We have been best friends for 21 years. He just left his wife (bad marriage/no cheating or anything just anger). Anyway, he has not had any sex in 3-4 years. He is Mr. Saved Himself sexually for his wife and really hasn't had lots of sex (never been done on a woman and only a few bjs in his life).

We stroked each other's cocks once back in high school. It was intense. He swears that he is totally loves women, but we have swapped cock pics with each other in the past year.

I offered over a year ago to give him a blow job one day when we are chatting on-line. He said he isn't ready for something like that and it became very tense and uncomfortable. I don't want to ruin our great friendship, but I think he really wants me to, but just too afraid to ask.

Last May, went on a Guy's Only Weekend, just him and I. Tons of beer, hiking, fishing, great laughs...anyhow 2nd night we are in the hotel. He starts FURIOUSLY jerking his cock thru his boxers, I mean I have never seen him this horny or intense before.

It's funny because I love sucking cock, but not a huge fan of swallowing...I know that is the best bjs; concerning my best friend, I have told myself that I would deepthroat him, (lick/suck/fondle his balls, which he has NEVER had) and give him the hottest, nastiest cock sucking ever! I will drain his balls dry, swallowing his whole fucking load.

My Questions:

-did he want me to blow him and was too scared to ask?

-Should I just go for it?

any advice or share any similar experiences so I can learn???


We are going on other Guys Weekend this Summer (we agree it is Annual must-have for our calendar). So I will report back with what happens.

__________________
I'm 33yo,Discreet,clean,BiMarried.
i love NUTS too...sucking, lickin, fondling, and tuggin 'em! low Hangers, trimmed or Big balls are all HOT TO me. Willing to try kissin, rimmin, VERS, face fucking, , 69, suckin thru a gloryhole, and pop my cherry.

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I don't think there is an easy answer - depends on the guy.

Had one buddy back in high school were it ALMOST happened but didn't that night and after that we never again had a sleepover or anything - and clearly he did not want to be in that situation again.

But if he goes for it and you both like it it could be the perfect set up for both of you -

So afraid no advice - all I can see is good luck.

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The worst thing you can do is hurry him to a decision. Even if you get your lips around his dick and give him the ball draining bow job of all time, if he is not ready for it; you will lose any future chance and possibly his friendship.

My recommendations since you'll be spending some time at the next event is get him use to nudity around you first. Leave the bathroom door open when you shower "so you can talk". Walk out of the bathroom after the shower naked while you dry your hair. Don't blow it by leering at him if he gets naked. It's alright to compliment him on his body and even his package.

Secondly, be yourself around him. Don't be a flaming queen, but don't be a closet homosexual. Comment on other guys and how they look. Great line "Glad I'm rooming with you instead of that guy. I'd be blowing him so much, I'd never get any sleep. Hey, but I'd rather have your company over any casual piece of meat in here, buddy. You know how they say Bros before Hoes, I say Bros before Blows."

Hope you have success.

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Seems pretty clear that if you end up servicing this friend, you'll end up without a friendship. Is sucking this particular dick worth that?

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UPDATE!!!

My friend has been mentioning lately that he hasn't fooled around in ages and is sick of jerking off! He jerks off everyday, sometimes TWICE a day. He has also basically demanded that we NEED to go on our yearly Guy's Only Weekend.

Do you think he is thinking about me blowing him and
is just afraid to ask now????

Thanks.

__________________
I'm 33yo,Discreet,clean,BiMarried.
i love NUTS too...sucking, lickin, fondling, and tuggin 'em! low Hangers, trimmed or Big balls are all HOT TO me. Willing to try kissin, rimmin, VERS, face fucking, , 69, suckin thru a gloryhole, and pop my cherry.

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Ask yourself, has your friend typically told you his sexual frustrations in the past? If this is a new thing, invite him over for a boy's night in. Fetch him a cold beer, look him square in the eye as you offer it to him and say "Do you want a blow, er I mean beer?" He might say "I'll take both!"

No seriously, it would indicate that he is thinking about the situation. Taking the annual trip might be good. However, keep in mind, some best buddies hit the rocks after that initial "gay" experience. He might avoid you in the future, afraid of the memories and a repeat slip. He may use your services until the right woman comes along, and then completely disassociate himself from you. Or it might be the best thing that ever happened to your relationship.

Before it gets too far, have a man to man talk. Let him know how you feel. You are physically and sexually attracted to him, but don't want to do anything to harm the long friendship between the two of you.

In my opinion, you should avoid the "you won't have to do anything back, just enjoy what I do to you." This makes you nothing back an available mouth (or ass). It makes you a sex toy to be discarded when the novelty wears off. If you do start something, let it progress as it will. Don't force it.

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How would you feel if, after having sex with your best friend, he decides to fall in love with you? This is always a risk. They fall for the first person who seems to validate their feelings.

In the end, the answer to all this is so simple: just ask him very directly if he wants you to service him. What could be lost from asking? Nothing more than what might be lost from simply making a move on him! Right?

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I've been through this. Had a best friend. We traveled together on and off on business. I was very hot for him but had to be careful since I'm married and he was straight with serial girlfriends.

We became close, so much so that one night he was having trouble sleeping in a sorry bed and I invited him over to mine. He said that he couldn't do that and I said "Oh, don't worry about it. You sleep over there, I'll sleep over here." He said that he couldn't do that and after a little discussion he said that when he got close to me sometimes he got an erection. I laughed, blew it off and said, "Yeah that happens to me too." So he came to bed. Starting a few nights later, we started sleeping together all the time and even holding each other. No sex, though.

One day, I was lying in bed with him, almost asleep and he said, "Don't open your eyes. This may never happen again." And he lightly kissed me on the lips. An unforgettable moment.

Finally, one day, I made the move while we were and he freaked out. Even though he was hard, he really couldn't deal with it. He got up and left. And though we continued to be friends for a while, that was the beginning of the end of our friendship.

He's married now and with children and lives several states away so we never talk or see each other. I'm sure he's more comfortable with that.

On the other hand, you're getting invitational signals. But go slow, be careful, and be prepared for it to turn out differently than you hope.

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Your question inspired me to compose a story for the DIRTY STORIES: INSTANT JACK OFF MATERIAL section of the forum. Check out "The Story Isn't Over Yet!"

I have no idea how your story will go. Be sure to let everybody know. Of course, pictures area always suitable , but even just a short "it was a good idea" or "I never should of done it" would make us happy.

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I think he really really wants it, but just afraid to ask. I also think he is terrified that he will fucking love having his cock really worshipped for once in his life. He is extremely limited when it comes to sex.

__________________
I'm 33yo,Discreet,clean,BiMarried.
i love NUTS too...sucking, lickin, fondling, and tuggin 'em! low Hangers, trimmed or Big balls are all HOT TO me. Willing to try kissin, rimmin, VERS, face fucking, , 69, suckin thru a gloryhole, and pop my cherry.

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There comes a time when you have to go "all in" or throw in your hand. The ONLY person who knows that is you. You will either score or spend the rest of your days wondering, "what-iffing" and "I-should- have" . Bottom line is, if the juice is worth the squeeze then f@cking squeeze it.

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Any developments in your quest? Let us who have no sex life know so we can live through you. As always, in lieu of pictures, we want graphic details.

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Actually, there is absolutely no way of knowing what may come out of this.

Powerful as collective wisdom may be at times, every guy is a story for himself, and his behavior may be ranging anywhere between very rational to totally irrational.

We all know of a number of cases, where sexual intimacy between a gay dude and his best 'str8' friend ended their friendship. I also strongly suspect that there are many cases, where the arrangements worked out just fine, only very few guys are reporting this since the matter at hand is obviously best kept private.

Last but not least, many friendships do run their course, one way or the other. At times, the sexual intimacy element may or may not speed up the inevitable end of it.

KD

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Obviously, the final word remains with LSC. The question is now (after seeing some sage advice) which stings more/longer rejection or regret?

Speaking on a purely personal level, the hardest and most enduring is the regret that I should have been more direct but was not. I lost touch with a man that I have been looking for since high school. Coulda, woulda, shoulda... I will not make that mistake again.

David, if you read this; you SHOULD have gone for it. I was waiting on you.

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Hey Chris:

Sorry to read about your regret.

On an equally personal note, I too, have gone my part of the way in offering whatever was on the table at the moment.

Yet, you CAN bring the horse to the water, but you can't make him drink it... .

So, I have learnt not to have regrets of this kind. It always takes two to tango. The other guy must be able, wise and willing to receive your signals, too. If you are sending them against the concrete wall, not much of a smart response will ever echo back...

KD

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