A confusing time – 1

As a rule, I rarely think back on this story, as even now it seems strange to me. This happened when I was younger, and the idea of sex was new and exciting. I had already kissed a few girls, and we had a tight knit group of teens in our neighborhood that seemed to be lax about learning about each others bodies. One girl specifically, Brianne, was quite liberal with being topless, and my close friends and I routinely convinced her to let us play with her breasts after school. Sometimes she would ask us to pay some money, other times she wouldn’t. Overall when it came to women, I felt like I was pretty well versed, though I was always eager to learn more.

A few blocks away there was a family of older teens, they were the cooler high schoolers that we knew, who would sometimes hang out with us if we were outside, or doing whatever it is we decided to do. We were all pretty friendly, which is where this story takes place. On a lazy Sunday afternoon I found myself without any of my friends on the block. It seemed everyone was busy, none of my family was home, and I was pretty bored, so I went outside to kick a ball around while I awaited one of my friends to return. As I was out there one of the cool highschoolers was walking by. We kicked the ball back and forth, and talked about what being in his grade was like. During that time we watched as Brianne and her parents drove by, as they left their house for the day. Conversation quickly turned to how hot she was.

“I kissed her,” I told him. Tom, the older boy, smirked a little and asked if that was all I did.

“No, I’ve played with her tits, and stuff,” I said, feeling a little bashful.

“I’m sure you’re not the only one. But I bet you haven’t done much more than that.” Tom said as we walked inside the house to get some water. As we sat there drinking, he poked me with questions.

“Have you had sex before?” he asked?

“Yes” I lied.

“Oh then, what does a pussy feel like, is it hard or soft?” I thought on it for a moment, knowing I’ve never really felt one.

“Soft” I told him, which he nodded.

“What does it taste like?” he asked.

I recoiled, not sure what he was asking. He prodded me about Brianne and asked if I had ever taken her pants off. I shook my head.

“You know, I can show you a way to unbutton her pants and take them off without her even really knowing.”

I expressed my interest in learning this trick. He said he would show me by doing it on me. As he was older than me, he was also much bigger than me, over 6 feet tall, and I hadn’t completely grown past 5’3 yet, so he felt very large next to me, as he had me lay on the couch, and he began to move slowly on top of me. After a few quick motions my pants were undone, and he backed off a little.

We both looked down at my pants. “See.” he said. “Do you want to try it?”

I agreed and we switched sides, I began grinding on him similarly, and tried to get his button undone but the position was too awkward and I was nervous, so I backed off him, and told him I couldn’t. He asked if I wanted him to show me again. I agreed.

As he grinded on me more, one hand on my pants, the other around my back, holding me close to him, our heads next to each other as he vigorously dry humped me for a couple minutes, he backed away again. This time I saw that my pants were half down.

“See, it’s not so hard, do you want to try again?”

I nodded, and we switched places. I began grinding on him slower, my hand tearing at his button until it finally came undone, and I pulled harder to cleave the zipper further. His pants were completely open, but unlike me, who had worn underwear that day, he hadn’t. His hard cock sprang free, and I jumped back, not expecting it.

“Have you ever seen another cock before?” He asked. I shook my head.

“Not in person” I told him.

“It’s no big deal, you’ll see a lot of them when you get to the showers in gym.” He laid back, his cock, which was the biggest I had ever seen, sticking out from his pants.

“So,” he went on, “Now you have her pants off, so you want to lick her pussy, at first it may taste strange, but it gets better.” he said.

I nodded.

“It actually doesn’t taste much different then a dick.” He stared at me. I met his gaze and we stared at each other for a little.

“If you want to try it, go ahead and taste it.” He said. “This way you won’t be scared when you go down on a girl.”

I shook my head, but he insisted. He said it wasn’t a big deal and nobody had to know. I inched closer to his still erect cock and pressed my lips up against it. He leaned back on the couch with his hands over his head.

“There you go, now put your mouth around it.”

I did as he told me. I felt the warmth of his cock on my lips as I pushed his cock deeper into my mouth. I felt one of his hands press against the back of my head, as he guided my head up and down. At this point, with his big cock stretching my lips, I began to feel his cock get larger, before his cum shot into my throat. I attempted to recoil, but he held my head firmly in place.

“Keep it right there, this is what it tastes like when a girl cums too” he said.

I struggled for a moment, and then relaxed as I slowly began swallowing each spurt of his cum. I looked up at him and he kept my gaze for a moment, and then released my head and his cock popped out of my mouth.

“It didn’t taste so bad, right?” he said.

Feeling flustered, I agreed, I was confused as to what just happened, but dismissed it.

“If you ever want more tips on what to do with women again, just let me know.” he said.

I nodded, and he left pretty quickly after that. What happened next surprised even me.

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