Over the weekend, Doug puts on a few pounds at Grandma Funnie's house and has been invited to Beebe's pool party. Doug is so embarrassed to be seen in a swimsuit, so he decides to work the extra weight off before the party using Ronald ""Prepare to Suffer"" Weisenheimer's videos.

Doug is impressed by Mr. Bluff's gifts to Beebe. Phil feels pressured to make more money for a better birthday present for his son, so he decides to start his own photography store. At first, Doug is excited by the thought of more money, but when he sees the effects on his father and their family, he realizes that money can't buy happiness.

All of Doug's friends have cool bikes, but Doug hates his--until he discovers that someone has stolen it. He thinks about who could have taken it, and wonders if one of his friends is a theif.

Skeeter exaggerates about how Doug can ride on a horse and Doug lets his friends believe the lie. But then Roger challenges Doug to show them, and Patti suggests they all go to a dude ranch to settle the argument. Since Doug can't ride a horse very well, he's nervous about going to the ranch.