Getting Inside of High Society

Andrew has always enjoyed his job working for the wealthy Mrs. Ellsworth. His job allows him to go to community college and to also save money while working as a housekeeper for her. As Andrew reports to work, he finds that Mrs. Ellsworth and her friends are having their own private party, while the philandering Mr. Ellsworth is away on a "business trip."

Andrew is a bit surprised to hear Mrs. Ellsworth tell him that he is allowed to take the day off, as long as he stays in the house with her and her wine-drinking high-society friends. She soon whispers in his ear that she would like for him to swim in the pool like a good housekeeper, but he finds it odd that she asks him to swim naked.

Wanting to be a good employee, Andrew agrees to it, although it's somewhat strange. But little does the barely legal and nerdy Andrew know that Mrs. Ellsworth and her friends can see the pool from the living room, and they can see through the tinted glass as they can see him, but he can't see them.

After the group of women get a good view of his well-endowed manhood, who will be the first desperate housewife to lay claim to the eager-to-please Andrew? Might it stop at only one housewife looking for a good time, or might there be more?