Description: Jimmy Michaels is shy and not particularly socially adept. He knows that he wants to go to the school dance, but he doesn’t have a date and doesn’t care to go alone. When his stepmom, Maggie Green, discovers that Jimmy isn’t intending to go, she decides to take matters into her own hands. Busty Maggie gets Jimmy up off the couch and says that she’ll measure him for a suit so he looks quite handsome. The only catch is that Jimmy has to strip down to his boxer briefs so she can measure the fit appropriately.
Date Production: 2021