Newly widowed dad Sebastian Dorner was unraveling at the edges - until his son’s teacher, Via DeRosa, threw him a lifeline. Now two years later, they reconnect at Matty’s new school, and an inconvenient but unmistakable jolt of attraction crackles between them. But why does the first person to spark with Sebastian in years have to be a millennial? Is 20-something Via really too young for him or does 40-something Sebastian just feel too damn old?

Eve Hatch lives for surprises! Just kidding. She expects every tomorrow to be pretty much the same as today. She loves her cozy apartment in Brooklyn that’s close to her childhood best friend Willa, and far from her midwestern, traditional family who has never really understood her. While her job is only dream-adjacent, it’s comfortable and steady. She always knows what to expect from her life . . . until she finds herself expecting after an uncharacteristic one-night stand.

Paint your toes. Pick up the wrong coffee and bagel order. Drive from Brooklyn to Jersey in traffic so slow you want to tear your hair out. It’s amazing all the useless things I can accomplish while on hold for three hours with customer service. Three hours when I should be getting the Date-in-a-Box website ready to launch at the big business expo in a few days. Except my shiny new website is glitching, and my inner rage-monster is ready to scorch some earth...when he finally picks up. Not the robot voice I expected but a real live human named Kal.

Once upon a time teenage Aurora Evans met a hockey player at the Mall of America. He was from Canada. And soon, he was the perfect fake boyfriend, a get-out-of-jail-free card for all kinds of sticky situations. I can't go to prom. I'm going to be visiting my boyfriend in Canada. He was just what she needed to cover her social awkwardness. He never had to know. It wasn't like she was ever going to see him again... Years later, Aurora is teaching kids’ dance classes and battling panic and eating disorders when pro hockey player Mike Martin walks in with his daughter.

Bad luck has always followed Olivia Marshall...or maybe she's just the screw-up her family thinks she is. But when a "What are you wearing?" text from a random wrong number turns into the hottest, most entertaining - albeit anonymous - relationship of her life, she thinks things might be on the upswing.