If there’s one actor in Hollywood that’s too sweet to be single, it would definitely be the comedy actor Owen Wilson. This pretty boy has the looks, personality, and sense of humor that most women claim to look for in a man, but despite dating various actresses (including Sheryl Crow, Gina Gershon, Kate Hudson, Jade Duell, Caroline Lindqvist, Scarlett Benchley, and even Varunie Vongsvirates), he has never gotten married — although he did get pretty close!
Wilson dated famous actress Kate Hudson when he was 50 and she was in her 40s after the two met on the set of the 2006 comedy “You, Me and Dupree”. Despite not being married, Owen Wilson currently has two children from two different mothers.
Janet Napolitano
American politician, lawyer, and university administrator, Janet Napolitano is one of those women that put work before everything else, with such focus that they completely give up on the romantic and familial aspects of their life. Her most prestigious political achievements so far were being elected as the 21st Governor of Arizona from 2003 to 2009, and as the United States Secretary of Homeland Security from 2009 to 2013. In 2012, Napolitano was listed by Forbes as the ninth most powerful woman in the world in the world.
Napolitano claims to love basketball, tennis, softball, rafting, and hiking. However, she never had children and has never married. As with such public figures, people tend to speculate. This caused many to speculate that Napolitano may just possibly be gay and in the closet about it. Napolitano responded to these speculations by saying that she is "just a straight, single workaholic".
Harper Lee
Just like the other female novelists on our list, Harper Lee, the Pulitzer Prize-winning author of the iconic 'To Kill a Mockingbird' did not have children and was not married during her lifetime of almost nine decades. She was born in Monroeville, Alabama in 1926, as the youngest of four children, and attended an all-female college in Montgomery. Most people don't know that Lee had only written one book between the mid-’50s and 2015, before writing "Go Set a Watchman" as a spiritual sequel to her popular "To Kill a Mockingbird".
Lee's friend and former neighbor, Marja Mills, wrote a biography of the author called "The Mockingbird Next Door: Life with Harper Lee". In her book, she explained that Lee had multiple successful relationships with men, but none of them had ever advanced to the level of marriage. Perhaps Harper, like many others, was just too ahead of her time in her thoughts and beliefs for any man to really handle.
Diane Keaton
Despite acting as the romantic love interest of several actors in various romance films during the ‘70s, Annie Hall has not been having the same experiences in her daily life. Keaton, best known for her role in the 1977 film, Annie Hall, is still single and having a bit of a problem finding a guy to settle with and close the deal.
In her youth, Diane dated some of the most famous and successful men you could find in Hollywood. Her ex-love interests include Warren Beatty, Jack Nicholson, Al Pacino, and even the famous Keanu Reeves. You’d expect by now that the talented actress would have a ring on her finger, or at least be heading there in a serious relationship. However, it appears that this actress is still single and may just be in that “I don’t care about men anymore” point. Or maybe she has decided to focus on herself and her acting for the time being.
Coco Chanel
Gabrielle Bonheur Chanel was a fashion designer who worked profusely between 1909 and 1971. But of course, you know this fashion icon by the name Coco Chanel. Known largely for her designer purses and expensive perfumes, Coco Chanel, despite owning her own multi-million dollar brand and company, lived most of her life without a man by her side.
In fact, if you take a closer look at the woman behind this ultra-successful company, you'd find that the dazzling glorified Coco may not have been as fulfilled as we may have thought. Considering that, after all, she was one of the world's most famous fashion gurus, this goddess did have her fair share of love interests, most of whom attempted to court the young lady, only to be shot down politely. When asked on several occasions about her love life missing in the public eye, Coco said: “In order to be irreplaceable, one must always be different.” Fortunately for her suitors, they cannot be replaced anymore.