Tag: High School

First experience with my best friend [MM]

This is my first story, and this happened several years ago right around high school graduation. Probably way too long but I enjoyed writing this and reliving the day.

At the time my best friend and I, we’ll refer to him as Steve for this story, used to hang out all the time together. A little bit about us, Steve is around 6’1, 165 pounds and was in excellent shape thanks to being a swimmer. I’m 6’5 and around 185 pounds with a pretty thin build. Steve and I both had dates for our senior prom and ended up going to a hotel party with a group of friends together. The night went on and we both struck out with our dates and we all ended up crashing between two different hotel rooms. In the morning the girls ended up having to leave early and Steve and I hung behind just laying around. Read more »

Best Friend’s Girl: Part Two (Two of Two) [MF] [Straight Sex] [Interracial] [Busty] [Huge Boobs]

“Well you can stay in your old room tonight. It will give her time to calm down,” I said as we settled in the back of the cab.

She nodded that it was just as cold inside as it was outside. I told the driver where to go and paid half the fare upfront as it was the right thing to do.

I opened the door to the apartment and waved the cab driver goodbye. It was nice of him to watch us get into the apartment, but with the big tip I gave him, I am sure he thought it was only right.

She quickly walked over to the heating unit and dialed it up.

“Sheesh it’s like a morgue in here!” Roxy said shivering.

She went to the fridge and poured herself a drink.

“You just don’t like the cold,” I said as we sat in the small kitchen.

She got up and took the jacket off as well as her small blazer revealing the keyhole cut in her dress. I had seen it most of the night, but now in the light, her cleavage was just too much. Read more »

The time my [F] ex got off in a busy restaurant

I was with my ex for a long time, going back to when we were 16 in high school up until 24 when she finished college. There were certainly many issues when it came to our relationship, but the one thing that never suffered was the sex (which is surprising having been each other’s firsts).

One example goes back to when we were in college. We used to frequent a late night sushi restaurant near campus, which I would describe more so as “economic” rather than delicious. But this evening was pretty ordinary as we left for dinner at about 11:00 PM.

She had me heavily in the mood the second I saw her as she was wearing a thin, tight black dress that was very low cut and borderline too short to wear in most venues. To complete the outfit, she wore 4 inch bright red heels. To paint a picture, she was very petite: around 5 foot, not quite 100 pounds with blonde hair and blue eyes. She had an hourglass like figure, with an amazing ass and D cups to top ot off. To help everyone’s imagination, im quite tall at about 6’5″ and roughly 200 pounds, semi-athletic build with short brown hair and green eyes. There was always a massive size difference between us and I’d be lying to say it wasn’t a kink (funny my current girlfriend is 4’11” so I definitely have a type). Read more »

The Education of a Bisexual Man: Module BI 101: Fundamentals of Dicksucking [MM]

This is intended to be the start of a long-running series about the sexual awakening and resultant escapades of a Bisexual man. The kind of sex being depicted in each post will be different, as I will be exploring the way that being Bisexual affects your entire sex life. So there will be MM, MF, MMF, MFF, MMFF++ (i.e. orgy) scenes as the series goes on. This is the opener which is about the first gay sexual experience of the protagonist. This is all made up and is totally fictional, if informed by my own experiences as a sexually promiscuous bisexual man. The setting will be vaguely US, not sure if I’ll ever specify a city it’s based in.

# BI 101: Fundamentals of Dicksucking Read more »

That time I made a mess of my squeaky clean virgin girlfriend [MF]

It was the summer between high school graduation and freshman year of college. Savannah was my 18-year old girlfriend, the stereotypical Christian school ‘good girl’ repressing a turbo charged sex drive. So while she was ‘saving sex for marriage’, pretty much anything aside from me literally inserting my dick all the way into her pussy was fair game. And that summer, the constant tease of coming close to sex but never actually having it made everything we did feel ten times more tantalizing. Forbidden fruit tastes the sweetest, right? I felt the need to share this one particular forbidden fruit story. One of many, but a good one, I think.

Savannah had sandy blonde hair down past her shoulders, big blue eyes, and the sexy/fit body of a soccer player, like she was. She also had strict, conservative, domineering parents who kept a close eye on her and pretty much disapproved of me, wholesale. Read more »

I Took a mutual friend’s virginity as a favor to my BFF [FM]

It was senior year, last semester of college. My best friend and his friend had jobs lined up for them post graduation and had plenty of time to party and fuck around. I, being the stupid slut I am, partied with them quite often and was often the only female around. My best friend and I were going over our conquests when he brought up that one of his mates, let’s call him Tim, haven’t been in a relationship since high school and was too shy to approach girls despite his decent looks and sweet smile. I told my best friend to let Tim know that I wanted to hang out with him before he graduated. 😏

Two weeks later I get a text from my best friend “I gave him a little nudge LOL u guys good to go” And a few minutes later I get a text from Tim asking if. I was free that night. Read more »

My sons’ girlfriends’ sluty friends(F19)

Several months ago, my twin boys found girlfriends. The girls went to a different high school than my boys. The girls are neighbors and grew up together. Both are really nice girls and they adore my boys to death. I’ve met both sets of parents and they are nice. I’ve started to play golf with the dads and that’s when I started to hear the gossip.

While playing golf, they asked me if I’ve met any of their daughters’ friends. I said no and they started to laugh. I was confused and asked why.

“Wait until you meet Val and Sky. Both girls are very friendly, to put it nicely. I’ve heard they’ve given head to a few teachers and dads in the community. Hell, we’ve gotten blow jobs from them.”

I was in shock that these girls were that slutty. They also said the girls were known to fuck older guys too but not them, yet. Both girls are 19 and probably have more experience than women twice their age.

A couple of months go by and me and the boys are invited to a graduation party for their girlfriends. I did get to see Val and Sky there but thankfully didn’t meet them. I could see how flirty they were to the other dads there. Read more »

Behind the Mask, Chapter 6 [fm] [Incest] [Cousin/Cousin]

[Chapter 5](https://www.reddit.com/r/eroticliterature/comments/oq7o2t/behind_the_mask_chapter_5_fm_incest_cousincousin/)

“Hey, Tony.”

“Morning, Miss R. What’ll it be?”

“Four racks of lamb, with mint on the side.”

Tony let me past and into the walk-in freezer. I made my way to my office, where Alain waited. He was beaming today, standing next to my desk with his back to Artemis’s enclosure.

“*Bonjour, mademoiselle.* An auspicious day, *non?*”

I chuckled, giving him a weary smile. “Graduation? To most, I suppose. Everybody else is probably celebrating high school leading to the rest of their lives.” I shrugged as I sat down and he handed me a file he was holding. “For me, I guess I could celebrate high school no longer holding me back from the rest of mine.”

Alain gave me one of his enigmatic smiles before speaking. “Will university be of more use to you, *mademoiselle?*”

I withdrew the contents of the file, holding the pages as I leafed through them. “To an extent. We deal with people in this business. It’s not something you can learn in the classroom. All college will be is another environment to meet new kinds of people, though I’m afraid the diversity of profiles I will encounter will be… limited.” Read more »

Sister-in-law [MF]

It’s not what you think.

This is a fresh one though, just happened a couple weekends ago. My wife and I went to a family wedding and afterwards some people went back to her parents house for a little after party. Nothing crazy, just a lot of wine and some other refreshments. It was my wife, myself, her parents, a high school friend of her dad (James), his wife, my wife’s sister (Amy) and her brother as well. My wife is the middle child.

About my wife’s sister Amy. I wish I could share a pic. She is one of the most gorgeous 36 year olds you’ve ever laid eyes on. Very healthy, very fit, just an amazing body with a face that matches. Tight is the best way to describe her probably. Read more »

Two for one

My husband and I were high school sweethearts he was the only man that I had ever been with sexually. At the age of 20 we got married and had two children both boys.
Although we loved one another we fell into The parent trap our sex life suffered. As vanilla as it was we really didn’t do anything but the standard there wasn’t much of it. I as a woman and a wife had fallen into the comfort zone and really warned nothing that you could call Sexy. At the age of 32 I entered into the workforce I became a licensed realtor. In my second year of real estate even though I had never desired it I had my first experience with another woman. That’s another story entirely which I’ll write about in another place, but, this led into an almost to your affair with this woman and the things that she opened my life up to change me dramatically in every way. Eventually he came out to my husband that I was bisexual by that point I had been with two different women. This Revelation came out after he revealed that he had an affair with a woman. He decided he was not going to do that anymore but felt that it was okay if I wanted to continue with other women. It never intermingled where I would be with he and a woman at the same time I know most husbands and wives try that but it wasn’t the our thing. Until one day when while in our bed with a lover my husband joined us. But,…again, another story for another time.
From that first experience till today I have been with 9 women. All but 2 were married. 2 are current friends and lovers of mine, both married and neither of their husbands know as is the same with all of the married women I have been with. I am the only one whose husband is aware of what I’m doing.
Around 10 years ago my husband began to discover his own bisexuality. Finding an attraction in other men.
5 years ago he had his first experience. It was with a person he had befriended at the gym. This other man was married as well. We had both he and his wife over and they were very good looking couple. After the first experience with this man who had never been with another man either my husband shared with me the experience. Telling me how awkward it was at first but how passionate it became. He described to me how when he felt this man’s cock through his trousers he was amazed at how large it was and when the clothes began to shed and he pulled the other man’s underwear off.
How large is penis was not only long but thick. They went on to be together another three times , he was not aware that I knew about them and his wife definitely wasn’t either.
It was a cool day in October when I finished with an appointment and pulled into my driveway. I noticed that the car of my husband’s friend was in the driveway. Walking into the house I expected to see the two of them in the living room sitting and talking. Instead, I saw his coat and shoes. Walking down a little farther I found piles of clothing and I followed it to the bedroom. As I walked into the door I saw this beautiful scene. It was the two of them in bed naked. Their masculine bodies intertwined kissing. Their hands around the erect members of one another’s cocks. I stood there for perhaps 30 seconds before they noticed me, in that 30 seconds I could feel my arousal growing watching the scene. I had seen my husband’s lover in clothing I knew how good looking he was but seeing him naked I could see how physically fit he was he was.. My husband knew full well that I knew what was going on and so there was no surprise on his part. But the other man jumped turning and reaching for something to cover himself. As he rolled over I could see the look on his face of getting caught he was scrambling to grab something to cover himself. It was then that I saw how massive his cock was. My husband on the other hand reacted with hello honey. Feeling a bit turned on but trying to act normal because of the other man’s reaction I just waved my hand with a sheepish hello. I felt perhaps I should leave but at the same time I didn’t want to because I was enjoying what I was seeing. Eventually the fear and the other man’s I subsided and as I stood there they began to realize that it was a turn-on to be watched. My husband began running his hands over the other man’s body and eventually the other man did as well. Reaching down and grabbing the other man’s massive cock he began to wave it I couldn’t believe the size of it. My husband kissed his way down this man’s body and began to run his mouth up and down the length of it stretching his lips out around it barely making it down past the head. I could see the look of pleasure in the other man’s eyes as his mouth opened. his eyes shifting back and forth looking at me looking down at my husband. My husband was looking at me all the time watching for my reaction. It wasn’t but maybe 5 minutes of watching this that I found my hand beginning to travel from having my finger in my mouth fighting it to sliding down my jaw and throat to my breast. My nipples were stiff with excitement and I began to trace my fingertips over them feeling the hard point through my blouse and bra. My other hand slipped down to my skirt where I began to push through the fabric masturbating myself until eventually I work the Hem of my skirt up slipping my hand into my panties the two of them now had each other’s cocks in their mouths and we’re sucking and enjoying themselves rolling back and forth the two beautiful masculine bodies intertwined in passion.
My husband looked at me then he rolled off of the bed walking over to me. His heart erection wet and glistening from the saliva on it swinging back and forth as he approached me. He put his hands on my shoulders then Trace his hand along my cheek and kissed me. Taking hold of my hand he led me to the bed sitting me on it. Now remember I had never been with another man so this was entirely unexpected although at this point I was not the innocent woman I used to be. My husband lowered down taking off my shoes and running his hands up my stocking glad legs. The other man roll over and began rubbing my back playing with my hair and eventually gently pulling me down on top of him. My back laying on his chest. My husband kisses way up my legs working the skirt back up until he reached my pelvis kissing it been working the panties off of my hips and off of my feet. He began to lick and suck on my clitoris his finger working around the opening of my vagina. The other man began to nuzzle my neck and kiss. I felt in heaven. I looked over to the side of me that massive cock laying there hard as a rock within mt reach. I began to run my hand over his leg it was muscular. My husband although he was not as big as this man had a cock that I never complained about. He was a good lover and attentive lover his cock perhaps seven inches with somewhat dwarfed by this other one. I dared to move my hand up beginning to trace my fingers over the length of it as the man began to reach around and unbutton my blouse I felt his hands reaching in and pulling the blows aside and fondling my breasts. As I trace my fingers over that large cock it would twitch rising and falling as if to beg me to grasp it which I did I was amazed once I slipped my fingers around it’s how thick it was. It felt as thick as a water bottle slowly I move my hand up the length of it pulling the skin with it then sliding back down up again it was still wet from my husband’s saliva and as I squeezed it tight droplets of precum oozed out and ran down over my fingers. It felt exciting, it was a taboo about it holding another man’s penis in my hands and being excited. My husband was lavishing attention upon me licking and I could feel myself growing to arousal to complete overwhelming excitement of it all taking over. I couldn’t take my eyes off of that beautiful cock. Slowly moving my hand up and down the length of it every time I reach the top more of that beautiful clear liquids oozed out and ran down the length of it over my fingers and hand. It was as if I was pulled in magnetically to it as I lean towards it sticking my tongue out first touching the tip of my tongue to it and tasting him. Little by little I began to advance licking and kissing it until eventually I slipped my mouth over it. It was so large I couldn’t stretch my lips far enough to get over much more than the head.
A sound of satisfaction weld up within me and out of my mouth which was now filled with his cock. It was the sound you make after taking a bite of something sumptuous that mmmmmm.
At the same time I could hear him gasp at the feeling of my mouth traveling over him. Then suddenly without warning I orgasmed. Jerking and spasming as my husband worked licking my clitoris and labia.
It was surreal almost fantasy. I released my mouth from his penis laying back an ecstasy. My husband moved up kissing his way up my body and then kissing my mouth. We shifted positions the three of us exchanging kisses and caresses. Little by little I felt my clothing being removed until I was completely naked other than my stockings. One of which had slipped down around my knee. I grasped his penis more than straddled him
Reaching down below myself I held the thick shaft in my fingers rubbing the head of it against my clitoris. I circled my labia finding my opening and then sliding down on it gently it’s stretched me quickly and I Rose almost as if it being too much. He must have saw the look of shock on my face.
My husband straddled his legs from behind me kissing me and holding my breasts. Once again I began to lower myself on it. it filled me completely.
I had my hands resting on his chest flat as I Rose and fell upon the length feeling it stretch me and pull me with each movement. My husband’s hand moved down to my clitoris where he began to circle and push upon it. Once again I had a massive orgasm. I felt weak leaning totally upon his chest you ran his hands up and down my arms my husband behind me kissing me releasing his fingers from my clitoris and bracing me.
After regaining my composure I climbed off of him and turned myself around. He back into my husband to lay on the other side of him and he put my husband’s cock in his mouth.
I laid my feet at his head as my husband did the same on the other side of his body. The two of us began to lick final and suck him exchanging kisses between one another and that beautiful length. It wasn’t long before I felt him stiffen and that pump working up the shaft is spurt after spurt of that white liquid oozed from him.
Coating the tongues of my husband and myself. Almost in sequence with that I felt my husband stiffen as he began into ejaculate into this man’s mouth.
The three of us laid there for a while caressing one another.
It was satisfying but at the same time surreal and taboo. We finished reassuring him that I would not tell his wife. But also saying that it would be fun to join the both of them.
He got dressed my husband and I remained in the state of undressed that we were as we saw him leave. Afterwards my husband and I made love again. We talked about it and both said that although it was amazing unless his wife joined us we should not do that again. It was the same agreement we had after the threesome with one of my lovers. There was something unique and wonderful about it but something that also took away from the fact that we were not alone enjoying that person on our own. We agreed at that point that unless it was an actual foursome swap with another person that we would not do a threesome again.