At the Sesame Workshop 2026 Annual Benefit in New York City on May 27, Anna Cathcart chose a pale pink slip gown with a bold black neckline detail, and the contrast is striking.
Read the StoryAnna Cathcart at Sesame Workshop Benefit NYC May 2026
Anna Cathcart Outfits, Style and Photo Gallery
Anna Cathcart at Longchamp x Jeremy Scott Event in New York May 2026
At Longchamp’s New York celebration with Jeremy Scott in May 2026, Anna Cathcart chose a monochrome black look with beige knee-high boots, and the contrast is the real styling play.
Read the StoryAnna Cathcart at Seacrest Studios in Orange May 2026
At Seacrest Studios inside Rady Children’s Health in Orange on May 11, 2026, Anna Cathcart wore a striped short-sleeve button-up with dark jeans – and the burgundy pumps shift the mood.
Read the StoryAnna Cathcart at Sau Lee Summer Eve Dinner May 2026
Inside the Sau Lee Summer Eve Dinner on May 7, 2026, Anna Cathcart chose a strapless floral gown in ivory satin, and the cloud-pattern detail sharpens the entire look.
Read the StoryAnna Cathcart at 2026 Gold Gala Photobooth May 2026
At the 2026 Gold Gala in Los Angeles, Anna Cathcart appeared in a black Bach Mai look beside Sang Heon Lee, and the photobooth styling leans sharper than expected.
Read the StoryAnna Cathcart at Gold Gala Los Angeles May 2026
Anna Cathcart arrived at the 2026 Gold Gala at The Music Center in Los Angeles on May 9 in a custom Bach Mai gown, and the pink peplum detail shifts the silhouette.
Read the StoryAnna Cathcart at Raising Canes F1 Miami May 2026
At the F1 Miami Grand Prix in May 2026, Anna Cathcart chose a checkerboard Adidas crop top at the Raising Canes suite – and the sporty print sets the tone.
Read the StoryAnna Cathcart in Miu Miu at PEOPLE x InStyle Party Miami May 2026
At the PEOPLE x InStyle Pit-Stop Party in Miami Beach May 2026, Anna Cathcart chose a Miu Miu jersey midi dress with contrast piping – and the neckline detail shifts the mood.
Read the StoryAnna Cathcart Street Style at F1 Miami May 2 2026
At the Raising Canes suite during F1 Miami qualifying on May 2, 2026, Anna Cathcart wore an adidas Teamgeist jersey with denim jorts – and the sneakers lock it in.
Read the StoryAnna Cathcart in Miu Miu at F1 Miami Party May 2026
At the Raising Canes F1 Miami Grand Prix party on May 2, 2026, Anna Cathcart chose a Miu Miu Slim fit Stretch Jersey Midi Dress – and the sporty layering sets the tone.
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