The Image Direct Katie Holmes was spotted on the streets of NYC in a preppy, but casual ensemble. While appearing pastoral, Holmes also added a bit of prep, thanks to her blue striped shirt ...

Jan 26, 2025; Kansas City, MO, USA; Kansas City Chiefs ownership family member Gracie Hunt prior to the game against the Buffalo Bills in the AFC Championship game at GEHA Field at Arrowhead ...

Knits have long been a staple of the preppy aesthetic, and they're best styled with equally posh staples like pleated mini skirts. A classic white button-down shirt styled with a tie and an ...