Skip to content
What's After the Movie?
Plot summary

How to Be Single (2016) Plot Summary & Timeline

How to Be Single (2016) movie poster

How to Be Single is a 2016 comedy and romance film directed by Christian Ditter, running 1 hour 50 minutes. This page retells the whole story in 493 words (about 2 minutes to read) and covers 15 key events in order, 5 characters, where and when it is set and 3 themes. Looking for the cast, ratings and where to stream it? See the movie page for How to Be Single.

to read the plot summary
2 min
key events in the timeline
15
characters profiled
5
themes explained
3
Loading streaming availability…
How to Be Single (2016) movie poster
Released
Runtime
1h 50m
Director
Christian Ditter
Genres
Comedy, Romance
Original language
English
No spoilers

What Is How to Be Single About?

The premise of How to Be Single in 293 words, with nothing given away. The full story follows below.

In the bustling streets of New York City, a fresh‑cut world of coffee shops, rooftop bars, and endless possibility becomes the backdrop for five young adults as they navigate the tangled terrain of modern love. The film balances bright, breezy humor with moments of genuine introspection, capturing the city’s electric energy while asking what it means to be single on one’s own terms. It feels like a love letter to the restless optimism of twenty‑something life, where every night out could be a chance for connection—or simply a good story.

Alice arrives from a small‑town environment, swapping a familiar relationship for a new role as a paralegal and a shared apartment with her older sister. Her cautious heart collides with the unapologetically free‑spirited Robin, whose love of parties and casual flings offers a stark, alluring contrast to Alice’s yearning for stability. Across the hallway, Meg—a career‑driven OB/GYN—has already decided that commitment means something entirely her own, setting the tone for a household where each member defines romance differently. Meanwhile, Lucy drifts through a series of mis‑aligned dates, her yearning for authentic connection mirrored in the supportive glances of Tom, a charismatic bartender whose bachelor lifestyle seems both a sanctuary and a mystery.

The ensemble’s chemistry is the film’s driving force, as friendships blossom, rivalries flicker, and unspoken desires linger in the city’s neon glow. The tone shifts effortlessly between witty banter and quieter moments of self‑reflection, inviting the audience to wonder whether the pursuit of love must follow a script or if a life lived on one’s own terms can be just as fulfilling. In a world where every swipe, handshake, and glass‑to‑glass clink hints at possibility, the story celebrates the exhilarating uncertainty of choosing oneself amid the ever‑changing rhythm of the city.

Full plot

What Happens in How to Be Single?

The complete story of How to Be Single, from the first scene to the last, in 493 words (about 2 minutes). Spoilers throughout. Names in the text link to 4 cast member pages.

Spoilers ahead

Alice, portrayed by Dakota Johnson, decides to take a break from her college boyfriend Josh (Nicholas Braun) and relocates to New York City to work as a paralegal. She moves in with her sister Meg, played by Leslie Mann, who is an OB/GYN adamant about not wanting children or any romantic entanglements. In her new environment, Alice connects with her adventurous co-worker Robin, brilliantly brought to life by Rebel Wilson, who enjoys a lifestyle filled with parties and casual encounters. Alice also forms a friendship with local bartender Tom (Anders Holm), a man fully committed to his bachelor life, who casually dates women, including Alice herself.

During her time in the city, Alice confides in Tom about her struggle with identity, revealing that she has spent most of her life in relationships. In response, Tom offers her practical advice on how to embrace the single life, suggesting she rid herself of anything that resembles a romantic connection. Alice tries to reconnect with Josh, but her plans are thwarted when he reveals he’s dating someone new, leaving her heartbroken.

In the meantime, Meg’s perspective shifts when she decides to pursue motherhood through a sperm donor. She soon finds herself in a relationship with younger Ken (Jake Lacy), shortly after confirming her pregnancy from In Vitro fertilization, yet she keeps this news hidden from him. Their relationship takes a turn when Meg asks Alice to move out, primarily due to the chaotic influence of Robin.

As the story unfolds, we see Lucy, played by Alison Brie, struggling in her dating life, which catches Tom’s attention and stirs feelings inside him. As Meg embarks on her own romantic journey, Alice yearns for Josh, prompting her to seek out new connections at an alumni event where she meets David (Damon Wayans Jr). This encounter sparks a new relationship for Alice, who hopes to move on.

However, Lucy experiences heartbreak when her brief relationship crumbles. Feeling lost, she soon finds solace in George (Jason Mantzoukas) at her volunteer job. Amidst the holiday festivities, Alice and Robin attend a party hosted by Josh, which reignites Alice’s emotions when she sees him with his new girlfriend. It’s during a moment of solitude that she meets David again, leading to an exciting yet complicated relationship.

As challenges arise, including a confrontation during Alice’s birthday party where multiple exes show up, Alice navigates through her feelings and life changes. In a moment of impactful realization, Alice learns Josh’s true intentions for their encounter, ultimately deciding to embrace her independence.

The climax reaches a pivotal moment when Meg, going into labor, needs immediate help from Alice, leading to a heartwarming reunion and resolution. In the film’s final segments, we see Alice find closure and perspective on her life choices while cherishing the memories of her single days. The narrative closes with Alice hiking alone in the Grand Canyon, fulfilling her lifelong dream of witnessing a New Year’s sunrise, symbolizing newfound independence and self-discovery.

Timeline

How to Be Single Timeline: Every Key Event in Order

15 key events in the order they happen, from “Alice Moves to New York City” to “Hiking in the Grand Canyon”. 10 events name a place, across 8 locations.

  1. 1

    Alice Moves to New York City

    Alice decides to take a break from her college boyfriend Josh and relocates to New York City to work as a paralegal. This move marks the beginning of her journey towards discovering her identity and independence.

    Where:New York City

  2. 2

    Alice Moves in with Her Sister

    Upon arriving in the city, Alice moves in with her sister Meg, who is an OB/GYN with a firm stance against motherhood and romantic commitments. Their contrasting lifestyles set the stage for Alice's struggle with her own relationship choices.

    Where:New York City

  3. 3

    Friendship with Robin

    Alice connects with her adventurous co-worker Robin, who lives a vibrant life filled with parties and casual encounters. Their friendship introduces Alice to new perspectives on single life and personal freedom.

    Where:Office

  4. 4

    Relationship with Tom

    Alice forms a bond with local bartender Tom, a devoted bachelor who casually dates various women. Their connection allows Alice to share her struggles with identity, as Tom offers her practical advice on embracing her newfound single life.

    Where:Bar

  5. 5

    Alice's Attempt to Reconnect

    Hoping to rekindle her relationship with Josh, Alice reaches out to him. However, she is devastated to learn that he is now dating someone new, which leaves her feeling heartbroken and questioning her choices.

  6. 6

    Meg’s Decision to Pursue Motherhood

    Meg decides to pursue motherhood through a sperm donor, changing her previous stance on romantic entanglements. This significant decision leads her to seek a relationship with younger Ken while keeping her pregnancy secret.

    Where:New York City

  7. 7

    Rifts Between Sisters

    As Meg's life evolves, she asks Alice to move out due to the disruptive influence of Robin. This request signifies a turning point in their sisterly relationship as they navigate their respective challenges.

  8. 8

    Lucy’s Dating Struggles

    Alice’s friend Lucy faces her own difficulties in the dating scene, which captures Tom's attention and kindles unexpected feelings within him. This subplot adds depth to the overarching theme of love and relationships.

  9. 9

    Alice Meets David

    During an alumni event, Alice meets David, sparking a glimmer of hope for her to move on from Josh. Their instant connection represents a potential new chapter in Alice’s romantic life.

    Where:Alumni Event

  10. 10

    Lucy Finds Solace in George

    After her heartbreak, Lucy finds comfort in George through her volunteer job. Their connection highlights the theme of unexpected relationships that can blossom during tough times.

    Where:Volunteer Job

Show the other 5 events of How to Be Single
  1. 11

    Alice Attends Josh's Party

    Alice and Robin attend a holiday party hosted by Josh, where Alice's emotional turmoil resurfaces upon seeing him with his new girlfriend. This moment serves to emphasize her unresolved feelings towards her past relationship.

    Where:Josh's Party

  2. 12

    Conflict at Alice's Birthday Party

    During a chaotic birthday party, Alice finds herself surrounded by multiple exes, leading to an upheaval of emotions and a confrontational atmosphere. This pivotal moment forces her to face her feelings head-on.

  3. 13

    Meg Goes into Labor

    The climax occurs as Meg goes into labor, requiring immediate assistance from Alice. Their heartfelt reunion in this moment of crisis helps solidify their bond, showcasing the importance of family.

    Where:Hospital

  4. 14

    Alice's Realization and Closure

    In the aftermath of her experiences, Alice reflects on her life choices and learns to embrace her independence. This personal growth marks a significant turning point in her journey.

  5. 15

    Hiking in the Grand Canyon

    The film concludes with Alice hiking alone in the Grand Canyon to witness a New Year’s sunrise. This journey symbolizes her newfound independence and commitment to self-discovery.

    When:New Year’s sunrise Where:Grand Canyon

Characters

Who Are the Main Characters in How to Be Single?

5 characters, among them Alice, Meg and Robin: who each one is and the part they play in the story. 4 of them link to the actor’s page.

  • Dakota Johnson as Alice in How to Be Single

    Alice

    Played by Dakota Johnson

    Alice is a young woman navigating the complexities of love and independence. Initially defined by her relationships, she embarks on a journey of self-discovery after moving to New York City. Her character evolves as she learns to embrace her single life and pursue her passions.

    • 🌟 Protagonist
    • 💼 Independence
    • ❤️ Love
  • Leslie Mann as Meg in How to Be Single

    Meg

    Played by Leslie Mann

    Meg, Alice's sister, is a strong-willed OB/GYN who is initially skeptical about motherhood. Her eventual decision to embrace pregnancy and navigate a new relationship adds depth to her character. She represents the complexities of personal choices versus societal expectations.

    • 👩‍⚕️ Career-driven
    • 🍼 Motherhood
    • 💔 Relationships
  • Rebel Wilson as Robin in How to Be Single

    Robin

    Played by Rebel Wilson

    Robin is Alice's adventurous and carefree co-worker, embodying the spirit of single life through her love for parties and casual encounters. Her character provides a contrast to Alice's journey, showcasing different perspectives on love and freedom.

    • 🎉 Party girl
    • 🤗 Friend
    • 🌍 Adventure
  • T

    Tom

    Tom is a local bartender who becomes a confidant for Alice. His laid-back attitude towards dating and relationships challenges Alice to rethink her approach to love. Throughout the film, he evolves from a casual acquaintance to a significant figure in her life.

    • 🍸 Bartender
    • 💖 Supportive
    • 🧑‍🤝‍🧑 Friend
  • Alison Brie as Lucy in How to Be Single

    Lucy

    Played by Alison Brie

    Lucy is introduced as a friend navigating her own dating struggles, providing a parallel storyline to Alice. As she deals with heartbreak, her experiences resonate with the film’s broader themes of love and resilience.

    • 💔 Heartbroken
    • 🤷‍♀️ Dating struggles
    • ✨ Growth
Setting

Where and When Is How to Be Single Set?

How to Be Single is set in New York City and Grand Canyon. Here is why the place matters to the story.

When

The movie takes place in contemporary times, reflecting the modern struggles of dating and self-identity in an urban setting. It captures the essence of a generation grappling with relationships, independence, and personal growth amid the backdrop of festive celebrations and life-altering decisions.

Where

New York City, Grand Canyon

New York City serves as a vibrant backdrop, known for its dynamic culture, bustling streets, and diverse population. It's a hub for opportunities and relationships, making it a perfect place for Alice to explore her independence. The Grand Canyon symbolizes adventure and self-discovery, providing a contrast to the city's chaos and representing Alice's journey towards embracing her freedom.

  • 🏙️ City
  • 🌄 Nature
Themes

What Are the Themes of How to Be Single?

3 ideas the story keeps returning to, among them Love & Heartbreak, Self-Discovery and Sisterhood.

  1. 01

    Love & Heartbreak

    The theme of love and heartbreak is prevalent as Alice navigates her feelings for Josh and explores new relationships. Each character experiences their own romantic trials, reflecting the complexity of modern dating. Ultimately, the journey leads Alice to a deeper understanding of herself and what she truly desires.

  2. 02

    Self-Discovery

    Self-discovery is a central theme as Alice learns to embrace her individuality after her breakup. The film highlights her struggles and triumphs, including her decision to pursue her passion and dreams, symbolized by her hike in the Grand Canyon. This journey emphasizes the importance of finding oneself amidst life’s challenges.

  3. 03

    Sisterhood

    The bond between Alice and her sister Meg demonstrates the theme of sisterhood, showing how familial ties can offer support during life transitions. Their contrasting views on relationships and motherhood provide depth to their characters, enriching the narrative with a blend of companionship and personal choices.

Tone & mood

What Kind of Film Is How to Be Single?

Light in tone, with steady pacing and a moderate story, going by the plot summary.

Tone
Light
Pacing
Steady
Story
Moderate
Intensity
Low
Ending
Happy

A breezy and comedic exploration of modern relationships in New York City, filled with awkward dates, personal growth, and a lighthearted journey toward self-acceptance.

  • comedic
  • breezy
  • relatable
  • reflective
  • confident
  • vibrant
  • modern dating
  • singledom
  • friendship
  • self-discovery

Content notes: sexual content.

Quiz

How well do you remember How to Be Single? Test yourself on the story.

Take the quiz
Loading streaming availability…
Read next

Movies Like How to Be Single With a Plot Summary

6 films close to How to Be Single in story and themes that have a full plot summary here: Singles (1992) and Sex and the Single Girl (1964) lead. 1 of them comes with the ending explained.

All plot summaries

Missing a Movie Plot Summary?

Tell us which film you want explained next: the full story, the timeline, the characters and the ending.

Request a summary
FAQ

How to Be Single Plot Questions

5 quick answers about How to Be Single, taken from the plot summary, character guide and setting on this page and the film’s credits.

What is How to Be Single about?

In the bustling streets of New York City, a fresh‑cut world of coffee shops, rooftop bars, and endless possibility becomes the backdrop for five young adults as they navigate the tangled terrain of modern love.

Read the full plot summary

When and where does How to Be Single take place?

How to Be Single is set in New York City and Grand Canyon. The movie takes place in contemporary times, reflecting the modern struggles of dating and self-identity in an urban setting.

The setting explained

Who are the main characters in How to Be Single?

The story follows Alice (played by Dakota Johnson), Meg (played by Leslie Mann), Robin (played by Rebel Wilson) and Tom; the character guide covers 5 characters in all.

All the characters

What are the main themes of How to Be Single?

The summary picks out 3 themes: Love & Heartbreak, Self-Discovery and Sisterhood.

The themes explained

Who directed How to Be Single?

How to Be Single (2016) was directed by Christian Ditter and runs 1 hour 50 minutes.

Christian Ditter’s films

Coming soon to your phone

The Plot Explained Movie Summary App

From blockbusters to hidden gems: plot summaries, endings explained and timelines on your phone. Save your favorites and never miss a twist again.

Be the first to know when it launches. Your email stays private, always. Learn more about the app