Senior Year Fun Part 1

Disclaimer. All characters are 18+ in this story. It will be multiple parts

My name is Theo and I am an 18 year old boy, probably shouldn’t say boy but man after my 18th birthday a few weeks ago. I am about to start my last year in high school.

I am an average guy going through high school. Not a popular jock but also not a nobody nerd that gets bullied or looked down apon. But I still didn’t have a girlfriend and was a virgin.

A week before school started I was talking again with a guy that I had known from years back before we both started school and he was mocking me for still being a virgin. One thing lead to another and we setup a bet with stakes that are higher than I would have agreed to if we had not been drinking. The winner would be the one to fuck the most women before graduation. Probably not the smartest idea since he had some experience and I had none.

For the last week I had been thinking and making plans on how once the school year starts I could not just lose my virginity but fuck as many of the girls as possible. I had a plan to start off with as I walked into school on the first day.

As we entered the first class my eyes quickly fell on the girl I had been thinking off. It was a average looking girl with long brown hair, Paige. She has a bit of a reputation of sleeping with most of the class. Basically fucking anyone that asked. I wasn’t sure if the rumors was true but I had to start somewhere and why not someone that would be easier to agree.

As the bell rang and we started packing up to go tp the next class I moved closer to her. I was beyond nervous as I swallowed and said in a meek and soft voice

“Hey Paige. How’s it going. We haven’t spoken to much but I was wondering if you would like to hang out after school for a bit”

I couldn’t say to fuck or anything like that but with how she was looking me up and down and studying me it felt like she understood what I didn’t ask and was thinking about it. I was just starting to think she would say no when she pulled out a piece of paper and wrote down something

“Sure Theo. Let’s see what you got. Here’s my address. See you after school”

I took the piece of paper with shaky hands as she walked out. I looked down and saw her address on it and I pushed it into my pocket. Almost excited at the prospect that this might happen and get me off the mark in our bet

The day seemed to drag on but I can barely tell you what else happened. Next thing I can tell you is me standing at her door and ringing the bell. Wondering how things will play out with Paige. Soon enough she opened the door standing there in a tight top that shows off her tits and a shortish skirt and showing me into her room.

As we sat down on her bed again she was studying me again looking at my body and how I look. I am quiet and wait for her to speak. Finally she breaks the silence

“So before we do this. I have a few rules and a few questions. If you answer correctly I wouldn’t mind seeing what you can do. I mean you are one of the few boys that hasn’t been here before. So first off, how many gorls have you had”

I look down embarrassed as I mumble an answer. Thinking this could be bad but I also need to be honest

“None Paige, I’m a virgin”

Her eyes seem to gleam instead of be disappointed when I glance up for a moment. She almost sounds giddy at the idea

“Oh I haven’t had a virgin an ages. This will be fun. That removes quite a few other questions. Now for rules, if I tell you to do something you do it. If you don’t we are done. You don’t tell me to do anything.

You will not fucking dare to use a condom with me. You listen and listen good. I hate the feel of those damn things, and any girl that ever tells you she likes it is a lying cunt. They are just scared of getting pregnant and are dumb whores that are to selfish to get on the fucking pill. I’m on the pill so you can cum wherever you want and I actually prefer it inside. Most girls do but again the stupid cunt argument. So do you agree to my rules?”

I hear her passion about how she likes it and can’t say much or argue. To be honest I am excited that I will lose my virginity not using a condom and that they will remain in my bag. I nod in agreement

“Sounds good. I agree to that. So do we …”

I suddenly pause as I realize I was about to tell or at least ask about doing something and that it would already have broken on of the rules. I change tactic quickly

“So what should I do first?”

Paige leans back and lifts her skirt while spreading her legs. I see her smoothly shaven pink pussy as she wasn’t wearing any panties and I knew what she wanted right away. I moved my head between her legs and started licking.

I wish I could say I started great but within moments she stopped me and started showing and guiding me in what to do. This quickly felt like a practical sex ed class with her in charge. It took a but but finally she started moaning and controlling each movement and action less and less as my mouth and tongue worked her pussy and clit more and more.

I can’t tell you how long I was down there before she started screaming and shaking in orgasm with her thighs almost crushing my head. When she relaxed she pushed me off

“That wasn’t too bad for a first time. You definitely need more training but you were willing to listen and do as you are told. You might actually make a few girls cum if you keep that up. Now let’s see what we have to work with”

She moved closer to me and undid my pants. Pulling them off as well as my briefs that I had been wearing. But as she looked at my hard cock she shook her head and walked out. I wasn’t sure what happened or what I did. I was about to get my pants on again and leave when Paige walked back in holding a razor, scissors, shaving cream and a towel in hand

“That will definitely not do. No wonder you are a fucking virgin. Never trimmed or shaved that ugly mess around your cock. I will do it today but if you want girls ypu need to keep that in check. Shaving or trimmed short but never ever ever that shit”

I sat in shock as she started cutting my pubic hair and soon shaving me as clean as she is down below. Finally when she seemed happy she gathered all the things and placed it on her desk. She tell took a ruler and came back and measured my cock for good measure as well

“Oh just shy of 7 inches. Not bad, not bad at all. But since I had to shave you today you don’t get the privilege of getting a blowjob as well. Now lay down cause you won’t be on top today”

I did as she instructed me to do. She then straddled me amd grabbed my cock and lined it up with her pussy. She slowly dropped down so that I could experience the feel of my first pussy. Only problem was it was already to much for me to handle. And as she dropped down balls deep on my cock I felt my cock twitch and start to cum inside of Paige. She looked unhappy as she felt my cum shooting off inside of her and actually slapped me

“Fuck. Couldn’t even fucking control yourself. Bad bad boy. You deserve to get punished.”

She got off my cock and shifted around. Now straddling my face and looking down my body. Dropping her pussy right over my mouth. I had never thought of doing anything like this when she told me to clean my mistake or suffer more. I slowly started licking and sucking on her pussy again. Forced to eat my own cum in the process. she gave small moans as I did.

What I did not expect though was feeling her wrap her lips around my cock and not just clean it but licking and sucking on it as well. I soon realized while cleaning her that she was trying to get me hard again for a round two.

By the time that she lifted her head of my hard cock I had cleaned her pussy and was making her moan loudly again. She was clearly close to a second orgasm herself. She got off my mouth and straddled over my cock again but this time facing away from me. Her pussy feeling even warmer and wetter around my cock the second time. I am groaning and my groans are met with her moans as she starts bouncing on my cock.

It gets faster and more intense as Paige rides me hard. Slamming down on my cock and grinding on it. Clearly trying to get herself to that orgasm and using my cock to achieve this. Making mentions that I am lasting better. I can’t say how long this went on for before she slammed down on my cock hard and I felt her pussy squeezing and trying to milk my cock as she was moaning and shaking.

Unable to hold anymore myself I start to cum again. Shooting a second but smaller load deep into Paige’s pussy again. This time as she turns to look at me she looks happy and satisfied with a sexy smile. She leans down and kiss me on my cheek.

“Thanks. That wasn’t to bad for a virgin. You can dress and leave. Maybe I will ask you over again some time in future when I am bored”

She gets off me and tosses my clothes at me. I realize to not mess things up and do as she said. Dressing quickly and looking back at her a last time. As I walk out realizing I had fucked my first girl twice and didn’t even get my first kiss or see my first pair of tits. Hoping the next girl I will be able to have more control and see ans do even more.