When I Met Kyle [Chapter 2]
This is chapter 2 of “When I Met Kyle”. If you haven’t read the first one, I suggest you read it before reading this one.]
This is chapter 2 of “When I Met Kyle”. If you haven’t read the first one, I suggest you read it before reading this one.]
I find out what it means to be a whore
This is the story of my first affair and my sexual awakening. Although I learned to use dirty language during sex, I did not use any in this story, because when it happened I was still very innocent and never used any dirty language.
Iâve been mulling this over in my head for quite some time now as to whether I should put down some very erotic memories into a permanent form and to share these events with a global audience. I did decide, obviously, to finally share these stories. These stories will be broken into parts and this is the 2nd installment. The overall story is of how a bet I made with a female friend turned into a lifelong obsession with having sex with women who were sisters. I have been lucky enough to have had 3 sets over the last 20 years, but I am always on the lookout for a 4th.
The weather was starting to become colder; it was closing in to December and close to our GCSE mock exams. I sat in English bored; it wasnât a subject that interested me. Yeah, I was in the top class â but the fact remains that it was still stupid. I donât want to analyse punctuation and loneliness.
Iâm 5â8, fairly skinny with dark brown hair and eyes. Iâm 15 and in Year 11. I never really got on with my English teacher, we would always argue about one thing or another.
Recently, we started to do revision on the non-fiction topic of our exam. As we looked back at our Year 10 results for that exam I read through the question about writing about a time where I felt unsure. It was marked with âI love your writing style, Perryâ. Now, we were tasked to write about another time and hand it in as homework. I didnât take it seriously. Jokingly, I wrote my story about a taxi and arriving in Bel-Air, it was a joke.
We got our books handed back to us and I read through the marking, âI really love your writing style. Keep this up.â Followed by a little heart symbol. I knew the teacher was a flirt; she was quite nice and would always have the class in good spirits. Iâve even had her keep me after class to ask about my family because she was concerned personally.
The lesson went on and we were put into groups to do some work, and the groups of the day were our âfriendship groupsâ. Shortly after us three started the work did my teacher come over and talk to me. She knelt down by the table, exposing the front of her top to me. It wasnât huge or anything, I wasnât used to it. âPerry, do you mind staying after class? I need to talk to you about the homework.â She said in a serious tone. I replied âUhm, I guess so.â She got up and walked away at this point. I was questioned by my two friends about what it was about. I only said that I think she didnât like the jokes in my story. I was trying to keep it from looking suspicious, but I was also confused.
Everybody had packed up and left the room, I told my friends I would be at the usual spot while they went to buy food. I went up to my teacherâs desk and stood, leaning forward with both my hands on the desk supporting me. âSo Miss, whatâs this about?â I questioned, curious to know.
âOh itâs nothing bad. I just wanted to praise you, sit on that table if you want; I need to speak with you.â
I moved back, sitting down on the table close to her desk. âWhatâs to talk about?â
She moved from around the desk, now standing in front of me. Sheâd done this when asking about my family so it was nothing unusual. She was fairly small, only coming up to about my shoulders. In around her lower 30âs she was considered to be fit by me and my friend. With long blonde hair with spots of brown in it and dark brown eyes she was nothing to pass by. She was fairly skinny as well. She had DD perky breasts that didnât droop. Today she was wearing a black blouse and a skirt that matched. Her ass though, by god was it nice. A bit big, bubbly and firm. You could easily tell in lesson that it was such an ass.
âWellâ she said, bending over her desk to grab a pen and my book, âYou have an amazing writing style. Iâm in love with it.â I responded, âThanks Miss, itâs actually nice hearing that. I needed it.â She reached over her desk again, trying to get the book in her bag. At this point I could tell how flirtatious she got, shaking her ass and taking longer than usual. I sat there, staring at her ass, skirt barely covering it as she reached further. I grew hard just looking. It was awkward and I knew I had to do something.
âIs that all Miss, or should I go or?â I started to stumble. I knew she could tell, being a major speaking presenter she could tell. She stood back up, slowly turning to face me. As she turned the whole 180 I saw her top buttons undone. I could see her cleavage and the sporting black bra she wore under. âDo you like?â Was the simply question she asked me.
âUh, yeah, yeah. Theyâre amazing.â She started to unbutton her top more, to which I replied by throwing my bag and blazer off and undoing my buttons and tie. We both threw open our tops, revealing our chests. Her boobs laid there in her black bra, just wanting to be let free. We moved at each other, kissing furiously. I started to knick at her neck, drawing in her strong scent of perfume. I moved up, just stroking by her lips and nibbling on her ear. I knew I had done it right when a small moan passed her lips. Her breath smelt of strong mints, it was arousing.
We moved back to kissing as we groped at each other. I moved myself under her top and down the back of her skirt. I could feel her panties and grabbed at her ass. The firmness of them was relaxing as I moved my hands. As we slowed I moved back up her and fumbled with her bra. She giggled like a small girl and while still kissing me, guided me and removed her bra. Her boobs were in full show now and they were glorious. They were soft and had bright pink nipples on them. I grabbed them both and stroked, wanting her to become aroused. More moans passed her lips as she then fumbled with my belt.
I stood as she started to take off my trousers. Now all that was left was my boxers. She knelt on the floor and removed them slowly. My erection flopped out, smacking her in the face. As I looked down all I saw was her left side of her face, while her right side was just covered by my dick. âMy god, Perry. How big is this?â She was surprised by my size. I responded calmly, âOh about 6 and Âź when fully hard.â I wasnât lying and she could tell. The pure gleam in her eyes showed her excitement. She lightly lifted her head and ran her tongue along the bottom of my dick. I was sent into a frenzy, the sensations were so good and I didnât want to miss one bit. I begged her to suck but I was met with resistance. Instead she started to jerk me, twisting her hand as she went. It didnât take long until she held out her hands and told me to spit in them. Doing so she put both hands on deck and jerked me with a twisting motion. I felt like I was in paradise, the feelings were too good to explain.
This continued for a short while before she lowered her mouth to my dick. Licking the head first, covering the top with her saliva and then moving on. I was fully erect now and I could tell she knew. At first she would go down and upon the return would move away, with a small saliva trail going from her mouth to my dick. She started to become more aggressive, taking more in every time. Eventually she was talking the whole thing in, making noises as she went. The moisture and heat of her mouth made me want to explode but I knew I couldnât, at least not yet.
I stood up, grabbing my teacher under her arms and picking her up. I dropped her on her table and lifted her legs up. I threw off her high heels and pulled off her skirt. She was now bare, with only an open black blouse and her green panties protecting her. I lowered her panties and started to move closer to her pussy. I took in her aroma, she was shaven and smelt of flowers. She was taking care of herself. I moved in further now, and stuck out my tongue. I started by only moving across the top, but dove in as soon as I could hear her soft cries. I knew from what little my brother told me (I didnât know anything about sex) that I should caress her clit. I found it and rubbed it with my thumb and index finger. The soft cries grew louder and I sped up.
She was becoming wet, I was feeling how moist she was just by my tongue and soon my fingers were covered by her juices. I moved two fingers in her, slightly smaller than my dick, and moved inside her. She grabbed at my wrist with both hands, wanting me to stop. I stopped and got back up, kissing her again. I stuck my fingers in her mouth and watched her suck on them for a short while until they were clean.
I stood her back up and moved around so I was leaning against her desk. I lifted her left leg up and pushed my dick inside her. Both of her lubricants worked well as I slipped right in. She was both hot and damp. I started to pound away at her, reveling in the fact of how tight she was. âOh god, Miss Negri, this is amazingâ I said. Through the thrusts and her awkward breathing she said âAâŚnita⌠call me⌠AnitaâŚâ
I leant a bit further back, allowing her to come in close to me. Both her hands wrapped around my back, clawing into me. We kissed again, trying to keep our breath and kiss at the same time. Our tongues moving around, trying to cause the other to feel more.
âAnita⌠this is amazing⌠youâre so tightâŚâ I said, I was in the mood and she was perfect. Her cries continued for a few minutes before we became bored of that position and she got off my dick. As she lifted her leg she raised it even higher, mirroring a gymnast closely. As he put her leg down she bent over the table and wiggled her ass. âCome get it, big boyâ she taunted.
I stood up behind her, she was at the perfect height so all I had to do was move forward. I pushed pass her legs and into her pussy again. Both her legs made her become tighter than before and it felt a hell of a lot better. I started to thrust back and forward while moving my hands under her boobs, pinching at her nipples and stroking the rest. âGrab my⌠hairâ she demanded, gasping for air and I kept fucking her. I grabbed her hair with my left hand, leaving my right to stroke her ass. I pulled her head back as I continued, calling her my slut and bitch.
The cries were becoming loud now and I could tell she was close. I stopped, flipped her over and leant straight into her. My dick was buried deep inside her as I continued. I would nick her neck every now and then as she wrapped her legs around me. Her hands dug into my back as he nails clawed away. I didnât care at this point. I picked her up again while she was still wrapped around me. As I kept pounding at her she leant back, moaning as I went. The moans were becoming higher at this point and I knew she was going to cum soon.
I put her back on the table and continued fucking her. âCome on, cum in my pussy, cum in your teacherâs pussyâ. I was close now and she was too, she started to stiffen. As I was nearing a close I felt her cum, it was hot and her pussy tightened a lot. I came nearly instantly after that into her pussy. I shot a huge load into her as we shared a few last kisses. We both sighed, signalling our finish.
We started to clean up there was still a good portion of lunch left so it was not too suspicious. As she stood up the combined cum trickled down her leg, she scooped it up and licked her fingers till they were clean. We were finally dressed again to look like nothing had happened after using a large amount of tissue to clean up the mess. We shared a long kiss where our tongues said their goodbyes and we parted. She went to the English staffroom to talk to the other teachers and I went on the my usual spot to hang with my friends.
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A friendship or two may turn into a fling or two
Well I have and Iâve got to write this down quickly because it happened only last week and it was one of the horniest, sexiest experiences I can remember!
Based on a true story, ‘gay chicken’ is where the two supposedly straight participants attempt to gross the other out by out gaying each other, all whilst sitting in a class room.
A teenage boy gets even with the girl who was the reason for the breakup. with his gf
Drug experiment turns into sex experiment
The true story of how I lost my virginity aged 15 to my high school boy crush in the locker room showers.
I am in my late 50’s now bit knew very early on that I LOVED MEN. So this is not under-aged but a true memory of what I knew and wanted so long ago.
Sometimes helping a classmate can be fun
When I was fourteen, my life was a mixed bag. I experienced love, but I was not happy. Read on, and you’ll see why . . .
A true tale about the best neighbor I’ve ever had
Who would think I would get to fuck a 16 year old whilst she was dressed as a schoolgirl
I tried to build my relationship with my cousin, while trying to hide it from our folks
I was in high school and had some fun things happen, but then I fell in love with one of my teachers.
Third Part of the series of stories involving myself and James. I was 16 and he was 14 at the beginning. This took place about a month after the previous story.
THEstory of how i discovered the darkest secrets of my life
this is a partly true story
Even though I’m a girl, Jerry is a close friend of mine (but not too close!) So he told me about his experiences, and I decided to write this story (or better, multiple stories) about his experiences, written from his perspective. So, yeah. Here’s chapter 1:
This beautiful teacher gives her 18 year old male student a lesson in love
This is the second part of the James series of stories. This story took place about a week after the first.
Bitch damn near raped me.
Inspired by True Events. Based on a true story.
This story isn’t all sex and has some plot line so you can get to know the females I have had sex with. More sex will come later but if you are looking for instantaneous sex and a fast fuck this is not the story. If you want a good story then this is the one. Please comment and rate ! Enjoy! Criticism is welcomed also !
I never would have imagined that my life would have been full of bliss. I remember saying bye and departing with my friends in middle school in eighth grade. We were all so rambunctious as I think back upon it. Summer was a blur of events as my good friend Blake who is very wealthy, and lives in Ben Wallaceâs old house here in Virginia, threw a huge party for pre-freshman year. The events at that party will be a story to unfold later.
Moving on, entering my first year of high school, I stood at 5â10 and had a muscular, fit body from years of basketball and football. My light skin is similar to Hip Hop star Drakeâs complexion. I have my hair in a mini fro and Iâm quite attractive according to girls and my highlight feature is my color changing eyes.
My first of high school was the day my life took a turn for the better. The fact that I previously played sports prior to high school, helped jumpstart my high school career. I was not outstandingly great at football, but I did manage to achieve varsity status. I played Linebacker on defense and although I wasnât the fastest, I could still finesse through the crowd and sack the quarterback or defend the ball really well. I also played slot receiver on the offensive side. I was glad I made the varsity squad it gained me friends that I would need for future events.
Going through my classes I was elated to find out I had classes with a lot of our schools cheerleaders, JV more than varsity. Our school had some of the best looking cheerleaders as puberty was treating them well. It was treating a few JV cheerleaders in my class really well. A stunning brunette, with glorified tan skin from time spent tanning that summer, and the most beautiful sea blue eyes I have ever seen had walked past me. She had on a low-cut shirt which revealed her C-cup sized breast, but she had a great blossoming little tight ass. I couldnât have been more happy to walk in behind them and even more happy that they were in my class.
I am an extremely intelligent, but my fatal flaw is that I am incredibly lazy, also with football practice every day I was typically tired. It also did not help that my 1st period teacher who I had every day for an hour, talked like molasses and looked like Crocker from the Fairy Oddparents. Twenty minutes into the class I felt my eyes beginning to droop lower and lower until I eventually gave up the fight and went to sleep. I was woken by a poke on my side. I brushed it off with a low grunt at first, but then it poked me again. Getting up and rubbing my eyes, I look to my right seeing the girl giggling. A little embarrassed, I tried to play it off by tying my shoe. This only caused them to laugh at me more. Giving up I looked at them.
âWhat do you want?â I asked her in a low tone.
âYou are the Jay. The only freshman to make the varsity team right?â the girl with those beautiful blue eyes asked me.
âThe one and only, living in the flesh,â I responded with a sly smile as I was kind of feeling like a rising star.
She giggled with excitement. âHey my name is Ashley Foster, Jacobâs little sister. The schoolâs varsity football quarterback. He told me about you and how impressed he is by you. I cheer for the Varsity team even though Iâm only a freshmen.â
This gave me a feeling of superiority. I was being known and it was only the first day of school. Plus it was by such a cute girl. I could feel my chest beginning to swell with pride. They were cheerleaders too! Everyone loves cheerleaders right? Calming my nerves, I turned back to her.
âIâm glad your brother thinks highly of meâŚâ I pretended to forget her name. She gave me a small saddening look then replaced it with a bright smile.
âAshley! Itâs Ashley!â she exclaimed.
Jackpot I thought to myself. She wants me to notice her. âYes Ashley!â I said in astonishment. âHow could I forget the name of such a beautiful lady?â This got a big smile out of her and I knew I hit the right note.
âWell I was wondering if you wanted to come to the homecoming party that is going to be at my house next month. I know my brother was going to invite you, but this was good chance for me to branch out and get to know you before all the girls try to get you.â
âGirls?â I asked looking puzzled.
âYeah a lot of the varsity girls have been talking about you when we saw you practice the other gameâŚâ she trailed off.
My ears perked at the sound of that and I couldnât help but feel a little bit of excitement building up. Not only did this beautiful brunette want me but so does most of the varsity cheering squad! It couldnât get much better than that.
âAnyway, can I get your number?â she asked. âTo give you directions to my house of course.â She quickly added.
With a sly smile on my face I nodded my head in agreement. I laughed internally knowing full well that she wanted my number for more than just âgiving me directionsâ. After 1st period ended, I was on high. I blew through the day in a daze. It wasnât long until the bell rang and I was headed to the locker room. I was in such a daze that I missed a simple wide open catch. The coach yelled at me and told me to run 10 laps around the field after practice. I even ran the laps with no regrets with a nice broad smile on my face.
After I finished my laps I walked back to the locker room where I took a quick shower and ran into Jacob who had just finished watching some Tom Brady films. He offered to give me a ride home, which I gladly accepted, sending my mom a text that I had a ride home. I told him my address. Walking out to the parking lot, I saw Ashley standing by her brotherâs car in her skimpy cheerleading outfit. Her back turned to us which gave me a good view of the wonderful ass. When she heard us walking up, she was prepared to yell at her brother, but when she saw me, she lit up.
âHey Jay!â she said giving me a quick hug before blushing realizing what she just did. âI didnât know you were riding with us.â She gave her brother a mean glare.
âIt was a last second thing really,â I told her. I shrugged my shoulders nonchalantly. Coming to her side of the car, I opened the door for her, she smiled and thanked me. Coming back to my side I sat in the back with her. Jacob got in the driverâs seat, started the car and pulled out the lot. Me and Ashley were stealing glances at each other the whole car ride. When one of us wasnât looking the other would steal a glance. Eventually Jacob let out a loud laugh.
âI knew you were distracted by a girl when you missed the pass earlier, but I didnât know youâd be distracted to this goblin!â he erupted into more laughter.
âJake! You asshole! I hate you!â Ashley yelled at her brother which only made him laugh harder.
Trying to clean up the situation I turn to Ashley. âDonât worry dear, he is only mad because he canât find a beautiful girl like you for himself. I mean he does look like a goblin himself so I guess he was looking into his rear-view mirror when he said that.â This earned me another one of her stunning smile. She had perfect, straight, white teeth.
âOuch man. Throwing me under the bus for my sister. Not a smart move. I know someone who isnât getting the ball our first game Friday.â He said in midst of chuckles.
By the end of the event we had just turned into the driveway of my house. Thanking Jacob for the ride, I exited the car. I was peeking back into the car to say bye to Ashley, before I felt the softest pair of lips meet mine. With a quick, sudden brush of our lips, she yelled bye and pushed me back before I could even react. As if on cue, Jacob began backing out, and I could hear him saying âwell that was awfully bold of youâ to his sister before she closed the back door.
Once I got inside, I let my mom know I was home then took a long, real good shower as I thought about the event that just transpired. Bringing my fingers to my lips, I felt them as I imagined Ashleyâs soft lips on them again. I may act suave and enthusiastic and all, but I had no experience with girls and I was a nervous wreck. My only confidence came from sports. I never had time for girls as I was always busy with sports and school. Walking back to my room, I threw my towel on the bed and changed into some basketball shorts and a t-shirt. I heard a buzz and I looked to find my phone had a text from an unknown number.
Picking it up, I opened the message and it was Ashley saying it was her an hey.
Hey I sent back.
Not even 15 seconds later she replied back; Did you really mean it when you said I was beautiful?
Of course.
Nobody ever said that about me before. In middle school they would just say you have a fat ass or other remarks that I found disrespectful.
Iâm sorry to hear that.
Yeah when you said that, I donât know it made me feel queasy inside and then I kissed you. That was my first kiss ever.
Mines too.
Really?
Yeah.
We ended up texting for most of the night I learned that she was born in Georgia. She only ever had one boyfriend but they broke up because he cheated on her because she wouldnât have sex with him or kiss him. I learned a lot more interesting facts and it wasnât until midnight that she ended up going to bed and I fell asleep.
The rest of the month blew by quickly as I was working to balance out school and high school football. I was getting rides home with Jacob which gave me more time to associate with Ashley. We got closer and closer as the days, which turned into weeks, passed on, Homecoming was right around the corner. So was Jacobâs party.
With the day of homecoming finally upon us, the school through a pep rally. They introduced other fall sports, the cheerleaders performed for us, the varsity players were given balloons, and the homecoming prince and princesses were announced. I won Homecoming prince for the freshman class along with Delaney Freeman as the homecoming princess. Another one of the few freshmen that made varsityâs cheering squad.
That night at the game we were beating the opposing school in the first half 14-7. At halftime the Homecoming King and Queen were announced which was Varsity cheering Captain Alana Greeving and our very own, Jacob Foster. The rest of homecoming court walked onto the field following the king and queens lead. I held Delaneyâs hand as we marched to the middle of the field, then bow to the crowd. The game didnât get any better for the opposing team as we finish the game with a whooping score of 42-14.
The team was on high and we all took refreshing showers. We all got dressed into our good clothes, sprayed cologne and got ready for Jacobâs party that was in an hour. I rode with Ashley and Jacob to their big house that was adjacent to Blakeâs mansion. The only reason why we werenât at Blakeâs was because Jacobâs parents were out of town for business. We set up decorations for the party and brought out the beverages and snacks.
An hour or so later, people began to trickle in and the house began to get rowdy. Throughout the night people began to drink beer and get drunk. During the party, I ran into Delaney who had changed from her cheerleading outfit into some short shorts that showed her great ass and a low cut shirt that portrayed her at least DD- sized tits. She led me to a secluded living room and we were talking to each other while we sat on the couch and she got up to sit on my lap. Like I said I had little to no experience with females, and when she sat on my lap it sparked my penis. It began to stir, and I know she felt it as she looked at me. Her soft yet firm plush ass had turned me on. She knew it did as she wiggled her butt a couple times that only made it harder.
Before the teasing continued, Ashley came swooping into the living room. Pulling her off of me, she scolded Delaney. âHey you canât have him yet I got first dibs.â
âCalm down Ashley. Nothing happened. And anyway didnât we all agree he was ALWAYS up for grabs no one could have him permanently.â Delaney replied before leaving.
âDamn Bitch. I mean I love her to death but she can be a real pain in the ass sometimes.â She looked at me and noticed my hard-on. She smiled slyly.
âSince youâve been so good to me, Iâll treat you to a nice present.â She got down on her knees and unzipped and unbuttoned my jeans. Pulling my boxers down, she unleashed my cock. She eyed it with astonishment. âI know I donât have much credibility, but this thing is HUGE!â I felt my head swell. I always knew my penis was a little more than average. It was 7 and a half inches long. I measured monthly for my own sake. It still qualmed my fear that it might be bigger than other guys in high school.
âI am sorry if I do bad, but this is my first time doing something like this,â she said to me. Looking at me with those mesmerizing blue eyes. With one more stare, she kissed the head of my penis. She kissed it a couple more times before she enveloped it into her mouth. Now like I said I never had much experience with girls, so this felt like heaven to me. She tried going down but the girth of my penis was a a lot so she only got about 3 inches down before she gagged.
She came back up for air, the went back down. This time swirling her tongue as she went down. After a few minutes of this, she began to get better(or I assume she did it all felt amazing) and was bobbing her head up and down and swirling her tongue at the same time. As more time passed, I reached my limit. Not knowing what to do, I tapped her on her head and when she looked up I told her I was close to cumming. Nodding her head, she went back to sucking and licking the head.
I felt my balls beginning to tighten. âIâm cumming!â I told her as she enveloped my head back into her mouth. I released four long streams of cum into her mouth. She swallowed what she could, but the rest dribbled out her mouth. She opened her mouth to show me she had it in her mouth before she closed it and swallowed it.
âItâs a little salty, but still very good!â We got up and I pulled up my pants and buttoned them back. We walk back to the living room as Ashley tried to hiddenly wipe the corner of her mouth where some of my cum had still been left. I was on high. I had just experience the most mind-boggling orgasm of my life ever. But nothing could prepare me for what would happen laterâŚ
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