Gay Male / 34
When I was 14, I already knew I was gay and already knew what was sex through porn. But I was very manly and very tough to recognise as a gay man if you didn't know me. At that age, I was already jacking off thinking of big cocks and gay sex, but didn't have anyone to share it with and didn't have any interest in my male friends because, well... I'd always cum imagining cocks up to 10 inches ravaging my mouth and ass, and their cocks probably weren't big as they were the same age as me and mine was about 4 1/2 inches.
I lived in a neighborhood where all parents were at work from 9 to 5 and all the kids were at school from 9 to 3. My room was on the second floor of my parent's house and I could see the street from my window and if I really wanted I could look across the street and see inside our neighbor's bedroom. A couple lived there and I never noticed the wife that much, but the husband was very handsome. They were both in their 40's, probably. They almost always left for work together, but he'd stay home alone at least two days during the week. Things might've been not so good in their marriage, because he'd always ended up jacking off in their bedroom while watching what I assumed was porn on TV (I couldn't see the acreen).
One given day I came home from school and decided to take a bath, then stroll naked into my room to put on clothes, windows wide open because I knew nobody was home in their house that day. I was putting on my underwear when I noticed a silhouette in their bedroom's window. I got scared and ashamed because they were supposed to be both at work that day and time. My scare turned into shyness and then curious horniness when I stopped a while and saw it was the husband and that he was jerking off, staring directly at my window.
Now I needed to know if he was really trying to see me or if it was just a coincidence. I had seen something in a movie... I went near the window, turned my back at him and removed my underwear. Looked back and he was still there, this time jacking off a lot faster. I followed the movie scene... Walked towards my bed, layed down and spread my butt cheeks. That way I couldn't see him, but he had cum when I turned to look at him. He threw me a little kiss and walked away, probably to take a shower. This interaction happened a few times after that. Some times I did the same thing, other times I'd stay on my hands and knees on the bed and a fee times I'd show him my little hard dickie.
After a few weeks like that, one day he stopped jerking and signaled "come here" with his hands. I was in shock. What would I do? I decided it was too risky to go to his house in the middle of the day as I could be seen by someone who'd tell my parents or his wife. Not knowing how to signal back, I left the room and took my bike to try and do something about that. He saw me leaving the house and went to the front door. I pretended I was riding it and stopped in front of his house to "look at some problem I was having with the bike". He came near me and said "wanna come in?", to what I responded "not today, but leave your back door opened the next time you're home" and then immediately left.
My heart was pounding like crazy. I realized I jad just accepted to have my first sexual encounter in a totally "wrong" way: with another man, someone much older and married. My nerves were a wreck through the next few days and my heart poundrd heavily every day I came home from school and looked at his window because he could be there. The day he was there, my heart dropped. My dickie was hard and I wanted to see him naked and grab his cock, but what if he wanted more? What if he wanted the things I've never done? What if he'd force me to do things I wouldn't want to do?
I went anyway, leaving home with my bike to pretrnd I was going somewhere. Got to this alley behing his house and then into his gate. His backdoor was really unlocked and I went in. He was in the kitchen and saw me enter. Was wearing extra loose shorts and clearly no underwear, and a light T-shirt. There were a lot of silent moments, but we managed to talk a little after he broke the ice with "so you like to show your butt to pervy older men, huh?". I said "I had never done that before, but I thought you'd like". His cock went hard in a beat, making his shorts rise. "You know, I love to break little guys in... (I blushed!) Now, why don't you show me your butt?". Just show? No problem. "Wow, you're hard.. You really want to show it to me", he says. In that, he was 100% right. He then took his shorts off and his hard cock bounced up and down. It was huge (for me, anyways). That day, he just asked me to sit over his cock while he layed on his couch. I just sat there, his cock throbbing under my ass until he exploded. I had never seen so much cum!
I jerked and sucked his cock the next time. He was patient enough to teach me how to do it and what he liked, so I had nothing to complain about. He'd never fuck my mouth harder than I could handle and never did anything I'd regret later. Sucking on his big balls was a huge turn on to me, as I could see hia hard cock twitch in pleasure. From that day on, every day he was home alone I was sucking and jerking his cock from 3:30 to 5pm. I had 30 minutes to go home and shower before my parents were home.
One day he said "it's time to do something with your butt". I froze. He then said he wanted to do something we both would enjoy and that I shouldn't worry because he wouldn't enter me. He layed me bottoms up on his bed and procceded to grab and kiss my ass. I felt him spreading my butt cheeks a little from time to time until he said "don't be scared" and started licking my hole. It was weird, but I felt a fuzzy feeling every time his tongue was in there and started to like it.
He then came over me, his cock drooling over my ass, and let me feel the weight of his body. He told me to spread my cheeks and let his cock slide in my crack. His long shaft would move up and down slowly, the head would come back until it'd thrust my hole and then go back up until his balls were pressing against my ass. He'd increase his thrusting speed from time to time and always asked me if it was too much - it never was. He announced he wanted to cum just like that and he needed me to repeat what he'd say. "Say 'fuck my ass'", he asks; I say it. "Say it again!"; I do. "Say you want me to balls deep in you and call me daddy"; "I want you balls deep in me, daddy!", I almost scream. He cums while emitting a deep growl. My ass was drenched. I came on his bed sheets while he gave his last thrusts.
I knew that by now he'd want to fuck me for real and I was planning on letting him have his way with me. It was 3:30pm on April 4, 1998 when I gave him the green light. Before we dis anything, he say he had a little gift for me and handed me a package. There was a pink panty inside and he told me he'd love if I'd wear that on our first time fucking for real. I didn't really understood what that meant and all (back then the CD craze wasn't a thing), but I agreed.
I was a little afraid of his cock's size and girth, but he calmed me down with lots of kisses and caressing my body. When he removed my panties and started licking my hole, I knew it was near. He lubbed my ass and his finger and started to play around my hole before gently inserting it in. Inch by inch he put his finger in and then moved slowly in and out while always asking me how I felt. Then came the time for a second finger. It hurts a little, but he is good on what he does and makes sure to use lots of lube.
"Time for the big boy, sweetie", he announces. He tells me to relax and let it slide naturally in while loosening my hole for it. The tip of the head goes in... I never thought pain would be that pleasurable. Then the whole head is in and he's whispering "oh God, I love you". He applies more lube and keeps going in until I tell him that I thought that was the most I could take. I jever knew how much of his cock went in this first time, but he seemed surprised that a first time could be so good for both. He didn't try to r**e me like in the dry sex sessions we had, and was always a lot careful. I felt my ass stuffed with his cock, but never over the top. He announced he was impregnating me while he came.
We fucked a lot until I was 18 and had to move to go to college. He came around a few times, but it wasn't the same. We both agreed that it wasn't something we were after anymore. His pleasure resided on me being underage and mine on me being underage as well. It was never meant to be mote than that.
The reaaon I remembered this lies on the last time I visited my parents, a few weeks ago. My bedroom is now a deposit and I went in one afternoon to look for something. Both our windows were opened and there he was, looking through his bedroom's window. I closed the door, dropped my pants, turned my back at the window and spread my cheeks. He threw me a kiss.
I lived in a neighborhood where all parents were at work from 9 to 5 and all the kids were at school from 9 to 3. My room was on the second floor of my parent's house and I could see the street from my window and if I really wanted I could look across the street and see inside our neighbor's bedroom. A couple lived there and I never noticed the wife that much, but the husband was very handsome. They were both in their 40's, probably. They almost always left for work together, but he'd stay home alone at least two days during the week. Things might've been not so good in their marriage, because he'd always ended up jacking off in their bedroom while watching what I assumed was porn on TV (I couldn't see the acreen).
One given day I came home from school and decided to take a bath, then stroll naked into my room to put on clothes, windows wide open because I knew nobody was home in their house that day. I was putting on my underwear when I noticed a silhouette in their bedroom's window. I got scared and ashamed because they were supposed to be both at work that day and time. My scare turned into shyness and then curious horniness when I stopped a while and saw it was the husband and that he was jerking off, staring directly at my window.
Now I needed to know if he was really trying to see me or if it was just a coincidence. I had seen something in a movie... I went near the window, turned my back at him and removed my underwear. Looked back and he was still there, this time jacking off a lot faster. I followed the movie scene... Walked towards my bed, layed down and spread my butt cheeks. That way I couldn't see him, but he had cum when I turned to look at him. He threw me a little kiss and walked away, probably to take a shower. This interaction happened a few times after that. Some times I did the same thing, other times I'd stay on my hands and knees on the bed and a fee times I'd show him my little hard dickie.
After a few weeks like that, one day he stopped jerking and signaled "come here" with his hands. I was in shock. What would I do? I decided it was too risky to go to his house in the middle of the day as I could be seen by someone who'd tell my parents or his wife. Not knowing how to signal back, I left the room and took my bike to try and do something about that. He saw me leaving the house and went to the front door. I pretended I was riding it and stopped in front of his house to "look at some problem I was having with the bike". He came near me and said "wanna come in?", to what I responded "not today, but leave your back door opened the next time you're home" and then immediately left.
My heart was pounding like crazy. I realized I jad just accepted to have my first sexual encounter in a totally "wrong" way: with another man, someone much older and married. My nerves were a wreck through the next few days and my heart poundrd heavily every day I came home from school and looked at his window because he could be there. The day he was there, my heart dropped. My dickie was hard and I wanted to see him naked and grab his cock, but what if he wanted more? What if he wanted the things I've never done? What if he'd force me to do things I wouldn't want to do?
I went anyway, leaving home with my bike to pretrnd I was going somewhere. Got to this alley behing his house and then into his gate. His backdoor was really unlocked and I went in. He was in the kitchen and saw me enter. Was wearing extra loose shorts and clearly no underwear, and a light T-shirt. There were a lot of silent moments, but we managed to talk a little after he broke the ice with "so you like to show your butt to pervy older men, huh?". I said "I had never done that before, but I thought you'd like". His cock went hard in a beat, making his shorts rise. "You know, I love to break little guys in... (I blushed!) Now, why don't you show me your butt?". Just show? No problem. "Wow, you're hard.. You really want to show it to me", he says. In that, he was 100% right. He then took his shorts off and his hard cock bounced up and down. It was huge (for me, anyways). That day, he just asked me to sit over his cock while he layed on his couch. I just sat there, his cock throbbing under my ass until he exploded. I had never seen so much cum!
I jerked and sucked his cock the next time. He was patient enough to teach me how to do it and what he liked, so I had nothing to complain about. He'd never fuck my mouth harder than I could handle and never did anything I'd regret later. Sucking on his big balls was a huge turn on to me, as I could see hia hard cock twitch in pleasure. From that day on, every day he was home alone I was sucking and jerking his cock from 3:30 to 5pm. I had 30 minutes to go home and shower before my parents were home.
One day he said "it's time to do something with your butt". I froze. He then said he wanted to do something we both would enjoy and that I shouldn't worry because he wouldn't enter me. He layed me bottoms up on his bed and procceded to grab and kiss my ass. I felt him spreading my butt cheeks a little from time to time until he said "don't be scared" and started licking my hole. It was weird, but I felt a fuzzy feeling every time his tongue was in there and started to like it.
He then came over me, his cock drooling over my ass, and let me feel the weight of his body. He told me to spread my cheeks and let his cock slide in my crack. His long shaft would move up and down slowly, the head would come back until it'd thrust my hole and then go back up until his balls were pressing against my ass. He'd increase his thrusting speed from time to time and always asked me if it was too much - it never was. He announced he wanted to cum just like that and he needed me to repeat what he'd say. "Say 'fuck my ass'", he asks; I say it. "Say it again!"; I do. "Say you want me to balls deep in you and call me daddy"; "I want you balls deep in me, daddy!", I almost scream. He cums while emitting a deep growl. My ass was drenched. I came on his bed sheets while he gave his last thrusts.
I knew that by now he'd want to fuck me for real and I was planning on letting him have his way with me. It was 3:30pm on April 4, 1998 when I gave him the green light. Before we dis anything, he say he had a little gift for me and handed me a package. There was a pink panty inside and he told me he'd love if I'd wear that on our first time fucking for real. I didn't really understood what that meant and all (back then the CD craze wasn't a thing), but I agreed.
I was a little afraid of his cock's size and girth, but he calmed me down with lots of kisses and caressing my body. When he removed my panties and started licking my hole, I knew it was near. He lubbed my ass and his finger and started to play around my hole before gently inserting it in. Inch by inch he put his finger in and then moved slowly in and out while always asking me how I felt. Then came the time for a second finger. It hurts a little, but he is good on what he does and makes sure to use lots of lube.
"Time for the big boy, sweetie", he announces. He tells me to relax and let it slide naturally in while loosening my hole for it. The tip of the head goes in... I never thought pain would be that pleasurable. Then the whole head is in and he's whispering "oh God, I love you". He applies more lube and keeps going in until I tell him that I thought that was the most I could take. I jever knew how much of his cock went in this first time, but he seemed surprised that a first time could be so good for both. He didn't try to r**e me like in the dry sex sessions we had, and was always a lot careful. I felt my ass stuffed with his cock, but never over the top. He announced he was impregnating me while he came.
We fucked a lot until I was 18 and had to move to go to college. He came around a few times, but it wasn't the same. We both agreed that it wasn't something we were after anymore. His pleasure resided on me being underage and mine on me being underage as well. It was never meant to be mote than that.
The reaaon I remembered this lies on the last time I visited my parents, a few weeks ago. My bedroom is now a deposit and I went in one afternoon to look for something. Both our windows were opened and there he was, looking through his bedroom's window. I closed the door, dropped my pants, turned my back at the window and spread my cheeks. He threw me a kiss.
