My first time with my best friend.

As a senior in high school I was spending the night with my best friend when his parents were out of town. I’ve known him since 2nd grade. We often watched porn together and on this night the porn showed two men having sex. We made a few comments about it as we watched it until the end. I had often fantasized about being sexual with him but never took it any further. That night I succumbed to my desires and was thinking how to ask him if I could go down on him. We had been drinking of course and with the porn I was ready. We slept in the basement as there were two beds for us. I got into my bed first as he took care of his dog for the night. He came into the room and I watched him undress. I’ve seen him nude in the school showers so I’ve already gazed at his nice package. I noticed he was almost fully erect when he pulled his pants off. He crawled into his bed and we visited for a bit. I then told him I’ve been wanting to ask him a question for several years but didn’t know how to ask or if I should even ask. After a few moments of me setting up the question he replied. Just ask the question and get it off your chest. I got up and sat on his bed. I said instead of asking the question I’m going to do something and you let me know if you are ok with it. He said sure. I reached out and put my hand on his erection and squeezed. Yep just as I had hoped he was fully erect. I pulled the covers down and felt his erection through his underwear. I then slid my hand under his waist band and felt his head and slid down the shaft to massage his balls. As I was doing that he reached out and felt me up. We fondled each other and undressed each other. I laid down next to him. We laid together face to face in a dim light but we were able to see each other. I then began to kiss his chest moving to his stomach and then his penis taking him in my my mouth. Finally I was sucking my best friend off. After I was on him for a bit he pulled me off turned me on my back and returned the favor. He worked me up to the point I was about to explode and then he pulled off me and assumed the missionary position kissing the side of my neck. He began to thrust his hips into me. I pulled my knees back and could feel his shaft pressing on my anus. He began to suck on the side of my neck and yes he gave me a hickey. I had my arms wrapped around and my hands on his butt pulling him into me. He looked me in the eye and said he needed to go get something and be right back. I replied hurry back. He left and came back with a bottle of baby oil and a hand towel. He got back in bed and applied oil on his penis as I helped him. He took my knees and pushed them towards my chest and placed his head at my opening. He took the oil and dripped it on his head and began to push in. I felt pain as he was starting to enter. I was hitting him on the shoulder telling him it hurts. He asked me if I wanted him to stop and I said no. I can tell it’s going to be painful but even if I started to cry I didn’t want him to stop until he was finished. He added some more oil and began to push in. I then felt his head penetrate me an the sharp pain stopped. His head was inside. I asked him to go slow so he slowly pushed in. I asked if he was all the way in yet and he said no only half way. He added more oil. As he pushed in deeper it felt like he had a sharp point for his head. All I could think about was relaxing my opening the best I could. He finally pushed himself all the way in. He stopped and left it there and began sucking my neck again. I wrapped my arms around him with hands on his back. My feet were burying into his butt. The he began the backstroke and that felt so much better. It was as though I was going to push him out of me for relief but then he stopped and pushed back in slowly. After doing it slow for a few minutes I felt as I was becoming numb to him. He picked up the pace and started screwing me. I had tears falling from my face as I laid on my back having my best friend screw me. Doing my best to enjoy it for myself but was not holding up very well. I changed my mindset. This is not about me this is about my best friend using me for his pleasure. I told him he was screwing me good. He stopped sucking me on my neck and looked me in the eyes as he was thrusting me. I put both my hands on his face. At the same time he drew in closer I pulled his face to mine and our lips met. He began French kissing and picked up his pace he buried his tongue in as deep as he could get it and I let him. After a passionate kiss he pulled back and moaned as though he was close. Looking each other in the eyes as he is thrusting in and out of me. I told him I wanted him to cum inside me. Give it to me. I want it all. He was no longer screwing me but now he was fucking me. My grunts were sounds of pain but I could see he was enjoying the use of my body. I saw his face change and his moan became a cry as he closed his eyes and gave me a hard thrust in. I yelled deeper, deeper give it all to me deeper. He yelled yes, yes, yes and yes multiple times as he unloaded all of his cum inside me. He collapsed on top of me and I hugged him like there is no tomorrow. I began to cry like a baby and I couldn’t stop. I was so happy to let my best friend have his way with me. He let me have my way with him as he laid on his stomach. I returned the favor of a hickey on the side of his neck. We were active often after that night. About six months into college we started dating some girls and started double dating. We would take our girls out to eat to a movie and then take them home only to go rent a motel room and have our way with each other. My best friend.

Related Posts

More Related Posts