dirty_boy69, Author at NSFW story — Page 4 of 21

Date Night [M31/F31] [Toy] [Edging] [Vanilla]

My wife and I are married for about a decade now. We both ran into each other in college, we feel for each other, we dated for a few years and then we decided to marry each other. Now, about ten years later we are still a happily married, but childless couple. We still love each other. We still fuck each other. And meanwhile we are best friends too.

To keep our marriage up and running we established a few traditions over the years. One of them is date night. We go out at least twice each month to have dinner together. In the best restaurants in town. Always dressed to impress. No, no formal wear, just the best stuff we have in our closets.

We both, my wife and I, we love date night. It gives us time out of house to talk with each other. To show off each other. To spent time with each other while wearing something different then your average comfy stay at home clothes. But one especially good one, one especially hot date night will never leave my mind again. It probably will stay with me forever. Read more »

A Night Out [F25/M32/M38/M22/M45/M30] [Sissy] [Transgender] [Public] [Toy] [Gang Bang] [Train] [Pussy Licking]

It was Friday night, date night. I was prepared. I looked gorgeous, sexy and hot. My make up, next to perfect. My top, tight sitting, but hiding enough to leave room for fantasy. My skirt, short. Really short. Beneath my skirt my dick, locked away in his cage. Locked away for an about a year. And no, no panties for me that night.

After adoring my twenty five year old self in the mirror for some time it was time to get into my favorite high heels, I took my favorite purse, some fancy looking and stylish coat and then I left. The moment I was opening the door to leave my apartment, my brain told me that I had forgot something important. Something that my date insisted me to wear.

So I headed back into my bathroom. There it was laying on the ground. A decent sized but plug with vibrating function. Remotely activated through blue tooth. Controlled by an app on my date’s, on my master’s phone. He loves to play with me. To tease me. To turn me into a dumb cum dumb. And I loved him for doing that to me. Read more »

Our Fucking Cabin Part IV [M32/F31] [Pussy Licking] [Vanilla] [Blow Job]

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

The next day, the seventh day in our remote mountain cabin began with two people opening their eyes and deciding to stay in bed a little bit longer. No, no fucking. Just enjoying the warmth of our cozy bed together. Because it is a nice thing to do and because there was nothing that was dragging us out of our bed.

Until hunger set in. Hunger and the urge to go to the bathroom. Two things that got more and more overwhelming with every minute that went by. Luckily none of us had to go to the cozy outhouse next to the carport. It just was there to look nice. Someone was so smart to install a biological toilet in the bathroom. But well, it was out of bed. But it had to be done.

On that day it was my wife’s turn to make some breakfast for the two of us. Read more »

First Boy At The Witches Academy [M20/F20/F65] [Sissy] [Chastity]

*Something different than my usual writing, but why not. Maybe some of you like it. Enjoy your read.*

It was the best news that I ever got in my whole damn live. I was accepted to the witches academy. I was one of the few, if not the only male human being that was accepted in that prestigious university. I was nothing but exited when I packed my stuff, boarded the train and drove there, a few days after I turned twenty years old. Because being twenty years old was one of the requirements of the university. No one younger was allowed on campus.

We all got up by a bus after I arrived at the train station closest to the academy. The bus was full, I was the only guy in it. The girls talked with each other, the had some chit chat, they just got to know each other a little bit.

At the academy we were greeted by the head of the school. She was giving us a speech. She told us that she was looking forward to turn us into perfect witches. She told us that the next three years will be hard, demanding, but very rewarding in the end. Because witches are popular in our society. And they earn a lot. Read more »

In The Park [M28/F67] [Mature] [Pussy Licking] [Anal]

Years ago, I was twenty eight years old back then, I loved spending my lunch break in the small park next to my office building. Not that many people were hanging out there, and the place was surrounded by buildings, so no car noise was disturbing you when you were sitting there.

I spent nearly every lunch break of mine in that small park. Enjoying the food I brought with me while the sun was shining on me. Or while I was sitting in the shadow of a tree. It all was depending on the season. After I was done eating, I took out a book for some reading or I just watched the clouds passing by on the sky.

Due the fact that there were not that many people hanging out, I knew most of them by sight after a short time. And they probably knew me too. We were a small community in our small park. Hanging out around lunchtime, greeting each other in a subtle way, but hardly ever talking with each other, because to be honest, we all shared one thing: We wanted some peace and quiet. Not doing some pointless chit chat. Read more »

The New Barmaid [M33/F25] [Trans] [Vanilla] [Blow Job]

I hate it when my boss does that to me. I can’t stand it when she dumps the new employees onto my shift. While telling me something like: “You are my best man, so show them what you know.”

That ass kissing, I hate it even more than when I have to take care of a beginner, but she was my boss. She owned the bar I worked in. She paid my salary. So I did what she told me to do: “Just sent them over to the bar. Thursday afternoon, one hour before I open up the place.”

Thursday, late afternoon, I was sitting in the bar reading a book, one and half hour before I planed to open up the place, she showed up. The new barmaid. My new coworker. And damn it, she had it. The moment she entered the room she had my attention. Fuck, she was a hot one. The regulars will love her.

After checking each other out, I introduced myself to her. I told her that I was thirty two years old. I told her that I was working in a bar since five, six years and I told her some private stuff of mine. She listened, nodded with her head and patiently waited until it was her turn to talk. Read more »

That Hot Girl From Next Door [M45/F43/F23] [Vanilla] [Spanking] [Ball Busting]

Not to long ago she moved in next to me. She got my attention from the first time I ran into her in the hallway. Forty five year old me was lusting for his new hot and young neighbor. She was gorgeous, she was around twenty three years old, she was always was dressed in a very seductive, sometimes even slutty way. Looking at her gave me nothing but raging boners. I was lusting for her. I wanted her.

I even told my wife about her. I told her about our damn hot young neighbor, and what only looking at her did to me. I got hard while talking to my wife about our new hot neighbor. My wife, forty three years old, she listened, then she took advantage of the hard one between my legs.

She just went down on her knees, unzipped my pants and soon after my cock was sliding in and out of her mouth, my cock was sliding deep down her throat. She took me balls deep. She was even gagging a little bit on my cock. It felt nothing but good. And my wife, she found a way to make it even better: “Imagine you fuck our hot new neighbor. Imagine it is her mouth, her throat your dick is sliding in and out.” Read more »

Our Fucking Cabin Part III [M32/F31] [Outside] [Romantic] [Vanilla]

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

The third day of our fucking vacation began with me making breakfast for my wife. I woke up before her. I ignored my morning wood and then I went into the kitchen. To brew some coffee, to fix some sandwiches, to boil some eggs.

It didn’t took long until the smell of freshly brewed coffee woke up my wife and lured her into the kitchen. She was sneaking on me. She took me by surprise when she all of a sudden hugged me from behind and whispered a thank you in my ear.

Then we sat down, we enjoyed breakfast together. We were making plans about how to spend our day. We came up with the great idea to go on another hiking trip. A trip that didn’t go all to well. We had to turn around, long long before reaching our destination. Our legs hadn’t recovered from the day before. The trip up to the mountain top was just to demanding for the two of us. Read more »

Helping Out A Neighbor Part III [M34/F39] [Hand Job] [Flesh Light] [Edging]

*I really advice you to read the previous parts first.* [*They are over ther*](https://www.reddit.com/r/dirty_boy96/comments/xuvm0t/helping_out_a_neighbor/?utm_source=share&utm_medium=web2x&context=3)*e. Enjoy your read.*

Three days after my first video shooting I got a text. It was from my upside neighbor, the woman I shot porn with. No, not as an actor, just being her camera guy. She asked me how I was doing, we texted back and forth for some time, then she asked me the following: “Are you still using your new toy, your new flesh light, made after my pussy?”

No need to deny anything from my side. I told her that I was dumping at least one load into it in the past three days. That it felt nothing but good when my rock hard dick was sliding in and out of it, and that it was one of the best gifts I ever got. She texted me back a few happy smileys. Then she asked me a live changing question: “You wanna show it off on camera? You wanna show, you wanna let the whole world hear how good it feels? You want me to use the toy on you, to hold it in my hands while I slide it up and down your rock hard dick?” Read more »

How I Turned Myself Into A Perfect Sissy Part IV [M23/F26] [Anal] [Deep Throat] [Pussy Licking]

*I 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 months later it was time for the next step. Not the biggest step out there, but it was an important one for me. My roommate and I went to a barber shop. It was time to get my first female haircut. At least the first one done by a professional, because my roommate has done her best to make my hair look as good, as female as possible since I began my journey.

Once the hairdresser was done she showed me myself in the mirror. I just felt pretty. I felt gorgeous. Maybe for the first time ever. I took more than just one selfie, the all went online, and my viewers, my fans, they loved them too. Nothing but uplifting comments on that day. I just felt nothing but happy.

On the following day it was time for a very painful appointment. It was time to burn away more of my body and facial hair. It was time to make me even smoother. The progress so far was good. My beard was only half as thick as before, my chest hair was more or less a thing of the past, my followers had spoken many uplifting words to me. To keep me going. And yes they were paying for it all too. I just love them all. Read more »