26/07/2026
John F. Kennedy is still widely seen as the most stylish president the United States has ever had.
He made tailored suits, slim ties, loafers and aviator sunglasses look natural rather than overly formal. Whether he was stepping off Air Force One or spending a weekend sailing in Hyannis Port, everything seemed simple, relaxed and confident. More than 60 years later, his wardrobe is still used as a reference for timeless men’s style.
He also had a famous appreciation for Cuban ci**rs. The night before signing the 1962 trade embargo against Cuba, Kennedy reportedly asked his press secretary, Pierre Salinger, to source 1,200 of his favourite Petit Upmann ci**rs. Once they had been delivered to his desk the next morning, Kennedy signed the embargo, making it illegal to import Cuban goods into the United States. Whether you’re into ci**rs or not, it’s one of those stories that perfectly captures his personality and has become a lasting piece of presidential folklore.