Kellie taught me
My sister Katie is 2 years older than I, and we have always gotten along pretty well. Her best friend since they were 7 or 8 is Kellie, and she has always been one of the most beautiful creatures I've ever seen. My mother called her a porcelain doll, with her red hair and green eyes. As she got older she just got more good looking, with a fiery personality to match.
When I was about 8, Kellie was at our house all the time as her folks were not getting along and it was sort of chaotic at their house. So she would come over after school, eat dinner with us, and spend the night on many Saturdays.
By the time I was 13 I had a huge crush on Kellie, and I’m sure she knew it. She was actually very nice to me, playfully called me her boyfriend, give me hugs once in a while, and was generally pretty sweet. So I was always glad to see her around the house.
We had a pool, and we would swim and hang out, and I would love to watch Kellie in her bikini. She didn't have huge boobs, but was better developed at 15 than Katie, and I would try to glimpse them when she bent over. Of course, I would splash and dunk her, looking for an opportunity to touch her tanned body.
By the time they were 16, Kellie and Katie were driving, and dating and weren't hanging around as much, which was a disappointment to me. But one day Kellie came by to pick up Katie, and she was still in the shower, so Kellie and I talked for a bit. My parents were gone for the night already, so I had her to myself for a few minutes.
We were chit chatting, and she asked me if I had a girlfriend yet, and I told her there was a cute girl down the street I liked a lot. Kellie asked me if I had ever kissed a girl, and I said not yet. She said, “Well, would you like to practice?” I wasn't sure what she was asking me, sort of stunned. I said, “Practice what?” She said, “Kissing, silly! I can’t have my boyfriend running around out there not knowing how to kiss a girl correctly, can I?”
My heart was pounding, but I wasn't going to miss this opportunity, so I said, “Sure, OK.” So Kellie said, “OK, I’m going to show you how girls like to be kissed. First, don’t rush. Take your time, and don’t come at them with your mouth open and your tongue hanging out. Girls like to be kissed very gently at first.”
She leaned over, looked me in the eyes, smiled and then pressed her lips to mine. She lingered there for a few seconds, then pulled back and said, “That was nice.”
I then leaned forward and kissed her softly, and she kissed me back. We began to kiss a bit more deeply, and I felt her tongue slide across my lips, and I opened my mouth slightly and she slipped her tongue into my mouth.
I thought I was going to pass out I was so excited. We kissed for a few minutes, and she said “Wow, you got the hang of that quick!”
I leaned forward to continue our make out session, and she said, “I think that is enough for now. Katie will be down in a minute, and you are getting me cranked up, little man.” I said, “I can hear the water running, so she isn't out yet. Just a bit more?” I pleaded. She looked at me intently, and said, “OK, but just this once, and this is our secret, right?” I said, “Right. I won’t tell anyone.”
So we continued our make out lesson, and she and I were both breathing pretty heavy. I was feeling really brave, and since I would probably never get this chance again, I decided to try and touch her breast. I moved my hand, which had been around her waist, slowly up until it was touching the bottom of her left breast - no objection. So I reached up and ran my fingers across her blouse, and again there was no resistance.
I could feel her nipple through her blouse and bra, and ran my fingers across it, and she sort of stiffened a bit said mmmmm. I cupped her breast in my hand and squeezed gently, and she let out a little moan.
I then reached up with my other hand and grabbed her right breast, and began to kneed them intently. I was in fucking heaven. Each hand massaging a breast, and our lips firmly locked. She was moaning and sighing, and finally after a minute she said, “OK, that is enough. You are going to make me a mess!” She gave me a hug, and stood up and I did too. She said, “Chris, you are going to make the girls crazy” and she gave me a hug. She pulled me tight for a second, and without thinking I pressed my hard on against her, which was straining against my pants. She said, “And go take care of that”, and looked down at my bulge. I said, “Oh, sorry” and she stopped me and said “Nothing to be sorry for. I would be worried if you didn't have one of those!” and laughed.
I said goodnight, and then ran upstairs before Katie came down. I was sure she would look at me and figure out what we were doing, and I would have been mortified. Once I heard them leave I stripped laid on my bed, and jerked myself to a tremendous cum, which took maybe 20 seconds, with 5 or 6 squirts across my belly.
After my episode with Kellie, I thought maybe I could get another chance at more action, but I was sorely disappointed. She acted like nothing had happened. She and Katie were going out partying all the time, so I would see her for a few minutes here and there, and that was it. She was friendly enough, but seemed to want to keep a bit of distance so as not to encourage me. No fun!
Katie and Kellie graduated from high school, and Katie went to a local college, but Kellie went out of state so she really wasn't around very much except at holidays and such.
By the time I turned 18 I was starting to get pretty buff. I was into sports, and had a pretty good physique. I had my share of girlfriends, and dated pretty often. I had my share of action and got to finger some pussy and got a few exciting hand jobs. I was still a virgin, but working on correcting that!
At the end of their In their junior year, Kellie came in town to visit. Her parents had split and moved out of town, and ours went on a trip for a week, and Katie got my folks to agree to let Kellie come stay for that week. I couldn’t wait!
Kellie was driving in on a Friday, and though I wanted to hang out with the girls, my girlfriend Molly really wanted me to take her out and I couldn’t come up with a good excuse. Molly was cute and nice, and we had been going out for a month or so, and we would make out and she let me touch her tits and finger her pussy a couple of times, but she never would touch my cock. We went to a movie, but I was anxious to get back home, so I told her I was tired and didn’t feel well so I could get back early.
I got back about 10:30, and walked in to hear Kellie and Katie laughing and being generally rowdy. They had a 12 pack of beer that they had put a dent in, and Kellie offered me one, which I accepted and quickly drained.
Kellie asked me how my date was, and I told her that I came back early to hang out with her. She said, “You’re sweet!” and gave me a hug. This was looking up!
Katie went to make a pizza, so I had Kellie to myself. We sat on the couch and talked, and at one point she said, “So tell me about your love life.” She wanted to know about Molly, if she was pretty and if I really liked her, stuff like that. I said she was nice, but I wasn’t going to marry her.
She laughed and said, “So are two, you know, doing it?” I said, “Well, I get my share” or something like that.
Kellie said, “C’mon, you are still a virgin, aren’t you?” I hesitated, and said, “Well, yeah. But I have done a lot of stuff.”
She said, “Hey, you have plenty of time for that. No reason to rush it.” I was getting a bit uncomfortable with this line of questioning, but she kept at it.
“So have you touched her pussy?” she asked. “Sure, a bunch of times, well a couple of times,” I said.
About that time Katie came down with the pizza. She said, “What are you two talking about?”. Kellie said, “He is just telling me he likes to finger Molly”, which made Katie cackle with laughter.
Katie said, clearly the beer talking, “But does he make her cum?” Kellie grabbed onto that and said, “Yeah, do you make her cum!?”
I was stammering, and really squirming which made Kellie bore in harder. “Yeah, just what I thought. Teenage sex is for boys only!” at which Katie about doubled up with laughter.
I said “What do you mean by that?”. Katie said, “She means that as long as you guys get your nut off, you are happy. And the girls don’t get satisfied, and go home frustrated. Always been like that.”
I’m sure my face was red, and Kellie said, “Yep, that’s it.” I had to admit, they were right. My girlfriends that let me finger them seemed to enjoy it, but I had to admit none of them seemed to actually cum.
Kellie decided to let me off the hook and said, “Hey, no worries, you will find a girl that will show you how to please her one day.” And we turned to the pizza and turned on a movie.
Half way through the movie, Katie had fallen asleep, but Kellie was still awake. I kept looking over at her, and she would notice that, turn to me and smile. I couldn’t tell if she was giving me a signal or not, but that is what I was hoping.
Katie finally stumbled off to bed, leaving Kellie and me to ourselves. My heart was pounding, and all I could think of was getting another shot at that beautiful red headed girl. But I was so nervous that I couldn’t do anything.
The movie ended, and she hit the remote and turned off the TV. We just sat there for a minute, and she said, “Do you remember our kissing practice?” I said, “Uh, yeah. It was like the best day of my life. Of course I remember it.”
Kellie said, “Well, I remember it too. It was really nice for me too.” I took that as an invitation and slid over and looked at her and she smiled and I kissed her. We began to make out, and after a few minutes she pulled back and said, “I think you need another lesson.” I said, “I think I’m a pretty good kisser now.” She said, “I don’t mean that. I want to teach you how to make a girl cum.”
I couldn’t believe what I was hearing. “I said, OK. Sure.” (Like I would say no, right?)
I was ready to dive in and reached for her crotch. But she stopped me and said, “Girls need time to get excited, and you can’t just jam your fingers into their pussies and expect them to like it. Take your time, be gentle and slow, and build up. Kiss me some more and don’t touch my pussy yet.”
She then said, “I’m going to teach you how to touch me by touching you.” She said, “Just sit back and let me touch you for a while.” She began to stroke my face, and then my ears, my neck and chest. She played with my nipples, and then pulled my shirt over my head. She said, “Lay back,” and I laid back on the couch. She said, take your pants off, which I gladly did. I was laying there in my underwear, with a tent in my pants that seemed like a piece of concrete. I started to take off my briefs, and she stopped me and said, “Not yet.”
“Close your eyes and lay back,” she commanded, and I did. She stroked my body, coming closer and closer to my cock, but not touching it. She ran her finger tips down my legs, down my thighs and down to my feet. She gently stroked the soles of my feet, and I would normally be ticklish but this was intensely erotic.
She lightly stroked the insides of my legs, and pushed them gently apart and continued to gently touch the spot below my balls through my briefs. I thought I was going to cum, but she sensed this and moved away. She said, “You can’t cum yet. Control it. If you think you are going to cum, tell me and I‘ll back off.”
Kellie then began to lightly brush my balls, then caressed them gently. She then brushed over my cock from the base to the tip. I could feel my cock dripping with precum, making my briefs wet.
Kellie then pulled my briefs down, exposing my throbbing cock to the air, and slid them off, leaving me completely naked. She gently wrapped her hand around my cock, and held it lightly and began to squeeze it ever so slightly. I was going absolutely crazy, and was on the verge of going over the edge.
Again, she said, “Don’t cum yet.” She let go of my cock, stood up, and took off her clothing. I had seen her many times in a bathing suit, but seeing her completely naked was wonderful. She had such a perfect body and I was gazing at it for the first time.
She lay next to me and kissed me deeply, running her tongue across my lips, and thrusting into my mouth. I was running my hands across her back and down to her firm ass. Her glorious tits pressed against my chest, my cock was between us, and she was grinding against me. My cock was absolutely dripping and oozing with precum, and I could feel her belly getting slippery with my lube.
She had driven me to a sexual peak that I had never been at before. Like most teenage boys, I was used to getting a hard on, cumming in 30 seconds, and that was that.
She said, “Don’t focus the energy on your cock, but make it flow out to your entire body. Control your breathing and relax your muscles, and you can keep from cumming.” And she was right. She kept bringing me close to orgasm, then letting me come back from the peak. She could sense when I was getting close, and then would help me pull back.
She bent over and brushed her hair across my cock and balls. It was the most amazing feeling! She then took her tongue and ran it from the base of my cock to the tip, and then took the head into her mouth and very gently sucked it. Again, she sensed my orgasm building and said, “Relax. Breath” and laid beside me. This was the first time I had ever gotten so close to orgasm without cumming. She said, “Now I’m going to show you how to make a woman cum, and then I’ll finish you.”
So I laid her back on the couch, and knelt beside her and began to lightly stroke her body. Her nipples were very erect, and I leaned forward and kissed them. I started to suck on her nipple, and she said, “Be easy. My nipples are really sensitive, and I would love you to lick and suck on them.”
I had sucked on my girlfriend’s tits before, but always like I was trying to give her a hickey or something. Kellie had already taught me that I had to be more gentle, so I flicked my tongue across her nipple and she gasped. I alternated between them, running the tip of my tongue around her nipples.
I then took her nipple into my mouth, and gently sucked on it, massaging it with my tongue. Kellie was softly moaning with pleasure.
I then began to run my fingertips down her torso. I wanted to touch her pussy so badly, but I knew I had to wait. I stroked her legs and feet like she had done to me, and she was sighing and moaning with my touch.
I worked back up her long legs, and lightly touched the soft flesh inside of her thighs. I brushed her pussy hair, and it was wet and glistening. I ran my finger across her slit and it was slippery with her juices.
Slowly I pushed my finger into Kellie’s pussy, and she moaned loudly. I slid my finger in and out slowly, and pushed a bit deeper each time. But I still didn’t know what I was really doing.
Kellie whispered to me, “A girl’s clit is like the head of a guy’s cock. You have to pay attention to her clit.” She took my hand, and guided my fingertip and said, “Feel that bump? That is my clit. It gets erect just like a cock.”
She then said, “Not too fast. Tease me. Move away from it, finger my pussy then come back to it. Massage it a little firmer and longer each time.”
So I began to dip my fingers into her pussy, and then move back to her clit, which felt like a marble to me. I rubbed it a little firmer each time, and picked up speed until I was stroking her entire pussy firmly. She arched her back and pressed my hand against her with her hand and said, “Don’t stop.”
I felt this gush from her cunt, and she let out a long deep moan that lasted for at least 30 seconds. Finally she relaxed and just lay there. She said, “Come lay next to me”, and I laid down on the couch and put my head on her chest.
After a few minutes she shifted around, and laid me back on the couch and straddled my hips, with her pussy against my balls. She said, “That was amazing. I’m guessing Molly never got that treatment, eh?” And laughed.
She began to slide her pussy up and down my shaft and her juices flowed onto my cock. She reached down and dipped her fingers into her pussy to lubricate them, and began to stroke my cock slowly.
Kellie began to stroke my cock more firmly, and reached down and wrapped her hand around by balls. She started stroking me from the base to the tip, the would let go and repeat this so she was only stroking me in one direction. This felt absolutely amazing, and I had never thought to do that to myself.
She then switched directions, and stroked me only from the tip to the base, alternating hands so that one of her hands was moving down my shaft continuously. I had never been so excited in my life, and the feeling was so intense I almost couldn't stand it.
She then said, “Cum for me” and gripped my cock with both hands and began firmly stroking me up and down. My orgasm hit me like an explosion, and I groaned and cum shot across my chest and over my head in 7 or 8 streams. She slowed her stroking and I relaxed, but she continued to very gently and slowly massage my cock. I was used to just cumming and wiping up the mess, but she continued to pleasure me gently until I was soft.
She said, “Don’t move, I’ll be right back”, and she got up and came back with a warm wet towel and cleaned me up. She said, “Damn Chris, you got some on the wall!” and laughed.
She said, “Now THAT is how you please a woman” and lay down next to me. She pulled a blanket over us, and we fell asleep.
There is more that happened that week, which I’ll tell later.