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  • Mamma Mia! on Random Best Movies About Dating In Your 50s

    (#1) Mamma Mia!

    • Amanda Seyfried, Meryl Streep, Pierce Brosnan, Colin Firth, Julie Walters, Stellan Skarsgård, Christine Baranski, Dominic Cooper, Benny Andersson, Björn Ulvaeus, Emma Slater, Niall Buggy, Heather Emmanuel, Enzo Squillino, Jr., Ashley Lilley, Ricardo Montez, Dylan Turner, Emrhys Cooper, Chris Jarvis, Philip Michael, Hemi Yeroham, Aykut Hilmi, Taylor James, Mia Soteriou, Norma Atallah, Kirsty Mather, Nancy Baldwin, Rachel McDowall, Juan Pablo Di Pace, Sebastien Torkia, George Georgiou, Jennifer Leung, Helen Soraya, Myra McFadyen, Clare Louise Connolly, Lydia Louisa, Tommy Franzen, Sara West, Jane Foufas, Christie Saunders, Gareth Chart, Kitty Whitelaw, Sean Williams, Kristina MacMillan, Joanne Sandi, Kage Douglas, Charlotte Habib, Sonny Lee Hymas, Leonie Hill, Karl Bowe, Maria Despina, Maria Lopiano, Ed White, Jamie Hughes-Ward, Peter Le Brun, Celestina Banjo, Colin Davis, Tom Goodall, Claire Fishenden, Phillip Dzwonkiewicz, Lisa Reynolds, Nikki Davis-Jones, Lauri Owen, Gareth Davis, Jack Jefferson, Michelle Theunissen, Kirsty Swain, Michelle Trimboli, Rebecca Lee, Gareth Derrick, Tim Stanley, Caterina Spano, Lee Honey-Jones, Lori Haley Fox
  • Enough Said on Random Best Movies About Dating In Your 50s

    (#2) Enough Said

    • Julia Louis-Dreyfus, Toni Collette, James Gandolfini, Catherine Keener, Kathleen Rose Perkins, Michaela Watkins, Eve Hewson, Anjelah Johnson, Amy Landecker, Tavi Gevinson, Toby Huss, Barry Jenner, Sarah Burns, Rebecca Drysdale, Jessica St. Clair, Lennie Loftin, Ben Falcone, Christopher Nicholas Smith, Tracey Fairaway, Rob Mayes, Rick Irwin, Rob Steiner, Phillip Brock, Elizabeth Schmidt, Natasha Sky Lipson, Alexa Hollander, Nick Williams, Ivy Strohmaier, Luke Grakal, Alina Adams, Madeleine Whittle
  • Desk Set on Random Best Movies About Dating In Your 50s

    (#3) Desk Set

    • Katharine Hepburn, Spencer Tracy, Joan Blondell, Gig Young, Dina Merrill, Merry Anders, Sue Randall, Neva Patterson, Diane Jergens, Ida Moore, Rachel Stephens, Nicholas Joy, Harry Ellerbe
  • Love Actually on Random Best Movies About Dating In Your 50s

    (#4) Love Actually

    • Keira Knightley, Elisha Cuthbert, Liam Neeson, January Jones, Denise Richards, Emma Thompson, Shannon Elizabeth, Hugh Grant, Claudia Schiffer, Alan Rickman, Colin Firth, Billy Bob Thornton, Rowan Atkinson, Laura Linney, Martin Freeman, Chiwetel Ejiofor, Andrew Lincoln, Bill Nighy, Sienna Guillory, Rodrigo Santoro, Martine McCutcheon, Ivana Miličević, Thomas Brodie-Sangster, Richard Curtis, Frances de la Tour, Joanna Page, Declan Donnelly, Nancy Sorrell, Meredith Ostrom, Anthony McPartlin, Heike Makatsch, Gregor Fisher, Michael Parkinson, Julia Davis, Kris Marshall, Anne Reid, Edward Hardwicke, Marcus Brigstocke, Lúcia Moniz, Ruby Turner, Jo Whiley, Adam Godley, Margery Mason, Nina Sosanya, Brian Bovell, Olivia Olson, John Sharian, Meg Wynn Owen, Caroline John, Sheila Allen, Abdul Salis, Jamie Edgell, Peter Marinker, Shaughan Seymour, Gillian Barge, Rebecca Frayn, Sarah Holland, Arturo Venegas, Wes Butters, David Lynden Hall, Laura Rees, Rory MacGregor, Elisabeth Margoni, Jont, Lulu Popplewell, Glenn Conroy, Tuuli, Carla Vasconcelos, Bill Moody, Nat Udom, Emma Buckley, Dan Fredenburgh, Patrick Delaney, Stewart Howson, Paul Heasman, Richard Wills-Cotton, Adrian Preater, Kate Bowes Renna, Richard Hawley, June Flewett, Tony Lucken, Ciaran O'Driscoll, William Wadham, Georgia Flint, Joanna Thaw, Frank Moorey, Michael Fitzgerald, Keir Charles, Matt Harvey, Junior Simpson, Dave Fisher, Ines Boughanmi, Katharine Bailey, Catia Duarte, Yuk Sim Yau, Tiffany Boysell, Carol Carey, Terry Reece, Doraly Rosen, Nicola McRoy, Raul Atalaia, Helen Murton, Sarah McDougall, Clare Bennett, Hélder Costa, Katherine Poulton, Billy Campbell, Paul Slack, Tim Hatwell, Kate Glover, Wyllie Longmore, Vicki Murdoch, Amanda Garwood, Gemma Aston, Alan Barnes, Joanna Bacon, Igor Urdenko, Sarah Atkinson, Colin Coull
  • Married Life on Random Best Movies About Dating In Your 50s

    (#5) Married Life

    • Rachel McAdams, Pierce Brosnan, Chris Cooper, Patricia Clarkson, David Wenham, Ty Olsson, David Richmond-Peck, Timothy Webber, Erin Boyes, Anna Williams
  • Shall We Dance? on Random Best Movies About Dating In Your 50s

    (#6) Shall We Dance?

    • Jennifer Lopez, Susan Sarandon, Richard Gere, Nick Cannon, Stanley Tucci, Ja Rule, Mýa, Richard Jenkins, Karina Smirnoff, Bobby Cannavale, Lisa Ann Walter, Stark Sands, Sarah Lafleur, Tony Dovolani, Omar Benson Miller, Matt Gordon, Geri Hall, Anita Gillette, Tamara Hope, Charlotte Jorgensen, David Sparrow, Cory Cassidy, Deborah Yates, Sandra Caldwell, Jean-Marc Généreux, John Brown, Tony Meredith, Melissa Panton, Daphne Korol, Katya Virshilas, Slavik Kryklyvyy, Justin Pike, Sharon Bajer, Tré Armstrong, Cesar Corrales, Liam Stone, Beatriz Pizano, Sofia Costantini, Allen Walls, Nick Kosovich, Onalee Ames, Marco De La Cruz, Lisa Durupt, James Sermons, Sharon Ferguson, Stan Lesk, Meiko Taylor, John O'Connell, Warren Louis Wiltshire, Angela Mostovoy, Bob Washington, Vadim Mostovoy, Chantelle Leonardo, Nicole De Lecia, Jacqueline Rios, Denis Tremblay, Danny Davalos, Francis LaFreniere, Kim Kindrick, Cindy Marie Small, Johnny Wright, Sarah Murphy-Dyson, Dmitri Dorgoselets, Vanessa Lawson, Brian Drader, Sean O'Brian, Allison Riley, Diana Salvatore, Diana Marquis, David Huang, Gio Tropea, Stephen O. Martin, Kojo Mayne, Miguel Garrido, Christian Millette, Young Ryu, Erik Bello, Mairi Babb, Corrie Daniel, Ben Ermis, Stephanie Sousa, Angela Ryu, Gary McDonald, Katya Trubina, Claudia Primeau, Cecilia 'C.C.' Chang, Kevin Williams, Caitlynn Taczynski, John 'Joel' Marasigan, Brian Torner, Candace Smith, Jason Tabachnicov, Ron Levitt, Valerie Chartier, Cindy Winsor, Holly Johnson, Dominic Lacroix, Lisa McIntyre, Ronald Santos, Michael Mitsui, Ron Bedeau, Kaylee Maslowsky, Stephanie Manchulenko, Jean Phillippe Milot, Rui Arruda, Alea Goodmanson, Kirsten Kelly, Yohandy Diaz, Ricardo Coreas, Stephanie Leong, Barre W. Hall, Ann Margaret Clements, Dimitry Ilyushenov, Scylla Abarientos, Ozana Quesada, Marie Bolduc, Alain Doucet, Christine Thibault, Khristen Hamilton, Clara Shih, Felipe Droguett, Stephanie Wishart, Ted Motyka, Luba Nikolayev, Robert Pili, Ronald Carlos Martinez, Ashley Carruthers, Dale Neale, Alison Black, Vanessa Primeau, Robyn Braha, Lynn Jolicoeur, Josee Lepine, Shalene Archer Ermis, Anik Jolicoeur, Brian Acheam Pong-Mensah, Caridad Quesdada, Ivan Bercovic, Delphine Romaire, Martin Nietrzeba, Jean Francois Messier, Jennfer Athayde, Francesco Flumiani, Rebecca Frohlinger, Christian Arseneault, Susana Castillo, Kimberley Rampersad, Jason Grenville, Faye Hung, Gary McIntyre, Danny Quilliame, Dawn Mickelow, Shannon Mahussier, Oscar Sanchez, Stéphane F. Jacques, Daisy Rosales, Isabelle Farand, Susan Luu, Lisa Auguste, Shanna Cipressi, Pierre Allaire, Margaret Motyka, Serhiy Shvetsov, Conant Liu
  • The Courtship of Eddie's Father on Random Best Movies About Dating In Your 50s

    (#7) The Courtship of Eddie's Father

    • Ron Howard, Stella Stevens, Shirley Jones, Glenn Ford, Dina Merrill, Jerry Van Dyke, Gene Roth, John Hart, Roberta Sherwood
  • Last Chance Harvey on Random Best Movies About Dating In Your 50s

    (#8) Last Chance Harvey

    • Dustin Hoffman, Emma Thompson, James Brolin, Kathy Baker, Richard Schiff, Eileen Atkins, Jeremy Sheffield, Bronagh Gallagher, Jamie Sives, Michael Landes, Angela Griffin, Chris Wilson, Liane Balaban, Daniel Lapaine, Patrick Baladi, Charlotte Lucas, Timothy Glanfield, Mark Kempner, Femi Oguns, Adam James, Alex Avery, Debbie Attwell, Joanna Jeffrees, Tim Howar, Gaia Romilly Wise, Robert Jezek, Pascal Scott, Leslie Randall, Nadia Cameron-Blakey, Javed Khan, Masato Kamo, Noah Marullo, Imogen Byron, James Currie, Mickey Sumner, Daisy Durham, Jemma Bolt, Lewis Durham, Tim Ahern, Kitty Durham, Heather Bleasdale, Rhydian Jones, Figs Jackman, Adam Astill, Katie Harper, Ginny Holder, Andrea Harris, Sid Karne, Vincent Brimble, Nick Cavaliere, Lauren Dennington, Amy Younger, Paul Haley, Tolula Adeyemi, Ian Stacey, Wendy Mae Brown, Gill Stoker, Tracy Redington
  • Larry Crowne on Random Best Movies About Dating In Your 50s

    (#9) Larry Crowne

    • Julia Roberts, Tom Hanks, Bryan Cranston, Taraji P. Henson, Pam Grier, George Takei, Maria Canals Barrera, Wilmer Valderrama, Rita Wilson, Gugu Mbatha-Raw, Rob Riggle, Nia Vardalos, Cedric the Entertainer, Randall Park, Jon Seda, Rami Malek, Dale Dye, Bob Stephenson, Ian Gomez, Holmes Osborne, Sy Richardson, Barry Sobel, Malcolm Barrett, Chet Hanks, Joanna Theobalds, Tom Budge, Biff Henderson, Julie Wagner, Herbert Siguenza, Michael L. Nesbitt, Richard Montoya, Tina Huang, Claudia Stedelin, Joshua Biton, Roxana Ortega, Marlene Sharp, Carly Reeves, Josh Heller, Murrell D. Smith, Grace Gummer, Ric Salinas, Trevor Trout, Andre Myers, Tia Barr, Julia Cho, Sarah Mahoney, Chad W. Smathers, Tarina Pouncy, Lance Paul, Sarah Levy, Joshua Danyel, Stephanie Carpentieri, E-Kan Soong, David L. Murphy, Jack Milo, Celeste Den, Erin Underwood, Brady Rubin, A.B. Fofana, Alex Quijano, Alex Taber, Josh Horton, Phil Cirincione, Melissa Christine
  • Love Is All You Need on Random Best Movies About Dating In Your 50s

    (#10) Love Is All You Need

    • Pierce Brosnan, Stina Ekblad, Trine Dyrholm, Kim Bodnia, Paprika Steen, Bodil Jørgensen, Birthe Neumann, Christiane Schaumburg-Müller, Ciro Petrone, Molly Blixt Egelind, Line Kruse, Sebastian Jessen, Micky Skeel Hansen, Marco D'Amore, Frederikke Thomassen
  • The Love Punch on Random Best Movies About Dating In Your 50s

    (#11) The Love Punch

    • Pierce Brosnan, Emma Thompson, Timothy Spall, Celia Imrie, Marisa Berenson, Tuppence Middleton, Louise Bourgoin, Sabine Crossen, Jordan Jones, Laurent Lafitte, Jean-Louis Barcelona, Christopher Craig, Tom Morton, Adam Byron, Patrice Cols
  • Mamma Mia! Here We Go Again on Random Best Movies About Dating In Your 50s

    (#12) Mamma Mia! Here We Go Again

    • Meryl Streep, Lily James, Amanda Seyfried, Pierce Brosnan, Jeremy Irvine, Colin Firth, Julie Walters, Christine Baranski, Stellan Skarsgård, Dominic Cooper, Cher

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About This Tool

What movie do you want to watch on New Year's Eve or Christmas Day or on a date night at home? Some classic love movies tell the most romantic and touching stories that can warm the heart in the cold winter, including affectionate first love and romantic secret love, as well as some dating stories about middle-aged people. Love is something that can happen for no reason, transcending race, nationality, and even age restrictions.

A large number of movies show attractive teens and 20s falling in love, but love happens at any age. The random tool recommends 12 of the best movies about dating in mid-age, people can also find true love at 50 years old.

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