Your story was very good. I am new to this site. I would enjoy reading a continuation. I would like to see what other outfits, especially lingerie, that Sharon dresses him in and other sexual "games" she can devise for the two of them.
Keep up the good work.

a wise man once said to me never bet if you know you cant win what a way to go

Maybe it's time for a sequel!  Darn good story!

I enjoyed the payoff for the bet and am jealous of their relationship.
A closet TV can only dream of sharing such intimacies with their wife and you contributed to mine.

Your stories are always an enjoyable read.  Your postscript at the end provided insight into the nature of these kinds of bets.  Sometimes I wish there could be feminine consequences from a bet with a girl friend or a significant other.  Thanks for the story and please write more.

I do so like the way bets like this go. I wish I had a lover who would have been as willing to have me change like the main character did.

And wearing those clothes and the rewards of it all. I liked that also.

A very nice story.

If this is based on real life as your postscript seems to indicate, then I'm very jealous.  

In any event it is a wonderful scenerio.  I agree that there is no need to describe the bet, but would love to read about Sharon and "Brianna's" further adventures that weekend and during the vacation.

SS

Outside of missing your little drawings like in Sissy School Boy that you've become famous for, I found this story really enjoyable. Always loved your writen work.