Free Sex Story

Our Story

The story, though tweaked, is still very much true. This is the first chapter or ‘Our Story’. This is told solely from my perspective as I am writing it. Also, this is my first story… ever.

The Judgment of Sgt. J. Chapter 10 Sailing into Hell

Kay and Cathy will be telling this chapter together. I hope that they make it through it without tearing into each other, as I know some secrets will come out along the way. I had made plans to send Kay and Cathy on a two-week cruise to the Caribbean. I was sending them as a thank you for being there when I had my malaria attack.

Pitching Tents – Camping with Daddy and his friends

I recently turned eighteen, but this is the story about what happened five years ago, during the summer. Those surprising events turned me into the strange girlish boy I am today. Maybe I would have become the person I am nonetheless without that life-altering event and the episodes that followed, or maybe not. Caleb was my name. However, nowadays I go by Caley (or Cassidy) for those who know me – which is a select group of people, consisting mostly of men.

Dilemma 2

Hey Anonymous Dudes, there will be a continuing Dilemma series….thanks to the 64 % faithful.

The Song Bird CH2

A warning to those readers who have not read my stories. I do not write graphic sex scenes. I suggest the scenario and leave it to the reader to use their imagination.

The Frustrated Teacher

The Frustrated Teacher
….*Names changed of course, but I met a former high school teacher, Crissy Miller a while back. Slowly we became close friends and she started telling me about the secret world of female high school teachers and male students. The problems they had to deal with and the results. I’ve written about a few of them, but she never talked about herself, only other nameless teachers. One nice cozy evening, some wine she really liked, and she began to talk about herself. I would never have guessed what she had kept hidden.
Crissy….
….It’s not easy having a lot of handsome guys in their late teen around you all day. Touch one and get fired, that was the hard rule. I dressed down as per school policy. No make up, plain clothes and strictly teaching and nothing else. The guys tried to get my attention all the time, but I just ignored them. I sent a few to the office for getting to ’frisky’ to send a message to them all. I wasn’t to be messed with. These were the rules, and all for a good reason.
…..I had to watch as little sluts hung on these guys, and I felt anger. They were getting sex from these guys….I was getting none.
….There was only one little problem….I was a woman and my body and mind liked guys and I desired to have sexual needs filled with them. I had to be real careful who I dated, it could be a students dad, cheating on his wife, or anyone who could get rumors back to the school. I had to drive to the next little town to find boyfriends. Even then a past student zeroed in on me. I wanted him so bad, but the first thing he said was scoring with a ’teacher’ would get him envy with his buddy’s. I didn’t need that.
…..All I had was my fingers and fantasy’s. I had one male student I was hot for secretly. Ted was so hot looking and nice personality. He never made a move on me, but I secretly wished he would. That way I could keep him after class, or keep him after school and make him do little chores as punishment, without sending him to the school office.
…..He only looked at me with those heavenly eyes of his. One day I took a risk and held him after school. I sat him next to me at my desk. Before he got there I unbuttoned the top button of my blouse, and sat with my skirt pulled up. I wanted to watch his eyes scan my cleavage and my legs. A harmless little thing to give my fingers something to think about that night. I could fantasize Ted was undressing me and having sex with me. No one would know and it would lower the tension I felt for him. He arrived and I faked a reason for him to be there.
…… I watched his eyes scan my cleavage and tits. He scanned my legs as I faked an itch on the inside of my leg. His beautiful eyes got wide and a smile started on his face. I scratched real slow as I talked about nothing. I watched him start breathing deeper. I turned and now my legs were facing him and I parted them some. He leaned back in his chair and looked up my skirt. I had on bright red panties on purpose. I leaned back in my chair to give him an even better view of my panties. I put my hands behind my head, parted my legs more and closed my eyes. Now he could take a good look without me catching him looking up my skirt. I peeked at him just slightly and I saw it. He had an erection putting a big bulge in his jeans.
……I got a pussy twitch. I hadn’t had one in a very long time.
…..It felt wonderful and wetness came with it. I found myself talking softly to Ted. It felt so nice to be close to him. As I talked about him working and getting an ’A’+ in my class. I was getting lost in thought while I talked. I was taking a tiny risk but somehow I didn’t care. I felt it. Wet panties. I bet he could see it and it was turning him on. I peeked slightly and his eyes were glued to my pussy wet spot. I opened my legs a little further. He put his hands over his erection.
….It felt so good to turn him on I wanted this to last and last. He had this sexy little smile on his handsome face. I stopped talking and just let him look. My eyes still appeared to be closed. I adjusted my bra, and took a big breath. Poor Ted squirmed and was really breathing heavy. We were both enjoying this and I just let it happen. I opened my eyes and rolled my chair next to his. Now he was really breathing heavy. I whispered: (“….ted, do you want to do your homework at my house tonight?..”)
…. I couldn’t believe what I just said. It just came out. Poor Ted gulped and whispered back: (“…sure!…but I’ve got a problem Ms. Miller….I think you’re the most beautiful teacher ever. I don’t ever want to offend you, so I’m just letting you know It will be hard for me to concentrate just being near you”) (“….why ted, that is so sweet of you to say that. You come over after dark, and we’ll concentrate together because I think your a very handsome guy. I‘m not suppose to…. but I just do.”)
…..More words that popped out of my mouth without me even thinking about it. (“…ted…we must keep this secret, you understand don’t you?”) I put my hand on his leg. He jumped a little as it was close to his erection. (“…no one will ever know Ms. Miller.”) he said.
…..What the hell was I doing! Inviting a student to my house! My stomach churned…but all I could think about was Ted sitting next to me tonight. We both stood up as I pulled my skirt down and he pulled his shirt out of his waist to hide his erection. We slowly walked to the classroom door. For some reason…I kissed my fingers and touched them to his. His eyes snapped open and his face went red. He jerked and shivered.
….Poor Ted had just cummed in his jeans.
Ted’s jumbled thoughts….
…..Oh my god…I have to be dreaming…I got a kiss from Ms. Miller. I just creamed my jeans! Most guys in school would love to fuck her. She can’t hide those legs, those great tits and that beautiful face. I’m going to her house tonight! I’ll be sitting right beside her. I need to make it to my car and sit down…man oh man, she’s so hot, I might pass out. I’ve been carefully watching her all year. She’s been my #1 wank girl. Me…TED…is making out this time…oh god…I’ve got to get these jeans off. I’ll hide them…yeah…so I can look back at them and remember this day forever…..
The Night Came ….
…..I found her house and parked in the alley like she said. All clear. I looked all around and knocked on her back door. She quick opened it and I went in.
…..Oh…My….God…. She’s wearing a robe. I had my math book covering my erection. The kitchen was dark as she sat me at the table. She went over the risk she was taking and how we had to be absolutely secret about this. I squeaked out an “OK” as I gasp for breath. She got up and started massaging my shoulders………..
Crissy….
…..I closed my eyes and felt his nice shoulders in my hands. I whispered: (“..you can relax now ted…no one can see in and we can just enjoy some privacy. I’m not a teacher right now, just a girl who thinks you are cool and sexy.”) Ted’s chest was going up and down and his heart beat fast. It took a while but soon he relaxed as I now felt his nice chest. Soon he slowly stood up and held me in his arms. Both our hearts were pumping hard. We pulled us together tight, and just felt us. I had all these think to say to him…but we didn’t speak. Our hands did the talking for us.
…..I had stepped over the line.
…..If this ever got out, my job was toast. He was cool and told me how private this would always be. I began to relax in his strong warm hands. He picked me up, like I weighed nothing. The house was dark with only a stairway night light on. He managed to find my couch and laid me on it. I had things I wanted to tell him….but we speak a work. He ran his fingers thru my hair, held my head and we kissed a beautiful long hot kiss.
*Crissy stopped talking here and paused. She explained that she has an agreement with two..(2) people never to divulge what they do. (two people?) I said to remember no real names will be used, no town, city or dates also.
…..I said: “Ok, you talk to this pillow, and I promise not to listen.” I put a couch pillow on her lap. She took another glass of wine, smiled and started talking again…..*
…..My fantasy with Ted was happening. We were very nervous and It was just ’Crissy and Ted’ now, not teacher and student. We finally started to talk quietly. Ted said did I know how long he had watched me. He wasn’t alone, and he named one other guy that was totally hot for me. My ego made me go crazy wanting to know who it was. He told me the name…Oh God…his best buddy, Brad, the one other male student I had fantasized about before. Now a new fantasy came in, having them both feeling me up and having sex with me.
…..I tried not to think about the fantasy, but was to late. After not having a boyfriend for a long time, then having not one, but two guys hot for me was driving me to a new quest….to very carefully have both of them come here and have sex with me….all three of us.
…..I had a girlfriend who had two guys at once, and It excited me to hear about it and I never forgot the picture in my mind for doing something like that with two hot guys.
…..I couldn’t ever remember being this excited over a fantasy that was so close to ’Maybe’…happening.
….I had had sex with my share of guys, and Ted had only had a few girls. I took charge and guided him. I let all my desires out and directed him to just what I wanted. After tongue kissing him to the point of making us both gasp for air, I said: “Oh Ted, suck on my nipples, and guided him down. I pinched his nipples and squirmed as he followed my direction. “Kiss my tummy Ted…and lick me…”
….Down he went…and kept going to my pussy. I held his head and guided him to lick my clit. I took his hand and had him put two fingers in my pussy. It was heavenly as I hadn’t had sex in a long time. I slow fucked his face. He was so excited he was shaking.
….I forgot one thing…a guy in his late teens can get too excited. He moved up on me and I grabbed his cock and moved the head up and down on my wet pussy. He moaned and started cuming instantly. I pushed his cock in me and told him to keep going. He felt so good as I got a couple of cum shots in me. “Keep going Ted…oh god..” He did all he could but I only got an orgasm as he got weaker and weaker. He lay on top of me moaning as I squirmed on his cock. An orgasm is better than nothing, but I was already thinking of next time…and maybe having two cocks to satisfy me…..
…..Later I talked to Ted about his buddy Brad. Slowly I suggest they ’both’ come over sometime and work on some ’math’ school work. He liked that idea and said he would set it up. I went over the ’super secret’ part of it again and he said Brad was cool and could be trusted.
…..It was late on a Saturday night when I heard the tap on my back door. I opened it and quick pulled Ted and now Brad in my kitchen. I didn’t waist any time. I put my arms around both their necks and started kissing them, with my tongue doing the probing The were both very warm and breathing heavy. I led them both upstairs by the hand. I was in my heaven. I undressed them both, feeling them all the way. They took off my robe and felt my tits and ass.
….Now I was really excited and had two young studs to play with. I got on my knees and started sucking on both of them. My moans just came out naturally. They both loved my tits and kept feeling them over and over. Now I was going to do something I had only dreamed about. I stood up. Brad was aggressive and laid me on my back in the middle of my bed. I was so turned on my pussy was wetter than I could ever remember. He immediately started licking my pussy….that was just what I wanted, and oh my god he knew how to lick a pussy.
….Ted got up and lay beside me and started kissing me and our tongues went wild. He felt my tits and my hard nipples. I was truly in heaven now. Brad stuck two fingers in my pussy and went for my G spot. I now had had two orgasms and was just getting started. Brad then started getting my back hole wet. I had never had a man do this. I squirmed with delight as he slowly slipped his finger in it a little. I had new feelings as my hole puckered down on his finger. He got up and lay on the other side of me on his back. He put me on top of him on my back. I was shaking knowing what he was going to do. He started slipping his cock in a little in my back hole. This was new and exciting feelings were running thru my body. Ted got on top of me and rubbed the head of his cock on my pussy. I was in for my first double penetration. I held Ted tight as all kinds of feelings raced thru me.
….In slipped Brads cock slowly as he began to fuck my back hole. Ted slipped his cock in my wet pussy. I was dizzy with pleasure. I moaned out of control. They both began to fuck me deeper and deeper. I moved my body with them as I was so turned on I had to feel both their bodies with my shaky hands.
…..I felt like my orgasm button was stuck on as I squirmed out of control. I felt a huge climax building in me. Brad began to speed up and felt my tits hard. Ted was kissing me and fucking me deep. I pulled on Ted’s ass cheeks and started to yell out in splendor….I started to climax hard as I felt double shots of hot cum being injected in my body. We all squirmed, moaned and gasp for breath.
…..What a feeling…oh my god…I had hit a new peak in my sex life. We all kept fucking and letting the cum flow. It was the longest climax ever for me. They keep shooting their cum and pushed it in me deep. I’d never heard males moan like that. Brad kept feeling my tits and slow fucking me. Ted just keep shooting in me as he got weak with the last shot. Both their bodies were hot and mine too. I loved running my hands over their two bodies, just to feel them. I think we used up all the air in the room as we all gasp for air. My whole body was a buzz of hot feelings.
…. Feeling two cocks in me was way over the top. That was the highest climax I had ever had. My body was full of jitters and satisfied excitement. I kept feeling their bodies on the outside as well as I felt the two of them on the inside. The warm flow of cum in me along with their warm cocks was beyond awesome. Now I knew what my girlfriend had experienced any why she got so hot telling me about it. Ted whispered in my ear: “Oh my god Crissy that was so beautiful, you feel so good, I’ll need a lot of ‘home work’ to do here. He kissed me like I was a goddess. I returned the kisses and continued feeling his warm body on me. Brad kissed my neck and felt my tits continuously and said: “Crissy, I’m going to need a lot of help with my math.”
…..I loved the feeling of Ted’s cum flooding my pussy along with Brads, both running between my legs. Four hands feeling my tits and sensitive nipples was heaven. The dark bedroom was a glow of three people blending together for a high I had never felt before. They said later, our sex took them to a higher place, and we all made plans for more in the future.
———-
….In the days to come I told them after class, they might ‘fail’ math unless they came to my house twice a week to study under my supervision. They looked around and saw it was just us three in the room and both said:…”Aw Ms. Miller,….. do we have to???”

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Teaching The Options

Margaret and I straightened our clothes. She said she would get me home, so we climbed into her smart car, and she drove over to the Faculty House parking lot, where Marcia was waiting in my SUV. Margaret left her little car in her designated parking space.

My Wife fucked a young soldier the same age as our son

THIS IS A REVISED VERSION OF MY ORIGINAL STORY
My wife fucked a young soldier the same age as our son. She found the experience so exhilarating; she couldn’t wait for me to get home so I could hear all the delicious details. After a few glasses of wine, she recounted all the intimate details. She was afraid I might be angry, but I became aroused instead.

Family Paries and Aftermath

Note: This is not the Jeremy or Aimes story. This is before Jeremy and after Aimes. I will continue other stories later..
I had built up quite a reputation at my school. The boy prone to injuries who use to be “Best friends” With Aimes Jefferson. The one who kept to himself and did not put up with other peoples shit. People began to try to talk to me, to notice me.
School had just ended for November Thanksgiving break. I had already been flooded with text messages to hang out, go places, eat and go out of town with others families. I ignored them, I would not acknowledge anyone until I knew why I was so popular all of a sudden.
The first day into the vacation there was a party. A family party. My aunt was hosting a fundraiser for her church. My family and her family along with family friends of ours and there’s were there. There was a boy there, a boy to say the least. He was tall and tan. His hair was shaved and he was wearing nice black pants and a black shirt. He had on these suspenders that pulled his shirt back showing the outline of a beautiful chest.
I kept noticing him, not because he was hot, but because he kept looking at me. A contributing factor was also that he had been at other parties and I wasn’t related to him. He would serve wine at the bar, obviously to young to be doing so. He would make his rounds at the party, busting a move every now and then on the dance floor.
The funny thing was, it looked like he was doing all this for me to notice him. I did what I do best and ignored him.
The break had ended and the first day back to school was like any other. I went to class and did what I had to do. Random people came up to me talking and I didn’t pay attention. I was gazing out the window in fourth period when I almost stopped breathing. Walking across the way was him, the boy from the party!
I thought he didn’t go to this school, he seemed like a private school kid from down the road. He walked past the window and I had to follow.
I excused myself from the classroom and followed him. He seemed not to have notice me and kept going. He went into the bathroom and after a minute I went in too. He was in the stall the farthest to the wall. I took the stall next to it. I didn’t know what I was doing and why I was there.
I began to hear grunting. He was mumbling something. Breathing heavily. I don’t know why, but my dick began to grow. He started saying things like “Oh yah, suck me”. It was until then that I realized he was jerking off since there wasn’t anybody else in there, judging by the feet on the floor.
I couldn’t take it anymore. I took off my shorts and took my cock in my hand. I began to jerk furiously, thrusting my hips up and down. I was getting close, he was breathing faster. I shoved my hand against the stall wall and his hit the same spot, but on the other side. I began to cum, I heard moaning from his side which indicated he was too. I cleaned up and exited the stall the same time he did. We ran into each other and he pushed me against the wall on accident. “Um, uh, sorry” I said. “No big deal” he said, still pressed up against me. “Uh, I have to go now” I said. “Oh yah, erm, right” he said.
I rushed out of the bathroom, completely intoxicated.
The following weeks I jerked furiously to this moment and what happened. It was so hot to me.
I hadn’t seen him at school, then I thought I never saw him at school.
My school days dragged on as normal. Same occurrences everyday. One night I went home and plopped on my bed, exhausted. My arm fell from the bed to something on the floor. I reached under and picked it up. It was last year’s yearbook. I had been wondering where that went too.
I opened it and flipped through the various pictures. But one in particular caught my eye. It was the boy I had been fantasizing about. HE was with two other boys and they were jumping for joy with a trophy in their hands. The best part was, they were in speedos.
His body was just like I expected, chiseled and godlike. I jerked off and off and off to this. The picture said “Juniors Jake Harding, Matt Kelter, and James Boehner celebrate their victory”. Jake Harding. He was him. He was a senior now though! And me, a sophomore. A mere blip on the radar.
I began to think of him more and more. School dragged on and on and on.
One day after school I was in the locker room, cleaning. I had gotten in trouble for a lot of tardys and this is how I had to deal with it. It was two hours after school was finished and I was almost done. The boy’s water polo team had just been in here and I took extra long to gaze at their bodies and their scantily clad bodies.
I was going through picking up towels when I heard whistling. I went into the bathroom and someone was in the stall. Perfect. Now I had to wait for them to leave so I could lock up. I picked up a bag of trash and was walking it out to the dumpster. I picked up the bag and as I was lifting it, it broke. And tissue and food went all over me. Ew.
I ran back to the locker room, stripping my clothes and throwing them into a bag. I Jumped in the shower and began to let the water fall over me. It was cold, unbelievably cold. I turned to the wall and leaned against it. The shiver causing me to convulse. I didn’t notice that a shower next to me had been turned on. “You can share my shower if you want” I heard someone say. I looked over to see Jake standing there, his speedo clinging for dear life to his body.
“Th-th-anks, b-b-b-b-ut im f-f-f-inwe.” I stammered out. “Come on, mine super hot, and besides you could catch a cold” I smiled and ran over to his shower. He stepped aside and I stood under his shower head. I still shivered uncontrollably as the warm water flowed over me. I turned and leaned my head against the wall, in attempt to hide my dick, and in attempt to feel more comfortable.
All of a sudden, he wrapped his arms around my stomach, holding me from the back. “Your shivering dude, here ill warm you” he said. He began to run his hands up and down my stomach in a pathetic attempt to create friction.
“T-t-hanks” I said. I still couldn’t believe what was happening. He turned me around and hugged me from the front, placing my head under his neck and his head on top of mine. My hard dick pressed in between us. “A little happy I see?” he said. I turned bright red.
“Its ok, my dicks hard to” he said. I looked in between my chest and his beautiful abs to see his dick straining to the side in his speedo. HE leaned back a little looking at my eyes and said “Holy shit, your lips are purple, let me fix that for you. He leaned in and pressed his lips on mine. He began to kiss me passionately moving his hands towards my ass. I responded. I moved my hands up and down his back when suddenly I was pulled upwards by my ass and I put my legs around his waste.
He held me up and Kissed me, pressing my dick against his hard nipple. He put me down and mumbled, “Still cold?” “Freezing” I said. He smirked and sais “I’ve always wanted a sophomore, especially you” He yanked his speedo down, revealing an erect 9.5 inch cock.
My jaw hit the pole. His magnificent, uncut cock was gorgeous. He pressed himself to me and began to jack both our dicks while making out with me. I thrust my hips up and down as he jacked us.
Jake pushed me against the wall and released our dicks. He started to kiss my neck, traveling down my body. He got to my nipple and abs, and licked them both. He outlined my abs with his tongue and kept going down. Finally he got to my 7.5 inch cock. He fondled my balls and said “Not bad sophomore.” I smiled.
Without hesitation he forced his head onto my dick and bobbed up and down. He swirled his tongue and squeezed my balls. He was amazing. HE kept bobbing up and down, occasionally staring up into my eyes. I was getting close, I began to tense up and he only kept going. I yelled “IM GUNNA CUM!” and no sooner that I said that, come was rushing out of my dick and into his mouth. HE slurped it all up, but didn’t swallow. He turned me around and pushed me against the wall. HE spat my cum into his hand and lathered my ass up and his dick. “You want it” he said. “Mhm”. Without hesitation he shoved his dick into my ass.
His size was unbearable but so good. He began to thrust in and out of me. I began to grunt and he did too. I turned my head around and made out with him while he fucked me. His pace increased and he began to thrust harder and harder. He took my hips and pulled them back hard and he shoved his hips in and came. It seemed like he came forever.
When he was done he pulled out of me. He turned me around and kissed me again. We cleaned up while making out. When we dried off and I put my spare change of clothes on he handed me his speedo. “Keep this. I want you to have a little piece of me” he kissed me “Come eat lunch with me tomorrow, I want to se you more” he said. He kissed me and then walked out. I put his speedo in my bag and apiece of paper fell out of it. It said “Jeremy, your fine and I love you.” It was followed by his number.
I walked out of the locker room and locked up. I walked by the dumpster and looked at the trash on the ground. “Thanks” I said.
Let me know what you think, sending me a message is more constructive!

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