Some US presidents got lucky in the family lottery, surrounded by relatives who helped boost their public image. Other presidents have been less lucky in that aspect... Since the early days of the nation, presidents have had to deal with awkward problems posed by their family members. In addition to managing the presidency, they've also been left to worry about what their wife, child, brother, or in-law might do next to catch the media's judgmental eye and embarrass the administration.
Curious? Check out this gallery to discover the most embarrassing presidential family members in US history.
Things took a serious turn in 1980 when Billy registered as a paid agent of the Libyan government, and accepted a US$220,000 payment from Tripoli. This triggered an investigation by the Senate Judiciary Committee, which included a young Senator Joe Biden.
President Jimmy Carter's brother had a string of public embarrassments. His multiple incidents of public drunkenness became so famous that he launched his own brand of Billy Beer.
A controversy magnet, the oldest daughter of Theodore Roosevelt Alice was 17 years old when she moved into the White House.
Alice smoked, gambled, partied, and even kept a pet snake. Known as "Princess Alice," she was loved by the press for her provocative wit and charm.
Ronald Reagan's daughter Patti Davis spoke out publicly against her father's politics and even published a tell-all book. She was active in the anti-nuclear movement before her father was elected president, and continued her activism through his term.
In the July 1994 issue of Playboy, Davis posed for the magazine with a full-frontal pictorial. The issue is considered to be one of the magazine's most controversial covers.
Hillary Clinton's brothers, Hugh and Tony Rodham, were both accused of shady business dealings with the Georgian president's rival while their brother-in-law, Bill Clinton, was in office.
Meanwhile, Roger Clinton, Bill's half-brother, had a string of drug-related incidents that earned him the Secret Service codename "headache."
President Donald Trump's son Don Jr. has earned his share of headlines for meeting with Russian operatives offering dirt on Hillary Clinton.
Don Jr. also pushed Trump's business overseas, with deals that may have benefited from his father’s position.
The son of Franklin D. Roosevelt and Eleanor Roosevelt published a book about his attendance at several major Allied war conferences and a controversial exposé of his parents' private life, which discussed his father's adulterous affairs. He also wrote 22 mystery novels.
During his service in World War II, he rose quickly to brigadier general, prompting critics to accuse him of receiving special treatment. He is pictured here with his father and Winston Churchill.
Although Jeb Bush didn't embarrass his brother and father while they were president, he did disappoint the Bush family with his failed presidential bid in 2016.
While Jeb started out as the front-runner for the Republican nomination, he quickly found his poll numbers declining when Donald Trump joined the race.
Barack Obama's Kenyan half-uncle, Omar, was arrested for drunk driving in 2011. He was detained by authorities when they found out he was living in the US illegally.
Omar's sister, Zeituni Onyango, was also a political liability when her illegal immigrant status became public shortly before the 2008 election. She became a legal resident in 2010.
During the presidency of his father, George H. W. Bush, Neil voted to approve US$100 million in what were ultimately bad loans to two of his business partners. In voting for the loans, he failed to inform fellow board members at Silverado Savings & Loan that the loan applicants were his business partners. For his actions, the Federal Deposit Insurance Corporation sued Neil and his partners for negligence.
From divorce proceedings in 2003, it came to light that Neil had slept with several sex workers in Thailand and Hong Kong. He said he didn't know they were sex workers, claiming they never asked for money and he didn't pay them.
Apart from the tragic Chappaquiddick incident, Ted was known for his drinking and womanizing ways, which were highlighted in a 1990 GQ profile, aptly titled "Ted Kennedy on the Rocks."
In 1969, Senator Ted Kennedy crashed off a small bridge on the tiny Massachusetts island of Chappaquiddick and landed in the water. With him was 28-year-old Mary Jo Kopechne, who was left in the car and drowned. The incident derailed his presidential ambitions for good.
The stepson of President James Madison, John Payne Todd was often jailed for assault, disturbing the peace, and shooting incidents. He also had a serious gambling problem that landed him in debtor’s prison until his stepfather bailed him out.
James Madison (pictured) gave his stepson a chance to prove himself when he sent him with a diplomatic team to Russia in 1812. However, diplomacy didn't interest him. John ceased contact with his parents and went to Paris instead. There, he spent a fortune at restaurants, casinos, and theaters. He came home to the US in 1815 with a debt of US$10,000.
At a time when many Americans faced the hardships of the Civil War, she began an extensive redecoration of the White House and spent a small fortune on her wardrobe. This was a source of much consternation.
Abraham Lincoln's wife, Mary, was a complex figure. While she helped promote his career, she also craved luxuries. In Springfield, Illinois, it might have been easy to control her spending, but when she arrived in Washington, things got out of hand.
Brother to President Lyndon B. Johnson, Sam was an alcoholic. One of the issues was that when he was intoxicated, he would speak freely with anyone, particularly reporters.
After leaking confidential information once too often, he was brought into the White House, which he was unable to leave without the Secret Service following him.
Hunter is the first child of a sitting president to be the subject of a criminal trial. His trial is scheduled for September 2024.
Sources: (BBC) (The Saturday Evening Post) (Fox News)
In June 2024, President Joe Biden's son, Hunter, was convicted of three federal firearms-related felony charges after he had admitted to illegally owning a gun while a drug user in 2018.
The most embarrassing relatives of US presidents
Which president had the most embarrassing relative?
LIFESTYLE Political families
Some US presidents got lucky in the family lottery, surrounded by relatives who helped boost their public image. Other presidents have been less lucky in that aspect... Since the early days of the nation, presidents have had to deal with awkward problems posed by their family members. In addition to managing the presidency, they've also been left to worry about what their wife, child, brother, or in-law might do next to catch the media's judgmental eye and embarrass the administration.
Curious? Check out this gallery to discover the most embarrassing presidential family members in US history.