How do I turn an old friend into a j/o friend?

[Filip]

I was visiting a childhood friend a few days ago when his wife and kid were out of the house. He jokes pretty openly about masturbation. At one point he brought out a DVD for "Pirates" and mentioned that his wife got it for his birthday. I started getting hard and thought, "Yes! Maybe we're going to watch porn together." Then he mentioned that his wife and he still haven't got a chance to watch it, and stupidly I thought, "Oh, then I should give them a chance to see it first." Duh, he probably wanted to watch it with me that night, but we were both too shy to suggest it.

Oh boy, I just sent him an email about it. It sounds innocent enough: "It occurred to me you might have wanted to watch a different movie the other night. Maybe we'll get a chance when I'm back for Christmas."

Now I'm worried we'll get a chance and we'll go ahead and watch the entire porno, but we'll be too shy to whip it out and jack it. That's no way to watch porn.

Have any of you guys had a friend for many years who wasn't a j/o bud, but then later you became j/o buds? How did you break the ice? Did it ever end badly? Any suggestions for me?

[Davesthename]

It's funny that you should ask this because about 2 weeks ago I had the exact same problem as you... Had a friend who I have known since I was 5 (met him in pre-school) over for some drinks and such. My housemates were all out doing random stuff and we were just looking up random stuff online and on my pc. My mate stumbles across my 150 gig porn collection and then started watching some of it.

Needless to say about 10 seconds into it I was hard and wanting to have a really long session. It was at this point that I started to have a problem just like your current part of your problem... I'm far to shy to just whip it out and go for it and I didn't know f he would just be like "DUDE, WTF!?" and then never come round again.

In the end I just took the plunge and whipped it out and started going for it.... It worked, he followed suit. Great night...

Unfortunately there is no easy way of doing this, wait for the reply from your mate and hopefully he will more or less tell you he wanted to watch the porn. Then you just have to take the plunge and whip it out, hope for the best.

Sorry I wasn't very helpful... lol

[T_2K_69]

Dude, I hope that it works out for you! If you are looking for a J/O Bud, I'd be happy to help you out

[Filip]

Update: I guess I made my email to him too cryptic. I didn't want to go out and say "Hey, did you want to watch that porno with me," because I was writing to his work email. (He doesn't have internet at home. Can you believe that? I couldn't live without it.) He seems to have misunderstood. He wrote back and said that, no he did want to watch the non-porn movie we rented, even though it wasn't as good as we had hoped.

I wasn't sure how to respond. At first I considered dropping the issue, but I must have been getting horny, so I wrote back and tried to be a little more specific, "Actually I meant that other DVD you showed me. I would have enjoyed it as well." He should still be at work now, but he hasn't replied. I hope I didn't cross the line.

Considering the stuff we've talked about in the past, I don't think I have crossed the line. Worst case scenario is he will probably ignore the email. I hope he decides it would be fun to jack off with me, though.

[Zipgun]

Just tell em... Hey man, fancy a toss?


J/K Imo Your doing the right thing.. Take it slow as you don't want to lose an old friend.

[thehandthatfeeds]

Yeah, you're just going to need to go for it. Not easy, but if your good friends what the hell.
Last Friday, I had drinks w/ a few co-workers for a small holiday get together. After last call, one buddy, who's wife stayed home, and I headed back to my place for a few more beers. We were really hammered when I popped in a porn. I got really hard and pulled it out to start a slow stroke. Kind of easy to do after so much alcohol. Anyhow, he followed the lead. Things got kind a crazy and before I knew it, he was stroking my cock and fingering my ass. Didin't take long for me to unload the biggest shot I've had in a while. I then jacked him while massaging his balls. Monday at work may be a little awkward, but it felt great!

[BadPuppy]

Hopefully the akwardness will pass, and you'll have a chance at another go with him as your jack-off buddy. If so, please let us know how it goes. It was hot hearing about this one! Thanks for sharing!

[bos.guy]

Have any of you guys had a friend for many years who wasn't a j/o bud, but then later you became j/o buds? How did you break the ice? Did it ever end badly? Any suggestions for me?

I wasn't married at the time, but dating my gf (who would become my wife). At any rate, I was staying with a mate for the summer, and I would always suggest porn to him. Well, one day he's at the computer and he's obviously checking some stuff out, but closes the window when I approach. I ask him what he was looking at, and he sheepishly says "porn."

I say, "Ok, let's see." Well, we basically went back and forth showing each other our favorite sites...or clips that we both liked, and after a few minutes he just said, "Damn, ok, I need to go jerk off now..." I simply said, "Well hell, I need to as well, and if we both know we're doing it, why not just do it now and keep watching the porn!"

I told my gf/wife about the experience, and it was fine (she was a little funny at first, but then thought it was kind of funny...too bad she didn't think it was hot!) It was a situation that just happened, and because we were good friends, it didn't feel weird or uncomfortable...so I bet your friend would have been willing to whip it out if you two had watched the vid together.

Now, I'm not advising everyone to run out and watch porn with a buddy so you can jo together, this was just my own experience...

[C5]

I'd just say to suggest watching the porn next time you see him. Guys know guys like porn so it's not an unreasonable suggestion or in any way implying anything. Then just judge the mood as you go. Porn has always led to me jacking off with other guys. It just seems natural.

[BeanFlicker]

the thought of my guy jackiing off with another guy turns me on so much. too bad I know he'd never do it. cause I have talked about it with him a lot

ah well, a girl can dream

[bos.guy]

the thought of my guy jackiing off with another guy turns me on so much. too bad I know he'd never do it. cause I have talked about it with him a lot

ah well, a girl can dream

if you presented him with the right situation, i'm not so sure he would turn it down...particularly if he knew it would turn you on.

seriously: some porn, some beer, a mate, his girl...i'm thinking the situation might create itself, lol