The List of Frank Sinatra's Lovers

Jeanne Carmen
Few singers have been able to establish themselves as timeless, meaning their music will appeal to listeners of virtually every time era. Frank Sinatra is among a few of those talented artists. Along with that kind of fame comes the ability to have any woman you desire. Check out a list of some of Frank Sinatra's lovers.
Jeanne Carmen was a pin-up model who worked alongside Marilyn Monroe. Even though she was considered a B-list actress she still made it big when she landed Frank Sinatra. Carmen shared that Frank Sinatra had proposed to her but with the condition of having an open marriage, a proposal that she would end up declining.
Gloria Vanderbilt

Just like Sinatra, Gloria Vanderbilt had quite the list a famous lovers herself. Some of the famous names on that list include Howard Hughes, Marlon Brando, and Errol Flynn. She has been very open about her romantic relationships and you can even see her talking about Sinatra and a documentary called Nothing Left Unsaid.
Donna Reed

Donna Reed starred alongside Frank in the film From Here to Eternity where the two both received an Oscar for their performances. the two also reportedly want each other as they were seen several times together off-screen during filming. This man was not only able to land as many women as he did but had each of them saying nothing but nice things about him after their relationships ended. It's a gift that cannot be taught!
Shirley Maclaine

Shirley MacLaine is another one of Frank's co-stars from the film some came running. Throughout filming the two became very close and maintained a friendship even after they finished with the film. Some say that the two had a fling and had remained close friends after, though it cannot be confirmed.
Gina Lollobrigida

After meeting on the set of the film Never So Few, Gina and Frank started and off-screen relationship. Seems as if it was impossible to star alongside this man without eventually dating him at some point. Gina was said to have won the hearts of many famous men and fortunately for Sinatra he won her heart as well.
Lana Turner

Frank Sinatra became Starstruck when he watched the movie The Postman Always Rings Twice and set his eyes on actress Lana Turner. After watching the film Sinatra claimed that he just "had to have her" and given the fact that he is who he is, it came true. It is rumored that Lana was only interested in Sinatra to get into bed with him and that Sinatra was so infatuated with her that he even asked for his wife at the time to divorce him.
Juliet Prowse

Yet another co star of Frank Sinatra's who ended up falling for him, surprise surprise. Juliet Prowse met Frank on the sets of their film Can Can and the two immediately fell for each other. They were actually engaged to be married for a total of six weeks before Prowse eventually called it off in order to focus on her career.
Kate Moss

Frank continued his Playboy ways even into his older years. At his 80th birthday party he made it a point to be alone with Johnny Depp's girlfriend at the time Kate Moss and steal a kiss from her. 80 years old and still able to steal a girl as gorgeous as this away from a man as good-looking and famous has Johnny Depp.
Anita Ekberg

Seems that Frank Sinatra had a hand in the casting of each and every one of his co-stars. Anita Ekberg starred alongside Frank in the film 4 Texas. Anita broke into fame with her role in the film but La Dolce Vita.
Hedy Lamarr

Hedy Lamarr was an Australian actress who invented radio guidance technology. It is rumored that Heidi and Frank dated back in 1930. The two can be seen together on the cover of Movie Story.
Grace Kelly

Grace Kelly co-stared along Sinatra in the film High Society, and their two characters fell for each other in the movie. it was also rumored however that the two had and off-screen romantic relationship. Kelly, the Princess of Monaco had been rumored to have several relationships with different actors even while she was married to her royal husband.
Jill St. John

Jill St. John is one of the many women he was lucky enough to have a romantic relationship with Frank Sinatra. Right now she is currently married to her husband Robert Wagner, but her and Sinatra dated back in 1963. Frank and Joe Coast Guard along each other in the movies Come Blow Your Horn and Tony Rome.
Judith Exner

Judith Exner is one of the conquests of Frank Sinatra, but she herself went on to become the Mistress of John F. Kennedy. She met Sinatra due to the connections her family had in Hollywood. Exner went public with her affair with the president shortly after he was assassinated.
Eva Bartok

In one of the more unfortunate situations Frank met Eva Bartok when he was still married to Ava Gardner. although she was separated she also had a husband at the time that her and Sinatra had an affair and slept together. evil would end up getting pregnant but her husband at the time Kurt Jurgens decided to keep and raise the child as his own. The love child Deeana knew that Frank was her father growing up and even though she wanted to meet him, he decided against it not wanting to bring another child into this family.
Nancy Barbato

Frank met Nancy Barbato in the summer of 1934 while she was getting a manicure on her front porch. Frank was able to win her heart over with his skills on the ukulele. Five years later they were married in Jersey City and ended up having three children together. They would eventually split in 1951 due to Frank's lifestyle and constantly frolicking with other women.
Lena Horne

Lena Horne with a singer with one of the most amazing singing voices in America. Current Sinatra worked together making music and it is rumored that the two hooked up during their compositions. Whether working together in filming or in music there were no limits to the reach of Frank Sinatra's charm.
Jacqueline Bisset

While Jacqueline Bisset and Frank Sinatra are rumored to have had a fling she has always denied it. She did share the details of their relationship stating that he did like her and asked her out on a couple occasions but she refused due to the fact that she had a boyfriend. She says that people jumped to conclusions when she went with Sinatra to the premiere of his movie the detective in 1968.
Barbara Marx-Sinatra

This woman was the last woman hold the title as Frank Sinatra's lover. Barbara Marx Sinatra was a Las Vegas showgirl when Sinatra first met her. that night Barbara ignored Sinatra after he approached her and it was not until years later when she became his neighbor in Palm Springs that he would have another chance, but she was married. The two were playing a card game with a group of friends and before they knew it they were alone kissing leading to a 22-year marriage of happiness.
Mia Farrow

Mia Farrow was only 21 years old when she met 51 year old singer Frank Sinatra in Las Vegas. 40 was a young actress who wanted to boost her career while Sinatra was against it and wanted her to stop acting. Given the large age gap between the two they would eventually split up in 1968 when Frank had his divorce lawyer send divorce papers to the location that she was filming her current movie. Even though they split up the two remained close friends even up to his death.
Lauren Bacall

Lauren Bacall was married to Humphrey Bogart and according to the public their love was meant to last forever. however with rumors circulating that Bogart was having an affair with his secretary, Lauren decided to have one of her own. while Humphrey was in the hospital dying of cancer it is reported that Lauren and Frank were having an affair. They would later go public with their relationship following the death of her husband.
Joan Crawford

Although never married to each other, Joan Crawford and Frank have both been married four times. The Romantic relationship between the two has never officially been confirmed, however several people had spotted the two out together several times. Two huge stars with a lot in common.
Ava Gardner

Ava Gardner was another one of the fortunate woman who is able to marry Frank Sinatra. although their marriage came to an end close friends of Sinatra say that Ava Gardner was the love of his life among all the women he encountered. She was an actress that Frank instantly fell in love with and they were married in 1951. Their marriage only lasted for 6 years but the two remain close even to the day that she passed away.
Judy Garland

Judy Garland as another talented singer on several occasions work with Frank Sinatra professionally. However, their professional relationship escalated to romantic splurges on a few different occasions. In fact the very first time Judy and Frank hooked up she was still married to her husband Vincent Minnelli.
Marilyn Monroe

Almost everyone is familiar with Marilyn Monroe and her iconic shots standing over a crate with wind blowing hair dress up. Even though Monroe herself had numerous lovers Sinatra had faith in her and try to help her through her drug problems. At one point Sinatra even proposed to Marilyn Monroe trying desperately to be there to help save her life. She would unfortunately end up passing away from a drug overdose and to this day mystery still surrounds her death.
Zsa Zsa Gabor

Zsa Zsa Gabor had a total of 10 husbands, Frank Sinatra however was not one of them. Even though they were never married it was still rumored that the two slept together. The two reportedly met at a party where one thing led to another and they left together.
Angie Dickinson

Angie Dickinson played the role of Frank Sinatra's wife in the original film Ocean's 11. The Romance that the two had off-screen however was much more intense than their on-screen relationship. The actress went on to share with a New York Post that her and Frank had a 20-year on-and-off relationship and had nothing but good things to say about him.
Natalie Wood

Natalie Wood co-starred with Frank in the film Kings Go Forth in which Frank's character falls for Wood's. Apparently though their romance continued off screen and it was reported that Natalie was only 15 when she began her serious relationship with Frank. The two remained closed throughout the years but never ended up tying the knot.