Childhood Friend to Partners
best friend, first time, gay sex

Hi, ISS family. I am Umair. This story is about me and my friend Aniket when we were 19. Although now we both are 29 and Aniket left Delhi a long ago. This is my first story on iss about how my childhood friend introduced me to the world of anal sex. So let us begin. We both normally used to watch porn on DVD at home in my room. I had a separate room for myself. We used to tease each other in fun mode. Then life took a new turn when my parents had to visit my home town for a family marriage. My father asked Aniket to stay with me for a night at my home. Aniket happily agreed. As soon as my parents left for the marriage function, Aniket brought the porn DVD, which was normal for me. However, things changed the moment I started the DVD. To my surprise, it was gay porn. So I asked Aniket about the DVD. Aniket said he might have brought the same by mistake, and watching it does not make any difference. After a couple of minutes of playing the porn, I felt Aniket’s hand on my thighs. I did not react as he was rubbing my thighs very softly. Suddenly Aniket held my dick and started stroking it. I was feeling good. Still, I stared at Aniket. However, he did not say anything and continued stroking. I was also aroused and lay still, which was a green signal for Aniket. With my eyes closed, I felt Aniket slowly remove my shorts and take my tool into his wet mouth. It made me moan in pleasure as this was the first time someone was sucking my dick. He continued to pinch my nipples with one hand, making me moan. Suddenly I felt Aniket’s thumb circling on my asshole. I felt like I am on cloud seven. After a couple of minutes of sucking my nipples and dick, he asked me to lay on my stomach. He separated my ass cheeks and touched my hole with his tongue. I let out a high moan. Oh my god, I can’t explain how I felt as he was licking my hole. I was praying that it should not end. He continued it for about 8-10 minutes. Now he came towards my face and asked for permission to enter into my ass. I agreed, and I don’t know why I agreed to his request. As he got the permission, he came again towards my ass with vaseline in his hand. He applied some on his finger and inserted his middle finger slowly into my hole. Without any pain, it went in. He then tried it with 2 fingers, making me uncomfortable due to little pain. But I still did not react. Now he was finger fucking my hole, making it well lubricated. As he stopped, I turned my face to see what he was going to do next. That was the first time I saw his 8 inches long and thick monster. It was shining due to vaseline. After seeing it, I felt terrified as it was my first time. I saw a monster waiting to tear my hole apart for the first time. So I asked him to be gentle. He turned towards me and touched my hole with his monster. But he held my waist very tightly. He knew I would be trying to escape as I thought of next. He gave a thud and went inside me. I felt a huge pain, and everything turned black in front of my eyes. But I can feel a thick hot rod tearing apart my hole. I was in immense pain. Aniket was lying over me with his muscular body, unable to make me move. I kept asking him to take it out, but he was in no mood to listen. After a minute or two of laying lifeless, he slowly started moving his butt back and forth. He was taking his dick in and out of my ass slowly. It still was paining but was also giving a sensation in my ass. Suddenly he started to ram my ass in pace, making a thud hitting my butts with his upper thighs. He then changed position and turned me on my back. He spread my legs wide and continued to fuck me. By then, I was all into the seventh heaven and moaning like it should never end. He increased his pace, and the pain turned into the pleasure of a lifetime. I was also participating now. He fucked me like a bull for approx 15-20 minutes. Suddenly, with a moan, his dick cum everything into my hole. I was so tired that I did not feel like moving and looked at my torn and fucked ass. However, when I saw it, I felt terrified. It was all cum and blood on the floor, and my ass was burning like hell. He again licked my hole to ease the pain and burning sensation and put an ice pack on my ass hole. I was not even able to walk properly for the whole day. We kept sleeping for the whole night. The next day there was a little pain in my hole; it was all swollen and turned red. My whole body was still paining, and I was feeling very tired. To ease the pain in my ass, Aniket started licking it slowly, and to my surprise, it worked. Now the pain was gone. However, the swelling was still there. Later he thanked me for the wonderful session. After that incident, we never repeated it. Later, after 3 years, he permanently moved to another town due to his job. Thank you, guys. I hope you all will like my real story. Please do not forget to provide feedback so that I can continue writing. Thanks to all the readers for your support. Please feel free to write at [email protected].