In town for a fitness convention, the Webmaster meets a trash talking self-confident woman working out in the hotel gym who makes fun of the Webmaster's Armwrestling T-Shirt. Not liking her attitude, the webmaster challenges her to an armwrestling match to see if she's good enough to be signed to a VideoTeasing contract. After Colleen taunts him in the gym, they both go up to the Webmaster's hotel room to where Wimpy's armwrestling humiliation continues. Not giving up, Wimpy even tries to pull down Colleen's arms as she's victoriously flexing her biceps right in front of his face