How it all started

by Jason

31 Aug 2020 1532 readers Score 8.0 (25 votes) PDF Mobi ePub Txt


Well this is a attempt at my timeline of my life...

when I was young I had a neighbor friend names Travis that I used to have "Sex" with.  We would always play in my room w nobody to bother us so one day we decided to try and have sex like we see on TV. We layed in my bed together completely naked and kissed for hours and hours just touching each others bodies sucking each other's tounges.. Eventually he introduced me to a older boy in the neighborhood that he would have sex with too.. we went to go play in his woods in his back yard one day and showed him how we have sex. 

We got Naked for him and layed on this mattress deep behind his house and kissed for him. Bruce the older boy joined us and had started to kiss us too... i was having so much fun until he took his clothes off and I saw how big and hard his dick was.. I was excited to see it but also so scared. I actually grabbed it and slowly jacked him off not knowing what I was doing. The tip of his dick was dripping wet with Precum so he had me lick it off.. 

I was So scared so I started to back off and get my clothes together. He said to just watch Travis and him have sex so I did, I watched then kiss each other so passionately and rubbing their bodies together then I was shocked when I saw Travis take Bruces dick and put it in his mouth. I had no idea what they were doing. 

I knew I wanted to try but I just couldn't find the courage. Bruce had such a huge cock. Travis seemed to really like sucking his dick too, when Bruce told Travis to lay on his stomach I was so confused. He took out a bottlen of Baby oil and started to lube his throbbing hard dick and Travis's ass and I watched him finger him with two fingers while Travis moaned so much Like they do on TV.. then Bruce slowly put his dick in Travis's butt and I decided to leave Because I had no idea what was going on anymore. as I walked off Bruce tried to grab me and fought him off and went home. I didn't talk to them anymore even though I was so into what they had did. 

I started to play with Matt everyday,. Matt was way bigger than me. We had our little gay moments like grabbing each other's dicks. I always had the thought of dick in my mind and what Matt's looked like. It literally came out of nowhere but one day I had the intense urge to see and suck Matt's cock. I was so curious what it looked like. I would make little moves on him and touch him more and more. I wanted him so badly!!!!!!! 

I was secretly so in love with Matt and never thought he'd actually be okay with what I saw Bruce and Travis do. At the time I would dress in my sisters lingerie and clothes and wear her heels and a curly blonde wig when i was home alone. I found a huge double headed didlo that I started to practice sucking and putting in my ass. Always thinking of Matt when I did it! I started to put panties on for Matt sometimes so he can see my ass and he would always rub it while we played video games Laying in my bed. 

Okay so one miraculous day we were in my parents guest room in the front of the house just looking out the window laying next to each other. Matt did a little side kick on my ass a few times with his foot then he began rubbing my ass for a while, this time he was rubbing it on my butthole with more passion. He sat up and tried to pull my pants down, he managed to expose one of my butt cheeks and gave it a kiss. 

To my surprise he was making a move on me!!!!!!!! i pretended to not like it and push him off. He whispered to me "If you S my D I'll S yours" meaning if you suck my dick blah blah blahhh lol... I told him hell no!! Even though I was dying of excitement on the inside!!! He put his hand under me and started to play with my dick that was so hard!!! He kept saying "come on just do it" so I gave in and told him to pull it out. He did and my mouth instantly started to water so much!!!!!!!!!!! 

Finally I was looking at his dick And it was as amazing as I dreamed about every single day of my life!!!! Here I was in bed with my best friend I had a huge crush on touching his big ass hard cock with my mom in the next room. I stood up and pulled his shorts and underwear off and layed between his legs and slowly licked all his precum off the tip of his cock. It was literally MAGICAL! The smell and taste of his dick was absolute heaven and to me!! He even had a small freckle on the tip of his penis lol, I gave it a kiss while I looked at him and I finally put it in my mouth! Omg it tasted so good! 

I started to suck it the same way I saw Travis suck Bruce's. He moans so softly and Im in absolute shock I was actually giving him head, I actually had another guys cock in my mouth!! I sucked him so slow enjoying the moment, I licked his balls and gooch and wow it was so sweaty but they smelled soooo GOOD!!!! I gave him head for at least 30 minutes straight just basking in bliss and pleasure, I worked up the courage to ask him if he wanted to put it in my ass. He said yes so I sat up and bent over doggy style and he gets up and spits on my ass and all over his throbbing hard 9 inch fat cock! I was so nervous omg but I wanted him so badly! He started to push it in but it wouldn't go in! Ugh! We tried and tried and tried but it wouldn't to in!!!!!!!!!!! 

So I gave up and just started to suck his dick again, It smelled like heaven with a hint of my asshole and spit! I don’t remember if I made him cum the first time we messed around but I think I actually ended up jacking off and cumming first and then he came. I was in total disbelief that what just happened actually happened. 

He just said I can never tell anyone and I promised him I wouldn't. After that we went to his house and then old navy and off to smoke some weed and drive around quietly. over a week we didn't talk about it until one night we layed in my bed together, Matt started to rub my ass again and I knew I had hit the jackpot lol. He rolled over and pulled his cock out of his basketball shorts and put a pillow over his eyes as i lay next to him slowly jacking him off. I get naked and Maneuver him to lay off the bed with his feet on the floor and I get on my knees between his legs and gently kiss all over his beautiful perfect dick, I open my soaking wet mouth and wrapped my lips around his cock and enjoyed every single second of my best friends dick!!

After that night we began to mess around just about every day, sometimes multiple times a day. Basically whenever he wanted his dick sucked I would drop to my knees. We never actually had sex though. We tried almost everytime but I was always kind of scared and it would never just go into my ass easy. We continued to mess around for a few years then we kind of stopped when he got older and started to show more interest interest in girls. I was so heart broken and missed what we had. I never even tried to get with girls after that or pretend that’s what I wanted even though I acted like I was straight.

Fast forward to when I was 18 and I discovered Craigslist M4M and casual encounters. One night I was alone in my room fucking myself in the ass with a homemade dildo and I responded to a post for a Hung Top who was hosting, it turns out he lived in the neighborhood next to my parents so I decided to make my move. I showered and shaved my ass and drove to his house and he met me at his back door at like 10 at night. I followed him to his room and walked over to set my keys and phone down and turn around to him moving in to kiss me! Matt and I never kissed before so that was so exciting!! His stubby facial hair and manly smell was such a turn on, we made out standing up as I reached in his shorts to touch his giant, hard cock! We get naked and I lay him down so I could suck his dick, he only let me suck it for maybe 10 minutes before he said he wanted to fuck me, Oh boy i was so nervous lol. He had my lay flat on my belly and he lived up my asshole and cock, he slowly pushes it in and WOW! It was already loose from me fucking myself before I came over but it still felt kind of uncomfortable. He began to push it in and out as slow as possible as I just layed there breathing heavy biting his pillow, it started to feel so fucking amazing after a few minutes and he was fucking me faster and harder. I was actually having full blown gay sex for the first time and never felt so full and complete in my life!! He ended up coming in me and pulls out and stands up as I turn around to suck the remaking cum off his huge cock and he pulls me up and gives me a kiss and ask if I live close by lol. I left right after only to never talk to him again.

I wasted no time until I was on to the next guy, I actually developed a preference this time, clean shaven, slim build, trimmed pubes and big cut cock… I was absolutely hooked! I met with so many other men mostly over and over again, I was always a bottom and still have not come out.