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

Caseylove99

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We had sex on Sunday night after we watched a movie. He used a fleshlight on me until I came then after I was ready for him to fuck me he slowly put the tip in. I forgot how much it hurts to do anal. He must've been horny as hell though because about 30 seconds after he put the tip in he started pushing the rest inside and he came inside me before he was even in all the way. He pulled out after a minute or so once he was soft but, to my surprise, kissed me before flipping over onto his side of the bed. I went to the bathroom to empty my guts, and when I came back in he was asleep, spread eagle on the bed. I threw the covers over him, hopped under, and went to bed. It was a good night for us I think. I still don't enjoy anal though. It really is not comfortable or enjoyable at all. But, the look in his eyes and on his face as he exploded in me was hard to put into words. Pure happiness, pleasure, and hopefully, love, where what I saw.
 

Caseylove99

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I give him a blowjob almost every morning and night, but this morning it was really erotic. I came back into the bedroom after putting the coffee on and he was spread eagle on the bed holding his hard dick straight up and glanced at me and gave me "the look" and I couldn't resist, I sucked him off 2 times in a row. He was late to work as a result and I was told that tonight, I have to make it up to him now. He will be home in about 30 minutes, what should I do "to make it up to him?"
 

RJ5on1

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I give him a blowjob almost every morning and night, but this morning it was really erotic. I came back into the bedroom after putting the coffee on and he was spread eagle on the bed holding his hard dick straight up and glanced at me and gave me "the look" and I couldn't resist, I sucked him off 2 times in a row. He was late to work as a result and I was told that tonight, I have to make it up to him now. He will be home in about 30 minutes, what should I do "to make it up to him?"
Just saw this today Bro, so too late for any ideas or suggestions... So, how did you "make it up to him?"
 

RJ5on1

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He wanted to throat fuck me with me laying down and my head over the edge of the mattress. Not a big fan of that usually but it was hot. He jerked me off after he came in my mouth and while his soft dick was still in my mouth. I fucking love him so much.
That's awesome that he jerked you off afterward... Bro, it truly sounds like he's a great guy, I'm happy for you, and for him!
 
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Bxr12

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Last night before I was getting ready to go home he said he wanted to cum really bad so we went to his room and he dropped his pants as we walked through the door. His dick was already hard so I knew he was ready. I got on my knees but he said "no, I don't want to get sucked, I want to fuck." I told him I wasn't ready for that yet and he said "I didn't say I wanted to fuck your hole" and I was confused until he told me to "get naked and rub lube between your things and bend over." I did what he asked on the carpet right in front of his bed he got behind me and spit on his hand, rubbed it on his tip and stuck his dick between my things right below my hole and started pushing. I looked down and saw my balls flopping around as the tip of his dick kept hitting the back of my sack every time he pushed in. After 2 minutes he started going faster and faster and then he finally slammed against me hard and I felt his dick spasm between my legs and hot cum run down my balls and between my thighs. He just slumped against me and I asked him how it felt and he said "it felt so good, did you like it?" I said "reach down and find out" and laughed but to my surprise and shock he reached around and felt my hard sick and gave it a squeeze. He said "guess you did" I said "yeah..." he pushed off me and told me to roll over which and I obeyed. As I laid on my back looking up at him he walked to his dresser and pulled out his fleshlight and some lube. He squirted lube all over the opening (a mouth) and sat down next to me, pushed it down on my dick and said, go for it. I reached down and put my hands over his on the flesh light and started fucking it. After about 30 seconds I came. After another minute or so passed he pulled the fleshlight off my dick and as my cum was dripping out he kinda swirled it around and almost drew on my dick and balls with the ropes of cum and lube falling out. He kinda just laughed and said "You cum really fast" reached down and ran the tip of his finger on my dick across my slimy frenulum and circumcision scar and my now soft dick twitched to his touch. He rubbed my shoulder and said let's go clean up and we went to his bathroom and took a shower together. I made certain to take the lead cleaning his dick. Peeling back his foreskin and licking around his tip before shampooed and conditioned his perfect ginger bush. When we were done we dried off and as he was putting his boxers on I stopped him and said "no not yet" I walked over, got down on my knees, pulled his foreskin back, kissed his tip, let his skin slide back to its normal position, then pulled his boxers up and said "sorry, I forgot to kiss it goodnight" he laughed, grabbed his bulge, gave it a squeeze and told me to spend the night, which I did.
I'm only this far into this thread and I'm so invested in this haha. Dude I hope this turns out well in the end. I'm loving this saga and glad you're having fun.
 
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Bxr12

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So last night my world was rocked. He invited me over for dinner, which is unusual mid week but w/e. We ate dinner and went out to grab ice cream and when we got back to his house we watched a movie and I cuddled up along side him. I noticed his dick twitch a little through his shorts so I asked if he wanted me to take care of it for him so I did. 10 nice minutes of sucking his cock. It tastes so good. When I finished he noticed my shorts were tented too so he said "well jerk it off while we watch the movie." As I was jerking off I was getting really into it with my eyes closed and my head tilted back then all of the sudden he scooted over to get closer to me which got my attention. I stoped and was like "everything ok?" and he said "no, there is something I need to do" and he leaned over towards my dick and said "this isn't going to be very good, I'm sorry" and he, to my shock (and almost horror), started to lick my dick up and down like it was a popsicle. It only took seconds for me to go from shocked to the point I was frozen, to realizing exactly what was happening, to exploding with cum all over the side of his face. I was dumbfounded and scared shitless and just stared at him as he wiped his face off and got dressed while I just continued sitting there on his couch naked with my shorts down. Eventually he sat back down on the couch next to me and I had collected myself enough to pul my shorts back up by this time but I still was too shocked to even say anything. Eventually he asked me "was I ok?" And I shook my head yes. He said "ok, I'm glad. It wasn't that bad either. It didn't even taste like anything at all. Just like licking skin" I finally snapped out of my trance and blurred out "what just happened?!" And he shrugged and said "I thought you deserved something, so I gave it to you, don't bring it up again, ok?" I nodded and just sat there for a few scenes of the movie to pass. Then I finally asked him, "will you take my virginity tonight?" He looked over at me and he said "you aren't ready yet..." and I responded "I think I am ready, I want you in side of me." The look on his face changed and he said "you aren't ready yet, trust me" when I was about to say something else he cut me off an said "listen, I want to fuck you, ever since you asked me to take your virginity I've been thinking about how to do it. I've popped a few cherries and I know when the time is right and right now it isn't but I know when the right time will be. And he got up and walked across to the table and grabbed an envelope. He tossed it on my lap and said "open it." There were 2 sets of airline tickets to Oregon and California. He said "I'm taking you to the west coast to see the redwood forests that you've always wanted to see for your birthday. I rented some Air BnB cabins in the middle of the woods with nobody around. We will be out there for 12 nights. We are flying out the day before my birthday and I am going to take your cherry on your birthday." I just sat there dumbfounded and couldn't even say a word but I started tearing up and he reached over and hugged me. I could finally mumble through the tears "thank you" and he said "no... thank you. You've made me feel special again. I didn't think I ever would again after (ex's name). You are far more than just my best friend. Now let's clean up and go to bed, we both have work in the morning." We showered up and went to bed. This morning before I left to go to work I made sure to give him a nice wake up blowjob which he enjoyed. Yummy breakfast if I do say so myself. He gave me a hug, we both got dressed and left to go to work. He already had the time off approved from his job before he got the tickets and I asked for and was approved for the time off today. Good thing I've saved up vacation time lol. Now the countdown until our birthdays in August is on. I couldn't be happier.
WHAAAAAAAAT? WOW
 
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jimmy0h

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Well, he woke up sick today. I don’t know if that is real or not, but whatever. If it’s his way of having second thoughts, I understand. He could also just tell me. And no, I don’t feel all those ways about him. I do about my other best friend, and he is constantly hurting me intentionally or unintentionally these days, but that is another story. This dude I was gonna hook up with come in and out of each others lives every few months. He’s got a son, works, is in grad school. I had committed to not chickening out, and who knows what the next few days will bring. I really wish everyone had this kind of chance that I might have. Never thought I would.

Well, when he woke up sick, he ended up hospitalized for a month plus due to sepsis. He had a long recovery period and finally got back on his feet a little while ago. And we finally went through with me sucking his dick. It wasn't glamorous.

He came into my bedroom, said we needed to make it quick, yanked down his jeans and boxer briefs, sat on the edge of my bed, said it would work best for him if I was on my knees. He told me to go to town, laid back on the bed, turned on some porn on his phone, and I took him from soft to orgasm in under five minutes. I was really surprised, as other guys I have blown have taken 20-30 minutes. But he warned me he was cumming, I took the entire load (not alot of taste to it, which also surprised me), he stood up, stuffed his still hard dick into his boxer briefs, and pulled his jeans back on, thanked me, and left.

This isn't the hot best friend I've mentioned (that one will never, ever happen), but this is a super hot dude that I have literally lusted after for 11 years. He used to tell me about all his sexual activities and women around the neighborhood he banged.

Dick? Around six inches if I had to guess, maybe 4 - 4.5 inches girth wise, which also surprised me because I am about 5.5 inches girth wise and thought that was normal. It was for sure easy to suck without worrying too much about my teeth, unlike some other guys. Now, I am no expert. I may have blown 6-8 guys in my life at this point.

All in all, was it worth the 11 year wait? Meh. Were there fireworks or some huge sense of relief on my side? Nope. Was it nice? Yup. Will we do it again? Now that the ice is broken, I am sure of it. Probably Tuesday. I would like a little more time to enjoy it next time lol. It was such a non-event I didn't even get myself off by thinking about it.
 

Caseylove99

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So my guy has been really self conscious about his foreskin again recently. He said some guys at the gym were fucking with him about it and telling him things like "get that shit cut" or "hey guys, we got some fromunda cheese in the gym" or just telling him it's gross, or asking why would didn't your parents cut you, etc.

He knows how much I love it and that I enjoy licking/sucking/playing with it, and I tell him all the time that I wish I wasn't cut but he still seems generally unhappy about getting teased/fucked with about it.

Anyone have any advice on how I can cheer him up or deal with this situation.

:(
 

RJ5on1

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"...really self conscious about his foreskin again..."

Hmmm, wondering if maybe deep inside he might subconsciously wish he had been cut?

Also, it doesn't matter what other's think or say, it's only about how he feels about it. If he feels uncomfortable and not seeming "normal" around other's, he has options: Get cut, Adjust his thinking to, once and for all, totally accept it, and, by all means, Ignore what other's say!

Hey, even as much as you love this guy, this is something you just can't fix. He will have to find his own way, in his own time, to allow his heart and mind to come to terms with, and accept whatever he chooses. You Can (and should) support his choice. You are an awesome friend to him!
 

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Guys if it really annoys you, go on the top of the page, look right down the tags. There is a "unwatch button". As the name says it, when you click it, you're being asked if you want to unwatch it. Say "yes" and you will have no more reason to come here to complain that you're being notified and annoy everyone else in the process.