Two points in my life.

I went to a military boarding school when my parents were stationed overseas. The assistant headmaster slept in the dorms and kept order. He was an old Arab or Turkish man, very dark with facial hair and hairy chest, arms and legs. He showered with us and we were over impressed by his heavy hairy dick. When he caught your eye he would soap and lather his dick and slowly wash it, letting it slip in and out of his hand, sort of masturbating or jacking off. If there was only one of us in the showers he insisted on lathering us up, washing our hair and soaping up our dicks, getting us hard and hugging us up to him while he jacked us off. He liked me and he bathed me and when he was through, after wrapping me in my towel, he would kiss my mouth. His lips were soft and sweet and hot. I loved being kissed and held tight against him. I guess I was his favorite at the time.

We were going to move on from high school and he called me in to his room. I had been there many times before, this time he closed the door and held me and kissed me and told me he didn't want to see me leave. He undid his pants and had me hold on to his dick while he kissed me. His dick was big and I loved holding his dick. I had kissed it many times, but that day he told me that it was time for him to give me something for me to remember him. He undid my pants and sucked my dick, turned me around and fingered me with a cold slippery gel. I knew what was coming, I let him finger me deep with a finger until he felt I was ready and he put me on the bed with a pillow under my hips and got on me and his dick seemed to take a long time to get all the way in.

If I had tears in my eyes, it was from the shear pleasure of it. He did make it all the way in, I could feel his balls against me as he shoved in and out, when he stopped he rested his chest on my back for a moment, got up and pulled his dick all the way out, waited a few minutes and kissed me. I was naked without my pants and his hand went all over my dick as he got me up and worked me into ejaculating in his hand. I was leaving high school fully prepared for the wide wide world, his words telling me be careful. I went back the last day before I left school and we had a quick fast fuck before I left. I would never again be the favorite.

After college I married a girl from my hometown, not so much because we loved each other but because our parents wanted it that way. A perfect couple, a college graduate with a job and recent high school graduate with a pretty face who was ready to start a family. She was all virgin on our wedding night. She came to bed with all these instructions from her mother on what to do and what not to do. I fucked her hard that night, and fucked her face. I liked fucking her face, getting my dick in her mouth and fucking her face. It was a bad thing to do, but she was so pretty that forcing my dick in her mouth made me feel good. She was a producer and soon we had three kids, we had bought a small house and I worked and she took care of things on the home front and socialized with her high school crowd and her parents. They weren't my type of people so I mostly worked and only got together when the occasion demanded it.

She did her part, unfortunately she was afflicted with ovarian cancer in her early thirties, had a complete hysterectomy, chemo, but she died two years later leaving me with three kids to finish raising. She left a hole in my life and I never found another woman to take her place.

As I grew into my fifties I started playing golf. At first with some guys from work, and then slowly I made friends at the club and joined other groups. Among them was a retired group who took a trip every year to some far away gold course to play. By then I had a bit of money, and when they asked me to go with them to play in the Bahamas I signed up. The resort is quite expensive so we shared rooms. My roommate, a sixty nine year old man worked out and kept in shape, he was hairy with silver hair on his back and chest, he was tanned, and he walked around naked in the room. I was sitting in the one easy chair and he walked over, his dick at eye level for me, big and dark with a bushy silver mane. I just leaned over and took his dick in my mouth and started to suck. His only comment was that he saw that I liked it. Soon he had me on the bed and with only a little bit of spit he shoved his dick up my ass.

I remembered my days in high school, but in the moment his felt larger and more menacing and it felt so good. He was a hard top, like me a widower who lived alone. His preference was 'nailing' young kids he met at the golf club, caddies, bellhops, waiters. But he didn't mind having a good time with me on that trip to the Bahamas. It had been a long time for me, but the feel and taste of his dick, holding his hard dick in my hand, feeling his dick slide into me, I just liked getting fucked when I was at the boarding school, and I liked it more now. He wasn't much for kissing but he knew I wanted it and he agreed. For me it is important.

After a few months we decided to live together, on the excuse that we were going to save money. For appearances we have different sides of the house, but we get together to suck and fuck. We have a large backyard jacuzzi system, we get in there naked and spend an hour or so kissing and jacking each other off. I've been fucked so many times leaning over the edge of jacuzzi I lost count. We keep a couple of outdoor cushions handy for me to lean on while he does his magic.

Thanks for listening, it feels good to let it out.