Two Legends whom I miss a lot Dev Anand and Kishore Kumar, Dev Anand was an Urban Hero and portrayed a hero with Grey shades , i.e. Pocketmaar, Thief , Gambler etc. in his early movies.
He was fond of Hats and Jackets and was quite westernized in clothing and life style Dev Aannd was fond of Mountains and many of his directorial movies were shot in mountains,in-fact Ishq Ishq Ishq was shot in very high Himalayan altitude in extreme weather conditions.
Hat in the Pic he bought from a Copenhagen shop before Jewel Thief, which became his trade mark style and of course he is fondly known for his lovable swag.