After dating for about a month, Charlie's new girlfriend, Chelsea, asks him to spend a night at her house and Charlie begrudgingly agrees. A creature of his ways, Charlie tries his best to settle in for the night, but can't get over the many things that remind him that he is totally out of his element and he leaves in the middle of the night. Unwilling to let Chelsea go without a fight, Charlie tries to spend the night again the next night. However, this time he comes prepared with all of the comforts of his own home which leaves Chelsea less than thrilled. Meanwhile, Jake deals with being grounded from all electronic media after mooning the girls track team from his school bus.