What does the portmanteau "frenemy" describe?
Discover 12 historical figures you didn't realize were friends

Truman Capote considered friendship and love to be exactly the same thing. As in love, we never know what makes us fond of others enough to build a friendship. In fact, friendships can arise between people with very different backgrounds, beliefs, and professions. Some friendships between historical figures are as surprising as they are genuine, though not all were long-lasting. From John F. Kennedy and Frank Sinatra to Ella Fitzgerald and Marilyn Monroe, today we introduce you to the story of 12 friendships between great historical figures that you may not have known about but that offer a new perspective into the lives of influential personalities.
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Ella Fitzgerald and Marilyn Monroe
Strange as it may sound, Ella Fitzgerald and Marilyn Monroe developed a beautiful friendship in the 1950s. Hollywood's favorite blonde was a big fan of Fitzgerald's music and went to see her perform in Los Angeles in 1954. When they met in person they became inseparable.
Monroe helped her land a gig at the famous Mocambo nightclub in Los Angeles, which had previously turned Fitzgerald down. These performances were a turning point in the career of the Queen of Jazz. Marilyn used to say that Ella was her favorite person and that she loved her as a person and as a singer. They remained friends until Monroe's death at the age of 36.
Image: William P. Gottlieb, Public domain, via Wikimedia Commons
Thomas Jefferson and John Adams
John Adams and Thomas Jefferson are perhaps America's most famous pair of "frenemies". Their historic relationship began in 1775. Despite their very different political views, the two Founding Fathers maintained an on-and-off relationship for five decades, tinged by a mixture of mutual respect and contempt.
Their relationship began to crack when George Washington decided not to run for a third term, and Adams and Jefferson had to compete for the presidency. They stopped speaking to each other for 12 years, but finally, in 1812, they resumed contact. Perhaps as proof of their troubled but strong friendship, John Adams and Thomas Jefferson died just a few hours apart on July 4, 1826, the 50th anniversary of the adoption of the Declaration of Independence.
Image: Tholey, A. (Augustus), artist, Public domain, via Wikimedia Commons
Groucho Marx and T.S. Eliot
One was a comedian of the absurd, the other a melancholic poet and Nobel laureate. Believe it or not, Groucho Marx and T.S. Eliot were friends and admired each other. In 1961, Eliot wrote to Marx, telling him he was a fan and asking for an autographed photo. Marx agreed to the request and asked the same of Eliot. For the next three years, the two became pen pals, exchanging many letters.
According to Groucho Marx, they shared three things: an affection for good cigars, a love of cats, and a weakness for puns. However, when they finally met in person in 1964 they realized that they didn’t have that much in common after all and their relationship started to fade.
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Ulysses S. Grant and James Longstreet
Ulysses S. Grant was the commander of the Union Army during the Civil War. James Longstreet, on the other hand, fought for the Confederate Army and became one of General Robert E. Lee's most trusted officers. That should make them enemies, right? Well, not exactly.
Grant and Longstreet became friends as young officers in the US Army and served together in the Mexican-American War. Years later they went their separate ways but were reunited after the Confederate surrender at Appomattox Court House. In fact, it was Longstreet who convinced General Lee to surrender, knowing that Grant would offer him generous terms. As soon as Grant saw Longstreet, he shook his hand warmly and asked him to play a game of cards for old time's sake.
Image: Mathew Benjamin Brady, Public domain, via Wikimedia Commons
Susan B. Anthony and Elizabeth Cady Stanton
Susan B. Anthony is known for having been a tireless activist who dedicated most of her 86 years to achieving women's suffrage. In 1851, Anthony met suffragist Elizabeth Cady Stanton, with whom she developed a lifelong friendship. Together they launched a national women's suffrage movement, published a newspaper called The Revolution, and gave many lectures.
Stanton died in 1902 and Anthony in 1906. It was not until 1920 that women were allowed to vote legally for the first time in U.S. federal elections, yet the legacy of these two friends was certainly invaluable.
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Mark Twain and Nikola Tesla
Can a literary genius and a giant of science become good friends? In the case of Mark Twain and Nikola Tesla, the answer is definitely yes. Although the professions of writer and inventor seem very different, they actually have something very strong in common: creativity.
Tesla, who had been bedridden for nine months because of cholera, found in Twain's work a refuge that made him completely forget his state of despair. Meanwhile, Twain was fascinated by technological innovations and, in particular, by electricity. When the two men finally met in the 1890s, they became close friends. Over the years they maintained an assiduous correspondence and supported each other both professionally and personally.
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Bill Gates and Warren Buffett
Bill Gates and Warren Buffett, two of the richest men in the United States, have been friends for more than 30 years. They met in 1991 at a Fourth of July celebration, and although they thought they had nothing in common, they spent 11 hours discussing business and philanthropy.
Bill and Warren played ping-pong together, traveled the world for business and pleasure, and shared several initiatives to encourage billionaires to invest their money in social and charitable endeavors. The creator of Microsoft also claims that Warren Buffett's advice and business vision were indispensable for the growth of his company.
Image: ENERGY.GOV, Public domain, via Wikimedia Commons
Mary Todd Lincoln and Elizabeth Keckley
In the 1860s, Elizabeth Keckley, a former slave who had managed to buy her freedom and start a sewing business, landed an important position in the White House as Mrs. Mary Todd Lincoln's personal dressmaker. Despite their different upbringings, the two women developed a close relationship. In fact, the first lady came to describe her as her best friend.
Over the years Keckley became a confidant of Mrs. Lincoln; the two women traveled and worked together to raise money for the war effort. Unfortunately, their friendship ended when Keckley published her memoirs in 1868. Keckley had wanted the book to celebrate Mrs. Lincoln's legacy, but the First Lady felt betrayed as it revealed some private conversations.
Image: National Archives at College Park, Public domain, via Wikimedia Commons
Dwight D. Eisenhower and Bob Hope
Throughout his long career, comedian Bob Hope was a frequent White House visitor who had the honor of entertaining 11 different commanders-in-chief. In fact, he considered them the best possible audience. But of all the presidents who laughed at his jokes, Dwight D. Eisenhower was the one with whom he formed the most enduring relationship.
They met in Algeria in 1943 when Eisenhower was a General for the U.S. Army and Hope was performing at a United Service Organization show. They immediately hit it off. Even when Ike became president 10 years later their friendship continued. They often exchanged letters and played golf together.
Image: NBC Television, Public domain, via Wikimedia Commons
Ben Affleck and Matt Damon
Matt Damon and Ben Affleck met in the 1980s in Cambridge, Massachusetts when they were still young children. They bonded over their passion for basketball and acting, and have been friends ever since. In fact, while in high school, they often traveled together to audition.
Damon and Affleck's partnership is arguably one of the most successful in Hollywood. They not only acted in movies together several times, but they also co-wrote the screenplay for Good Will Hunting, which earned them an Academy Award for Best Original Screenplay in 1997.
Image: Bill Ingalls, Public domain, via Wikimedia Commons
Truman Capote and Barbara "Babe" Paley
Another controversial friendship was that of author Truman Capote and New York socialite Barbara "Babe" Paley. This odd couple met in the late 1960s after Capote published In Cold Blood and became something of a celebrity. They quickly became close friends and confidants.
However, when in 1975 Capote published a preview of his forthcoming book Answered Prayers in Esquire magazine airing some of his friend’s secrets, their relationship was forever ruined. Although the writer admired Babe and considered her perfect, he could not resist the temptation to betray her.
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John F. Kennedy and Frank Sinatra
No one knows exactly when and how they met, but it is not surprising that US President John F. Kennedy and music legend Frank Sinatra were friends. In addition to their mutual admiration, their relationship was beneficial to both. Sinatra gained access to the halls of power, while Kennedy relied on The Voice's charm and popularity to win votes in the 1960 presidential election.
When Kennedy won, the president-elect publicly thanked Sinatra for his campaign efforts. Unfortunately, the friendship fell apart after JFK entered the White House. According to lore, First Lady Jackie Kennedy didn't like the singer. And, let's be honest, Sinatra's alleged connections to organized crime weren't a good look for a head of state anyway.
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