Jenny Young (Gina Rodriguez) is an aspiring music journalist about to move from New York City to San Francisco after landing a promotion at Rolling Stone. A short time before she is about to leave, her boyfriend of nine years, Nate (Lakeith Stanfield), breaks up with her, leaving her shocked and confused. Jenny recruits her two best friends since college, free-spirited Erin (DeWanda Wise) and prim Blair (Brittany Snow) for one last outrageous girls' night at a music festival they used to frequent. Along the way, they confront their own issues with relationships, each other, and growing up.
- As Himself: Musicians Questlove and Jessie Reyez appear as themselves at Neon Classic.
- Bittersweet Ending: The film ends without Jenny and Nate getting back together or even reconciling, but her friendships with Erin and Blair will remain secure even after she moves.
- Black Dude Dies First: Discussed Trope. Upon learning that Jenny has been dumped and is spiraling, Erin (who is black) compares it to the opening of a disaster movie: the moment before the black girl dies and the white girl worriedly looks up at the sky.
- Bros Before Hoes: "Chicks before dicks" variation; Blair is reluctant to admit her feelings for Matt because he used to date Jenny.
- The Cameo: Rosario Dawson as Nate's cousin Hannah.
- Commitment Issues: Both Jenny and Blair accuse Erin of this, since she's never been in a serious relationship and is reluctant to commit to her new girlfriend Leah. Erin resolves to try and get over it by the end.
- Costume-Test Montage: The girls try on multiple outfits while dancing and drinking copious amounts of alcohol in preparation for Neon Classic.
- Daydream Surprise: In the end, Jenny dreams that Nate comes back to "their spot" and asks to give their relationship another shot. She wakes up, revealing it to be this trope.
- Drowning My Sorrows: Jenny initially copes with the breakup with alcohol and weed.
- Drugs Are Good: The characters take weed and molly for recreation, and it is portrayed as a way to let loose.
- Experimented in College: Erin's commitment issues are revealed to be rooted in this. She tells her girlfriend that she dated a woman while they went to college together, and that she was heartbroken when that other woman broke up with her and ended up with a man instead, making her feel like she was just experimenting with her (the full circumstances are never revealed).
- Flashback Echo: Because the breakup is so fresh, seeing things in the present will cause Jenny to flash back to significant moments with Nate. For example, a stroll by the Washington State Park fountain reminds her of how Nate declared it "their spot".
- Funny Background Event: While Erin and Leah are having a serious conversation about their relationship, Blair (who is on drugs and listening to music) is in the background watering Leah's plants and dancing.
- Lost Love Montage: Jenny has two. The opening montage (set to Lorde's "Supercut") has Jenny go over the highlights of their relationship. As early as this, however, there are already signs that their relationship wasn't working anymore. The second one (set to Ryn Weaver's "Reasons Not to Die") has Jenny remember their happy strolls around the streets of New York, which ends in memories of bitter fighting.
- Mister Muffykins: The girls' drug dealer Hype has multiple tiny, spoiled dogs.
- Most Writers Are Writers: Jenny is a music journalist.
- Sweetie Graffiti: In a flashback, Nate vandalizes a fountain for his and Jenny's relationship.
- Token Trio: Blair, Jenny, and Erin are three best friends who love each other like sisters.