My First Male/First Cuckoldish Experience
My first experience with another male was with a classmate in my early life.
He looked a bit like this cute boy:
https://xhamster.com/videos/young-dumb-boy-whore-gets-his-tight-hole-pounded-9539597
He was a short, cute, and feminine white boy and, my very best friend. He resembled the classic niche pornstar Ryan MacAllen (from A Cat's Tale). His family had game consoles (and tons of porno laying around) and I was sort of a bodyguard for him at school, so it just naturally came to be that I'd walk home with him and play games at his place. My parents weren't around after school, nor were his, so we had just each other as company.
We ended up spending so much time together, we got comfortable enough to just dress down after school, sometimes to our boxers and taking off shoes and socks. One of the reasons we'd dress down, is that we went to school in a really hot area. So, we'd spent all day being hot, sweating on and off, and so our skin was warm to the touch and our bodies were hot and in motion, close to each other. One of the things that aroused us the most was when we'd be walking together on the sidewalk and our hands would touch by accident. I got scared he didn't like it, but he didn't say anything, so I started intentionally letting our hands touch and one day I said he was my best friend and that I loved him. He reciprocated the sentiment. Then one day, I couldn't help but just start holding his hand. I can't remember why, but we both said we liked how it felt and that both our dicks got really hard. This made me occasionally put my arm around him, like he was my girlfriend, for the last few minutes until we got to his house.
So, by the time we got home, our dicks were already ready for love.
When we'd dress down from the heat, and our dicks were hard, we could easily see we both had erections through our underwear. If we had to both piss when we got home, we'd do that together, too. When we'd pee together, we stood close to each other and would rub the heads of our dicks together. It was his idea and felt so nice, it made me kiss him.
Once we settled in, we'd do some gaming and also look at porn magazines together and masturbate while sitting next to each other side to side, with our warm bodies touching, maybe with my arm over his shoulders. Inevitably, we started reaching over, grabbing each other's dicks, and jacking each other off, as our cocks were so rock hard all the time. We'd do this, then stop and do some gaming, then go back and check out porn and jack off together and each other, again. When we did this, I grew to love him so much that I couldn't help but lean over and kiss him on the cheek and lips, French-kiss him.
So, despite him being a petite, innocent-looking little feminine white boy, and me a big and dark, mixed race boy of color, he was the one who first showed me porn and taught me all about lovely, queer, nasty and perverted forms of homoerotic sex, like double and triple penetrations with cocks rubbing together, homoerotic touching during gangbangs, rubbing cock heads together (frot), and so on. I'd already had sex with one girl, but he was the one who taught me how much fun there could be with the right boy.
This was also when I first truly discovered I liked feet, including boys' feet. His feet were small and white, hairless, and very ladylike, just like a girl's, and I just couldn't stop staring at them, when they were in socks or when he was barefoot or in sandals. So, one time, he was sitting on the couch with his legs extended, and I sat down at the end of the sofa, just to be near where his feet were. He was in socks and shoes, and I put them in my lap. He was always such a cool friend and so I started unlacing his shoes, and slowly took them off his feet. When I did, I buried my face deep into his Nike's, smelled deep, licked the insides a little, and I loved it. He looked at me briefly and just laughed and kept gaming, and he wiggled his toes a little in his dirty little white socks.
The smell of his feet were intoxicating to me, since he'd been wearing shoes all day in the warm climate, and wore them during P.E. This made me press his feet - still in his socks - all over my face. I smelled them even deeper than his shoes, since they smelled so much like him, and I could taste and smell his unique sweat. I started pealing his socks slowly off his feet, putting them into my mouth and trying to suck the sweat out.
I was so nervous because it was sort of weird but he didn't care. When I took his socks off, I put them on my groin and I started licking his naked feet. I licked the soles and sucked on the toes, also licking between his toes. They were so tasty, tasted so much like feet, and were so stinky, they made my dick like an absolute bar of steel. I'd never encountered anything like it and I absolutely loved it. I worshipped them until they didn't smell or taste like anything but my own saliva.
So deep into worshipping his feet, I almost forgot I had a dick (my senses were so overloaded with his taste, smell, touch, and sight).
At his point, I pulled my dick out, and started rubbing my dick against his soles and toes. We both got really horny for something more than the usual and he reached over, started handling my dick, and then started to suck on my dick and we ended up kissing and hugging and rubbing all against each other. We said we loved each other.
So, just like we learned in the porn magazines (and from both our own, unique experiences with girls), we knew a hard black nigga cock could go into a feminine, willing white boy's asshole just the same as a girl's. He straight out told me he wanted me to fuck his ass, and so we got into doggystyle position with his arms resting on his sofa and I got behind him and took his shirt off of him. I also pulled his basketball shorts down to his knees, then his white briefs, and started feeling his butt cheeks all over, licking and kissing his butthole. I got full of lust and grabbed my dick, and started pushing the head of my cock against his butthole. I told him to help hold his butt open, and I started pushing inside of him with my hands on his hips to keep him in place. It was a struggle and he was definitely in pain, but he told me to keep going and so I did. We managed to fit the head of my dick into his ass, and after that, I just pushed all the way in, slowly but surely, in one very long, intense, beautiful stroke. At that point, I slowly went in and out of him at my own pace, and came within him very quickly and as deep as my dick went. It was my first true, full-on, anal sex experience. It taught me I loved whitebois.
Over time, this happened here and there and we went from footplay and blowjobs and handjobs, to me fucking his white butthole with my black dick in various parts of his house. We remained friends this way even if he had a girlfriend (which led to my first male and female, cuckold-like experience).
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My first male and female, cuckold-type experience happened with my best friend growing up.
He looked a little like this:
https://xhamster.com/videos/young-dumb-boy-whore-gets-his-tight-hole-pounded-9539597
And his girl looked like this:
https://xhamster.com/videos/stepbrother-stepsister-reunion-family-therapy-xhk4QaZ
He was short, feminine, white, (looked similar to Ryan MacAllen from the classic gay porno A Cat's Tale) and would easily get girlfriends. On the other hand, I basically never got girlfriends nor much female action at all, besides one, reliable girl that I did love. I was not handsome and my clothing was not impressive. I was, however, well built, mixed race, and fairly hung with the ability to get repeat erections.
Still, to the best of my knowledge, I was his first sexual partner. What developed from hanging out turned into full on sexual intercourse and intimacy. Still, even though we would routinely have sex, he'd still have a girlfriend from time to time. All his girlfriends looked like they could be his own sister: they were all petite, feminine, and white. For my own reasons, this really turned me on, that they looked like siblings. Eventually, he and I didn't have any sexual activity until, near the end of a certain schoolyear, he invited me to hang out with him and his girlfriend. It was exactly like how it was when he and I first started being physically intimate: after school, just us (+ his girlfriend now), and gaming. It felt so nice to smell the inside of his home, to smell him, and to smell his new girlfriend's perfume.
I played it cool and chill like I always did when his girls were around, just hanging back, but this time he told his girlfriend (sort of looked like Riley Reyes) to go and sit with me...like...right next to me. So, she did, and I got hard instantly, and she put my arm around her and she kissed me on the cheek (almost how I did my friend in the past, now that I think about it). I got nervous and just said my friend's name, kinda wondering if this way okay with him, and she said it was fine and that we were all gonna hang out. I began to relax, my friend continued gaming, and she started rubbing on my body and feeling around my dick and balls, kissing me.
Here, I couldn't resist, and started kissing her deep, French-kissing her. When I did, I pulled out my dick and she started giving me a blowjob. My friend started watching this and he began jacking off. I told him to come and suck my dick, too, with his girlfriend. So they both sucked on my dick and, eventually, I just started kissing his girlfriend and sucking on her tits while he sucked my cock by himself. I stroked his hair as he sucked on my cock until I couldn't hold back anymore, and I began pumping my cum into his mouth.
After a brief rest, her kissing me made me hard again and along with some foreplay going all directions, I placed his girlfriend on her back on the carpet, with a pillow for her head, and I began fucking her missionary and kissing her, while my friend/her boyfriend watched. I had a good amount of experience in missionary fucking a girl, and she got really into it.
I didn't like for him to not be close to us, so I pulled him close and would kiss him and hold him while I was fucking his girlfriend. This excited me so much that I came very quickly, but, we did this a few times and I began to last longer. She also loved to watch him suck on my dick, swallow cum, and bend him over doggy-style and buttfuck him like my boy and I did our first time together, while she and I would kiss. We'd also do ass/pussy to mouth, where they'd suck my dick after it'd either been in his/her butthole or her pussy, and the other would suck on it, and then we'd all kiss all nasty together to mix and taste their holes (I loved tasting both their buttholes) and my dick and cum together.
It should be said, that there was no humiliation aspect. It was all very natural, and genuinely affectionate and loving. Our collective sexual activity only drew to a halt as he moved way and we fell out of touch in our late teens. The last I saw him was in our late 20s, he was married to a cute girl (again, looked like a female version of himself), and we just hugged and said hello and then goodbye.
Over time, these positive, formative sexual experiences, and some other earlier ones, led me to become fully open to both women and men, homoerotic love, gang-bangs, and as well, loving cuckold experiences.
I definitely miss my boy and his girl.
He looked a bit like this cute boy:
https://xhamster.com/videos/young-dumb-boy-whore-gets-his-tight-hole-pounded-9539597
He was a short, cute, and feminine white boy and, my very best friend. He resembled the classic niche pornstar Ryan MacAllen (from A Cat's Tale). His family had game consoles (and tons of porno laying around) and I was sort of a bodyguard for him at school, so it just naturally came to be that I'd walk home with him and play games at his place. My parents weren't around after school, nor were his, so we had just each other as company.
We ended up spending so much time together, we got comfortable enough to just dress down after school, sometimes to our boxers and taking off shoes and socks. One of the reasons we'd dress down, is that we went to school in a really hot area. So, we'd spent all day being hot, sweating on and off, and so our skin was warm to the touch and our bodies were hot and in motion, close to each other. One of the things that aroused us the most was when we'd be walking together on the sidewalk and our hands would touch by accident. I got scared he didn't like it, but he didn't say anything, so I started intentionally letting our hands touch and one day I said he was my best friend and that I loved him. He reciprocated the sentiment. Then one day, I couldn't help but just start holding his hand. I can't remember why, but we both said we liked how it felt and that both our dicks got really hard. This made me occasionally put my arm around him, like he was my girlfriend, for the last few minutes until we got to his house.
So, by the time we got home, our dicks were already ready for love.
When we'd dress down from the heat, and our dicks were hard, we could easily see we both had erections through our underwear. If we had to both piss when we got home, we'd do that together, too. When we'd pee together, we stood close to each other and would rub the heads of our dicks together. It was his idea and felt so nice, it made me kiss him.
Once we settled in, we'd do some gaming and also look at porn magazines together and masturbate while sitting next to each other side to side, with our warm bodies touching, maybe with my arm over his shoulders. Inevitably, we started reaching over, grabbing each other's dicks, and jacking each other off, as our cocks were so rock hard all the time. We'd do this, then stop and do some gaming, then go back and check out porn and jack off together and each other, again. When we did this, I grew to love him so much that I couldn't help but lean over and kiss him on the cheek and lips, French-kiss him.
So, despite him being a petite, innocent-looking little feminine white boy, and me a big and dark, mixed race boy of color, he was the one who first showed me porn and taught me all about lovely, queer, nasty and perverted forms of homoerotic sex, like double and triple penetrations with cocks rubbing together, homoerotic touching during gangbangs, rubbing cock heads together (frot), and so on. I'd already had sex with one girl, but he was the one who taught me how much fun there could be with the right boy.
This was also when I first truly discovered I liked feet, including boys' feet. His feet were small and white, hairless, and very ladylike, just like a girl's, and I just couldn't stop staring at them, when they were in socks or when he was barefoot or in sandals. So, one time, he was sitting on the couch with his legs extended, and I sat down at the end of the sofa, just to be near where his feet were. He was in socks and shoes, and I put them in my lap. He was always such a cool friend and so I started unlacing his shoes, and slowly took them off his feet. When I did, I buried my face deep into his Nike's, smelled deep, licked the insides a little, and I loved it. He looked at me briefly and just laughed and kept gaming, and he wiggled his toes a little in his dirty little white socks.
The smell of his feet were intoxicating to me, since he'd been wearing shoes all day in the warm climate, and wore them during P.E. This made me press his feet - still in his socks - all over my face. I smelled them even deeper than his shoes, since they smelled so much like him, and I could taste and smell his unique sweat. I started pealing his socks slowly off his feet, putting them into my mouth and trying to suck the sweat out.
I was so nervous because it was sort of weird but he didn't care. When I took his socks off, I put them on my groin and I started licking his naked feet. I licked the soles and sucked on the toes, also licking between his toes. They were so tasty, tasted so much like feet, and were so stinky, they made my dick like an absolute bar of steel. I'd never encountered anything like it and I absolutely loved it. I worshipped them until they didn't smell or taste like anything but my own saliva.
So deep into worshipping his feet, I almost forgot I had a dick (my senses were so overloaded with his taste, smell, touch, and sight).
At his point, I pulled my dick out, and started rubbing my dick against his soles and toes. We both got really horny for something more than the usual and he reached over, started handling my dick, and then started to suck on my dick and we ended up kissing and hugging and rubbing all against each other. We said we loved each other.
So, just like we learned in the porn magazines (and from both our own, unique experiences with girls), we knew a hard black nigga cock could go into a feminine, willing white boy's asshole just the same as a girl's. He straight out told me he wanted me to fuck his ass, and so we got into doggystyle position with his arms resting on his sofa and I got behind him and took his shirt off of him. I also pulled his basketball shorts down to his knees, then his white briefs, and started feeling his butt cheeks all over, licking and kissing his butthole. I got full of lust and grabbed my dick, and started pushing the head of my cock against his butthole. I told him to help hold his butt open, and I started pushing inside of him with my hands on his hips to keep him in place. It was a struggle and he was definitely in pain, but he told me to keep going and so I did. We managed to fit the head of my dick into his ass, and after that, I just pushed all the way in, slowly but surely, in one very long, intense, beautiful stroke. At that point, I slowly went in and out of him at my own pace, and came within him very quickly and as deep as my dick went. It was my first true, full-on, anal sex experience. It taught me I loved whitebois.
Over time, this happened here and there and we went from footplay and blowjobs and handjobs, to me fucking his white butthole with my black dick in various parts of his house. We remained friends this way even if he had a girlfriend (which led to my first male and female, cuckold-like experience).
----------
My first male and female, cuckold-type experience happened with my best friend growing up.
He looked a little like this:
https://xhamster.com/videos/young-dumb-boy-whore-gets-his-tight-hole-pounded-9539597
And his girl looked like this:
https://xhamster.com/videos/stepbrother-stepsister-reunion-family-therapy-xhk4QaZ
He was short, feminine, white, (looked similar to Ryan MacAllen from the classic gay porno A Cat's Tale) and would easily get girlfriends. On the other hand, I basically never got girlfriends nor much female action at all, besides one, reliable girl that I did love. I was not handsome and my clothing was not impressive. I was, however, well built, mixed race, and fairly hung with the ability to get repeat erections.
Still, to the best of my knowledge, I was his first sexual partner. What developed from hanging out turned into full on sexual intercourse and intimacy. Still, even though we would routinely have sex, he'd still have a girlfriend from time to time. All his girlfriends looked like they could be his own sister: they were all petite, feminine, and white. For my own reasons, this really turned me on, that they looked like siblings. Eventually, he and I didn't have any sexual activity until, near the end of a certain schoolyear, he invited me to hang out with him and his girlfriend. It was exactly like how it was when he and I first started being physically intimate: after school, just us (+ his girlfriend now), and gaming. It felt so nice to smell the inside of his home, to smell him, and to smell his new girlfriend's perfume.
I played it cool and chill like I always did when his girls were around, just hanging back, but this time he told his girlfriend (sort of looked like Riley Reyes) to go and sit with me...like...right next to me. So, she did, and I got hard instantly, and she put my arm around her and she kissed me on the cheek (almost how I did my friend in the past, now that I think about it). I got nervous and just said my friend's name, kinda wondering if this way okay with him, and she said it was fine and that we were all gonna hang out. I began to relax, my friend continued gaming, and she started rubbing on my body and feeling around my dick and balls, kissing me.
Here, I couldn't resist, and started kissing her deep, French-kissing her. When I did, I pulled out my dick and she started giving me a blowjob. My friend started watching this and he began jacking off. I told him to come and suck my dick, too, with his girlfriend. So they both sucked on my dick and, eventually, I just started kissing his girlfriend and sucking on her tits while he sucked my cock by himself. I stroked his hair as he sucked on my cock until I couldn't hold back anymore, and I began pumping my cum into his mouth.
After a brief rest, her kissing me made me hard again and along with some foreplay going all directions, I placed his girlfriend on her back on the carpet, with a pillow for her head, and I began fucking her missionary and kissing her, while my friend/her boyfriend watched. I had a good amount of experience in missionary fucking a girl, and she got really into it.
I didn't like for him to not be close to us, so I pulled him close and would kiss him and hold him while I was fucking his girlfriend. This excited me so much that I came very quickly, but, we did this a few times and I began to last longer. She also loved to watch him suck on my dick, swallow cum, and bend him over doggy-style and buttfuck him like my boy and I did our first time together, while she and I would kiss. We'd also do ass/pussy to mouth, where they'd suck my dick after it'd either been in his/her butthole or her pussy, and the other would suck on it, and then we'd all kiss all nasty together to mix and taste their holes (I loved tasting both their buttholes) and my dick and cum together.
It should be said, that there was no humiliation aspect. It was all very natural, and genuinely affectionate and loving. Our collective sexual activity only drew to a halt as he moved way and we fell out of touch in our late teens. The last I saw him was in our late 20s, he was married to a cute girl (again, looked like a female version of himself), and we just hugged and said hello and then goodbye.
Over time, these positive, formative sexual experiences, and some other earlier ones, led me to become fully open to both women and men, homoerotic love, gang-bangs, and as well, loving cuckold experiences.
I definitely miss my boy and his girl.
1 year ago
