31 Epic Dating Movies to Spark Romance and Laughter

Waiting to Exhale (1995), directed by Forest Whitaker in his debut role, is a compelling drama centering on the lives of four African-American women in Phoenix, Arizona. Adapted from Terry McMillans bestselling novel, the film powerfully captures the complexities of relationships, love, and resilience. The star-studded cast—Whitney Houston, Angela Bassett, Loretta Devine, and Leila Rochon—delivers outstanding performances portraying women navigating divorce, single parenthood, and loveless marriages. With its stellar soundtrack produced by Babyface, featuring hits from Whitney Houston, Toni Braxton, and Mary J. Blige, the film is a cultural touchstone. Angela Bassetts award-winning role adds further gravitas. Whether for the emotional depth, the remarkable acting, or the iconic music, Waiting to Exhale is a must-watch that continues to resonate with audiences, offering timeless lessons on strength and sisterhood.

More about Waiting to Exhale

---

How to Be Single (2016) offers a refreshing take on singlehood through a witty, heartfelt narrative. Directed by Christian Ditter and featuring a star-studded cast led by Dakota Johnson and Rebel Wilson, the film navigates the complexities of love and independence in a vibrant New York City setting. With its unconventional romantic comedy plot, it delves into the self-discovery journey of Alice and her lively friend Robin, providing both laughter and poignant moments. Backed by a memorable soundtrack and charming performances, especially from Johnsons earnest Alice and Wilsons exuberant Robin, How to Be Single resonates with anyone seeking to embrace single life and cherish the freedom it brings. The films unique insights and entertaining storytelling make it a must-watch for both singles and those in relationships looking to understand the beauty of autonomy.

More about How to Be Single

---

Vamps (2012) is an entertaining American comedy horror film directed by Amy Heckerling, featuring Alicia Silverstone and Krysten Ritter in leading roles. The movie masterfully blends humor and horror as it follows two modern-day female vampires in New York City who navigate eternal life, complicated romantic relationships, and haunting pasts. Heckerling, known for her success with Clueless, brings her unique touch to this film, making it a delightful watch. The cast, including Dan Stevens and Sigourney Weaver, deliver engaging performances. Silverstone and Ritter's chemistry is captivating, adding depth to their ageless characters. With witty dialogue, memorable quotes, and a fantastic soundtrack featuring tunes like Lady Gaga’s You and I, Vamps offers a refreshing take on vampire lore. Its blend of comedy, romance, and horror makes it a must-watch for those seeking a light-hearted yet intriguing film experience.

More about Vamps

---

Jack and Jill Vs. The World is a captivating 2008 comedy-drama set against the vibrant backdrop of New York City. Directed and co-written by Vanessa Parise, the film expertly intertwines themes of romance, comedy, and drama. Freddie Prinze Jr. stars as Jack, a structured advertising executive, while Taryn Manning plays Jill, a spontaneous free spirit. Their worlds collide, prompting Jack to reevaluate his lifes priorities, embodying the films core message that lifes most significant events are often unplanned. Despite its smaller production scale, the movie offers profound life lessons through a balanced mix of humor and emotion. The standout performances, especially from veteran actor Robert Forster, lend authenticity to the narrative. The film's poignant quotes and a memorable soundtrack featuring songs by John Legend and the Counting Crows enhance its charm. People should watch this film for its heartfelt storytelling, relatable characters, and its celebration of life's unexpected moments.

More about Jack And Jill Vs. The World

---

Pink Lie is a captivating TV series released in 2022 that delves deep into the complexities of unconditional love. The show features a group of young men and women living in the Pink House, each carrying a single lie about themselves. Whether its their job, age, or educational background, the lies set the stage for intense interactions as residents seek partners who accept their true identities. The series masterfully explores whether love can endure once the hidden truths come to light. Each character’s intricately woven lie and its revelation underscore the script’s brilliance, while the excellent performances by the cast add depth and intensity to the narrative. The production team’s attention to detail is evident in everything from the meticulous set designs to the heartfelt quotes adorning the Pink House walls. With a thought-provoking plot, compelling characters, and a hauntingly beautiful soundtrack, Pink Lie is a must-watch for anyone interested in exploring the delicate balance between love, truth, and deception.

More about Pink Lie

---

Shes Out of My League, a 2010 romantic comedy, is a must-watch for anyone who loves heartwarming and humorous stories about unlikely couples. The film follows Kirk, a seemingly average TSA agent whose life turns upside down when Molly, a successful and stunning woman, falls for him. Directed by Jim Field Smith and featuring standout performances from Jay Baruchel and Alice Eve, this film brilliantly captures the essence of overcoming insecurities and societal expectations to find true love. The chemistry between the characters and the comedic support from T.J. Miller adds depth and hilarity to the narrative. Additionally, the films memorable soundtrack, including hits like Dont Stop Believin by Journey, perfectly complements its heartfelt moments. Whether you enjoy romantic tales or need a good laugh, Shes Out of My League delivers a perfectly balanced entertainment experience.

More about She's Out of My League (HBO)

---

My Best Friends Girl, a 2008 romantic comedy directed by Howard Deutch, offers a unique twist on the genre with its hilarious and engaging storyline. The film centers on Tank, played by Dane Cook, who is hired by men to date their ex-girlfriends to make them realize their previous boyfriends are better by comparison. Kate Hudsons portrayal of the bewildered Alexis and Jason Biggs lovable Dustin add depth and humor, while Alec Baldwins performance as Tanks roguish father is compelling. The films rich Northeastern American setting, interesting trivia such as filming at the Boston Common Frog Pond, and a fantastic soundtrack, featuring songs like Do Me by Jean Knight and Cant Get Enough of Your Love, Babe by Barry White, further enhance its appeal. Its witty dialogue and memorable quotes make My Best Friends Girl a must-watch for anyone who enjoys a blend of romance and comedy with a novel twist.

More about My Best Friend's Girl

---

More about Plus One

---

Sex and the City (2008) is more than just a romantic comedy-drama; its a cultural touchstone that encapsulates the vibrant, tumultuous lives of four iconic women in New York City. Directed by Michael Patrick King, who ensured the film stayed true to its roots, this movie offers a seamless continuation of the beloved HBO series. Starring Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, and Kristin Davis, the film delves into deep themes like love, heartbreak, career struggles, and social issues, all while delivering sharp wit and unforgettable performances. Engaging quotes, a stellar soundtrack, and the chance to see beloved characters in new yet familiar scenarios make this a must-watch. The awards it garnered, from the Golden Trailer Award to the NewNowNext Award, attest to its quality. For fans of the original series and newcomers alike, Sex and the City is an empowering, entertaining exploration of friendship and love in the modern world.

More about Sex and the City (HBO)

---

Released in 2015, Results is a captivating sports romantic comedy-drama that stands out for its unique take on love, self-discovery, and the quirks of fitness culture. Directed by Andrew Bujalski, the film follows the intertwined lives of two personal trainers, Trevor (Guy Pearce) and Kat (Cobie Smulders), and a newly wealthy, lovable slob, Danny (Kevin Corrigan). Set against the vibrant fitness scene of Austin, Texas, Results boasts a compelling blend of quirky humor and human touch. The film features exceptional performances by its leads, with Pearce's determined Trevor, Smulders' persistent Kat, and Corrigan's charmingly clueless Danny each adding depth and humor. Fans of character-driven stories and offbeat comedies will find plenty to enjoy. The absence of conventional workout montages and the engaging soundtrack by Justin Rice further elevate the film. Debuted at the 2015 Sundance Film Festival, Results is a refreshing and delightful cinematic journey worth watching.

More about Results

---

The Sweetest Thing is a must-watch for anyone craving a fun-filled romantic comedy that combines witty banter, physical gags, and heartfelt moments. Released in 2002 and directed by Roger Kumble, this film showcases the vibrant lives of three friends navigating love and misadventures in San Francisco. Cameron Diaz shines as Christina, a commitment-phobe on a quest to find a man who unexpectedly captivates her. Joined by her hilarious and supportive friends, played by Christina Applegate and Selma Blair, the trios journey is a rollercoaster of laughter and life lessons. Despite mixed reviews, the film has gained a cult following for its unconventional humor and memorable scenes, such as the iconic penis song. The dynamic performances, combined with a catchy soundtrack featuring hits from U2 and Marvin Gaye, create a lively and entertaining experience. Watch The Sweetest Thing for its humor, heart, and the joyous portrayal of female friendship and romantic pursuit.

More about The Sweetest Thing

---

Hitch (2005), directed by Andy Tennant, is a delightful romantic comedy that showcases Will Smith as Alex Hitch Hitchens, a suave date doctor who helps men charm the women of their dreams with impeccable dating techniques. The plot thickens when Hitch falls for gossip columnist Sara Melas (Eva Mendes), leading to a series of humorous and heartfelt events as he navigates the complexities of his own love life. The film, brought to life with the energetic backdrop of New York City, explores universal themes of love and vulnerability, making it a standout in its genre. With charming performances from Smith, Mendes, and the hilariously endearing Kevin James, Hitch is both inspiring and entertaining. The movie also boasts a memorable soundtrack, enhancing its emotional and comedic moments. With its blend of humor, romance, and genuine emotion, Hitch is a must-watch for anyone looking to believe in love again.

More about Hitch

---

Blended is a heartwarming and amusing romantic comedy that showcases the undeniable chemistry between Adam Sandler and Drew Barrymore. Directed by Frank Coraci, the film takes you on an African safari adventure where two single parents, Jim (Sandler) and Lauren (Barrymore), initially detesting each other after a disastrous blind date, find themselves unexpectedly reconnecting. The stunning South African landscapes serve as a breathtaking backdrop, adding a unique charm to their evolving relationship. With a mix of humor and heartfelt moments, Blended also features strong performances from a supporting cast, including Wendi McLendon-Covey and Kevin Nealon. Fans of Sandler and Barrymore’s previous hits, like The Wedding Singer and 50 First Dates, will appreciate their reunion in this delightful flick. Despite mixed reviews, the film’s commercial success and its entertaining soundtrack make it a must-watch for romantic comedy enthusiasts seeking a feel-good movie experience.

More about Blended

---

Everybody Wants to Be Italian is a delightful 2008 romantic comedy that finds humor and heart in the mishaps of love. It centers on Jake Bianski, a fishmonger in Bostons North End, who is hilariously encouraged by friends to move past an old flame by romancing Marisa Costa, a woman they mistakenly believe is Italian. As the pair navigates personal insecurities and well-meaning deceptions, viewers are treated to a charming love story. Directed by Jason Todd Ipson and showcasing standout performances from Jay Jablonski and Cerina Vincent, the film brims with wit, warmth, and the vibrant backdrop of Bostons Italian neighborhoods. With familiar Italian classics enriching the soundtrack and memorable lines like Everybody wants to be Italian, this movie is a joyful reminder that love often comes when least expected, making it a must-watch for romantic comedy enthusiasts.

More about Everybody Wants to Be Italian

---

Forgetting Sarah Marshall is a captivating 2008 rom-com that marries heartbreak with hilarity. Directed by Nicholas Stoller and produced by Judd Apatow, the film follows Peter Bretter (Jason Segel) as he tries to mend his broken heart in Hawaii, only to find his ex, Sarah Marshall (Kristen Bell), vacationing at the same resort with her new rockstar boyfriend (Russell Brand). The chemistry between Segel, Bell, Brand, and Mila Kunis, who plays a warm-hearted receptionist, is magnetic. With a script penned by Segel, the movie boasts a blend of laugh-out-loud moments and genuine emotion drawn from real-life experiences. Filmed in the breathtaking Turtle Bay Resort in Oahu, its stunning visuals add to the appeal. The memorable soundtrack and witty quotes enrich the viewing experience, while its relatable themes and engaging performances make it a must-watch for anyone seeking a perfect mix of comedy and romance.

More about Forgetting Sarah Marshall (HBO)

---

Sleeping with Other People (2015) is a refreshing romantic comedy directed by Leslye Headland. The film captivates with its compelling storyline about Lainey (Alison Brie) and Jake (Jason Sudeikis), who reconnect 12 years after their first romantic encounter at a sex addiction meeting. Their unique bond helps each other confront personal struggles and develop healthier habits, offering a fresh perspective on love and commitment. Supported by stellar performances from Sudeikis and Brie, along with a strong cast that includes Adam Scott, the film delivers not just humor but profound emotional moments. The witty script and remarkable character development make it stand out from typical rom-coms. Despite its modest budget, the movie garnered critical acclaim for its authentic and irreverent take on modern romance. With an intriguing plot, memorable quotes, and a vibrant soundtrack featuring classics like Otis Redding's That’s How Strong My Love Is, Sleeping with Other People is a must-watch for those seeking a heartfelt and entertaining romantic comedy.

More about Sleeping with Other People

---

Date and Switch is a must-watch 2014 comedy that brings laughter, warmth, and a fresh perspective on friendship and acceptance. Directed by Chris Nelson, the film centers on high school seniors Matty and Michael, who vow to lose their virginity before prom. The plot takes a captivating turn when Matty comes out as gay, testing their friendship and derailing their plans in the most humorous and heartfelt of ways. With stellar performances by Nick Robinson, Hunter Cope, and Sarah Hyland, the characters deliver nuanced, relatable portrayals of teenage confusion. The movies production, helmed by Laurence Mark and David Blackman, captures the essence of adolescent life, reinforced by an energetic soundtrack featuring tracks by Far East Movement and B.o.B. Despite receiving no awards, Date and Switch stands out for its comic, unexpected situations and its poignant message about understanding and supporting one another. Dont miss this enjoyable, thought-provoking film.

More about Date and Switch

---

10 Things I Hate About You is a delightful 1999 teen romantic comedy that masterfully transplants Shakespeares The Taming of the Shrew into a modern American high school setting, blending humor, drama, and romance. Directed by Gil Junger and featuring standout performances from Julia Stiles, Heath Ledger, and Joseph Gordon-Levitt, the film offers a refreshing and witty take on teenage dynamics. With a clever script by Karen McCullah Lutz and Kirsten Smith, the film explores themes of love, identity, and rebellion. Heath Ledger's charming serenade, Can’t Take My Eyes Off You, and Julia Stiles' heartfelt poem add emotional depth, making their characters' romance captivating and relatable. Accentuated by a memorable soundtrack, including hits like I Want You to Want Me, this film is a must-watch for its endearing characters, smart dialogue, and timeless appeal, earning its spot as a cherished classic in the teen film genre.

More about 10 Things I Hate About You

---

Released in 2005, Are We There Yet? is a delightful family comedy directed by Brian Levant. The film follows Nick (Ice Cube), a bachelor who attempts to impress Suzanne (Nia Long) by escorting her kids from Portland to Vancouver. The journey turns into a series of hilarious misadventures, making it an entertaining ride for viewers. With notable performances from Ice Cube, who shows off his softer side, and charming child actors Aleisha Allen and Philip Daniel Bolden, the film balances comedy and heartwarming moments. The scenic backdrop of Vancouver and Portland enhances the visual appeal, while a lively soundtrack adds to its playful vibe. For those seeking a fun, light-hearted movie filled with laughs and a touch of sentimentality, Are We There Yet? is the perfect choice.

More about Are We There Yet? (HBO)

---

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.

More about Everybody Wants To Be Italian (HBO)

---

Booty Call (1997), directed by Jeff Pollack and scripted by Takashi Bufford, is an uproarious romantic comedy that follows best friends Bunz and Rushon as they navigate a series of comedic escapades while trying to impress their girlfriends, Lysterine and Nikki. Featuring standout performances from Jamie Foxx, Tommy Davidson, Vivica A. Fox, and Tamala Jones, the film shines with its sharp wit, lively humor, and engaging exploration of modern relationships and friendships. The movie, shot in Toronto despite being set in New York City, impresses with its affordable production that doesn’t skimp on quality. Its relatable and amusing take on dating makes it a delightful watch for those who enjoy light-hearted, romantic comedies. Packed with memorable quotes and a soundtrack boasting hits from Joe, Total, Erykah Badu, and Mase, Booty Call is a must-watch for fans of 90s comedy and those in need of a good laugh.

More about Booty Call

---

Mujer De Fases (aka Mulher De Fases) is a Brazilian TV series that offers an engaging and humorous exploration of life after divorce. Debuting in 2012 and produced by HBO Latin America, this series showcases Grace, a woman in her 40s, who embarks on a journey of self-discovery while experimenting with different personalities in search of her ideal partner. Adapted from Claudia Tajes book and directed by Selton Mello, the show masterfully combines scripted and improvised moments to create an authentic and relatable narrative. Elisa Volpatto delivers a compelling performance as Grace, capturing the comedic nuances of a mid-life crisis. Supported by Luís Miranda and Rodrigo Pandolfo, the cast brings a blend of charm and versatility to the screen. With its unique blend of literature and on-screen drama, distinctive narrative style, and captivating soundtrack, Mujer De Fases is a must-watch for those seeking a fresh, heartfelt, and comedic take on the journey to self-acceptance and love.

More about Mujer De Fases (aka Mulher De Fases)

---

Whats Your Number? (2011), directed by Mark Mylod, is a delightful romantic comedy that brings humor and heart to the screen. Based on Karyn Bosnaks novel 20 Times a Lady, the movie tells the story of Ally Darling, brilliantly portrayed by Anna Faris, as she embarks on a hilarious and heartfelt journey to reconnect with her 20 exes, fearing she has missed out on finding Mr. Right. Chris Evans shines as Colin Shea, Allys charismatic neighbor who aids her quest and offers unexpected romantic chemistry. Filmed in scenic Boston, this film combines witty screenplay with engaging performances by a star-studded cast including Joel McHale and Chris Pratt. The soundtrack, featuring hits like Bizarre Love Triangle, adds charm to this quirky narrative. Perfect for fans of feel-good stories, What's Your Number? offers laugh-out-loud moments, relatable insights, and a refreshing reminder that love often comes when least expected.

More about What's Your Number?

---

Date Night is a hilarious and thrilling 2010 action comedy film directed by Shawn Levy, known for his work on the Night at the Museum franchise. Starring comedic powerhouses Steve Carell and Tina Fey, the film follows a couple whose night out turns into a frantic run from mobsters, dirty cops, and a corrupt city official after a case of mistaken identity. Carell and Feys impeccable timing and chemistry make for a compelling and laugh-out-loud experience. Mark Wahlbergs role as a robust security expert adds to the excitement and humor. Shot in various authentic New York locations, such as the real Cluny Park restaurant and actual city taxicabs, the film also brings a genuine urban vibe. Enhanced by a dynamic soundtrack featuring tracks like Something Bigger, Something Better by Amanda Blank, Date Night combines humor, adventure, and romance in a highly entertaining package that shouldnt be missed.

More about Date Night (HBO)

---

A Nice Girl Like You (2020), directed by the Riedell Brothers, presents a heartwarming romantic comedy journey inspired by the true story from Ayn Carrillo-Gaileys memoir Pornology. Lucy Hale stars as Lucy Neal, a lovable yet repressed violinist, embarking on a daring to-do list following her ex-boyfriends critique, leading her to unexpected self-discovery, friendship, and romance. The charming ensemble, including Leonidas Gulaptis as her new love interest and Mindy Cohn as a supportive friend, brings vibrancy and humor. Filmed in Yonkers, New York, the movie is underscored by uplifting tracks, such as Brand New by Ben Rector, enhancing its feel-good, transformative journey. With its relatable premise and delightful performances, A Nice Girl Like You delivers a refreshing narrative on embracing growth and adventure.

More about A Nice Girl Like You

---

Definitely, Maybe is a charming 2008 film that offers a fresh take on the classic romantic comedy. Directed by Adam Brooks, the movie stars Ryan Reynolds as Will Hayes, who recounts his past relationships to his inquisitive daughter, Maya, played by Abigail Breslin, transforming his love life into an intriguing mystery. Set against the vibrant backdrop of New York City, with scenes filmed in iconic locations like Central Park and Brooklyn, the film captures the essence of romantic nostalgia. The stellar cast, including Elizabeth Banks and Isla Fisher, delivers engaging performances, with Reynolds showcasing his charisma and range. Breslin's heartfelt portrayal of young Maya adds an emotional depth that resonates. With a soundtrack featuring timeless hits like Bob Dylan's Times They Are A-Changin', the film weaves music beautifully into its narrative. The definitely, Maybe boasts clever storytelling and delightful performances making it a must-watch for romantic comedy enthusiasts.

More about Definitely, Maybe (HBO)

---

Whipped (2000), directed by Peter M. Cohen, is a thought-provoking comedy-drama that delves into the intricacies of friendship and romance. The film follows three lifelong friends who, in a bold pact, decide to date the same woman, leading to unforeseen complications. With standout performances by Amanda Peet as the enigmatic Mia, and Brian Van Holt, Jonathan Abrahams, and Zorie Barber as the trio of friends, the cast brings an eclectic mix of personalities to life. Set against the vibrant backdrop of New York City, the film is laden with witty dialogue and memorable quotes, making it a cult favorite despite mixed reviews. The urban soundtrack enriches the movie’s ambiance, providing a rhythmic pulse that mirrors the city's vibe. Whipped is celebrated for its quirky plot and unforgettable characters, making it a must-watch for those who appreciate films that explore the complexities of human relationships with a touch of humor.

More about Whipped

---

Hitch (2005) is a charming romantic comedy directed by Andy Tennant, starring Will Smith as Alex Hitch Hitchens, a witty date doctor who helps men win the hearts of their loves until he falls for Sarah Melas, played by Eva Mendes, a hard-to-impress gossip columnist. This film is a delightful exploration of loves unpredictability, highlighted by Smith and Mendes electrifying chemistry and Kevin James comedic brilliance as a shy client seeking love with a glamorous socialite. Produced by Overbrook Entertainment and released by Columbia Pictures, Hitch is filled with memorable quotes and a catchy soundtrack featuring hits like 1 Thing by Amerie. Its genuine humor, relatable characters, and heartfelt moments make it an irresistible must-watch that explores the complexities of romantic relationships in an endearing, entertaining package.

More about Hitch

---

Plus One is a delightful 2019 romantic comedy that offers a fresh twist on a beloved genre. The film centers around Ben and Alice, long-time single friends who make a pact to be each others wedding dates during a particularly busy wedding season. Directed and co-written by Jeff Chan and Andrew Rhymer, this indie gem beautifully balances humor and emotional depth, exploring the complexities of transitioning from friendship to romance. The stellar performances, especially from Maya Erskine and Jack Quaid, bring a genuine warmth and relatability to their characters. Erskine's comedic timing and emotional range, paired with Quaid's charming screen presence, create a compelling dynamic. The film also features an award-winning soundtrack that enhances each scene. Plus One won the Audience Award for Best Narrative Feature at the 2019 Tribeca Film Festival, underscoring its appeal. With its engaging story, relatable characters, and heartwarming moments, Plus One is a must-watch for any romantic comedy enthusiast.

More about Plus One

---

Love Island USA, released in 2021, is an electrifying take on the acclaimed British reality dating series. Set in a dazzling villa in Hawaii, thanks to Covid-19 travel restrictions, the show brings together a group of attractive singles known as Islanders. They navigate love and competition, coupling up to avoid being dumped from the island. The stakes are high, with the audience and islanders voting for the favorite couple to win a cash prize. Hosted by the charismatic Arielle Vandenberg and humorously narrated by Matthew Hoffman, the show promises endless twists, witty commentary, and alluring drama captured by hidden cameras. With a vibrant soundtrack featuring popular artists, Love Island USA offers a dynamic and immersive viewing experience. Whether you're drawn to the romantic escapades, the competitive spirit, or simply the sheer entertainment, Love Island USA serves as a perfect escape, making it a must-watch for reality TV enthusiasts.

More about Love Island (USA)

---

More about Baewatch: Parental Guidance

---