The fashion world lost one of its biggest icons Monday with the passing of renowned designer Oscar de la Renta at age 82, from complications from cancer. Throughout his 50-year career, he dressed a host of celebrities, socialites and politicians, including Jacqueline Kennedy, Sarah Jessica Parker, Sandra Bullock and Hillary Clinton. Most recently, he made the wedding dress Amal Alamuddin wore when she married George Clooney.

De la Renta's death prompted admirers like Taylor Swift, Gloria Estefan and Ivanka Trump to post late-night tributes on social media in his memory, and Vogue Editor-in-Chief Anna Wintour published an essay Tuesday about her relationship with the legendary designer. She visited de la Renta recently, and at one point he said “he felt he had had the most amazing life and he was not afraid.”

De la Renta was born in the Dominican Republic in 1932, according to ABC News, and moved to Spain at age 18. There, he studied under Cristobal Balenciaga, got a job in Paris and then moved to New York City. He launched his own label in 1965 and eventually won two Council of Fashion Designers Designer of the Year Awards, a Lifetime Achievement Award and two Coty Awards for his work. “He died exactly as he lived: with tremendous grace, great dignity and very much on his own terms,” his stepdaughter and son-in-law wrote in a statement.

De la Renta himself spoke about death in an interview with Gotham magazine last year, comparing life to a garden. "There is a time to plant, then a time you have to weed,” he said. “Just think about people you've deeply cared for. And then think of the people you wish you'd spent more time with. I always say this: Live, love and laugh."

Below, we take a look at 10 of de la Renta’s creations: