Mom-to-Be Jessica Simpson's Too-Cute Family Photos

As the singer announces news about her expanding family, we’re looking back at her most adorable moments with Maxi and Ace

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BFF

Simpson’s eldest daughter Maxwell is “besties for life” with her brother Ace.

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SWEET SURPRISE

Big brother and big sister to-be! Maxi and Ace helped Mom announce the news of baby No. 3 with a series of whimsical Instagrams.

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MERRY MEMORIES

“Happy Birthday to my very best friend, Daddy to my babies, and Husband of Mine. I love you, forever,” Simpson shared while wishing Johnson a happy birthday with a throwback photo.

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GOOFY GROUP

“Backstage shenanigans,” Simpson wrote alongside this snap.

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NEXT STEPS

Mom and Dad join Ace to celebrate a big milestone: his first day of kindergarten in August 2018.

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HAPPY HELPER

Simpson gets some help at BeuatyCon in July 2018 from a very willing assistant, Maxi!

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BIRTHDAY BOY

Simpson and Johnson transformed an event space into “Parrotdise,” complete with photo opportunities with live birds, baseball jerseys and a giant scoreboard, to celebrate their son Ace’s 5th birthday.

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PUPPY LOVE

The fashion designer shared an adorable photo of kids Maxwell and Ace, smiling as they cuddled the family’s new pup, Dixie. “Welcome to our family Dixie!” Simpson captioned the sweet snap.

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PARTY PEOPLE

“Maxwell’s Over-The-Top Big Top #TheGreatestShowman #MAXIDREW #6,” Simpson captioned a family photo of the foursome at Maxwell’s sixth birthday party, which was The Greatest Showman themed.

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BIRTHDAY GIRL

“And just like that my baby is 6 #MAXIDREW,” Simpson captioned a photo of the pair sleeping, on Maxwell’s birthday.

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IN THIS TOGETHER

The siblings may have been fighting the flu, but the fashion designer couldn’t help but snap this pic of her “so cute” kids.

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PUCKER UP

Simpson and her look-alike daughter showed off their plump pouts.

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SPRING IS HERE

The family of four dressed in their Easter Sunday best in 2018.

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MAKE ME OVER

Maxwell proved she has a passion for makeup during an impromptu glam sesh with her famous mom.

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COUNTRY STRONG

While the singer, her hubby and son Ace took a country approach to Halloween, Maxwell channeled her inner Belle.

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LIFE’S A BEACH

Ace just got his first cut! The 4-year-old took a dip in the ocean while showing off his fresh haircut.

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SCHOOL GIRL

Maxwell struck a pose before embarking on her first day of kindergarten.

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UNDERCOVER KIDS

“On pins and needles watching last week’s Game of Thrones… just kidding, it’s Moana,” wrote Simpson, captioning a cuddly pic of her kids.

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THE FAB FOUR

The gang’s all here! Simpson, husband Eric Johnson and their kids came together at a spring 2017 style event benefitting The Boys and Girls Clubs of Waco, Texas.

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UNDER THE SEA

Maxwell and her famous mom were mirror images of one another here, striking poses alongside Johnson and a smiling Ace.

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WELCOME HOME

Maxwell supported Mom at a launch event for the singer’s eponymous home collection.

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WE ALL SCREAM …

For ice cream! Maxwell and her cousin Bronx enjoyed some dessert on a sunny day.

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TAKING FLIGHT

Say cheese! The Simpson-Johnson crew documented an adorable family outing before boarding a private jet.

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LIKE FATHER, LIKE DAUGHTER

Maxwell proved to be the spitting image of her dad during a beach outing in early January 2015. “My blue-eyed soulmates,” Simpson Instagrammed about the pair. 

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THE AIR UP THERE

Is the sky falling? Simpson’s two little cherubs, Maxwell and Ace, practiced their synchronized backbends – and Mom was highly entertained. “Thankful for these two WILD TURKEYS! #lakeaustin,” the star posted on Thanksgiving.

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EVENING STAR

All is well and cuddles abounded come bedtime in the Simpson-Johnson household. 

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GLAM SQUAD

Who needs hair and makeup when you’ve got a toddler at the ready? Maxi was already taking cues from her mom’s glamorous ways, so why not put her to work on a touch-up?

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FACEOFF

Staring contest – ready, go! “There is no way these kids could be more adorable,” Simpson wrote of her tots after returning from her July 2014 honeymoon with Johnson. “OMG! So happy to be home snuggling!”

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HAIR-RAISING EFFECTS

Check out that ‘do! Ace showed off his blond locks while taking in the view during a wagon ride with Mom.

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PUCKER UP

Mama’s girl! Jessica Simpson, who exchanged I Dos with fiancé Eric Johnson on July 5, gets daughter Maxwell to give her a smooch, with the help of a little bribery. “Kissed by an angel… for a SNICKERS egg,” she posted.

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FAST LANE

Simpson’s little ones ride in style on a beautiful California day. “Ace and Maxi looking like twins!” she wrote. “And yes, they share pink cars.”

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FAMILY HUNT

Maxwell holds hands with her cousin Bronx (son of Ashlee Simpson and Pete Wentz), who recently decided his cousin was cool. “BX and Maxi have the same shy face,” posted the designer.

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SCRUB DOWN

Ace (who turned 1 on June 30) gives a gentle tug on the ear of his 10-month-old bath mate Rocco (son of Simpson’s best friend Cacee Cobb and husband Donald Faison). “Bunny Babies,” she posted.

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SUMMER LOVIN

Maxwell climbs high to take in the beautiful sunset while pal Zev (son of stylist Nicole Chavez) stays down low on a beautiful summer day.

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ROUGH PLAY

Maxwell and Ace roll around with dad as their proud mom looks on. “All we need is love,” she wrote. “My perfect humans.”

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FAMILY TIES

Grandpa Joe dotes on adorable granddaughter Maxwell. “Happy Father’s Day @papajoeentertainment XOXO,” wrote Simpson.

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IT’S A GUY THING

Johnson and son Ace show off their matching tough-guy faces at the park. “My men at the playground.”

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WHALE OF A GOOD TIME

Simpson gives a sweet hug to her pajama-clad baby boy Ace. “The most handsome boy in the world,” she wrote.

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DADDY’S GIRL

Maxwell flies high thanks to the strong arms of her former football-playing dad. “Good Lord! She has NO fear!” boasted Simpson of her brave little girl.

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SQUEAKY CLEAN

“Bath time buds.” Maxwell and Ace cozy up and dry off after a bath with the help of their dad.

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WALK THIS WAY

That’s one way to get a workout! “Chasing shadows,” the mom-of-two captioned this photo of herself and daughter Maxwell on a stroll.

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LIP SMACKERS

Like mother, like daughter! Simpson and her Mini Me pucker up for a close-up. “Love this lil lady more than anything!” wrote Simpson about her little girl.

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