Celebrity Research Lists
Last Updated/Checked:
January 1, 2022 (Final update: placed in the Public Domain this date. See page bottom.)
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Note: The names on this list are not intended to represent the current relationships of those listed, although in many instances that is the case. This is a list of past and present examples of dating and married couple celebrity relationships involving an older man-younger woman, near the same age, and same age that have been reported in various media over the years.
The older person in the couple is listed first. The age difference numbers shown may vary by one year due to the fact that each person in the couple has a birthday during the year and his or her age changes. At some point and for a period of time during the year, however, the age difference shown exists. For a list of celebrity older women-younger men, please see the link at the bottom.
Age Difference / Older Man / Younger Woman
0 Years (less than one year age difference)
< = less than
Olivier Martinez . . . Halle Barry (< 7 months)
George W. Bush . . . Laura Welch (< 4 months)
Albert Gore Jr. . . . Tipper Aitcheson (< 5 months)
Tom Hanks . . . Rita Wilson (< 4 months)
Tim McGraw . . . Faith Hill (< 5 months)
Justin Timberlake . . . Jessica Biel (< 2 months)
---------------
1 Year
James Brolin . . . Barbra Streisand
Bill Clinton . . . Hilary Clinton (Hilary Rodham Clinton)
Sean Connery . . . Micheline Roquebrune
David E. Kelley . . . Michelle Pfeiffer
Paul McCartney . . . Linda McCartney (Linda Eastman)
Al Pacino . . . Beverly D'Angelo
Freddie Prinze Jr. . . . Sarah Michelle Geller
Brandon Routh . . . Courtney Ford
Frank Sinatra . . . Nancy Barbato
---------------
2 Years
Merve Adelson . . . Barbara Walters
King Edward VIII . . . Wallis Simpson
Gavin Rossdale . . . Gwen Stefani
---------------
3 Years
Prince Ernst August . . . Princess Caroline of Monaco
Justin Bieber . . . Hailey Baldwin
Tom Brady . . . Gisele Bündchen
Garth Brooks . . . Trisha Yearwood
Matthew Broderick . . . Sarah Jessica Parker
Sean Connery . . . Diane Cilento
Stedman Graham . . . Oprah Winfrey
Prince Harry . . . Meghan Markle
Robert F. Kennedy . . . Ethel Skakel
Ozzie Nelson . . . Harriet Hilliard
Barack Obama . . . Michelle Robinson
Ronald Reagan . . . Jane Wyman
Will Smith . . . Jada Pinkett
John Tesh . . . Connie Sellecca
Donald Trump . . . Ivana Trump (Ivana Zelnicek)
Denzel Washington . . . Pauletta Pearson
---------------
4 Years
Cary Grant . . . Virginia Cherrill
James Keach . . . Jane Seymour
Tiger Woods . . . Elin Nordegren
---------------
5 Years
Dan Aykroyd . . . Donna Dixon
Prince Edward . . . Sophie Rhys-Jones
Prince Felipe (Spain) . . . Letizia Ortiz
Paul Newman . . . Joanne Woodward
Ray Romano . . . Anna Scarpulla
Ben Stiller . . . Christine Taylor
---------------
6 Years
David Boreanaz . . . Jaime Bergman
Ted Danson . . . Mary Steenburgen
David Duchovny . . . Téa Leoni
Dodi Fayad . . . Princess Diana
Bob Hope . . . Dolores Reade
Lee Majors . . . Farrah Fawcett
Laurence Olivier . . . Vivien Leigh
Sean Penn . . . Robin Wright
Prince Rainier III . . . Grace Kelly
Steven Spielberg . . . Kate Capshaw
Roger Vadim . . . Brigitte Bardot
---------------
7 Years
Richard Burton . . . Elizabeth Taylor
Timothy Busfield . . . Melissa Gilbert
Clark Gable . . . Carole Lombard
Frank Sinatra . . . Ava Gardner
Spencer Tracy . . . Katharine Hepburn
Bruce Willis . . . Demi Moore
---------------
8 Years
Russell Crowe . . . Danielle Spencer
Steve McQueen . . . Ali MacGraw
Nicolas Mirzayante . . . Princess Alexandra of Greece
Maury Povich . . . Connie Chung
Arnold Schwarzenegger . . . Maria Shriver
Kevin Sorbo . . . Sam Jenkins
John Travolta . . . Kelly Preston
---------------
9 Years
Daniel Craig . . . Satsuki Mitchell
Johnny Depp . . . Vanessa Paradis
Bill Gates . . . Melinda Gates (Melinda French)
Jude Law . . . Sienna Miller
Christopher Reeve . . . Dana Reeve (Dana Morosini)
Roger Vadim . . . Jane Fonda
---------------
10 Years
Bryan Brown . . . Rachel Ward
Jim Carrey . . . Jenny McCarthy
John Derek . . . Ursula Andress
Jonathon Frakes . . . Genie Francis
Christopher Guest . . . Jamie Lee Curtis
Elvis Presley . . . Priscilla Presley (Priscilla Beaulieu)
Ronald Reagan . . . Nancy Reagan (Nancy Davis)
---------------
11 Years
Michael Bolton . . . Nicollette Sheridan
Richard Gere . . . Carey Lowel
Harry Hamlin . . . Lisa Rinna
Penn Jillette . . . Emily Zolten
Arthur Miller . . . Marilyn Monroe
Brad Pitt . . . Angelina Jolie
Jeff Richmond . . . Tina Fey
Seal . . . Heidi Klum
Ringo Star . . . Barbara Bach
---------------
12 Years
Mikhail Baryshnikov . . . Lisa Rinehart
Sonny Bono . . . Cher (Cherilyn La Piere)
Joe DiMaggio . . . Marilyn Monroe
Brian Austin Green . . . Megan Fox
Jay-Z . . . Beyonce
John F. Kennedy . . . Jacqueline Bouvier
---------------
13 Years
Jim Belushi . . . Jennifer Sloan
Pierce Brosnan . . . Keely Shaye Smith
Henry Cavill . . . Tara King (He: 32. She: 19 when first met in the summer of 2016.)
Prince Charles . . . Diana Spencer
Gary Cooper . . . Sandra Shaw
Blake Edwards . . . Julie Andrews
Robert Graham . . . Anjelica Huston
Mick Jagger . . . Jerry Hall
David Letterman . . . Regina Lasko
Tom Selleck . . . Jillie Mack
Frank Sinatra . . . Barbara Marx
Rob Tapert . . . Lucy Lawless
Robin Williams . . . Susan Schneider
---------------
14 Years
Alan Barnette . . . Kim Delaney
Bjorn Borg . . . Patricia Ostfeldt
Bruce Boxleitner . . . Melissa Gilbert
Michael Caine . . . Shakira Baksh
Kelsey Grammer . . . Camille Donatacci
Wladimir Klitschko . . . Hayden Panettiere
Loius Malle . . . Candice Bergen
Matthew McConaughey . . . Camila Alves
Mike Nichols . . . Diane Sawyer
Geraldo Rivera . . . C.C. Dyer
---------------
15 Years
David Brenner . . . Tai Babilonia
Scott Disick . . . Sofia Richie
Michael Flatley . . . Lisa Murphy
Sean Penn . . . Charlize Theron
John Ritter . . . Amy Yasbeck
Jerry Soloman . . . Nancy Kerrigan
Roger Vadim . . . Catherine Deneuve
Neil Young . . . Daryl Hannah
---------------
16 Years
Richard Dean Anderson . . . Apryl Prose
Luc Besson . . . Milla Jovovich
Richard Brinkmann . . . Mena Suvari
David Carradine . . . Marina Benjamin
Tom Cruise . . . Katie Holmes
John Derek . . . Linda Evans
Kevin Kline . . . Pheobe Cates
Robert Lange . . . Shania Twain
Ric Ocasek . . . Paulina Porizkova
J.D. Salinger . . . Jean Miller (He: 30. She: 14 when first met in 1949, a platonic relationship at first with mother's knowledge.)
Olivier Sarkozy . . . Mary-Kate Olsen
Bruce Willis . . . Karen McDougal
---------------
17 Years
George Clooney . . . Amal Alamuddin
Dustin Hoffman . . . Lisa Gottsegan
Dennis Quaid . . . Kimberly Buffington
Charles Saatchi . . . Nigella Lawson
Jerry Seinfeld . . . Jennifer Crittenden
Jean Todt . . . Michelle Yeoh
Donald Trump . . . Marla Maples
---------------
18 Years
Fabian Forte . . . Andrea Patrick
Don Johnson . . . Kelley Phleger
Paul McCartney . . . Nancy Shevell
John Mellencamp . . . Elaine Irwin
John O'Hurley . . . Lisa Mesloh
Gene Roddenberry . . . Majel Barrett
Christian Slater . . . Brittany Lopez
Patrick Stewart . . . Wendy Neuss
---------------
19 Years
Cary Grant . . . Betsy Drake
Anthony Hopkins . . . Stella Arroyave
Steve Martin . . . Kristin Davis
David Schwimmer . . . Zoe Buckman
---------------
20 Years
Prince Albert II of Monaco . . . Charlene Wittstock
Antonio Banderas . . . Nicole Kimpel
Nicolas Cage . . . Alice Kim
John Rhys-Davies . . . Lisa Manning
Tony Curtis . . . Christine Kaufman
Les Moonves . . . Julie Chen
Stanley Tucci . . . Felicity Blunt
---------------
21 Years
Warren Beatty . . . Annette Bening
Zach Braff . . . Florence Pugh
Peter Brant . . . Stephanie Seymour
Willem Dafoe . . . Giada Colagrande
Lee Majors . . . Karen Velez
Robert Redford . . . Sibylle Szaggars
Jerry Seinfeld . . . Shoshanna Lonstein
---------------
22 Years
Phil Collins . . . Orianne Cevey
Kevin Costner . . . Christine Baumgarten
Peter Gabriel . . . Meabh Flynn
Edward M. Kennedy . . . Victoria Reggie
Wayne Newton . . . Kathleen McCrane
Laurence Olivier . . . Joan Plowright
Carlo Ponti . . . Sophia Loren
Alan Thicke . . . Gina Tolleson
---------------
23 Years
Orson Bean . . . Alley Mills
Flavio Briatore . . . Heidi Klume
Harrison Ford . . . Calista Flockhart
John Forsythe . . . Nicole Carter
Frank Gifford . . . Kathie Lee Gifford (Kathie Lee Epstein) (same birthday: August 16)
Merle Haggard . . . Theresa Lane
Mick Jagger . . . L'Wren Scott
Buster Keaton . . . Elenor Ruth Norris (He: 44. She: 21 when married.)
George Lazenby . . . Pam Shriver
Aristotle Onassis . . . Jacqueline Bouvier Kennedy
Sylvester Stallone . . . Jennifer Flavin
John Stamos . . . Caitlin McHugh
Steven Tyler . . . Erin Brady
Bruce Willis . . . Brooke Burns
Bruce Willis . . . Emma Heming
Bruce Willis . . . Emily Sandberg
---------------
24 Years
Hugh Hefner . . . Barbi Benton
Judd Hirsch . . . Bonni (wife)
Rich Little . . . Catherine Brown
Malcolm McDowell . . . Kelley Kuhr
Chuck Norris . . . Gena O'Kelley
Fred Thompson . . . Jeri Kehn
Alex Trebek . . . Jean Currivan
Donald Trump . . . Melania Trump (Melania Knauss) (He: 52. She: 28 when first met. Year: 1998.)
---------------
25 Years
Humphrey Bogart . . . Lauren Bacall
Jim Carrey . . . Cathriona White
Robert Conrad . . . LaVelda Fann
Michael Douglas . . . Catherine Zeta-Jones (same birthday: September 25)
Richard Harris . . . Ann Turkel
Benjamin Harrison . . . Mary Dimmick (He: 62, 23nd U.S. President [married after leaving office]. She: 37. Year: 1896.)
Damien Hirst . . . Katie Keight
Christopher Knight . . . Adrianne Curry
Norman Lear . . . Lyn Davis
George Lucas . . . Mellody Hobson
Paul McCartney . . . Heather Mills
Rupert Murdoch . . . Jerry Hall
Rod Stewart . . . Rachel Hunter
Mike Todd . . . Elizabeth Taylor
Bruce WIllis . . . Nadia Bjorlin
---------------
26 Years
Alec Baldwin . . . Hilaria Baldwin (Hilaria Thomas)
René Angélil . . . Celine Dion
Charles Dance . . . Shambhala Marthe
Kelsey Grammer . . . Kayte Walsh
Mick Jagger . . . Luciana Morad
Larry King . . . Shawn Southwick
Steve Martin . . . Anne Stringfield
Barry Newman . . . Angela Spilker
---------------
27 Years
Jeff Goldblum . . . Catherine Wreford
David Hasselhoff . . . Hayley Roberts
Jerry Lee Lewis . . . Kerrie McCarver
Rich Little . . . Jeannette Markey
Rod Stewart . . . Penny Lancaster
---------------
28 Years
Grover Cleveland . . . Frances Folsom (He: 49, 22nd U.S. President. She: 21, youngest First Lady. Year: 1886.)
David Copperfield . . . Chloe Gosselin
Harrison Ford . . . Minnie Driver
Nelson Mandela . . . Graca Machel
Jack Nicholson . . . Sandra Knight
Kenny Rogers . . . Wanda Miller
William Shatner . . . Nerine Kidd
William Shatner . . . Elizabeth Martin
Alan Thicke . . . Tany Callau
Pete Townshend . . . Rachel Fuller
Bao Xishum . . . Xia Shusian (He: former world's tallest man 7'9")
---------------
29 Years
Rowan Atkinson . . . Louise Ford
Neil Diamond . . . Katie McNeil
George Hamilton . . . Kimberly Blackford
Yaphet Kotto . . . Tessie Sinahon
---------------
30 Years
Buzz Aldrin . . . Michelle Sucillon
Paul Anka . . . Anna Yeager
Jim Carrey . . . Anastasia Vitkina
Bing Crosby . . . Kathryn Grant
John Derek . . . Bo Derek (Mary Collins)
Jeff Goldbloom . . . Emilie Livingston
Andy Griffith . . . Cindi Knight
Frank Sinatra . . . Mia Farrow
John Tyler . . . Julia Gardiner (He: 54, 10th U.S. President. She: 24. Year: 1844.)
George Frederic Watts . . . Ellen Terry (He: 46, British artist. She: 16, actress. Year: 1864.)
---------------
31 Years
Nicolas Cage . . . Riko Shibata
Eric Clapton . . . Melia McEnery
John Cleese . . . Jennifer Wade
Rodney Dangerfield . . . Joan Child
Robert Evans . . . Catherine Oxenberg
Dennis Hopper . . . Katherine LaNasa
Davy Jones . . . Jessica Pacheco
Martin Landau . . . Gretchen Becker
Sean Penn . . . Leila George
Ronnie Wood . . . Sally Humphreys
---------------
32 Years
Billy Joel . . . Katie Lee
Michael Lewis . . . Lady Kitty Spencer (Princess Diana's niece)
David Lynch . . . Emily Stofle
Ed McMahon . . . Pam Hurn
Sean Penn . . . Leila George
Dennis Quaid . . . Santa Auzina
Geraldo Rivera . . . Erica Levy
---------------
33 Years
Tony Bennett . . . Susan Crow
Richard Gere . . . Alejandra Silva
Cary Grant . . . Dyan Cannon (He: 57. She: 24 when first met. He: 61. She: 28 when married.)
Mohamed Hadid . . . Shiva Safai
George Hamilton . . . Barbara Sturm
Billy Joel . . . Alexis Roderick
Jack Nicholson . . . Lara Flynn Boyle
George Frederic Watts . . . Mary Seton Fraser Tytler
---------------
34 Years
Charles Dance . . . Sophia Myles
David Foster . . . Katharine McPhee
John McLaughlin . . . Cristine Vidal
Andre Previn . . . Anne-Sophie Mutter
Rod Steiger . . . Paula Ellis
---------------
35 Years
Woody Allen . . . Soon-Yi Previn
Mel Gibson . . . Rosalind Ross
Dennis Hopper . . . Victoria Duffy
Doug Hutchison . . . Courtney Alexis Stodden (He: 51, American actor. She: 16, singer. Year: 2011, Las Vegas chapel.)
Lee Majors . . . Faith Noelle Cross
Tony Robinson . . . Louise Hobbs
J.D. Salinger . . . Joyce Maynard (He: 53. She: 18. Year: 1972.)
---------------
36 Years
Ossama Fathi Rabah Al-Sharif . . . Xenia Deli (He: Egyptian businessman, 62. She: model, 26, when married in 2016.)
James Doohan . . . Wende Braunberger (He: 54, Star Trek's chief engineer "Scotty." She: 18. Year: 1974.)
Clint Eastwood . . . Dina Ruiz
Sir Clive Sinclair . . . Angie Bowness
---------------
37 Years
Jim Clark . . . Kristy Hinze (He: 65, billionaire. She: 28, Australian supermodel. Married: 2009.)
Hugh Hefner . . . Kimberley Conrad
Des O'Connor . . . Jodie Brooke Wilson
---------------
38 Years
Rupert Murdoch . . . Wendi Deng
Patrick Stewart . . . Sunny Ozell
---------------
39 Years
Robert Evans . . . Leslie Ann Woodward
Robert Kraft . . . Ricki Lander
Al Pacino . . . Meital Dohan
Al Pacino . . . Lucila Sola
Dennis Quaid . . . Laura Savoie
Valentin Romanov . . . Elizaveta Adamenko
Patrick Stewart . . . Lisa Dillon
Stevie Wonder . . . Tomeekah Robyn Bracy
James Woods . . . Ashley Madison (He: 57, actor. She: 18 when first met.)
---------------
40 Years
Charles Bronson . . . Kim Weeks
Pablo Picasso . . . Françoise Gilot
J.D. Salinger . . . Colleen O'Neill
---------------
41 Years
Robert Duvall . . . Luciana Pedraza (He: actor. Both have same birthday: January 5.)
Clint Eastwood . . . Erica Tomlinson-Fisher
Geoffrey Edelsten . . . Gabi Grecko (He: 71. She: 25 when first met.)
Terry Jones . . . Anna Soderstrom (He: 62, "Monty Python" co-founder. She: 21 when first met.)
Ronnie Wood . . . Ekaterina Ivanova (He 61, "Rolling Stones" rock star. She 20, when first met.)
---------------
42 Years
Ginger Baker . . . Kudzai Machokoto (He: 70, former rock star. She: 28. Year engaged/married: 2010.)
Robert Seaman . . . Nellie Bly (Elizabeth Cochrane Seaman) (He: wealthy American businessman. She: pioneering female investigative journalist, b. 1864 d. 1922.)
George Soros . . . Tamiko Bolton
Leopold Stokowski . . . Gloria Vanderbilt
---------------
43 Years
Mick Jagger . . . Melanie Hamrick
---------------
44 Years
Fred Astaire . . . Robyn Smith
Ramjeet Raghav . . . Shakuntala Devi (He: 96, world's oldest father as of 2012. She: 52.)
---------------
45 Years
Tony Curtis . . . Jill Vanden Berg
---------------
46 Years
Jack Horner . . . Vanessa Weaver (He: 65, famous paleontologist consultant to Jurassic Park movies. She: 19, student, when married, 2012.)
Richard Roden . . . Lisa (wife) (He, Britain's oldest father of twins.)
Dick Van Dyke . . . Arlene Silver
James Woods . . . Kristen Bauguess
---------------
47 Years
Roberto Cavalli . . . Lina Nilson
Cary Grant . . . Barbara Harris
Richard Lugner . . . Cathy Schmitz (He: 81, billionaire. She: 24, model, when married in 2014.)
Anthony Quinn . . . Kathy Benvin
---------------
48 Years
Kirk Kerkorian . . . Lisa Bonder
Don MClean . . . Paris Dylan (He: singer-songwriter, famous for the 1971 lengthy folk-rock ballad "American Pie". She: Internet model.)
---------------
50 Years
Jack Garfein . . . Natalia Repolovsky
---------------
51 Years
Edwin Edwards . . . Trina Scott
Tony Randall . . . Heather Harlan
---------------
54 Years
Raymond Calvert . . . Charlotte (partner) (He, Britain's oldest father.)
Hugh Hefner . . . Holly Madison
---------------
60 Years
Hugh Hefner . . . Crystal Hefner (Crystal Harris)
Ivan Krasko . . . Natalia Shevel (He: 84, famous Russian actor. She: 24 when married on September 9, 2015.)
Hugh Hefner . . . Kendra Wilkinson (He: 78. She: 18 when first met.)
---------------
63 Years
J. Howard Marshall II . . . Anna Nicole Smith (He: 89. She: 26 when first met.)
Glynn Wolfe . . . Daisy (wife) (He: Guiness world record holder, world's most married man. She: young Asian bride.)
---------------
95 Years
Ahmed Muhamed Dore . . . Safia Abdulleh (He: 112. She: 17 when married.)
---------------
- End List -
Available Lists:
- Celebrity Couples - Age Differences - Older Man / Younger Woman
- Celebrity Couples - Age Differences - Older Woman / Younger Man
- Celebrity Couples - Las Vegas Chapel Weddings
- Noted Individuals - High School and Elementary School Dropouts
- Noted Individuals and Corporations - Bankruptcies
- Noted Individuals Who Have Experienced Homelessness
Copyright 2001-2021 Celebrity Research Lists. PUBLIC DOMAIN DECLARATION: The text on this list and list appearance were placed in the Public Domain on January 1, 2022 by the Celebrity Research Lists founder, author James A. Conrad. This list will no longer be updated (by him) from this date forward. Feel free to recreate and continue to update this list on another website in the current style or different one. Click on the Public Domain icon for additional legal information.
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