Houndstooth Wool Trousers

HA HA HA was the 2022 collection Harry Styles co-designed with Alessandro Michele, named for their shared initials and built less like a celebrity capsule than a real creative partnership. Its register is gender-fluid and faintly '70s, with sharp tailoring set against printed silk and knitwear, and private jokes threaded throughout in cherries, doves, and teddy bears. The pieces have held up on resale precisely because they read as clothes, not costumes: blazers that work with jeans, silks that layer, a varsity jacket that became quietly iconic. Italian sizing runs throughout.