Capri Sweeten was once fun. She was fearless, leading her childhood friend, Matt, on spontaneous adventures like shooting bottle rockets, sailing on the lake, and holding secret meetings in their clubhouse. But that all changed when a business scandal forced their families apart, and Matt and Capri moved away from each other. Now, Capri's focus is on college classes and work, and she has no time to waste on anything else. Not even on her sort-of-boyfriend, Lance.

When Matt unexpectedly comes back into her life, Capri suddenly finds a lot more room in her schedule. But even she's surprised when she agrees to help Whitney, her roommate, test a unique dating app she's coding. (The fact that Matt also agrees has nothing to do with it!) As the two embark on the app's suggested dates together, Capri slowly recaptures her carefree spirit...and her feelings for Matt.

Just as things seem poised to take off, Matt and Capri are horrified to learn their parents have been secretly dating and they are soon to be stepsiblings. Matt begins to question if they should be together under the circumstances but Capri can't let him go after she just found him. Her new goal? Break off the wedding so they can have a chance at love that's (relatively) uncomplicated.