HELP/ADVICE needed! I want to suck my best friend, what do I do?

Caseylove99

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So I sucked him off 4 times in a row this morning until he was breathless and his foreskin was thoroughly stretched. After the last blowjob he said he was ready so I got his VR and brought it over to him and he said "have fun" then he stood up, crossed his arms, and gave me access to his dick. I was already hard as steel and he was 100% floppy. I peeled his skin back and it was still wet and slimy from the remnants of his precum, cum and spit from my blowjobs. I touched my tip to his tip and rolled his skin back over his tip, then stretched it to start covering my tip. It must have hurt him because he jerked away and grunted in pain. He told me to do it slower and be more gentle but after 2 or 3 more attempts, it hurt him too much for me to stretch it over my tip. He took off his VR and saw that I was really sad that we couldn't dock so he said we could try one more time, but he would stretch his skin since he knew when it would hurt. He went over to his side table, grabbed some lube, squirted it inside his foreskin, held the end open with his fingers, and told me to put his VR back on him and to stick my tip inside his foreskin. With how he was holding it, we were able to cover most of my tip with his foreskin. When he said it was hurting, I stopped and just enjoyed our tips buried together inside his wet foreskin. I started to wiggle my dick and he said "just stop moving, I'll take care of it" and he pushed his skin over my tip as far as he could and wrapped his hand around the end ofmy dick covered in his skin and gently squeezed and loosened, squeezed and loosened for about a minute until I lost it. I exploded inside his foreskin and as my orgasm hit he realized it and squeezed harder while I reached around his sweaty body and held on as my knees nearly gave out. We stood there for another minute as i softened and caught my breath. When I was finally soft he loosened his grip and I watched my dick drop from inside his foreskin and my (now watery) cum just dropped out everywhere. He took his VR off, looked down at our docks, and said "you realize that my dick needs cleaning, right?" I replied "mhm" and he sat down at the edge of his bed and I got down onto my knees I looked up at him, I said "thank you", he nodded, and I got to work cleaning up my mess. After a few licks he started getting hard and, realizing what he just did for me, I asked if he wanted to throat fuck me instead of a normal BJ. He declined and just said "just pleasure my dick the way you like to do it" and he laid back and I did just that. The taste of my cum mixing in with his precum and ultimately the mixture of both our cum was hot. When I finished we cuddled and watched some shows in his bed for the entire day. Every so often I reached down and played with Mr softie, his low hangers, and his bush. It was a wonderful day.
 

Sexb1150

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So I sucked him off 4 times in a row this morning until he was breathless and his foreskin was thoroughly stretched. After the last blowjob he said he was ready so I got his VR and brought it over to him and he said "have fun" then he stood up, crossed his arms, and gave me access to his dick. I was already hard as steel and he was 100% floppy. I peeled his skin back and it was still wet and slimy from the remnants of his precum, cum and spit from my blowjobs. I touched my tip to his tip and rolled his skin back over his tip, then stretched it to start covering my tip. It must have hurt him because he jerked away and grunted in pain. He told me to do it slower and be more gentle but after 2 or 3 more attempts, it hurt him too much for me to stretch it over my tip. He took off his VR and saw that I was really sad that we couldn't dock so he said we could try one more time, but he would stretch his skin since he knew when it would hurt. He went over to his side table, grabbed some lube, squirted it inside his foreskin, held the end open with his fingers, and told me to put his VR back on him and to stick my tip inside his foreskin. With how he was holding it, we were able to cover most of my tip with his foreskin. When he said it was hurting, I stopped and just enjoyed our tips buried together inside his wet foreskin. I started to wiggle my dick and he said "just stop moving, I'll take care of it" and he pushed his skin over my tip as far as he could and wrapped his hand around the end ofmy dick covered in his skin and gently squeezed and loosened, squeezed and loosened for about a minute until I lost it. I exploded inside his foreskin and as my orgasm hit he realized it and squeezed harder while I reached around his sweaty body and held on as my knees nearly gave out. We stood there for another minute as i softened and caught my breath. When I was finally soft he loosened his grip and I watched my dick drop from inside his foreskin and my (now watery) cum just dropped out everywhere. He took his VR off, looked down at our docks, and said "you realize that my dick needs cleaning, right?" I replied "mhm" and he sat down at the edge of his bed and I got down onto my knees I looked up at him, I said "thank you", he nodded, and I got to work cleaning up my mess. After a few licks he started getting hard and, realizing what he just did for me, I asked if he wanted to throat fuck me instead of a normal BJ. He declined and just said "just pleasure my dick the way you like to do it" and he laid back and I did just that. The taste of my cum mixing in with his precum and ultimately the mixture of both our cum was hot. When I finished we cuddled and watched some shows in his bed for the entire day. Every so often I reached down and played with Mr softie, his low hangers, and his bush. It was a wonderful day.
I'll say out again, I don't see him taking your virginity being the only time he fucks you. When or gets to that point.
 

RJ5on1

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So I sucked him off 4 times in a row this morning until he was breathless and his foreskin was thoroughly stretched. After the last blowjob he said he was ready so I got his VR and brought it over to him and he said "have fun" then he stood up, crossed his arms, and gave me access to his dick. I was already hard as steel and he was 100% floppy. I peeled his skin back and it was still wet and slimy from the remnants of his precum, cum and spit from my blowjobs. I touched my tip to his tip and rolled his skin back over his tip, then stretched it to start covering my tip. It must have hurt him because he jerked away and grunted in pain. He told me to do it slower and be more gentle but after 2 or 3 more attempts, it hurt him too much for me to stretch it over my tip. He took off his VR and saw that I was really sad that we couldn't dock so he said we could try one more time, but he would stretch his skin since he knew when it would hurt. He went over to his side table, grabbed some lube, squirted it inside his foreskin, held the end open with his fingers, and told me to put his VR back on him and to stick my tip inside his foreskin. With how he was holding it, we were able to cover most of my tip with his foreskin. When he said it was hurting, I stopped and just enjoyed our tips buried together inside his wet foreskin. I started to wiggle my dick and he said "just stop moving, I'll take care of it" and he pushed his skin over my tip as far as he could and wrapped his hand around the end ofmy dick covered in his skin and gently squeezed and loosened, squeezed and loosened for about a minute until I lost it. I exploded inside his foreskin and as my orgasm hit he realized it and squeezed harder while I reached around his sweaty body and held on as my knees nearly gave out. We stood there for another minute as i softened and caught my breath. When I was finally soft he loosened his grip and I watched my dick drop from inside his foreskin and my (now watery) cum just dropped out everywhere. He took his VR off, looked down at our docks, and said "you realize that my dick needs cleaning, right?" I replied "mhm" and he sat down at the edge of his bed and I got down onto my knees I looked up at him, I said "thank you", he nodded, and I got to work cleaning up my mess. After a few licks he started getting hard and, realizing what he just did for me, I asked if he wanted to throat fuck me instead of a normal BJ. He declined and just said "just pleasure my dick the way you like to do it" and he laid back and I did just that. The taste of my cum mixing in with his precum and ultimately the mixture of both our cum was hot. When I finished we cuddled and watched some shows in his bed for the entire day. Every so often I reached down and played with Mr softie, his low hangers, and his bush. It was a wonderful day.
That's Hot. I love how he is becoming more relaxed with your playtimes. Did he get any of your cum on his hand? If so, how did he react to it?
 

Hoult

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So I sucked him off 4 times in a row this morning until he was breathless and his foreskin was thoroughly stretched. After the last blowjob he said he was ready so I got his VR and brought it over to him and he said "have fun" then he stood up, crossed his arms, and gave me access to his dick. I was already hard as steel and he was 100% floppy. I peeled his skin back and it was still wet and slimy from the remnants of his precum, cum and spit from my blowjobs. I touched my tip to his tip and rolled his skin back over his tip, then stretched it to start covering my tip. It must have hurt him because he jerked away and grunted in pain. He told me to do it slower and be more gentle but after 2 or 3 more attempts, it hurt him too much for me to stretch it over my tip. He took off his VR and saw that I was really sad that we couldn't dock so he said we could try one more time, but he would stretch his skin since he knew when it would hurt. He went over to his side table, grabbed some lube, squirted it inside his foreskin, held the end open with his fingers, and told me to put his VR back on him and to stick my tip inside his foreskin. With how he was holding it, we were able to cover most of my tip with his foreskin. When he said it was hurting, I stopped and just enjoyed our tips buried together inside his wet foreskin. I started to wiggle my dick and he said "just stop moving, I'll take care of it" and he pushed his skin over my tip as far as he could and wrapped his hand around the end ofmy dick covered in his skin and gently squeezed and loosened, squeezed and loosened for about a minute until I lost it. I exploded inside his foreskin and as my orgasm hit he realized it and squeezed harder while I reached around his sweaty body and held on as my knees nearly gave out. We stood there for another minute as i softened and caught my breath. When I was finally soft he loosened his grip and I watched my dick drop from inside his foreskin and my (now watery) cum just dropped out everywhere. He took his VR off, looked down at our docks, and said "you realize that my dick needs cleaning, right?" I replied "mhm" and he sat down at the edge of his bed and I got down onto my knees I looked up at him, I said "thank you", he nodded, and I got to work cleaning up my mess. After a few licks he started getting hard and, realizing what he just did for me, I asked if he wanted to throat fuck me instead of a normal BJ. He declined and just said "just pleasure my dick the way you like to do it" and he laid back and I did just that. The taste of my cum mixing in with his precum and ultimately the mixture of both our cum was hot. When I finished we cuddled and watched some shows in his bed for the entire day. Every so often I reached down and played with Mr softie, his low hangers, and his bush. It was a wonderful day.
A new update?
 
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Caseylove99

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No new updates. I just suck his dick a few times each weekend. He does like staring into my eyes when he cums now though. After a recent blowjob he did also say how good his crotch area feels overall now that he hasn't shaved in such a long time (random post-nut clarity comment) and when I asked him if someone asked him to he said "fuck that shit, if anyone ever wants me to shave my dick again they can find someone else." I said "well, what about if I ask?" And he stared at me like I had 2 heads and I said "kidding, I'll never ask for that" he laughed and said "oh ok haha, for you though, I probably would though" and I said "the most I would ever ask for is perhaps a trim if things ever got crazy but if yours haven't yet, I don't think they would" and then I played with his pubes until we went to sleep.
 

Sexb1150

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No new updates. I just suck his dick a few times each weekend. He does like staring into my eyes when he cums now though. After a recent blowjob he did also say how good his crotch area feels overall now that he hasn't shaved in such a long time (random post-nut clarity comment) and when I asked him if someone asked him to he said "fuck that shit, if anyone ever wants me to shave my dick again they can find someone else." I said "well, what about if I ask?" And he stared at me like I had 2 heads and I said "kidding, I'll never ask for that" he laughed and said "oh ok haha, for you though, I probably would though" and I said "the most I would ever ask for is perhaps a trim if things ever got crazy but if yours haven't yet, I don't think they would" and then I played with his pubes until we went to sleep.
At least keep the balls and shaft clean.
 

nickbeybey

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No new updates. I just suck his dick a few times each weekend. He does like staring into my eyes when he cums now though. After a recent blowjob he did also say how good his crotch area feels overall now that he hasn't shaved in such a long time (random post-nut clarity comment) and when I asked him if someone asked him to he said "fuck that shit, if anyone ever wants me to shave my dick again they can find someone else." I said "well, what about if I ask?" And he stared at me like I had 2 heads and I said "kidding, I'll never ask for that" he laughed and said "oh ok haha, for you though, I probably would though" and I said "the most I would ever ask for is perhaps a trim if things ever got crazy but if yours haven't yet, I don't think they would" and then I played with his pubes until we went to sleep.
Damn, wish we can see what you see.....
 

Anonn0027

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Trying to finger your self using butt plugs, dildos, even start douching and if you like a step up start using PReP. Basically just explore your self what you like and not like to do, experiment things. Thats my opinion atleast if anyone has better idea do that instead.