Teaching Little Sister free porn video

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At sixteen, my little sister Chrissy is a knock-out, a real true-life beauty. She started maturing early and is now five-two, with 35-22-34 measurements on a one hundred five pound body. With her flawless complexion, long auburn hair, and startlingly deep green eyes, she could easily be mistaken for a youthful model, perfectly exemplifying all the sweet and fresh characteristics of young womanhood.

Chrissy has a very a sweet nature and personality, and this contributed to our complete lack of the brother-sister friction that sometimes develops in a family. On the contrary, she has always been one of my top supporters, attending all my football and basketball games and cheering me on. Being three years younger, she bestowed on me a childlike hero worship--I was always her big brother, her hero, her knight in shining armor. As far as she was concerned, there was nothing I couldn't do nor was there any problem I couldn't solve.

The relationship was more than reciprocal. As we were growing up, I adored little Chrissy and doted on her. I was always interested in and proud of all her achievements and encouraged her whenever it was needed. If anything, I gave Chrissy more attention and love than our parents. They both worked in very stressful jobs, and at the end of their workdays neither had much energy left to deal with our "kid problems."

Because of this relationship, Chrissy early on got into the habit of bringing her problems to me. I fixed many a broken doll, put band-aids on her bo-bo's, and dried her tears and tickled away her real and imagined hurts. This relationship carried over into her teens and has resulted in my being far more protective of her than is the case with most brothers and sisters.

One area where this especially showed up was in her relationships with boys. In this regard, I've been almost tyrannical in the way I've monitored and screened her dates. It's a wonder our relationship hasn't suffered because of this, but Chrissy takes it in her good-natured way and just thanks me for caring that much about her welfare. Despite her phenomenal beauty, Chrissy is very shy and vulnerable with boys, often coming home in tears from a date. To help her with such problems, I've tried to explain how boys think and act so she'll better be protected in her dealings with them.

One problem Chrissy has had to face head-on is her developing sexuality. Many of the problems and teary eyes she's brought to me have been related to this area, and I've tried to deal with them in a completely honest, straightforward manner. I haven't used any "birds and bees" stories, but have explained and described sexual relation issues in the everyday common words she hears from her girl friends. From these conversations I knew that Chrissy was still a virgin, but based on the noticeable tension and the odor of feminine sexual arousal that I detected from her when she returned from some of her dates, I believed this to be a short-lived condition. Because of that, I arranged for her to secure and start taking birth control pills. She laughed at my being so protective, assuring me that she still far from going all the way. Nonetheless, to indulge me if for no other reason, she's taking the pills religiously.

I greeted these developments with very mixed feelings. On one side, my protective feeling about her wanted to shield her from the bad early experiences she could have if she chose the wrong boy. On another hand, I could see that she has highly developed sexuality, and I didn't want to stand in the way of her being in a position to develop and grow in this important aspect of maturing. On still another side, I found myself disturbingly jealous. As much as I told myself it was completely wrong to feel that way about her, I was absolutely turned on whenever she came in from a date with that musky odor of a woman in heat about her. I pictured in my mind how her little virginal pussy must look, smell and feel, about how wet it must be, and even though I fought against the feeling, I couldn't prevent my getting a hard-on. I found myself with the thought that no pimple-faced boy deserved such a treasure, and even worse, I harbored a secret, almost irresistible longing to be the one to claim it. That she might have had similar thoughts was beyond my comprehension, beyond any hopes that I had buried deep within me.

One Friday evening, Chrissy came in from a date about 9:00 in the evening, much earlier than her usual 11:00 or 11:30. I was alone in the house, our parents being away for the weekend, and was watching television when she came in the door. Usually, she stops and says hello to me and relates how her date went. This evening, she did neither, but hurried upstairs to her room. I found this very strange because the boy she had dated was one I approved of as being almost good enough for her. I was hoping that if she did have to lose her virginity it would be to a boy like him, one who probably would be gentle with her. Apparently, though, problems had developed on the date, because she was home early and--based on her not having stopped to greet me-- upset, hurt, or angry. I heard the shower start running and decided that as soon as she had finished her shower I would go upstairs to check on her and be the best big brother I could be.

After I heard the shower stop and had given her enough time to get dressed, I went upstairs. The door to her room was closed, and the sounds of light sobbing came from its other side. I knocked lightly and asked, "Chrissy, is it okay if I come in?"

The sobbing stopped for a moment, and Chrissy said, "If you want to." I opened the door and Chrissy's room was darkened, with only the light from her vanity shining. She was already in bed, the sheets pulled up to her neck. Her face was tear-streaked and her eyes red from crying.

"Baby, baby, what's so wrong?" I asked softly, sitting on the bed next to her. I stroked the hair back from her forehead and kissed her lightly on a wet cheek. "Did you have trouble on your date tonight?"

Chrissy sniffled a little and answered in almost a whisper, "Yes."

"Boy-type problems?" I asked, knowing she would recognize that I implied the whole range of sexual relation problems.

"No, Jimmy wasn't a problem. You were right--he's real nice, and I liked him a lot."

Puzzled, I pressed on. "Well, it's obvious something's bothering you," I said, taking a tissue and drying her cheeks for her.

Chrissy gave me a little half-smile, rueful more than happy, and answered, "I just had some Chrissy problems, that's all."

"That sure tells me a lot," I said. "What do you mean, 'Chrissy problems.'"

Chrissy's tears had about stopped, and she sat up in bed, apparently ready to explain. When she did, I had a hard time concentrating on the conversation. From what I could see, she had on a pair of baby-doll pajamas, and the sheer top did not hide much. The swell of her breasts pushed them out, and the nipples and darker rings around them were more than just hinted at. I had to fight to keep my eyes from off that sight. The sight also made me wonder how a girl with such beautiful attributes could be having problems.

Chrissy didn't notice my discomfiture and continued her explanation. "Well, I had decided that I was ready to go all the way with a boy, and that because he's such a nice guy, Jimmy was to be the one." My heart started beating faster with this disclosure, and I wondered whether I would be able to sit through her description of the episode without her being able to see the mixed feelings I had about it.

"We went out to Chisolm Lake and parked. After we kissed a while, I put my hand on his leg to let him know I was interested in more. He returned the favor and after a while he put his hand under my dress and played with me. I could tell he was getting really ready, so I suggested we get into the back seat. Before we did, I took off my panties. He saw me do it, and undid his belt and pants. We both got in the back seat and he got between my legs and tried to put it in me."

By this time, my cock was rigid and throbbing. It gave me funny feeling, because here I was getting horny about my sister telling me about losing her virginity, something we had discussed in times past. Nonetheless, I could picture her in that car, legs spread apart, pussy wet and waiting, and the picture aroused me more than I had ever been in my entire life. I ached to reach out and stroke the abundant swells of her breasts; I longed to put my hands between her legs and "play with her" as she said Jimmy had done.

Chrissy paused, and in a hoarse whisper I said, "And then what happened? Go on."

Talking softly, Chrissy continued, "That's when things got bad."

"It hurt real bad?" I said, anticipating the rest of her story.

"No, it didn't hurt, because he didn't put his thing in me. I didn't let him."

"You didn't? What did happen, then?"

"Well, when he got ready to put his thing--what do you guys call it, a cock? When he got ready to put his cock in me, I just clamped my legs together and kept him from doing it. He must have been really ready because after he rubbed against me a little he spurted all over my front. That's why I had to come home and take a shower. Oh, Bobby, I was so embarrassed! Here I had made my mind up and at the last minute I just couldn't go through with it. I just asked Jimmy to bring me home. So here I am, feeling frustrated and crying about the whole thing. I'm really something, aren't I!"

A great feeling of relief flooded over me. For reasons I couldn't fully understand or explain, I was joyous that Chrissy had chickened out. I realized, though, that it wasn't being fair to her for me to feel that way, and that I had to support and encourage her to continue, even though her first attempt had been a total disaster.

"Chrissy, sweetheart, it's not unusual for a girl to do that the first time. A virgin has a right to misgivings. Don't be angry with yourself. You do need, though, to try to figure out why you acted that way so you'll at least understand why. Do you know why you didn't go through with it?"

Chrissy looked up at me and just barely nodded her head. "You do know?" I said.

Chrissy nodded her head more emphatically and whispered, "Yes, I know, but I can't talk about it."

For the first time that I could ever recall, Chrissy didn't want to confide in me. I was taken aback, completely puzzled by her actions. I put my hand against her cheek and caressed it with my finger tips, saying, "Chrissy, I respect your wishes if you really don't want to talk about it, but remember, this is Bobby, your big brother. We've never held anything back from each other. Do we want to start having secrets now?"

Chrissy's face fell and tears started welling up in her eyes again. "No," she whispered, "I hate secrets."

"Don't you want to tell me, then?" I asked.

Chrissy sat up straighter and almost defiantly said, "All right, if you want to know, I'll just come out and tell you. The reason I couldn't do it with Jimmy was... the reason was because he wasn't you."

I was stunned. We just sat there in silence, looking at each other, my letting the meaning of what she had said sink in. I was having a hard time dealing with it. If I had heard her right, then all the fantasies I had had about her, about the way we might make love, about claiming her virgin treasures, were no longer just my fantasies alone, but were shared by her also. I had to be sure that she had actually said what I thought she did.

"Chrissy, do you mean... ?"

"Yes, you big lunk, that's exactly what I meant. I meant I didn't want to give my virginity to Jimmy. I meant I wanted my first time to be with you. I meant I wanted my first time to be with someone I love and who loves me. Someone who will take care of me and be gentle and make it something that is completely good. I don't want my first time to be a quick wham-bam in the back of a car with some kid I hardly know. Bobby, for as long as I can remember, I've dreamed my first time would be with you, with my dear, sweet brother Bobby." After saying that, she reached out to me and wrapped her arms around my neck and hugged me tight. "Oh, Bobby, you just had to know, didn't you! What must you think of me now!"

I stroked Chrissy's back as I held her and thought about her question. Finally, I answered. "What I think is that you are the only one of us who's been honest, who's faced up to their true feelings."

Chrissy pulled back and looked me square in the face. "Does that mean you feel the same way I do?"

"Oh, God, Chrissy, even more! I've just tried to bury my feelings, to pretend they haven't existed. Society says its wrong for a brother to love his sister, and I've wanted to be the best big brother you could possibly have. But every time we've talked about sex, every time you've come home from a date hot and bothered, every time you've talked about going all the way, I've felt miserable. I wanted it to be me. I wanted it to be me who not only told you about sex, but showed you as well. That old brother-sister taboo has kept me from letting you know how I feel."

"Oh, Bobby, that old taboo was invented before there was birth control, to keep defective babies from being made. It's probably been to prevent brothers from forcing themselves on their sisters, too... and, I guess, sisters from forcing themselves on their brothers." Chrissy paused in thought for just a moment and said softly, "I'm not forcing myself on you, am I, Bobby? You're not saying this just to humor me, to keep me from being embarrassed about what I said, are you?"

I took Chrissy's hand and moved it to my crotch. "Feel that and tell me what you think." Her fingers lightly moved over the bulge that was so evident in the front of my jeans and then moved down my leg, tracing the contour of my swollen, throbbing cock.

Chrissy's eyes widened, and she said, "Oooh, Bobby, you're so hard. And sooo big! Are you that way because of me? Am I doing that to you?"

"Yeah, it's all because of you. Seeing you in that top, holding you like this with your breasts rubbing against my chest, and thinking about what you will look like completely naked has done that."

"You want to see me completely naked?" Chrissy whispered.

"Oh, yes, Chrissy. I've dreamed about how you would look without any clothes."

"Well, that's worked both ways," Chrissy said. "I've had dreams about seeing you naked, too. With your cock hard and poking out in front."

"What else did you dream?" I asked.

"I dreamed we were both naked. That you caressed my entire body from head to toe. That you kissed me like I was a girlfriend, not a sister. That you kissed me all over... in all the places where it feels good." Chrissy then added, very softly, "Then I dreamed you made love to me, that you took my virginity, and it was sooo gooood." Chrissy put her arms back around my neck and pressed herself against me. She whispered, "Bobby, please make my dream come true."

Instead of answering with words, I turned her face to mine and kissed her. I kissed her like a girlfriend, not a sister, opening my mouth wide and probing between her lips with my tongue. Hers responded immediately, moving out to meet mine and coiling in swirls and circles around it. She dropped her head to the pillow, and I followed, continuing the kiss even harder. Our mouths were wide open, lips spread against each other, soft and wetly working in little nibbles. Chrissy started breathing faster and I felt her heart increase its tempo against my chest.

I pushed my hand under her pajama top and moved it over her right breast, lightly brushing across it with my finger tips. Taking her nipple between my fingers, I gently rubbed the hard little button and ran my fingers in a circle around it, tracing the rosy ring that engirded it. Chrissy arched her back up against my hand and moaned softly in pleasure. Taking her whole breast in my palm, I kneaded and softly squeezed. Chrissy spoke muffled words, "Oh, God, Bobby! That's so good!"

Moving my kisses, I kissed each of her eyes, the tip of her nose, her ear lobes, and then her neck. Each was a wet kiss, with my tongue making little circles of wetness on her skin. I lifted the bottom of her pajama tops, exposing those perfect breasts, each half-melon shaped and just as firm. My lips moved to them, sucking the little strawberry that topped each of them. Her nipples hardened and swelled, standing out like little soldiers at attention. I licked around each of them, drawing a wet ring around the nipples. Using the full, broad side of my tongue, I lapped at the underside of each breast, moving from its base out to the nipple. Chrissy moaned in pleasure and arched her back to me each time I drew out a stroke of my tongue.

While I was making love to Chrissy's breasts, I moved my hand under the sheets that covered her lower half. I found her thighs and stroked each one gently, almost feather-like. I moved to their inner sides, finding baby-smooth skin. Chrissy moved her thighs apart, inviting my hand to further exploration. My finger tips moved up, drawing little circles as they moved. As I approached the vee of her legs, they spread apart even more, leading my hand into the pleasures that awaited there.

Finally, I touched the lace that trimmed the edge of Chrissy's pajama bottoms. The lace was damp. I moved across it onto the silky smooth area of Chrissy's crotch. It was soaking wet and slick. I found the edge and inched my fingers under it. Damp, curly down met my fingers. My finger dipped down and found the cream-covered lips concealing Chrissy's mysterious feminine treasures. With just the slightest amount of pressure, I stroked my finger tip between those lips and into the valley between. It was like moving into a warm, slickened passageway. The labial lips pressed against my finger, almost sucking it into her secret sexual regions.

My fantasy about Chrissy's pussy was coming true--I was "playing with her," and both of us were loving every minute of it. While I was making her dream come true, she was turning my dreams and fantasies into reality. I needed to go farther, though. I needed to fully bare Chrissy's body--make her naked, completely open to sight and touch--and touch and kiss every sensitive part of her.

Chrissy's hips hunched up to meet my hand as it explored her hidden, nethermost parts. She was almost panting now, her breath coming in gasps. My finger moved down between her legs even more and came to her "little man in the boat," the ultra-sensitive hooded clitoris, the nexus of her pleasure center. I lightly flicked my finger across it, and Chrissy jerked her hips upward, moaning as electric jolts of pleasure flowed through her. Moving my finger through the wetness of her creamy flow, I flooded her little love bud with juice and rubbed it lightly in a little circle. Chrissy's hips humped up against my hand, and she cried, "Oh, Bobby, that's so goooood!"

Keeping one finger busy on Chrissy's love nubbin, I moved two other fingers lower, spreading her lips apart. She was soaking wet and the crotch of her pajamas was now almost dripping from the aroused flow of her love juices. My finger at last found what it had been seeking, the opening of her tunnel, the tunnel into the innermost parts of Chrissy's woman sex. I moved one finger into the opening and probed. The hole was slippery and tight, but my finger slipped into the cavity without difficulty. Down to the first knuckle, then down one more, and finally, my whole finger was immersed in Chrissy's cave of pleasure. I wanted to move my finger in and out, imitative of the action my throbbing cock longed to be taking, but her pajamas restricted my movement. It was time to rid her that impediment. It was time, too, for me to reveal her little virgin's pussy to my sight, to see first-hand what I had seen to now only in my fantasies.

Reluctantly, I moved my hand out of Chrissy's pajamas and then took hold of the sheet that covered her. Slowly I pulled the sheet down. My breath was coming faster now, and my heart thumped in anticipation of the sight I knew would soon be revealed. The sheet came slowly down, and top of her pajama bottoms were revealed. Then all of her bottoms, and finally the sheet went to the floor and Chrissy's whole body was fully shown in all its magnificence. Her beautifully formed legs were still splayed apart and her pajama bottoms were askew from my explorations. A big splotch of dampness covered the crotch area and the wide swatch of Chrissy's abundant pubic down showed clearly through the wet, transparent fabric.

With just the lightest of strokes I ran my hands up Chrissy's legs, stroking her feet, then her calves, and then up to the white, full thighs. I caressed the sensitive insides of her thighs, making little circles in the wide part just under her crotch. Chrissy moaned and moved her hips in little circles, urging my hands to go further, to go the very center of her pleasure pit. Instead, I moved my hands to the top of her brief baby-doll pajama bottoms and started to draw them down, slowly, inch by inch. Her little belly mound was revealed, just a slight bulge of baby fat still apparent. Then the dark, auburn bush came into view. Lower still, the full glory of Chrissy's whole vulva was revealed to my hungry eyes. Chrissy's soaking, creamy vagina. The musky odor of her arousal wafted up to my nose and my arousal was increased even more. The whole area of Chrissy's sex mound was awash with her juices and invited loving attention. My cock throbbed and indicated that it was ready to provide such ministrations.

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I spent some time qualifying to teach an English class as I semi-retired from day to day business and took a board seat as part of selling my business in a takeover. I purchased a home in a coastal village in Croatia and this has worked well this year.I visit secondary schools to examine students in English on their ability to speak English and I also offer an English conversation group in my township which is actually a village overlooking the Adriatic coastline.This year I have had a mixed...

4 years ago
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Teaching The Teacher

World War II was just over and Joey Lassister, like many other veterans, had recently returned home. Even though he was technically a veteran, he didn't really feel like one. He had joined the Army in his senior year of high school and only spent a little more than two years in service, none of which involved combat. Nonetheless, there he was, with mustering-out pay in his pocket and no goals in life. He figured the best thing to do before deciding about the rest of his life was to finish high...

2 years ago
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Teaching a Professor

Ense??ndole a un Profesor Teaching a ProfessorChapter 1: The Course?That way, opposite sexes generate attraction between them. It is an enjoyable feeling that nature imposes us to instigate our instinct of procreation. Having intercourse is in its own a very pleasurable moment for both sexes, just because of the same reason, it is a feeling natures uses to encourage reproduction.?Scott Kendall, 33 years old and Licensed in Sex Education, gave this course year after year, and it was finishing ...

2 years ago
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Teaching Sally The Final Lesson

Teaching Sally, the final LessonIf you read my previous 2 stories. You will remember that as a high school teacher who has suffered through being teased by the young hotties in my class I was frustrated but I never came on to any of my students. However, a former student, a recent graduate, named Sally approached me and confessed her crush on me and how she wanted me to teach her all about sex before she went off to college. And we met and had an incredible “lesson” with me showing how...

3 years ago
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Teaching SisterInLaw 8211 Part II

Hi Readers. My name is Arvind and this is the sequel to my first story on ISS.Thank you for all the positive responses which encourage me to write more of my experiences.This a continuation of the first part- Teaching Sister in LawI had to visit my in laws place again in 6 months’ time after the incident I narrated in the first episode.My in laws were very happy as their younger daughter Rupa was pregnant now and they were thrilled about the news. I reached on a Friday and planned to stay for...

Incest
2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Four Daisy Training Prepares Her for the Workshop

Teaching the Sissy Maid Workshop at the MVP, Chapter Four: Daisy Training Prepares Her for the Workshop Synopsis: Flashing between Daisy's training before the seminar and the seminar's beginning, more is learned about how Daisy trained to be ready as Ms. Rebecca's sissy maid example and how the Sissy Maid Workshop is run to insure the transformation of the submissive male candidates into the sissy maids and cuckolds wanted by their owners. I loved the look on Daisy's face as...

4 years ago
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Teaching Me Part 2

Introduction: The summers fun continues… Teaching Me Part 2: The next day I dont remember getting up off of Kay, or putting my clothes back on, or going to my room and tucking myself in, so I can only suppose Kay did those things for me. I lay on my back in bed, blinking in the strengthening sunlight, remembering the last 2 days, which had flown past, lightspeed. I remembered my first, then second encounter with Doe, and then my little cuddle session with Kay. I remembered how firm and pert...

2 years ago
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Teaching New Position To Young Married Neighbor

We were recently married and lived in an apartment in a big city. Those were the fun days when we were very excited about sex and used to experiment a lot. We had a couple moved in our neighborhood, who were also recently married. Neighborhood lady Mira was in her early 20s, and my wife soon became friends with her. Mira was good looking, with nice figure and her boobs seem to be in good shape from what I could make out from above the dress. They used to talk a lot while I was gone for work.One...

4 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter One

Teaching the Sissy Maid Workshop at the MVP, Chapter One by Scott James Rebecca James is a successful proponent of female supremacy and believes the vast majority of males should subservient and submissive under the control of the woman who owns them. As she does twice a year, Rebecca is preparing to teach a workshop for other female supremacists who wish to transform their submissive male into a sissy maid and servant. I simply loved teaching the introductory Sissy Slave...

2 years ago
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Teaching Susan

Teaching SusanChristine awoke slowly, her head pounding. Slowly she opened her eyes and her senses began to come into focus. As consciousness returned to her she began to take stock of her situation. She is strapped naked to a ridged metal chair her head is strapped tightly across her four head to the chair, a large ball is stuffed into her mouth and strapped around her head.        Her torso is also strapped across her shoulders and below her breasts crossing over her arms just above the...

4 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Six Another Sissy for Ms Rebeccas Household

Teaching the Sissy Maid Workshop at the MVP, Chapter Six: Another Sissy for Ms. Rebecca's Household? After the workshop ends on day one, Ms. Rebecca stays to speak with some of the women attending the class and gets an unexpected offer that offers her some incredible rewards if she can take ownership of another young male submissive who is displaying sissy tendencies. After the workshop ended for the day, I stayed for a while to give me a chance to speak with some of the women...

4 years ago
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Teaching her a Lesson2

Teaching Her A Lesson The girl next door may be every boy’s dream but the girl that lives next door to me is a monster. She thinks that my backyard belongs to her and that she has free access to walk through my flowerbed and stomp on anything that she wishes too. Tina Louise Carter or TLC as she likes to refer to herself. Tender Loving Care is not what I would to do to her bare ass. At fourteen she thinks she knows it all and that her shit don’t stink. The boys are all over that....

2 years ago
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Teaching her a Lesson1

Teaching Her A Lesson The girl next door may be every boy’s dream but the girl that lives next door to me is a monster. She thinks that my backyard belongs to her and that she has free access to walk through my flowerbed and stomp on anything that she wishes too. Tina Louise Carter or TLC as she likes to refer to herself. Tender Loving Care is not what I would to do to her bare ass. At fourteen she thinks she knows it all and that her shit don’t stink. The boys are all over that....

3 years ago
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Teaching Carol Ch 8

Teaching Carol, Ch. 8 By Zen Mackie When Carol told me that she was going to have to make a presentation on Parent’s Night at her school I knew I’d have to do something to make it memorable for her. I didn’t tell her I was planning to attend; I simply arrived at her room about half an hour before the meeting was supposed to begin. She answered my knock on the door in a dress of dark maroon silk—or some fabric that looked like silk. It was very conservative in cut and came down past her knees....

BDSM
3 years ago
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Teaching Teacher

TEACHING TEACHER By Ashtree The following is a work of fiction/fantasy. It is not intended to condoneor encourage forced sexual acts between females. All character and events arefictitious. Hello, Jenny here again with another story of how much I love raping otherwomen. Remember how my first conquest had been Angela, my neighbour, when Iwas only 16. Well, for days afterwards I'd been terrified that she'd go tothe Police, (this was before I realized how shameful being raped by anotherwoman...

4 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Two Jaimes Training as a Sissy Maid Begins

Teaching the Sissy Maid Workshop at the MVP, Chapter Two Jaime Learns About Life as a Sissy Maid I led Jaime from the garage to my master bedroom in the back of the house and told him to get in the Waiting Position as he had done before and to remain silent until he was told he could talk. I smiled when he nodded his head up and down for yes since he had just been denied the right of speech. Perhaps he may just become as valuable as he appears on first glance, but that was rarely...

3 years ago
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Teaching the Teacher

"Umm, hey, Mr. B." I heard a voice say as my class was leaving.  My thoughts were on two important things.  First, I desperately needed to go to the faculty restroom and second, it was finally lunchtime!"What's up?" I asked, looking up at one of my favorite students at the Community College where I taught.  Her name was Emily and she was a delight to be around.  We'd known each other for years.  I had actually taught her World History back when I was still teaching high school.  She was clever,...

Taboo
2 years ago
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Teaching Shannon a LessonChapter 1

When I met Shannon Brien I was twenty-three, had just gotten my M.S., and was teaching in a community college while I worked on my Ph.D. Shannon was in a College Algebra class I taught in my first Spring semester, and I noticed her as soon as I entered the room. I had broken up with my graduate- school girlfriend some time earlier, so I was very vulnerable to Shannon's very obvious charms; so vulnerable, in fact, that my cock actually stiffened slightly when I saw her in the front row. She...

2 years ago
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Teaching Kurt and Dani

Sometimes, people have no idea what they are doing.That was a truth that Monica knew well, though she had no idea it was about to hit so close to home as she drove her Lexus up the driveway to her spacious residence. The divorce from her husband five years ago, after a rocky f******n years of marriage, had left her with a nice settlement and a beautiful daughter. She had gone from having no skills in the workforce to a near-six-figure income during those five years. At the same time, her...

4 years ago
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The Quarterbacks Little sister

This story is going to be long, but I think you guys will like it.They were at it again.Brad and his girlfriend were always very careful when their parents were around, but if it was just his little sister Emily left in the house they didn't have a care in the world. It was funny too, because Emily and her brother never had the 'you won't tell mom and did, will you?' conversation. She could have easily just hinted to her parents what was going on after they left the house.But ultimately, Emily...

1 year ago
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Teaching Sara Miller

I turned forty five today and decided to write my life story or at least a chapter of my life. I called it “The Unleashing of Sara Miller”. It was all about what happened at a point in my life that caused my life to quickly spiral downward and take a turn to a place no one had expected. I got caught up in a life that I thought I had left behind well before I met my husband of twenty fife years, David. I had suppressed so much of that part of my life that it all exploded and resurrected itself...

Erotic
2 years ago
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Camping with my little Brother and Sister

sister should be getting we have been playing with each other and fucking each other almost every day before and after school even after everyone in the house is asleep we would sneak into each other’s bedroom and sleep together and wake up with a pussy and ass full of cum and pee, Ned never really had to use the toilet I was his personal toilet and cum bucket and his little slut and I loved every moment of it. My mum sister brother and i were all sitting to have dinner i could see Ned...

2 years ago
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Big Little Sister

“How’s Violet getting by?” his mother asked, inquiring about his younger sister. Josh looked at his eighteen year old sister. Except for the two bedrooms, the apartment was all one open space, so he could see her in the kitchen from where he was sitting in the living room. She was cleaning everything again, mostly out of a combination of boredom and anxiety, the way a lot of people were getting during the lockdown. The petite yet thick-curved teen had only brought enough clothes for a few...

3 years ago
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little julies sister

one day when we were in julies room and Daniel was fucking fucking julie (i just watch because i always enjoy watching my ex's getting fucked by other guys). her little sister caught Daniel fucking her big sister. my gf was holding onto her bed sheets while my friend was fucking her doggystyle. they just stopped and my dick went limp quick. her little sister just said that she was telling their mom and leftthe room. my gf told us to leave, so we did. a few days later my gf called for me to...

3 years ago
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Law of the BloodChapter 6 Manhunt for a Little Sister

Roban left the palace before Leandris woke up again. He packed a few clothes and shouldered his big battle-ax. Seventeen and a half-year old now, he was six feet eight inches tall and weighed almost three-hundred pounds. His strength, speed and endurance were far above normal human abilities. A body designed with a single purpose, to fight. It was time to find his sister. Since the day Athea and his mother left, more than five years ago now, it was like a part of him was missing. He missed...

4 years ago
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Teaching Amanda Chapte two

Introduction: Amanda becomes Grahams real slut Teaching Amanda- Two This story follows on after Amandas first night with her college art teacher, Graham. It starts on the following day, her project/exam day. ***** I felt a cool breeze pass over my naked breasts and cursed myself for leaving the bedroom widow open. My nipples grew hard as the breeze caressed my skin, the smooth feel of the sheets on my naked body aroused me. Then I remembered why I was naked and I smiled, sitting up in bed. ...

3 years ago
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Teaching the Youth

My name is Ryan Sterling and I own a resort in the Florida Keys. Daniel, who is eighteen, and I live on the resort in a penthouse overlooking the water. He is going off to college after the summer is over. Daniel is not my son but his father died when he was young, and I have known him for years and taught him everything he knows about everything. I have been teaching him some of the basics about how to bed a woman properly and he essentially asked me something to the effect of; 'Will you...

Group Sex
2 years ago
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Teaching Tara Part II The Kiss continues

Mr Tanner’s kiss stayed on my mind all night. It felt so good. I couldn’t believe I’d let him put his tongue in my mouth like that…or that I’d put mine in his. I was looking forward to going over to his house the next day. I could think of nothing else the entire day.After school, I walked over to his Mr Tanner’s house and knocked on the door. He opened the door and welcomed me with a smile. “Hi Tara, I’m so glad to see you”. He took my hand and led me inside. He offered me a beer, but I told...

4 years ago
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Teaching her my sister learns to give Blow Jobs

This is a continuation of 1st, "My sisters sleepover" and then "At Home One Night". A saga of a 18 year old boy and his coming of age 16 year old sister,This was a weekend unlike most, I actually had the house to myself! My parents went to a class reunion of my dad's and they were going to spend the night there. My s*s was spending the night at Linda's after the basketball game and me, well I got stoodup by a girl at school for a date to see a movie. She wanted to see this, but claimed...

4 years ago
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Little Titties and Sister

At age s*******n things felt very different in my family. My sister Jill was a year younger than myself and very cute. She had auburn colored shoulder length hair, just like our mom. Five years earlier my dad died leaving just the three of us. As Jill's older brother I felt a responsibility to help and protect her. At the same time I had fantasies about how sexy and cute she was. She had a tight little body that I could not stop thinking about.When my dad died most of the mortgage on our house...

2 years ago
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Little tits of sister

At age seventeen things felt very different in my family. My sister Jill was a year younger than myself and very cute. She had auburn colored shoulder length hair, just like our mom. Five years earlier my dad died leaving just the three of us. As Jill’s older brother I felt a responsibility to help and protect her. At the same time I had fantasies about how sexy and cute she was. She had a tight little body that I could not stop thinking about. When my dad died most of the mortgage on our house...

Incest
2 years ago
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My little sister

Hi, this is sudeer from raipur and i am 35 years old. I am regular reader of iss and i love the insect stories and i also love to have insect sex. I always look for the opportunity to have sex with my relatives. This is my real incident. This is the incident when i was reading in 1st year of the b.sc. And i used to visit to my relatives home in vacations. One of my mosi lives in a town and there are four members in the family. My uncle has one son 16 year old and one daughter she was 15 years...

Incest
2 years ago
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Sex experience with my friends mother 3 with my little sister

Introduction: i recomend you to read my previous story named :Sex experience with my friends mother -2 for feeling more horny from this story Slowly, I left the house without being noticed by anyone to my hostel. That day, in the evening, avinash came to my hostel .he gave me a pendrive and asked me to play it in the pc. (I know that he brought the prone videos .he used to collect new prone videos every week and used to watch them at my room and I am in a plan to get out of hostel and rent a...

1 year ago
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Big Sister Little Sister

Little Sister, Big Sister BY: Melissa Atimes When I was very young my older sister loved to dress me in her clothes. We were too young to think there was anything wrong with this but instinctively knew our parents wouldn't approve so we kept this activity secret. Even as my sister outgrew something she would save it until it would no longer fit me. Our mother would complain, "Why are you saving that. It doesn't fit you anymore." When I entered my early teens, with my sister's...

2 years ago
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Sex experience with my friends mother 3 with my little sister

That day, in the evening, avinash came to my hostel .he gave me a pendrive and asked me to play it in the pc. (I know that he brought the prone videos .he used to collect new prone videos every week and used to watch them at my room and I am in a plan to get out of hostel and rent a house for myself.) I have noticed that most of the videos of his collection are of incest sex. So, I asked him if he had crush on his sister hasmika. He told me that he was controlling his crush over my sister...

3 years ago
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Twins Little Sister

It was Wednesday evening the phone rang. Samantha picked it up. Her mother was on the other end. She explained that she had to go to Japan for a business conference over the weekend. She was leaving on Thursday. Samantha had friends in Japan that she hadn't seen for awhile and asked to tag along. "Sounds fun." mother was excited to have the company on the flight there and back. Hannah wished she could join them but had to work Friday. She called Rich and asked if he could stay with her over the...

4 years ago
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My little sister

After a few weeks of fucking my mom Reema Kapoor, I began to enjoy getting it regular. Mom would put out for me any time I wanted, which was most of the time at my age. The only thing we had to watch out for was my little sister Ritu. She was sixteen but already she was a fully-grown babe. Somehow Ritu seemed to sense that something strange was going on between Mom and me, but luckily she couldn’t put her finger on it. My mom did, though. After that first day, she couldn’t keep her hands off...

Incest
4 years ago
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Their Little Sister

I've written before, as Ann O'Nonymous, and after reading some of the stories posted here, I thought I'd try my hand again. My own comment would be: Try another hobby. This, I guess, is possibly a one-off. This is a work of fantasy - all people and situations depicted are fictional, with no basis in reality. Permission is given to post this disaster-in-the-making on any free site. Their Little Sister by Ann O'Nonymous After...

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