Jake is desperate for a girlfriend and mystified by what it takes to get one, so he turns to Widow McGurk for help, bringing Butch and Sly along for the ride. The Widow takes the opportunity to impose her antiquated rules on the boys, and with no other options, Jake fully commits to the crash course in courting. After surviving Widow McGurk’s courting lesions, Jake receives his first kiss from an unlikely lady, and has second thoughts about his desire for a girlfriend.