As if it wasn’t bad enough to be deemed the “most single person” at her magazine’s office, budding reporter Penny has now been tapped to write a series of features called “The Dating Itinerary.” From speed dating to Tinder, old-fashioned matchmakers to up-and-coming “dark dating,” Penny now has to go on a lot of dates. Silver lining: meeting new people should be fun, right? But running into her old rival, George, at her first dating event is decidedly not. Not only does the arrogant know-it-all, who goes by Geo, have zero trouble attracting women, wherever Penny goes, somehow he just. Keeps. Showing. Up.
Geo knows he’s right on the cusp of writing success with the chance to have his own syndicated column. All he has to do is follow his agent’s ideas for showcasing different dating avenues, and he’ll pull in enough to help his sister’s non-profit women’s shelter get off the ground. Sure, his itinerary is starting to look strangely similar to his old rival Penny’s, but all’s fair in love and syndication, right?
The more they look for love in all the wrong places, though, the more they start to wonder if it was right in front of their noses all along. Still, the brutal dating scene just might end them, if these two don’t kill each other first.