Guest post written by Every Version of You author Natalie Messier
Natalie Messier is a Reese’s Book Club LitUp Fellow and Los Angeles-based screenwriter. She has worked as a writers’ assistant for the series Severance and Chicago Fire, and her scripts have received recognition from NBC, Disney, Paramount, Final Draft, The Blacklist, NHMC, and the Austin Film Festival. Originally from south Texas, she is a proud Mexican-American. When she’s not writing, she can be found searching for LA’s best matcha lattes, reading romance novels, and cuddling with her two cats.
About Every Version of You: For fans of The Love of My Afterlife and The Seven Year Slip, Reese’s Book Club LitUp Fellow Natalie Messier’s heartfelt contemporary romance debut follows a woman who gets a second chance at a formative time in her adult life—this time to win the “one that got away.” Releases on July 7th 2026.
Like many women (most women, perhaps?) I’ve expended a lot of energy trying to make myself as likeable as I can, whittling myself down into the most palatable version of myself. So when I encounter a story where the main character simply hasn’t bothered to do the same, I’m intrigued. As a woman, there’s a million ways to do things wrong and seemingly no way to do things right, so it’s refreshing to see a woman who refuses to play the game.
Or, perhaps, she plays the game wrong. She makes a mess. She works so hard to be likeable that in her attempts, she loops back around and becomes insufferable. She tries to do the right thing, only to make everything worse. Women who care too much what people think, or women who don’t care at all—give me all the messy women. Without further ado, please find some of my favorite messy female leads in books, movies, and TV shows.
Buffy and Faith in Buffy the Vampire Slayer
Nothing says messy quite like a vampire slayer falling for a vampire—and Buffy does it twice! To be fair, some mess is to be expected—is earned, even—when you have the weight of the world on your shoulders. But when I say I love messy women, I mean messy, so I’d be remiss not to mention my favorite Buffy character: Faith. Even though Buffy errs on occasion, she always tries to follow the right path and do good. Faith messes up way more, on a bigger scale, and she does so unrepentantly. She looks out for herself, and though she comes back around, she ends up on the side of evil—lured there by a father figure who preyed on all her insecurities and desire for familial love. And you know what, I loved her through it all.
Evangeline Jenner in Devil in Winter
It’s undeniable that Lisa Kleypas writes some of the best MMCs in romance—and her heroines are just as compelling, entertaining, and easy to root for! I have a particular soft spot for all of the ladies in her Wallflowers series. Each one messy in their own way, it was hard to pick who to include on this list. From Lillian’s bold and brash demeanor, to Daisy’s fanciful imagination. I love Annabelle and the way she determinedly schemes to catch a husband—but I’d argue that Evie is the messiest. I mean, propositioning a marriage of convenience to the man who kidnapped one of your closest friends…I never would have guessed Evie would have it in her earlier in the series, and that to me makes her one of the historical queens of mess.
Eleanor Shellstrop in The Good Place
I’ll just say it: I don’t think I’ve ever seen a fictional character who loves shrimp as much as Eleanor Shellstrop. I don’t know why I think that adds a tally in her “mess” column, but it does. I won’t ever forget how hard I laughed the first time I saw the pilot episode when Eleanor tells Chidi she doesn’t belong in the Good Place. In life, Eleanor was selfish, callous, and uncaring—but in death, she gets a second chance. Does she nail this second chance right off the bat? She wouldn’t be messy if she did. But Eleanor, like many women on this list, embodies what is to me one of the most important things about messy women—they deserve love too.
Solange Pereira in The Wedding Crasher
I’m a huge fan of Mia Sosa. Her FMCs are strong, sassy, and thoroughly entertaining. Solange in The Wedding Crasher is a perfect example of the fact that sometimes, mess can come well-intentioned. Was she right to crash Dean’s wedding? Absolutely, but that doesn’t make it not messy. Not that I minded, since it led to one of my favorite, messiest tropes—fake dating. I eat it up every time.
Isabel Conklin in The Summer I Turned Pretty
Falling for two brothers is peak messiness as far as romance FMCs go (special shout-out to Percy in Every Summer After for doing the same!), but Belly is such a lovable character. She’s coming of age, she’s torn between two boys who both give mixed signals and have histories with her. And you know what, everything that happened in these books and show was messy of Conrad and Jeremiah too, so I for the record am Team Belly all the way.
Nicole Speyer in The Best Worst Thing
I’m almost hesitant to call Nicole in The Best Worst Thing messy because everything she does is completely justified. Showing up unannounced on the doorstep of her former coworker who she had a will-they-won’t-they thing going on with years ago? Well, why not, considering she walked in on her husband sleeping with their dog walker. Nicole’s story and romance with Logan is undeniably messy, but she does the best with the circumstances she’s given. Still, she’s so undeniably human, and I think she’s earned her place on this list.
Julie in The Worst Person in the World
Julie might be the messiest woman on this list. She’s lost, listless, struggling in her career and in her romantic life. The other day, my partner asked if I remembered the scene where she and Eivind really want to cheat on their partners but are determined not to, so they push the boundaries of what “cheating” is. And you know what, personally, I think they cross that line pretty early on! But watch it and decide for yourself. Regardless, I found Julie easy to root for and empathize with in all her missteps.
June Wood in It’s Different This Time
Joss Richard’s debut was one of my favorite books I read last year. June Wood is my girl. It’s so relatable how she gets in her own way with her avoidant tendencies. She waits for the other shoe to drop, scared that Adam is too good to be true, and haven’t we all been there? But all of June’s insecurities and fears only makes it all the more satisfying when she finally accepts that good things can happen to her and gets her HEA.
Issa Dee in Insecure
Issa in Insecure is a very real kind of messy. Her mess is often driven by her awkwardness and the fact that she’s a young woman in her twenties, trying to find her way in life. Issa can be an unreliable and selfish friend at times, but who among us hasn’t hurt a few people while in crisis? She doesn’t always know what she wants, and she missteps in her pursuit to figure out what it is. Personally, I don’t know what’s more relatable than that.
Angela Gutierrez in Kiss Me, Maybe
You want to talk about messy? Creating a scavenger hunt on TikTok where the winner earns your first kiss. That’s pretty messy—and it’s exactly what Angela does in Gabriella Gamez’s sophomore novel after she goes viral from posting a video about being ace and a late bloomer. Luckily, she needs help pulling off the event. Enter Krystal, the hot bartender Angela’s had a crush on for years. Krystal isn’t ready for romance yet, and Angela is in the process of figuring herself out. It’s swoony, it’s romantic, and yes, it’s a bit messy.
Tashi Donaldson in Challengers
Love triangles are messy by nature, and a love triangle that spans 13 years like the one at the center of Challengers is all the more so. To be fair, everyone in this movie is a bit unhinged—but this is a list of messy women, so forget the guys for a second. Tashi shows that mess can be calculated. It can be intentional. Tashi is such a puppet master in this movie—but everything she does is messy, it’s fantastic to watch. From kissing both men as teenagers and telling them she’ll give her number to the winner of the next day’s tennis match, to everything she does before their match as adults, Tashi knows she has the guys wrapped around her finger, and she utilizes her power to its most chaotic degree.
Fleabag in Fleabag
A list of messy women wouldn’t be complete without Fleabag. She basically rewrote the book. In terms of influential characters, she’s top of the list when it comes to what I write. Every move she makes is questionable, yet thoroughly entertaining and empathetic. Season 2 of Fleabag might be one of the best seasons of television ever written—Hot Priest, anyone?—and so much of it is because of the growth we get to see her go through.
A Few More Messy FMCs Releasing in 2026
If you’re a fan of the aforementioned messy women, there are several books releasing in 2026 whose FMCs should be on your radar!
First up is Kaia Harper in Adrienne Thurman’s Don’t Tell Me How It Ends (out now). Kaia is a floundering twenty-something who has sworn off romance—only to be roped into her meddling sister’s matchmaking business. When Kaia begins falling for Ro, she pushes him away because it’s what’s familiar to her.
Next, Violet Lumani’s Not Good Neighbors (out now) is about Penny Huff, who is so irritated about the tragically thin wall between her apartment and her neighbor’s that she attempts to soundproof it…only to literally blow a hole in it, trapping the two in each other’s spaces.
Commitment-phobic Norah Gold in Rachel Pologe’s Now That We Don’t Talk (out 10/20) is a certified bolter who avoids emotional situations at all costs. So when she returns home for the holidays, her goal is to avoid Henry Cole, the boy who broke her heart back in high school. Easier said than done, since she discovers that their mothers are dating.
Alix Kelinda’s The Christmas Curse (out 10/20) is about Devra, a Christmas-hating recluse convinced her family is cursed due to the catastrophes that have tormented them every December for the past 30 years. So of course, when holiday-obsessed Bradley moves in next door, she’s certain he’s been sent by the curse.
A young adult romance to check out is Angelica Cheng’s The Fast Track (out 8/4) about a 17-year-old up-and-coming young driver Justine Kwong, who is trying to make it to F1 and falls for her biggest rival on-track.
Lastly, Harper Kinsley’s Spikes, Dice and Other Variables (out 9/15) centers on high schooler Riley McMahon, who struggles to keep her grades up and pretends to know how to play D&D to get her love interest to like her enough to tutor her. Sounds like teenage messiness at its finest!
