Based on real events in my life.
Growing up I was always getting into trouble with my curiosity. If I had interest in anything, I would jump in and see what happens. Some good and some bad results happened but I always learned from my mistakes and if curious enough I kept at it until I was satisfied. From swimming, diving, sports, mechanics, gardening, fishing, hunting and entrepreneur-ism. I loved reading and would live at the libraries on weekends just to read all kinds of different subject matter.
My dad would always complain about how much trouble I could get into because of my curiosities.
One Saturday, when I was 16, a good friend of mine and I rode our bikes ride downtown area to a good store that made the best chocolate floats. While sitting outside drinking our floats we decided to ride our bikes to the University and check out the babes sunbathing or jogging by the lakes. Riding through campus, since the semester was just ending, there were used book fairs all over the place, so I stopped and checked out books I might be interested in. I found one that had a Metallica book cover on it and when I opened it I saw that it was a book with nothing but sex stories and pictures in it. I bought the book for two dollars. After I quickly flipped through the pages I wanted to get home hurriedly as I was excited to start reading all the stories in the book.
My grandfather was ill so my mother had to be there everyday to take care of him so that pretty much left me at home alone until my dad got in from work. Since he worked at night except on weekends we were pretty much by ourselves during the day time except when he slept. I knew I had all the free time I wanted. The book I bought was exiting for a 16 year old. I never knew about all the different types of sex until I started reading and examining every picture. I jacked off so many times I was starting to get a sore cock. I enjoyed all of it, male/female, female/female, male/male and multiple partners stories and pictures.
The following Friday night getting home after being with a few friends to go bowling, my father was at the door waiting on me to get inside. The first thing he did was open the book to where I had left off reading at the chapter that was about male sex. He asked if I enjoyed reading this kind of stuff and looking at the pictures of males having sex. I didn’t know what to say, so he told me to shower and go to bed and we will discuss this in the morning after my mom left. I just knew it wasn’t going to be a good day tomorrow. I woke up with a hard cock thinking about the stories and pictures in that book and was about to masturbate when I heard my dad yell breakfast was ready. I slowly walked into the kitchen and ate my breakfast waiting for dad to fuss at me and find some sort of punishment. After I ate and cleaned up, he had me help him with the yard work. After 2 hours of hot and sweaty work I grabbed a cold glass of water and went to take a nice cool shower. After a moment I heard the bathroom door open and to my shock the curtain pulled back and my dad stepped into the shower with me and showered his body with me watching every move. He is 33 years old, 6” 2” with a nice build for someone who does not work out, a good 7” cock that has a mushroomed head on top of it. My cock was almost as big and he smiled when he seen it rise to full attention. Without saying a word he knelt down in the shower and slowly massaged my rising cock. He looked up at me and smiled then took my cock into his mouth and started teasing the head of my cock with his tongue. It took about 30 seconds and I released the cum that built up quickly due to the fantastic feeling of his mouth on my cock. It was unbelievable the feeling. Being young, it only took a short while and I was hard again. I kept staring at his large cock and finally built up enough courage to touch it. It felt wonderful so I kept rubbing on it and wanted to put it in my mouth. Before I could, he knelt down and started sucking my cock again. This time before I could orgasm, he stopped and stood and told me to get out the shower and wait for him in my bedroom. I dried off, went to my bedroom and nervously waited for him. He finally came in, shut and locked my door and climbed in bed with me in a 69 position allowing me a full facial of his cock. I noticed he had shaved most all of his hair around his cock after I left the shower and it looked so good I just started licking on his cock all the way down to his balls. I could hear him moan and that just made me more excited so I started taking as much of his cock into my moth as possible. After a few moments he told me he was going to cum and that I should just rub his cock against me until he did. I looked at enough photos of orgasms I wanted to have him cum in my mouth so I could get my first taste of cum, so I stated taking his cock as deep as I could. It wasn’t long and I felt his body tighten up and his cock get harder. He reached behind my head and started pumping is cock slowly until I felt his cum explode into my mouth. I could not keep all of it in my mouth and it ran all over my neck and bed. The taste was a bit strong so I slightly gagged but I swallowed what I could. Dad then took my cock down his throat all the way to my balls and sucked me until I let loose my cum. He got up, smiled at me and said he was available anytime I wanted to try more. One week passed. My father had to work two shifts so I did not get a chance to try more with him. My grandfather got worse and surgery was required so my mother was rotating staying nights and weekend days at his house to help care for him.
Finally dad was back on normal shifts and the first Friday night he was home he informed me we had yard work to do in the morning and winked at me. I had trouble falling asleep that nigh thinking about Saturday ‘Chores”. After 3 grueling hours of yard work I hurried into the shower and waited with held breath, hoping my dad would join me. Sure enough I heard the door open and he asked if I needed help and got into the shower with me. I watched him shower and reached out to touch his cock when he finished rinsing off the soap. He gave a quick laugh and went down on his knees and slowly sucked my cock fully in and out of his mouth. This time I lasted about 2 minutes before I unloaded my load of cum into his mouth while my cock was fully engulfed inside his mouth and throat. My knees buckled and he had to catch me from falling. As he got up I could see his cock at full attention so I reached down and started stroking it slowly. Watching myself do this got me hard again quick so I got on my knees and started licking and sucking his cock. I could feel him using his tongue on my cock as he was sucking it so I did the same for him. I tried to take all of his cock into my mouth and throat but could get about 6” of it without gagging. He told me to slow down, take my time and relax my throat and not think about his cock filling it but think about how it would feel massaging my throat. I never got all of it but did manage to not gag anymore. After a little while he stopped me and said to dry off and meet me in my bedroom. Naturally I hurried and was in bed naked waiting on him when he walked in with a bottle of lotion and a towel. He rubbed some lotion on me and started massaging my stomach from my neck down, tweaking my nipples just a little when he was near them and worked all the way down to my cock and balls. Then he pulled out a razor and started shaving my hair from around my cock and off my balls. He took the wet-ted end of the towel and cleaned me off. I could tell he was super excited to see me hairless as he slowly sucked my balls and cock until I had another massive orgasm. He rolled me over and started rubbing my back and ass cheeks, this felt so good and I knew from looking at pictures he wanted to see my ass spread open so I slowly opened my legs wide for him. I could hear his breathing slow and deep as he started massaging my asshole and slowly working a finger inside me. It felt like I was going to orgasm again with him doing that to me. He added more lotion and I started to feel a second finger inside me then he slowly moved his fingers inside and out fucking me with them. I was dizzy with excitement knowing my dad was immersed in my body. My ass loosened up more and a third finger made its way inside me and worked slowly until I loosened up again. I looked back at my dad and nodded to him that it was ok and he slowly removed his fingers and poured more lotion on my asshole and on his cock. He climbed up behind me and started rubbing his cock on my asshole and slightly pushing as he did. I could feel my asshole opening up and his cock slipping in a little at a time. When he reached a point when his mushroom head was inside of me it started to hurt a little and I tightened up, dad recognized that moment and stopped. pulled out, added more lotion and massaged my ass checks then put his cock back in me again until he felt me tighten a little. He did not move and the minor pain started to go away so I lifted my ass a little at a time until his cock was fully inside of me. We lay there for a good minute and then he started moving in and out very slowly and just a little at a time. I finally got used to it and started moving my ass in motion with him and then was able to let him fuck my ass fully. It was a little sore but felt so good and knowing he was loving it I let him go until I could feel his cock harden more and felt it, his cum shooting in my ass. The lubrication increased dramatically and his body got very tight from his orgasm. I felt him kiss my ear and thank me as his cock eased out my ass along with his cum.
We continued having sex with each other as much as we could without being suspicious to mom or anyone else for a good year when he was diagnosed with terminal cancer. We talked about how I needed to start experiencing woman and for me to remember how slow he was when we first had anal to make it enjoyable for any partner trying for the first time.
After he passed away I could not leave my house due to losing someone who made my life so special. My grandfather had passed away so it was just me and my mom together, lost without the people who helped fill our lives.
One week before my 18th birthday I told my mom I wanted both of us to go to therapy so we could come to grips with our lives and move on. She was totally surprised at my request and agreed. By now, all of the inheritances were collected and she was worth a few million dollars so cost was not an issue. We did not live like millionaires and the only thing that really changed was now we didn’t have to worry how much something cost that we needed. We did not move, but remodeled and got new furniture and had a 12’ walled fence with shrubs at the top, put around the back yard with a small swimming pool with Jacuzzi steps to enjoy in. I got a nice Camero for my first car though. We went to therapy for a few weeks and during that time and met a real nice guy, Brian, around 27 years old that seemed to have a thing for me and for my mom also. Just the way he looked at me and her and one time while talking to me actually put his hand on my thigh very close to my crotch area. He was widowed for about a year also and went to consoling for the same reasons we did. I made sure he knew I was interested in him with out being obvious and after becoming better acquainted during the next few weeks, me and mom agreed to go on a trip to a large mountain ranch he owned for as long as we wanted.
This became a whole new story.
