S2·E24 Friends

Jonathan helps a brainy but severly obese girl named Jenny gain self-esteem and deal with ridicule from her ""friends."" At one point, the snotty girls invite Jenny over to model a swimsuit, predictably leading to humiliation and the girl to gorge herself with doughnuts. Jonathan tells her the girls aren't her friends and helps her see that she has many other gifts people appreciate.

Meanwhile, the angel sees that the jock (named Jack) that Jenny is tutoring needs to have his ego shaken, particularly since he considers the girl unsightly due to her weight. Jack had wanted to have a pretty cheerleader help him, but of course Jonathan can see where that is headed.