My first time with my gay best friend
My first time with my gay best friend
I have a sleepover with my best friend from high school after we graduate. He's a bit taller than me, about 6'1, has short brown hair and brown eyes, and a fit body but not extremely muscled. He's gay and I'm straight but the moves that he's made on me in the past have got me wondering what it would be like. One time we were watching a tv show in my room and when I turned on my side to check my phone, he moved over and started spooning with me. I tensed up but soon relaxed when nothing else happened, and we stayed like that for the rest of the episode. He started kissing my neck at the end but I was too unsure of it all so I broke away and quickly realized that I missed being held from behind, it made me feel so safe and comfortable. But that was months ago and I hadn't given him the chance to try anything else since then. My parents are out for a week, so we make dinner and laugh and drink some wine while I get more comfortable with being alone with him in my house for the night. Eventually we retire to the couch to watch a movie, and he puts one on about two friends, one straight and one gay, who come to realize that they have feelings for each other. I know he wants me just from the way that he's started glancing at me during the movie, and I don't think he knows how interested I am in him, so as the movie progresses I let him get close to me until eventually we're cuddling, but he thinks that's as far as I'll let him go so he doesn't push it. During the scene where the two main characters hook up for the first time, I decide that I don't want to wait anymore so I place my hand on his thigh and start slowly rubbing it. He looks at me with an expression of wonder and desire, and I just stare straight ahead at the screen. As the scene progresses and gets more graphic, I move my hand farther up his leg until I reach a lump in his pants. At that point I look over at him, he's already staring longingly at me, and we lock our gazes for a few seconds. He leans over slowly to kiss me, watching to see if I'll pull away. I don't, and our lips meet. It's my first kiss and it feels amazing, especially because it's with my best friend and I know he's wanted it for so long. As we begin to make out, I start to massage the lump in his pants. After a few minutes, I undo the button, pull down the zipper, and start to move my hand to the band of his underwear. He stops my hand with his own before I reach it, and I feel a jolt of fear. Am I going too fast? Did I somehow misread the situation horribly? But he just stares into my eyes for a second before saying "Is this really happening?" I give my best casual shrug, smile shyly at him, and say "We've been friends for so long and you've been so good to me, so I figure that the least I can do is give you a chance to show me how you really feel." He gasps slightly but I can see the excitement in his eyes. "That's all I've ever wanted" he says before leaning in to kiss me passionately. We start making out more intensely than the first time, and he moves my hand down to his underwear. I slip the front of them down to expose his cock, and take it into my hand. Just holding it feels amazing, I was never too interested in pleasuring another man but this doesn't feel like I thought it would, it doesn't feel gay, it just feels like I'm having fun with someone who cares for me in a way that no one else does. Even though he's never said it outright I know that he loves me, he's had a crush on me for years, and for the first time I start to see how I can reciprocate those feelings. He can be my best friend and he can be my man, he can make me laugh like no one else and he can hold me to make me feel safe. I want to know what it's like to have it all, and the knowing that I'm so close makes me giggle with happiness as I start to massage his cock. This goes on for a few minutes before I decide that I want to take it farther, but here isn't the place. I wordlessly grab his hand and stand up, leading him to my bedroom. As I walk I realize that I've never been this excited before, the anticipation is almost too much, but we make it to my door before I turn around and start kissing him again. We stumble through the doorway and I push him back onto my bed. He looks up at me with an expression of pure lust, and I give another giggle as I revel in the attention. I slowly strip off my shit and pants as he watches, and then I get on top of him for another few kisses before I start to work my way down his chest. When I reach his cock a little shiver is sent down my spine as a feel how hard it is, knowing that it's for me and me alone. My amateur actions are making my best friend horny as hell and I couldn't be happier about it, I wouldn't want it any other way. I lick the head of his cock a few times and watch the satisfaction roll onto his face. I love it and I want to do it more. I kiss the tip lightly and allow it to push into my mouth, and I begin to give my first blowjob ever. He moans as I use my tongue to start exploring the four inches of joy in my mouth and the extra two inches outside and I lose myself for a time as I pleasure my man in a way I never imagined I would do. After a bit he takes one of my hands in his own and holds it tightly, and I fall for him a bit more. I'm giving him what he wants sexually, but him taking my hand tells me that he wants all of me, not just my body, and I love it. Soon afterwards I taste something slightly salty in my mouth and realize that I might be going too fast if a bit of pre-cum is already coming out. I regrettably pull my mouth away and look back up at him as he stares down at me with passion in his eyes. I realize that I'm not too sure what to do next, so I try to give him a shy and sexy little smile. It works, he can't resist it, and he grabs me and flips me on my back. Without asking, he begins to pull down my underwear and I'm glad he doesn't check with me first, I want him to be a man sent almost crazy by desire for me, and if he wants me naked that badly then who am I to stop him? We kiss as our hard cocks begin to rub together, and it's amazing. After a bit he breaks away to take in the situation, his best friend, a virgin and the person he loves, is naked beneath him with his legs slightly spread in an incredibly submissive position. He reaches down to his pants on the floor and pulls a small bottle of lube out. I laugh and say "really?" He responds with a smile and says "I've always hoped, so I've always been prepared." I didn't think it was possible, but it turns me on even more knowing that he thought about fucking me every time he felt that bottle in his pocket, which must have been a lot. He looks at me for a second before asking the question that I was waiting to hear: "do you want to make love?" Make love. Not have sex, not 'can I fuck you', but can we make love. I'm overwhelmed with feelings of joy, desire, passion, and many other emotions that are difficult to describe, all of them extremely positive. In response to his question I take the bottle from him, squirt a sizable amount into my hand, and lather it onto his cock. He grins down at me and pushes me down farther so that my hips and ass get raised a bit more. He gets on top of me and positions his tip so it's just tickling my hole, and then pauses for a moment. "You know exactly how I feel about you, right?" he asks. "Yeah, and I'm starting to feel the same way" I reply. Understatement of the century. He smiles and leans down to kiss me again, and I wrap my legs around him as he starts to slowly push his cock inside of me. Wow. It feels so much bigger down there but at the same time it feels like a perfect fit. I suppose it helps that I've never put anything down there so it must be really tight. My eyes go wide and I begin to give short, gasping moans as he slowly thrusts back and forth into me, going a bit deeper each time. When I feel his balls slap lightly against me, he pauses to let me adjust to the feeling of him being fully inside of me. "How does it feel?" he asks. I'm not sure what words to use, anything that I would say would feel insufficient, so I stare up at him with longing and wonder and hope that I can convey everything through that. "I've been waiting to see that expression on your face for so long" he says, and then he really starts to fuck me and there's no more time for words. It's amazing, it's ecstasy, and it's everything that I've ever wanted even though I didn't know that I wanted it at all. His cock is the most perfect thing in the world to me, and it's all mine. All I can do is lie there and squirm as he takes me in the most intimate way possible. Deep moans begin to come up from my chest, not intentional but I don't try to stop them either, I don't think I could if I wanted to, it just feels so good in so many ways. My man, my love, my first, my only. To be taken in such a personal way, to have him inside of me, is the only thing that matters to me in the world, and I know with an unshakable certainty that he feels the same way and I love him for it. Time slips away as he fucks me, sometimes hard and fast, sometimes slow and steadily, but always with amazing passion. Eventually my hand moves down to my own cock, mostly neglected up until now, and I begin to jack off with the rhythm of his thrusts. This only encourages him and he begins to go faster and faster as I cry out in delight and pleasure. I'm glad I did this when no one else was home because everyone would know what was happening the moment that the cry of passion left me. "Can I cum inside of you?" he says into my ear. I can't give a coherent response so I just wrap my legs around him even more tightly to let him know that I wouldn't want my first time to end any other way. After a few more moments he starts to spasm slightly and I let myself go at the same time, spraying my cum onto both of us as he finishes inside of me. He slows down steadily over several more thrusts of we both pant and stare at each other. Even though I've cum and the insane passion of the moment has passed, I notice that I still feel the same way about him. I still am well on my way to loving him unconditionally and I almost cry out again in happiness. It wasn't just in the moment, he can be my everything and I can be his and nothing will stop us from getting to that point. I squirm a bit more as he takes his half-erect cock out of me, and then I kiss him as I get up. "Come on" I say as I take his hand, "let's go get in the shower before we do that again."
I have a sleepover with my best friend from high school after we graduate. He's a bit taller than me, about 6'1, has short brown hair and brown eyes, and a fit body but not extremely muscled. He's gay and I'm straight but the moves that he's made on me in the past have got me wondering what it would be like. One time we were watching a tv show in my room and when I turned on my side to check my phone, he moved over and started spooning with me. I tensed up but soon relaxed when nothing else happened, and we stayed like that for the rest of the episode. He started kissing my neck at the end but I was too unsure of it all so I broke away and quickly realized that I missed being held from behind, it made me feel so safe and comfortable. But that was months ago and I hadn't given him the chance to try anything else since then. My parents are out for a week, so we make dinner and laugh and drink some wine while I get more comfortable with being alone with him in my house for the night. Eventually we retire to the couch to watch a movie, and he puts one on about two friends, one straight and one gay, who come to realize that they have feelings for each other. I know he wants me just from the way that he's started glancing at me during the movie, and I don't think he knows how interested I am in him, so as the movie progresses I let him get close to me until eventually we're cuddling, but he thinks that's as far as I'll let him go so he doesn't push it. During the scene where the two main characters hook up for the first time, I decide that I don't want to wait anymore so I place my hand on his thigh and start slowly rubbing it. He looks at me with an expression of wonder and desire, and I just stare straight ahead at the screen. As the scene progresses and gets more graphic, I move my hand farther up his leg until I reach a lump in his pants. At that point I look over at him, he's already staring longingly at me, and we lock our gazes for a few seconds. He leans over slowly to kiss me, watching to see if I'll pull away. I don't, and our lips meet. It's my first kiss and it feels amazing, especially because it's with my best friend and I know he's wanted it for so long. As we begin to make out, I start to massage the lump in his pants. After a few minutes, I undo the button, pull down the zipper, and start to move my hand to the band of his underwear. He stops my hand with his own before I reach it, and I feel a jolt of fear. Am I going too fast? Did I somehow misread the situation horribly? But he just stares into my eyes for a second before saying "Is this really happening?" I give my best casual shrug, smile shyly at him, and say "We've been friends for so long and you've been so good to me, so I figure that the least I can do is give you a chance to show me how you really feel." He gasps slightly but I can see the excitement in his eyes. "That's all I've ever wanted" he says before leaning in to kiss me passionately. We start making out more intensely than the first time, and he moves my hand down to his underwear. I slip the front of them down to expose his cock, and take it into my hand. Just holding it feels amazing, I was never too interested in pleasuring another man but this doesn't feel like I thought it would, it doesn't feel gay, it just feels like I'm having fun with someone who cares for me in a way that no one else does. Even though he's never said it outright I know that he loves me, he's had a crush on me for years, and for the first time I start to see how I can reciprocate those feelings. He can be my best friend and he can be my man, he can make me laugh like no one else and he can hold me to make me feel safe. I want to know what it's like to have it all, and the knowing that I'm so close makes me giggle with happiness as I start to massage his cock. This goes on for a few minutes before I decide that I want to take it farther, but here isn't the place. I wordlessly grab his hand and stand up, leading him to my bedroom. As I walk I realize that I've never been this excited before, the anticipation is almost too much, but we make it to my door before I turn around and start kissing him again. We stumble through the doorway and I push him back onto my bed. He looks up at me with an expression of pure lust, and I give another giggle as I revel in the attention. I slowly strip off my shit and pants as he watches, and then I get on top of him for another few kisses before I start to work my way down his chest. When I reach his cock a little shiver is sent down my spine as a feel how hard it is, knowing that it's for me and me alone. My amateur actions are making my best friend horny as hell and I couldn't be happier about it, I wouldn't want it any other way. I lick the head of his cock a few times and watch the satisfaction roll onto his face. I love it and I want to do it more. I kiss the tip lightly and allow it to push into my mouth, and I begin to give my first blowjob ever. He moans as I use my tongue to start exploring the four inches of joy in my mouth and the extra two inches outside and I lose myself for a time as I pleasure my man in a way I never imagined I would do. After a bit he takes one of my hands in his own and holds it tightly, and I fall for him a bit more. I'm giving him what he wants sexually, but him taking my hand tells me that he wants all of me, not just my body, and I love it. Soon afterwards I taste something slightly salty in my mouth and realize that I might be going too fast if a bit of pre-cum is already coming out. I regrettably pull my mouth away and look back up at him as he stares down at me with passion in his eyes. I realize that I'm not too sure what to do next, so I try to give him a shy and sexy little smile. It works, he can't resist it, and he grabs me and flips me on my back. Without asking, he begins to pull down my underwear and I'm glad he doesn't check with me first, I want him to be a man sent almost crazy by desire for me, and if he wants me naked that badly then who am I to stop him? We kiss as our hard cocks begin to rub together, and it's amazing. After a bit he breaks away to take in the situation, his best friend, a virgin and the person he loves, is naked beneath him with his legs slightly spread in an incredibly submissive position. He reaches down to his pants on the floor and pulls a small bottle of lube out. I laugh and say "really?" He responds with a smile and says "I've always hoped, so I've always been prepared." I didn't think it was possible, but it turns me on even more knowing that he thought about fucking me every time he felt that bottle in his pocket, which must have been a lot. He looks at me for a second before asking the question that I was waiting to hear: "do you want to make love?" Make love. Not have sex, not 'can I fuck you', but can we make love. I'm overwhelmed with feelings of joy, desire, passion, and many other emotions that are difficult to describe, all of them extremely positive. In response to his question I take the bottle from him, squirt a sizable amount into my hand, and lather it onto his cock. He grins down at me and pushes me down farther so that my hips and ass get raised a bit more. He gets on top of me and positions his tip so it's just tickling my hole, and then pauses for a moment. "You know exactly how I feel about you, right?" he asks. "Yeah, and I'm starting to feel the same way" I reply. Understatement of the century. He smiles and leans down to kiss me again, and I wrap my legs around him as he starts to slowly push his cock inside of me. Wow. It feels so much bigger down there but at the same time it feels like a perfect fit. I suppose it helps that I've never put anything down there so it must be really tight. My eyes go wide and I begin to give short, gasping moans as he slowly thrusts back and forth into me, going a bit deeper each time. When I feel his balls slap lightly against me, he pauses to let me adjust to the feeling of him being fully inside of me. "How does it feel?" he asks. I'm not sure what words to use, anything that I would say would feel insufficient, so I stare up at him with longing and wonder and hope that I can convey everything through that. "I've been waiting to see that expression on your face for so long" he says, and then he really starts to fuck me and there's no more time for words. It's amazing, it's ecstasy, and it's everything that I've ever wanted even though I didn't know that I wanted it at all. His cock is the most perfect thing in the world to me, and it's all mine. All I can do is lie there and squirm as he takes me in the most intimate way possible. Deep moans begin to come up from my chest, not intentional but I don't try to stop them either, I don't think I could if I wanted to, it just feels so good in so many ways. My man, my love, my first, my only. To be taken in such a personal way, to have him inside of me, is the only thing that matters to me in the world, and I know with an unshakable certainty that he feels the same way and I love him for it. Time slips away as he fucks me, sometimes hard and fast, sometimes slow and steadily, but always with amazing passion. Eventually my hand moves down to my own cock, mostly neglected up until now, and I begin to jack off with the rhythm of his thrusts. This only encourages him and he begins to go faster and faster as I cry out in delight and pleasure. I'm glad I did this when no one else was home because everyone would know what was happening the moment that the cry of passion left me. "Can I cum inside of you?" he says into my ear. I can't give a coherent response so I just wrap my legs around him even more tightly to let him know that I wouldn't want my first time to end any other way. After a few more moments he starts to spasm slightly and I let myself go at the same time, spraying my cum onto both of us as he finishes inside of me. He slows down steadily over several more thrusts of we both pant and stare at each other. Even though I've cum and the insane passion of the moment has passed, I notice that I still feel the same way about him. I still am well on my way to loving him unconditionally and I almost cry out again in happiness. It wasn't just in the moment, he can be my everything and I can be his and nothing will stop us from getting to that point. I squirm a bit more as he takes his half-erect cock out of me, and then I kiss him as I get up. "Come on" I say as I take his hand, "let's go get in the shower before we do that again."
3 years ago
