Note to reader: The stories previously posted in the series "Jack Awakens" and "Jack's Exploits" were originally the opening chapters of a book which I had started writing over the last few months. I have now decided to post the entire book, which traces the sexual development of a high school boy during his senior year, hopefully at the rate of one chapter each week. The stories previously posted have been retitled as "Jack's Education" in strict chronological order, under the "Novels and Novellas" classification, as the book covers a variety of sexual behaviors and experiences.
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CHAPTER 3
Jack awoke with a start and momentarily wondered where he was. He soon remembered, when he saw Tina coming back into the bedroom wearing a robe and carrying a tray. "Hi, sweetie, did you have a nice nap?" she smiled at him as she put the tray on the nightstand.
"I really did," he said. "I didn't know I was so tired!"
"I think you wore yourself out," she replied, as she shrugged off her robe, letting it slip to the floor. "But I don't think John Thomas is tired, is he?" indicating Jack's cock as it began to rise again at the sight of Tina's gorgeous nude body.
"No, I guess not," he agreed as Tina handed him a glass of wine she had just poured. They clinked glasses and Tina said, "To the good times!" She got back on the bed next to him and cuddled up to him as best she could with a glass of wine in her hand.
Jack was really curious about how she had decided to take him to bed, so he said, "I was serious when I told you I'd never done anything like this before. This was really my first time to, er, you know....."
"First time to fuck a woman?" Tina interrupted.
"Well yes, it was. How come we're in bed together? How did this happen?"
"You really shouldn't question good fortune, baby, but this is the truth. I overheard Tim and Toni talking about you and how they were arranging to get you laid. What they were planning seemed kind of risky, because it may not have worked the way they thought." Jack was shocked that Tim would discuss his plans with Toni, as he thought that it was a secret between himself and Tim. Tina continued, "I decided to take matters into my own hands and show you how a real woman would feel, instead of an inexperienced teenager. One thing, though," she said, with a little grin. "Technically you still haven't fucked a woman, she fucked you! But don't worry, in just a little while, you'll get the chance to do just that. This time, we'll go more slowly, and you'll make me come more than once!"
She smiled at him again as Jack asked, "But how come you decided to do this for me?"
"This isn't the first time I've had sex with a boy much younger than myself. I love to teach young men the art of lovemaking and I feel that it is much better for them to learn from an experienced and willing woman than to fumble around with girls of their own age. Besides which, I love the feel of young, strong cocks plunging inside me! Just like the one you have here," she said as she lovingly fondled his hard prick with her hand.
"So how many boys have you been with?"
"Well, I guess it must be at least ten."
"Ten?"
"Yes, I've been the first lay for a good few of Tim's friends and I even got to fuck Toni's first boyfriend before he could do anything with her!"
"What!"
"She'd complained that he was very naïve and fumbling around, and wasn't getting any satisfaction from him."
"So you stepped in?"
"Yes, but only because she asked me to."
"Tina, you're something else! Does your husband know your fuck these boys?"
"Jack, my husband is a very busy man and he spends a lot of time away from home, so I have the freedom and the time to engage in my little hobby, as I like to think of it. Mind you, when he's home, he's a very loving husband and father, not to mention a wonderful lover, so our life is full as well as fulfilling."
