My Yearly Checkup [Prostate] [Vanilla] [MF]

A few months ago 38 year old me came up with the great idea to finally do it: I made an appointment for a yearly checkup with my doctor. She was my doctor since forever. But we rarely ever met each other. The main reason for it is, that I am one of those, who only go to a doctor, or visit a hospital when my body really shows me he middle finger. When I am either bleeding out of some hole in my body or when I am so sick, that it was nothing but a near death experience and only professional care could fix me up again.

But not this time. It was out and about to get a preventive examination. So I called in my doctors office. Fortunately they remembered my name. They said that I am lucky, and that they had an open spot in about a week. I said yes, I have time. I cleared my schedule to make it to the appointment. And there I was, one week later, sitting in the waiting room, waiting for the nurse to call me in.

Coming Back Home [Blow Job] [Anal] [MF]

I was gone for a long time. I left my hometown to attend college, then I drifted around the world for years. I worked in remote places, I explored the whole world. It was an awesome experience. It gave me lots of great memories. Stuff I like to look back until now. But it somehow got old, stale, over the years.

As time passed by I really began to miss my boring, lame ass home town. A small town in the middle of nowhere. I missed the smell of it. The people in it. And last but not least, my family. All of them. I hadn’t seen them in years. We only did some video chat, texting or some good old fashioned phone calls. It just was time to get back home again. Not only for a short visit, but for a longer stay.

After traveling two days dad picked me up at the airport. He was driving the same car like he did about ten years ago. Back then, 23 year old me headed out to explore the world. Dad drove me to the airport in the car we were siting in. And yes, I was 33 when I moved back home.

Caught Watching Porn [Roommate] [Masturbation] [MF]

Back when I was around 28 years old I shared a place with some 26 year old roommate. We two got along with each other before we made the decision to move into the same apartment. Nope, we weren’t best friends of anything: More just friends of friends that ran randomly into each other at some parties.

The main reason for the two of us moving in together was: We both had enough of our old places, our old roommates, we talked about it at a party and the next day we texted. A few days later we went out to find some suitable flat. We went apartment hunting. After two months we finally found something suitable. A large place with two equal sized rooms, a living room, a kitchen, a bathroom and a toilet. t was within our budget. We shared rent and utilities. Each one of us covered one half.

Then we moved in. We decorated the place in our style. We luckily and totally coincidental had the same taste regarding interior design. We turned it into our cozy home. A home, that non of us would see that often in the next year or two.

Wanna Improve Your Grades? [Mature] [MF]

It all happened years ago. Back when I was 21 years young and still a college student. Life was great back then. I was studying, I was partying hard, I was fucking around a lot, I had a blast. But there was one thing that stood out, one thing that I will never forget.

There was one professor, she was around 55 years old, she was nothing but hot. A good looking woman. With next to perfect curves and a beautiful face. She always dressed the same way: A shirt, always buttoned up and an extra long skirt. Her hair always pinned up. Wearing some age old glasses. Conservative as fuck.

But she gave me the hardest boners ever. I just had to look at her, and I was rock solid. So instead of listening to her lecture, I always fantasized about being with her. About pulling up her skirt, spreading her legs and licking her pussy. I was as distracted as someone could be. She was talking, she was writing stuff on the blackboard, it all just went past me. A very big problem. Because it was an essential subject.

Wanna Improve Your Grades? [Mature] [MF]

It all happened years ago. Back when I was 21 years young and still a college student. Life was great back then. I was studying, I was partying hard, I was fucking around a lot, I had a blast. But there was one thing that stood out, one thing that I will never forget.

There was one professor, she was around 55 years old, she was nothing but hot. A good looking woman. With next to perfect curves and a beautiful face. She always dressed the same way: A shirt, always buttoned up and an extra long skirt. Her hair always pinned up. Wearing some age old glasses. Conservative as fuck.

But she gave me the hardest boners ever. I just had to look at her, and I was rock solid. So instead of listening to her lecture, I always fantasized about being with her. About pulling up her skirt, spreading her legs and licking her pussy. I was as distracted as someone could be. She was talking, she was writing stuff on the blackboard, it all just went past me. A very big problem. Because it was an essential subject.

Family Vacation Pt. 5 [Incest] [MF]

*I advice you to read the previous Episodes first: I to III are titled Family Vacation and they are over in my sub. IV is titled Family Vacation Part II an it is over in my sub. The link to my sub is in the comments. Enjoy your read.*

When I woke up the next morning, the room was filled with fucking noises. I took a careful look around: My sister was already out. My parents were fucking their brains out. On the bed next to me. The clearly gave no shit about the fact that their son was in the room with them.

I tried to ignore them. I tried to fall asleep again. I tried to pretend as if nothing was going on. But I failed horrible. I watched them. I watched dad fucking mom up the ass. I heard their moaning. I enjoyed the show. I jerked off my rock hard dick while watching them. Dreaming of joining them in. Dreaming of taking my father’s place.

Family Vacation Pt. 5 [Incest] [MF]

*I advice you to read the previous Episodes first:* [*I to III are here*](https://www.reddit.com/r/dirty_boy69/comments/vbzlbx/family_vacation/?utm_source=share&utm_medium=web2x&context=3)*.* [*IV is here*](https://www.reddit.com/r/dirty_boy69/comments/vfpdkg/family_vacation_pt_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

When I woke up the next morning, the room was filled with fucking noises. I took a careful look around: My sister was already out. My parents were fucking their brains out. On the bed next to me. The clearly gave no shit about the fact that their son was in the room with them.

I tried to ignore them. I tried to fall asleep again. I tried to pretend as if nothing was going on. But I failed horrible. I watched them. I watched dad fucking mom up the ass. I heard their moaning. I enjoyed the show. I jerked off my rock hard dick while watching them. Dreaming of joining them in. Dreaming of taking my father’s place.

Damn it, morning wood is the best. I gave my dick one gentle slide after the other. I tried to match my parents paste. When dad went in, my hand went down my shaft. I might have even moaned out loud a little bit. I felt so fucking good. In the end I came with them. I nutted out my nasty load when dad was dumping his one up my mothers ass. Fuck yeah, what a great way to start your day. What a great way to cure your morning boner.

Back At Home [Incest] [Breeding] [MF]

When I was 25 yeas old I left my old life behind me. I just had enough. It was bored to a point beyond anything. I was frustrated with my job. I didn’t wanted to end up as a corporate drone. I had no girlfriend. My friends did nothing but smoking weed and playing video game. I had to get out. To see the world. So I took all of my money, booked a flight to the middle of nowhere and out of my old life I was. I told my family, my parents and my sister that I would be gone for a longer time.

In the end I was out for about five years. I called mom sometimes to ask her if everything was fine at home. But I never once returned to my home town or to my home country. I was traveling the world, then I landed in some very remote region in Papua New Giunea. It is tough to get further away from everything. I stayed there for one year.

Helping Out Grandma [Incest] [MF]

About two months before the pandemic hit my 74 year old grandma hat a little accident. She slipped in the shower, she broke one of her legs. She needed help at home. And 25 year old me just had some free time on his hands: I was between jobs. So I offered her my help. She gladly accepted and I moved in with her. Into my mothers old room.

My main tasks were cleaning the place, doing the grocery shopping, cooking, preparing food and spending time with her. Because she was stuck at home. And grandpa passed away years ago. The actual nursing was done by some professionals that showed up for an hour or two every day.

Besides keeping the household up and running, watching TV or talking with my grandma, I mostly was out and about. Exploring the town she lived in. I went on hiking trips. I enjoyed my free time. And yes, I applied for work too.

Enslaved And Educated Pt. 2 [Femdom] [Masturbation] [MF]

*I advice you to read Episode I first.* [*It is over here*](https://www.reddit.com/r/dirty_boy69/comments/vf095c/enslaved_and_educated/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

I was living a peeping toms dream. I was jerking off like maniac. Whenever my roommate was around. She always smiled at me when I was looking at her, with my rock hard boner in one hand and my balls in the other one. It went that way for about a month.

Then it happened. It got out of control. I accidentally nutted my load onto the Persian carpet in the living room. The fun was over within seconds. She gave me a view that immediately made me regret my failure. I was fucked. She stood there, arms crossed, tipping with one of her feet, I knew that something terrible was going to happen.

No she didn’t lost it. She stayed calm. Very calm. She took a very deep breath: “Look what you have done. I told you to not spit your filthy juices anywhere. Now, there is a stain on the carpet. Well done.”