The actress, singer, playwright, screenwriter, comedian, and sex symbol was one of the most active people in Hollywood at a time when the entertainment industry was just in its infancy. The actress was secretly married to Frank Wallace in her early years, until the two got divorced in 1942, after 30 years of marriage. Since then (and reportedly even through her marriage), the actress was involved with many men and even dated a man 30 years younger than her when she was 61.
The vixen’s romantic life is a huge chaotic mess that more closely resembles what you might see on a soap opera than anything else. She was once interviewed regarding her romantic relationships and said: “Men are my hobby – If I ever got married I’d have to give it up.” Despite her opinions and choices, which were quite ahead of her time, May managed to find a partner in Chester Rybinski, the muscle man from her show (who was 30 years her junior). Rybinski ended up taking care of Mae until she passed away in 1980, at the age of 87, but there was no ring on her finger at the time.
John Cusack
John Cusack began his acting career in the mid-80s and has been consistently appearing in various films ever since. The now 53-year-old actor was often seen with beautiful and successful women, especially actresses. He has been spotted dating Neve Campbell, Minnie Driver, and his co-star Lili Taylor, from the film “Say Anything”. His last public relationship was with the American fashion model and game show host, Brooke Burns. Since then, Cusack has made sure to keep his love life as private as possible.
Women have been fawning over the acclaimed actor from the day he stepped into the spotlight, and they have never really stopped since. When he was asked in 2009 why he has never been married, Cusack simply said, "society doesn't tell me what to do." We hope a strong-spirited woman might though; we can’t wait to see this handsome devil finally get hitched!
Greta Garbo
Born in a time when being married was considered a must for women, Greta Garbo was one of the pioneers in her decision to defy society and not get married during the '20s and '30s when her acting career had just begun. The actress actually ended up never getting married and decided to live alone. Her most famous romantic relationship was with frequent co-star, John Gilbert. They did have a good thing going while it lasted and helped each other out with their acting careers.
Gilbert was deeply in love with Garbo and repeatedly proposed to the actress, but she would always deny him or back out at the last minute. "I was in love with him,'' she said. "But I froze. I was afraid he would tell me what to do and boss me around. I always wanted to be the boss." Despite building herself an impressive estate worth around $30 million, the actress died without a partner or children and left all of her belongings to her niece, Gray Reisfield. Recent biographers believe that Garbo was either bisexual or lesbian and had intimate relationships with women as well.
Matthew Perry
While most women were likely attracted to the sexy “bad boy” Joey from the hit sitcom 'Friends', there were those who would swear by the hilarious and beautiful soul of Chandler Bing. Bing was portrayed by actor Matthew Perry, who became famous through the show and was recognized for his role until his last days.
He was in a relationship with many actresses over the years, including Lauren Graham, Julia Roberts, and Yasmine Bleeth. He also dated actress and model Lizzy Caplan, from 2006 to 2012. In 2020 he got engaged to Molly Hurwitz. Sadly, however, none of them were able to make things last in the long run and Perry never married.
Edie Falco
Edie Falco has been through some tough things in her life. In 2003 the award-winning actress was diagnosed with breast cancer and had to deal with alcoholism. She has since begun practicing Buddhism, and in 2005 and 2008, she adopted a son and a daughter. It's been alleged that Falco was involved with actor Stanley Tucci. In an interview, the actress did confirm that the couple was once together but has since separated. According to The New York Times, it turned out that their relationship was actually an affair.
Outside of her past relationship with Tucci, the actress is dead silent on anything related to her love life. It’s assumed that she’s a very private person and is not looking for a relationship, which means that we’re probably not going to see a Falco marriage anytime in the future, although you never know how these things turn out. She has been dating Bill Sage since 2009.