High school sweethearts Rita Chitniss and Milan Rao were the golden couple, until the day he broke her heart. Now, six years later, Rita has turned her passion for furniture restoration into a career and has an almost-perfect boyfriend, Neil. The last thing she needs is for Milan to re-enter her life, but that's exactly what happens when her mother, an unfailing believer in second chances, sets them up. Milan is just as charming, cocky, and confident as he was back in school.

Kareena dreams of having a perfect love story like her parents did. That’s why on the morning of her thirtieth birthday, she’s decided to suit up and enter the dating arena. When her widowed father announces he’s retiring and selling their home after her sister’s engagement party, Kareena makes a deal with him. If she can find her soulmate by the date of the party, he’ll gift her the house, and she’ll be able to keep her mother’s legacy alive.

Isabella Shay is usually a very honest person. But when she's running late for her first day at a dream job and the barista yells for "Amy" three times with no answer, she does the unthinkable. Izzy takes that PSL. But when she turns around and runs directly into the most attractive man she's ever seen, spilling the drink all over his GQ shirt and tie, she ends up having the ultimate meet-cute. Sparks fly and things feel beyond promising until he says the words, "See you tomorrow, Amy." Uh, oh-she'll definitely have to straighten him out the following day.

I got her fired. Okay, so I’d had a bad day and took it out on a bystander in a pizza shop. But there’s nothing innocent about Ally Morales. She proves that her first day of her new job in my office, after being hired by my mother. So, maybe, her colorful, annoying, inexplicably alluring personality brightens up the magazine’s offices that have felt like a prison for the past year. Maybe, I like that she argues with me in front of the editorial staff. And maybe, my after-hours fantasies are haunted by those brown eyes and that sharp tongue.

Ryan Henderson is back in town for our best friends’ wedding, and I plan on showing him exactly how much I don’t care about him—or the almost kiss he dangled over me after graduation. But things have changed since then. I'm a successful bakery owner now, and I plan to rub every delicious detail of my life in his ugly face. There’s just one problem: his face is gorgeous. I have to stay strong until the wedding is over and Ryan scurries back into whatever universe he escaped from. His interest in me is nothing but a continuation of the games we played in high school...right?