We currently have stories with more being added every day

First encounters

Posted by: Age: 62 now 18 then Posted on: 7 comments
2 likes 61 views Category: Sex Stories Male Gay Tags: Sex Stories Male Gay, Male-Male, First time, teen, school, anal, friends,

First sexual encounters with someone


I’ll start this off by saying I’m not gay. Although I thought of myself as bi for sometime through school I am no longer interested in these type of encounters. The story is 100% true weather you chose to believe so or not it’s your choice.   On the night of my birthday I had asked my friend if he wanted to stay the night so we could continue to hang out and play video games. We had went bowling to celebrate earlier in the evening and after my parents took our girlfriends home we headed back to my house to chill.  It was getting late and my parents had gone to bed so my friend and I hung out in the basement and called our girlfriends and talked with each for a little while. After ending the conversations we started talking about them and other girls we thought were hot at school. We both were virgins yet but talked about how far each of us had gone with a girl before. He had gone farther than I had by giving oral to his girlfriend. I was curious and asked how it was and he explained. I had only fingered my girlfriend but she had given me a blowjob at her house a week earlier as my special birthday present.  At this time I was feeling super horny and could tell I was going to have to jackoff before I could sleep. I planned on waiting until he fell asleep or sneaking off to the bathroom to rub one out real quick. He asked if my gf had ever sent me a naked picture and I told him no and asked if his had. He said yes and quickly grabbed his phone to show me. I was instantly hard and knew I had to do something about it. I asked if he ever watched porn he said yes and said he girl on girl porn. I said we could watch some on my laptop if he wanted. He replied with a kind of excited yea.    Back then for some reason when you watched lesbian porn gay porn popped up in the “similar videos” tab. I’ll admit I had watched it once or twice before but it never did much for me. But thinking I was being funny I clicked on a video and said “you probably like this better!” He laughed and said no but didn’t tell me to turn it off.. we watched it for a minute before he said.. I need to jack off I said I did to and so we decided to each grab a blanket and started both going at it. After a few minutes he asked if I ever used any lube or lotion and I did so I pulled my boxers up and went to my room to grab some.   When j came back downstairs he was sitting on the couch with his pants completely off and no blanket. He said “Sorry dude I was getting to hot.” I said it’s ok and took a second glance at his dick. It was bigger than mine and had a big curve to it. He grabbed the lotion and said you don’t need the blanket if you don’t want. So I sat down and pulled my boxers down. We continued for a minute before we decided to jack each other off. This felt better than I expected and he said the same thing. Before long we went back to watching more gay porn and saw the actors doing many different things that I had never thought to try. Out of nowhere I felt him stop stroking my dick and lean over and start sucking my dick.. I was totally shocked and in a state of disbelief. I couldn’t believe om how great it felt. He went on for a minute or two and then stopped and said sorry but he had to try it. I said no problem and asked if I could do the same. I’m not going to lie at first I was an awkward feeling but after a few seconds it actually seemed to turn me on. I didn’t know what to do with my hands so I started playing with his balls and then thought back to the porn we were watching and remembered seeing the actors put their fingers in each others assholes. So I reached down with my index finger and tried shoving it up his ass. It was way harder than I expected and he kind of pulled away from it. He said dude you need lube. So I grabbed the lotion bottle and put some on my finger. I rubbed the outside of his asshole and then slid my finger in. He let out a moan and said omg that feels amazing! I kept working it in and out of him and he started thrusting I’m his dick deeper in my mouth. As he kept going I began to feel him moving his arms around and felt him grab my head and pull it off. He slid over to lay down on the couch and told me to get over top of him with my dick by his mouth (I didn’t know this was called 69 at the time) as I knelt over top of him I began to continue sucking his dick and he started sucking mine. I could feel him rubbing his hands around my ass and ticking my asshole which made me super hard then I felt him stop sucking my dick and felt a wetness around my asshole.. I couldn’t believe he was eating my ass out! It was the most amazing feeling ever! I thought about trying it on him but wasn’t sure about it so I just used my finger on him some more. I felt a slight pressure and then felt his finger penetrate me. I stopped everything for a second and told him I needed to cum. So I climbed off from him and he grabbed me by the dick and started giving me a hand job. He eased his finger toward my ass but before he couldn’t enter it I came. Harder than I had ever done by myself or when my girlfriend had given me a hand job. We sat there for a few minutes and then I asked him if he wanted my help finishing. He agreed so I started sucking him off again and using my finger. He quickly pulled my head off and came in my hand. Trying to be dirty I liked some of his cum off my hand and we laughed.   After both feeling a little guilty for a few weeks and swearing each other to secrecy we decided to talk about it again one day after football practice. We both agreed it was enjoyable but we weren’t gay. And probably shouldn’t do it again. But then a few weeks later we found ourselves in the same situation after going on a double date to the movies with our girlfriends. We had both gotten some action from them. I fingered mine and he did the same and got a handjob. We both went back to my house to presumably play video games and watch some tv.  However things quickly changed and we and we found ourselves watching porn on my computer. This time we were a little less timid and quickly began jacking each other off. This time I started things by bend over and sucking his dick. I massaged his balls and worked my way down to his asshole. I was a little bit shocked and embarrassed to feel that he had actually shaved his ass and it was smooth as silk. I was embarrassed because I didn’t have the foresight to shave mine. (I did it one time and it itches so bad growing back that I never did it again!)  We traded blow jobs and fingered each others assholes until he asked if I wanted to try fucking. I was a bit nervous but I agreed. I had bought some condoms a few months before because I thought it would be cool to have some. I carried one in my wallet thinking I was a badass! So I went up to my room and got them and brought them back down. I rolled one on and using lotion ( something I know now is not the best idea) lubed up his ass and slowly slid my dick in. I couldn’t believe the warmth and how tight it was. He gasped and then let out a moan and said to keep going I did for a few minutes but I didn’t want to cum before I let him try so I stopped and said to him it was his turn.  I bent over the couch and felt him rubbing the lotion on my ass and then all of a sudden I felt some pressure and he was in. It was a little bit uncomfortable at first but after a minute or so it began to feel amazing. He reached around and started stroking my dick and within what seemed like second I couldn’t help but cum. Moment later I felt his dick pulsing inside me and knew that he had cum. He pulled out and we both sat there for a few minutes our asses throbbing.  We we looked at each other and laughed and then got dressed. I took the condoms out to the trash dumpster and we then fell asleep watching tv. As time went by we had two more encounters like this before we gave it up. I had sex with another guy a different time and that was my last. I’ve never told anyone but the two guys I did it with and my wife until now. I’m not going to say that I didn’t find them pleasurable and I still enjoy anal sex. My wife and I take part in it often. Performing it on each other. But I have no desire to have sex with another guy. It was a fun phase but I’m over it now and my wife is the only partner for me. 

Comments

7 comments -

You must be logged in to post wall comments or like a story. Please login or signup (free).

Other Stories You May Enjoy



Recommended For You