My sister Kim was 7 years younger than I, and thus we did not have a lot in common. When I hit puberty she was starting school. When she hit puberty I was in college. Oh, we shared the usual family things, birthdays, holidays, vacations and such. But our interests were years and worlds apart. Now and then I would help her with some math or science and I would answer any questions she would have about being grown up, but due to the age difference we rarely played together or watched the same movies or went places together. She was just the kid sister and I was her big brother.
When she was 15 and starting to get into dating she would ask my advice on how to handle various situations. She had not had a lot of experience and was curious, as are all kids that age. Kim was about to enter the period of high school when social as well as sexual items play a large part in a young girls life. It was also the time when your academic performance would determine what college you could attend, what kind of scholarships you would receive, and therefore likely set the tone of the rest of your life.
Kim confided in me that she did not seem to be as boy crazy as most of her classmates and wanted to know what I thought on the social versus academic question. Having just graduated from Penn State and about to enter grad school, I said, "Well, I feel the academics are highly important at your age, and there will always be time after high school to worry about the guys. And besides, most high school boys are so inexperienced and not yet refined in matters of the heart, which you really would not be missing a lot if you spent your time on the books and not the jocks."
This seemed to reinforce the way she was leaning on the subject, she said, "Thanks for the help."
Three years later, she graduated 2nd in her class with a full academic scholarship at a major university. I had just finished grad school and had a nice job lined up. So that summer we spent a couple weeks at our cabin in the mountains of western North Carolina before I had to go out and start working full time. Our folks were working in the city, but they wanted us to have this last time together before I started my new job.
The cabin was rustic and small, and Kim made a point of allowing me to catch a look of her nude a few times. I didn't think much of this, she was still just my kid sister showing off a bit, but what the heck, most any 25-year-old guy likes to see nude 18-year-old girls. Most every night after we had gone to bed, it was so quiet in that cabin in the woods, I would hear her moaning in her room a few minutes after retiring. I knew that my little sister Kim was not a little girl anymore.
One afternoon we were having a summer thunderstorm, so we were forced to stay inside with little to do. Kim said to me, "Can I ask you a question?"
I replied, "You just did" so she threw a small pillow at me. I said, "So what's your question?"
She replied, "Do you think that I'm pretty?"
I said, "You are the prettiest sister I have," and that got me another pillow.
"Come on now, be serious," she yelled, so I cut the joking and told her that she was above average in looks and that she was about fully grown now and would continue to improve as she got a bit older and a bit more self confidence.
We continued to talk about dating and boys and sex and masturbation. Kim confided in me that she had not had any sexual contact with any boys yet and was afraid that she would make a fool of herself the first time around. I assured her that we all have those fears before hand but when the time comes to just go with the flow and do what you feel like doing.
At this point she paused for about 20 seconds, and then unbuttoned the three buttons on her blouse and took it off and set it on the couch next to her. I wasn't sure what to say, so I sat waiting a bit, looking at her sitting there in her ice blue bra and mid thigh skirt. She looked at me, blushing a bit, and softly asked me if I would play with her titties.
I replied, "I'm your brother."
She quietly said, "But I want you to teach me what it's like."
"No, it's not right for me to do that with you," I replied. She just sat there for a minute not knowing what to do.
"Please," she said, "I need to learn, I didn't date a lot in high school, and I want to know what's what when I get to college. And besides who better to teach me than you."
I could feel my cock stirring a bit, even though I didn't have any sexual feeling for my kid sister. Yet here we were, sitting close to each other, and her bra and tits begging for some attention. I thought back to our discussion about boys and sex and school 3 years ago. Kim's breasts had grown since then, and it seems so did her interest in sex. I'm thinking about it, which no one would know, but just couldn't. "Look," I said, "I'm the quote adult here, and it's my responsibility to look after you, not take advantage of you."
A pout was on her face, and she said, "But you aren't taking advantage of me, you will be teaching me. And I'm 18 now, so I am as much an adult as you are. And," she continued, now with an almost evil look on her face, "if you don't do it, I'll tell Mom that you did."
I gulped, and thought about what she just said and her look while saying it. It was true that I would just be teaching her a few things, just like the math and science, and it was an awful threat she made, threatening to say that I did it if I didn't do it. "But …"
She snapped back, "No buts, I'll tell Mom you forced me. And if I do, there goes you car graduation gift, and the rest of your being a part of the family."
I was stumped, what was I to do. "Just what is it you want me to do?", I asked.
"I'm not sure, that's what I want you to show me, what boys do. What do you do with a girl when you are making out with her?"
Considering the situation and the consequences, and I knew that Kim would follow through on her threat, I said, "Well, OK, but I'm only going to teach you the early stuff, I'm not going to have sex with you, I'm not going to fuck you."
Kim's small mouth made the most wonderful smile I have ever seen it make, and she reached over and gave me a small kiss on the cheek. As she did, her silky blue bra pressed against my arm, and I could feel the warmth of her breast. Well, here goes, I thought, and reached my hand over and gently cupped her left breast in my hand. Kim jumped at first, then realized that I was in fact going to do what she wished, and she pushed a bit against my hand and scooted a bit closer to me. I let my hand roam over her soft silky bra, gently squeezing her and running my finger back and forth over her nipple.
It was strange that Kim, without knowing it, was wearing the kind of bra I liked the most. I dislike those with all the lace as they are scratchy on my hand and I just like the nice smooth ones so much more. I kept rubbing her nipple with my finger, feeling it get hard as I did so. I smiled at her and she smiled back and kind of cooed to me. I could tell that she was enjoying her lesson. And my cock was telling me that the teacher was too.
I had Kim stand up and face me, and then come and sit on my lap, with her legs straddling me, one outside of each of my legs. Now I could use both hands on both of her titties, and just gentle squeezed them and played with them and made both of her nipples hard and erect. Kim's eyes were closed, and she was making a soft happy humming sound as I toyed with her bra.
After about the first minute of doing this I was so uncomfortable that I had to take my right hand off of her left tit, reach down into my briefs, and allow my cock to stand upright. My hand went right back to her bra and gave her left breast a nice full fondle. She opened her eyes as if to ask what that was about and I smiled and whispered that everything was fine and that this was to be expected under these conditions. She chuckled and closed her eyes and continued her little noises as I continued to play with her nice soft tits.
After about ten minutes of this, I decided it was time to move on. I moved my right hand over to her side, gently caressing her skin, and slowly reached behind her. My fingers reached the center of her back, and in one movement that I can best describe as like clicking your fingers, grabbed the bra strap hooks, pulled then together and released them, all in a split second, and the bra was undone. I slowly moved my right hand up to the strap on her shoulder, while still caressing her right breast with my left hand. Kim instinctively moved her body as she would anytime when removing her bra, without even realizing that she was doing so. With just a slight touch of my right hand, the bra fell free of her left tit and the strap slid down her arm, followed by the right cup pulling away from her body as my left hand continued to gentle fondle her. I was now holding her bra in my left hand as I squeezed it right off her tit. In one quick movement, I tugged the bra away from her body, the right strap gliding down her arm and over her wrist and I let the bra drop to the floor.
I then moved my left hand back to Kim's right breast, softly caressing her smooth skin, and let my hand slide behind her back. I pulled her slightly forward, while leaning my head towards her and engulfed her right tit in my mouth, running my tongue around in circles around her nipple. Kim let out a little gasp as I did this, and relaxed while kind of shoving her soft tit a bit deeper in my mouth. My right hand was all over her left tit, gently cupping, squeezing, and caressing her wonderful flesh. I would take her nipple and play with it with my fingers while playing with her other nipple with my tongue. I was also kind of humming, going mmmmmmm, mmmmmmmm, mmmmmmm, as I sucked on her bare tit.
To get a bit more comfortable, I pulled her lower body closer to mine, to the point that her crotch was tight up against mine. My stiff shaft was poking her pussy through three layers of cloth. She squirmed a bit to get comfortable and I could tell that she liked having my cock throbbing against her cunt. It must have been a full five minutes before I released my lip lock on Kim's right titty. I looked her in the eyes and asked if she were enjoying her lesson.
She smiled and in a voice deeper than I had ever heard pass her lips replied, "Oh, yes", very softly so that someone ten feet away would not have heard.
My arms were getting tired of being in the same position for so long, I moved my right hand behind Kim's back, slipped my left hand over her right tit, and gave a couple flicks of my tongue to her left nipple. I then stopped, looked her straight in the eye, and said, "Now, you must make a promise right now, before anything else, that you will never, ever, make a threat of telling Mom that I forced you to do anything."
Kim giggled softly, and still in the husky but quiet voice said, "I promise."
At this I flexed my cock three times knowing that she could feel it through her cotton panties, we both smiled at each other, and I put her left tit in my mouth and started feasting while my left hand was having a fine old time on her other tit.
Briefly I thought to myself why did you not want to do this. I started to reply to my own question something about being the adult and big brother, when I felt Kim's pussy kind of spasm against my cock. All thoughts of being the responsible adult quickly faded, overwhelmed by the feeling of warm wet where our crotches hugged one another.
I did a lot of my humming on her titty and now and then would gently nibble her nipple while playing with the other with my fingers. Kim was as soft and gentle as a young kitten as I caressed her young body. There were four times I felt her gasp, breath deep, and shudder as we held each other for a long time.
