High School Archives — Page 665 of 805 — NSFW story

[MF] Home for the Holidays – Part 1

So, I know I had mentioned a few other highlights or my travels at the end of my first story, but this one happened most recently, and thus is still fresh in my mind. It actually happened last Wednesday, the day before Thanksgiving.

Like before, at the behest of those involved, the names have been changed. Out of respect for the readers, the rest has been told exactly as it occurred (or as best as I can remember).

So, One of the perks of my job is that I either be sent out by upper management to fix things, or the local guys can send in a request for me to come out. It just happens that one of my friends growing up works for a company around where we grew up, and for the past few years has been able to put in a request to have me come out for a week around the holidays, so basically I spend a day or 2 at most working and the rest of the time is a free mini vacation. This time in particular an old highschool girlfriend, Ally, was staying at the same hotel (there are like 2 good ones where we grew up, so it was a 50/50 chance really). Read more »

True Story – Wife Sleeps with Ex-Boyfriend

This took place over 10 years ago when my wife and I were still dating. Everything is 100% true. We had been dating for a year at the time that she started sleeping with her ex again. She was a senior in college and we were in a long distance relationship. We had a really good sex life and were very open with each other about our sexual past and our desires. The openness led to her having the freedom to sleep with her ex boyfriend. After 5 months of discussion she finally agreed that she would fuck him again as long as he was in agreement. This led to 4 months (2nd semester) of her fucking her ex boyfriend.
One Saturday afternoon after we got home from a football tailgate we were laying in bed messing around. We were both drunk and I was fingering her as she was stroking my cock. I started asking her about exes, best sexual partners, who had a big cock, etc.. She told me that in her past she had fucked three big cocks. One was a high school bf, another was a friend, and the third was a college boyfriend. I admitted to her that my all time fantasy would be to see her fuck a big cock. She played along and said that she was open to the idea, but that she would feel very very uncomfortable fucking someone else in front of me. I asked her if she still wanted to fuck her hung ex boyfriend that lived nearby. Initially she said no, but later on she admitted that she would like to have a fling with him, but that she did not want to do it in front of me. She didn’t want him to know about our arrangement and I was on board with her. I told her that I really wanted her to be able to have fun sexually, and that I was 100% sure that I would be ok with her sleeping with him again. A few rules were put in place. She had to tell me before she played with him, call me after she played with him and fully disclose all of the details, and end it immediately if she started developing feelings for him.
Her and I were very much in love, and I was very confident that her and I would remain strong in our relationship. It should be said that her and her exes relationship failed after only a few months. They had very little in common other than great sex. After they broke up they continued to fuck on occasion. This continued even after he started dating someone else seriously. In fact the last time they had sex was 2 weeks prior to her and I first dating. They would randomly message each other on AOL Instant Messenger when they were in the mood to hook up. I asked her why he was such a good lay, and she told me that he had great rhythm and a very thick cock. Their sneaking around to fuck made it easy for her to transition into doing it again with him, and also made me confident that they would be able to have sex again without falling for each other.
The first time that she slept with him again was a Saturday night. Her and I were both out at bars, but we were separated by 200+ miles. Since we were long distance we were used to going out without each other and always calling at the end of the night to talk. As usual she called me late and told me where she had gone and who she was with. She said that she ran into her ex. I asked her how it went and she said that it was fine. I asked her if anything happened and she said no. We then discussed what I did, and what our plans were for the following day. Then in an uncomfortable laughing voice she asked if I was 10000000% sure if it would be ok if she slept with her ex again. I told her that I was absolutely positive that I was ok with it as long as she felt safe and comfortable with it. The conversation ended with her telling me that she was going to message him on AOL and that she would call me after she got home.
I waited for an hour or so, and finally I got a call from her. I was nervous and anxious to hear what she had to say. She told me that he responded to her on AOL after 10 minutes, and that he invited her over. She said that she went over to his place like the old days and went to his bedroom without any of his roommates seeing her. She said that as soon as the door closed they made out standing up. She said that he rubbed her pussy and she rubbed his cock through their pants. She said that he made the first move and unbuttoned her pants so that he could finger her pussy. He also pulled out his cock right after. She had previously told me that he was a little longer than most guys, but he was a lot thicker than average men. She said that he was fully hard when she knelt down and sucked his cock. She is really good with her hands while she sucks cock, and I imagined how good she looked with a fat cock in her hands and mouth. She said that she sucked his cock for a few minutes before he pulled her up and laid her on his bed. He pulled her pants and thong off and went down on her. She said that since she was tipsy she took longer to cum, but she eventually came on his tongue. After she came she said that she pulled him up and guided his big cock into her pussy. She said that they fucked missionary and kissed before he pulled her to the edge of the bed and fucked her hard while he was standing up. This position made him cum after a few minutes. She said that he came on her belly. He gave her a t-shirt to wipe his cum off. She said that they both agreed that they would be doing this again very soon.
While she was telling me all of the details I was still nervous, but I was also unbelievably turned on. I was rubbing my cock while we spoke about her fun. I asked her questions and she responded. She also said that it was great to fuck him again, but that he came too quickly. The two of them fucked for the next four months before they both graduated and moved. They would randomly fuck on a Tuesday night, or a Thursday afternoon. I never really knew when I would be getting a phone call from her asking for permission. One of the hottest encounters they had was when he messaged her on a Saturday afternoon while I was in town visiting her. Their affair made our sex life is insane. I loved hearing all of the details while her and I fucked. It was so hot to imagine her little pussy getting fucked by a thick cock, and then have her tell me that his thick cock felt so good in her. I’ll continue with more stories of them if there’s a good response from this.

[MF] In our highschool…

I had been dating this girl for maybe a year. I was a year older than her, and she was just out of high school when this happened. She was about 5’8 or so, slim blonde with great tits with medium sized light brown nipples,and an ass that wouldn’t stop. We went “Back To School” so to speak. We had both been involved in a lot of activities, and went back to see a Christmas Choral concert. There were two theaters in our school. There was a main one, where the concert was taking place, then a smaller one that was used for Drama Club productions. We sat way up in the back of the larger theater. The girl I was with was the closest thing to a nympho that I’ve ever been with. She wanted it anywhere at any time. It was dark where we were sitting, and there were not alot of people around us. We starting making out a bit. Next thing I know, I have a raging hard on, and she’s trying to unzip my pants. I, being afraid of getting caught, stopped her. Usually in this circumstance, I would have just left and taken her in my car to one of our usual spots. But, we were supposed to meet up with people we knew afterwards that were in the concert, and they would have been pissed at us if we were not there when it was over. So I led her by the hand out of the theater, and into the smaller one. It was pitch black in there, but I knew that the janitors were still cleaning the building, so I was afraid they would walk in if we used the stage. I took her into one of the back changing rooms. Again, we were afraid of getting caught, so we left the lights off. As soon as the door closed, we were on each other, tongues wildly twisted together in the dark. I remember reaching up her shirt and playing those perfect nipples, rubbing them and pinching them. She moaned, and leaned her body into me more, grinding against my cock. I was so turned on, I could have came right there in my pants, but tried to contain myself. She knelt down on her knees, unbuckled my pants, and pulled out my hard dick.She stroked it up and down for a bit, occasionally brushing her lips against it. It was driving me crazy! Finally, I couldn’t stand it anymore. I grabbed her by the hair, and pulled her mouth onto me. I stood like that for maybe two minutes, her on her knees, her lips tightly sucking up and down, her hand rubbing my balls, and her tongue rolling all over my cock head, milking me. I knew if she continued that way, she would have me filling her mouth very quickly. But I wanted to be inside of her.
I grabbed her by the arm, and pulled her up to me. We shared a long kiss, and I could taste my sweet precum on her tongue. I snaked my hand down into her panties, and felt her shaven lips, how wet and ready she was. I slid two fingers in and out of her for a minute, feeling her grip me, her breath catching in her throat as my thumb circled and rubbed her clit.
I couldn’t wait any longer to feel her around my cock, so i pulled her pants and panties down. We knew we didn’t have a ton of time, so she left them bunched up around one foot. There was no furniture in the room, so I got on the floor in a crab position. We fumbled for a minute, remember there was no light, but eventually I felt her slick pussy lips rub against my the head of my cock, slide up and down my shaft. It felt so good I groaned. This girl loved to tease. She rubbed her lips back and forth over over my cock head several times. I couldn’t see what was going on, but I finally sensed she had slid down far enough, and I thrusted up, hard, and felt her impaled on my dick, her silky wetness engulfing me to the hilt. She actually collapsed against me at the pleasure! Soon, she regained composure, and starting riding me hard and fast, bucking her hips, and grinding down on me. I was thrusting up into her. I knew this wouldn’t last long, her cunny gripping me so tight, as she rode me like a woman possesed. I wanted to wait for her to reach orgasm, but it wasn’t easy. I felt my balls start to tighten, and knew my own climax was quickly approaching. Just when I felt I couldn’t hold out any longer, she started panting and moaning. I thrust my cock into her quicker and deeper. She then said the golden words every man loves to hear. “Cum in me” she moaned. With one final deep thrust, I burried myself in her as deeply as I could, and started cumming. I filled her with long, fluid, thick spools of my cum. As I spasmed inside her, her pussy clenched, she bucked like mad, milking my cock of every single drop of my seed as she rode out her own orgasm.
After a minute or so, we got dressed, and went back to the main theater. We arrived just in time for the applause at the end, and met up with our friends. Of course we told them it was fantastic, and we enjoyed every minute of it. Then, I took her to my car, drove to one of our favorite spots, and fucked her brains out again!

The Life of Shelly – Part 1 [MF] [Mf] [FF][bdsm][anal][Fdom][Fsub][huml][sm]

Looking over at that beautiful girl who is on her hands and knees with a cock in her ass and one in her mouth, I reflect on how wonderful my life is and that I can share it with her. That girl is my 12 year old daughter and today is her birthday. It’s a big birthday because it’s the first time she is allowed to be fucked in the pussy but that is yet to come. That is Master’s privilege that will happen later tonight. However, the 25 men and women who are here to celebrate this birthday are allowed to use her ass and her mouth as much as they like. They are also allowed to use any hole of mine that they wish. I am currently locked up in stocks with my head and hands being locked in place. I’m on my knees and have a cock currently in my ass. I am being forced to watch her being used, humiliated and hurt.

So you’re probably asking how we got to this point. Well, I’ll tell you. These posts are true stories that I have kept in a diary all these years. Read more »

My first time with a really big dick and first time with rough/dirty sex was AMAZING [FM]

This happened like early summer but I just neeeeed to tell someone!

Ok so about me – My name is Avery, i’m 23, Latina and very light skinned, long curly hair, I’m very petite and slightly toned, a little bubble butt and B cups. I wear glasses. Basically the opposite of what you first thought when I said I was Latina =P. Im not super curvy lol. I’m a kind of shy person, kinda nerdy – a mix of tomboy and bookworm tbh. I’m not unconfident but I’m realistic, I’ve always been described as “cute” rather than sexy or gorgeous. Like, I wasn’t the girl all the guys were after in high school that’s for sure lol. So my sexual history – Like I said, I’ve always been kinda shy but I opened up more through college. I’m bisexual and have always leaned slightly towards women but I’ve been with a handful of guys, but I’ve never really been into one night stands and stuff! Read more »

[MF] old encounter with wife’s older sister…

Hello all. This happened roughly ten or so years ago. When I was around 19-20 I was dating my wife (30 now). We met in high school and are still together today. Anyways, her wife was in my year, and we always got along well. Flirting here and there, but it was rather innocent. Flash forward to this night.

At this time my wife who was 18 and lived at home. I would usually hang out till she fell asleep then leave. She is not a night person and passed out around nine I believe. Surprisingly I dosed off and awoke around ten. I shut her door and walk downstairs and hear pans being banged together in the kitchen. This is unusual because her family is usually in bed before ten. What I didn’t know was hat her older sister (my age/year) was in there with her two friends. I walk into the kitchen and it’s fairly a mess. I can’t tell her and her friends have been drinking. I say hello and they ask me to stay and talk to them. This wasn’t super unusual, so I oblige. Read more »

Investigating the S.L.A.V.E school (Part 3) [F] [F watching Fm(inc)]

Anabelle Smith’s Mother expressed over the phone that she would love to have me over, and that she and her husband were so glad teachers were taking an interest in their feelings about high-school education. Perhaps they wish for a better life? Maybe they want some famous investigator *(Say, someone named May Lovelace, ahem, me),* to get them out in exchange for protection. As nice as that sounds, i am quickly losing faith in the people of this town.

A white house with sturdy construction, with a small single-car garage. It looked to be a house for a prospering family: A Mother, a Father, a few kids and nice dog. The yard was flat and neatly trimmed to an expert degree.

A red wooden door was all that stood between me and where the dark magic happens, where propaganda and local government influence may have turned these people into savages.

“Hiiiii!” Mrs. Smith greeted me, a movie-star quality beauty, with killer hips and curly bleach-blonde hair, obviously not more done-up than any other day.

“Hiiii!” I replicated the greeting. I was enthused and excited to be here, but not to improve her daughters education. She seemed excited to have me here, but i don’t look anything like what she expected. Read more »

Summer on the tower Part1 [Fsolo][Series]

The dying light announced the end of Jessica’s first day as one of the lucky few who got a summer job in the remaining fire watch towers. It was a dying job with most towers nearing their structural retirement ages and drones being a much cheaper replacement, but in terms of the romantic solitude it was exactly what the catalogues made it appear to be.

Even with the quality set of binoculars her father had lent her for the duration of her stay Jessica could still see only forest around her, apart from the big lake about half a day’s hike from her current position. She had already determined that to be one of her first destinations to explore, for some reason the thought of being able to swim naked in natural waters seemed like freedom in its purest form to her and she intended to verify that thought as soon as possible. She figured she would need the next two days to settle in and do some light necessary repairs, but then she would set off to spend a night under the stars. Read more »

Summer on the tower Part1 [Fsolo][Series]

The dying light announced the end of Jessica’s first day as one of the lucky few who got a summer job in the remaining fire watch towers. It was a dying job with most towers nearing their structural retirement ages and drones being a much cheaper replacement, but in terms of the romantic solitude it was exactly what the catalogues made it appear to be.

Even with the quality set of binoculars her father had lent her for the duration of her stay Jessica could still see only forest around her, apart from the big lake about half a day’s hike from her current position. She had already determined that to be one of her first destinations to explore, for some reason the thought of being able to swim naked in natural waters seemed like freedom in its purest form to her and she intended to verify that thought as soon as possible. She figured she would need the next two days to settle in and do some light necessary repairs, but then she would set off to spend a night under the stars. Read more »