I had sex with my child hood babysitter while she was engaged [MF]

So back story when I was growing up I had a babysitter when I was around 7-8 and she was 16when my parents would go away for the weekend. We lived in the same town and such. She moved away for college and I hadn’t seen or even heard of her for awhile. She moved back to my hometown a few years ago and we ran into each other at a mutual friends bbq. Long story short we caught up and started hanging around more and more in the same friends circle, she got engaged to a guy I knew and such.

Homeless shelter, part 2 [MM]

The second part of this story, which takes place the day after part 1, was also posted by me to literotica years ago. I had intended to write additional parts, but never got past this. But, if there is enough interest, maybe I’ll just have to do so now!

This story is completely true and accurate, at least as best as I can remember it almost 25 years later.

The next morning I woke up feeling very strangely. Even though I was homeless and broke and completely out of my element, the depression and fear from the previous day was gone. I felt excited. Last night I had done things that would have seemed completely absurd and taboo to me before now, but at this moment it seemed like I was embarking on a new exciting adventure, and my situation gave me freedom to explore without feeling any moral obligations. Being homeless, on the fringe of society, meant that I could be someone else without worrying about consequences or judgments. I could allow myself to do and feel things without worrying or caring about what people would think.

Sniffing [M]y [F]riend’s panties led to the dirtiest sex of my life Part 2

[Part 1](https://www.reddit.com/r/gonewildstories/comments/ht75bj/sniffing_my_friends_panties_led_to_the_dirtiest/)

Sorry in advance, it’s long. Unless you like long. Then you’re welcome.

Copy/paste description of the players from my previous story: Me: married with 5 kids. 5’10, average build, shaved head with a closely trimmed beard, average dick. I try to work out, but 5 kids makes that pretty difficult, so rocking a moderate dad bod. Jackie: married mother of 3. 5’4, petite build and straight brown hair that reaches to just below her shoulders. Small a-cups, but a FANTASTIC ass I often fantasized about.

“That was fun. I want more.” I read Jackie’s text no less than a dozen times with a growing sense of excitement and unease. It’s one thing to spontaneously hop in to bed together, it’s another to plan an affair. A counterbalance to the weight of the affair was the reality that I was going to be moving out of state at the end of the month. This wasn’t going to be the start of some long term relationship with all of the baggage and sneaking around that comes with it. It was just going to be a few hot fucks, then it would be over. With my conscience sufficiently rationalized, we decided to meet up.

The Fountain [MF] [Second person] [Female pov] [Just a blowjob][No sex] [No dialogue] [Cock worship] [Cum worship] [Focus on male pleasure]

He was laying down on a large bed, eyes closed, silently breathing. His legs were slightly apart, giving you room to carry out your worship. You lay on your stomach between his muscular thighs, presented with it.

It feels like it’s towering over you. An emotional reaction to what you see. This was the object of your desire, your passion. *The fountain.* This was the monument you worshiped. A hard pillar, like a spear of flesh. His fat cock.

It was erect, with its full veins visible and pulsing. A hard cock. This was your fountain, the fountain that gave you that which you desired above all else. Beneath the cock rested his two large, shaven testicles. Round, full balls, fatter and more impressive than any you had ever seen. So important, they created that which you craved, the seed you were addicted to. You could see them slowly contracting and expanding as if they were breathing, churning out that load. To you they were the most beautiful balls in the world.

Six Shots: A Woman Scorned (part eight of series)

[Six Shots: Revelations (part seven of series)](https://www.reddit.com/r/Erotica/comments/hvcivx/six_shots_revelations_part_seven_of_series/)

When I came to, I was lying on the bed with Phil curled up beside me, salty stains on his cheeks from tears he didn’t bother to wipe away before he passed out a different kind of way than I had. I tried to say his name but my throat ached and I couldn’t speak. So I kissed him softly and stroked his hair behind his ear until he stirred.

He opened his eyes and saw me leaning over him then tackled me onto the bed in a squishing hug and cried as he pulled me from the bed and up into his arms, holding my body firmly to his as he reassured himself that I was, at least somewhat, okay. I pulled myself away from him and smiled. He lifted my chin and ran his fingers over the light bruise that discolored the pale flesh along my neck.

“I thought I’d killed you for a second,” he said softly.

I shook my head and tried to speak again, it hurt, but my voice wasn’t totally broken, “I’m okay,” I whispered, “but we are going to need a proper cue for when I need you to stop.”

[MF] My college girlfriend and I open new horizons from facesitting to mutually first anal

Signing back up for Reddit combined with quarantine time to get nostalgic has me fondly recalling memories of nights (and mornings) past. Let’s be honest too, we’re all fucking horny right now.

As a creative outlet and a meager attempt to contribute to Sexy Reddit of which I’m so fond, going to post some formative stories along my personal sexual journey starting from the start – as explained below. Hope at least a few of you enjoy!!

I start the tales at the opening of my eyes to all that sexuality would one day mean to me.

I led a happy and sexual adolescence but it wasn’t until 21 years old that things got interesting. In art school and loving life, I had been dating Emmy (also 21 years old) for a few months.

She was beautiful – Lebanese, average height, long curly hair, perky C cups, a firm but large handful of a butt, and a deep and thoughtful smile that combined with piercings eyes to melt any heart. Emmy had a tough and wise exterior – as friends before we dated she was quick to talk about a previous relationship with a professor – but beneath the protective shell, she was a sensitive, deeply curious girl whose experience with sex was limited to a few flings with older men and little in the way of making love or any sort of relationship with real trust and connection.

[MF] The Saga of Sally – Glory Holes and The Movies

(Welcome to the Saga of Sally! This is the story of my relationship with a girl called Sally. This is **Part 6**. I recommend you start from the [start](https://old.reddit.com/r/gonewildstories/comments/hsqikr/mf_the_saga_of_sally_cumstained_jeans/) – each piece will link you to next part at the end. However if you don’t want to start from part 1 (you’re missing out!) this should make sense to a new reader.

A brief reminder what Sally looks like (there’s a reference photo in the first part): she’s a pocket rocket, thick, redhead tomboyish girl, with an hourglass figure and the thickest ass this side of the Equator according to the Guinness Book of Records inside my head.)

I want to keep things fresh. I’m going to try something a little different. As opposed to the longer memories I’ve been retelling here I’m going to do two mini memories from our time at college. I hope you enjoy them.

**Glory Holes**

[F] Camping Confessions, Part 2

I did not hesitate this time. My lips went straight for his cock. He was still covered in his own cum, dick still hard and standing on its own despite having already ejaculated a minute ago.

I wanted to impress him, so I tried to go balls deep on first contact. My lips slid right down to his base and the head of his cock stuffed its way into my throat. I was ambitious. He was about 7” long and 6” around. The leftover semen on his shaft made it slide down a little easier, but I still choked and gagged immediately and could feel my eyes water. But I held my position and did not budge. My throat continued to contract around his thick cock as I tried to get control over my gag reflex and relax my throat. He grabbed a fist full of my hair and let out a deep animalistic groan. A sound of encouragement. Fitting that we were in the woods. Perhaps all in my head but I swear I could feel him expand and throb in my throat. I stayed there for about 30-40 seconds. His balls started to flex and this drove me wild; I cupped them and tugged on them with my right hand as I finally came up for air. I let out a huge gasp as I unplugged his cock from my throat and mouth. I hovered above his manhood, catching my breath as his thick penis pulsated to the rhythm of his heartbeat ever so slightly, two inches away from my face. I brought my lips closer to his tip and slowed my breathing to tease him, making sure he could feel my warm exhales in the cold night air. I gave his head a little kiss.

Peeping Tom got lucky with classmate: 3 [MF]

Please read the other two parts before reading this, you can find them on my profile.

Now that I knew that Sana wasn’t trapping me, my fear seemed to melt away and my excitement for the situation kept on increasing. Sana was still in a relationship with my roommate and I knew what they got up to, but we still had our fun which made it even more exciting, going behind his back. Being a senior, he wasn’t in our classes and that gave us plenty of time to tease each other and even outside of classes we became closer in front of others but no one thought much of it, since Sana was always very physical and bold by nature, taking ample amount of advantage of her body while seemingly oblivious. She often wore tight shirts or loosely hanging tops exposing her cleavage and making her look sultry, with ripped jeans, or she would wear tight Salwar Kameej that would bring out the shape of her body quite well.

The Best Blowjob I [M] Have Ever Had

Hi GWS! Long-time reader, first time poster.

I thought I would tell you the tale of the best blowjob I have ever received. It was with my then girlfriend, Liz. Liz was tall and slim, with ice-blue eyes, a beautiful bubble-butt, and small, perky tits. She was a first for me for a lot of things; first real girlfriend, first girl I slept with, and the first person to show me what all the fuss about receiving blowjobs is about. I am not a big fan of receiving head – its fine; not awful, but there are things I would prefer to do – like give head!

It was summer 2010 so some of the details are a bit foggy, I remember we were driving in her car towards her home, and we were about to cross a dam. I was feeling pretty crappy for some reason.

Liz parked the car and pulled me out and over to a secluded spot over near the dam wall. She sat me down and said “maybe I can make you feel better” and began to kiss me deeply, and she was absolutely ravenous. Her hands were quickly beneath my shirt running up and down my chest, our tongues were wrestling around themselves. I was moving my hands all over her body; grabbing her ass over her pants and squeezing her tits through her shirt all the while my cock was swelling in anticipation.