Jessica Simpson's Latest Family Photo Proves She's One Stylish Baseball Mom

Jessica Simpson puts her most stylish foot forward wherever she goes—and the baseball field is no exception. Keep scrolling to see the star on mom duty at her son's game.

By Samantha Schnurr Aug 18, 2021 5:32 PMTags
Watch: Jessica Simpson's Bikini-Ready in 2005: Live From E! Rewind

Spotted: one fashionable mama by the baseball field!

That mom is none other than Jessica Simpson—performer, parent and renowned fashionista. The singer proved she puts her most stylish foot forward even at a Little League game when she shared a picture of herself supporting her son Ace, 8, from the sidelines. His sisters Maxwell, 9, and Birdie, 2—all of whom Simpson shares with husband Eric Johnson—were also there to cheer him on. 

"Watchin' Ace pitch," she captioned her Aug. 17 Instagram post, "wearin' paisleys and grubbin' on pineapple pops." The 41-year-old entrepreneur, who founded her eponymous fashion brand in 2005, stepped out in a brown, long-sleeved T-shirt tucked into a pair of jeans and cinched with a bold buckle belt. She finished the look with a pair of platform paisley-print booties from her own line, jewelry and her staple oversized sunglasses. 

"Love those shoes!" one fan commented. 

Another echoed, "The hottest mom."

Jessica Simpson's Street Style

If anyone's shoes rivaled Simpson's, it was her daughter Maxwell's. The youngster was rocking a pair of vivid tie-dye-print sneakers for the sporty occasion.

Keep scrolling for more adorable photos of this famous family below! 

Spring Break 2022!

The family of five enjoyed a fun-in-the-sun getaway—and shared the pics to prove it!—in April 2022.

Happy Easter 2021

Jessica posted this selfie of herself with husband Eric Johnson and their children Maxwell Drew Johnson, Ace Knute Johnson, and Birdie Mae Johnson on Easter Sunday 2021.

Happy Birthday, Birdie

The family celebrates Birdie Mae's second birthday.

Birdie is 2!

Jessica and husband Eric Johnson appear with Birdie Mae at her second birthday party.

Like Mother, Like Daughter

Fans can certainly see a resemblance between these two.

Fun in the Sun

These ladies had a blast during the family's trip to Hawaii in 2019.

Johnson's Kiddos

"Besties for life," Jessica Simpson captioned this sweet snap of her oldest kids, Maxwell and Ace.

Sibling Screams

Summer calls for screaming with your baby sister, duh!

Birthday Bunch

On her seventh birthday, Maxwell ate cake for breakfast and the whole family joined in.

Happy Easter

The singer appears with husband Eric Johnson, daughter Maxwell Drew, son Ace Knute, and daughter Birdie Mae on Easter Sunday.

School Sibs

Private school uniforms never looked so cute!

Birdie's Nest

Jessica celebrated her future-daughter Birdie's baby shower in style with all the ladies in her life in January 2019.

Merry Christmas

"Church ready  #THEJOHNSONS," the singer wrote on her Instagram. 


The "I Wanna Love You Forever" singer knows how to throw a good birthday party. On June 30, she posted a family pic from Ace's fifth birthday to Instagram writing, "Baseball and Parrots- a five-year-old's dream come true! #ACEKNUTE #5 #Parrotdise #GreenSox."

Minnie Mouse Moms

I May 2018, the Simpson ladies took their daughters to Disneyland and it was filled with "Minnie" memories.

Let it Go!

While in New York, the family of four went to see Frozen on Broadway and they were all smiles.

The Greatest Showgirl

For Maxwell's sixth birthday the family had a Greatest Showman themed bash and it looked amazing.

Pretty in Pink

The floral four smile for an Easter family portrait in color-coordinated pink suits and dresses. The singer and her little girl look absolutely adorable in their matching prints!

Lucky Duo

Jess's two cuties look festive in green and gold as they smile for an adorable St. Patrick's Day pic.

Country Halloween

No family does Halloween better than the Simpson-Johnson fam.

Totally Tropical

The tropical crew huddle together in a photo from Ace's Moana-themed fourth birthday party, complete with two actors playing Moana and Maui from the popular film in July 2017.

Maxwell's Mermaids

Mermaid magic was the theme of Maxwell's fifth birthday...can you tell?

Fabulous Photoshoot

The fashion mogul goes behind-the-scenes to sneak a snap of her kids looking picture-perfect for their school photos. 

Halloween Crew

Sandy and Danny had a lot to handle with their parrot and octopus kids on Halloween in 2016.

Excited Explorers

Jess blows a kiss to the camera as her little explorers pose with their mouths wide open during a family getaway. We can't get enough of these travel buddies!

Adorable Aviators

The two mini-Simpsons cheese at the foot of an airplane with their Toy Story Woody doll. Mama Simpson posted a pic of the duo to Instagram writing, "Up Up and Away #maxidrew #aceknute."

Cute Cuddles

The sibling lookalikes show off their pearly smiles as they hold each other in a tight hug. Jess shared the sibling love on Instagram, writing, "Brown-eyed man and blue-eyed lady #aceknute #maxidrew #siblinglove."


Could this dinosaur party be any cooler?


"'Be cool and kiss the camera mom' - Maxwell Drew," Jessica wrote on this adorable picture from January 2016.

Say Cheese!

Smile! The triple threat come home for the holidays again in support of the Jessica Simpson Collection and the launch of Jessica Simpson Home in Dallas, Texas.

View More Photos From Jessica Simpson's Family Album
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