Waiting had never been my strongest attribute but we had promised one another to refrain from masturbating until we saw each other again. The only problem was that he was gone for two whole weeks. I never tended to masturbate often but when you tell me I can not do something, then suddenly I want to do it all that much more.
It was 14 days, that’s all. The challenge seemed an easy one and I was convinced that he would be the one to fail. He has a crazy sex drive and there could be no way he could resist. To add to the challenge we agreed to set up a forfeit in case one of us was to fail. This was perfect and I knew this was the perfect opportunity to have my way with him.
Before I could even type what I would want from him he had already sent me his. On our next date night I would have to go to dinner in a skirt and no underwear. He had also requested that if I failed that I would have to wear a butt plug for the entirety of that evening. The thought of it alone turned me on and I could have failed right there and then. I reached down and felt how wet I had become. This was day one and I already felt the urge to fail. Losing wouldn’t be so bad with that forfeit. I never knew he was into that and neither did I.