Bill Maher – 65, Comedian and Host

Well-known comedian Bill Maher has been very outspoken about many different subjects. He isn’t afraid to speak his mind or be candid about topics that might seem uncomfortable for others. When it comes to wit and charm, he certainly doesn’t fall behind either, so many wonder why he has never married. In an interview with Howard Stern, Maher admitted that he did not see the logic in being with the same person for an entire lifetime. Needless to say, he isn’t a big fan of monogamy and values his personal time greatly.

Despite the fact that marriage isn’t likely to happen for him anytime soon, Maher does have quite the extensive dating history. In 2019, reports surfaced that he had been seeing Anjulie Persaud, a 39-year-old Canadian singer. The couple are said to have been dating since 2014. To his credit, he has managed to maintain this relationship over the years.