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I jerked off with a straight friend
I do agree that asking in the heat of the moment when you already have a handful of his stiff dick is more likely to succeed, but the guy's grown comfortable spending time naked with you and having circle jerks fairly regularly, so I think he can probably see the direction events are leading in too.
 
You already have the guy's pants off. I'm sure he's not going to be turned off by your request.

You have always called the shots in this situation, so he's not going to suggest a blowjob. You will have to suggest it.
 
orton86 said:
You already have the guy's pants off. I'm sure he's not going to be turned off by your request.

You have always called the shots in this situation, so he's not going to suggest a blowjob. You will have to suggest it.
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I think you're right. he likes to be told.... so tell him,! our just slide your mouth offer, begin, then stop and say "- is this ok?"... he'll let you know
 
The guy does seem to be completely str8 , the fact he is quite relaxed sitting around naked after you have both cum your lot is a bit unusual , most str8 guys would want to cover up at that stage :) Suggest you get some str8 porn where the girl gives the guy a bj and when watching it ask what he thinks about it . Tell him you think it is hot ! Just take it slowly , you are doing well :)
 
You need to stay with what works, asking him to bring porn is a great idea. Or let him look at your porn collection, keep the all gay stuff hidden for now, throw in some bi porn, to ease him in.
 
my str8 friend and i started in this same fashion. it was kinda weird tho cos he knew i was gay already cos we used to work together. after we both got seperate jobs tho is when i started getting texts at 3 in the morning from him saying he's horny and needs porn.

i would just "LOL" back at him and tell him i dont have porn to send on my phone and he would suggest i "tell him what to do" and thats how it started. i would tell him how to jerk his cock which led to me saying what i want to do to his cock and he loved all that. Long story short we now get off together and he's letting me service his cock and nuts once a week or so. he gets super horny sometimes and i can tell how loose he gets after he's had a drink. we dont fuck tho.

:)
 
Ok it's been a long time since my last update. My friend and I have been having our mutual jerk-off sessions about once every couple of weeks or so. It's become such a regular thing, us just hanging out naked and watching porn and stroking each other. Around Thanksgiving, I FINALLY got up the nerve and just asked him 'Want me to suck your dick for a little while?' He thought about it for a couple of seconds and said 'Yeah ok, just don't tell anyone'. I couldn't believe how quickly he agreed to it, I really regretted not asking him before! Well I had my mouth on his cock for a good twenty minutes that night. Right after I stopped blowing him, he started jerking himself real fast and came right away. I think he was holding back so he wouldn't shoot in my mouth, even though I would have loved it if he did.

We've hung out a few times since then. Our new routine is we get naked and jerk each other, then I kneel down in front of him on the couch and suck him until he's ready to cum, then he jerks himself off. It's so fucking hot. This really has gone further than I ever expected last year when all I wanted was to get my hands on his dick. I don't expect it to go any further, really. I'm sure he won't suck me and I'm afraid he'd think it was too 'gay' to let me swallow his load (even though it's pretty 'gay' already). Just thought I'd let everyone know what's going on. Maybe give some hope to gay guys who are hot for their straight friend. It probably helps that he's very inexperienced with girls and I'm the only action he's getting, but still.
 
borg69unimatrix said:
Awesome update!
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Thanks! Yeah it's beyond amazing, getting to blow him on a regular basis now. Hopefully he doesn't get a gf anytime soon, but I doubt he will. While I think he's really hot, the consensus at work is that he's kind of a dork, so he's not really meeting any girls.
 
Well done ! Your softly, softly approach has paid off and you are now both comfortable with each other. If you had tried sucking him earlier you may have scared him away. I think he is completely str8 and will not want to suck yours, most str8 guys have no desire to go that far. Lets hope he does not find a gf and will look to you for his sexual needs :)
 
Fuck. That is so hot. *|* If you keep this going for a few weeks that this becomes a reliable routine for him for release, you can add a little alcohol into the mix and both of you can start 'losing it'. Not too drunk, just buzzed. You intensify the cocksucking to ballsucking also then intense sucking till he cums in your mouth "oops. got carried away." Might be a bit tricky. Always different with different guys, but it looks like he's more receptive now than ever. Optional but poppers could intensify the feeling if he is into it too otherwise, it might not work. I had a curious guy once that let me suck him. He saw me sniff some poppers and he got curious to get a sniff and it was all downhill from there. 69 till we both came. Hot.
 
Actually last time I sucked him, I did lick & sick on his balls a little. I assumed he'd like it, and he didn't stop me from doing it. But yeah, I don't see him offering to blow me anytime soon. The alcohol is a good idea though. Maybe after a few beers, he'll get so into it that he won't pull out of my mouth when he's close.
 
Lecithen said:
Actually last time I sucked him, I did lick & sick on his balls a little. I assumed he'd like it, and he didn't stop me from doing it. But yeah, I don't see him offering to blow me anytime soon. The alcohol is a good idea though. Maybe after a few beers, he'll get so into it that he won't pull out of my mouth when he's close.
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This whole thing is mind blowing. I have also been in some similar situations which led to me sucking my straight friends cock. Slowly always paid off for me too. Next time you suck him try wetting your finger with some lotion and while you have his cock in your mouth slip your lubed finger in his ass. This will intensify everything and put him over the edge. I will bet that he will cum in your mouth at that point.....let us know how it goes...next you will have to slide your tongue up his ass while he jacks off.
 
Bi Married Male said:
This whole thing is mind blowing. I have also been in some similar situations which led to me sucking my straight friends cock. Slowly always paid off for me too. Next time you suck him try wetting your finger with some lotion and while you have his cock in your mouth slip your lubed finger in his ass. This will intensify everything and put him over the edge. I will bet that he will cum in your mouth at that point.....let us know how it goes...next you will have to slide your tongue up his ass while he jacks off.
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I think sticking your finger into his ass would not be a smart idea... lol
 
yeah. that's a bad idea. the moment the guy is having a regular 69 with you or fucking you weekly is the time you stick a finger up his ass.
 
I think he draws the line at cumming in your mouth because doing that would be going over some line he's drawn up in his head and make him gay or bi, or some such thing other than a straight guy that enjoys a blowjob from another guy. He could also think that you might not want him to. Just tell him you'd like it if he's willing, and nothing with change if he does; then it's on him and in his head.
 
Str8Top14701 said:
I think he draws the line at cumming in your mouth because doing that would be going over some line he's drawn up in his head and make him gay or bi, or some such thing other than a straight guy that enjoys a blowjob from another guy. He could also think that you might not want him to. Just tell him you'd like it if he's willing, and nothing with change if he does; then it's on him and in his head.
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Ahem... not if it's a real good blowjob.
 
Str8Top14701 said:
I think he draws the line at cumming in your mouth because doing that would be going over some line he's drawn up in his head and make him gay or bi, or some such thing other than a straight guy that enjoys a blowjob from another guy. He could also think that you might not want him to. Just tell him you'd like it if he's willing, and nothing with change if he does; then it's on him and in his head.
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This is what I think is going on... he's probably scared you'd get mad, and/or scared you'd request the same thing in return.
 
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