Ashlee Simpson Reveals Advice From Mother-in-Law Diana Ross at MTV VMAs 2025

Watch:VMAs 2025: Ashlee Simpson Reveals Advice Mother-in-Law Diana Ross Gave on Returning to Stage

Ashlee Simpson loves every piece of her mother-in-law Diana Ross

So naturally as the “Piece of Me” singer prepared to hit the stage for her Las Vegas residency, she turned to her husband Evan Ross’ mom for some advice, which she detailed during an appearance at the MTV Music Video Awards 2025. 

“She’s like, ‘Be yourself, trust yourself. Do you.’” Ashlee explained in an exclusive E! News interview Sept. 7 outside of UBS Arena in Elmont, New York. “She’s got my back.”

And while Ashlee, 40, has performed with her husband—with whom she shares kids Jagger, 10, and Ziggy, 4—as duo Ashlee + Evan, she admitted it’s been a “blast” to perform her old hits by herself at The Venetian Resort’s Voltaire nightclub. (See here for Ashlee, Evan and every couple who stepped out at the MTV VMAs 2025.) 

“Just for me to get up there and perform these shows and songs that I haven’t played in so long,” she explained. “And then to understand for me what it’s like to play them again feels the same for my fans has been just incredible.”

As she put it, “Just to feel that love has been super nice it’s been a blast.”

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Ashlee Simpson, Evan Ross and More Couples Turning the MTV VMAs 2025 Into a Date Night  

Even offstage, the “La La” singer—also mom to Bronx, 16, with ex Pete Wentz—is feeling like she has got her groove back, adding, “All of a sudden my kids think I’m cool. I’m like, ‘Oh my god.’”

Meanwhile, Ashlee also noted it’s been an added bonus to have her husband of 11 years to see her onstage Autobiography

“Evan’s never seen me play a show,” she gushed. “We’ve played shows together but he’s never actually seen me in action and he was like, ‘Wow you’re so good,’ I was like, really touched. It was like the sweetest thing I’ve ever seen. I was like, ‘Aw.’”

Dimitrios Kambouris/Getty Images

Now that Ashlee is back on the stage, she also teased the idea of joining forces with older sister Jessica Simpson at some point in the future. (For Jessica’s rare MTV VMAs appearance and more on the red carpet, see here.)

“That could be in the works for sure,” she posited. “That’s something I think we’d love to do. It’s been fun, both of us in these places revisiting it and supporting each other and loving each other.”

Keep reading for every star who hit the MTV VMAs red carpet… 

—Reporting by Emily Curl 

Lady Gaga

In Marc Jacobs.

Sabrina Carpenter

In custom Valentino.

Ariana Grande

In custom Fendi and Swarovski jewelry.

Jessica Simpson

In Christian Siriano.

Doja Cat

In Balmain.

Ice Spice

In Ralph Lauren.

Paris Hilton

In The Blonds.

FKA twigs

Conan Gray

In Erik Charlotte.

GloRilla

In Helen Anthony.

Lenny Kravitz

In Saint Laurent.

Ciara

In Schiaparelli.

Taylor Momsen

Alix Earle

In Tom Ford.

Tyla

In vintage Chanel.

Ricky Martin

Tate McRae

In custom Ludovic de Saint Sernin.

Nicky Hilton

Yungblud

Ashlee Simpson

Malin Akerman

Brittany Snow 

Summer Walker

With a Simitri bag.

Megan Moroney

Nicole “Snooki” Polizzi

Mike “The Situation” Sorrentino & Lauren Sorrentino

Sexxy Red

Nikki Glaser

In Ludovic de Saint Sernin.

KATSEYE

In Dolce & Gabbana.

Ty Dolla $ign

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View More Photos From MTV VMAs 2025 Red Carpet: Celebrity Looks
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