At three high schools in Palm Beach County, Florida, several young police officers were sent undercover to pose as students, tasked with making drug arrests. And this, this is the setting for a love story, reported by Robbie Brown.

Host Ira Glass speaks with musician Kristy Kruger about the unique way she dealt with a recent breakup.

Ira Glass speaks with a guy named Benny, who came up with a crazy idea for how to deal with a crush. And in its own way, this crazy idea worked.

Chicago writer Rebecca Makkai bring us the story of a reality television producer attempting to gossip love into existence—and just how complicated that gets. This fiction story originally appeared in the journal Crazyhorse.

Jonathan Goldstein returns to Wildwood, New Jersey, where he spent one not-fateful summer when he was sixteen. Jonathan's the host of the podcast Heavyweight.

In Sean Lewis’ family, there is a legendarily romantic love story. It’s famous in his family partly because the story unfolded over decades and across continents, but also because no one can quite believe that out of everyone in their family, the one with the epic, swoon-inducing love story…is Mark.

A short story, "Fatso," by Etgar Keret from his collection "The Bus Driver Who Wanted To Be God." A woman reveals to her boyfriend that she's not always what she seems, especially at night. Matt Malloy reads.

Ira talks with Jessica Pressler, who writes the Daily Intel blog for NewYork Magazine, about a phenomenon she noticed in the wedding notices in The New York Times. Couples were cheerfully telling—as part of their "meet cute" stories—how their relationships began with one of them cheating on a spouse or long-time partner.

Joel and Kate were both working in a psychiatric hospital in Belmont, Massachusetts. They both like each other, and she tries to impress him by always wearing her favorite pair of jeans.

NPR reporter David Kestenbaum tells host Ira Glass about the time, when he was doing graduate work in physics, he and his other single friends decided to figure out the mathematical probability that they'd find girlfriends. They wanted to know what the chances were that there was more than one person in the world for them.

We meet Russell, 19, the best mobile phone salesman in the mall — and possibly anywhere. His talent for sales is matched only by those of his girlfriend, Chandler, 18, a waitress.

Musician David Berkeley has gotten a lot of requests in his life, but none quite like the offer his agent got last year. A fan wanted Berkeley to come to his house and help save his relationship by serenading the troubled couple with a personal concert.

Richard Klein of Cornell University explains that the way we view love really began with love poems in the 13th century—an illusion.

Miriam and her husband were development workers in Afghanistan. They'd had a whirlwind romance themselves, so when they heard that their driver was in love, but didn't have enough money to propose to the girl, they made a grand romantic gesture: They gave him $10,000 to pay for the dowry and the wedding.

Host Ira Glass talks with Lauren Waterman, who's in the middle of a break-up right now and grappling with totally contradictory feelings. (5 minutes)