ashlee and Jagger matched perfectly in this mother-daughter photo.
These kids are just two peas in a pod! Doesn't get more adorable than that.
Nothing like snuggles with daddy to make everything better.
Sometimes you just gotta let your hair down!
Just a little father-daughter quality time for the books.
Just goes to show that her future is so bright!
Hanging with your old man can be pretty cool!
Little quality time goes a long way.
Flying high in the sky like the angel she is!
Nothing better than a family trip to Disneyland.
The Christmas spirit was alive and well in this Christmas photo.
Boat ride with the parents? Don't mind if I do!
Pucker up for the cameras, ladies!
The cutest little mini-me there ever was!
Going old school for the gram!
Ashlee and Evan welcomed baby Ziggy Blu Ross in October 2020.
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