Gay Erotic Stories

Carl had changed my prime pleasure driver to be the pain and sensation of taking his member. I wanted to go further and experience the pain of Carl whipping my willing ass before his cock went to work on my anus. Somehow the opportunity hadn’t arisen and the special crop that I had bought remained in a drawer unused.

Fortune favours the bold they say and one night the long awaited opening came. As usual we had retired to bed, Carl was already erect and before too long he was pulling my legs apart ready to receive him. Afterwards panting, we clinched, his heavy body pressing down on me. “You know” he said “Joe wants you, wants you real bad”. Joe worked on the same site as Carl and I had seen him eyeing me up more than once. “Don’t you mind?” I said, wondering where this was leading. “Joe’s been good to me, I owe him” was the reply. “If you want me to I will, but only if you want – and there are conditions.”

He rolled to one side of me and put his hand on my cheek. “What conditions?”

“Well, no oral for a start, my mouth is for you only, and fucking from behind.” Carl pondered for a moment, “OK” he said, “I’ll fix it. He wants you at the site office tomorrow night 7 o’clock, I’ve got to Detroit so I won’t be around”. I nodded. “That’s OK but there is something else, when you get back, before you have me again, I have to pay for what I’ve done” Carl looked puzzled. “I’ll show you.”

I got up and went to the drawer. The crop glistened, its new leather unmarked. I handed it to him. “24 strokes, each time I do this for you, no sissy stuff.” He nodded, slowly and said “OK”. I took the crop from him and put it back in the drawer, and I smiled and I climbed back into bed.

The following morning as Carl left for Detroit I let the taste of his come linger in my mouth before showering and heading for work. The day seemed to speed by fortunately and soon I was back to freshen up and change for my assignment with Joe.

Light deck shoes, tee shirt and short jacket and some low cut figure hugging white pants that tied at the front. Seemed to emphasise the important features! I drove over to the site office. Joe was inside, desk light the only illumination. He got up and walked round the desk. “Boy, you look good”. I said nothing but I put my palm on his crotch and felt his member stiffening.

I stood in front of the desk with Joe behind and kicked of my shoes. Slowly I untied my pants and wriggled as I slipped them down to my ankles. Then I kicked them to one side. His hands caressed my cheeks and then moved up and pushed me forwards. He unzipped and I heard him open up a condom and lube his member. He moved up close and leaned forwards, his hot breath on my neck. He fiddled to get his cock in the right place and then pushed. He went in easily enough and was soon at work.

I moved one hand to my own tool and started working it. I figured that I might as well enjoy it too. His panting became more staccato and his lips started to brush my neck. Then his body stiffened and he let out a groan. My hand was busy now and a few moments later my semen was splashed on his desk. He pulled away and started to zip up still breathing hard. “Thanks boy” he said.

The next day seemed to go on forever. Eventually the clock dragged round to five and I dashed to the car and drove home. Carl hadn’t returned so I showered, lubed and sat waiting for him in a short robe. After what seemed like an age the door opened and Carl came in. We kissed. “Hi big guy” I said. “Hi, I’m going to grab a shower” he replied, “boy I could use a cold beer”.

Carl came into the room. He was wearing only jeans and holding his beer bottle. I got up and said, “let me take that”. When I came back from the kitchen he took me in his arms and kissed me long and slow. I felt the tell tale signs of his member pressing into me. I pulled away and took his hand, leading him to the bedroom.

As we went in a stopped by the drawer and slowly I opened it, took out the crop and handed it to him. Slowly, legs going a bit wobbly, I walked to the bed and got down on all fours, pointing my ass up. “I’ll count”, I said.

The first stroke swished but it was too light. I looked over my shoulder but said nothing. He nodded. The second hurt, but I wanted to go further so I said nothing again. The third lashed across my cheeks, bringing tears to my eyes, I bucked forwards, erect cock ploughing the air. “One” I said. Up to twelve I bucked but each time I pushed my willing ass towards him to take the next blow. Then I couldn’t do it, the pain was making me clench my red raw ass tight to try to minimise the pain. It was no good. Slowly he drew back his arm, paused, and with a long swish he cropped me. By twenty I was crying out, clenching and unclenching, my crack dripping with the fear. At last twenty-four came.

I sank forward, face on the bed, ass still in the air burning red. I felt his rough hand opening my crack, his finger lubing me. There were no concessions to my condition, his cock thrust in and I winced at he slapped up against me. His member went right up as he fucked and fucked until I suddenly squealed as my own cock spurted out unassisted. He jolted like he’d had and electric shock and then pain on pain on pain, his come like acid was burning me up.

I clutched him all night. I didn’t want this to end.