Top 7 Best Romantic Comedies To Watch On A First Date

After you’ve spent some time getting to know someone on a dating site like this, what better way to connect than suggesting a film night? Movies are perfect for a first date because this provides the option for you to engage in a mutual interest, and as you follow the twists and turns of the unfolding action, there will undoubtedly be opportunities to know each other better. There’s an argument for watching a high-octane thriller or even a jumpscare-inducing horror. But the most recommended genre of all is romantic comedy. You’ll be getting absorbed in a story on the big screen which you will already have so much in common with. Here are seven of the best.

Bridget Jones’s Diary (2001)

Rene Zellweger is the titular thirtysomething, seemingly destined to remain unlucky in love, and drowning her sorrows in wine/cake binges as she records her poor romantic choice of dates in her diary. There are many laugh-out-loud moments, from schmaltzy Christmas sweaters to her rival suitors Mark Darcy (Colin Firth) and Daniel Cleaver (Hugh Grant) losing every shred of dignity as they fight for Bridget’s affections by enacting one of the most inept streetfights ever.

Groundhog Day (1993)

More traditionally associated with deadpan, sardonic comic delivery, Bill Murray plays Phil Connors, a TV weatherman, who is doomed to relive the same day, over and over, while he pursues attractive news anchor Rita Hanson (Andie MacDowell.) Although this movie paved the way for several variations on the time loop plotline, it was highly original at the time. The unusual twists and turns make for terrific date night entertainment.

Annie Hall (1977)

Although his private rather than artistic life makes headlines these days, Woody Allen was an undisputed champion of 1970s romantic comedy. Here he plays Alvy Singer, psycho-analyzing the causes of his relationship breakdown with Annie (Diane Keaton.) The film went on to win several Oscars, including Allen for best director, Keaton for best actress. 

Sleepless in Seattle (1992)

Settle back and enjoy this classic rom-com, starring the ever-versatile Tom Hanks as Sam Baldwin, a Chicago architect who relocates to the Pacific Northwest after becoming single parent to Jonah (Ross Malinger), following his wife’s death. When Jonah takes to a radio show to reveal his father’s heartache, he is overheard by Annie Reed (Meg Ryan). There follows a long-distance wooing, culminating in a blind date atop the Empire State Building. Propelled by a note-perfect soundtrack, this is ideal for a date.

My Big Fat Greek Wedding (2002)

There’s nothing new about cultural clashes in the romance stakes, but this rom-com, describing the courtship of Greek American Toula Portokalos (Nia Vardalos – who also wrote the story), and ‘White Anglo-Saxon’ American Ian Miller (John Corbett) is excellent. Much of the comedy derives from Toula’s vivacious and gloriously over-the-top Greek relations, gradually overcoming their initial skepticism about inviting a non-Greek into the family fold.

Much Ado About Nothing (1993)

Kenneth Branagh’s adaptation of the Shakespeare comedy is an all-star affair, featuring Branagh, Emma Thompson, Kate Beckinsale, Denzel Washington, Michael Keaton, Keanu Reeves, Robert Sean Leonard and many more. While the olde worlde dialogue and complex machinations of the plot sometimes require above-average engagement, the sharp-tongued exchanges and bravura performances are uniformly exceptional.

Notting Hill (1999)

Following on from his success in director Richard Curtis’ previous outing, Four Weddings And A Funeral, Hugh Grant portrays Will Thacker, a bookstore owner who falls for American movie star Anna Scott (Julia Roberts) after spilling a drink over her. Her sassy persona is a perfect foil for his twitchy English charm, and their love affair is abetted by hilarious co-stars.

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