Confessions of a promiscuous College Freshman (str8) (MF)

I’ve gone through promiscuous phases throughout my life. Sometimes it’s made me wonder if I’m a binge-sexer, in the same way some alcoholics are binge-drinkers. Anyway, during my first promiscuous period, I didn’t have the capacity to consider that my behavior was risky and even borderline predatory. I was just into photography, music, pot and getting as much sex as humanly possible. And I had a certain fearlessness that made that end up being quite a lot of sex.

This is about how I broke up with my 22 year-old girlfriend, Kat, in the spring of that year. Kat and I had been dating since shortly before winter break. She seemed out of my league at first but it turned out she wasn’t. I lied to her about my age and we hooked up the first night we met. We made out and I fingered her in her car. Later she found out I was just a freshman and decided to stay with me. She was a sort of former goth chick, dyed black hair, pale skin, tall, wore a lot of dark clothes. She was a criminal justice major. Would late be diagnosed as bi-polar.

Escape Part 2 of 3 M/F Cybersex

(comments always welcomed)

Over the next several weeks, my contact with Red Hott increased. We were chatting every night. As I grew closer to her, the distance between my girlfriend and me widened. Soon, it seemed I was spending all of my spare time chatting with Red.

We grew very close. We shared things with each other that we could not share with our partners. We discussed how distant they seem to have become and how our sex lives were effectively dead. We began talking about what we liked in sex partners, favorite positions, etc. The ability to hide behind our screen names made it easy.

I looked forward to chatting with her. The more I came to know about her, the more I became attracted to her. I was ready to take the next step in our cyber-relationship, but didn’t know how. Fortunately, she did.

One night when I signed on, the chat window immediately popped up.

Red Hott: Hiya stud. You wanna mind fuck?

Hard Rider: hi… damn are you horny or what?

Red Hott: Yes, and I’m horny for you. I’ve been waiting for you to ‘come up’ tonight. ;-)

[M]y younger sister almost caught me cumming in the ex g[F]’s mouth

Let me give you some background real quick. I’m 18, 6’5, and a Senior in high school. My ex gf was also 18 and a senior, but was only around 5’6. So there was a bit of a height difference which had its own set of problems but they don’t matter to this story.

Ok, so I am a very shy person by nature, idk why but I am. So I had never really talked to any girls during high school. I usually just hang around with my friends, play videogames, and compete in sports. So having my first girlfriend was a big change of lifestyle for me. She was very nice(but had a lot of emotional baggage I did not know was there which is what eventually led to our breakup), and she asked me out. So, of course I said yes, dream come true for someone too scared to ask a girl out to have one ask them out.

Fast forward about 3 months

She had asked to come over after school one day and had asked if my parents were going to be home. (My parents would be home around 4:30 and out school gets out around 2:30) So I said no.

She comes over and we start making out(which is as far as we had gotten by then because I was still shy and wanted the relationship to go a bit slow) when she straddles me. She usually does this when we make out so it was nothing unusual, you know some teasing, making out, repeat. Until she gets off of me and pushes the coffee table away from the couch(My couch in the basement has a coffee table infront of it so we can set things down when we watch movies and stuff). I knew something was slightly different in the atmosphere. Then she gave me some puppy eyes and asked if I wanted some head. This took me a bit off guard, but of course I said yes.

Let me give you a layout that would be the problem in this story. The staircase that leads down to the basement is directly on our right, like 10 feet away. And to the left is a work room with the fridge, everyone has the garage fridge or the basement fridge. But there is a door at the top of the stairs that was closed so we couldn’t hear anything on the floor above us.

Back to the story.
So she tells me to pull out my dick(This was a big step for me because I haven’t shown anyone my dick ever). I started to unbutton my pants and pull them down until I was in my underwear. I was reaching for those too when she said, “Stop, I wanna do that part” she began to caress my dick a bit through my underwear and finally reached inside them and grab my dick. When she did I got goosebumps across my entire body. She pulled it out and got a good look at it. My dick was a good 7.5in but was not so much on the thick side, which always made me very very self conscious. She said, “Fuck” in like a half moan and that instantly made all my fears go away. She looked me straight in the eyes and said, “Ready”, “Yup” and she dove straight down onto my dick. I never in my life had felt something so amazing. The way she twisted and licked my dick felt unbelievable. I was basically brain dead while this was happening. She could only go about halfway down my shaft before she would stop, which was a bit of a bummer but also a bit of a confidence booster in a way. Then she pushed as far down as she could until my dick literally popped into her throat. That felt sooooo much better than the normal head. This went on for about 20min until I told her I was ready to cum. She told me to just do it and not hold back. This was a dream come true for me, as I had always wanted to cum in a girls mouth while they were sucking me. About a minute after that I told her I was cumming and she went as far as she could and I started to cum deep in her mouth. Only one rope got that far tho until I heard someone open the basement door and start running down them. It scared me so much that I pushed her head down all the way in order to hide her from the video of the stairs. Doing that backfired as I was still cumming, but no longer in her mouth, I was now cumming in her throat. I was holding her head down while I was letting out slight moans of pleasure while looking at the stair as my younger sister was standing at the base of them. Luckily for us she turned and went into the other room to grab a soda. The second she disappeared I let go of my gf’s head and she instantly pulled off of my crotch and started to cough. I pulled up my pants as fast as I could, just then my sister asked if I wanted a soda. I said no because I was still a mess. Not ily was my heart pounding from an orgasm but also the fast that my younger sister had almost caught me doing so. She then closed the fridge and went back upstairs. I told my gf I was sorry for holding her head down and she said it was ok. Then we looked at each other and laughed about that ridiculous encounter we had.

The end.

It started with a voicemail (MF, friends, bi woman)

It all started with a voicemail.

I was away for a weekend with my closest girl friends. We hadn’t seen each other for a few years, so there was a lot to catch up about one another. We talked about promotions, politics, and our families. But that’s not what got me into trouble. What got me in trouble was talking about our love lives. Normally, I’m not the sharing type, but I had had many beers and a year long dry spell while focusing on my career. So of course Jason came up.

Jason was my flatmate. Not the kind of guy you would pick off the street as an attractive guy, but once you got to know him, you knew he was something special. I was telling my friends about how he had started working out after his last girlfriend dumped him. He is a big and broad guy, but very soft. After just a few weeks of working out, I began to notice the definition in his arms and in his face. What once was a soft round face was now defined by better eating habits and a new beard. When most guys came back from the gym, they smell gross and sweaty. Not Jason. He smelled manly and earthy more than anything. I couldn’t help but notice the outline of his cock in his sweatpants. It wasn’t very big, maybe average size. But from living next to him for a few years now, I know he knows how to use it.

Daisy in the Dirt, A Punk Rock Sex Story [MF] [Oral] [PunkAF]

“Bro, you heading over to Geezer’s later?”

“Yeah man, haven’t seen The Dirt Stars in a minute.”

“Bro, that chick singer though. Daaaaaaamn.”

“Haha! Yes, she’s attractive, but I mean, they’re a good band regardless of the singer’s physical attractiveness.”

“Haha, whatever bro, you know you want that!”

“Alright Bret, calm down, man.” I said with a chuckle.

There was about an hour left of work. Me and Bret work in technical support at the same office, and also hang out in the same circles. He’s kind of a douche on the surface, but what can I say, the guy knows how to have fun. We were supposed to be working, but we spent the last hour shooting the shit and watching YouTube videos. It was a slow week, and the support calls weren’t coming in. Summer Fridays are pretty sweet sometimes.

The Dirt Stars are a local punk band. They’ve been around for a few years, and I know a couple of the guys in the band, plus Daisy, the lead singer. I was in a band with their bass player and drummer. We were called The Moldy Takeout Containers. We were good, but we broke up pretty quickly over creative differences. Things were amicable though, and we still hung out from time to time.

My wife [F] banged a guy [M] in the parking lot during quarantine

Long story short:

We started quarantine early March and took it pretty seriously, having older parents that we still see in the area.

After a month the wife (young 30s, MILF) was definitely getting a little stir crazy, me as well. We did what we could to pass the time but not having our normal life was pretty painful.

Occasionally we would go see friends in a parking lot and set up chairs 10 feet apart and talk and drink or what not. Sometimes we would go as a family, sometimes solo after kids in bed.

Fast forward to a week ago and we are running on empty from the quarantine life. My wife had a parking lot meeting with a girlfriend on a Tuesday and they had a good time, drank some and talked a bunch.

My wife told me they planned on to do it again Friday. So she went out Friday and the same thing, although seemed a bit different. I asked her some questions about it like usual and I noticed some of the responses seemed off and didn’t quite match up.

Escape Part 1 of 3 M/F Cybersex

(This is one I wrote years ago when cybersex was a big deal. Let me know what you think. Comments are always welcomed!)

I was bored. There’s no other way to describe it. Life was boring.

My girlfriend and I had been together for several years, and we had just reached that point in the relationship where I think we both knew that it wasn’t going to go much further.

Our sex life had always been good, but lately it seemed that neither one of us really put any effort into it. She always welcomed our lovemaking, but was the passive partner.

That’s when I started looking at the Personal ads online.

Most of the ads were the same…. “Divorced female 30’s, seeks knight in shining armor to sweep me off my feet and live happily ever after”, or “Single female seeks financially secure older male for good times.” I wasn’t seeing anything different.

One day, I came across an ad that intrigued me.

The night a [F] went nuts on my dick [M]

This Text is a confession and i often wrote it and deleted it again. I still dont know how i feel about it.

Anyways… I was invited to a birthday to a friend of mine. I had to travel quite a bit and there werent as much friends of us as expected. So one would meet New ppl and feel for the Sake of the crowd somehow alone. During the day my friend had a girl with him a friend. In the evening we began to drink and wouldnt stop with beer there were alot of shots aswell and soon i found myself in a drunken state where my eyes were weary and I had some Blackouts already. So everything just mixed my sight my movements my perception.

I quit Smoking a couple of years ago, But sometimes i do smoke for the Sake of it. So the girl i mentioned before has cigarettes and since they guy shouldnt know we went outside a bit far off to have a smoke. We were just talking and i dont know at what point the conversation changed but it got really sexual. I dont rememeber what came first we kissing or she telling me that she wants me to come on her face.

Following Trends [F/m] (Incest, Mo/So, Blowjob)

**Two months into the third quarantine**

“Whatever happened to the cinnamon challenge?” Jesse thought to himself while scrolling through Tik Tok posts with the hashtag “Ma’s Bra.” One after another, videos of sons walking up behind their mothers and cupping their tits were being posted faster than Jessie could watch them. “Some of these are getting millions of views, holy shit! I have to hop on the next trend and try to make it big.”

Weeks passed by and the hashtag slowly started to lose popularity, and it’s spot was now being held by a far more sinister challenge. The “Blow Me” challenge, although sounding provocative, is meant to get a reaction from the person hearing it before revealing to them a party blower from behind your back. Once again, sons had resorted to making their mothers victims of these harmless pranks and made sure to record the whole thing and share it with the world. Some mothers laughed, some got angry, but some, rightfully having mixed feelings about the previous “challenges,” instead gave their sons winks or invited them to a more…private part of the house.