Top Three Dating Movies

Here are three of the best dating movies to watch on a date, whether the first or the fiftieth.

“Fifty First Dates” is a surprisingly smart, sensitive dating movie. It has a creative premise based around Drew Barrymore’s character, who suffers a condition in which her short-term memory is wiped clean each morning. A smitten Adam Sandler takes on the challenge of having her fall for him newly, every day. The film deftly blends the magic of first love with the challenges of maintaining a relationship, and the cast portrays that struggle with touching skill.

Another entertaining dating movie is “Hitch” starring Will Smith, who plays a ‘date doctor’ out to counsel struggling men in getting from the first date to a lasting relationship. Smith then meets a reporter played by Eva Mendez, and forgets all his own lessons in his desire to impress her. Dating movies that focus on the male psyche are less common than female-featured stories, and this film does a side splitting job exploring what men do for love, or even for simple acceptance.

The quintessential dating movie is “When Harry Met Sally,” starring Billy Crystal and Meg Ryan. They play the title characters, who meet three times over ten years. Writer Nora Ephron crafts their evolution from awkward acquaintances to fast friends to true lovers. The sparkling dialogue digs into every corner of relationships, from one night stands to marriage. It is not just a superior dating movie, but a modern classic of American film.