All the characters in this story are over 18 years old.
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Just because I like it rough does not mean I like them rough. I hope you understand what I mean.
At 32 years of age, the number of people that fucked me more than once is pitiful.
If I talk about everyone I had ever had sex with, well that would be impossible. Not to mention that I don't even remember all of them. And the number of gangbangs make it difficult. I will talk about the significant people I had sex with over the years.
To keep it all simple, and hide the identity of one specific person for their safety (and one for my safety); I would use numbers to refer to all of them. Let me just tell you up front that these people had some qualities I have been looking for in a man. But none of them are exactly what I want in a man.
Am I asking for too much? You keep reading and be the judge of that.
Before I even go to number one, I have to mention patient zero. I only had sex with this guy once. But he was my first.
I had a crush on him forever. Both of us were 18 at the time. I think I was also his first. Which is why he came when I was putting the condom on his member. He was so embarrassed that he didn't call me for the next three days after that.
We met up a week later. I told him everything was fine. I was eager to have sex at the time. But anxious at the same time. It can be scary, your first time!
I knew we would be having sex when he invited me to his grandfather's ranch for a weekend. We had only two days. Nothing happened in the first day. So I decided to give him a blowjob to wake him up the next day.
He came just as he gained consciousness. He wasn't able to get hard after that.
That night, I knew he was determined to get it on. We didn't make out long before he flipped me over and went to town.
I wish I could say that it was pleasant. But it hurt really bad for five minutes. And when I thought that I was starting to feel good, he came.
We still talked once or twice later on. But that was that.
Maybe we could have been a thing if I stayed in the city after graduating school. But that didn't happen. It was so long ago that my imagination of what he was might be better than what he really was.
1:
We had a neighbour that always used to make weird comments about me and touched me in inappropriate places whenever he could. Stupid young me thought seducing him would be a good idea. He was 44 at the time.
It was during a party we had in our back yard when I rubbed my ass against his crotch. The ass that has both gotten me into trouble and out of some troubles. It's always been an asset for me.
I felt something getting ready for me inside. I made sure to give him a look that told him I was ready to take what he could give. He texted me later that night, just telling me that his wife would not be home that night.
I had to sneak out and I felt like a prostitute as I waited after knocking on his door. He actually went out to buy lubes and condoms before texting me. It was a long and arduous night for me. I got home at around 5 in the morning.
I would be waiting for his text for the next couple of months. The text that would only say how long his wife would be out for.
I still don't know what I expected from him. But I did get a dick that could last more than five minutes. The only problem was, he started acting prudish when there were others around. I guess he didn't want to get caught with his dick in an eighteen-year-old.
He made me realize what kind of sex I liked. I liked it hard and rough. But I also wanted to be able to have a public relationship with that person.
I did spend some amazing afternoons in his surprisingly well kept basement. And he did get to dip his cock in me over the years, even after the two-month tryst. But he was not what I wanted in a man.
He still lives there and I see him whenever I visit my parents.
2:
I still think about him from time to time. I was a college freshman and he was a junior when we first met. He was very forward with me.
The first time we met, he said I have beautiful eyes. The second time we met, he asked me about my sexual orientation. The third time we met, we made out behind my dorm. I invited him to my dorm straight away after breaking of our kiss. But he went away that time.
I was hot for him. That's because he was really hot. I wanted him to have me.
And a couple of weeks later, we had sex. I realized what he was insecure about. Four inches are not that flattering. But the man attached to the four inches made up for it.
I wish I could tell him that he didn't have to worry. Both of us went down on each other. And I even had frequent orgasms while he fucked me.
But being in the college environment, and with so many shit people out there, he broke things off a couple of weeks before he was about to graduate. He has been the longest I have been committed to someone. Almost two years.
3:
He was a professor in my college. I had taken three different courses under him. He was probably one of the nicest professors I had known over my four years of college. He was 32 at the time.
Full disclosure, he's not the only professor I fucked. But he's the one I have fucked more than once, and on my own volition. I might have seduced him. I think he knew it too.
I had taken harder courses under him. I saw that he was taking a beginner level course in my last year. So I picked the course to fill out my credit requirements. And I spent the office hours entirely in his office that semester.
No, I did not need to learn essay structures. He graded my 3000 word essays as excellent only a few months ago. And he remembered it too.
We talked about everything and nothing in those times. Some other students might have figured something out. But I didn't care. I realized that he took his job a little too seriously and had to invite him for drinks myself.
I didn't have to work that hard once we walked inside his apartment. He knew he could have me any which way he wanted. And he did so.
It was a wonderful period that sadly had to end. 32 and 22 is not the worst age gap in a relationship. But I could not see it working in the long haul.
It was his reference that helped me secure the job I still hold to this day. I am now a journalist at a reputed news source you might be familiar with. But we're not here to talk about my job.
4: