Top 21 Movies Like Never Been Kissed | Similar-List

Romantic comedies hold a special place in audiences' hearts, masterfully intertwining humor with heartfelt moments and themes of self-discovery. A quintessential example of this genre is Never Been Kissed, which narrates the delightful story of Josie Geller, a quirky journalist who goes undercover at a high school. As she navigates the trials of adolescence, she unexpectedly reignites her sense of love and self-worth. Featuring the charming Drew Barrymore, this film artfully balances laugh-out-loud moments with poignant insights, establishing itself as a beloved classic.

This post presents a collection of films embodying the same spirit of charm, humor, and emotional richness as Never Been Kissed. Each selection reflects themes of personal growth, romance, and the comedic mishaps that keep us smiling and yearning for connection. Prepare to embark on a journey filled with laughter and heartwarming moments; here are some enchanting movies you must experience.

Top 21 Movies Like Never Been Kissed

1. Sixteen Candles (1984)

This classic John Hughes film explores the trials and tribulations of Samantha Baker, a 16-year-old whose family forgets her birthday amidst the chaos of her sister's wedding. The film expertly captures the quintessential teenage experience, diving into themes of unrequited love, social awkwardness, and the public embarrassment often accompanying adolescence.

As Samantha navigates the day of forgotten birthday wishes, she grapples with her feelings for the popular guy, Jake Ryan. His effortless charm and charismatic personality starkly contrast her life filled with oblivious friends and family. The heartwarming yet cringe-worthy moments, such as when she overhears Jake's friends discussing their crushes, resonate deeply, reflecting the anxiety many teens feel during their formative years.

One of the standout features of Sixteen Candles is its blend of humor and heartfelt moments. For instance, the running gag of the family's obliviousness to Samantha's special day—which includes a hilariously awkward encounter with a foreign exchange student who develops an infatuation with her—adds to the film's comedic charm. By blending laugh-out-loud scenarios with relatable dilemmas, the movie captures what it means to be a teenager wanting to be seen and valued.

The film also highlights the importance of friendship during turbulent times. Samantha's loyal but quirky group of friends support her through various ups and downs, showcasing the deep bonds that develop during her teen years. This theme is poignantly illustrated when her friends rally around her at the wedding, emphasizing the comforting power of true friendship in moments of despair.

Sixteen Candles is not just a comedic romp but a nostalgic reflection on the awkwardness and excitement of turning sixteen. Its memorable moments, such as the iconic cake scene and Jake's romantic gesture at the end, have ingrained themselves in pop culture, making it a must-watch. Like Never Been Kissed, this film artfully combines humor with the realities of growing up, resonating with anyone who can remember the joys and pains of their teenage years.

2. Can't Buy Me Love (1987)

If Never Been Kissed touched your heart, then Can't Buy Me Love is another charming tale you'll want to experience. This delightful romantic comedy stars Patrick Dempsey as Ron Miller, a socially awkward high school nerd who makes an audacious move to win the heart of the popular cheerleader Cindy Mancini, played by Amanda Peterson.

The film's plot starts with a quintessentially awkward moment when Ron, desperate to break free from his unattractive label, offers to pay Cindy $1,000 to pose as his girlfriend for a month. This premise catalyzes exploring themes of self-worth, the superficiality of social hierarchies, and the lengths one might go to in pursuit of love. As the story unfolds, Ron and Cindy's relationship reveals the complexities of teenage life, proving that popularity doesn't equate to happiness.

One of the film's strengths lies in its humorous depiction of the high school social scene, where Ron's initial attempts at fitting in lead to both laughable mishaps and poignant realizations. For example, when Ron transforms his image to match Cindy's social status, he faces unexpected challenges that force him to confront his values and question the authenticity of his newfound popularity. The film brilliantly captures the classic teen experience, with all its awkwardness and heart, particularly in moments like when Ron's friends try to school him in the ways of the elite, leading to side-splitting situations.

The emotional core of Can't Buy Me Love comes to life during pivotal scenes where Ron's struggles to balance his genuine feelings for Cindy and his quest for social acceptance are laid bare. His journey evokes empathy as viewers witness the bittersweet realities of young love and the fear of being true to oneself in a judgmental environment. This relatable conflict resonates with audiences, much like Josie's struggles in Never Been Kissed.

Moreover, the film employs a catchy soundtrack filled with 1980s hits, enhancing the nostalgia and energy that accompany Ron's transformation and ultimate quest for love. From dance scenes to locker-room shenanigans, the music encapsulates the essence of teenage life, making it a charming backdrop to their relationship dynamics.

Can't Buy Me Love is a humorous examination of high school social dynamics and a heartfelt exploration of identity. The film emphasizes that real love comes from authenticity rather than superficial change, a message that resonates deeply with anyone who has felt the pangs of adolescent uncertainty. Just as in Never Been Kissed, viewers are reminded that the journey of self-discovery in the throes of romance can lead to profound relationships and invaluable lessons. Full of laugh-out-loud moments and touching insights, Can't Buy Me Love is a must-see for anyone enamored with feel-good romantic comedies.

3. 10 Things I Hate About You (1999)

If you found joy in Never Been Kissed, then 10 Things I Hate About You is a must-see that captures the essence of teenage romance with sharp wit and relatable themes. This modern adaptation of Shakespeare's The Taming of the Shrew showcases the story of Kat Stratford, portrayed by the talented Julia Stiles, and her rebellious older sister, Bianca, played by Larisa Oleynik. While Bianca is the target of every boy's affection at Padua High, their overprotective father has a strict rule: she can only date if her headstrong sister Kat does.

At the heart of the film is the electrifying chemistry between Kat and Patrick (played by Heath Ledger), a bad boy hired to date the unapproachable Kat, much to her initial chagrin. This premise sets the stage for a delightful exploration of identity, love's complexities, and human connections' unpredictability. The film deftly balances humor with deeper themes, particularly authenticity and self-acceptance.

One unforgettable aspect of the film is the iconic moment Patrick serenades Kat on the school bleachers with the song "Can't Take My Eyes Off You." This romantic gesture, filled with charm and vulnerability, solidifies their connection and serves as a turning point in Kat's character arc. The picturesque setting and Patrick's boldness resonate deeply with viewers, illustrating the often grandiose yet sweet gestures of young love.

The film also navigates the complexities of relationships through witty banter and poignant moments. Kat's character is portrayed as fiercely intelligent and unapologetically herself, providing a strong role model in a genre often filled with more passive female characters. Her iconic monologue, where she reads a poem expressing her complicated feelings for Patrick, beautifully encapsulates the vulnerability and intensity of first love.

Moreover, 10 Things I Hate About You features a stellar supporting cast, including Joseph Gordon-Levitt as Cameron, who is fascinated with Bianca, and David Krumholtz as his quirky friend Michael. Their parallel storylines add depth and humor, providing insight into the trials of courtship and the often hilariously misguided attempts of young romance.

The film's setting in a Seattle high school provides a vibrant backdrop. Its well-crafted characters and engaging plot remind viewers of the relatable struggles of growing up. The film highlights issues such as societal expectations and the pressure to conform while also celebrating individuality and strength of character.

With its witty dialogue, memorable performances, and a fantastic soundtrack perfectly capturing the era's spirit, 10 Things I Hate About You stands out as a definitive teen rom-com. It skillfully addresses the ups and downs of relationships, effortlessly blending humor with genuine emotion, much like Never Been Kissed. Anyone looking to revel in the beauty of young love, the hilarity of teenage life, and the power of being true to oneself will find this film an enduring favorite that resonates with audiences today.

4. Clueless (1995)

If you enjoyed the charm of Never Been Kissed, then Clueless is a delightful gem that will surely capture your heart. This iconic film, directed by Amy Heckerling, is a modern adaptation of Jane Austen's Emma, reimagined in the sun-soaked landscape of 1990s Beverly Hills. It follows the life of Cher Horowitz, played brilliantly by Alicia Silverstone, a fashionable and na?ve high school student who believes she's equipped to navigate the intricate world of teenage social dynamics.

At the center of Clueless is Cher's self-proclaimed mission to enhance the lives of those around her. From matchmaking with her teachers to taking the awkward new student, Tai (played by Brittany Murphy), under her wing, Cher aims to transform Tai from a misfit into a popular girl. However, her well-meaning attempts lead to many hilarious misunderstandings, showcasing Cher's lack of awareness about the deeper implications of her actions. This journey serves as a source of comedy and a poignant exploration of friendship and identity.

The clever and oft-quoted dialogue, such as "I paused" and "You're a virgin who can't drive," has become part of the pop culture lexicon, demonstrating the film's lasting impact on the genre. Cher's iconic wardrobe, impeccably curated and emblematic of the era, serves as a visual feast that further elevates the film's status as a fashion touchstone. Cher's unshakeable confidence and distinctive style champion self-expression and individuality—qualities that resonate with audiences seeking to embrace their true selves.

One of the film's most memorable moments occurs when Cher confronts a challenging moral dilemma regarding her unexamined feelings for her ex-stepbrother, Josh, portrayed by Paul Rudd. Their relationship evolves throughout the film, from friends who bicker about Cher's superficial outlook on life to a romantic partnership built on mutual respect and understanding. The development of their relationship showcases the film's exploration of maturation and self-discovery.

The film also excels in depicting the complexities of teenage life, addressing themes of social status, loyalty, and the often humorous mishaps of young love. Cher's journey culminates in a heartwarming realization about the importance of being true to oneself and recognizing genuine connections over superficial ones. This reflects the central themes in Never Been Kissed, where characters embark on emotional journeys to find their authentic selves and meaningful relationships.

In addition, Clueless boasts an impressive supporting cast, including Dan Heyda as the lovable and clueless Elton and Donald Faison as the charming Murray. Their interactions provide both comedic relief and relatable subplots that enhance the central narrative, offering insights into the various social strata within high school life.

The film's catchy soundtrack, featuring tunes from No Doubt and The Muffs, further enriches the viewing experience, perfectly encapsulating the upbeat, carefree spirit of the '90s. With its blend of humor, romance, and biting social commentary, Clueless remains a beloved classic that celebrates the joys and struggles of adolescence.

Ultimately, Clueless artfully captures young adulthood's hilarious yet profound journey, leaving audiences with a sense of nostalgia and warmth. Much like Never Been Kissed, this film invites viewers into a world where love, friendship, and self-discovery come together in an irresistibly entertaining package, making it a timeless favorite that continues to resonate with generations of fans.

5. Pretty in Pink (1986)

If you're a fan of Never Been Kissed, Pretty in Pink is another iconic film you won't want to miss. Directed by Howard Deutch and penned by the legendary John Hughes, this romantic drama perfectly encapsulates the trials and tribulations of teenage love, social class struggles, and personal identity against the backdrop of the 1980s.

The film stars Molly Ringwald as Andie Walsh, a quirky and resourceful high school girl caught between two very different worlds: the working class and the affluent elite. Andie's vibrant personality is showcased through her unique style, which is often characterized by her DIY fashion choices, reflecting her individuality and creativity. This sets the stage for her character's struggle to fit in while staying true to herself.

At the heart of Pretty in Pink is Andie's romantic entanglement with the wealthy and charming Blane McDonough, played by Andrew McCarthy. Their relationship serves as a commentary on social class disparities as Andie grapples with the pressures of dating someone from a different economic background. The film poignantly explores the theme of love transcending class barriers, which resonates deeply as Andie faces judgment from her friends and peers for being associated with someone considered "rich."

One standout moment in the film is the memorable scene at the prom, where Andie, struggling with feelings of inadequacy due to her financial situation, ultimately creates a stunning pink dress that exemplifies her character's resourcefulness and style. This moment highlights her determination and reinforces the film's message that self-expression and authenticity triumph over societal expectations. The outfit's dramatic reveal becomes a testament to her creativity and individuality, captivating audiences and leaving a lasting impression.

The film also deftly portrays the complexities of friendship through Andie's bond with her best friend, Duckie Dale, played by Jon Cryer. Duckie is a lovable, eccentric character who secretly harbors feelings for Andie yet supports her romance with Blane. Their friendship showcases the loyalty and selflessness often found in adolescent relationships, making Duckie's character both relatable and endearing. His famous dance sequence in a vintage clothing store embodies the fun and awkwardness of teenage years, serving as a reminder of the joyous, if sometimes confusing, antics of young love.

The soundtrack of Pretty in Pink further enhances the film's emotional depth and nostalgic charm. Featuring iconic '80s tracks from artists like The Smiths and OMD, the music plays a crucial role in setting the tone and defining the characters' emotional journeys. The titular song, performed by OMD, has become synonymous with the film, echoing the complexities of love and heartache.

Pretty in Pink is not just a romantic saga; it's a rich exploration of social class and the struggle for identity during the tumultuous teenage years. Its relatable characters, engaging plot, and timeless themes make it an enduring classic that resonates with audiences seeking a heartfelt portrayal of young love. Much like Never Been Kissed, this film invites viewers into an emotionally charged world where the quest for acceptance and true love reigns supreme, ensuring that Pretty in Pink continues to be celebrated for its charm and lasting impact.

6. She's All That (1999)

If you appreciated the romance and charm in Never Been Kissed, She's All That is a must-see that beautifully captures the allure of transformation, love, and the complexities of teenage life. Directed by Robert Iscove, this film stars Freddie Prinze Jr. as Zack Siler, the popular high school jock who makes a bet with his friends that he can turn an unpopular girl into the prom queen.

The film centers around Laney Boggs, played by Rachael Leigh Cook, a talented but socially awkward artist who prefers to express herself through her art rather than conform to the superficial standards of high school popularity. Laney's character embodies authenticity and creativity, serving as a reminder of the importance of staying true to oneself amidst societal pressures. Early in the film, viewers are treated to a poignant scene where Laney passionately creates artwork, brilliantly showcasing her talent and individuality, emphasizing that true beauty comes from self-expression.

Zack's transformation of Laney goes beyond just changing her appearance; it explores deeper themes such as acceptance and self-worth. As Zack works to shed light on Laney's hidden beauty, he discovers layers of her personality that he had previously overlooked. This journey leads to a genuine connection, showcasing how love flourishes when superficial barriers are broken down. The classic moment where Laney emerges for the school spring fling, dramatically transformed from her typical attire into a stunning dress, symbolizes her awakening and newfound confidence. This pivotal scene highlights the theme of transformation and serves as a critical moment in their relationship.

The film is packed with unforgettable moments, including the iconic prom sequence, which features a breathtakingly emotional confrontation between Zack and Laney. It powerfully encapsulates the culmination of their relationship, demonstrating how the bond they've formed is built on more than just physical attraction. The film's combination of humor and romance keeps audiences engaged, making it not only a delightful teenage rom-com but also a narrative focused on growth and maturity.

She's All That also dives into the complexities of high school culture and the social hierarchies that dictate teenage life. Through side characters such as the popular cheerleader Taylor Vaughan, portrayed by Jodi Lyn O'Keefe, and Zack's supportive yet quippy best friend, the film brilliantly portrays the often absurd social dynamics that young people navigate. Taylor is a foil to Laney's character, highlighting the pressures of conformity and the impact of peer judgment.

The soundtrack of She's All That further elevates the viewing experience, capturing the essence of the late '90s with memorable hits like "Kiss Me" by Sixpence None the Richer and "Fly" by Sugar Ray. The music sets the film's tone and evokes nostalgia, transporting viewers back to a time when romance blossomed to a catchy tune.

At its core, She's All That is more than just a story of a makeover; it's an exploration of personal growth, the transformative power of love, and the realization that true worth comes from being yourself. Much like Never Been Kissed, this film invites viewers into a world where humor and heart intertwine, reminding us that self-discovery during adolescence is filled with challenges and beautiful moments. With its engaging storyline, endearing characters, and timeless themes, She's All That remains a beloved classic that resonates with anyone who has ever felt the pressure to conform or the exhilaration of finding love in unexpected places.

7. Mean Girls (2004)

Directed by Mark Waters and written by Tina Fey, this sharp-witted comedy captures the challenges of adolescence while delivering incisive social commentary on friendship, identity, and the pervasive influence of peer pressure. At the film's center is Cady Heron, portrayed by Lindsay Lohan, a girl who has been homeschooled in Africa and experiences the harsh realities of American high school for the first time. The film cleverly juxtaposes Cady's innocent perspective with the ruthless dynamics of teenage girls, particularly those epitomized by "The Plastics," a clique led by the iconic Regina George, played with perfection by Rachel McAdams. Regina's character embodies the epitome of social manipulation and charm, expertly navigating the complexities of high school popularity and the often-bitter rivalries that accompany it.

As Cady is pulled into Regina's world, the film offers a humorous yet biting commentary on the lengths teenagers will go to secure their social status. Cady's transformation from a naive newcomer to a cunning member of The Plastics reflects the darker aspects of high school culture. The popular quote, "On Wednesdays, we wear pink," has become a cultural touchstone, demonstrating how the film cleverly captures the absurdities of group conformity while maintaining a light-hearted approach.

One of the film's most memorable and poignant moments occurs during the infamous "Burn Book" scene, where The Plastics compile a scrapbook filled with personal attacks and gossip about their peers. This pivotal moment exposes the toxic nature of cliques and the harm that can stem from malicious gossip, highlighting the repercussions of such behavior. The emotional fallout from the Burn Book's revelations is a powerful reminder of the impact of words and the importance of empathy and understanding among friends.

Additionally, Mean Girls doesn't shy away from addressing issues like self-esteem and body image, most notably through the character of Karen Smith, played by Amanda Seyfried. Karen's sweetness and naivety contrast sharply with Regina's cold manipulation, showcasing young women's unique experiences in navigating self-worth. The film cleverly uses humor to highlight these serious issues, appealing to a broad audience while sparking conversations about the challenges of growing up.

The film's climax is thrilling and relatable, culminating in the Spring Fling dance, where Cady must confront Regina and her identity. The tension builds as Cady recognizes that her quest for popularity has cost her invaluable friendships, particularly with her loyal and quirky friend, Janice (portrayed by Lizzy Caplan). This realization propels her toward a heartfelt redemption arc, where she must learn to stand up for herself while owning her mistakes.

With its memorable one-liners, unforgettable characters, and engaging plot, Mean Girls resonates with anyone who has experienced the trials of high school. The film is not just a comedy; it's a cultural phenomenon that continues to influence discussions about femininity, friendship, and the sometimes cruel world of teenage social structures.

Set to a backdrop of an iconic soundtrack featuring songs perfectly encapsulating the era, Mean Girls is an enduring classic combining humor and heartfelt moments. Much like Never Been Kissed, it invites viewers into a world where the quest for acceptance, the power of true friendship, and the importance of staying true to oneself shine through. As a film that skewers the ridiculousness of high school life while delivering valuable lessons on authenticity and kindness, Mean Girls remains a relevant and beloved part of pop culture, ensuring that its messages resonate with each new generation.

8. He's Just Not That Into You (2009)

If you appreciated the exploration of romantic misadventures found in Never Been Kissed, then He's Just Not That Into You is a must-watch that delves into the complexities of modern relationships and the often humorous, sometimes painful realities of dating in the 21st century. Directed by Ken Kwapis and based on the best-selling self-help book, this ensemble romantic comedy features a star-studded cast including Ginnifer Goodwin, Jennifer Aniston, Ben Affleck, and Justin Long, weaving together multiple storylines that reflect the diverse experiences of love and attraction.

At the heart of the film is Gigi, played by Ginnifer Goodwin, a hopeless romantic who struggles to decode the mixed signals sent by the men in her life. Gigi's character serves as a relatable representation of the often-frustrating chase for love, showcasing how easy it is to misinterpret casual interactions as deeper interest. Her journey resonates deeply, as viewers witness her comedic yet earnest attempts at navigating the dating landscape, often landing her in awkward situations.

The film is marked by its poignant yet humorous insight into the dating game, particularly through the character of Alex, played by Justin Long. As Gigi seeks advice from the cynical Alex, he provides her with a fundamental truth: if a man is truly interested, his actions will reflect that. This central theme serves not only as a guide to understanding romantic intentions but also highlights the importance of recognizing the signs of genuine interest versus casual flirtation. For example, Alex's advice during their conversations is not just humorous; it's a wake-up call that drives Gigi to reevaluate her perceptions and expectations of love.

Another compelling storyline features Mary (played by Drew Barrymore), a woman navigating the challenges of online dating. Her experiences underline the evolution of romantic connections in the digital age, showcasing both the excitement and pitfalls of meeting people through technology. Mary's realization that the online persona often doesn't match reality serves as a cautionary tale about the importance of authenticity in relationships.

The film further explores the dynamics of long-term relationships through the characters of Beth and Neil, portrayed by Jennifer Aniston and Bradley Cooper, respectively. Their storyline highlights the conflict between commitment and the fear of losing one's independence. When Beth desires marriage and Neil hesitates, it creates an emotional tension that many couples encounter in real life. This aspect of the film resonates with viewers who can relate to the pressures of societal expectations versus individual readiness for relationship milestones.

He's Just Not That Into You makes effective use of its large ensemble cast to portray various relationship scenarios, from playful romances to heart-wrenching situations. Each narrative arc intertwines seamlessly, creating a rich tapestry of perspectives on love, commitment, and the challenges that come with navigating modern relationships. The film adeptly balances humor with emotional depth, ensuring that audiences not only laugh but also reflect on their experiences with love and heartbreak.

The soundtrack, filled with catchy tunes and heartwarming melodies, further enhances the film's emotional resonance. Songs like "I'm Yours" by Jason Mraz and "Beautiful" by Christina Aguilera amplify the romantic atmosphere and connect with the characters' journeys.

Ultimately, He's Just Not That Into You serves as a humorous yet insightful exploration of dating and relationships in contemporary society. Like Never Been Kissed, it encourages viewers to embrace genuine connections while navigating the ups and downs of love. This film is not just a lighthearted romantic comedy; it's a conversation starter about understanding intentions and the complexities of human connections. Whether you find yourself laughing, nodding in agreement, or reminiscing about your own experiences, He's Just Not That Into You provides plenty of relatable moments and valuable lessons that will resonate long after the credits roll.

9. Flipped (2010)

If you loved the heartwarming exploration of young love found in Never Been Kissed, then Flipped is a delightful film that captures the innocence and complexities of childhood romance with a nostalgic charm. Directed by Rob Reiner and based on the novel by Wendelin Van Draanen, Flipped offers a tender glimpse into the lives of two eighth graders, Juli Baker and Bryce Loski, portrayed by Madison D. Kimmel and Callan McAuliffe, respectively.

Set in the late 1960s, the film tells the story of Juli's infatuation with Bryce from their first encounter when she tries to impress him by climbing a tree to see if he notices her. Juli's fiery personality stands out as she is unapologetically herself—her passion for life, particularly her love for her family's cherry tree and her environmental convictions, set her apart in a world that often values conformity. Her character embodies the essence of youthful sincerity and determination, making her relatable to anyone who has experienced unreciprocated affection.

The narrative structure of Flipped is particularly engaging, as it alternates between Juli's and Bryce's perspectives, allowing viewers to see how their feelings for each other evolve over time. This dual viewpoint enriches the story, giving depth to both characters' experiences and illuminating the misunderstandings that often accompany young love. For instance, while Juli sees Bryce as a charming boy with potential, Bryce initially views Juli as overbearing and eccentric. This contrast perfectly encapsulates the awkwardness and confusion that often accompany early crushes.

The film also delves into family dynamics, emphasizing how Juli's strong relationship with her quirky family shapes her worldview. Her grandfather, a central figure in her life, shares meaningful moments with her that deepen the emotional impact of the narrative. His lessons about standing up for what you believe in resonate throughout the film, particularly when Juli faces challenges in her feelings for Bryce. These familial connections are reflected in Juli's commitment to her ideals, contrasting with the more conventional pressures Bryce experiences from his peers and parents.

A standout scene in Flipped occurs when Juli, disheartened by Bryce's behavior and his growing distance, decides to stand up for herself. She takes control of her emotions and demonstrates that true self-worth comes from within, showcasing her growth over the course of the film. Her self-discovery journey not only serves as an empowering message but also illustrates the theme that sometimes, love requires understanding and patience as both individuals navigate their feelings.

Moreover, Flipped beautifully captures the sweetness and simplicity of first love through its picturesque cinematography and a heartfelt soundtrack. The nostalgic setting evokes a sense of longing for simpler times, effectively highlighting the innocence and complexities of growing up. Songs that underscore the film's emotional beats, such as "Love is All Around" by Joan Jett, further enhance the romantic ambiance and capture the essence of youthful dreams.

Ultimately, Flipped is more than a story about young love; it's a poignant exploration of friendship, individuality, and the messy journey of growing up. Much like Never Been Kissed, the film invites viewers to reminisce about their own experiences with crushes and the transformative nature of first love. With its relatable characters, heartfelt moments, and gentle humor, Flipped stands out as a timeless tale that encourages us to reflect on the beauty and challenges of youth, making it a perfect addition to the genre of feel-good coming-of-age films. This film will leave you reminiscing about the joys and trials of young love long after the credits roll.

10. Slap Her… She's French (2002)

If you appreciated the charm and humorous insights into teenage life found in Never Been Kissed, then Slap Her… She's French offers a fresh and witty take on high school dynamics with a unique cultural twist. Directed by Melissa Joan Hart, who also stars in the film, this comedy revolves around the story of a small-town Texas girl named Marnette, affectionately called "Marnie," played by Hart, who becomes embroiled in a hilarious rivalry when a French exchange student, the stylish and enigmatic Genevieve, arrives at her school.

The film's plot kicks off when Genevieve Charent, portrayed by the charming Melanie Silver, captures everyone's attention with her effortless style and charismatic personality. Marnie, initially drawn to Genevieve's sophistication, quickly grows envious as she realizes that the new girl is becoming the center of attention, not just for her looks but also for her unique cultural allure. As Marnie navigates her jealousy, the film explores themes of friendship, rivalry, and the hilarious depths to which one will go to reclaim popularity.

One standout moment in the film is when Marnie devises a plan to embarrass Genevieve during a school presentation. The scene highlights the absurdity of the lengths teenagers will go to in order to assert dominance within their social circles, while also providing a comedic lens through which viewers can examine the issues of insecurity and jealousy that frequently arise during adolescence. Marnie's antics, including her over-the-top efforts to poke fun at Genevieve's French custom, provide a humorous reflection of how misunderstandings can escalate in school environments.

As the plot unfolds, however, Marnie learns the importance of embracing differences and nurturing genuine relationships over shallow rivalries. This character growth is both relatable and timely, especially for audiences who have experienced similar feelings of self-doubt and competition in their own lives. The transformation of Marnie from a jealous adversary to a supportive friend serves as a powerful reminder of the value of acceptance and understanding.

Additionally, the film does an excellent job of integrating comedic elements that arise from cultural misunderstandings. Genevieve's attempts to fit in with Texan culture lead to a series of laugh-out-loud moments, such as her misinterpretations of local slang phrases or her reaction to traditional Texan food. These comedic missteps not only serve to entertain but also showcase the beauty of cultural exchange and the humorous side of adapting to new environments.

The supporting cast also enhances the film's appeal, with characters like Marnie's quirky best friend who provides comedic relief and showcases the importance of true friendship amidst the chaos of high school. Their camaraderie serves as the heart of the story, conveying messages of loyalty and the power of standing by those we care about, no matter the circumstances.

The soundtrack, featuring upbeat tracks that encapsulate the early 2000s vibe, further energizes the film. It complements the whimsical scenarios and adds layers of nostalgia for audiences familiar with the cultural landscape of that era.

Ultimately, Slap Her… She's French serves as a humorous exploration of teenage trials, self-discovery, and the intricacies of friendship. Much like Never Been Kissed, this film captures the hilarity and heartbreak of young love while addressing the pressure to conform in a world that values appearances over authenticity. With its relatable themes, comedic misunderstandings, and endearing characters, Slap Her… She's French invites viewers to laugh while reflecting on their own adolescence, ultimately delivering a fun and meaningful experience that resonates with anyone who has ever felt caught in the turbulent waters of teenage life.

11. She's French! (2002)

If you enjoyed the delightful misadventures of young love and friendship in Never Been Kissed, then She's French! is a charming romantic comedy that offers a unique blend of humor and cultural exploration. Directed by Thomas G. Miller, this film follows the story of a group of high school students who are thrown into a whirlwind of emotions when a French exchange student named Marie, played by Alyssa Milano, arrives at their school, igniting the chaos that only the complexities of adolescence can generate.

Set against the backdrop of a small American town, She's French! opens with an introduction to the characters and their tightly-knit social circles. The arrival of Marie introduces a fresh dynamic, as her sophisticated charm and French flair challenge the established norms of their high school. With her stylish wardrobe and effortless confidence, Marie quickly becomes the center of attention, drawing admiration not only for her looks but also for her unique worldview. This clash of cultures creates a fertile ground for comedic moments that highlight both the absurdity and beauty of teenage relationships.

One particularly memorable scene is when Marie attempts to fit into the local social fabric by participating in a school pep rally. Her enthusiastic but clumsy attempts to engage with traditional American customs provide plenty of laughs, but they also create moments of genuine connection with her peers. It becomes clear that while cultural differences may initially lead to misunderstandings, they ultimately serve as a bridge for deeper friendships and self-discovery.

The film also delves into the theme of jealousy and rivalry. One of the students, played by a young Marla Sokoloff, feels threatened by Marie's popularity and strives to undermine her at every turn. This subplot amplifies the comedic tension, showcasing the classic teenage battle for social dominance. Mismatched plans and rivalries lead to a series of humorous pranks and misunderstandings that keep the audience engaged and laughing.

Additionally, She's French! explores the journey of self-identity and acceptance. As Marie navigates her new environment, she learns to merge her French heritage with the expectations of her American classmates. Her unyielding spirit and warmth eventually win over her peers, proving that staying true to oneself can ultimately foster acceptance and friendship. This message resonates powerfully with anyone who has ever felt out of place or struggled to fit in.

The supporting cast enriches the film with their own subplots and character arcs. Each character faces their own issues—be it romantic entanglements, family pressures, or social insecurities—making the film relatable to a diverse audience. The friendships that develop between Marie and her classmates highlight the importance of empathy and understanding in overcoming differences.

The vibrant soundtrack enhances the film's lighthearted tone, featuring songs that perfectly capture the youthful exuberance of the story. Upbeat tracks and romantic ballads set the mood for key scenes, immersing viewers in the emotional rollercoaster of teenage life.

Ultimately, She's French! delivers a delightful exploration of young love, cultural exchange, and the challenges of adolescence, making it a fitting addition to the romantic comedy genre. Much like Never Been Kissed, it invites audiences to reflect on their own experiences with crushes, friendships, and the often comical journey toward self-discovery. With its engaging characters, humorous scenarios, and heartfelt moments, She's French! is a feel-good film that reminds us of the beauty of embracing differences and the friendships that can blossom in unexpected places.

12. Some Kind of Wonderful (1987)

If you're drawn to the heartfelt exploration of first love and the nuances of teenage angst found in Never Been Kissed, then Some Kind of Wonderful is a timeless classic that beautifully captures the trials of adolescence. Directed by Howard Deutch and written by John Hughes, this coming-of-age romantic drama follows the story of Keith Nelson, portrayed by Eric Stoltz, a sensitive and artistic teenager navigating the tangled web of high school emotions and social expectations.

At the film's core is Keith's unrequited love for the popular girl Amanda Jones, played by Lea Thompson. Despite her social status and allure, Amanda is portrayed as more than just a pretty face; she is a complex character grappling with her own insecurities and pressures. Keith's infatuation with Amanda serves as a central driving force, showcasing the bittersweet nature of love where one's feelings don't always align with reality. The film beautifully captures the intense feelings of hope and disappointment that come with high school crushes, reminding viewers of the turbulent emotional landscape of youth.

One poignant aspect of Some Kind of Wonderful is its exploration of true friendship. Keith's best friend is the fiercely loyal Watts, played by Mary Stuart Masterson, who harbors her own feelings for him. Watts, a tomboyish drummer with a bold personality, is a standout character whose depth and complexity challenge traditional gender norms. Her struggle with wanting to be seen as more than just a friend adds layers to the story, highlighting the often painful intersections of love and friendship. The dynamic between Keith and Watts resonates with anyone who has ever felt the sting of unreciprocated affection, as their friendship evolves from camaraderie to something more profound.

The film's memorable moments, such as when Keith builds the courage to ask Amanda to the school dance, serve to amplify the emotional stakes. The situation is ripe with tension and excitement, encapsulating the essence of teenage life where each small gesture can feel monumental. The climactic scene at the dance, where Keith realizes who truly values him, is both heartwarming and revealing. It reinforces the idea that real love is not necessarily about the most popular person in school but rather about the connections that resonate deeply with your true self.

A notable scene occurs when Keith finally confronts Amanda, who is caught between the expectations of her social circle and her true feelings. The dialogue is poignant, allowing viewers to see Amanda's vulnerability beneath her confident exterior. This interaction underscores the film's central theme: the notion that love is rarely as straightforward as it seems.

What sets Some Kind of Wonderful apart is its unflinching commitment to realism amid its romantic narrative. It doesn't shy away from confronting the harsh realities of teenage life, such as social status, peer pressure, and the fear of rejection. The film's resolution, which embraces the complexity of human relationships, provides a refreshing take on the classic romantic comedy ending—one that acknowledges growth and self-discovery rather than simply tying everything up in a neat bow.

The nostalgic 1980s soundtrack, featuring songs that capture the emotion of the era, enhances the film's charm and reinforces its thematic relevance. Tracks from artists like The Fulks and the iconic "I Want You" by Elvis Costello amplify the emotional intensity of key scenes, making them resonate even more deeply with audiences.

Ultimately, Some Kind of Wonderful is a heartwarming exploration of love, friendship, and the painful yet rewarding journey of growing up. Much like Never Been Kissed, it reflects on the importance of recognizing true connections and the personal growth that comes from navigating the complexities of young love. With its authentic characters, relatable dilemmas, and beautifully crafted emotional moments, Some Kind of Wonderful remains a resonant film that captures the essence of adolescence, making it a beloved classic that continues to inspire new generations.

13. 13 Going on 30 (2004)

If you enjoyed the lighthearted romance and self-discovery themes in Never Been Kissed, then 13 Going on 30 is an enchanting film that takes a whimsical approach to the journey of growing up. Directed by Gary Winick, this delightful romantic comedy stars Jennifer Garner as Jenna Rink, a 13-year-old girl who, after making a wish on her birthday, wakes up in the body of her 30-year-old self, navigating the complexities of adulthood with the innocence of her teenage spirit.

Jenna's transformation from an awkward teenager to a successful magazine editor in the bustling world of New York City provides a fascinating lens through which to explore the trials and tribulations of growing up. The film cleverly juxtaposes Jenna's childlike dreams with the realities of adult life, highlighting both the joy and challenges of maturity. For instance, Jenna's initial excitement about her newfound freedom is soon tempered by the pressures and responsibilities she never anticipated, such as managing relationships and navigating her job.

One of the standout moments is when Jenna attends a high-profile party and discovers the glamorous yet superficial demands of adult social life. Her authentic joy juxtaposed with the artificiality of her new surroundings serves as a poignant reminder of the importance of staying true to oneself. Viewers are left to ponder the bittersweet nature of adulthood, as Jenna navigates feelings of disillusionment while also rekindling her youthful spirit.

The film also explores themes of love and friendship through Jenna's relationships with her childhood best friend, Matty Flamhaff, played by the charming Mark Ruffalo. Matty's unwavering support and genuine affection for Jenna add depth to the narrative, showcasing the importance of authentic connections. Their dynamic reveals how love can evolve over time and challenges the notion of romantic relationships being solely defined by age or societal expectations. The nostalgic moments they shared as kids beautifully contrast with the development of their adult relationship, creating a heartfelt journey of rediscovery.

Additionally, 13 Going on 30 cleverly incorporates flashbacks to Jenna's 13-year-old life, allowing audiences to see how her past self influences her present. This nostalgia is enhanced by iconic 2000s fashion and pop culture references, including unforgettable moments linked to Jenna's favorite magazine, which serves as a central plot device. The film resonates with viewers seeking a dose of nostalgia while also engaging with its themes of self-acceptance and the unavoidable complexities of growing up.

The film's memorable soundtrack, featuring catchy pop songs from the early 2000s, adds to its charm and enhances the emotional resonance of key moments. Songs such as "Love is a Battlefield" by Pat Benatar and "Walking on Sunshine" by Katrina and the Waves evoke a sense of joy and nostalgia that perfectly complements Jenna's transformative journey.

Ultimately, 13 Going on 30 is not just a tale of a wish gone awry; it's a heartfelt exploration of the balance between youth and adulthood, the power of friendship, and the importance of embracing one's true self. Much like Never Been Kissed, this film invites viewers to reflect on their own adolescence, the dreams they had, and the reality of growing up. With its engaging characters, emotional depth, and humorous twists, 13 Going on 30 is a charming reminder that while aging can complicate life, the essence of who we are—full of hope, dreams, and love—never truly changes. It's a delightful romp that reminds us to cherish our inner child while navigating the complexities of adulthood, making it a timeless favorite for audiences of all ages.

14. Geek Charming (2011)

If you found the sweet romance and character growth in Never Been Kissed captivating, then Geek Charming is another delightful film that perfectly encapsulates the journey of love, self-discovery, and the challenges of high school life. Directed by Jeffrey Hornaday and based on the novel by Robin Palmer, this charming Disney Channel Original Movie stars Sarah Hyland as Dylan Schoenfield, a popular and glamorous girl, and Matt Prokop as Josh Rosen, a quirky and passionate aspiring filmmaker.

The film opens with Dylan, the epitome of a high school prom queen, striving to maintain her social status while juggling the pressures of popularity and personal expectations. Enter Josh, a socially awkward but talented geek who is determined to win a film competition with a documentary about high school life. When Dylan accidentally spills a smoothie on her designer dress at a local mall and Josh offers to help her, their worlds collide in an unexpected yet entertaining partnership.

One of the film's most poignant moments occurs when Josh convinces Dylan to let him document her life for the film. This unfolding relationship not only offers an outsider's view into the challenges of maintaining popularity but also reveals the superficiality of high school hierarchies. As Josh spends more time with Dylan, he encourages her to step outside her comfort zone and explore her passions beyond surface-level popularity. His genuine interest in her personal growth brings forward the theme of authenticity, reminding viewers that true value lies in being true to oneself.

Josh's character embodies the often-overlooked artistry of being a "geek" or an outsider. Throughout the movie, he showcases his unique perspective on life and relationships, contrasting with Dylan's glamorous but shallow social circle. His use of filmmaking as a means of connecting with others resonates deeply, serving as both a creative outlet and a way to tell his story. For instance, his artful approach to capturing the authentic moments of high school life highlights the importance of seeing beyond appearances and valuing genuine connections.

As the two navigate their evolving relationship, viewers witness a series of heartwarming and humorous scenarios that reveal the challenges of young love. The film cleverly incorporates typical high school situations, such as navigating friendships and dealing with peer pressure, all while addressing the universal theme of growing up. The heartfelt moments, like the scene where Josh supports Dylan during a personal crisis regarding her family, showcase the budding emotional bond between them, making their romance feel realistic and relatable.

Additionally, Geek Charming features a vibrant supporting cast, including Dylan's best friend and her parental relationships, which emphasize the contrast between external perceptions and internal struggles. This dynamic adds depth to Dylan's character, allowing viewers to appreciate her journey toward self-acceptance and growth.

The film's soundtrack, filled with upbeat pop songs, enhances the youthfulness and energy of the narrative, making it an engaging experience from start to finish. The lighthearted tone combined with meaningful lessons about love, friendship, and identity ensures that audiences remain invested in the characters' journeys.

Ultimately, Geek Charming is not just a simple teen romance, but a heartwarming exploration of authenticity and self-discovery. Much like Never Been Kissed, it encourages viewers to embrace their individuality and seek connections that transcend superficial boundaries. With its relatable characters, heartfelt moments, and charming storyline, Geek Charming is a feel-good film that beautifully reminds us of the importance of being true to ourselves while navigating the complexities of youth and romance. This enchanting journey of self-discovery and acceptance will leave audiences smiling long after the credits roll.

15. She's the Man (2006)

If you loved the clever humor and engaging romance found in Never Been Kissed, then She's the Man is a delightful must-see that takes the classic theme of mistaken identities to new heights. Directed by Andy Fickman and inspired by Shakespeare's Twelfth Night, this modern teen comedy stars Amanda Bynes as Viola Hastings, a determined and spirited young woman who disguises herself as her twin brother, Sebastian, in order to play soccer at his new school.

The premise is both comedic and empowering—it explores themes of gender roles, self-identity, and the passion to pursue one's dreams despite societal norms. Viola's character embodies fierce determination, as she navigates the challenges of fitting in and proving her talent in a male-dominated sport. Her seamless transition into the role of Sebastian showcases Amanda Bynes' comedic talent and physicality, making for numerous laugh-out-loud moments, such as the awkward mishaps that ensue when her roommates and peers begin to suspect something is amiss.

One of the film's standout scenes occurs when Viola, disguised as Sebastian, attempts to impress her soccer teammates by showcasing her skills during practice. Not only does this moment highlight her athletic prowess, but it also lays the groundwork for her burgeoning friendship—and eventual romance—with Duke Orsino, played by Channing Tatum. The chemistry between Duke and the disguised Viola is palpable, creating a heartwarming, if complicated, love story that mirrors the uncertainty and awkwardness of teenage attraction. Duke's sweet but confused feelings for Sebastian ultimately lead to moments filled with humor and heartfelt tension as he unknowingly falls for Viola.

The film also tackles the theme of female empowerment through its hilarious yet poignant portrayal of the limitations placed on women in sports. As Viola demonstrates her grit and talent—often proving her male counterparts wrong—she challenges gender stereotypes and inspires her peers to reconsider their preconceived notions. This underlying message resonates with the audience, particularly young women who strive to assert their place in competitive environments.

Moreover, the film features an engaging supporting cast that enhances its comedic elements. Characters like the self-absorbed but endearing roommate and the overzealous school principal provide additional humor, showcasing the absurdity of high school life. Their antics contribute to the film's lighthearted tone, allowing it to blend romantic moments with comedic mishaps seamlessly.

The memorable soundtrack also adds an exciting layer to the film, featuring catchy pop and rock songs that capture the essence of teenage life in the mid-2000s. Songs like Natasha Bedingfield's "Unwritten," which symbolizes personal growth and seizing opportunities, perfectly encapsulate Viola's journey toward authenticity and confidence.

Ultimately, She's the Man is not just a simple romantic comedy; it's an exhilarating exploration of identity, love, and the courage to be oneself. Much like Never Been Kissed, it invites audiences to laugh while reflecting on the highs and lows of growing up and navigating romantic feelings. With its engaging characters, clever humor, and heartwarming messages, She's the Man remains a beloved film that resonates with anyone who has ever felt the desire to break free from societal expectations and embrace their true self. This comedic yet empowering journey will leave you entertained, uplifted, and perhaps inspired to pursue your passions, no matter what obstacles may stand in the way.

16. 50 First Dates (2004)

If you cherished the sweet romance and comedic misunderstandings found in Never Been Kissed, then 50 First Dates is a delightful and heartfelt film that explores love, memory, and the idea of unwavering devotion. Directed by Peter Segal and featuring the charming duo of Adam Sandler and Drew Barrymore, the film tells the unique love story of Henry Roth, a veterinarian, and Lucy Whitmore, a woman with short-term memory loss.

Set against the picturesque backdrop of Hawaii, the film opens with Henry, a carefree bachelor who has dedicated his life to living in the moment with no strings attached. His world is turned upside down when he encounters Lucy at a local café and instantly feels a strong connection. However, his hopes for a budding romance quickly face a significant hurdle: Lucy suffers from anterograde amnesia, a condition that prevents her from forming new memories. Each day, Lucy wakes up with no recollection of the previous day, leading to a comedic yet poignant scenario where Henry must win her heart anew every single day.

One of the film's standout features is its exploration of commitment and creativity in romance. As Henry realizes the extent of Lucy's condition, he embarks on a mission to make her fall in love with him over and over again. This is most z brilliantly demonstrated through his elaborate schemes, including creating a variety of videos for Lucy to watch each morning, explaining who she is, how they met, and how much he cares for her. This daily routine highlights Henry's determination and genuine affection, illustrating that true love requires effort and innovation, even amidst challenging circumstances.

The film artfully balances comedy and deep emotional stakes. Memorable moments, such as Henry's attempts to introduce himself to Lucy repeatedly and the reactions of his friends and family, provide a lighthearted touch while emphasizing the emotional weight of their situation. One particularly funny scene involves Henry's friend, played by Rob Schneider, who comically suggests increasingly absurd ways to win Lucy's heart, showcasing the lengths to which friends will go to support one another.

Moreover, 50 First Dates delves into the impact of Lucy's condition on her family, particularly her father, played by the legendary Blake Clark. He supports Lucy's recovery while grappling with the heartache of watching his daughter endure each day without the memories of her loved ones. Their relationship adds depth to the narrative, providing insight into the emotional challenges faced by families dealing with memory loss or similar conditions.

The film's enchanting Hawaiian setting not only serves as a stunning backdrop for their love story but also symbolizes the beauty of living in the moment. Each day is a new adventure, and the vibrant landscapes mirror the ups and downs of Lucy and Henry's relationship, allowing for a visual treat that enhances the storytelling.

The soundtrack, featuring romantic tunes and upbeat tracks, complements the film's tone perfectly, with songs like "Wouldn't It Be Good" by Nik Kershaw evoking nostalgia and emotion. The music plays a crucial role in creating the film's whimsical yet heartfelt atmosphere, leaving audiences with a lasting impression.

Ultimately, 50 First Dates is not just a romantic comedy; it's a touching examination of love, loyalty, and the ways in which we connect with one another. Much like Never Been Kissed, the film reminds us of the beauty of unexpected romance and the lengths we will go to for those we love. It encourages viewers to cherish each moment and embrace the ups and downs of relationships, making it a heartfelt and entertaining experience that resonates long after viewing. With its engaging humor, irresistible chemistry between Sandler and Barrymore, and touching exploration of what it means to love someone, 50 First Dates remains a beloved favorite that highlights the power of love in the face of adversity.

17. A Cinderella Story (2004)

If you loved the heartwarming charm and modern twist on romance found in Never Been Kissed, then A Cinderella Story is a delightful film that beautifully revitalizes the classic Cinderella fairy tale for a new generation. Directed by Mark Rosman, this romantic comedy stars Hilary Duff as Sam Montgomery, a high school student navigating the challenges of adolescence while secretly communicating with a charming stranger online.

Set against the backdrop of a contemporary high school in Los Angeles, the film opens by introducing Sam's life under the strict rule of her wicked stepmother, portrayed by Jennifer Coolidge. Sam's life reflects the quintessential struggles of many teenagers: trying to find her identity, coping with social pressures, and yearning for true love. Her character is relatable and endearing, as she balances her responsibilities at work in her father's diner with her dreams of attending Princeton University. The film cleverly highlights her inner strength and aspirations, making her journey resonate with anyone who has felt trapped by circumstances.

The narrative kickstarts when Sam befriends a mystery boy in an online chat room known only as "Nomad." Their instant connection allows them to share their dreams and insecurities, creating a bond that unfolds beautifully without the constraints of their real-life personas. The chemistry between Sam and Nomad, who is later revealed to be the popular and handsome Austin Ames (played by Chad Michael Murray), emphasizes the theme that true love transcends social boundaries and superficial appearances. This engaging dynamic mirrors the relatable elements found in Never Been Kissed, where characters discover deeper connections beyond what meets the eye.

One of the film's most memorable moments occurs during the Halloween dance, where Sam, dressed as a modern-day Cinderella, finally meets Austin face-to-face. This fantasy-like scene captures both the excitement and uncertainty of young love as the two characters navigate the overwhelming thrill of attraction. The classic fairy tale elements blend seamlessly with modern high school life, encapsulating the essence of hope and magic that the story radiates.

Additionally, the film uses humor and relatable family drama to engage viewers. Sam's relationships with her overbearing stepmother and her loyal best friends showcase the importance of self-acceptance and camaraderie during tumultuous teenage years. The lighthearted banter and comic relief, often provided by Sam's friends, offer a balance to the more serious themes of identity and self-worth.

A Cinderella Story further explores contemporary societal issues, such as the pressure to conform to social hierarchies and how true happiness must come from being authentic. Sam's personal journey toward self-empowerment and the eventual confrontation with her stepmother provides viewers with a cathartic experience that reinforces the importance of standing up for oneself.

The film's soundtrack, featuring catchy songs by artists like Jesse McCartney and Hilary Duff herself, complements the youthful and energetic vibe of the narrative. The music enhances key emotional moments and catchy dance sequences, immersing the audience in the whimsical world of high school romance.

Ultimately, A Cinderella Story is more than just a romantic comedy; it serves as an empowering tale of perseverance, love, and the courage to be true to oneself. Much like Never Been Kissed, this film reminds us that every Cinderella has a unique journey filled with obstacles and triumphs on the path to finding true love. With its engaging characters, relatable themes, and charming storyline, A Cinderella Story captures the magic of youthful romance, leaving viewers with a warm feeling and a belief that one's dreams can indeed come true, regardless of where they might begin.

18. Laggies (2014)

If you enjoyed the themes of self-discovery and navigating adulthood found in Never Been Kissed, then Laggies is a poignant and humorous exploration of the complexities of growing up, love, and the struggle to find one's place in the world. Directed by Lynn Shelton and starring Keira Knightley as Megan, the film combines elements of romantic comedy with a thoughtful examination of the pressures faced by young adults.

Megan is a 28-year-old woman who feels trapped in a life devoid of direction and purpose. While her friends are settling down and embracing the responsibilities of adulthood—engagements, jobs, and future plans—Megan is struggling with her own feelings of inertia. This relatable premise resonates with many viewers, as it reflects the anxieties of transitioning from the carefree days of youth to the realities of adult life.

The film takes a transformative turn when Megan meets an unconventional teenager, Annika, played by Chloe Grace Moretz. Their budding friendship evolves into a central theme of the film, as Megan finds herself drawn into Annika's vibrant world. The film cleverly highlights the contrast between the carefree nature of youth and the weight of adult responsibilities, as Megan finds herself spending more time with Annika and her friends, re-experiencing the joy and spontaneity of being young. This friendship also allows viewers to see the struggles of both characters, offering insights into how different life stages can complicate personal growth.

One particularly memorable scene occurs when Megan unexpectedly joins Annika and her friends at a house party, showcasing her longing for the freedom and excitement she feels she has lost. This juxtaposition serves as a powerful reminder of the intrinsic need to reconnect with one's youth and the exhilaration that comes with embracing life's uncertainties. Megan's experiences at the party, filled with laughter and lighthearted moments, highlight the film's core belief that it's never too late to pursue what brings joy and fulfillment.

Romance further complicates Megan's journey, as she develops feelings for Annika's father, played by the charismatic Sam Rockwell. Their chemistry provides both comedic and heartfelt moments that resonate with the overarching theme of reexamining life choices and taking risks in love. Their relationship progresses from an innocent attraction to a deeper connection, mirroring Megan's own journey toward maturity and self-acceptance. The film challenges traditional norms by portraying a romance that blossoms between characters from different generational perspectives, effectively addressing the complexities of relationships throughout life stages.

Laggies also employs a clever script filled with humor and poignant insights into contemporary life. Megan's whimsical conversations with her friends reflect the film's witty tone, ensuring that its themes are delivered with both levity and depth. The supporting cast, including the ever-funny Ellie Kemper, adds layers of comedy and relatability, enriching the story with a variety of perspectives on love, friendship, and the pressures of adulthood.

The soundtrack of Laggies, featuring a mix of indie hits, complements the film's vibrant atmosphere. Songs like "All the Things (I'm Gonna Forget)" by The Man Who Sold the World encapsulate the film's themes of nostalgia and self-discovery, enhancing key emotional moments and connecting viewers to the characters' journeys.

Ultimately, Laggies is more than just a romantic comedy; it's an insightful exploration of identity, the journey to adulthood, and the importance of embracing one's true self. Much like Never Been Kissed, the film celebrates the beauty of human connection, the twists and turns of romantic relationships, and the growth that comes from facing one's fears. Laggies resonates deeply with anyone who has ever felt adrift in life, serving as a heartening reminder that it's perfectly alright to take a step back, reassess, and reclaim the joy of living authentically. With its endearing characters, relevant themes, and charmingly humorous tone, Laggies is a feel-good film that encourages viewers to embrace life's uncertainties and take charge of their own stories.

19. To All the Boys: Always and Forever (2021)

If you were enchanted by the sweet romance and sincere exploration of young love in Never Been Kissed, then To All the Boys: Always and Forever is the perfect conclusion to a beloved trilogy that continues to captivate hearts. Directed by Michael Fimognari and based on the novel by Jenny Han, this film follows Lara Jean Covey, played by Lana Condor, as she navigates the complexities of love, family, and the pivotal transition to adulthood.

Set during Lara Jean's senior year of high school, the film beautifully captures the bittersweet feelings of impending change. As she embraces her final moments at home, the anxiety of leaving her childhood behind intertwines with her desire to maintain her relationship with Peter Kavinsky, portrayed by Noah Centineo. Their romance, built on a foundation of shared experiences and mutual support, becomes central to the narrative as both characters grapple with plans for their future after graduation.

One poignant aspect of the film is Lara Jean's internal struggle regarding her college choices. With her acceptance to Stanford and Peter's reluctance to attend the same university, viewers are offered a deep dive into the realities of young love tested by individual ambitions. This conflict resonates with anyone who has faced difficult decisions about relationships versus personal dreams, making Lara Jean's journey relatable and sincere. The film's exploration of what it means to grow as individuals while remaining connected is both timely and timeless, highlighting the push-and-pull dynamic of young adulthood.

A standout moment occurs during a trip to Korea, where Lara Jean visits her family and must confront the cultural roots that shape her identity. This trip not only serves to deepen her understanding of herself but also showcases the importance of family bonds in navigating life's challenges. In Korea, Lara Jean's interactions with her relatives and immersion into her heritage add depth to her character and reaffirm the significance of cultural connections, making her journey of self-discovery even more enriching.

The supporting cast also shines in this final installment. Characters like Kitty, Lara Jean's younger sister, provide both comic relief and heartfelt moments, showcasing the essence of sibling love and support. Kitty's own antics often bring a sense of lightness to the film, highlighting the theme of family that runs throughout the story. Meanwhile, the ups and downs faced by Lara Jean and her friends reflect the complexities of teenage friendships and the importance of standing by one another during tough times.

The romantic elements are beautifully crafted, with a blend of sweet surprises and genuine emotional exchanges that characterize Lara Jean and Peter's relationship. Their shared moments, such as planning elaborate dates and sweet gestures that reinforce the depth of their connection, evoke the core themes of first love and the hopefulness that comes with it. A particularly memorable scene features a charming picnic date that encapsulates their chemistry and the simple joys of being in love.

Moreover, the film's soundtrack features a carefully curated selection of songs that enhance its emotional resonance. Tracks that capture the spirit of youth and romance offer a fitting backdrop to key moments, heightening the audience's connection to Lara Jean's journey. The music not only sets the tone but also reflects the growing-up experience, making emotional beats more impactful.

Ultimately, To All the Boys: Always and Forever is more than just the culmination of a love story; it is a heartfelt exploration of identity, ambition, and the bittersweet nature of growing up. Much like Never Been Kissed, it dives into the depths of young love while examining the twists and turns of personal growth. With its delightful characters, relatable themes, and a sweet, hopeful conclusion, this film leaves viewers feeling inspired to embrace the uncertainties of the future while holding on to the beauty of love. It is a fitting farewell to Lara Jean's journey, encouraging audiences to cherish their own stories, dreams, and the connections that define them.

20. The Princess Diaries (2001)

If you were charmed by the delightful mix of humor and self-discovery in Never Been Kissed, then The Princess Diaries is a whimsical journey that beautifully combines fairy tale elements with the ups and downs of adolescence. Directed by Garry Marshall and based on Meg Cabot's novel, this iconic film stars Anne Hathaway as Mia Thermopolis, a shy and socially awkward teenager who discovers she's next in line for the throne of a small European principality, Genovia.

The film opens with Mia navigating the typical trials of high school life in San Francisco, where she grapples with friendships, crushes, and the everyday struggle to find her identity. In a heartfelt portrayal of teen insecurities, Mia's character embodies the awkwardness and vulnerability of adolescence, making her instantly relatable to audiences. Her clumsiness, particularly during her awkward attempts to assert herself and fit in, sets the stage for the comedic and transformative journey that follows.

Mia's life takes a dramatic turn when her estranged grandmother, Queen Clarisse Renaldi, portrayed by the incomparable Julie Andrews, arrives to inform her of her royal lineage. This revelation thrusts Mia into a world of tiaras, etiquette lessons, and royal expectations. The dynamic between Mia and her grandmother is one of the film's highlights, as Queen Clarisse guides Mia through the complexities of her new identity while also offering wisdom and support. Their relationship reflects the universal theme of family bonds, illustrating the importance of acceptance and guidance in navigating life's challenges.

The film expertly balances humor and heartfelt moments, particularly through Mia's cringe-worthy transformation scenes. One memorable sequence involves a comically disastrous makeover where Mia's fierce punk aesthetic clashes with her new royal image. The scene encapsulates the essence of growing up—finding one's style, grappling with self-esteem, and the often awkward transition to adulthood. Viewers cheer for Mia as she embraces her true self amidst the pressures of conformity.

The supporting cast enriches the narrative, particularly with the role of Mia's best friend, Lilly Moscovitz, played by Heather Matarazzo. Lilly's unwavering loyalty and quirky personality add depth to Mia's story, showcasing the importance of true friendship during transformational times. Their camaraderie shines, especially when Lilly helps Mia navigate the chaos of her new royal duties, reminding us that genuine friendships are built on support and understanding.

Romance blossoms in the film, adding another layer of charm to Mia's journey. Her crush on the popular, yet kind, Josh Bryant (played by Erik von Detten) provides sweet moments of youthful love and longing. The tension between Mia's royal obligations and her desire for a normal teenage romance provides a relatable conflict that resonates with anyone who has experienced the complexities of love during adolescence.

The film's soundtrack features classic early 2000s songs, with tracks that capture both the excitement and emotional depth of Mia's journey. For instance, songs like "Supergirl" by Krystal Harris accentuate the film's themes of empowerment and self-acceptance, further immersing audiences in Mia's transformative experience.

Ultimately, The Princess Diaries is more than just a coming-of-age story; it's a heartwarming exploration of identity, friendship, and what it truly means to be a princess in both a literal and metaphorical sense. Much like Never Been Kissed, the film invites viewers to embrace their quirks and insecurities while reminding them that true beauty stems from within. With its engaging characters, heartfelt moments, and messages of self-discovery, The Princess Diaries continues to resonate with audiences of all ages, encouraging everyone to find their inner strength and confidently embrace their own royal journey in life. It's a reminder that, no matter where you come from, you have the power to shape your own destiny.

21. Crossroads (2002)

If you appreciate the themes of self-discovery and the transformative journey of young love found in Never Been Kissed, then Crossroads is a captivating film that explores the complexities of friendship, identity, and the bittersweet experience of growing up. Directed by Tamra Davis and featuring pop sensation Britney Spears in her acting debut, this coming-of-age road trip movie tells the story of three childhood friends—Lucy, played by Spears, and her friends Kit and Mimi—who reunite to embark on an unforgettable journey after years apart.

The film opens with Lucy, a timid and idealistic young woman who is struggling to break free from the shadow of her overprotective parents. Her character quickly resonates with viewers who have felt the constraints of familial expectations. When she graduates high school, Lucy decides to take control of her life by taking a spontaneous road trip to find her long-lost mother, reuniting with her childhood friends in the process. This quest for self-identity and independence is a central theme, making it relatable to anyone navigating the transition from adolescence to adulthood.

Lucy's journey is enriched by the diverse personalities of her companions, each of whom grapples with their own issues. Kit, portrayed by Zoe Saldana, navigates her struggles with self-esteem as she seeks validation in a competitive world, while Mimi, played by Taryn Manning, is a free spirit battling the chaos of her home life. Together, they represent different facets of young womanhood, and their bond reflects the importance of friendship as a source of strength and support during challenging times.

One of the film's standout elements is the road trip setting, which becomes a vibrant metaphor for the journey of self-discovery. Each stop along the way exposes the characters to new experiences and relationships that challenge their perspectives and encourage personal growth. From encounters with quirky strangers to exploring unexpected locations, the road trip format allows the characters to evolve together, deepening their friendships while revealing their vulnerabilities.

Central to the plot is a burgeoning romance between Lucy and her childhood friend, Ben, played by Anson Mount. Their chemistry provides a sweet backdrop to the story, enhancing the exploration of young love and the insecurities that often accompany it. As Lucy confronts her feelings for Ben, she must also grapple with the complexities of love and friendship, ultimately discovering that true love requires honesty and vulnerability.

The film also features a memorable musical element that reinforces its themes. The soundtrack, which includes hits from Britney Spears, such as "I'm Not a Girl, Not Yet a Woman," captures the film's emotional essence and resonates with the struggles of growing up and finding one's identity. The songs elevate key moments, perfectly encapsulating the transition from girlhood to adulthood.

Crossroads also touches upon the often-overlooked topic of family relationships, particularly through Lucy's quest to find her estranged mother. This subplot adds emotional depth, illustrating how familial ties can shape one's identity. As Lucy confronts her past and seeks connections, viewers are reminded of the complexities of family dynamics and the power of forgiveness.

Crossroads is a feel-good film that encapsulates the innocence of youth while addressing the profound themes of friendship, self-acceptance, and love. Much like Never Been Kissed, it invites audiences to reflect on their own journeys and the importance of embracing who they are amid life's challenges. With its engaging characters, relatable struggles, and a mix of humor and heartfelt moments, Crossroads leaves viewers inspired to forge their own paths and pursue their dreams boldly. This film serves as a reminder that while the journey may be uncertain, it is the experiences and relationships we build along the way that truly define us.

Conclusion: Through this exploration, we've revealed the shared themes of love, self-discovery, and humor present in each of these films. Each recommendation provides a rich tapestry of experiences, showcasing the humorously chaotic journey toward finding love. Whether you opt for a nostalgic revisit of old favorites or venture into new territories, these delightful romantic comedies promise to deliver heartwarming memories and relatable tales that resonate with anyone seeking laughter and romance.