All Chapters of The Gay Diãry: Chapter 31 - Chapter 37

I had just begun rubbing his butt cheeks when he tossed the lube over his hip toward me. The message was clear so I lubed a pointer finger and with great curiosity slipped it easily into Keith’s anal opening! “MMMM” he purred. It felt so nice inside I could hardly imagine how good it would be for my cock! It was hot seeing my finger in his butt and it made me even harder. Soon I had two fingers in him and he started begging me to fuck him. Finally I pulled my fingers out of him and he got in a kneeling doggystyle position on the edge of the bed as I lubed my cock. “Hurry! Put it in me, I’m dying to see what it’s like!”Standing behind him I aligned my cock and started pressing it against his puckered anus. Not much happened but I repeatedly pushed and withdrew working my tip a bit deeper each time. Finally, and to our mutual shock, my penis suddenly lurched forward, breaching his body’s defenses and burying itself in the depths of Keith’s rectum! My God it felt good! My organ now coco

In the mid-70s and I was just out of school and looking to spread my wings. It was a hot summer morning as I drove my little beater from Portland to Oregon’s Rooster Rock on the shores of the huge Columbia River. I had always been curious about it, its famous nude beach. Today I was going to see what it was like. I hoped I might actually see and maybe even meet some naked girls. I was nervous though since this would be my first time being naked outdoors in a public setting. At the east end of the parking area I parked, grabbed my small pack to stash my clothes in later and headed for the beach trail. A big sign boldly stated “Clothing Optional Beach” and I studied the posted map below it to see where the boundaries where. With that, down the trail I went. The trail dropped quickly on the edge of a wooded ridgeline and in a hundred yards or so a sing said that nudity was permitted beyond it. It was time to bare all and I did, stuffing my clothes in my pack. Resuming my hike in the

In the seventies one of my friends, Ryan, lived a few blocks from me and we were very similar in our physical features. He had dark, curly hair as opposed to my straight kind of blonde hair but we both had slender, smooth, bodies. We would often hang out at his house or mine, shoot some baskets, wrestle, watch TV, or just talk.One unusually hot afternoon in May we were at my house playing basketball in the driveway. We had been hard at it and our bodies were soaked in sweat. We decided it was too warm for this and we should get some pop and cool down. As we sat on the patio sipping our sodas Ryan asked, “Did you know guys can fuck guys?” I said” No Way! Guys don’t have a cunt, it’s impossible. “Taking a swig of his soda he said, “You’re right, they don’t. So they have to put their dick somewhere else. “Like where?” I asked curious and puzzled. “In the other guy’s butt.” He replied matter- of- factly. “NO WAY!” I said not really believing he was serious. “It’s true. “He stated f

I had always considered myself straight until the beginning of my junior year of high school when I caught a glimpse of my friend Josh shirtless and fell in love. That opened my eyes. I began to look around and see a great number of guys who were quite attractive. I, like any teenage boy, got horny and would often masturbate thinking of some of them. But none of them even came close to Josh and that first image of him shirtless. He is about 6’ 3” with smooth, tight skin, beautiful round pecs, A flat stomach with a slight six pack when he flexed and he had a light golden tan I would die for. His face was clear with a square jaw, a nice big smile, green eyes that made me melt, and nice head of thick light brown hair. He seemed like the perfect guy for me. He was always friendly very smart and one of the best athletes at our school. Unfortunately his family was extremely conservative and I knew that there was know way that he could be gay.This is what tormented me for the entire s