Maria Shriver & Arnold Schwarzenegger
Long before he served as governor of California, the Terminator actor wooed this former journalist (and Kennedy family member). Schwarzenegger and JFK's niece married in 1986 and now have four children together. The couple has been estranged since the actor admitted to fathering a child with his one-time housekeeper during their marriage.
Sofia Vergara & Nick Loeb
The Modern Family actress is engaged to the son of John Loeb, a former U.S. ambassador to Denmark and United Nations delegate. They couple met in 2010 and broke up in May 2012 before getting engaged a few months later.
Taylor Swift & Conor Kennedy
It was fun while it lasted! The country cutie and Kennedy legacy were introduced by the 18-year-old's aunt, Rory Kennedy, after attending one of Swift's concerts with her daughters. The 22-year-old's beau was still in high school, so perhaps it was his curfew that doomed their relationship?
Marilyn Monroe & John F. Kennedy
The blond bombshell reportedly had an affair in the early 1960s with Jackie O's man. One of the Some Like it Hot star's last public appearances was on May 19, 1962, where she famously sang "Happy Birthday, Mr. President" to JFK at Madison Square Garden.
Sarah Jessica Parker & John F. Kennedy, Jr.
Long before juggling men and Manolo Blahniks on Sex and the City, the Emmy-winning actress had a brief fling with the late JFK Jr. in 1991.
Sandra Lee & Andrew Cuomo
The Semi-Homemade star and current governor of New York met in the summer of 2005 at a party in the Hamptons. With no plans to marry anytime soon, their six-year relationship is still going strong. The couple shares a home with the politico's three daughters.
Robert F. Kennedy Jr. & Cheryl Hines
Conor Kennedy surely takes after his father. The Curb Your Enthusiasm actress was spotting spending time with RFK Jr. during the summer of 2012, the same time his son and Taylor Swift hooked up.
Elizabeth Taylor & John Warner
The five-term United States Senator was the sixth husband to the late Cleopatra actress. They married in 1976 and divorced in 1982.
Carla Bruni & Nicolas Sarkozy
The French-Italian singer/model met the French president at a dinner party in 2007. The lovebirds married in February 2008 and have since welcomed their first daughter together, 1-year-old Giulia.
Daryl Hannah & John F. Kennedy Jr.
After romancing Sarah Jessica Parker, JFK Jr. moved on to Steel Magnolias beauty Daryl Hannah. The two first met in the early 1980s while on vacation in the Caribbean, but didn't get romantic until nearly a decade later before splitting in late 1994.
Barbara Walters & John Warner
The famed journalist dated the Virginia senator before and after his marriage to Elizabeth Taylor.
Debra Winger & Bob Kerrey
It's Sissy from Urban Cowboy and the former governor of Nebraska! The two met in the governor's hometown of Lincoln while the actress was filming Terms of Endearment in 1983 and dated for two years.
Jack Ryan & Jeri Ryan
The Republican politician was forced to withdraw from the 2004 United States Senate race due to an alleged sex scandal involving his relationship with his actress ex-wife, whom he divorced back in 1999 after eight years of marriage.
Tom Hayden & Jane Fonda
The Barbarella actress and the political activist made several trips together to Vietnam during the Vietnam War before he later served in the California State Assembly and the State Senate. They were married from 1972 to 1990 and have one son together.
Barbara Walters & Edward Brooke
In her 2008 memoir Audition, the View cohost admitted to having an affair over 30 years ago with Mass. Sen. Edward Brooke, the first black person elected to the Senate since the Reconstruction era.
Shirley MacLaine & Pierre Trudeau
In her 2011 book I'm Over All That: And Other Confessions, the Downton Abbey actress opened up about her many hookups, including one with the Canadian prime minister.
Linda Ronstadt & Jerry Brown
The Grammy-winning rocker hooked up with her politico beau during his first term as governor of California in the mid-1970s.