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Jimmy's 'little' Mistake

Music Class and Daydreams

This was probably my favourite class, the teacher, Mr Green was an amazing music teacher and a really chilled back guy. Today he was just letting us fuck around with whatever instrument we wanted so Brian, Zacky and I all opted for acoustic guitars and they immediately went to coming up with riffs for songs, the guys were in this band, Avenged Sevenfold they called themselves, they’ve always had this dream that one day they would become big famous rock stars, Val and I always did what we could to help out, making and selling t-shirts, handing out fliers when they were playing gigs at Johnny’s Bar, the kids at school thought they were amazing so they were pretty popular. I was just strumming randomly on the guitar, trying to see if I could come up with anything myself, but I couldn’t stop thinking back to the night my life was turned upside down.
My phone was ringing somewhere in my room but I couldn’t find it under all the mess that we call homework. Finally though, I did find it and saw Jimmy’s name on the screen.
“Hey Jim,” I panted, slightly out of breath from running around my room trying to find the damn thing.
“Hey Charles, you wanna come over and hang tonight? My folks took my sisters to see my Grandparents and I didn’t want to go,” He asked, his voice filled with hope.
“Would you please stop calling me Charles? I’m not a boy you know,” I whined “Anyway, it’s Friday, aren’t you and the guys doing something like… I don’t know, getting wasted?” I laughed and he chuckled slightly
“Never!” He yelled into the phone causing me to pull it away from my ear and cringe “And no, the guys all have other shit to do, Johnny has family shit, Matt’s with Val, Brian got roped into babysitting Kenna and Zacky is helping his mom with something, I didn’t really pay attention to what he said though,” I sighed and looked around my room
“Alright, I could do with getting away from all this homework for a night, I’ll be over soon,”
“See ya shorty!” He said into the phone, the smile in his voice was obvious.
“I am not short!” I complained, but he had already hung up on me “Asshole,” I sighed and smiled to myself.
I didn’t change from my dark teal button up shirt that was maybe just a little too tight and dark denim jeans and the green Vans on my feet that I had bought when I went shopping with Val last weekend.
I texted Emmet who was at Rosie’s house saying that I would be out at Jimmy’s until late, he was cool with that because he liked Jimmy and knew that we were only best friends and nothing more.
Five minutes later I was pulling into Jimmy’s empty driveway and heading to the front door. I never knocked on his door I always just walked in, this place was basically my second home anyway.
“Honey I’m home!” I called as I walked inside, turning to close the door.
“There you are!” Jimmy exclaimed as he walked into the room, I turned around to be faced with a half-naked Jimmy, he was only wearing sweats which hung low on his narrow hips
“Jesus man, cover up your fat,” I said sarcastically while poking at his stomach. I’ve always found Jimmy attractive but he was sexier with every tattoo he added to his skin. There was just something about it.
We spent the next hour or so watching his favourite movie, Jacob’s Ladder before putting in some rom-com which I didn’t really pay any attention to until there was a very detailed sex scene, I usually never got embarrassed with these scenes, considering the guys would all make jokes about the chick that was getting it on screen. But I was growing more nervous by the second when Jimmy didn’t crack a joke, not one single fucking joke, he just shifted uncomfortably and that’s when I noticed why. From my position, with his arm around my waist as I leaned my head on his chest I could see the tent he was starting to pitch in his sweats.
“Jimmy?” I asked, breaking the silence between us as the moans from the TV filled the room
“Hmm?” He mumbled
“What’s sex like?” I asked, he froze and I instantly regretted my question until he unfroze under me and chuckled slightly
“Wouldn’t you like to know?” He chuckled again
“Yes actually, I would,” I said, sitting up and facing him with my eyebrows raised as I waited for an answer
“You’re not even legal yet,”
“Neither are you and it didn’t get in your way,” I threw at him and he sighed in defeat, looking down at his hands in his lap before looking back at me with a look I’d never seen on his face before, but there was still that hint of mischief on his face that gave away that he was up to something.
“Why don’t I show you?” He asked, less confident than he usually is
“What do you mean?” I asked, leaning away from him slightly
“Why don’t we have sex and then you’ll know how it feels?” He said with a smile, my heart started beating a hundred times faster and I felt my chest tighten
“I dunno Jim, wouldn’t that be totally weird?” I asked, I can’t believe I’m actually thinking about taking him up on his offer.
“It wouldn’t be weird, you trust me, we’ve been best friends forever, we’ll still be friends after it, no string attached,” He said and then looked at me for an answer, before I knew what I was doing I nodded slightly.
I felt the sofa shift a little and looked back up, Jimmy was facing me sitting in the same position I was, his legs crossed under him, he leaned in slowly telling me to relax so I tried. I watched him lean in closer to me painfully slowly, he started to close his eyes so I did the same and not a second later his lips pressed against mine, his lips tasted like beer and cigarettes, but I liked the taste, his tongue ran across my bottom lip begging for entrance, I parted my lips slightly and he pushed his tongue gently into my mouth and mines danced with his before starting to fight for dominance, he won. He leaned his whole body forward, pushing me back onto the sofa and hovering above me without breaking the kiss, his large hands roamed my hips sending shivers up my spine. He begun to unbutton my shirt, I froze as I started to be revealed to my best friend but he reminded me to relax again so I did before kissing him again. Soon we were both laying on the sofa in our underwear in a very heated make out session, his boner was pressing against my thigh through his boxers and I could feel my panties getting wetter by the second. His right hand slipped from my waist to the elastic of my underwear and started pulling them down my thighs.
“Shaven?” He observed, eyebrows raised and a smirk on his face
“It’s messy when it’s not, any girl who says she doesn’t shave is either lying or gross,” I said, he just nodded
I felt his hand cupping my sex and start to rub lightly, a small moan escaped my lips and Jimmy smiled into our on-going kiss, a moment later I felt his middle finger slide inside of me, I arched my back and cried out, this was the first time anyone has ever been inside there, I’ve never even done it myself. He pumped his finger in and out of me while rubbing my clit with his thumb before slipping in a second finger, my moans were filling the room as I begged him not to stop but much to my dismay he did, I whimpered at the loss of contact, how could he back out now? This was his idea! I opened my eyes and saw Jimmy standing before me, completely naked and his crotch was at eye level, I stared at his fully erect cock and wondered how the hell it was going to fit inside me because well… he was very well endowed let me tell you that.
“I’m going to show you what guys like,” He said calmly before taking my hand and wrapping it around his shaft, he stiffened at my touch before relaxing again and telling me how tight to make my grip and how fast to move my hand, once I got it right he was moaning my name and other obscenities before I decided I’d had enough of foreplay, I wanted to know how it felt to be a woman.
I stood up and faced Jimmy, looking him straight in the eye and reaching a hand around my back to unclasp my bra and let it fall to the floor. I took a step forward and pressed my bare chest against his and my swollen lips to his too, I pulled away after a moment and pushed him back gently until the back of his knees hit the sofa and he sat down. Now both completely naked and him standing at full alert it was time to do the deed, there was no backing out now.
“Are you sure you want to do this?” He asked, the seriousness in his voice reminded me of just how serious this was.
“Jimmy, I’m sure I want to do this, I trust you,” I said calmly with a smile, he nodded and I stepped forward to stand between his legs before I straddled his waist and began to lower myself down.
“This is probably going to hurt a lot,” He reminded me and I nodded firmly, I knew it was bound to hurt, but boy did I underestimate just how painful it was going to be.
As he started to push inside the pain was instant, I cried out and stopped, taking a few deep breaths before continuing, I leaned in and kissed him again, allowing him to swallow all of my cries of pain. Once he was fully inside neither of us moved, but he was smiling like I’d never seen him smile before, and I could feel my cheeks hurting from how wide my own smile was. I slowly moved myself up and down, the pain subsided and pleasure took over, this was amazing. In the blink of an eye Jimmy took over, he stood up and lifted me with him causing me to wrap my legs around his waist while he walked over to the wall on the other side of the room and pressed me against it before moving in and out of me with a quick but gentle pace but it felt like he was slamming into me with brute force. Something weird started to happen, a tight ball was building in my lower abdomen, it was so strange but I didn’t want it to go away, Jimmy must have noticed because he reached between us and started rubbing my clit with his thumb again causing the ball to explode and me to cry out his name so loudly as I tightened around him and a second later he followed me over the edge and spilled inside of me as my name left his lips in a strangled moan.
“Jesus Jimmy, I think even the neighbours need a cigarette after that,” I said with a breathy laugh as he put me down gently on shaky legs
“That was… amazing,” He breathed and I sighed in relief “You’re so tight, it’s… amazing,” I giggled nervously, suddenly becoming aware of the fact that I was naked and started to scramble around for my clothes but was stopped by Jimmy pulling my sweaty, naked body to his sweaty, naked body and kissing me gently.
“Earth to Charlie,” Brian called over and over again while shaking me in my seat gently, I didn’t even notice I was daydreaming “Hey there you are, where’d you go?” He asked with a chuckle. The same wave of nausea from this morning hit me, I handed Brian the guitar I was holding and ran out of the class with my hand over my mouth as I ran down the corridor to the nearest girls toilets, bursting into the first cubicle and discovering that toast doesn’t taste so nice the second time around, I needed to tell someone, soon.

Comments

@LittleMissVengeance

Hey sorry that it took so long for me but wasn't active cause of the school.. very stressing :/ Hm what about a sequel that's maybe 10 or 15 years later? Or maybe when the kid is about 6? I don't know, if you want you can message me and we can try to get something up for a sequel :)
@VenRev Daria
Thank you darling :)
Awww, that was so cute, love it !
VenRev Daria VenRev Daria
9/6/13
@Miss_Vengeance_6661
To be honest i was thinking about a sequel but i really dont know what it would be about :(
Sooo awesome! What about a sequel? :D