dirty_boy69, Author at NSFW story — Page 6 of 21

Our Fucking Cabin Part II [M32/F31] [Handjob] [Vanilla] [Outdoor]

*Episode I is* [*over there*](https://www.reddit.com/r/dirty_boy96/comments/y154r6/our_fucking_cabin/?utm_source=share&utm_medium=web2x&context=3)*. I really really advice you to read it first. Enjoy your read.*

The next morning, the next day, our first full day enjoying the remote off grid lifestyle, began with a perfect example of morning wood standing between my legs and pointing towards the ceiling. Shortly after I opened my eyes, my wife woke up to. She cuddled herself next to me, gave me a gentle kiss and then one of her hands began to take care of the raging hard boner between my legs.

One of her hands was sliding up and down my rock hard dick, while the other one was squeezing my cum filled balls. She knew how to please me. She knew what I liked. She was polishing my hard wood for about eleven years back then. She brought me closer and closer to an orgasm with every stroke she gave me. It didn’t took long and my moaning was filling the our tiny, but cozy cabin bedroom.

But then, I was really, really close to bust my load, she stopped. She looked me in the eyes, with a huge smile on her face: “You haven’t forgotten why we are here, haven’t you? You are supposed to dump all of your cum inside my pussy, and nowhere else.” Read more »

How I Turned Myself Into A Perfect Sissy Part III [M23/F26] [Anal]

*I really advice you to read the previous parts first,* [*they are over there*](https://www.reddit.com/r/dirty_boy96/comments/xuwfq0/how_i_turned_myself_into_a_perfect_sissy/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

A few weeks later my transformation was in full swing. I was training my holes, I was wearing panties only, I regularly shaved my body – my roommate was so nice and helped me with the hard to reach parts. My useless dick, my clitty was locked away all the time. I already had lost some weight, regular workouts helped with getting skinny and developing some damn hot curves. And my hair was growing out and I all felt nothing but great.

Also my, or better said our online platforms, because my roommate was a huge part of it too, did great. More and more supporters showed up. More and more men enjoyed watching our content. Or sent me encouraging messages, and yes some money too. It was enough money to think about permanent hair removal, because shaving my whole body nearly every day, was just a very tiresome thing to do. Read more »

Public Administration Appointment [M38/F53] [Pussy Licking] [Vanilla]

From time to time you have to do it. You have to deal with public administration. Next to no one is looking forward to it, but it has to be done. Because that is how world works.

The last time thirty eight year old me had to deal with it was about three weeks ago. It just was a normal formality, I had to register myself in the place I moved to. So I went down to town hall, I entered the place, pulled a number and waited. I was killing time on my phone, when only thirty minutes after I had entered the place my number showed up on the screen: “Number 69, please enter room 1036.”

Luckily I was paying attention enough to see the number popping up on the screen. So I put my phone away, and I went towards room 1036. It took me a while to find it, yes, some of those administration buildings are nothing but labyrinths, but I finally arrived at my destination. Read more »

My Former Teacher Pt. V [MF] [Blue Balls] [Ball Busting] [Pegging]

*The previous parts are* [*over there*](https://www.reddit.com/r/dirty_boy96/comments/xuua0i/my_former_teacher/?utm_source=share&utm_medium=web2x&context=3)*. I really advice you to read those first. Enjoy your read.*

On Wednesday morning nothing out of the ordinary happened. My former teacher and I woke up next to each other. We looked each other in the eyes, smiled at each other, then we shared a few gentle kisses. Then we got out of bed. With my morning wood pointing straight ahead. She ignored it. She let it go to waste.

Then we both got dressed up and I made some breakfast for the two of us. We enjoyed it together out on the terrace, and then she sent me off to work. Then she sent me off to chop some firewood.

It was relatively cool in the earlier morning, but it got hotter and hotter with every hour. I began to undress myself. Soon I was only wearing my work boots, my shorts, some underwear – yes, all the clothes belonged to her former husband – and a baseball cap on my head. Sweat was running down my body. Read more »

Our Fucking Cabin [MF] [Pussy Licking] [Vanilla]

It all happened last fall. My wife and I went on a hiking, or better said on a fucking trip together. We booked a cabin in a very remote mountain region to enjoy the beautiful autumn colors and to fuck each others brains out. To put a pun into her oven, because we were both in our early thirties, and it was time to found a family. And yes, we were already trying to produce some offspring for some back then, but nothing came out of it. We talked with some trustworthy people about it and someone gave us the advice to take a couple of weeks off together. While being in a low stress, phone free environment.

It took us some time to figure out what we wanted to do. But then my wife discovered some of those off grid living channels online, and she was more than just found of it. She suggested it to me, and I said yes. So we hunted down a remote cabin in some remote mountains far away from the next bigger human settlement. Luckily we found one. And we booked it: From the middle of October until the middle of December. Our plan was to enjoy the romantic autumn colors and the first snow together. Read more »

My Secretary [MF] [Teasing] [Cheating] [Vanilla]

About five years ago, I was about forty years old back then, I was looking for a new secretary. More than that, I was looking for a new assistant for the management. For the management of my medium sized company, with only me in the management. I think you all know what I am trying to tell you.

So I ran a lot of adds that I am hiring. I was looking for a really talented, good looking female human being. I really needed someone that was able to assist me, to be able to take some tasks of my shoulders, and someone that was able to stand her ground. And female, because I am a male human being. And sometimes it is better to get a female perspective too when you are making a decision.

Due the importance of the position I was offering a top salary. I really wanted the best of the best to apply. And a lot of applications flew in. Most of them were from college graduates without job experience. Or the person on it just wasn’t qualified enough to be able to do the job. Read more »

The Midnight Gym [M35/F31] [Pussy Licking] [Vanilla]

Yes, I work a lot. And yes, work gets to me from time to time. Insomnia is a more then well known, but not really loved friend of mine. Due being a night owl, I came up with the great idea to do some sports late at night, mostly around midnight, to exhaust my body, to be able to fall asleep. And it worked for me.

Spending an hour, or two working out, doing some cardio, pushing some weights or sweating in a sauna, cleared my head. And made me tired. I was sleeping like a baby. In most nights at least.

Luckily there was a gym around two corners from my apartment that had open around the clock. In the night it was for gold members only, so it normally wasn’t crowded at all. I was there three, four nights a week and about two too three other guys were there too. They mostly were there for the same reasons I was there: To clear their head for a good night of sleep. Read more »

High School Reunion [MF] [Vanilla] [Mature] [Teacher]

Once you are out of High School, about five years after they tend to ask you to come in again. To check up with your former class mates. To have some chit chat with some former teachers. To spend a nice evening together.

I ignored the first two of those invitations. I was out of town, I was not in the mood and high school itself didn’t seemed to have ended that long ago. But when the third invitation, fifteen years after my graduation, I was meanwhile thirty three years old, I was thinking why not. It could be an interesting evening.

So I called my mom. I told her that I was coming back home for my high school reunion. She was more than just glad to hear that I would show up, and she asked me to stay longer. A move I was clearly anticipating, so I said yes, I’d love to spend some time back at my small home town. And to be honest, I wasn’t lying at all. I was not getting younger, and all of a sudden I really began to miss that town in the middle of nowhere. Read more »

My Mom’s Best Friend Pt. III [F52/M32] [Pussy Licking] [Vanilla] [Public]

*I really, really advice you to read the previous parts first.* [*They are over there*](https://www.reddit.com/r/dirty_boy96/comments/xutre8/my_moms_best_friend/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

Yes, my mom caught me and my best friend coming down the stairs. After we fucked each others brains out. And we did that in my parent’s bedroom. And we might have made a little mess. And it for sure was an awkward situation for me to run into my mom, after I fucked her best friend, a woman that practically knew me my hole life long.

And it was, her, my mom’s best friend, that opened her mouth first, after my mom gave a very snappy comment: “Yes, we had. Your sun is a great stud. You raised him well.”

She did that on purpose. My mom turned red, now it was awkward for her too. Not just for me. You clearly don’t want to hear your best friend talking about your own son that way. But my mom’s best friend, she kept on going: “And well, we had our fun on your bed. And well, we might have made a little bit of a mess.” Read more »

How I Turned Myself Into A Perfect Sissy Part II [MF] [Anal]

*I really advice you to read the first part first.* [*It is over there*](https://www.reddit.com/r/dirty_boy96/comments/xuwfq0/how_i_turned_myself_into_a_perfect_sissy/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

After being locked up for about a week, horny was in full swing. I was desperate for some relief. I wanted to jerk my rock hard dick, I wanted to fuck some hole. Any hole. But both

of it was just a no go. So I got creative. I asked the Internet. I researched other ways to cure horny.
The first thing that popped up was exercising. Exercising and even more exercising. So I go myself the first gym membership of my life. And I bought myself some nice running shoes and some nice, tight fitting sports clothes.

When I hit the gym, I trained mostly my ass, to turn my body more female. To get a nice big and round booty. And it worked out. But I wasn’t a skinny dip back then. I had some pounds on me. That was where the running came in. I went on runs nearly every day. To cure horny, to loose weight. Read more »