Gay Erotic Stories

One night, after he had a few drinks, we got into a hot love making session. I decided to try some anal play with him. He was reluctant to let me near his butt at first, but I managed to get him to relax and began to move in. He had never been rimmed before. The moment my tongue touched his sphincter, he moaned loudly. He writhed in pleasure as I worked my tongue all around his virgin hole and especially when I got my tongue into his hole.

"I never imagined" he moaned as I worked my tongue into his butt. That's when I decided I was going to take his cherry one day, and that day would be soon. I had to be patient. He was still reluctant to let me try anything new on his butt, saying he wasn't sure he could handle it. It took time.

One night while we were sucking each other, I moved in to rim him as usual while he rimmed me. "This is the right time" I thought to myself. I moved in closer to his tight, virgin hole and used my fingers to open him up a little more and get my tongue in a little further. He liked it. I was sure to use enough spit to lube him and slowly inserted one index finger.

"What are you doing?" he asked.

"Relax, Scott," I told him. "You'll like this."

He did and I began to push my finger in and felt around for his prostate. I knew I had found it when he moaned and his hard cock jerked a little. Scott went wild every time I stroked his prostate. I slid my finger in and out slowly, letting him get use to the sensation, and get use to it he did. He liked it. I decided to try two fingers. It made him a little uncomfortable at first, but he got use to it and even started to like it. He was so tight. I just had to get my cock in there somehow. I knew he would object, so I just kept up the fingering. I had just got up the nerve to ask him when he surprised me.

"You want to fuck me, don't you?" he asked.

"Yes" I replied. "I promise to be very gentle."

"I guess if it's going to happen, I'd want you to be the one to do it", he told me.

"You'll like it", I assured him. "I won't hurt you."

"Just go real slow. I've never had anything in there before tonight."

That was all I needed to hear. I was so hard at that moment. I couldn't believe this was happening to me. I got the lube out and prepared him for his first penetration. Once he was ready, I put the head of my cock in place and slowly, carefully, slid it in just past the head. He instinctively tightened up and it made it impossible to go in any further.

"Relax", I told him. "It will get easier in a minute.

I was patient with him. It took time, but Scott finally calmed down and the pain in his face turned to one of astonishment. I guess he couldn't believe this was happening to him. After his hole loosened up a bit, I started slowly moving in and out of him. Looking into my lover's eyes as I took his virginity was almost more than I could take. If I had not held back, I would have shot right then and there. This had to last longer. His face shifted from pain to pleasure as I began to pick up the pace. We really got into it at that point. I was pumping in and out and he was grunting his approval as he stroked his cock.

"Why didn't you tell me it felt this good?" he asked, breathing hard. "I would have tried this a long time ago."

A few minutes later, I could tell he was getting close, and so was I. As he shot a load, I went over the edge and filled his insides with my cum. We were both exhausted when our orgasms subsided. I leaned in and kissed him and we just stayed in each other's arms for about ten minutes, not saying a word.

“Thank you,” Scott said, breaking the silence. "I really needed that."

"I love you, Scott" I told him. "I've wanted to do this since the first time I saw you. Thank you for letting me be your first." We kissed for a long time after that. From that day forward, we flip-floped just about every time we had sex.