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Manmoirs: Remember The First Time

"Didn't see it coming..."

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Thank you for reading my first story. This takes me back to senior year in high school in June. I was a pretty straight-edge guy and quite naive. My first time was not planned, and it was an unexpected surprise.

She was a blonde standing about 5"3 with an athletic build – the volleyball type. We had been in the same English class the entire semester and she had a boyfriend. Because of her relationship I didn't expect her to put any moves on me.

I stood about 5"9, lean and muscular. I was a baseball player, and she loved baseball. If we weren't talking about Shakespeare we were arguing over who was the best shortstop between Alex Rodriguez, Derek Jeter and Nomar Garciaparra. A girl who knows her sports can be a turn-on, and she was smoking hot.

Prior to our group assignment I noticed she had been flirting with me. I didn't know it at the time but I felt comfortable playing along since I knew nothing was going to happen (rookie logic). One day she decided since her parents were out at a Banquet one night, that we'd all come over to work on some King Lear assignment. It was a four-person assignment and I happened to be the only one that showed up. Still, I didn't think anything of it.

We rehearsed some lines from the play and discussed, as best we could, what the scene was about. All throughout she was touching my arms or playfully grabbing my hand. I was hard as rock and my boner was about to blow a hole through my pants. Then in an instant I was blindsided...

"Dean you know I think you're hot, right?"

My inexperience was showing at this point. I said I didn't know. I also suddenly forgot she had a boyfriend. No, I actually forgot at this point.

"There's a reason you're the only one here..."

That's when she planted a kiss on my lips. Her tongue practically reaching the depths of my soul. She was gorgeous and I wanted her so bad. She moaned when I started kissing her neck.

"I have a condom."

My insides were trembling. I did my very best to keep my composure. I was about to pitch out of a bases loaded jam...

She took my hand a placed it down her pants. I was rubbing her clitoris, and eventually worked my fingers deep in her vagina. She was soaking wet. In fact, so wet I thought she pissed herself.

"Oh my god keep going! Don't stop!!"

She began to yell louder and started trembling against my body, having an orgasm that put the biggest smile on her face.

"I want you inside me now."

She opened the condom and placed it on my extremely hard cock.

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I'm sure I could have cut diamonds with the thing. She noticed how thick my shaft was. I'm blessed with extra muscle I guess.

I got on-top of her on her couch and slowly made my way inside. 'So this is what it feels like,' I said to myself. I wanted to go slow, because I didn't want to finish too soon.

"Fuck me Dean. Fuck me harder."

I closed my eyes and did everything I possibly could to contain myself. I started to pump faster, and she started to moan and scream.

"Oh right there! That feels so fuckin' good. Keep going!"

I kept going as long as I could. She started twitching and began saying the magic words, "Oh fuck I'm gonna cum!!"

She let out a scream and I couldn't hold it any longer, letting out a serious load of cum that surprised her.

"Wow you're still going. That's a lot of cum."

I took off my condom and flushed it in the toilet. That has become a ritual for me. Don't ask me why. We cuddled on the couch and talked about random stuff for twenty minutes.

"Have you ever had head, Dean?"

I said no, much to her shock and amazement.

"Lean back. And hold my hair."

She proceeded to lick the shaft of my hard dick that seemed to have been reborn. The tire wasn't flat for long. She started working my cock so with her mouth, hand and tongue. The feeling was unbelievable. In fact, that whole afternoon was unbelievable.

"Tell me when you're gonna cum."

About a minute later I give her the word, and streams of cum spurt out at about a hundred miles per hour. It felt like laser beams were hitting her chest.

"Holy shit you have a lot of cum!"

She wouldn't be the last girl to tell me that. We cleaned up and I left before her parents returned. I didn't get a lot of work done that night.

We never got back together after that. She moved across the country and haven't seen her since. But I'll always remember the first time, the first time of many – as you will find out.

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Written by Manmoirs
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