Gay Erotic Stories

I had an anal fissure which made intercourse so painful it was impossible. I treated it for a year with ointments to no avail. All I ended up doing was adding a large, painful hemorrhoid. Finally I submitted to the surgery. The recovery lasted much longer than I expected. After that I was afraid of allowing someone to penetrate me. I have always been a bottom. I’m very masculine and the type that no one on the street would guess that I’m gay. My main problem with finding sexual partners has always been that I attract other bottoms and top men overlook me, considering me more competition than prey.

Finally the desire and need got the best of me. I wanted the first man to have a small cock. Surprisingly, when you are looking for a little one, they are hard to find! Most guys I came across that fit my bill were also bottoms.

I finally found a good looking much younger man who was interested. Now I am 49 years old, 5’7,”nicely built and not too hard on the eyes. He was 27, taller and slim and smooth. I met him at his hotel room. There was a short make-out session, I sucked his cock for a few minutes and then I was on my back. I lay there in anticipation, looking up at this good looking young man positioning himself to mount me and looking forward to the physical, and even more, the emotional release of having another man inside me again.

I felt him lube my hole and then watched as he lubed his cock. It was larger than what I had wanted, but hardly what one would call big. Then I felt him press his cock head against my hole and I quivered in excitement. He pushed and got no where. He applied more pressure and with a burst of pain I felt him enter me. He managed to get the head of his cock into me but that’s as far as he got. The harder he tried the more it hurt and the harder my hold resisted. Finally I started bleeding and he withdrew. He washed his cock and disappointedly I sucked him off and left.

I tried it a couple more times and got the same results. No matter how hard I tried to relax, no one got past the head of their cock.

I had started to reconcile myself to the fact that I would never again feel the pleasure and contentment of having another man inside me…. Then I ran into HIM.

I’d done him before. When I met him I wasn’t attracted to him in the least. He was 56 years old, tall, skinny and basically ugly. He had long wiry untrimmed hair and a scraggly beard. He was also black and was showing a pronounced bulge in his pants. Ordinarily I would not have looked at him twice, but I’d had craving a black dick and he was the only one I’d had the opportunity for in days. I went home with him. I figured I’d at least get my black cock fix and it would hold me over until I found one that I liked better. I was amazed. What he lacked in looks he more than made up for in skill and passion. I left him thoroughly satiated.

Now here he was standing in front of me again. We talked for a few minutes and asked me to go home with him. I explained my problem to him and told him that there was no way that he’d be able to get his cock inside. He was fine with that, he said that he had thought of me often and just wanted to feel my body against him again.

We got to his apartment and undressed. I made another, closer examination of him. He was tall, I liked that part. He was thin but looking at him he was sculpted, his pecks were hard and tight and his abs were too. There was a fine dusting of hair on his abs that highlighted the cuts in it. His legs were skinny and his cock was long, probably 9” but very slender and his crotch was covered in long wiry pubic hair.

He took me in his arms and kissed me. His lips were full and soft and his tongue filled my mouth. Slowly he lay me down on the bed and climbed on top of me. His body felt so good on me. His skin was silky and very warm to the touch. He stroked my face and kissed me deeply, pushing himself against me. For over an hour he kissed and stroked me. Our bodies writhed in pleasure. His hands, lips and tongue were everywhere. Finally he positioned himself to where his cock head was against my hole, but still he continued the kissing and stroking. My body was on fire with passion and desire and slowly but deliberately he buttered my hole with precum and I felt my hole slowly opening and almost grabbing at his cock.

He looked in my eyes and said “ I want you.” I was so afraid of the damage he could do to me but I had to admit that I not only wanted him inside me, I NEEDED him. “Do you trust me?” he asked. “’I'd never hurt you. It’s your call, we’ll stop whenever you want.”

I agreed but I knew that he would never get fully inside, but that just the feeling of his cockhead in me would be exciting.

He slowly rose from his supine position, kissing my body and he positioned himself between my legs. His tongue licked at my hole and sparks of pleasure shot thru me. Slowly his tongue entered me and I felt his face against my buttocks. He continued this for what seemed hours and I my body screamed out for relief. Finally he moved into position and reached in the nightstand drawer. He pulled out a large tube of lube and a bottle of poppers. Slowly his fingers entered me probing and coating my insides with thick lube. He did this for some time and then he lubed his cock. He raised my legs onto his shoulders and I felt that long, slender cock press against my hole and then slide inside. My body winced with a shock of pain and he stopped, but he didn’t with draw. Slowly he reached over and kissed me deeply, pressing himself in about a half inch. He held that position and slowly started moving inside, not deeper, just back and forth slowly, then pulling out and pushing back inside to the same depth. I felt my sphincter relaxing around his cock and waves of pleasure washed over me. Slowly he pushed in deeper, just a slight move at a time. Each new half inch sent a wave of pain to my brain, but it became a delicious, sensual pain and I loved it.

He was now about four inches inside me and I felt full to the brim. He rose up and withdrew. I watched him towering over me and I felt empty inside and I wanted him back inside. “Please,” I said, “Put it back.” He just smiled and reached for the lube. Slowly his fingers reentered me and coated me with lube again. Then I watched and he slathered his cock with more lube and moved toward my hungry and empty hole. I felt his cock push against me then withdraw without entry. He did this at least a dozen times and I begged him to go back in. Finally he positioned himself against my hole and entered just far enough for the cock head to push past my sphincter. I pushed against him trying to get him deeper and he held back. I needed him. I thought I’d explode if he didn’t give it to me. He held the bottle of poppers to my nose and told me to take three deep breaths. I did and as I took the last one he entered quickly and smoothly, pushing past the four inches he’d opened and another two or three. The sensation was incredible; a combination of the head rush from the poppers, a delicious searing pain and relief or the emptiness his withdrawal had caused. This time he didn’t stop, he lowered his body against me and kissed me deeply. I wrapped my arms and legs around him and he slowly and methodically drove his cock into me, his tongue never leaving my mouth. Finally I felt his pubic hair scratching against my anus and I knew that I had his entire 9 inches inside me. He fucked slowly and deliberately, rolling his hips and he moved inside me, slowly and easily relaxing and opening my hole. I was in ecstasy and he began pulling himself all the way out and them back in, pushing harder and deeper against me. I couldn’t believe that after three years I had this much cock in me and it was being maneuvered with so much skill and talent. The emotional feeling of having a man deep inside me, using me and controlling my body was just as exhilarating as the physical pleasure.

Finally after what seemed an eternity of pleasure I felt him starting to tense and his pace quicken. I knew he was getting close and I was torn between the disappointment of this ending and the excitement of feeling him empty his cum inside me. The slow easy strokes gave way to a hard driving assault. His face contorted into a mask of pleasure and he threw his head back and started moaning, I felt it as he coursed thru his cock, wave after wave of thick, wet ,hot cum pouring out of him and into me. The feeling of him marking me with his seed overwhelmed me and I came like I have never experienced before.

Our bodies wracked with pleasure and release for several minutes and then he collapsed on top of me, his head on my shoulder and we lay there soaked in our sweat and lube, my arms and legs still wrapped around him and his lips gently nuzzling my earlobe.

I will go back, that’s for sure. I know now that sensuality far outweighs physical perfection. Now I know that I can take others inside me, larger and smaller than he was. My hole isn’t crippled with the fear of the pain and possible damage. I am whole again and no matter who I’m with, I will always feel him in me.