According to Jim Episode 2.21 Bo Diddley

Cheryl has to have dental surgery and asks Jim to stay besides her the whole time because she's scared of dentists. While Cheryl is sedated, Andy shows up saying he met rock & roll legend Bo Diddley and Jim decides to meet him too, leaving Cheryl unattended. There's no harm since she's sedated, he justifies. But Cheryl finds out when Bo Diddley sends Jim a thank you basket with edible goodies and Jim confesses. They have a fight and the next day Cheryl goes out to the movies, leaving Jim in charge of the kids. Coincidentally, tickets for Bo Diddley's concert arrive at the house, but Jim wonders if that's some of Cheryl's tests. He goes but changes his mind and return to his kids at home.