Henry Smith, known online as @henryhenryhenryhenry, has become a notable figure in the niche world of luxury handbag collecting. His collection includes a 1997 Chanel sequin handbag, acquired from Fashionphile in Los Angeles, along with several other iconic models such as the Andiamo, Speedy, Baguette, and Bonnie. Smith’s journey into handbag collecting began with the purchase of a Goyard tote bag three years ago on the Upper East Side, which he wore immediately after buying it. His interest in fashion was influenced by his sister, Béatrice, who has a background in art history and museum work. Smith, who grew up in San Diego and enjoys a beach-oriented lifestyle, credits both his sister and his father— a university professor who emphasized the importance of well-fitted clothing—for shaping his fashion sense. Over the past three years, Smith’s handbag collection has grown significantly. He frequently shops for vintage pieces through online platforms like outfitrepeater.co and often buys new handbags when he is in New York, a city he finds ideal for shopping. Among his favorites is the Bottega Veneta Andiamo bag, which he uses regularly during his travels. Smith also admires recent designs by Matthieu Blazy, Tom Ford’s work at Gucci, and Phoebe Philo’s creations at Chloe, including vintage Paddington bags. He expressed a desire to own a Louis Vuitton Neverfull and highlighted the appeal of vintage Louis Vuitton bags from the Marc Jacobs era. Smith’s public presence as a handbag collector has sparked conversations about how men can embrace trendy handbags in public. However, he prefers not to be seen as a spokesperson for heterosexual men in this regard. He emphasized the importance of well-fitting pants for men and suggested that handbags could serve as a practical alternative to overfilled pockets. His approach to fashion is both personal and practical, reflecting a blend of style and functionality that resonates with his lifestyle and interests.