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100+ Movies like When Harry Met Sally...

3.7
1989 Comedy, Romance, Drama

Explore movies with plots centered around the complexities of male-female friendships evolving into romantic relationships. Like the classic romantic comedy "When Harry Met Sally...", these films delve into the challenges of maintaining platonic bonds while navigating underlying romantic tensions. Follow the journeys of characters who start as friends but eventually confront their deeper feelings, often after years of denying or suppressing their attraction. Discover heartwarming tales that celebrate the blurred lines between friendship and love, capturing the humor, awkwardness, and emotional depth of such transformative relationships.

Feast of Love

Feast of Love

3.1
2007

Both "When Harry Met Sally..." and "Feast of Love" explore the complexities of love and relationships through an ensemble cast of interconnected characters. The films follow the romantic journeys of multiple couples over an extended period, depicting the ups and downs of falling in love, breakups, marriages, and affairs. Central to both stories is the theme of whether men and women can truly be just friends, as well as the challenges of maintaining friendships amid romantic entanglements. The narratives interweave multiple storylines of characters navigating the different stages and forms of love, from passionate romance to enduring companionship. The films culminate with the central couples finding their way to each other after years of personal growth and relationship turmoil.

Conversations with Other Women

Conversations with Other Women

3.1
2006

Both "Conversations with Other Women" and "When Harry Met Sally..." explore the complexities of male-female relationships and the question of whether men and women can truly be just friends. They follow the lives of two people who were once romantically involved, showing their relationship through flashbacks as they reconnect years later. The central characters have an undeniable chemistry and attraction, but their timing and circumstances prevent them from pursuing a committed relationship initially. The movies examine how their feelings evolve over time, with the characters reflecting on their past choices and current situations. Ultimately, the films suggest that true love can overcome obstacles and that soulmates may be destined to end up together despite the challenges they face along the way.

Friends with Benefits

Friends with Benefits

3.3
2011

"Friends with Benefits" follows a similar narrative arc to "When Harry Met Sally..." in exploring whether two friends can maintain a purely physical relationship without developing deeper romantic feelings. Both films center around two protagonists who initially claim they can have casual sex without emotional attachment, only to gradually realize they have fallen in love with each other over time. The stories parallel each other in depicting the challenges of transitioning from friends to lovers, the denial and suppression of romantic feelings, and the eventual acceptance and embrace of being in a committed relationship. The movies share common themes of the complexities of modern dating, the blurring of friendship and romance, and the idea that true love often develops from an existing emotional connection.

How to Be Single

How to Be Single

3.1
2016

Both "How to Be Single" and "When Harry Met Sally..." follow a group of friends navigating the complexities of relationships and being single in New York City over an extended period of time. The central characters, like Harry and Sally, experience on-and-off romantic tensions with each other while also exploring other relationships. The films explore the themes of whether men and women can truly be just friends, the challenges of finding "the one", and the evolution of relationships over many years. The stories are told in a non-linear fashion, jumping between different time periods to show the characters' journeys. Ultimately, the main characters come to realize their true feelings for each other and end up together after years of friendship and romantic misadventures.

Serendipity

Serendipity

3.5
2001

Both "When Harry Met Sally..." and "Serendipity" are romantic comedy films that follow the story of two people who meet by chance and develop a close friendship over many years, despite an initial romantic attraction. The films explore the central question of whether men and women can truly be just friends, as the main characters navigate the complexities of their relationship. The plots span over a decade, with the characters going through various relationships with other people before ultimately realizing their love for each other. Key events like chance encounters, missed connections, and serendipitous moments drive the narrative forward, building tension and anticipation for the eventual romantic resolution. The films also incorporate storytelling devices like interspersed vignettes of other couples sharing their own love stories, adding depth and perspective to the central romance.

Something's Gotta Give

Something's Gotta Give

3.3
2003

Both "Something's Gotta Give" and "When Harry Met Sally..." follow the story of two people who initially meet and dismiss the possibility of a romantic relationship, but over time and through various encounters, they develop a close friendship that eventually blossoms into love. The central characters, Harry and Sally in "When Harry Met Sally..." and Harry and Erica in "Something's Gotta Give", have contrasting views on relationships that create tension and obstacles to their growing attraction. Their journeys involve overcoming personal barriers, navigating relationships with others, and realizing their true feelings for each other after years of friendship. The movies explore themes of love, friendship, and the complexities of modern relationships through witty dialogue and relatable characters. Ultimately, the protagonists overcome their initial doubts and commit to a romantic partnership, culminating in marriage.

All Relative

All Relative

2.9
2014

Both "All Relative" and "When Harry Met Sally..." follow the story of two people, Harry and Sally/Grace, who initially meet and are not interested in a romantic relationship, but develop a close friendship over time. Their friendship is complicated by sexual tension and the possibility of romantic feelings. A key plot point in both films is Harry having sex with an older woman, Maren/Sally's friend, which strains his relationship with Sally/Grace. The movies explore the themes of whether men and women can truly be just friends, and the challenges of transitioning from friendship to romance. Ultimately, Harry and Sally/Grace realize their love for each other and end up together in a committed relationship after years of friendship and misunderstandings.

Friends with Kids

Friends with Kids

3.0
2012

"Friends with Kids" closely parallels the plot and themes of "When Harry Met Sally..." in the following ways: - Two close friends, Jason and Julie, initially believe men and women cannot be platonic friends due to the sexual tension, mirroring Harry and Sally's initial stance. - After seeing their friends' marriages suffer after having kids, Jason and Julie decide to have a child together while continuing to date others, similar to Harry and Sally's attempt to remain friends while pursuing relationships. - Over time, one of them (Julie) develops romantic feelings for the other, just as Harry and Sally do, complicating their friendship and arrangement. - After a period of conflict and separation, Jason realizes Julie is his soulmate, confessing his love in a grand romantic gesture, akin to Harry's declaration to Sally. - The movies explore the central question of whether men and women can truly be just friends, with both ultimately concluding that deep friendship can evolve into true love.

They Came Together

They Came Together

2.8
2014

"They Came Together" is a parody that closely parallels the plot and themes of "When Harry Met Sally...". Both films follow the on-again, off-again romantic relationship between two people over many years, starting as friends who initially claim they cannot be more than that. The protagonists meet, develop a close friendship, experience romantic tension and an awkward sexual encounter that strains their friendship, separate for a time, then ultimately realize their love for each other and get married after a grand romantic gesture. The films use a similar framing device of older couples recounting how they met. While "They Came Together" exaggerates and satirizes many romantic comedy tropes, it maintains the core story arc and character dynamics of "When Harry Met Sally..." in a humorous way.

Whatever Works

Whatever Works

3.6
2009

Both "Whatever Works" and "When Harry Met Sally..." follow the story of an unlikely couple who initially seem incompatible but gradually develop feelings for each other over time. The central characters have contrasting personalities and worldviews that create comedic tension and conflict in their relationship. There are parallel arcs of the main characters overcoming their preconceived notions about relationships and love. The movies explore themes of friendship, romance, and finding fulfillment in unexpected places. They also feature subplots involving the main characters' friends and family members navigating their own romantic entanglements. The stories span multiple years, showing the evolution of the central relationship through chance encounters and changing life circumstances. Ultimately, the movies culminate in the couples embracing their love and committing to each other, having overcome their initial doubts and differences.