Celeb relationships with uncomfortable age gaps
What really matters in a relationship? Love, obviously, but also compatibility, shared goals, emotional openness, etc. What doesn't matter so much? Age. At least it didn't matter to these Hollywood celebs, though some of these relationships have made others feel rather uncomfortable.
Michael Douglas and Catherine Zeta-Jones
Dick Gregory dead at 84
Michael Douglas and Catherine Zeta-Jones have a lot of things in common. They've both won Oscars—he for Wall Street and she for Chicago. They also have the same birthday: September 25. One thing they don't have in common: the generations to which they belong. Douglas is on the cusp of the Baby Boom, born in 1944, but Zeta-Jones is more of a Generation X-er, born in 1969. Nevertheless, the quarter-century gap wasn't a problem when these two married in 2000.
Hugh Hefner and Crystal Harris
Is Bradley Walsh really Doctor Who's new companion?
As the creator of Playboy and the very mascot of the swingin' lifestyle it represents, Hugh Hefner has been hanging out with much, much younger women for decades. He's also been married twice before—his first union ended in divorce 1959…or 27 years before his third wife was born. On New Year's Eve 2012, Hefner married girlfriend Crystal Harris. She was 26 at the time, which was 60 years younger than the 86-year-old Hef. (The wedding took place at—where else?—the Playboy Mansion.)
Woody Allen and Soon-Yi Previn
Princes speak of 'complete numbness' at mother's death
Writer-director Woody Allen and model-actress Mia Farrow were romantically involved for more than a decade. They never married, but Allen did help Farrow raise her adopted children. That all pretty much ended in 1992, when Farrow reportedly discovered Allen was cheating on her after finding pornographic Polaroids of another woman in Allen's apartment. Even worse: the pictures were of Soon-Yi Previn, Farrow's adopted daughter.
Allen supposedly told Farrow that he was deeply in love with Previn and wanted to marry her. Not only was he essentially hooking up with his step-daughter, there was an age gap of about 35 years. Allen was 56 at the time, while Previn was estimated to be about 20 or 21—she didn't have documents when Farrow adopted her out of an abusive Korean home, so her age was approximated with a bone scan. Allen and Previn married in 1997 when he was 62 and she was 27.
Frank Sinatra and Mia FarrowSigns Kim and Kanye have an unhappy marriage
Farrow is no stranger to May-December romances. Her first marriage went down in 1966 when she was just 21 years old. The groom: Frank Sinatra. Farrow married Ol' Blue Eyes—in Las Vegas, of course—when he was 51 years old. That's a bigger gap than the 20-year-difference she had with Allen, as well as the 16-year difference she had with second husband, composer Andre Previn.
Arlene Silver and Dick Van DykeChelsea Clinton just defended Barron Trump
The love life of the beloved, wholesome star of Mary Poppins is surprisingly rocky. Dick Van Dyke married his first wife, Margerie Willett, so long ago that their wedding was broadcast on a radio show—Bride and Groom—way back in 1948. They had four kids together and started to drift apart in the '70s, particularly when Van Dyke had an affair with Michelle Triola, his agent's secretary. They lived together both before and after Van Dyke's divorce from Willet was finalized in 1984, and remained a couple until Triola's death in 2009. But Van Dyke learned to love again, and in 2012, at the tender age of 86, he married 44-year-old makeup artist Arlene Silver, whom he met at a Screen Actors Guild Awards event in 2006.