Hilarious & Dramatic Relationship Issues Movies to Watch

Relationship Issues movies form a fascinating genre that delves deeply into the complexities and nuances of personal connections. These films often explore romantic entanglements, familial conflicts, and friendships gone awry, providing a mirror to the real-life struggles people face in trying to understand one another. With storylines that range from heartbreak and reconciliation to betrayal and forgiveness, these movies aim to reflect the unpredictability and emotional intensity inherent in human relationships. The plots of Relationship Issues movies tend to center around pivotal moments and difficult conversations, where characters are forced to confront their feelings, intentions, and the consequences of their actions. These films often feature well-developed characters who exhibit a mix of strengths and flaws, making them highly relatable and engaging. Audiences are drawn into the emotional roller coaster as they watch protagonists navigate the turbulent waters of love, loyalty, trust, and misunderstanding.

What Just Happened

What Just Happened
Hollywood producer navigates personal and professional crises

Released: 2008

Platform: Hulu

Rating:

Run time: 30m

Cast
Robert De Niro, Sean Penn, Catherine Keener, John Turturro, Robin Wright Penn

What Just Happened (2008): Why You Should Watch What Just Happened masterfully blends satire, comedy, and drama to offer an entertaining peek behind Hollywood's glittering curtain. Directed by Barry Levinson and based on Art Linson's book, the film chronicles two whirlwind weeks in the life of producer Ben, played impeccably by Robert De Niro. As Ben navigates a collapsing marriage and high-strung actors in a cutthroat industry, viewers are treated to a humorous, yet poignant, exploration of showbiz chaos. The film boasts standout performances by De Niro, Sean Penn, and Bruce Willis (both hilariously playing exaggerated versions of themselves), offering a fresh and witty take on Hollywood's inner workings. Premiered at the 2008 Sundance Film Festival and accented by a memorable soundtrack, What Just Happened is a must-watch for film enthusiasts eager to explore the industry's tumultuous, behind-the-scenes reality.

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I'm Thinking of Ending Things

I'm Thinking of Ending Things
Surreal journey through a troubled mind

Released: 2020

Platform: Netflix

Rating: R

Run time: 2h 14m

Cast
Jessie Buckley, Jesse Plemons, Toni Collette, David Thewlis, Guy Boyd

Im Thinking of Ending Things is a captivating psychological thriller by Charlie Kaufman, blending surrealism and existential dread. Adapted from Iain Reids novel, the film takes viewers on a mind-bending journey through a young womans unsettling road trip to meet her boyfriends parents. The story challenges perceptions of reality, identity, and the passage of time, exploring themes of loneliness, regret, and the complexities of relationships. Kaufman’s distinct storytelling, combined with stellar performances by Jessie Buckley, Jesse Plemons, Toni Collette, and David Thewlis, adds depth and intrigue to this atmospheric film. The haunting score by Jay Wadley enhances its eerie, dreamlike quality. Praised for its unique narrative and thought-provoking elements, “I’m Thinking of Ending Things” is a must-watch for fans of psychological thrillers and those seeking a profound cinematic experience that lingers long after the credits roll.

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Midsommar (HBO)

Midsommar (HBO)
Swedish midsummer festival turns into horrifying nightmare

Released: 2019

Platform: Max

Rating: R

Run time:

Cast
Florence Pugh, Jack Reynor, Vilhelm Blomgren, William Jackson Harper, Will Poulter, Ellora Torchia, Archie Madekwe, Henrik Norlén

Midsommar, a 2019 folk horror film by Ari Aster, offers a unique cinematic experience that combines intense psychological drama with eerie folklore. Following the harrowing journey of Dani Ardor (Florence Pugh) and her emotionally distant boyfriend Christian Hughes (Jack Reynor) to a secluded Swedish festival, the film masterfully transforms a picturesque retreat into a hauntingly bizarre nightmare. Known for its stunning visuals, intricate set designs, and compelling performances—especially by Pugh—Midsommar explores deep themes of grief, relationships, and cultural isolation. The film was shot in Budapest, reflecting meticulous attention to detail, and features a soundtrack that enhances its chilling atmosphere. Rich in Scandinavian folklore and psychological tension, Midsommar is a must-watch for those intrigued by innovative horror and profound storytelling.

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We Broke Up

We Broke Up
Longtime couple navigates through a messy breakup

Released: 2021

Platform: Hulu

Rating:

Run time: 1h 26m

Cast
Aya Cash, William Jackson Harper, Sarah Bolger, Tony Cavalero, Peri Gilpin

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Bloom (AUS)

Bloom (AUS)
Australian drama exploring youth and love resurgence

Released: 2019

Platform: Hulu

Rating:

Run time:

Cast
Jacki Weaver, Bryan Brown, Anne Charleston, Terry Norris, Phoebe Tonkin

Bloom (AUS) is a mesmerizing Australian TV series that aired in 2019, centered around the small town of Moorabool where mystical, youth-restoring berries emerge after a catastrophic flood. This gripping narrative explores themes of rebirth, identity, and the human desire for rejuvenation, engaging viewers in a supernatural struggle for control and power. With superb Australian filmmaking techniques, a well-crafted screenplay, and top-notch performances, particularly from Phoebe Tonkin and Jacki Weaver, Bloom (AUS) offers a unique blend of mystery, drama, and captivating storytelling. The atmospheric soundtrack composed by Antony Partos enhances the eerie, immersive experience. Dont miss out on this compelling series that brilliantly intertwines supernatural elements with emotional depth.

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The Brothers

The Brothers
Four friends navigate love, relationships, and commitment.

Released: 2001

Platform: Hulu

Rating: R

Run time:

Cast
Morris Chestnut, D.L. Hughley, Bill Bellamy, Shemar Moore, Gabrielle Union

The Brothers (2001) is a compelling American comedy-drama directed by Gary Hardwick, focusing on the intertwined lives of four African-American friends in Los Angeles—Jackson, Brian, Derrick, and Terry. Through vibrant storytelling and captivating performances, particularly by Morris Chestnut, D.L. Hughley, Bill Bellamy, and Shemar Moore, the film delves into their romantic entanglements and unwavering camaraderie. With an exquisite balance of humor and heartfelt moments, The Brothers presents a candid portrayal of love, commitment, and friendship among African-American men, underscored by a soulful soundtrack featuring En Vogue and Jagged Edge. As Hardwicks directorial debut, it offers rich, relatable insights and celebrates the profound bonds resembling those of siblings. Basketball, a recurring motif, symbolizes their unity despite differing views on relationships. Although it hasnt won major awards, The Brothers resonates with anyone interested in heartfelt narratives about relationships and unlikely brotherhoods.

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Merry Liddle Christmas Baby

Merry Liddle Christmas Baby
Liddle family's humorous journey through holiday chaos

Released: 2021

Platform: Hulu

Rating:

Run time: 1h 27m

Cast
Kelly Rowland, Thomas Cadrot, Bresha Webb, Latonya Williams, Jaime M. Callica

Merry Liddle Christmas Baby is a heartwarming holiday film released in 2021 that forms the third installment of the beloved Liddle series. Following Jacquie Liddle, portrayed by Kelly Rowland, the movie encapsulates the chaos and magic of the holiday season as Jacquie navigates planning a Christmas wedding, fulfilling family demands, and preparing for the arrival of her first child. Directed by David DeCoteau and scripted by Leigh Davenport, the film offers an exhilarating blend of humor, love, and festive spirit. With notable performances from Thomas Cadrot and Debbi Morgan, along with an engaging holiday soundtrack featuring classics like Jingle Bells, this movie is a perfect holiday escape. Fans of the series and newcomers alike will find joy in its heartfelt story and relatable characters, making it an ideal watch for anyone looking to embrace the festive spirit and find comfort in family and togetherness.

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The Edge of Seventeen

The Edge of Seventeen
Teenage angst and self-discovery unraveled.

Released:

Platform: Netflix

Rating: R

Run time:

Cast

The Edge of Seventeen, directed by Kelly Fremon Craig, is an engaging teen comedy-drama that authentically captures the tumultuous journey of adolescence. Released in 2016, the film follows Nadine Franklin, played brilliantly by Hailee Steinfeld, as she navigates the complexities of teenage life. The story explores themes of self-discovery, friendship, and acceptance, resonating deeply with both teens and adults. With a talented cast, including Woody Harrelson as Nadines insightful teacher and Kyra Sedgwick as her overwhelmed mother, the film delivers outstanding performances. The screenplay, noted for its witty and genuine dialogue, brings a relatable and heartfelt portrayal of growing up. Additionally, the films soundtrack, featuring songs like Stevie Nicks Edge of Seventeen, beautifully complements the narrative. Despite not winning official awards, the movie garnered critical acclaim, making it a must-watch for its realistic depiction of teenage life.

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Everybody Wants To Be Italian (HBO)

Everybody Wants To Be Italian (HBO)
Romantic comedy about mistaken Italian heritage

Released: 2007

Platform: Max

Rating: R

Run time:

Cast
Jay Jablonski, Cerina Vincent, John Kapelos, John Enos, Richard Libertini, Marisa Petroro

Everybody Wants to Be Italian is a delightful romantic comedy that charms audiences with its humorous take on love and identity. Directed by Jason Todd Ipson, the film follows Jake, a man humorously entangled in a love triangle while pretending to be Italian to win over Marisa, a spirited veterinarian. The stellar performances by Jay Jablonski and Cerina Vincent bring warmth and authenticity to their characters, making their journey relatable and enjoyable. Produced by David M. Garonzik and Jaime Burke, this film masterfully blends romance and comedy with cultural nuances, offering a light-hearted and heartwarming narrative. The engaging storyline is complemented by Peter Rafelson’s lively soundtrack, featuring spirited Italian folk tunes and classic American hits. Garnering accolades like the Audience Award for Best Film at the Dahlonega International Film Festival, Everybody Wants to Be Italian is a must-watch for anyone seeking a feel-good film that celebrates the quirks of love and the joy of togetherness.

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Bad Therapy

Bad Therapy
Marriage struggles lead to a disastrous therapy.

Released: 2020

Platform: Hulu

Rating:

Run time: 1h 37m

Cast
Alicia Silverstone, Michaela Watkins, Rob Corddry, Anna Pniowsky, Aisha Tyler

Bad Therapy (2020) is a comedy film that cleverly intertwines dark humor with the complexities of marriage and mental health issues. Directed by William Teitler and adapted from Nancy Doynes book Bob Howard and the Night of the Divorce, it tells the tumultuous story of Bob and Susan Howard as they navigate the dubious guidance of an unconventional therapist, Judy Small, portrayed brilliantly by Roseanna Arquette. With Rob Corddry and Alicia Silverstone delivering strong performances as the troubled couple, the movie offers relatable yet dramatic insight into the idiosyncrasies of relationships and therapy. The brilliant soundtrack by Holly Amber Church enhances the films psychological depth and comedic flair. Fans of dark comedies and relationship dramas will find Bad Therapy to be an engaging watch that offers both laughter and thought-provoking moments.

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Anais in Love

Anais in Love
Unpredictable Parisian romance through Anais's perspective

Released:

Platform: Hulu

Rating:

Run time:

Cast

Anais in Love is a captivating French comedy that delves into the intricacies of lifes tangled web of romance and self-discovery. The film chronicles the journey of Anais, a thirty-something woman grappling with financial woes, academic pressures, and complex relationships. Her life takes an unexpected turn when she embarks on an affair with a publisher, only to find herself falling for his wife, a charming novelist. With a storyline rich in humor and emotional depth, Anais in Love invites viewers to explore the unpredictable nature of love and the search for personal identity. The vibrant French backdrop adds authenticity, while the eclectic soundtrack enhances the narratives mood. With a talented cast delivering nuanced performances, this film offers a unique, engaging, and heartfelt cinematic experience that is bound to resonate with audiences of all ages.

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About This Collection

Films exploring conflicts and challenges in relationships.

Relationship Issues movies explore the complexities and challenges within romantic and familial bonds, depicting struggles like infidelity, communication breakdowns, and emotional conflicts. These films offer a deep dive into the intricacies of human connections, making relationship Issues movies both relatable and thought-provoking for audiences.

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