Dating New York Review

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Dating & New York

Release: 2021-09-10Genre: ComedyDuration: 91 minsBudget: $ 0

After an electric one-night stand, two New York millennials draw up a friends-with-benefits contract to avoid the pitfalls of their past relationships

Dating & New York

Release: 2021-09-10Genre: ComedyDuration: 91 minsBudget: $ 0

After an electric one-night stand, two New York millennials draw up a friends-with-benefits contract to avoid the pitfalls of their past relationships

A Modern Love Story: “Dating & New York” Unveiling the Disconnect in an Ever-connected World

In the age of social media, where connections are abundant but genuine relationships are scarce, “Dating & New York” offers a refreshing take on modern-day romance. This witty film puts a spotlight on the disconnected nature of our hyper-connected world, exploring into the dysfunctional reality of a society that has lost touch with its humanity. With brilliant performances, well-timed humor, and insightful storytelling, “Dating & New York” takes the tired boy-meets-girl narrative and brings it firmly into the present.

Meeting Milo and Wendy in the Digital Realm

Set in the bustling city of New York, a place of crowded subways and dollar pizza, we are introduced to Milo (Jaboukie Young-White) and Wendy (Francesca Reale), two characters navigating the chaotic landscape of modern dating. Milo, a seasoned veteran of dating apps, stands at five-foot-eight but claims to be five-foot-ten, while Wendy, who has experienced her fair share of heartbreak, is firmly opposed to committing to a serious romantic relationship. Their first encounter follows the typical modern-day dating trajectory: meeting online, hitting it off, spending one passionate night together, and then completely ghosting each other.

As the story unfolds, Milo and Wendy find themselves reconnected, deciding to pursue a relationship that has all the benefits of companionship, such as regular sex and emotional connection, without the label or commitment. Both hold fast to the belief that a conventional relationship is a recipe for heartbreak, famously hellish. However, as expected in a rom-com, Milo and Wendy eventually find their way back to each other, defying their own reservations. The journey towards their happily ever after exposes the insecurities and deep-rooted fears that plague individuals in a society hesitant to trust others with their hearts.

Unveiling the Realities of a Filtered World

“Dating & New York” brilliantly portrays the filtered world we present on social media and the consequences when our masks inevitably slip. Milo’s best friend Hank (Brian Muller) becomes a voice of reason, admonishing Milo for his habit of proclaiming his intent to marry every girl he encounters, all in pursuit of an Instagram-worthy wedding speech. The pressure to maintain a picture-perfect relationship weighs heavily on Milo, despite his impeccable humor and seemingly carefree demeanor. Underneath it all, he grapples with mounting insecurities.

A key moment beautifully symbolizes society’s overstimulated nature – a conversation between Milo and Wendy over ice cream. Wendy, who opts for multiple flavors, playfully mocks Milo’s choice of plain vanilla. This scene becomes a valuable representation of a society conditioned to always want more, stretching in all directions but ultimately experiencing the paralysis of indecision. As Milo wisely notes, true joy comes from embracing commitment, something one can never experience while perpetually searching for the next best thing.

An Outstanding Showcase of Performances

Jaboukie Young-White’s portrayal of Milo shines with complexity, bridging generational gaps and resonating with audiences. Milo yearns for a committed relationship but finds himself entangled in the social media circus that seems to dictate modern dating dynamics. His encounter with an old flame, ‘Katie 7f’ (Sohina Sidhu), exposes his unhealthy fixation on social validation and the opinions of others. In a poignant moment, when Milo stands alone in the shower, his vulnerability surfaces, highlighting the universal desire for reassurance and validation among young people caught in a cycle of distractions.

Director Jonah Feingold’s debut film, “Dating & New York,” may not rely on originality or unexpected plot twists to captivate its viewers. That being said, its strength lies in its authenticity and relatability. The film flawlessly straddles the line between cinematic escapism and a stark portrayal of the pressures that paralyze modern-day dating. A scene between Milo and Hank on a subway platform reveals the cracks in communication, emphasizing the difficulty of reaching out to someone you like in a world where getting a text back is often more challenging than accessing medication.

A Reflection of Society, Beyond the New York Setting

While “Dating & New York” heavily leans on its iconic New York backdrop, it ultimately speaks to a broader human experience. The film suggests that we are all caught in a world where a targeted Instagram ad elicits a deeper connection than a potential romantic partner from Tinder. We have all played the waiting game, strategically delaying our replies while anxiously awaiting a text, and recognized the significance of appearing on someone’s social media as a step forward in a relationship. Its message urges us to momentarily detach from the digital overload and focus on the present moment, even if our society, molded by peculiar rules and hyper-connectivity, makes it challenging to do so.

In a permanent state of digital saturation, the relevance of this message cannot be understated. The question remains: Will we heed the film’s call? Will we set aside our devices and embrace the simplicity of choosing just one ice cream flavor? Unfortunately, the answer is likely no, as our society continues to navigate a treacherous landscape of virtual connections and perpetual distractions.


Throughout “Dating & New York,” we witness the complexities of modern relationships in an increasingly disconnected world. While the film’s plot may follow the familiar path of a rom-com, it delivers something more profound—a reflection of our societal struggles that will undoubtedly resonate with audiences. The exceptional performances, clever direction, and astute metaphors elevate “Dating & New York” beyond its genre expectations, offering a captivating exploration of love, vulnerability, and the perpetual search for human connection.

Frequently Asked Questions (FAQs)

1. Does “Dating & New York” offer a fresh take on the romantic comedy genre?

Yes, “Dating & New York” injects new life into the romantic comedy genre by skillfully examining the impact of social media and technology on modern relationships. The film goes beyond the typical boy-meets-girl narrative, exploring into the complexities and insecurities that plague individuals in a society driven by instant gratification and superficial connections.

2. Is “Dating & New York” relatable to a younger audience?

Absolutely, “Dating & New York” strikes a chord with young people who navigate the challenges of contemporary dating. It portrays the struggles of millennials and Gen Z, highlighting their constant search for validation in a world dominated by social media and online interactions. The film effectively captures the anxieties and vulnerabilities felt by this demographic, making it highly relatable.

3. How does “Dating & New York” challenge societal norms surrounding relationships?

“Dating & New York” challenges conventional notions of relationships by exploring the concept of commitment without the traditional labels. The film offers a refreshing perspective that questions the necessity of defining relationships and showcases the benefits and drawbacks of navigating love in an era of endless choices and fleeting connections.

4. What sets “Dating & New York” apart from other rom-coms?

Unlike many rom-coms, “Dating & New York” doesn’t rely solely on clichés or formulaic plotlines. Instead, it presents an honest and relatable depiction of modern relationships, exploring the impact of technology, social media, and societal pressures. The film’s sincerity and thought-provoking themes set it apart, allowing it to resonate with audiences on a deeper level.

5. Is there more to “Dating & New York” than just a love story?

Yes, “Dating & New York” offers more than just a love story. It serves as a cautionary tale, shedding light on the disconnection and insecurity bred by a society obsessed with appearances and instant validation. Through its characters and storytelling, the film prompts introspection and reflection on the state of modern relationships.