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Celebrity families

Anna Kournikova reappears with her kids Mary and Nicholas after sharing a rare look at her Halloween


The retired Russian tennis player is expecting her fourth child, and shared a sweet photo celebrating Halloween with her kids.


Anna Kournikova reappears with her kids Mary and Nicholas after sharing a rare look at her Halloween© Michael Kovac
Maria LoretoSenior Writer
NOVEMBER 5, 2025 3:48 PM EST

The wait is almost over for Anna Kournikova and Enrique Iglesias, who will be welcoming their fourth child soon. Although the former Russian tennis player has chosen not to speak publicly about her pregnancy, she has made several public appearances in recent weeks. After surprising fans a few days ago with a Halloween photo of her kids, Kournikova reappeared in Miami in full mom duty. 

Kournikova was seen taking her kids to school© 305shock/The Grosby Group
Kournikova was seen taking her kids to school

On November 3, following the Halloween weekend, Anna was photographed with her children Nicholas and Mary, aged 7 and 5, with all enjoying a sunny morning in Miami Beach. Anna appeared to be taking her little ones to school, as both were seen wearing backpacks and uniforms.

She kept her look comfortable and casual, opting for black leggings, an oversized two-tone plaid shirt, matching slippers, and gray socks. The Spanish singer’s wife also carried a roomy quilted bag and wore sunglasses, while her blonde hair was tied up in a high bun. 

The photos mark the group's first outing since Halloween© 305shock/The Grosby Group
The photos mark the group's first outing since Halloween

Since news of her pregnancy broke, Anna has carried on with her life as usual, at times opting for oversized outfits. During her latest outing, Anna paid no attention to the paparazzi, focusing entirely on her children. She held Mary’s hand for most of the walk, while Nicholas stayed close by their side.

Just over a week ago, Anna was photographed alongside Enrique and their children during a family boat ride off the coast of Miami. Enrique took a short break from his tour before heading to India to spend time with his family. As the couple shared affectionate moments, their kids played happily on the boat.

The family's Halloween celebration

Kournikova celebrated Halloween with their kids, with all of them wearing costumes© @annakournikova
Kournikova celebrated Halloween with their kids, with all of them wearing costumes

Enrique and Anna have remained firm in their decision to protect the privacy of their family life. Enrique rarely discusses his kids with the media, while Kournikova shares updates eventually on her social media. One of the biggest surprises her followers had took place on October 18, when she shared a new photo with her kids on her Instagram. 

The post came after a year of no photos, and showed Kournikova alongside her three children, with her dressed in a duck costume alongside Mary and Lucy, dressed as pumpkins. In the case of Nicholas, who wore a soccer player costume, he was seen crouching in front of the image. The family was likely trick-or-treating, holding on to small pumpkin-shaped bags that appeared to be empty at the time.

Enrique Iglesias and Anna Kournikova enjoy sweet family boat day as they prepare to welcome baby No. 4© Getty Images
Enrique Iglesias and Anna Kournikova are readying to welcome their family

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