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You are here: Home / Adult sex stories / The Katie Chronicles Ch. 02

The Katie Chronicles Ch. 02

SallyGSallyG February 27, 2018 Leave a Comment

“He was an idiot.”

“But you dated him anyway,” he continued, “because he was good looking and he had the right car, and he was captain of the wrestling team. You know how lousy it made me feel that this knuckle dragger was sleeping with the prettiest girl in the school, while I couldn’t find a girl to hold my hand. Knowing that asshole was having an experience that I could never have. You really have no idea what it’s like to be on the outside looking in all the time – ”

“You really thought I was the prettiest girl in the school?” I asked. I was really touched by that for some reason.

Jason seemed a little taken aback by the question. For a moment he was flustered and then he half-heartedly nodded yes.

“Well, and not that it’s any of your business, but I never slept with Chip Bennett”.

“You didn’t,” Jason said, looking the happiest I’d seen him look in years.

I shook my head. Jason’s happiness only lasted a moment; he was soon back to his semi-miserable self.

“What’s wrong now?” I asked.

“Nothing, it’s just that, even though he never slept with you, he still got to hold your hand, he still got to kiss you, he still got to – be with the girl everyone wanted to be with.”

“Not for long, I was 15 when I dated him, and he was a real jerk,” I said, “ I wouldn’t give him the time of day now – I certainly wouldn’t go back in to his store and ask him to take a walk with me,” I told him.

“But, his kind of guy, will always get pretty girls to be with him. I haven’t even kissed a girl yet.”

He was really starting to feel sorry for himself.

“Jason, you and I are friends,” I said.

Jason got up and walked a few paces away from where we were sitting.

“I know that,” he said, “ why do you think I wouldn’t know that?”

“That’s not what I meant.”

“I know what you meant, you meant that we’re friends and you wouldn’t want to ruin our friendship, you don’t feel that way about me,” he said as if he were reciting a long ago memorized speech.

“Do you want to know what I meant or are you just going to carry on a one sided conversation?” I asked.

“No, no,” he said lightly, “I’m interested in having a two sided conversation – I’m just not very good at it.”

I laughed. Jason was kind of cute when you looked at him the right way. He was sweet, and smart, and actually had something to say.

“I meant, that we are friends, and that friends from time to time, when they’re not seeing anyone else……can kiss. Or fool around a little.”

That stopped him in his tracks, I could tell he wasn’t expecting that. I noticed him shift a little uncomfortably in order to hide a rapidly growing hard on. That was quick.

“What?” Jason said in a voice that was almost an octave higher than where it usually was.

“It’s a nice day I thought we could fool around a little before we went home,” I said matter of factly.

Jason came over and sat down next to me on the grass.

“What do you earthlings mean by fool around?” He said in a robotic voice.

“First of all if there’s going to be any of this Star Wars convention crap, I’m going home right now,” I said giving him a disapproving look. He laughed.

“That was it. I got that out of my system,” he said quickly, and then added, “you said something about kissing earlier, how…..um….how…..how would we do that?”

“Have you never really kissed a girl?” I asked him taking his hand in mine.

He shook his head no. I gave him a reassuring smile, and brought his fingers to my mouth and gently kissed them. His hands were trembling a little.

“OK, now normally I would suggest you might want to take the lead with a girl, but maybe seeing how this is your first time I’ll kiss you first.”

“That sounds really great,” he said eagerly. Jason was really shaking now.

“Are you OK?” I asked.

“I’m really good, although, is this normal for my heart to be beating this fast?”

I put my hand on his chest and his heart, was indeed, beating rapidly. I assured him that I thought he would be all right. Not wanting him to have anymore time to get worked up, I leant forward and kissed him on the lips. Jason had his lips slightly parted and he responded to my lips pressing against his, by pressing back in to me a little too hard, but when I moved my hand to his face and put a little pressure on his jaw, he immediately eased up. As we kissed our mouth began to open a little more, and our tongues made their first, tentative contact. He tasted good – sweet and clean.

Our kiss lasted for almost a minute, with Jason gaining some confidence as our tongues continued to gingerly move around each other. As far as kisses went, it wasn’t lustful, but very comfortable (at least for me). When we finally broke, Jason’s eyes shone at me.

“Mmm,” I said, “that was nice.”

“Nice, that was amazing.”

He moved towards me, and in a moment, we were kissing again. Jason eased on top of me and I pushed me backwards until I was lying on the grass. This time he was being the aggressor and I went with it, with our tongues now doing battle, I felt the thrill that I so often do when being kissed by someone for the first time. Nerdy Jason was starting to turn me on.

As he kissed me I began to notice he was keeping his hips from pressing in to me and he was making sure his hands didn’t roam past my shoulders and neck. Every time he came close to letting them wander down to my exposed midriff he would quickly move up again. Once I noticed this behavior I had to stop kissing so that I wouldn’t start laughing.

“Jason are you trying NOT to touch my body?” I asked him, when we broke apart.

“I didn’t know if that…. was allowed,” he stammered.

“It’s allowed,” I said laughing at his sweetness, “we’re fooling around, silly, you can touch me anywhere you like.”

I could tell he was trying not to look at my breasts, but I was pretty sure that’s what he was thinking about when I said that.

“Do you want me to take my top off?” I asked him.

“This is a dream, right?” Jason said, “I’m about to wake up any second and this will all be over.”

“Life is but a dream, Jason,” I said laughing at him, “better go with it until you wake up.”

I sat up and unclasped my top and pulled it off. Suddenly I was sitting there in front of Jason with my chest completely exposed to him. I gave him a big smile.

“And Robyn thought the closest you’d get to them was looking from behind the counter,” I said laughing.

“She was right about one thing,” Jason said in a somewhat shaky voice, “They are magnificent.”

I smiled again at him, “Let’s stop talking about them like they’re separate from me.”

“I’m sorry,” Jason hastily replied.

“It’s a little chilly up here, compadre, if you’re not planning on touching them, I’m thinking of putting my top back on,” I said.

Jason quickly moved towards me, and pushing me backward to the ground, began to suck on my tits. It was an awkward move, and I would have laughed but his ministrations were rapidly having an effect on me. His licking and sucking were really beginning to turn me on, and when he ran his tongue along the line that the bra’s under wire had caused it really made me go wild. My hands flew up to clasp his head to my naked tit.

“Oh my God, Jason, that feels so incredible,” I cried out.

As he moved back up from my breasts to my kiss my mouth again I could sense something wasn’t quite right. I realized Jason was intentionally holding his body away from mine, trying not to let his erection rub against me.

“Jason I want to be naked with you,” I whispered in his ear.

He sat up and gave me a look of such adoration that my heart melted. He began to take off his clothes. As he did, I undid the wrap around that I was wearing and laid it out on the ground. By the time I was finished I looked up to see Jason, now nude, looking down at me. I gave him a smile, and lifted my butt off the ground and pulled my bikini bottoms off. Jason had become only the third guy from my high school ever to see my exposed blonde muff.

His appreciation was apparent. His cock, which was already erect, gave a lurch and almost slapped against his body.

Jason’s body was actually pretty good, he wasn’t as muscular as most of the boys I dated, in fact he was on the scrawny side – but he still had pretty good definition. His cock was a good six inches and, although not terribly thick, had a nice circumference. What struck me about it, was how pretty it was – now I know that wouldn’t be the first word most men would want to hear when it comes to their cocks, but it’s a good word and men should be proud to hear it. Jason’s was smooth and had a lovely well-proportioned head.

I held out my hand to him (Grateful that I had my fingers and toes done the day before by my little Vietnamese manicurist, who had talked me in to a beige-silver color called satin doll, which looked quite nice in the sunlight), and Jason took it and moved back in to my arms.

“Katie, I need to ask you a question?”

“Now?” I said.

“Yes now,” he said, “ I can’t believe I’m asking you this, but are you doing this because you want to, or because you some how feel bad about — I don’t know, you feel bad for me.”

“Shut up, Jason,” I said to him while looking him straight in the eyes, “the truth is, like everyone else I know, I have no idea why I do most things….. All I know is right now I’m happy to be here with you.”

Jason kissed me passionately as we fell back on to the ground. He was shaking pretty hard and his body temperature seemed to be on the rise, he was almost feverish.

I gripped his strong erection and smeared the mushroom head of his cock with his pre-cum juices. He gave out a whimper and I felt his erection lurch in my hand again. I started rubbing it against my neatly trimmed pubic hair.

“I want to be inside you,” Jason rasped in my ear.

“I want that too,” I whispered back.

I again gripped his pulsating hard on in my now sweaty hand and began rubbing the bloated head up and down the length of my nether lips.

“Oh no,” Jason gasped out, “I’m going to cum too soon.”

“That’s OK baby, cum inside me,” I whispered.

With that I positioned his shaft at the entrance of my pussy and pulled his hips forward with my other hand.

“AHHH,” I cried out, overwhelmed by how good his initial entrance felt in my hungry cunt.

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