Book picks similar to
Flirting with Maybe by Wendy Higgins


young-adult
contemporary
romance
new-adult

Between Us and the Moon


Rebecca Maizel - 2015
    But this summer on Cape Cod, she’s determined to finally grow up. Then she meets gorgeous college boy Andrew. He sees her as the girl she wants to be. A girl who’s older than she is. A girl like Scarlett.Before she knows what’s happened, one little lie has transformed into something real. And by the end of August, she might have to choose between falling in love, and finding herself.Fans of Jenny Han and Stephanie Perkins are destined to fall for this story about how life and love are impossible to predict.

Getting Over Garrett Delaney


Abby McDonald - 2012
    The object of her obsession — ahem, affection — is her best friend, Garrett Delaney, who has been oblivious to Sadie’s feelings ever since he sauntered into her life and wowed her with his passion for Proust (not to mention his deep-blue eyes). For two long, painful years, Sadie has been Garrett’s constant companion, sharing his taste in everything from tragic Russian literature to art films to '80s indie rock — all to no avail. But when Garrett leaves for a summer literary retreat, Sadie is sure that the absence will make his heart grow fonder — until he calls to say he’s fallen in love. With some other girl! A heartbroken Sadie realizes that she’s finally had enough. It’s time for a total Garrett detox! Aided by a barista job, an eclectic crew of new friends (including the hunky chef, Josh), and a customized self-help guide, Sadie embarks on a summer of personal reinvention full of laughter, mortifying meltdowns, and a double shot of love.

Almost


Anne Eliot - 2012
    Very nearly. Not quite. Three years later, Jess has managed to make everyone believe she's better. Over it. Because she is....Almost. Very nearly. Not quite.Unfortunately, until Jess proves she's back to normal activities, her parents won't discuss college. So, she lands a summer internship and strikes a deal with hockey jock, Gray Porter: He gets $8,000. She gets a fake boyfriend and a social life. Jess has no idea Gray signed on for reasons other than money. She also never expects to fall in love. But Gray’s amazingly hot, holds her hand all the time, and makes her forget that he’s simply doing his job. It’s like having a real boyfriend....Almost. Very nearly. Not quite.Gray Porter is hiding secrets of his own. About Jess Jordan. About why he’s driven to protect her, why he won't cash her checks, or deny her anything she asks.

Better Off Friends


Elizabeth Eulberg - 2014
    Everyone says guys and girls can’t be just friends, but these two are. They hang out after school, share tons of inside jokes, their families are super close, and Levi even starts dating one of Macallan’s friends. They are platonic and happy that way.Eventually they realize they’re best friends—which wouldn’t be so bad if they didn’t keep getting in each other’s way. Guys won’t ask Macallan out because they think she’s with Levi, and Levi spends too much time joking around with Macallan, and maybe not enough time with his date. They can’t help but wonder . . . are they more than friends or are they better off without making it even more complicated?

Adorkable


Cookie O'Gorman - 2016
    For reference, see Sally Spitz.Seventeen-year-old Sally Spitz is done with dating. Or at least, she's done with the horrible blind dates/hookups/sneak attacks her matchmaking bestie, Hooker, sets her up on. There's only so much one geek girl and Gryffindor supporter can take.Her solution: she needs a fake boyfriend. And fast.Enter Becks, soccer phenom, all-around-hottie, and Sally's best friend practically since birth. When Sally asks Becks to be her F.B.F. (fake boyfriend), Becks is only too happy to be used. He'd do anything for Sal--even if that means giving her PDA lessons in his bedroom, saying she's "more than pretty," and expertly kissing her at parties.The problem: Sally's been in love with Becks all her life--and he's completely clueless.This book features two best friends, one special edition Yoda snuggie, countless beneath-the-ear kisses and begs the question:Who wants a real boyfriend when faking it is so much more fun?

The DUFF: Designated Ugly Fat Friend


Kody Keplinger - 2010
    She's also way too smart to fall for the charms of man-slut and slimy school hottie Wesley Rush. In fact, Bianca hates him. And when he nicknames her "the Duff," she throws her Coke in his face. But things aren't so great at home right now, and Bianca is desperate for a distraction. She ends up kissing Wesley. Worse, she likes it. Eager for escape, Bianca throws herself into a closeted enemies-with-benefits relationship with him. Until it all goes horribly awry. It turns out Wesley isn't such a bad listener, and his life is pretty screwed up, too. Suddenly Bianca realizes with absolute horror that she’s falling for the guy she thought she hated more than anyone.

Keep Holding On


Susane Colasanti - 2012
    Even her best friend doesn't know how much she gets bullied, or the ways her mom neglects her. Noelle's kept so much about her life a secret for so long that when her longtime crush Julian Porter starts paying attention to her, she's terrified. Surely it's safer to stay hidden than to risk the pain of a broken heart. But when the antagonism of her classmates takes a dramatic turn, Noelle realizes it's time to stand up for herself--and for the love that keeps her holding on.

Two-Way Street


Lauren Barnholdt - 2007
    Sure, they were an unlikely high school couple. But they clicked; it worked. They're even going to the same college, and driving cross-country together for orientation. Then Jordan dumps Courtney -- for a girl he met on the Internet. It's too late to change plans, so the road trip is on. Courtney's heartbroken, but figures she can tough it out for a few days. La la la -- this is Courtney pretending not to care. But in a strange twist, Jordan cares. A lot. Turns out, he's got a secret or two that he's not telling Courtney. And it has everything to do with why they broke up, why they can't get back together, and how, in spite of it all, this couple is destined for each other.

Shuffle, Repeat


Jen Klein - 2016
    This opposites-attract love story is perfect for fans of Huntley Fitzpatrick, Stephanie Perkins, and Jenny Han.  June wants high school to end and real life to begin. Oliver is soaking up senior year’s glory days. They could have coasted through high school, knowing about—but not really knowing—each other.   Except that their moms have arranged for Oliver to drive June to school. Every. Single. Day.   Suddenly these two opposites are fighting about music, life . . . pretty much everything. But love is unpredictable. When promises—and hearts—get broken, Oliver and June must figure out what really matters. And then fight for it.

The Queen of Bright and Shiny Things


Ann Aguirre - 2015
    If she manages it, people won’t peer beyond the surface, or ask hard questions about her past. She’s learned to substitute causes for relationships, and it’s working just fine… until Shane Cavendish strolls into her math class. He’s a little antisocial, a lot beautiful, and everything she never knew she always wanted.Shane Cavendish just wants to be left alone to play guitar and work on his music. He’s got heartbreak and loneliness in his rearview mirror, and this new school represents his last chance. He doesn’t expect to be happy; he only wants to graduate and move on. He never counted on a girl like Sage.But love doesn’t mend all broken things, and sometimes life has to fall apart before it can be put back together again…

The Book of Luke


Jenny O'Connell - 2007
    Her parents have decided to move the family from Chicago back to their hometown of Boston in the middle of Emily's senior year. Only Emily's first real boyfriend, Sean, is in Chicago, and so is her shot at class valedictorian and early admission to the Ivy League. What's a nice girl to do? Then Sean dumps Emily on moving day and her father announces he's staying behind in Chicago "to tie up loose ends," and Emily decides that what a nice girl needs to do is to stop being nice. She reconnects with her best friends in Boston, Josie and Lucy, only to discover that they too have been on the receiving end of some glaring Guy Don'ts. So when the girls have to come up with something to put in the senior class time capsule, they know exactly what to do. They'll create a not-so-nice reference guide for future generations of guys -- an instruction book that teaches them the right way to treat girls. But when her friends draft Emily to test out their tips on Luke Preston -- the hottest, most popular guy in school, who just broke up with Josie by email -- Emily soon finds that Luke is the trickiest of test subjects . . . and that even a nice girl like Emily has a few things to learn about love.

Bittersweet


Sarah Ockler - 2012
    Then a betrayal changed her life, and knocked her dreams to the ground. Now she’s a girl who doesn’t believe in second chances... a girl who stays under the radar by baking cupcakes at her mom’s diner and obsessing over what might have been.So when things start looking up and she has another shot at her dreams, Hudson is equal parts hopeful and terrified. Of course, this is also the moment a cute, sweet guy walks into her life... and starts serving up some seriously mixed signals. She’s got a lot on her plate, and for a girl who’s been burned before, risking it all is easier said than done.It’s time for Hudson to ask herself what she really wants, and how much she’s willing to sacrifice to get it. Because in a place where opportunities are fleeting, she knows this chance may very well be her last...

Megan Meade's Guide to the McGowan Boys


Kate Brian - 2005
    Now, seven years later, Megan's army doctor parents are shipping off to Korea and Megan is being sent to live with the little monsters, who are older now and quite different than she remembered them. Living in a house with seven boys will give Megan, who has never even been kissed, the perfect opportunity to learn everything there is to know about boys. And she'll send all her notes to her best friend, Tracy, in... Megan Meade's Guide to the McGowan Boys Observation #1: Being an army brat sucks. Except that this is definitely a better alternative to moving to Korea. Observation #2: Forget evil, laughing, little monsters. These guys have been touched by the Abercrombie gods. They are a blur of toned, suntanned perfection. Observation #3: I need a lock on my door. STAT. Observation #4: Three words: six-pack abs. Observation #5: Do not even get me started on the state of the bathroom. I'm thinking of calling in a hazmat team. Seriously. Observation #6: These boys know how to make enemies. Big time. Megan Meade will have to juggle a new school, a new family, a new crush -- on the boy next door, as in next bedroom door -- and a new life. Will she survive the McGowan boys?

Open Road Summer


Emery Lord - 2014
    . . and her best friend, country superstar Lilah Montgomery, is nursing a broken heart of her own.Fortunately, Lilah’s 24-city tour is about to kick off, offering a perfect opportunity for a girls-only summer of break-up ballads and healing hearts. But when Matt Finch joins the tour as its opening act, his boy-next-door charm proves difficult for Reagan to resist, despite her vow to live a drama-free existence.This summer, Reagan and Lilah will navigate the ups and downs of fame and friendship as they come to see that giving your heart to the right person is always a risk worth taking.A fresh new voice in contemporary romance, Emery Lord’s gorgeous writing hits all the right notes.

This Is What Happy Looks Like


Jennifer E. Smith - 2013
    Then Graham finds out that Ellie's Maine hometown is the perfect location for his latest film, and he decides to take their relationship from online to in-person. But can a star as famous as Graham really start a relationship with an ordinary girl like Ellie? And why does Ellie want to avoid the media's spotlight at all costs?