Stars like Angelina Jolie, Gabrielle Union and more have shared snaps from the special milestone
Some celebrity families have been documenting the big back-to-school milestone for years.
Stars like Elton John have shared rare peeks into their family life with young children, while celebs like Angelina Jolie have proudly shown off their child’s first day of college. Recently, in August 2026, Usher shared a photo of his children Sovereign and Sire posing in front of their home with backpacks.
“Gotta cherish every moment. Back to school 🎓📓🍎,” he captioned the snap on Instagram.
From kindergarten drop-offs to leaving for college, here are 20…
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