Dude there are a lot of stories along these lines, maybe you've read them already but in case you haven't....

Myself I really like the humiliation aspects of a woman's degradation. I can recommend Parker's 'Pool Party' and 'Stacy's senior year' and also Dr. Wu's 'Toying with Tiffany' ( downloadable from http://www.straythoughts.com/stories/stories.htm ) for something in this line.