Brooks Brothers
Brooks Brothers quintessential prepster aesthetic spawned a new generation of buttoned-up Ivy Leaguers following the 1896 debut of its original Polo shirt.
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Converse
Image Credit: Courtesy Photo Converse renamed this longtime classic sneaker, originally dubbed the All Star, after another American icon — basketball great Chuck Taylor — in 1921.
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Timex
Image Credit: Courtesy Photo The eponymous Timex watch has taken a licking and kept on ticking since its 1950 debut and remains an age-defying accessories favorite.
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bobby socks and saddle shoes
Image Credit: Getty Images The Fifties teenager wasn’t properly dressed without a pair of bobby socks and saddle shoes — the perfect combination for twisting the night away.
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Proenza Schouler
Image Credit: Courtesy Photo The Proenza Schouler PS 1 bag, introduced in 2008, became an instant hit for designing duo Jack McCollough and Lazaro Hernandez.
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Ray-Ban Wayfarers Bob Dylan
Image Credit: Michael Ochs Archives/Getty Images Soulful lyrics, a raspy voice and ubiquitous Ray-Ban Wayfarers created Bob Dylan’s undeniable mystique.
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Nike Michael Jordans Air Jordans
Image Credit: Focus on Sport/Getty Images Michael Jordan
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Coach
Image Credit: Courtesy Photo Founded in a New York City loft in 1941, Coach introduced its signature bucket bag in 1973.
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Kennedy Onassis
Image Credit: WWD Archive Kennedy Onassis’ favored oversize dark sunglasses earned the moniker “Jackie Os.”
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Tory Burch
Image Credit: Courtesy Photo Tory Burch rose to international fame with the success of her ballet flat, instantly recognizable by Burch’s overlapping “T” toe topper.
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Marc Jacobs Stam bag Jessica Stam
Image Credit: Courtesy Photo Though not his first foray into handbags, Marc Jacobs Stam bag, named for model Jessica Stam, has become a bestseller for the designer.
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Madonna
Image Credit: Courtesy Photo Madonna’s street-urchin chic influenced a whole nation of wanna-bes sporting lace gloves, rubber rings as bracelets — and the crucifix, which suddenly got trendy when donned by young girls emulating the pop star.
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Ali MacGraw
Image Credit: Ron Galella/WireImage Ali MacGraw certainly never had to say she was sorry for the skullcap she wore in 1970’s “Love Story” that ignited a major hat trend.
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Apple
Image Credit: Reggie Casagrande/Getty Images Apple turned what used to be a luxury — a cell phone — into not just a dire necessity, but made it so cool we need to keep buying the latest version of it.