Babysitter's Lesson Pt. 2 free porn video

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A few weeks ago my wife, Jan, had to attend a conference which required her to be out of town for three nights. The kids are now in day care, so this was not a major inconvenience for me. However, on the last night, I had a dinner meeting with a large customer, so I did need to find a babysitter.

The day she left, Jan told me that she had just run into Jenny at the grocery store, home on a break from school. She said, "I'm sure Jenny could probably watch the kids the night you need a sitter."

I never had told Jan about the spanking I had given to Jenny, the last time she sat for us. I felt a little guilty about just how often I thought about that event, and I was quite apprehensive about calling Jenny. Though she had seemed to appreciate the spanking at the time, several months had passed, she was now a college freshman and I imagined she might have some regrets about that night, and may not even want to hear my voice.

I tried to think of other options, but soon realized we did not know anyone we could trust a much as we do Jenny. Jan, of course, had no knowledge of the "help" I had given Jenny, so since she suggested I use her, I pretty much needed to make that phone call.

I made myself dial Jenny's cell number. After several rings, it went to voice mail. Either she could not get to her phone in time, or she saw it was me and did not want to answer. I left a message, "Jenny, this is Mr. Mann, I hope you are doing well. I am in need of a babysitter tomorrow night and I understand you are home on a break. Please call me if you are available." I tried to sound as friendly and upbeat as possible, but worried that my nervousness may have come through in my voice.

For the next hour I wondered if I would ever hear back from Jenny at all. If I did, what would she say to me? Does she think I'm an awful old man, or what?

My phone rang, I looked anxiously at the number to see that it was indeed Jenny. My hand shook so hard I was fortunate just to hit the accept button. I took a deep breath to calm myself and said, "Hello Jenny."

"Mr. Mann, I was so happy to see that you called, sorry it took me so long to get back to you, I've just come out of a movie. Do you still need a babysitter tomorrow?"

"Yes, I sure do Jenny. I would need you to pick the kids up at day care by 5 PM, feed them and get them down for the night. I should be home by 11."

"That sounds great to me, Mr. Mann, I'll take good care of the kids and look forward to seeing you, whenever you get home."

What a relief, I hung up and took a deep breath. The call was uncomfortable for me to make, but Jenny sounded like she was truly happy to hear from me.

The next day went along as expected. I had a good dinner meeting with our client, which ended early enough for me to get home by 10:30. Driving home, I again felt some nerves wondering how awkward my seeing Jenny might be. I just tried to remind myself of how friendly she sounded on the phone, but still, this would be just the two of us for the first time since I had given her a spanking.

Jenny was cleaning the kitchen, when I walked in. She was wearing nice form fitting jeans and a white blouse with some decorative lace. The blouse was open just enough to show a bit of cleavage, as she leaned over to wipe the counter off. She looked even prettier than I had remembered and she seemed happy to see me.

"Hi Mr. Mann, you got home early, that's great." She said with a friendly smile, "How did your meeting go?"

"The meeting went very well, Jenny, thanks for asking. How were the kids tonight?"

"Oh Mr. Mann, you have the best kids. After dinner we played a couple of games and when it was time for bed, I read them one story and they were out. I really have to thank you for letting my watch them again."

"Jenny, I can't tell you how happy they were to find out you were coming. I'm glad you still wanted to watch them for me."

"Mr. Mann, of course I always love to watch your kids, did you think I wouldn't?"

"Well Jenny, I was a little concerned that you might not want to come over here again, after the last time."

"Mr. Mann, are you thinking I would not watch your kids again, just because you had to spank me that last time?"

"I guess I wasn't so sure that spanking you like I did, was really the right thing to do Jenny. I thought you might be a little upset or embarrassed about it, after all of this time."

"No sir, Mr. Mann. If you only knew how much good that spanking has done for me. Every time I start to lose my concentration or focus at school, I just remember the things you told me while you were spanking me. It really is helping me to keep focused better than I ever was before. You gave me a really good spanking which I needed, when I needed it. I'll never forget that."

"Wow Jenny, it means a lot to hear that from you, really a big relief. I guess I was feeling a little guilty not just about spanking you on your bare bottom, but that I can't seem to stop thinking about it. I really enjoyed lifting up your skirt, pulling your panties down, then feeling and spanking you on your lovely 18 year old bottom. Plus, I had a pretty good view of your pussy, when you spread your legs open for me."

"Mr. Mann, now you are making me blush a little. I want you to know that while I really do adore your wonderful children, I have always had a pretty big crush on you. I think you're a very handsome man. You are friendly, intelligent and have always treated me with kindness and respect. Yes, even when you were spanking me, you made me feel like I was really important to you."

I looked at Jenny, both surprised and amazed at what she had just told me. I also realized that at some point between finishing up in the kitchen and sitting in the family room talking to me, one additional button of her blouse had worked its way open. I had no idea if she was aware of this or not, but I now had a pretty good view of more than a little cleavage as well as a good bit of her lacy white bra. I tried to keep from being obvious, but I guess she noticed where my eyes were being drawn. She looked down and seemed surprised at the open button.

She said, "Mr. Mann, I'm so sorry, I guess my button must have just come undone. Is that what you were looking at?"

"Jenny, you are such a beautiful girl, I can't lie to you, I was looking a little to much where I should not have been."

"Oh that's OK Mr. Mann. I really do like you, so I'm flattered that you are starring at my blouse."

While starring back at me, Jenny slowly moved her fingers down to the next button and kind of played with it, as she spoke. She then lowered her eyes to watch as her fingers opened that button. She raised her eyes for just a second to look at me, then lowered them again as she opened the final button on her blouse. She looked up at me kind of shyly, (With the buttons open but the blouse held closed by her hand) and asked in a soft voice, "Mr. Mann, Do you like watching me open my blouse for you?"

"I do Jenny, yes I really do."

"Good" she replied, as she let the blouse fall open and pulled the remaining material from her jeans, providing me a perfect view of her lovely thin white lacy bra.

"Mr. Mann, do you like my bra?" She asked.

"It is a beautiful bra you are wearing Jenny, and you fill it out very nicely."

"Thank you Mr. Mann, you know the last time I saw you, when you were spanking me, I wore only a "B" cup bra but now I'm a full "C" cup.

"You look amazing Jenny, you truly do."

"Is there enough light for you to see my nipples through the lace, Mr. Mann?"

"Yes Jenny, your nipples are kind of hard now, so they are poking through the lace very nicely."

"I will take off my blouse now, Mr. Mann, so you will have a better view." She said as she gently pushed the material off of her shoulders, allowing the blouse to fall to the floor.

"Is that better, Mr. Mann?"

"That is better Jenny, so very much better."

She looked down, cupped both of her hands under the lower part of her bra and gently squeezed and bounced her breasts up and down a few times, smiled at me and winked.

"Would you like to help me take this bra off now, Mr. Mann?"

"Yes I would very much like to help you remove your bra Jenny. I really do want to see your tits."

Jenny sat next to me on the love seat smiled and gave me a nice kiss. During that time, though my fingers were shaking with excitement, I was able to unhook the back of her bra. She pulled back from me just a few inches to let me slide the bra straps off of her shoulders. She then allowed her bra to fall away from her magnificent, naturally full round tits. Her nipples protruded 1/2 an inch as I sucked and fondled them for several minutes. During that time, I noticed that Jenny's right hand was now on my lap, gently brushing against my cock through the material of my dress pants. As I let loose of her breasts, she looked down at my pants, grabbed my belt and worked it open.

She then said, "Mr. Mann, when you were spanking me, I did feel your spanks, but I was even more aware of what I felt growing underneath me pussy. The more you spanked me, the more I knew you had a really big man sized cock. One that I needed to see, feel and suck. So now, I have to pull your pants down because I need to look at your big dick."

With that, Jenny unhooked the top of my pants, pulled the zipper down and pushed my pants to my knees. She then put the fingers of her right hand inside the front elastic of my underwear lifting the waist band up and over, exposing my throbbing cock. She immediately placed her right hand around my member and expertly rubbed it.

She looked up at me with a giant grin and said, "Mr. Mann, you have a huge cock, I need to suck it now."

Jenny then slid down onto the floor to give me the blow job I could only have dreamt about. This beautiful 18 year old cheerleader, had my cock in her mouth as I watched her head going slowly up and down over and over and over again. It was all I could do to keep from coming in the first few seconds.

After sucking me for several minutes, Jenny held my cock tightly in her right hand, looked up at me with her big brown eyes and said, "Mr. Mann, I want you to cum on my face."

That was all it took, as she gave my dick a few more tugs pointing it directly at her open mouth just a few inches away. I let loose with a barrage that amazed even myself. Most of the initial blast found Jenny's mouth, the next few ended up mostly on her nose and cheeks. Jenny then sucked and liked all she could from the head of my cock. She then wiped all she could find off of her face and licked her fingers clean.

She looked up with the brightest smile I have ever seen and said, "Umm you taste so good, Mr. Mann."

"Jenny, that was the most amazing blow job I have ever had."

She surprised me again by saying, "Mr. Mann, I've been a very naughty little girl tonight, haven't I?"

"You have been a very bad girl, Jenny. I'm glad you know that."

"Do you need to punish me before I return to school tomorrow, Mr. Mann?"

"I think you understand that I will need to give you another spanking, don't you Jenny."

Little Jenny was now standing next to me. Her firm naked young breasts with still hard nipples were right at eye level. With my right hand I reached around her to pat and grab the back side of her jeans. I said, "Jenny, you will need to take your jeans off now."

While I continued to fondle her jeans covered bottom, Jenny looked down and slowly opened her belt buckle, unsnapped her jeans and pulled down the zipper. She began to push her jeans down and I could see that her lacy white panties matched her bra which was laying on the floor nearby. As she stepped out of her jeans, I told her I thought it was nice that her bra and panties were such a pretty matched set.

She said, "I'm so happy you noticed Mr. Mann, they are really comfortable as well. It looks like my panties have gotten a little bit wet, doesn't it, Mr. Mann?"

"Let me check that out Jenny," I looked closely and felt the front of her moist panties with my fingers. "Your panties are pretty wet Jenny, but that just makes it easier to see the outline of your neatly shaved bush as well as your cunt, through them."

"Are you going to pull down my panties, Mr. Mann, or do you want me to do that for you?"

"I would like to watch you take your panties off, if that is alright Jenny."

Jenny immediately obeyed, pushing the wet lacy panties down her legs, until they fell to the floor and she could step out of them.

As I studied her pussy, Jenny said, "I've been a very bad little girl, Mr. Mann. I need you to give me a really hard spanking tonight."

With that, she bent over and laid across my lap. I helped to get her totally naked body into the proper position. I rubbed her pretty little ass very lightly as she spread her legs open as far as possible. She turned her head back and said, "Mr. Mann, I want you to have a good full view of my pussy during the entire spanking."

I began to give Jenny a steady stream of crisp hard spanks on both cheeks. Her legs began to kick with a good amount of energy almost right away. I built up the speed and firmness slowly and as she continued the kicking, she began loudly yelling, "Harder, harder spank my ass harder Mr. Mann, I need you to spank me harder!" As the spanking got pretty much as hard as I could do it, I noticed Jenny had slipped her hand underneath her pussy and she had inserted two fingers well up into her cunt. She was working them feverishly as I tried to continue the spanking. Finally I noticed a third finger had worked its way into her clit. She was thrashing about so out of control that all I could do was try to keep her from falling off my lap. I ceased the spanking and just held her the best I could.

I heard her yell, "I'm coming Mr. Mann, I'm really coming."

I just held her in position and watched as she worked her hand and fingers well up inside of her cunt. She finally erupted with loud moans and gowns that seemed to go on forever. Finally, Jenny came to rest, still panting at first. She was eventually totally spent and just laid still across my lap for several minutes, while I gently rubbed her well tanned bottom and told her how amazing it had been to watch her come like that.

Finally recovered, Jenny got up off of my lap, picked up her cloths and took them into the bathroom. Fifteen minutes later she emerged, looking as sweet and innocent as anyone ever did. She said, "I really enjoyed baby sitting your kids tonight Mr. Mann. I have to go back to school tomorrow, but I'll be back home for spring break. If you need a babysitter, please call me.

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Chapter Three: Brat's Final Taboo Lesson By mypenname3000 Copyright 2020 Kat Fear rushed through me at my mother's fury. I ripped my pussy off Daddy's cock and threw myself from straddling him on his recliner. Mother stood at the entrance of the living room, wearing her gardening clothes. She was supposed to be out in the backyard. She wasn't supposed to come into the house and catch me with Daddy. I fled. I raced out of the living room, tears spilling down my cheeks. I felt the cum...

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Mom Teaches Me A Lesson

Note : This story is completely fictional! It all started when my friend Nate came over my house. We were surfing the web for mature porn and reading stories with mature ladies. See Nate got me into the idea of fucking mature ladies, how they have experience, and have bigger boobs and big asses than the girls our age. We are both 18 years old, I am of indian descent. Nate is black and looks a bit older than me, he a bit taller and built for his age. We met at the basketball courts about 4...

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The Guitar Lesson

I hated working in these “gated” communities, but lately times had been harder with lesson requests coming less frequently. My band was working a regular gig at a club in Fort Lauderdale, but the revenue from this wasn’t much of a living by the time we divided the money three ways. I knew that if things didn’t start improving soon financially, I would have to get a regular day job. This thought made me cringe, so I left no request for lessons unanswered, as frustrating as they could be. I had...

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The Futa Fairy Futa Fairies Naughty Game Chapter 2 Ms Marcies Kimmies Naughty Lesson

Chapter Two: Ms. Marcie's & Kimmie's Naughty Lesson By mypenname3000 Copyright 2017 Mrs. Fatima Samara I clutched my harem to me as the clock struck midnight. The year ended. A new one begin. My daughters, niece, and sister were naked, smeared in my cum. I tried to love all my pregnant women before I had to repay my debt to the futa-fairy. To Leanan Sidhe. Despite the spurting futa-jizz and the gasping orgasms, dread had permeated me all day. Now a warmth billowed through me,...

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A Sexy Subject Part 2 A Lesson

I walked upstairs to my bathroom and stripped off my clothes. As I ran hot water into the tub, I started thinking what I had let Mr. Burkle do to me. I remember him pushing his thick fingers in and out of my pussy and I unconsciously let my hand wander down between my legs. I found my clit and rubbed it back and forth. It started to swell and the feeling inside my pussy became more intense. I rubbed harder and I felt my knees almost buckle from the explosive orgasm I had. I braced one hand...

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Millis First Lesson

Milli's First Lesson Janice pulled the Lexus into the driveway, and noticed her bedroom light on. She was positive she turned it off before she left this morning. If her wayward Nephew was nosing around in her room there would be hell to pay. She was already extremely ticked off at having to attend a meeting with his Principal this morning. A meeting which ran on too long, causing her to miss her flight to Chicago. Thank goodness she was able to assure the Principal that Bill...

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The Rogues Harem Book 2 Chapter 15 Princesss Naughty Lesson

Book Two: Rogue's Wicked Harem Part Fifteen: Princess's Naughty Lesson By mypenname3000 Copyright 2018 Note: Thanks to WRC 264 for beta reading this. Chapter Forty-Three: Princess's Naughty Lesson Princess Ava – Az, Princedom of Kivoneth, The Strifelands of Zeutch I stared with loathing at the shelves of leather-bound tomes and tightly wrapped scrolls stacked before me. The receptacle of lore contained within the University of Az's library. The air smelled of musty sheepskin and dry...

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Mr Dentons Next Lesson

I got the note on the top of my paper. It said simply, “Delilah, see me after school. It is time for a new lesson.” I didn’t know what to make of it. I hadn’t done anything wrong this time. I hadn’t been whoring around, or fucking other boys. I had no idea why Mr. Denton would want to teach me a new lesson. My nipples hardened in anticipation, and I smiled at him. His face gave nothing away. I tried to flirt with him and he studiously ignored me through the entire class period. After the last...

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Savage Lesson

SAVAGE LESSON It is one of the unalterable facts of life that women are mysterious. There is no point in trying to rationalise, trying to account for or predict every facet of their behaviour because whatever you think you know is liable to flip over on you revealing a truth you never guessed at. Let me put it another way: You know in those naff horror films where someone looks at their reflection in a mirror? Then they put their hand out to touch the mirror and it turns out to be a pool of...

3 years ago
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Teacher teaches me a lesson

My name is Jonathan and I am seventeen years old, it was my last day of school for this year and our last lesson was Geography. I am normally a very well behaved pupil, a bit boisterous at times and a bit of a rebel when I have my friends around me, but then I do have friends that would encourage and lead me on. But underneath the brave façade lies quite a shy boy for my age. My friends and I have all bragged about the things we have done to try and outsmart each other, as all boys do at that...

4 years ago
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Teacher teaches me a lesson

My name is Jonathan and I am seventeen years old, it was my last day of school for this year and our last lesson was Geography. I am normally a very well behaved pupil; a bit boisterous at times and a bit of a rebel when I have my friends around me, but then I do have friends that would encourage and lead me on. But underneath the brave façade lies quite a shy boy for my age. My friends and I have all bragged about the things we have done to try and outsmart each other; as all boys do at that...

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Another Good Hard Lesson

For the prequel to this story go to:  You can do this… You can do this…You can do this… Teacher, Antony Collins had been thinking this all day, over and over again as he prepared for his English class later that afternoon with the sixth formers. With Alex. Unbidden, the memories of what they’d done a couple of days before came flooding back to him yet again, her soft, pert breasts under his hands, her wicked mouth around his cock, her tight pussy gushing cum all over him…. The sharp ring of...

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The Lesson

The Lesson By GSElvis Jeff was happy with his life--almost. He was a mechanic at a new car dealership, and was good at what he did. His job gave him a comfortable life. He lived in a good apartment in a large apartment complex. His assigned parking spaces contained a shiny, new pickup truck and a big, powerful motorcycle that he enjoyed driving on weekends. The people he worked with liked him. But he was unmarried, childless and alone, and that ate away at him. He had no...

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Millis Third Lesson

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The Lesson

When you got to your desk in Health and Wellness that morning, you found your term paper, face-down. You turned it over. It was a D-. There was a hand-written note on the top. "Shawn- Let's talk about this. See me after class." It was signed by Miss Danielson. You were really worried, and could hardly concentrate for the 45 minutes of class.The bell rang, and you waited at your desk while everyone else went off to lunch. Miss Danielson walked down the row of desks until she got to yours....

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A Lifes Lesson

A Life's Lesson Daniel became aware of the darkness first, a void with no light, no sound, no feeling. Slowly his senses began to return to him. He became aware of pain, terrible pain all over his body and a cold hard table beneath him. Sound began to assault his ears; a cacophony of voices yelling over each other to a point he could understand nothing being said. Finally his sight began to return and he saw the ceiling and realized there were doctors and nurses crowded all around...

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Savage Lesson

SAVAGE LESSON It is one of the unalterable facts of life that women are mysterious. There is no point in trying to rationalise, trying to account for or predict every facet of their behaviour because whatever you think you know is liable to flip over on you revealing a truth you never guessed at. Let me put it another way: You know in those naff horror films where someone looks at their reflection in a mirror? Then they put their hand out to touch the mirror and it turns out to be a pool of...

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The Makeup Lesson

THE MAKEUP LESSON The pings sounded almost simultaneously. Both Kris and I looked down reflexively at our phones, then back up at one another. On the screen of my laptop, I saw him lift an eyebrow. "You got that too, huh?" I nodded. "Yeah - looks like a text from the Prof. Maybe seeing if we've changed our minds?" "I guess," said Kris. He frowned. "You haven't, have you? Changed your mind, I mean." I shook my head. "Nope. I still think it's a bit weird, inviting us to go and...

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Mr Dentons Next Lesson

I got the note on the top of my paper. It said simply, “Delilah, see me after school. It is time for a new lesson.” I didn’t know what to make of it. I hadn’t done anything wrong this time. I hadn’t been whoring around, or fucking other boys. I had no idea why Mr. Denton would want to teach me a new lesson. My nipples hardened in anticipation, and I smiled at him. His face gave nothing away. I tried to flirt with him and he studiously ignored me through the entire class period. After the last...

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Suzannes lesson

Suzanne’s lesson.     “What is it this time Suzanne?” “Smoking in the toilets, Sir.” She stood in front of his desk, one hip thrust forward, deliberately provocatively. Mr. French sighed in resignation of an on-going and unfathomable problem. It seemed that he and this particular young lady were having these chastisement meetings rather more frequently than he would like. “Adopt the position.” Suzanne was a problem, a constant problem. At Saint Agnes School for girls, she was the misfit....

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Mr Collins Learns His Lesson

The stable was gloomy, and the dense aroma of horses pervaded the air. The groom’s erect member was both long and broad, and Mr Collins found himself gagging as the man thrust it vigorously down his throat. He grasped the other man’s firm thigh to steady himself with one hand, while with the other he rubbed at his own diminutive organ, which hung limply from the front of his breeches. For some reason he always found it hard to maintain an erection, even when enjoying another man’s member in his...

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The Benefits of FriendsChapter 5 The Third Lesson

The day's activities and the strength of my various orgasms combined to push me into a deep slumber earlier than usual that night. Whoever had decided that teenagers had nearly limitless sexual recuperative powers had never met someone with her mouth, and her skills with that mouth. As my consciousness left me, a smile crept across my face thinking about her, and how beautiful she was. My sleep was deep, and mainly empty, until a strange dream began to tickle a few brain cells. In the...

2 years ago
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The Benefits of FriendsChapter 12 The Ninth Lesson

At some point during the night, a noise woke me quite suddenly. I opened my eyes, but my sleep-clouded vision did not reveal anything, other than the full darkness. I thought I may have called out from a dream, or started snoring, and woken myself. Deciding that there was no reason to be awake, I rolled over forcefully, and went back to sleep. Daylight flooded my room the next time my eyes opened, and I realized that I was alone in bed. I had a huge morning erection, but didn't indulge in...

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SCENE AT A TENNIS LESSON

I have a crush on you. I have had such a crush on you for the last month, from when you started giving me these personal coaching sessions. I love tennis, I have a natural talent for it, and I’ve been playing it since I was six years old. Now, eight and a half years later, I am getting pretty good and beginning to win the local junior tournaments ... and my heart is set on making it onto the professional women’s circuit and, who knows, maybe some day I will lift the trophy at one of the...

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Teacher gets taught a lesson

I come from a family of educators, so it was only natural that I would follow in their footsteps. My parents both led comfortable lives starting out as teachers then rising up to administrators. To me it seemed like a great field. Good secure incomes and also just as important to me summers off. Living in and growing up in Southern California being able to spend my summers at the beach, playing volleyball, showing off my body hanging out with my friends and lots of sex made summers off a much...

1 year ago
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Janets dirty games part 6 A Shitting Lesson

At this day, windows were open to get in a more oxygenic air than it was usual in our old school building. Accordingly to the season, farmers had brought out manure to the fields outside the city, so the air wasn't really clean and fresh, anyway. Maybe this smell in the air triggered Janet to get into one of her shitgames again - I never found out. Anyway - at this day, the teacher was showing an educational video tape to the actual topic of the history lessons. I remember the videos of this...

2 years ago
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Teachers Lesson

The boy’s remark had caused a titter in the classroom and she could not let it go unchallenged. First she re-buttoned her blouse, causing another titter, then, looking directly at Erik, she asked, “What did you say?” Erik looked a little abashed, then, realizing that he was the center of attention, regained his aplomb. “I said, ‘Look at that set.’” His cool response might have warned her to leave it there. Although he was only 17, Erik had the physique of an adult. His muscular body had earned...

3 years ago
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A Driving Lesson

Nathan waited at the end of the driveway for his driving instructor to pick him up for his first lesson. He was kicking the tree as he waited. Not only was the instructor late but he'd just had another argument with his mother. He didn't think driving lessons were necessary, he could drive well but his mother said he needed intensive lessons and she didn't have the time. This sucked, he thought, all his mates already had their licenses. His father had tried to talk her around but she insisted...

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