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Five Great Date Night Movies

The trick to picking a great date movie is to pick one that will appeal to both the man and the woman.

The biggest mistake women make is to pick a ‘Chick Flick‘ which turns off most men and makes them dread those 2 hours of sappy, lovey-dovey, tear-jerking cinema. 

On the flip side, the biggest mistake men tend to make is to either pick a movie that is all action and/or horror, or they choose a film that has over-the-top sex scenes as if this will make their love jump for joy when date night arrives.

When choosing a film to share with your significant other, the best path to take is right down the middle.

The following five great date night movies are the ones that work very well for my husband and me because each one has something for both of us.

If you are looking for a film to share either with your long-term significant other or with a new love interest, any of these films would be excellent choices.

Date Night Movies

Jerry Maguire
  • Amazon Prime Video (Video on Demand)
  • Tom Cruise, Cuba Gooding, Renee Zellweger (Actors)

Jerry Maguire

Jerry Maguire has to be one of the best ‘date movies’ ever. It has something for both sexes. Men enjoy watching the football and Renee Zellwegger, while the women get a touching love story and Tom Cruise.

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The movie works great as either a first date movie. It is sweet and funny with some sports action, or an inspiring tale for more established relationships because it provides ideas on what is important in a relationship and how to keep it healthy.

The film also incorporates comedy into the storyline to keep viewers attention throughout. If nothing else, you also get to witness one of the most romantic speeches given by a man in a movie; “You complete me.”

  • Amazon Prime Video (Video on Demand)
  • Will Smith, Eva Mendes, Kevin James (Actors)


Will Smith plays a relationship master who teaches men how to win the girl of their dreams, but when he falls for the gorgeous Eva Mendes, he becomes less than a smooth operator. The movie is quite funny as you watch Smith fumble and bumble his way into the girl’s heart.

The flick is perfect as a date movie because what man can resist the beautiful Ms. Mendes, plus there are sports scenes and tips on getting girls, while the women get to have their love story needs to be fulfilled.

Stranger Than Fiction

I wasn’t quite sure what to expect from this movie when I first watched it. The previews did not do it justice. Stranger Than Fiction is a very sweet, honest, funny, and romantic film.

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Will Ferrell plays Harold Crick who is a very by-the-books, borderline OCD, auditor for the IRS who falls for Ana Pascal (Maggie Gyllenhaal) who is a vibrant, energetic, buck-the-system, owner of a bakery.

The story follows Harold as he ‘hears’ his life being narrated, including every single move, until the narrator announces that Harold will die. You get to see Harold break out of his shell and experience life in a way he never would have done before.

The love story is very sweet and honest and Ferrell creates a character that everyone can relate to. It is just a feel-good story that everyone can enjoy. | Stream on Youtube

The Princess Bride
  • Amazon Prime Video (Video on Demand)
  • Cary Elwes, Mandy Patinkin, Chris Sarandon (Actors)

The Princess Bride

This movie has become a classic love story of modern movies. The best thing about this story, though, is its quirkiness.

It is not a straight love story between Buttercup and Westley; you also get Vizzini and his circular riddles, Inigo Montoya and his search for the killer of his father, Fezzik the giant wrestler who has a soft spot for love, and finally Billie Crystal playing Miracle Max, who brings Westley back to life.

The sword fights and the off-the-wall jokes, added to the sweet love story between Buttercup and Westley, have made this movie ever-lasting, and a great pick for a date movie that both people will enjoy.

Mr. & Mrs. Smith
  • Amazon Prime Video (Video on Demand)
  • Brad Pitt, Angelina Jolie, Vince Vaughn (Actors)

Mr. And Mrs. Smith

Mr. and Mrs. Smith is packed full of action and emotion and passion. The men will love all of the fight scenes, along with the non-stop action, topped off with a very sexy Angelina Jolie.

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Yet, the women have Brad Pitt to enjoy, as well as the passionately uncontrolled, house-destroying, electric battle/love scene. You almost feel as exhausted as Pitt and Jolie after watching it. Ultimately, this film will certainly get your blood flowing.

Hopefully, these movies help make date night more enjoyable and something to look forward to for both sides.

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