jacks mum part 2
- 2 years ago
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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.
*
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.’
‘That’s wonderful, Tina.’
‘There’s one thing I should warn you about, Jack.’
‘What’s that?’ Jack said, slightly alarmed.
‘Once you leave this room today, it will never happen again. I will teach you all I can in the time we have together, but once we are finished, the book is closed and I will no longer be available to you.’
Jack felt a little disappointed to hear this, but he understood why. After all she was his friend’s mom and a happily married woman. ‘I understand perfectly, Tina,’ he said. ‘Shall I still call you Tina afterwards?’
‘Yes, I want you to. All of Tim’s friends do, so it won’t be unusual. By the way, how come I hadn’t met you before yesterday? How long have you known Tim?’
‘Actually, I’ve known Tim since we moved here about three years ago after my father died, but we only became friends two weeks ago.’
‘I’m sorry to hear about your father, Jack. What happened?’
‘He died in a car wreck, Tina. He was driving home when a drunk driver going the wrong way on the interstate hit him head-on.’
‘Oh, Jack, I’m so sorry,’ she said, taking the empty glass from his hand and putting it on the table next to hers. She folded him into her arms and cuddled him gently in a very loving, almost maternal way.
‘Thanks, Tina,’ he said, after they ended their embrace.
‘So, what caused you to become friends with Tim after all this time?’
‘Actually, I’m not sure I should tell you.’
‘Why not? Tim and I have no secrets from each other.’
‘Well, perhaps he should tell you himself.’
‘OK, then,’ she said, sounding disappointed.
‘Well, let me just say that we found a common interest while we were in the showers.’
She laughed, saying, ‘Now I understand! Like mother, like son, eh?’
Jack laughed too. ‘That’s right! Talking of Tim, shouldn’t he be home by now?’
‘Yet another confession! I arranged for Tim to be out all afternoon, so we would not be disturbed. When you arrived first, I let you think he would soon be home, so that you wouldn’t leave, which would have spoiled all my plans! It’s now four and I don’t expect them back until at least six. That still leaves plenty of time for us to relax and enjoy each other, and for me to show you a few more things. Don’t worry, I’m enjoying this too!’
Jack turned to her and said, ‘Tina, the wine has me feeling horny again as you can see,’ indicating his fully erect cock. He bent down and kissed her on the right breast.
‘Do you like my tits, Jack?’ Tina asked, mischievously.
‘Oh, yes, I really do! They are so beautiful. I see now why Toni has nice ones, too.’
‘Oh, so you noticed, eh?’
‘You bet I did.’
‘Have you ever played with tits before?’
‘No, I never have.’
‘Alright, Jack, let me show you how to treat a lady’s boobs. Put your hand like so just under one of them and gently caress it.’ As she spoke she took his hand and put it on her breast to demonstrate the correct touch. ‘After a while you can increase the pressure ever so slightly and knead them a little. Gradually move towards the nipple area until your thumb can touch it, like so. Roll the nipple around with your thumb and generally you will find it becomes erect, just like mine has. Once you’ve done this, keep your hand on that boob, thumb still on nipple, massaging gently, and use your other hand to do the same to the other, like so.’
Jack was following her instructions to the letter and now had one of Tina’s beautiful globes in each hand. ‘OK, listen carefully. Keep fondling the outside of each boob with your hand, while you kiss one nipple, and then start gently to suck it. Usually this brings some kind of reaction from the lady. Switch to the other nipple and do the same. Keep alternating from one to the other and then maybe suck both at the same time. If you do it right she might start moving her hips in pleasure, and this is the first sign of sexual desire on her part. If you
get this reaction, just like you have in me, you’re well on your way!’
Jack was really enjoying himself now, sucking on each nipple alternately.
‘OK, Jack, that’s good, that’s real good. Now it’s time for the next stage,’ Tina said, as she lifted Jack’s head from her tits.
‘Yes, Ma’am!’
‘All right. Now I’m going to show you how to eat pussy, OK?’
‘OK!’ Jack said excitedly. Tina scrunched down a little on the bed, then parted her legs and raised up her knees. ‘Position yourself belly down between my legs with your head just by my pussy.’ Jack complied, and as he did so, Tina put both hands by her pussy and opened it out just like an oyster. Then she asked him, ‘Ever seen a pussy before?’ and when Jack said he hadn’t, she exclaimed, ‘Never?’
‘No, never!’
‘OK. You see right at the top there is a little knob, almost like a little cock? That’s called the clitoris and is the most sensitive part of a woman’s anatomy, even more sensitive than the nipples. If for some reason stimulating the nipples doesn’t work, then move on down here and work on the clit. That should do the trick. But the key is to work your way to it gradually. Just like you can’t score in baseball by missing out a base, you must go through every stage to really arouse a woman.’
Jack was looking at her intently as she spoke. She took her hands away and her pussy closed up slightly. She continued, ‘OK, you ready? Bend down towards my pussy and kiss it like you kiss a mouth.’ Jack bent forward and kissed it as she instructed. It tasted slightly salty to him, but it wasn’t an unpleasant taste.
‘OK. Kiss it again, but this time use your tongue,’ she commanded. ‘Push your tongue between the lips and then circle it around, just like when you french kiss.’ Jack did as she said and she let out a little sigh. ‘Oh, Jack, that feels great! You’re a quick learner! Now stay there and lick the sides with your tongue, oh, oh, Jack that’s good! Work you way gradually up to the clit, tease me, tease me, yes, yes, yes!’ Tina sounded in ecstasy now and Jack thrilled to her reaction.
‘OK, Jack, you can lick my clit now. Oh, Jack that’s beautiful! Lick it, lick it, oh wow!’ Jack was becoming really turned on himself now and started to jerk his throbbing dick to gain some relief. In an instinctive move he started sucking her clit and this took her over the top. Tina moaned, ‘Oh Jack! I’m coming! I’m coming!’ and started bucking her hips in a convulsive move, pushing her pussy hard against Jack’s mouth. He held on for dear life and was shocked when she let out a stream of gooey liquid into his mouth! Tina grabbed Jack’s head and held it tightly against her spasming cunt until her climax passed!
After a few moments, her heavy breathing started to return to normal and then she smiled down at him, ‘Wow, Jack, that was great! I haven’t come that hard in a long, long time!’
‘I did it OK, Tina?’ Jack asked.
‘You sure did! Now come up here so you can fuck me with that hard dick of yours!’
Jack trembled a little, as he moved his body over hers, realizing that at last he was going to fuck this wonderful woman, yet not really believing it! He was hot with passion, his cock throbbing and waving around. Tina drew up her legs, fully exposing her entrance to him. As she did so, she reached for his cock and finding it hard as steel, guided it to her cuntlips. Jack could feel the tip of his cock touch her labia and pushed forward, forcing his cock deep into Tina’s cunt! It was warm and wet, spread wide from her orgasm, but still it grabbed his cock very firmly Jack felt its wetness upon his cock, which throbbed within her. Instinctively he started thrusting but almost immediately he was ready to come. He stopped his pumping motion to try to delay coming, but Tina, who had crossed her legs around his body, starting moving her hips in a circular motion. ‘Oh, oh, I’m coming, I’m coming!!’ Jack gasped and he let out a huge stream of cum inside her pussy. He had come much sooner than he wanted, as he had so desperately wanted to make Tina come by fucking her. He was breathing heavily as Tina relaxed her legs from his back but held him tightly to her with her arms. Jack was sobbing as she kissed him tenderly. ‘What’s wrong, baby?’ she whispered.
‘I… I… w..wanted it …to last… much longer,’ he sobbed. ‘I…I…w..wanted to make you c…c…come again!’
‘Don’t worry about it, Jack. We still have time you know. Come, lie down next to me and rest a while. We’ll do it again soon, I promise!’
Jack was very happy to hear this from her that he gave her a big sloppy kiss. ‘Thank you, thank you, honey!’ he said, as he slipped off her body to lie down at her side and put his arms around her. It felt so good for both of them that they soon dozed off.
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Introduction: This is another story losely based on fact and moments that influenced the rest of my life and my fettishes The bitter wind made Andy feel even colder now, as he walked back from his school, than he had felt earlier that dark morning on the way there. His school had been closed due to power restrictions, this was the winter of discontent and the power workers had now been on strike, on and off for several weeks. Without power, the local authorities had to find emergency measures,...
Introduction: Lyn is dissatisfied by sex with her boyfriend On Friday afternoon I got home early from a business trip. My wife, Irmeli, was still at work and Helen, the uni student who I had picked up (actually she picked me up) at an engineering conference, and who now lived with us and shared in our sexual activities, was still at uni. I was glad to take off my business clothes and leap naked into the swimming pool. I swam a few laps then climbed out, fetched myself a cold beer, and sank...
-=Part One=- Claudia spotted the "new guy" right away. He was all her friends could talk about since she had entered the dark caverns of her favorite goth club. "Did you see how long his hair is?!" ... "He kind of looks like Armand, from the side" ... "Oh god I loooooove his coat" ... they whispered excitedly, blushingly looking at him without trying to be obvious. Claudia was beyond such childishness. She took a long drink of a look at him ... well, he certainly was "dark" enough for this...
Jill regretted letting Beth talk her into going for a drink with her after work. Now, she was stuck in a basement wine bar of a nearby hotel pouring her heart out. Feeling very drunk, Jill was on her fourth glass of wine as her secretary, Beth, continued to grill her, "What is wrong with you? You have been so distracted today.""Last night, I woke up in a cold sweat worrying about my son. Earlier in he evening, his father had called to belittle me because of how poorly I had raised Vic. After 18...
“I know just the woman,” I said.“Good. Good.” Kim replied. “Do you mind if I meet her first?”It was ever thus with Kim; a veneer of quiet tact masked steel. This wasn’t a request, it was a demand.“Of course I don’t,” I said.We’d met up for lunch, me and my best friend’s wife. I didn’t know if she’d told Pete we’d be meeting, but then I didn’t care much either. It wasn’t as if we’d be having a quickie in the toilets afterwards. I was helping her with her husband’s education, true. It was also...
HardcoreAs I mentioned at the end of this story: https://xhamster.com/stories/fucking-a-prostitute-of-deadwood-sd-retired-1004581 Jess would contact me when she had something set up. She also contacted me when she wanted to be fucked.It turns out the day I fucked and cummed in my mother-in-law and fucked and cummed deep inside of Jess, both my mother-in-law and Jess did have lesbian sex and ate my cum out of each others pussy. At least that is what I got from my mother-in-law the next time I went over...
I went to class that morning in a bad mood. Some students in the apartment next to mine had decided to ring in the school year with a big bash, and I had barely slept all night. At my polite request to keep the music down, several drunken frat boys had urged me to join the party. I almost considered it, but their leering gazes and sloppy attempts at flirtation made me a little sick and I withdrew.I had spoken to my mother the evening before; she was depressing me with interminable talk of...
Lesbian***** Lesson Three *****I met Steve the first day of summer break. He was over at my house visiting with my brother, hanging out in his room in the basement. Since my brother was a few years older than me, just finishing up his freshman year, we didn't really play together or mingle much. I was watching television in the living room. I don't think i even knew he had company. But it was when I went to the restroom that I met Steve. I was somewhat shocked when I opened the restroom door and saw a...
Earning My Education - The PartyI hated coming here but I needed the money. I always felt that nervous tension in my large stomach as I walked the 10 minute journey from my dorm to his place. It was hot today, the hottest all summer so I was sweating. Fuck it, he'd make me shower anyway, always did. I couldn't be unclean for him and his so called friends. Friends that wanted to fuck a 20 year old chub like he was meat.I got to the door and rang the bell. He made me wait at the door, same shit...
My first week at university,I went for a walk to explore the city. Leaving the colleges behind me I walked down to the river, following the path by the bank to the wilder parts. A couple was lying stretched out on the grass under the shade of one of the trees. He was on his back and she lay partly across him. They were locked in a passionate kiss. Instinctively I stopped to watch and saw one of her hands move down to his trousers where she stroked the bulge in his jeans. I couldn't believe what...
ExhibitionismWhen I was a senior in highschool I was the smart kid. The one with the best grades, proudest parents, and the most likely to succeed. The only thing I didn't succeed in was girls. I tried my best but I was always a little awkward around girls, especially attractive girls. When I was little my father passed away so I was raised by my mother most of my childhood and because of that, I lacked a father figure, someone to teach me the basics of sports, school, and women. My mother tried but she...
MILFRe-Education by Ruby My name is Anthony, and I had made a date with the one girl at the company that every man was afraid to approach. On the day of our fist date, I was a little nervous, after all it isn't everyday that you get the opportunity to go on a date with the head of the Psychology department. Not that it was out of character for me, but I was determined to be on my very best behavior. I held every door for her, allowed her to decide on every...
My College Education Hello everyone. This Belle again with a tale from a client. I will my client tell the tale. Greetings everybody. I am John MacDonald. That was my name at birth, but this tale deals about the time when I was Jackie MacDonald. It starts when I first entered college. I was an incoming freshman. I was taking all the mandatory courses for a freshman. I was enrolled in Business Administration for my major. I know that sounds lame, but it is true. It was the first...
Secondary Education Tyla Flowers [email protected] I am riding on the back of Matt Frawley's motorcycle. I press myself against him, and my breasts tingle as they tease his bulky, sweat stained back. We careen around curves on the Angeles Crest Highway, and we exit down a winding road into the National Forest. We roll to a halt in a gravel parking lot strewn with remnants of bikers' parties. Matt hides the bike in a stand of oaks. He puts his arm around my waist, and...
Secondary Education Tyla Flowers [email protected] Is This Nirvana? Chapter 11 I awaken with a shudder. A fractured ray of sunlight pierces the crack between a pair threadbare quilts which have been hung as an makeshift curtain. From outside I hear the clamor of banda piped through the tinny speakers of a catering truck. A hot breeze wafts a rancid flume of stale cooking oil, jalapeno and stewed pork. I feel nauseous, and choke back a heave. I have mind-splitting...
Orientation The dark, expensive car drove away from Taryn Shimone and left her looking after it with large, wistful eyes, a frightened and lonely gaze that seemed to grow more intense as the car slowly faded from sight down a country road that seemed impossibly long and straight. She sighed, drawing in a deep, slightly quavering breath and turned ninety degrees to her right to face the long, tall brick wall, a wall that, like the road, seemed to stretch impossibly long to the horizon. Behind...
I am an only child, and my parents were married 18 years before I made an appearance. I think they figured they would never have children. Needless to say, I was a daddy's girl, through and through. My mother was a hard woman to love, and even harder to live with. She had a vicious temper and tended to self-medicate with alcohol a bit too much. My father, on the other hand, could do no wrong, in my eyes. When I was five, my dad changed jobs for health reasons, and his new job required...
MasturbationSadie's Education Sadie licked the last of Miss Maple's envelopes. "Are you done, dear." MissMaple, a six foot two Jamaican woman and Sadie's typing teacher asked her. "Yes,Miss Maple. I really appreciate you giving me the work." Sadie said gratefully.Money was tight, and she didn't want to work part-time and screw up her businesscollege scholarship. Miss Maple had never seemed the sympathetic sort, andwas a tough critic of her students, once embarrassing Sadie in front of theclass by...