This chapter picks up a storyline that was last posted some 5 months ago. Here is a very brief summary of the events so far:
Mike and his high school teacher, Gail, began an affair at the end of Mike's senior year. They have now spent several weekends together with Gail "tutoring" her pupil. Now it is the summer just before Mike is set to leave for college. They have just returned from a weekend visit to the campus where Gail asked Mike if he was ready to take things "to the next level".
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Gail had wanted to arrange her next meeting with Mike quickly, but she needed time to make all the preparations. In fact, she had actually started getting ready for this weekend many months before. Almost as soon as she and Mike had started fucking she began making the plans and laying the groundwork for this night.
She knew that she wanted to keep fucking Mike but she also knew that she couldn't continue keeping her relationship with him a secret from her husband. Ultimately the best way she could figure to continue with Mike was if he was no longer a secret from Roger. It was the question of how to share her secret that initially had puzzled her.
After thinking for a few weeks she decided that telling Roger would not be appropriate. The best way to share her secret with Roger would be to share Mike with Roger. Once she decided what to do it took her many more weeks to convince Roger.
She started by talking dirty whenever they fucked. She talked about group sex scenarios and started with talking about the third person being a woman. She eloquently described for Roger what the other woman would do and how Gail and the other woman would please each other. Roger responded eagerly to her dirty talk, and she eventually began talking about the same sort of scenarios except the third person was now a man. At first Roger was cool on the idea but Gail made the act of her fucking two men simultaneously sound so lewd and nasty that he eventually began to also get into that fantasy.
Once he had warmed to this idea Gail began raising the subject outside of when they were fucking. He didn't think she was serious at first but she assured him that doing two men simultaneously had always been a fantasy of hers. She told him that she really wanted to try and make it come true.
Roger balked at the idea initially on the grounds that he didn't know how it would make him feel to actually see her fucking another guy. She explained that the other guy would mean nothing more to her than a new sex toy. Like with one of her vibrators or dildos she would fuck the new guy wildly during sex but then easily set him aside and return to her wonderful life with Roger. It took some time but he gradually conceded that point and said he would be OK with it in theory.
He then protested because he said he couldn't imagine how they would "recruit" the extra man. He wasn't into trolling the bars for any old guy they could pick up. Gail assured him that she didn't want that either and then told him that she had given the idea some thought and had come up with perfect candidate. "What's his name?" Roger asked skeptically.
"Mike," Gail replied.
At first Roger said no way at the idea of involving someone so young who also had just been one of Gail's students. Gail told him some of the true details of her relationship with Mike to set the stage. She told Roger that she knew Mike had a big crush on her. She said that she had seen him staring at her tits and ass on many occasions. She never said anything to Mike because she found it flattering to be the object of his inappropriate stares.
She assured Roger that Mike would be a perfect third. He was young and would be eager to try just about anything. Plus, he would be leaving for college very soon and would be going to a school that not many of his classmates would attend. This meant that there was almost no chance of his telling someone that would lead back to their own circle of friends.
After he went to school she and Roger wouldn't see him unless they wanted to arrange something, so there wouldn't be any awkward accidental encounters. Lastly, she reasoned that his crush on her would make him an easy target. When Gail finished her argument she paused and feared that she had been a little too thorough. She had been creating this argument in her mind for weeks now but didn't want it to seem that way.
Roger didn't say anything so Gail continued. She proposed to invite Mike over and begin to seduce him. With his being young and invariably horny he would surely fall prey to her advances. Once she had him so horny and wound up that he couldn't see straight she would introduce Roger and then live out her fantasy of fucking two men at once.
"Isn't Mike that kid you went to the test with a few weeks ago?" Roger asked. Gail was afraid Roger had figured out that something was already going on between her and Mike. She tried to compose herself before she replied.
"Yes," Gail answered, "that makes it all the better. Mike and I have had the chance to interact socially outside of the teacher/student relationship. We started to build a sort of friendship from hanging out that weekend that will help remove any remaining awkwardness from him having just been one of my students."
She and Roger talked for several days and he eventually agreed to try Gail's plan. Gail could feel her pussy grow immediately wet and she started to make the final plans.
Several weeks had passed since Gail and Mike had gone on the trip to the university and she knew that he would surely be leaving in the next few days for college. She assured Roger that if either he or Mike got the least bit uncomfortable that they could say so and the whole thing would stop. On Friday evening she made the call to Mike.
