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Portofino Tower is an iconic, if a little unhip, South of Fifth luxury complex that’s long been home to Miami Beach’s swashbuckling finance types.—Nate Freeman, Vanity Fair, 3 Apr. 2026 In the 2000 Loser, Jason Biggs plays Paul, a sweet but unhip Midwestern kid who gets a scholarship to NYU, only to be met with the sneering savagery of his rich-kid roommates.—Stephanie Zacharek, Time, 18 July 2025 Chicago Bath House 1914 W. Division St., Chicago This Wicker Park bathhouse has been unabashedly unhip since 1906.—Outside Online, 28 May 2025 Being a conservative means being proudly unhip, yet few Americans — Bible-toters, teetotalers, or not — can resist the urge to be one of the Cool Kids.—Armond White, National Review, 21 Feb. 2024 That’s a niche too small and too cool for my unhip existence.—Lauren Joseph, Bon Appétit, 22 Nov. 2023 Marie Callender’s are proudly unhip, with a lot of wood, dark carpeting, antiques and old lamps.—Los Angeles Times, 21 Dec. 2021 For many of today’s active grandparents — who feel anything but old and stodgy — the terms Grandma and Grandpa have the decidedly unhip whiff of talcum powder, blue hair rinse and dentures.—Laurie Yarnell, Good Housekeeping, 27 Oct. 2020 Aloha Fridays were a fixture of a certain kind of workplace, and everyone—from Elvis to the decidedly unhip Richard Nixon—seemed to have an aloha shirt.—Teddy Brokaw, Smithsonian Magazine, 16 Apr. 2020