[M]y Cock Slicing Into The Perfectly Round, Smooth Ass of This Delectable 21 Year Old Blond [F]

I posted this story awhile back but didn’t know how to paste it and keep the paragraphs. Figured that out, it’s much more readable. Hope you enjoy. It’s factual.

So here I am, looking up for a second at my reflection in the mirror, contemplating how in the fuck I have arrived at this point after 53 years of life. Standing beside my bed, looking down at my cock slicing into the perfectly round, smooth ass of this delectable 21 year old blond, while she pulls mightily on my sheets clutched in her fists, groaning and squealing with each thrust. Amazing. My age and fucking this girl young enough to be my granddaughter. And she’s loving it.

The company’s possession…Part 1 (MF/FF/FFM)

Colin couldn’t have been anymore cliché if he was wearing a sign. Everyone in the office know what a dog his was and everyone knew he was a career-maker. Get on his good side, you were gold. I recently moved to his department and had been forewarned that he was a pig. I was what you would consider an innocent girl. I’d had a few boyfriends but most ended up being just friends. Sex was something you did to please your man but I never ventured far from the basics. With all of that said, I honestly didn’t believe the stories. There was no way a company would allow a guy to be as bad as they say he is. What I stupidly didn’t realize at the time was that he and the owner were tight. He could do as he pleased.

I [M] fucked my ex-wife and new girlfriend less than an hour apart

I’m a dirty old man who enjoys thinking about some of the adventures of my younger days, hoping that maybe I still have a few new ones coming down the line. This story happened a little more than twenty years ago.

My ex-wife and I had split up probably about a year and a half earlier, but we were still screwing on occasion. And that really is the correct term for it. We didn’t even really like one another at that point. We were just screwing. Meanwhile I’d also started seeing someone new, perhaps eight or nine months before this story.

So on this day I was supposed to go to my girlfriend’s place a little later in the afternoon, when my ex called and asked if she could come over. I figured there was enough time so I said sure. She came over and we got right to business. I won’t pretend to give the details, because frankly I don’t remember all these years later. What I do remember is that my ex had stopped taking the pill when we split up, so I had to use a damn condom. We fucked, we both got off, and she left.

Hypnotizing Mom, Part 3: No More Tricks

[Start at the beginning of the story here.](https://www.reddit.com/r/eroticliterature/comments/l1qmd6/hypnotizing_mom/?utm_medium=android_app&utm_source=share)

I looked down between my legs…

The proof was unmistakable. My throbbing pussy was leaking slowly diminishing drops of my son’s sperm into the toilet. Ten minutes ago it had been gushing it, but even still there more I squeezed I could still feel another drop congealing. It was almost impossible to fully come to grips with that one shocking fact, but then another plop hit the water and it was like another slap to the face. The worst part was that only heart before he’d deposited the incestous load he’d given me one of the best orgasms of my life. I wanted to hate him, but the tingles in my nerves at remembering that pleasure, along with my natural mother’s instinct made it impossible.

[dominant][mistress][pegging][strap-on] Mistress Desiree’s Dildo

Honey, get on your hands and knees,” Desi said, “I have a new game for us to play.” Getting behind me, I felt her hands on my ass. She was kneading and squeezing my ass cheeks. Then I felt her spreading them apart. Suddenly, I felt a finger pressed against my anus. I started to look back, but she sounded with a very stern and authoritative “No!”
“Just look straight,” Desi ordered me. With a hint of mischief in her voice, she said, “Trust me. It’ll be fun.”
I breathed deep and held my breath when I felt her probing my anus with one, two, then three fingers. After just a couple of minutes of this, she stopped and gave me a firm smack on the ass. I could hear her doing something and couldn’t help wondering what she was up to.
“What are you doing?” I asked curiously. “Shut up!” she responded, “You’ll know soon enough, Slave.”
Eh, Slave? I’m starting to get very nervous about this. I felt the mattress shifting as Desi was moving behind me. Suddenly, I felt something cool dripping down through the crack of my ass. I started to look back, but stopped when Desi barked a firm, “Don’t Look!” Her fingers ran through the crack of my ass and I could feel her rubbing her thumb over my ass hole and I realized, she was smearing the cool lube. She then penetrated my hole with her thumb and my cock jerked. My balls tightening at the prospect of my fiancée invading my ass. I felt just a little more of the cool liquid trickling down my ass crack. Suddenly, I felt pressure of a hard object pushing against my anal opening.
“Hey wait a minute! Playing around with your thumb was one thing but-“
Before I could finish my protest, I felt my ass being split open as she thrust forward, impaling me with her strap on dildo. Holy shit! My fiancée was fucking me in the ass with a fucking dildo! She did me me hard. The more she was thrusting that fake cock up my ass, the more I was aroused. I’d never considered anything like this, but I’m quickly I’m taking to letting Desi dominate me and have her way with me with her strap-on. Then all of a sudden as she continued to fuck me, I felt her hand come down hard on my ass about 5 times.
“Hopefully, this will make you stop losing your temper with me and yelling at me,” she said in an almost angry voice.

[M]y [F]irst Cougar Lead to Other Firsts

Aunt Kim was not actually related to me. She was my best friend Mark’s Aunt, actually. However, Mark and I were friends from preschool through adulthood, lived 4 houses apart, our parents were friends, we were together all the time and Kim was always around. So, I called her Aunt Kim.

She was quite a bit younger than our parents and the other adults that were around and she wasn’t married and didn’t have kids of her own. So, she was the coolest adult I knew, by far. As a kid, I knew that she was pretty and loved being around her. She was always perky and positive and energetic. She acted like a kid around the kids, but could then hang with the adults and even help to smooth things over for us if we got into trouble.

As I got to be 12 or 13 and interested in girls, I noticed that Kim was not just pretty and fun. She was smoking hot. Really active and fit, often wearing workout clothes. Kim is about average height, shorter black hair, big brown eyes, usually very tan, medium size perky tits. Compared to the other adults I knew, she was so well put together. Nails always manicured, makeup looking perfect, smelling fantastic. At this point, she was about in her mid-late 20s, but still loved to hang around with us, playing basketball or tag or other goofy games. Any little accidental bump or touch from her was magical for me at that age.

Dr. Sylvia or: How I Learned to Stop Worrying and Loved Being Nude Near Her Mom [MF] FINALE

*For more than a year, ominous rumors have been privately circulating among high level* gossipers at my high school. Everyone mentioned below is 18 or has recently turned 19 years old. Except Sylvia’s mom who is in her late 40s. [Part 1](https://www.reddit.com/r/gonewildstories/comments/l4ekgz/dr_sylvia_or_how_i_learned_to_stop_worrying_and/) is about the very first time Sylvia and I hooked up. [Part 2](https://www.reddit.com/r/gonewildstories/comments/l4wnxx/dr_sylvia_or_how_i_learned_to_stop_worrying_and/) details our second encounter.

Things have been friendly but only platonic between Sylvia and myself since that April evening in her den. She isn’t dating someone who’s not me, so that’s good. But I’ve been wanting more benefits to go with our friendship for almost 2 months now. And I’ll find out she feels the same way when my parents leave town during June of our senior year. It’s finally my turn to host some debauchery. I gather together 2 flats of tallboys, 2 packs of Camel wides, a half ounce of weed, and a handle of vodka… *shoot, a fella could have a pretty good weekend in Vegas with all that stuff*. Between the twenty-odd people I invited on this Saturday afternoon, these basic supplies last less than 8 hours.

A Highschool Affair [teacher, student, cheating, caught, straight, lesbian] 2/2

*Switch to Lindsay*

I followed Mrs. Taylor to her car. The cool breeze flowed up under my skirt and over my moist skin. The sensation gave me chills, but not as bad as the chills of the current situation. I had no idea what to expect or how much trouble I was in. I didn’t understand why she wanted to drive me home. All I could think was, is she going to tell my parents?  

Though I felt guilty about what I had done, mostly I was disappointed. Mr. Taylor made me feel so amazing, and now it was all fading away. Just like all of my favorite black t-shirts. Except instead of t-shirts it’s my sex life.

Despite all my emotions, I still found it odd that Mrs. Taylor was holding my underwear in her hands. I was more than capable of carrying them myself. 

We entered the car and Mrs. Taylor let out a large sigh before resting her head on the steering wheel. 

“Are you okay?” I asked trying to be supportive. Also slightly concerned that this emotionally unstable woman might not be okay to drive in her current state. 

A Highschool Affair [teacher, student, cheating, caught, straight, lesbian] 1/2

This is a story about a gay girl that discovers she isn’t gay… then discovers she is gay… then realizes that she is just bi, but is not really sure. Confused yet? I know I was. That girl was me.   

I was eighteen years old, and summer break was just about over. A new school year was beginning ,yet unlike most people, I was excited. Not for the reasons one could imagine, however.

I was a lesbian. At least I thought I was since I had never been attracted to the opposite sex. My room was plastered with pictures of girls, and my internet history flooded with lesbian porn. My parents figured out when I was younger that I was gay, and I believed them. It made sense, so how could I argue it? My parents were incredibly supportive, and I felt truly blessed.

That’s actually a lie.  I was attracted to one man. However, to avoid crossing into another category, I’m going to omit that part. I never told my parents about this one man though. So they were convinced I was a lesbian. Anyway…

The night after Iost my virginity

This is the story about the day after I lost my virginity… you can read that story here if you’d like.

How I lost my virginity from SluttyConfessions

************

I have no idea what time I arrived home from my fun with Paul but in my tipsy state I fell to sleep immediately.
I woke late that day, it must have been close to 2pm and lay in bed reliving the experience in my mind.
I was so happy to have finally lost my virginity and was excited to get some more cock in to me.
I found myself wet at the many thoughts running through my head and decided to have a play before I got up.
My fingers reached down to touch my pussy but my lips felt sore to the touch.
The dull pain only added to my thrill as I flicked my fingers across my clit.
I reached down and gently inserted my middle finger into my pussy, the angle meant that my other 3 fingers pressed against my swollen pussy lips on either side.
My thumb pressed against my clit as I began fingering myself. I could barely contain myself as I recalled my first proper sexual experience while fingering.
I felt my hips grinding to meet my fingers with each thrust and slide my ring finger into myself too.
I gasped and stiffled a moan as I felt my orgasm growing, harder, faster, deeper I finger fucked myself until finally I felt the walls of my cunt grip hard against my fingers and my release finally washed over me.