Frank Sinatra remains one of the most legendary entertainers in the history of popular entertainment,
both thanks to his impressive voice and his charismatic personality!
In addition to singing and performing, Frank also liked hooking up with the ladies during
his time.
Frank was married to four different women throughout his lifetime, and hooked up with
many, many more!
Join Facts Verse as we take a look at every woman Frank Sinatra dated or hooked up with.
Vikki LaMotta Although Vikki LaMotta might not have been
the first female Frank Sinatra was ever with during his lifetime, their fling stands as
Frank's first publicly documented romance.
Vikki is perhaps better known as the second wife of boxer Jake LaMotta, who was the inspiration
for Martin Scorsese's Raging Bull.
However, she later revealed that she had a fling with Frank Sinatra beforehand.
Nancy Berg Actress Nancy Berg claims that she hooked
up with Frank Sinatra very early in both of their careers.
Zsa Zsa Gabor Zsa Zsa Gabor is another celebrity that Frank
Sinatra was evidently romantically involved with for a time, with them reportedly having
gotten together in 1931.
Nancy Barbato Nancy Barbato became Frank Sinatra's first
wife in 1939, and the two stayed together until 1951.
Frank and Nancy had three children together, one of those children being the widely venerated
Nancy Sinatra.
Sadly, the two couldn't make their marriage work and ended up divorcing.
Frank had numerous affairs while he was married to Nancy, and his infidelities were exacerbated
by his alcoholism.
Marlene Dietrich Marlene Dietrich is one of the women that
Frank Sinatra was known to have had an affair with during his marriage to Nancy.
Frank and Marlene got together in 1944, though Frank’s fling with the actress didn’t
last very long.
Lana Turner After hooking up with Marlene Dietrich during
his marriage to Nancy Barbato, Frank started another extramarital affair with actress Lana
Turner.
Lana was an even bigger deal than Marlene was back in the day, and young Frank likely
considered himself pretty lucky when he dated her from 1946 to 1947.
At the height of Lana’s success, she was one of the highest-paid women in the entire
world!
Joan Crawford After Lana Turner, Frank Sinatra moved on
to Joan Crawford.
Frank was still technically with Nancy when he and Joan hooked up in 1947.
Joan was a very popular actress at the time, having signed her first contract with MGM
several decades prior, in 1925.
Judy Garland Frank Sinatra and Judy Garland were lifelong
friends, but they were also lovers on a couple of occasions.
Frank and Judy had two separate flings throughout their lifetime, the first while Frank was
married to Nancy and the second while Frank was married to second wife Ava Gardner, who
will be coming up shortly in this video!
Although Frank and Judy never made their relationship serious, the two maintained a friendship over
the years after their second fling, and Frank reportedly helped pay for Judy's funeral.
Ava Gardner After divorcing first wife Nancy Barbato in
1951, Frank Sinatra quickly moved onto second wife, Ava Gardner!
Frank and Nancy's marriage had been turbulent, and Frank and Ava's was arguably even worse.
Both of the celebrities heavily relied on alcohol during the time that they were romantically
involved, and Frank kept up his habit of being unfaithful over the course of his second marriage.
Donna Reed In 1954, while he was married to Ava Gardner,
Frank Sinatra reportedly struck up an affair with actress Donna Reed.
Donna is one of four celebrities that Frank was said to have been romantically involved
with that year.
Grace Kelly Another of the four celebrity figures that
Frank Sinatra was reported to have started up an affair with in 1954 is Grace Kelly.
Of course, Grace Kelly was a famous actress before deciding to abandon the entertainment
industry to become the official Princess of Monaco after marrying its prince.
Gloria Vanderbilt The third celebrity that Frank Sinatra reportedly
had a fling with in 1954 is Gloria Vanderbilt.
Gloria was a celebrity for a variety of reasons, not the least of which being the fact that
she was a member of the prestigious Vanderbilt family of socialites.
As an heiress, Gloria proved to be one of the most respected figures that Frank Sinatra
hooked up with.
That is, besides the aforementioned Princess of Monaco!
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Angie Dickinson After working his way through Donna Reed,
Grace Kelly, and Gloria Vanderbilt, Frank Sinatra still didn’t feel as if he had cheated
on second wife Ava Gardner enough!
Thankfully, Ava was likely too busy having drunken affairs of her own to notice her husband’s
infidelity.
Angie Dickinson is the final of the four celebrities that Frank Sinatra is known to have had an
affair with during 1954.
However, Frank’s relationship with Angie lasted past the year.
Frank and Angie maintained a casual relationship for an entire decade after getting together
in 1954, with it reportedly lasting until 1964.
Leslie Caron After the affair-ridden year that was 1954,
Frank was only known to have had one affair in 1955.
That affair was a fling that Frank shared with a French actress and dancer by the name
of Leslie Caron.
Eva Bartok Frank Sinatra had two affairs during 1956,
one of them being with Hungarian-British actress Eva Bartok.
Joan Blackman The other celebrity figure that Frank Sinatra
reportedly had an affair with in 1956 is actress Joan Blackman, who remains best known for
her roles in a few Elvis features.
Jeanne Carmen In 1957, the same year that he divorced Ava
Gardner, Frank Sinatra reportedly started up a casual relationship with model Jeanne
Carmen that lasted until 1960.
Lauren Bacall Lauren Bacall was another celebrity figure
that Frank Sinatra reportedly struck up a casual relationship with in 1957, with their
relationship reportedly lasting until 1958.
Venetia Stevenson Another celebrity figure that Frank Sinatra
reportedly had a fling with in 1957 is actress Venetia Stevenson.
Judith Exner Judith Exner was a woman that Frank Sinatra
was romantically involved with in 1958.
Nowadays, Judith remains better known for the affair that she had with President John
F. Kennedy before his untimely death.
Gina Lollobrigida From 1958 to 1959, Frank Sinatra was said
to have been dating Italian actress Gina Lollobrigida.
When the two were dating, Gina was a renowned sex symbol.
Juliet Prowse Although Frank Sinatra and Juliet Prowse never
married, they were romantically involved for well over a decade, from 1959 to 1975.
Although they weren’t technically together the whole time, they dated sporadically over
the period.
Marilyn Monroe Frank Sinatra couldn’t have been a respectable
womanizer during Hollywood’s Golden Age without hooking up with Marilyn Monroe.
Frank was one of the more notable figures that Marilyn hooked up with over her short
life, and she’s also another of Frank’s former lovers that was romantically involved
with John F. Kennedy.
Frank and Marilyn’s romance lasted for a few years, from 1959 to 1961.
Kipp Hamilton Around the same time that Frank was involved
with Marilyn Monroe, he was also dating actress Kipp Hamilton.
Frank and Kipp dated from 1959 to 1960.
Keely Smith Frank Sinatra dated jazz singer Keely Smith
in 1961.
Jill St. John Frank Sinatra hooked up with future Bond girl
Jill St. John in 1963.
She would later become most widely known for her performance in 1971’s Diamonds Are Forever.
Mia Farrow Mia Farrow was Frank Sinatra’s third wife,
and Frank considered the actress to be the love of his life up until his death.
This revelation came in spite of the fact that the two were only married from 1966 to
1968.
They maintained a friendship after their marriage ended, and many believe that Mia’s son Ronan
was actually fathered by Frank.
Natalie Wood One of the reasons that Frank Sinatra’s
marriage to Mia Farrow didn’t work out was because Frank couldn’t let go of his unfaithful
habits.
Frank reportedly had an affair with actress Natalie Wood in 1966, while married to Mia.
Irene Tsu After divorcing Mia Farrow, Frank Sinatra
was involved with Chinese actress Irene Tsu from 1968 to 1969.
Victoria Principal Frank Sinatra hooked up with future Dallas
actress Victoria Principal for a short period in 1972.
Hope Lange In 1972, Frank Sinatra also dated actress
Hope Lange.
Elizabeth Taylor Frank Sinatra reportedly had a short affair
with actress Elizabeth Taylor sometime in the early 1970s.
Jacqueline Kennedy Judith Exner and Marilyn Monroe weren't the
only lovers that Frank Sinatra reportedly shared with John F. Kennedy.
More than a decade after the former president's death in 1963, Frank allegedly hooked up with
former first lady Jacqueline Kennedy in 1975.
Barbara Sinatra Finally, Frank Sinatra married fourth and
final wife Barbara in 1976, and they remained together until the legendary crooner’s death
in 1998.
Although Frank went to his deathbed claiming that actress Mia Farrow was the true love
of his life, his two-decade-long marriage to Barbara suggests otherwise.
Frank’s marriage to Barbara was the most successful marriage that the entertainer experienced
over the course of his lifetime by far, and a big part of that was probably the fact that
he had gotten many, many extramarital affairs out of his system in the years beforehand!
Although Frank Sinatra hooked up with some of the most beautiful women of Hollywood’s
Golden Age, he went to his deathbed claiming that actress Mia Farrow was the true love
of his life.
Now it’s time to hear from you: did you know that Frank Sinatra and former president
John F. Kennedy shared at least three lovers, or did you think that politicians and entertainers
never ran in the same circles?
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