Founder: Robert Knight
Year Founded: Founded 1851, Trademark Registered 1871

Simply put, no brand says "underwear" like Fruit of the Loom. We could have put Jockey on this list instead, but I've always liked that fruit logo. Over the years, Fruit of the Loom has had its ups and downs - it was purchased from bankruptcy by Warren Buffet's Berkshire Hathaway in 2002, and later acquired the Russel Corporation. It's still one of the strongest brands in menswear.