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  3. My first real lover

Gemini_Wind
I had been sexually active, off and on, since I was about 8 when I played with some friends of mine for the first time. But I was never as sexually active as I was with my first real lover in High School.

I was always an outsider in school, ever since Jr. high. I never fit in, was the smallest guy in class, often the smartest, but never applied myself, according to my teachers, nose always in some book or another that I was interested in. None of that really bothered me since most of the people I knew were jerks anyway. But in my Jr year of high school, I ended up in a few classes with this one Senior kid that I ended up becoming friends with, and later, lovers.

This classmate was black and a bigger geek than I was. Carried a brief case for his books and always dressed for school. I, on the other hand, had long hair, wore jeans and a t-shirt most of the year. Since I am not going to give out anyone’s real names here, I will call him “Kenny”. His dad owned a furniture store in town that did really well, and his mom was a stay at home type.
Anyway, we started talking one day between classes and he was kind of drawn to me because he thought that because I really didn’t give a shit about school (they weren’t teaching me anything that I didn’t already know from school up north), that I was the coolest kid in school. I just shrugged it off and we just started hanging out. Yes, he came from some money, his dad owning a successful business in town and all, but he acted as if he both wanted to act like a bigshot and like he didn’t want to act like a bigshot. I guess he liked that I deflated his ego when he let it get away from him.

So we started hanging out after school and talking, we would go to his place or his brother’s place to kill off the afternoon, watch TV or explore the woods in the area. This routine went on for a while and we would do some generic role-playing, like we were making movies or a play or a TV show of our own, but after a while we started talking about more serious stuff from time to time and one day, while we were at his brother’s house, he asked me if I had ever had sex, and I said that I had, then he asked the odd question; was it with a boy or a girl? And I asked him what he was getting at.

“Well, I was just wondering, since I’ve never done anything with anyone, and I noticed you getting hard when we would talk about certain things.”

“You were looking at me getting hard?”
“I don’t want you mad at me about it.”

I shrugged, “I’m not mad, or anything. But now I’m curious why You’re checking my boner out.” I started to get hard while we were talking.

“I just noticed, that’s all. Can I see it?”

“When is your brother coming home?”

“He’s working til eleven, why?”

“I just don’t want us to get in trouble from him, that’s all.”

“Yeah. It’ll be okay, so can I see it?”

I stood up, undid my pants and dropped them to my ankles, “Here you go.” And started to touch myself a little as I did that. Then I said, “Okay. Your turn.”

He looked at my hard dick, then said “What?”

“It’s only fair. Let’s see it.”

He stood up and undid his pants, and his cock was only half hard and already as big as mine was hard. I looked at it and said, “Man, how are not getting laid with that?” He just shrugged.

Then he reached over and touched my dick and it stiffened even more and I moaned a little, reaching over to play with his, which got all the way hard and much bigger than mine was.

Then he said, “So have you been with guys and girls, or just girls.”

“I’ve been with both.”

“What’s it like?”

“I treat sex with guys the same way that I treat sex with women.”

“But what’s it like?”

“Don’t really know how to describe it. I could show you if you wanted to.”

“How?”

“Well, let’s get our clothes off and get into bed.”

We finished getting undressed and got into bed and I started to make out with him. He wasn’t a great kisser, but he picked up on it. I kissed his lips, neck, ears, shoulders, chest, nipples, all the way down to his monster cock.
I couldn’t get much of it into his mouth, but just to have a moth wrapped around it, blowing him was enough for him. He shot his first load into my mouth, and I swallowed it all. When it was my turn to shoot off, most of it ended up on me.

He got a washcloth and cleaned it off of me. As he was cleaning me up, he asked, “That’s it? What about doing it?”

“You mean fucking? Usually that’s what we do in round two.”

“Show me. How is it different with a man and a woman?”

“It really isn’t a whole lot different.”

It has to be different somehow. I mean, when it’s with a woman there’s clearly a woman, but who’s the woman when it’s two men?”

“Well, lets get you hard again, and I will show you.”, so I reached over and started to blow him again, getting him fully hard, then I laid back on the bed with my legs together. “Just get over me and put your dick between my legs, right up against my crotch. And start humping me.” When he did that, I could feel his dick against my taint, which turned me on more.

Then he said, “That doesn’t seem to do much.”

Then I said, “Now that you have the position and motion going, we do this.” And I spread my legs, had him get up on his hands and knees enough that I could line his dick up with my ass. “Now, push it in me, slowly.” Which he did.

“Wow, you are tight.” As he finished pushing it all the way in.

“Now, let me get used to your size for a minute, then start pumping into me back and forth like we just did.” As I hooked my ankles around his thighs.

He started humping me and he started hitting the right spot, I started to breath heavy and moan like a girl would, which made him want to hump me harder. After a few minutes of this, I got closer to cumming and when I did, it squirted between both of us, and he picked up the pace, telling me that he was going to cum and I said “Yes, Baby!! Fill me up with your load!” then I started to scream in ecstasy as he shot his load into me. I grabbed his ass and held him to me until his hard dick stopped spurting and went soft, slipping out.

After we had both calmed down, he got the washcloth out again and cleaned us both up before coming over to lay down with me again.

After that, it was almost daily that we would be fucking. Sometimes we didn’t even make it to the bedroom. He would pull my pants down, get his hard dick out and fuck me doggy right in the living room. Sometimes we would do it in a secluded spot in the woods.

At New Year’s eve, I stayed at his place for New Year’s Eve. We did the usual stuff, lighting fireworks off, party hats and noisemakers, watching the ball drop in Times square and having a celebratory drink of champaign (I was 17 and he was 18 so his folks just assumed we were the same age). After the festivities were done, we went to bed and as soon as his folks were in bed and we assumed, asleep, he got into my bed with me and we started making out, our cocks getting bigger and hard, then I went down on him, sucking his massive rod, he pulled me around and started sucking me as well.
I shot my load, and he swallowed it all, then he rolled me onto my front and got between my legs, spreading them, and laying down, his hard meat at my tight ass. Slowly, he slid into me until he was in to the hilt and then he started pounding my ass like he was getting the last sex that he would ever get and like it was the last sex I would ever get. It felt so good that I got hard again as he pounded me like a jackhammer for what felt like eternity, then he grunted and slammed his cock all the way in, holding it there as he came. It was so forceful that I felt it splash into me in what felt like gallons of his seed. When he was done, he collapsed onto me, kissing my neck and ear, telling me that he loved me. His dick was still hard as he left it in me, slowly rolling me around so that I was on my back, his cock still in me and my legs spread. I wrapped my legs around him, holding his hips in place as I slowly stroked his chest and arms, then kissed him and said “You know that you just love the sex. But I’m okay with that. You don’t have to love me to make love with me.”

He looked down at me and asked, “Don’t you love me?”

“Of course I do. Just not in the romantic way. You are my friend, and we have a ton of fun together,” then in a flirtier tone, I continued, “and you most certainly know how to fuck me in a way that makes me keep coming back for more. Whoever you fall in real love with is going to be very satisfied.”

“So then why do you keep letting me fuck you if you don’t love me romantically?”

I tightened my legs around him, pushing his dick back inside me the rest of the way. “Because it’s fun. Don’t you enjoy it?”

“Yes, but…”

“But nothing. I love the fact that you enjoy it, because I enjoy it and I would hate for me to be the only one having fun here. But I love you as a very close friend. Even if we were not doing this, I would love you in that way anyway. Just not in a romantic way.” Then I kissed him, smiled, and said, “Now fuck me again, friend.”

So he did. And every night that we could stay over at his place, we would fuck ourselves to sleep.

And we continued like that until I enlisted and left for basic.

Indyguy60
Great story and appreciate you sharing it.

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