Smith died the following year, when Dannielynn Birkhead was just 5 months old.
For most of her life, Dannielynn has attended the Derby alongside her father.
“It’s her one day a year outing that we do publicly … And year after year, she and dad go all out with their Churchill Downs fashions.
Here are all of Dannielynn Birkhead’sKentucky Derbylooks throughout the years.
Dannielynn arrived at the event wearing an adorable hot pink ensemble.
The dress had 3D rose appliques and big heart-shaped buttons, and it was paired with a matching cardigan.
Larry, on the flip side, opted for a more neutral look.
Dannielynn’s dad wore an all-white suit with a baby blue shirt, tie, and pocket square.
Regardless, the duo was as charming as can be.
It also was a preview of her major fashion moments in the years to come.
At just 5 years old, Dannielynn was more stylish than some adults at the event.
Matching Dannielynn was her father, Larry Birkhead, who had on a light purple-gray pinstripe suit.
He coordinated with his daughter by wearing a green tie.
When it comes to the Derby, the Birkheads clearly love to keep with the theme.
But as always, it was Dannielynn who stole the show.
She totally matched with her father and wore her own Mary Poppins-inspired outfit.
She had a white gown on with lace and red details, and wore a coordinating hat.
Both Dannielynn and Larry had on white gloves, and Dannielynn carried a red and white parasol.
“I look at her and she’s my everything.
Anna Nicole Smith’s daughter also wore a darling headpiece with a giant butterfly and flowers.
She kept the theme going with her pink sandals that were covered in cute butterflies.
It was a precious and cheerful ensemble fit for a princess.
Spring has sprung, indeed.
She carried a silver purse adorned with flowers, and she wore sandals with the same appliques.
Dannielynn really tied the look together by wearing a matching headband that featured a prominent rose on one side.
“We visit and I tell Dannielynn stories about her mom.
I don’t sugarcoat it.
That year, Dannielynn arrived at the Kentucky Derby in a mint green dress.
Her headpiece also featured some blooms.
Larry followed the same color palette as his daughter and wore a mint green suit jacket.
He paired it with off-white pants and wore a pink bow tie and pocket square.
He even pinned his lapel with a flower that perfectly matched Dannielynn’s headpiece.
One could argue the Birkheads' 2016 Derby outfits the most matchy-matchy to date.
They were bright, springy, and cheerful everything a Kentucky Derby look should be.
She also wore a matching headpiece.
Larry Birkhead went with a light gray suit, a pink and maroon tie, and two pocket squares.
That same year, Larry shared a photo he and Dannielynn took at the Barnstable Brown Derby event.
She donned a white dress with blue floral appliques on the hems and a blue sash around the waist.
And, of course, there was her hat.
“It’s tough raising a little girl without a mom.
Larry wore a navy blue suit, paisley tie, and a hot pink pocket square.
The next day at the Derby, they arrived in matching pale pink outfits.
Larry went with a pale pink suit and shoes, and his pin on his lapel made a return.
“I’ve just been trying to express to her the importance of the event.”
Instead of wearing a dress, Anna Nicole Smith’s daughter donned a tailored turquoise pantsuit.
A very sophisticated look, Dannielynn kept it quintessentially Derby with bright colors and a fun floral headpiece.
Her father, Larry Birkhead, matched with a pantsuit of his own and blue suede shoes.
“Dannielynn was determined to have a different style this year,” he told the outlet.
Naturally, Dannielynn coordinated her mask with her outfit.
Her 2022 look is perhaps her most colorful yet.
Dannielynn also served stunning glam, coordinating her eye shadow with her dress for a sunset effect.
Evidently, Larry picked both of their looks out for the big day.
A smiling Dannielynn nodded in agreement.
“Dannielynn is wearing Janet Jackson’s personal outfit that Janet wore to the 2003 Barnstable-Brown Gala … Dannielynn and Larry were photographed with Jackson later that night.
Larry kept it simple that year, sporting an all-black suit, but he did match Dannielynn.
In 2023, Dannielynn’s look was grander than anything we’d seen her in before at the race.
Dannielynn sported a full-length gown that featured a large flower on the skirt.
What really stole the look were her accessories.
And I’m just like, wow, where did the time go?”
Larry said of his daughter.
He also joked around about Dannielynn getting her drivers license and wanting a self-driving car.
“So she can stay on the social media,” he added.
Her hair was in an updo reminiscent of styles Smith favored.
