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First time with a boy

Age when it happend: 14
Where it happened: Drews house
Langauge: English
Sex: Male
Rating: 5
Category: Straight

Hi

I had a friend named drew who I thought was gay, and he was super hot. I secretly liked him too. When he invited me over for a sleepover I was ecstatic. 

We were both sleeping in his bed and we got to the conversation of sex. He said that he masturbated all the time and asked me if I did. I said yes and he said what to, I said girls. I asked him and he said girls and guys, and my penis shot up in my pants. He just stared at it and finally said, I masturbate to you. I kissed him softly on the lips and said I like you too. He asked if we could fuck and I said absolutely. We stripped down to our underwear and began French kissing. I loved having his tongue in my mouth. Finally he got down on his knees and pulled down my underwear to reveal my 6 1/2 inch circumcised penis. He slid his mouth down my shaft and twirled his tongue around it. He came back up and played with the head of my penis, licking the Precum from my slit. He kept deepthroating me, all of my cock was in his mouth. I was moaning ridiculously loud, the feeling of his warm sexy gay mouth blowing my cock was amazing. Finally, a great feeling started in my balls and worked its way to the tip of my dick, and a huge spurt of semen exploded into his mouth. I was nearly screaming for his dick sucking ability. He swallowed every drop of my cum, and we switched places. I pulled down his underwear to find a 6 inch uncircumcised penis that nearly brought me to another orgasm.  I pulled back his foreskin and began blowing him. His cock tasted so good, and after only 2 minutes a huge orgasm blew into me. I swallowed all of his semen, and it is the best thing I’ve ever tasted. We made out for a while then I finally asked if I could fuck him. He said sure, let me go get some condoms. He came back with a box of trojan condoms and he slid one over my penis. “I love you so much,  I want  to feel your huge cock pound my tight little ass” drew said,  then he grabbed my dick and kissed me harder and more powerfully than ever before. I knew I loved drew. I bent him over and asked if he wanted me to go slow, and he said to go as fast as possible. I slowly slid my penis into his tight asshole and started thrusting. It was so tight, and drew was moaning extremely loudly. I also noticed he was putting a condom on his penis. I pounded as fast as I could, and then I had the most powerful orgasm ever. Spurt after spurt of cum shot out of my penis, and drew told me to keep going. I amazingly stayed hard and was fucking him faster than before. I felt another orgasm coming on and ejaculated again. Now he had me pull out and he immeadiately bent me over and stuck his huge dick in me. I was screaming, it was tight but amazing. He was moaning and saying “I love you (my name) I want to cum in you” and finally he did. I felt his penis thrust far into me and he cummed. he pulled out and we wrapped our arms around eachother, kissing strong as ever. We were sloppy and were jerking eachother while we kissed. Before we dozed off, I stuck my penis into him again and we fell asleep with me inside him. I woke up to drew jerking my cock with the condom still on and I started jerking his. His parents wouldn’t be home until 12 and it was only 730. I told drew I loved him and asked if he wanted to fuck again, he said yes, but with his brothers. He said that they always had sex but wouldn’t let drew join until he lost his virginity. He lost it with me, and I said lets go get them. Drew has 5 brothers, a 20 year old brother in college named Anthony, a senior named Jacob, a junior named John, a freshman named Ryan, and a little brother in 7th grade named tommy. He walked into their rooms and told them to get up. We went into drews bedroom and told them about our sex. They were proud of drew and would let him join their group sex. However, drews littlest brother tommy was sad, especially after he looked at my penis. He said he wasn’t a virgin and couldn’t wait till he did a guy (this was a gay family). I felt bad for him and said I would have sex with him. His eyes lit up, and he slid his pants off. All of drews brothers and drew were watching.  I stripped down to my underwear, same as Tommy. Then we revealed ourselves, and his brother had a nice 4 1/2 inch uncut penis. He began blowing me and was very good at it. I took off my old confom and put a new one on and I bent him over and stuck my penis in, and he said it hurt. I asked if he wanted to do this, and he said fuck yes. I began speeding up and after a few minutes I blew my load into him. All of his brothers were impressed, and I could see they all had boners. They began stripping down and my jaw dropped. Ryan had a 6 1/2 inch cock, John had a 7 inch cock, Jacob had a 7 inch cock, and Anthony had a 8 1/2 inch cock, and they were all uncircumcised. Drew said they talked and they wanted to gangbang me. I was so excited I nearly jizzed right there. I saw anthony put an extra large condom on. They told me to get down on all fours and put my chest on the footrest thing in front of their chair. Finally they got into position. I was going to blow drew, give Jacob and ryan handjobs, tommy was sucking my dick, and Anthony’s huge cock was going to be ramming my ass. They started and I was in heaven. It was indescribable, and when they stopped and had a different idea, I got excited. They all went back to my ass except drew, who I kept blowing, and tommy who kept sucking me. Anthony said they were going to attempt a triple anal. They all slid on condoms and i was excited. First anthony stuck his dick in and started to pump, and then Jacob. I could feel my anus being stretched to its limits. They called back tommy and he stuck his dick in and I screamed. I was being super stretched, Anthony was still pumping hard. Finally they stopped and winked at drew, and he said to go to his room. I followed him there and he said now that you are stretched out, we can have the greatest fuck ever. I smiled and bent over for him, and he slid his penis into my loose butt. He pumped faster than ever before and I was in heaven. I could hear him moan and finally after 5 minutes, a very large load of semen shot into me. I was ready to start on him when the phone rang. His parents were coming home soon so we needed to get ready. All of Drews brothers we’re fine, but drew and I hopped in the shower and got dressed. When his parents got home it was normal, drew and I were playing his Xbox. A few hours passed and Drews parents wanted to run me home, but drew begged for me to sleep over 1 more night. I called my parents and asked if I could, and they said ok. I stayed over and ate dinner, and when it was time to go to bed I saw drew call his parents into his room to talk to him. They talked for a while and drew came out smiling. His parents walked into their bedroom and shut the door. Drew and I played Xbox for a while until his parents said it was time to go to bed. As we walked down the hall to Drews bedroom we passed Drews parents in the hall and they smiled big at us. I opened the door and drew said we were sleeping in his parents master bedroom tonight. I followed him in there and he locked the door behind is. I was shocked to find every type of lube his family owned on the bed. Drew explained he had told his parents we were in love, and they asked if we wanted to sleep in their bed to have sex. I said that sounded like a great idea and we stripped Down again. We were completely naked and began making out. I asked drew if I should go get some condoms, but he said we didn’t need those. We had used condoms each time before. Drew said he loved me, and wanted to feel all of me inside him. I kissed him and said I would never find another boy like him. Drew slid down to my dick and started sliding his mouth up and down. Finally he stopped and said he had a better idea. Drew went into the bathroom and brought back a tube of lube, and spread a generous amount over my cock. He told me to fuck him, and we got into position. I inserted my condom less penis into his ass and it was a feeling like no other. I pounded and heard him moan. I reached my most powerful orgasm ever and exploded into him. I got out of him and he prepared himself to fuck me. He had already lubed up himself, and he slid his 6 inches into me. I was moaning and so was he. He pounded ridiculously hard and finally came in me. It felt amazing as his jizz exploded into me. Drew pulled out and I began blowing him. Some of his cum was still on his penis. I sucked him until he was hard again. Free fucked me for almost 6 minutes this time before he came. He pulled out and we 69ed. Even when he became hard again, we kept sucking eachother until we came. He stopped sucking me but I continued to suck him. He got hard again and stuck his cock in me one more time. He lasted 10 minutes this time, and blew into me before collapsing. Drew said that was the greatest fuck ever, and I said I agree. After that we fell asleep in eachother’s arms. 

Drew and I sleep over and have sex often now. That’s my first time 

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