Jack's Education Ch. 05

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 5

When Jack got home, he saw his mother's car was in the driveway, and wondered if he was in trouble for being late, for he had no idea what time it was. However, when he walked in the back door, he could smell something delicious wafting from the kitchen and saw from the clock on the kitchen wall that it was just after seven thirty. He didn't see his mother, so he called out, "Mom, I'm home!" and then heard her reply, "OK, Jackie! I'm in the dining room!" He went in there and his mother was setting the table for dinner.

"Hi, Jackie, how you doing?" she asked cheerfully, as he kissed her. "You been good?"

"Yes, mom," he replied. After all hadn't Tina told him he was very good?

"You had fun today?"

"Yes, I did. We played some fun games and had a good time." Again the truth.

"That's good. You know, sometimes I feel guilty for leaving you alone so much, but I'm glad you have friends to spend time with. Dinner will be ready in a couple of minutes, so why don't you go and wash up?"

"OK, mom. I just need to change these clothes," he said, then wondered why, because they were still clean, since he hadn't had them on for very long! He ran upstairs to the bathroom before going into his room to strip off his clothes. He stood naked in front of the mirror to examine himself for the first time as a real man instead of a boy! As he looked at his image he didn't notice that his door was still slightly open and he certainly didn't notice his mother standing in the hallway watching him! He stood there proudly looking at his slim, muscular body and felt better about himself than he ever did, and especially his cock, which although not erect, seemed to him to be bigger than before. He started to think about how both Toni and Tina had called it beautiful, and he felt so proud. As he thought about Tina again, vivid memories of the afternoon flashed through his mind and his cock started to twitch as it started to harden, but he quickly realized that this was not the time and broke out of his thoughts to select fresh underclothes from his dresser drawer.

He didn't know that his mother had been standing there watching and although she had not meant to pry, the sight of his naked body had caused her to stop and look. For a moment she thought it was her late husband, Steve, standing there and as she continued to gaze at her son, she was shocked to realize how much he now looked like his father, especially his strong legs and firm buttocks. She also glimpsed in the mirror her son's penis and couldn't help but notice how similar his was to her husband's. Oh, how she missed Steve and his loving ways, and especially their nights together! She forced herself to move away and as she did so, was shocked to discover that her panties were wet from thinking about the lovemaking with her husband. She was more aroused now than she had been in a long time, and it caused her to realize that at forty-five she was still a comparatively young woman and still had physical needs.

She hurried into the bathroom, her reason for being upstairs, and as she pulled down her panties was surprised to find that they were soaking wet! She took them off and threw them in the laundry basket, before gingerly slipping a finger into her cunt, only to come to the realization that she had been sexually aroused by the sight of her son's naked body! After she had relieved herself she carefully wiped her pussy and then stood in front of her mirror, examining her figure, turning to the left and then to the right. She slipped off her dress and moved her hands on to her buttocks, squeezing the firm flesh. Gradually she moved them around to her front and stroked her smooth firm stomach. She moved closer to the mirror to watch closely as she teasingly lowered her hand on to the bush of pubic hair above her glistening slit. Suddenly she pulled her hand away and unfastened her bra without taking her eyes off her mirrored image. Now completely nude, she saw her body in a way that she hadn't since she lost her dear husband Steve. One hand returned to caress her full breasts, while the other went down to her pubic area. She ran her hand all around her pussy, before gently pushing a finger inside. She got it nice and wet from her own juices and then pulled it out to start stroking her clit. Soon, one hand was not enough and she brought the other from her breasts to push a finger into her pussy and slowly move it in and out. Her buttocks squirming, she tried to reach deep within to ease the itch she felt inside. "Shit!" she swore, "I need something bigger, something thicker, something longer..."

Looking around for something to use, she saw a hairbrush on the vanity. She slid over to it and picked up the brush to look at it closely. She turned on the hot water faucet and held the brush handle under the running water. After she was satisfied it was perfectly clean she turned off the water and hoisted herself on to the vanity. She positioned herself so that she could see her reflection in the mirror and licked and sucked the hard handle as if it were an erect prick, moving it back and forth between her bright red lips, still watching herself in the mirror.

Well, it's not as big as Steve's was and it doesn't taste as good either, but it'll have to do for now, she thought, moving the handle to her pussy lips. Slowly pushing it in with one hand, her other hand caressed and teased her clit. Her hips began to move upward to meet the handle as it delved deep within her hole. Her eyes, now closed, no longer watched her reflected image. Ah, that's better, she thought as she felt the waves of heat build deep down inside her. Moving the brush more rapidly, she began to moan. She could feel the fires burn through out her entire body and knew that soon her bubble would burst, bringing her much wanted release. As her movements became more frantic, she was practically bouncing up and down on the vanity. She now held the brush with two hands, moving it faster and faster in an attempt to climb that final peak. Suddenly she was there and wave after wave of passion swept over her quivering body as she reached orgasm for the first time in three years, screaming out loud with pleasure.

As she gradually regained her composure, she was startled when Jack knocked on the door, calling out, "Mom, mom! Are you all right in there?"

She gathered herself enough to reply in a rather shaky voice, "Yes, Jack, I'm fine. I'll soon come down to serve dinner!"

"All right, mom, I'm going downstairs now."

"OK, see you in a few!" She hurriedly put her bra and dress back on, then slipped into her bedroom for a fresh pair of panties, before going downstairs to finish preparing dinner. When she walked into the kitchen, Jack noticed immediately that his mother's face was a little flushed and began to wonder about the screaming sounds he had heard coming from the bathroom. At first he had thought that he might have imagined it, for it had sounded just like the sounds Tina had made this afternoon and maybe his mind was playing tricks on him. Now he began to wonder if his mother had perhaps been masturbating, and started blushing himself at the thought.

Now mother and son sat down to dinner, each having satisfied their immediate sexual urges. If the truth were told they each felt a little guilty about what they had done, yet still glad of the experience. Jack wished that he and his mother could have a more open relationship, like Tim's family did, but since his father died he had just been unable to ask his mother about anything relating to sex or relationships with girls.

As they ate dinner, Jack and his mother engaged in small talk. As dinner progressed, the conversation turned to Jack's school and the friends he had made. He talked about his newly formed friendship with Tim, and Jack's mother told him she was glad he was making friends. Then he remembered that his mother had said there was something she had wanted to discuss with him.

"Yes, Jackie, there is. I'm not sure how best to tell you, so I had better just give it to straight. I've been offered the chance to be lead counsel in a big legal case in San Francisco, and I'm really tempted to take it. It's a great opportunity for me, and it has always been one of my ambitions to do something like this. Additionally it will give me much more prestige at the firm and also I will be making much more money."

"I can feel a 'but' coming, Mom. What's the bad news?"

"Well, Jackie, it's going to be hard work and I'm going to have to be in San Francisco for the duration of the case."

"Which is how long?"

"Six to nine months. You and I have to make one of three choices. The first is to turn it down."

"No, Mom, don't do that unless you feel you really have to! What else?"

"I was hoping I'd have your support, Jackie. The second choice is that we both go to California, but this is your senior year and I don't want to pull you away from that!"

"And the third?"

"I go to San Francisco and leave you here to finish school, and if the case is not finished by then, you can come to join me out there."

"That sounds OK, but what about the house?"

"I have an idea about that. Janice, one of the secretaries at the office, told me she and her husband are looking for a place for about six months until their new house is ready. What we could do is this: if we turn the playroom downstairs into your bedroom, we could convert the guestroom upstairs into a kitchenette and I could rent upstairs to Janice and Lloyd. It could be completely self-contained and you would have the rest of the house to yourself."

"Mom, that's a great idea! I wouldn't even mind if they wanted to use this kitchen occasionally. There is one thing, though."

"What's that, Jackie?"

"I know we talked about it before, but I'm eighteen now. I'll really need to have my own car. Please, Mom, please!"

His mother smiled at him and said, "I was coming to that. I know I've been over-protective of you, especially after what happened with your father, but I can't protect you for ever. The time comes when I have to trust you and you're almost a man now." She quivered a little as she said this, remembering his nude form earlier. Jack thought to himself, "I am a man now! I fucked a woman all afternoon and she begged for more!"

His mother continued, "I've made arrangements for you to have your own car, Jackie. One of the firm's biggest clients has offered me a three-year lease on a brand new Mercedes at cost. I will be taking delivery in San Francisco, so when I leave – Jackie, I'm assuming we agree I will go by myself?"

"Yes, Mom. It's the best decision you could make."

"OK, Jackie. As I was saying, when I leave I will sign my car over to you, OK?"

Jack jumped up and ran round to his mother to hug her. "Thanks, Mom! And congratulations on your appointment!"

His mother laughed and hugged him. "You know something? I've just realized today how grown you are! I've always called you Jackie as I always think of you as my little boy. From now on I will show respect for your manhood and call you Jack! And if you like, instead of saying 'Mom' you can call me by my first name, Maria!"

"Well that'll sound strange at first, but thanks, Mom, er I mean Maria!"

"It's all settled then?"

"Yes, agreed. When do you expect to go?"

"In about three weeks, or by the end of the month at the latest."

"So, we have some work to do in the meantime."

"Yes, but it shouldn't be too difficult to get it done. First we'll have to fix up the room downstairs and upgrade the bathroom down there. At the same time we can convert the guestroom to a kitchenette by adding a sink and some cupboards. We'll only need a plumber for a couple of days and you can do the rest with some help from a handyman."

"Sounds good, Mom, I mean Maria. When do we start?"

Before she could answer, the phone rang and Maria picked it up. "Hello?" "Of course, Tim, he's right here!" She passed the receiver to Jack, saying, "It's Tim, for you."

Jack took the phone from her and said, "Hello?"

"Hey, Jack, it's Tim. How you doin'?"

"Fine, Tim. How about you?"

"Good, thanks. Sorry about this afternoon, but I hear Mom took good care of you?"

Jack wondered how much he knew, so he simply answered, "Yes, that's right!"

"So whattya doin' tonight? Wanna go to a party?"

"Sounds great! You'll pick me up?"

"Sure. I'll come by in about an hour, OK?"

"OK! See ya then! Bye!"

"Bye!"

Jack hung up and told his mother he would be going out to a party in about an hour.

"OK, Jack, but you won't be out too late, will you?"

This was the first test of their new relationship. "Now, Maria, you need to trust me on this. I'll behave just as you would expect me to when you are in San Francisco. I won't be out too late, but since it is Saturday night, how about you expect me home by midnight?"

"Yes, Jack, that's fine. I know I have to trust you and I do!"

"OK, that's good! Is there anything else we need to discuss about the house? Do you know of a plumber we could use?"

"No, but I'll make some inquiries at the office. I think that's all for now – I just wanted to find out how you felt about the situation. Off you go and get ready for your party!"

"Thanks. I love you, Mom!"

"I love you too, Jack!"

Jack went upstairs to his room to get ready and Maria toyed with the idea of sneaking up after him to see if she could get another glimpse of his body, but quickly decided against it. Instead she began clearing up the dirty dishes. That Jack! Always ducking out on his chores!

As Jack showered he felt silently elated about the day's developments. First Tina had brought him from adolescence to manhood, and then almost as if she knew, his mother had given him the keys to the kingdom! Not only would he have his own apartment, he would have wheels as well! If he couldn't score with girls now, he might as well give up! However, he couldn't see that happening now that he was armed with the know-how, the knowledge that he had the right equipment and the confidence to use it! He quickly dried off and changed into his party clothes, making sure he applied a generous amount of cologne. After all he might get lucky again tonight!

He went downstairs and was surprised to see Tim on the couch chatting easily with his mother. He had not heard the doorbell, so he did not know when Tim had arrived. Tim greeted him as he came in the room, "Hey Jack, you're all dressed up, hey?"

Jack modestly replied, "Got to look your best when you're out and about! Ready to go?"

"Ready to go! OK, Maria, it was nice talking with you. I hope we meet again soon!"

"Nice talking with you too, Tim. I look forward to the next time and I hope you'll be able to stay longer. Perhaps you'd like to come and have dinner with us some time?"

"That would be great! Thanks, Maria!"

"How about tomorrow night? Bring your mother and your sister, too!"

By this time Jack was wondering just what was going on? His heart really flipped at the thought of sitting down to dinner with Toni and Tina. He would probably have a hard-on the whole time and also he'd be petrified that something might be said that would give him away to his mother, and then where would that leave him? Probably on the plane to San Francisco with his mother, that's where! Tim's response eased his mind however.

"That sounds good, but I don't think Mom can make it. She's picking up Dad from the airport tomorrow afternoon and I think they might have plans. I'll ask Sis, though. Shall I give you a call tomorrow?"

"OK, Tim, that's fine!"

"OK, Maria, we'd better be going now."

"Bye, Tim. Bye, Jack. I'll probably be asleep when you come home, so I'll see you tomorrow!"

"OK, Mom," Jack said, still uncomfortable calling her by her first name in front of Tim.

As Tim and Jack drove off, Jack said, "You got real chummy with my Mom real quick, didn't you? On a first name basis already?"

"She's really nice, Jack. But how come you didn't tell me what a foxy lady she was?"

"You really think so? Anyway, you're one to talk. You didn't tell me what a beauty your mom was, either!"

Changing the subject, Tim said, "The party's at Jeff's house, on Cumberland Avenue. You know Jeff, don't you?"

"Yes, he's in our class. Has a rather small cock as I remember from the showers."

"When it's limp, maybe, but it does grow to a rather decent size."

"Well, how do you know that?" Jack asked, rather surprised.

"He's in our voyeur group," Tim said rather mysteriously.

"Your what?"

"Our voyeur group. I was going to tell you about it yesterday, but Mom showed up before I could. Then I was going to tell you this afternoon, but we didn't hook up."

"So what's it about?"

"There are four of us guys from school. We keep a lookout in our neighborhoods for women that like to show off their bodies to anyone who wants to look. You know, they undress and generally show themselves off with the drapes open and lights on."

"Then what do you do?"

"When we find one, we'll pick a good spot to watch and I'll take photos or even videotape them. Afterwards we'll get together to look at the photos or watch the tapes, and jerk off if the mood strikes us."

"Just jerk off to the photos?"

"Usually, especially if no one has a date that night. Sometimes we might go looking for girls and gang bang them, but that's only on rare occasions. Anyway, we'd been thinking for some time that we need another guy to join us to expand the territory, but didn't know who we could trust, although we do take some precautions. Then I thought of you, especially after I could see you liked to look at cocks, and probably would enjoy looking at real tits and pussies."

"I see. It sounds like fun. How often do you do this?"

"As much as we can, but obviously not much happens in winter. Spring is here now and that's when things start to heat up."

"OK, then. Count me in!"

"All right! The other two guys should be at Jeff's tonight too, so we'll just get to know each other and arrange when we start."

"Do I know them?"

"You probably do. Tom and Jim are both juniors, so you've probably seen them around."

"OK, that's good. Tim, I wondered what had happened to you this afternoon?"

"Sorry about that, but I had to do something with Toni and it took longer than I thought. By the time we got home you were gone, but I understand you left something behind?"

"What's that?" Jack asked, suspiciously.

"Your virginity!"

"So Tina told you?"

"She didn't have to. I could tell by the way she was acting when we came home. I know the signs. By my count you're the sixth guy she's initiated. Was it good?"

"You bet it was! Much better than I ever dreamed it would be."

"So tell me all about it. Did you last long?"

"Not too long the first two times, but it was better after that!"

"After that! So how many times did you do it?"

"Tim, I fucked your mom five times this afternoon, including once up the ass!"

"Don't fuck with me! You're kidding, aren't you?"

"I tell you it was fantastic. I really came five times!"

"Jack, you're the man! You go from virgin to stud in one afternoon!"

"Anyway, don't let on I told you."

"No, I'll let her tell me herself. She always tells the story afterwards, and the guys don't mind their exploits being talked about. Most of them are proud of it, like you, though I've never heard any of them claim to have done it five times, like you did. I'm still not sure I believe you!"