Hey. Recently I've developed this urge to simply jerk off (nothing more...maybe hand job :wink: ) with my best friend as we have become really close and I dont really feel like there should be anything between us. (I only have sisters so I've formed a really strong brotherly bond with him)
Unfortunately, I guess I've built this inconvenient barrier between us where I seem too straight and now I simply don't know how to approach him about having a j/o session. To give you an example, I'm usually the guy who gets any girl, points out the best ass in a crowded room etc. I even bought condoms with him today telling him of how I'm gonna use em on this girl thats pretty interested in me. We've even watched porn together...several times but it usually just ends with "I'll take care of my boner when I get home".
So now I'm just wondering how on earth do I summon the courage to whip it out!? I kinda know he may follow suite as he is kinda like me at seeming very straight but there are these hints where you can tell that he too is interested but unfortunately both of us are too scared to really make the first move. I usually spot these hints when we're just texting as like me, he's actually offered to show me his dick because we always cus and argue who's got the bigger tool. But as soon as we get to like one message from even sending each other pictures, the subject changes as I guess we're both afraid of labeling each other as "gay" despite just wanting to have some fun with each other.
And please save those it may ruin your friendship type speaches...we're both leaving for university on 2 separate continents in a couple of months so if anything does go bad it was never meant to be and if it goes well then at least we'll be bonded for life through the mutual joy of sharing a good wank together.
Sorry for rambling on but I'm truly frustrated at how I can't muster the courage to just jerk off with him. So please share some ideas and insights! I've actually have had 2 separate j/o sessions with other friends last year that didnt affect our friendship at all but for some reason I feel more scared about this one.
Thanks!
Unfortunately, I guess I've built this inconvenient barrier between us where I seem too straight and now I simply don't know how to approach him about having a j/o session. To give you an example, I'm usually the guy who gets any girl, points out the best ass in a crowded room etc. I even bought condoms with him today telling him of how I'm gonna use em on this girl thats pretty interested in me. We've even watched porn together...several times but it usually just ends with "I'll take care of my boner when I get home".
So now I'm just wondering how on earth do I summon the courage to whip it out!? I kinda know he may follow suite as he is kinda like me at seeming very straight but there are these hints where you can tell that he too is interested but unfortunately both of us are too scared to really make the first move. I usually spot these hints when we're just texting as like me, he's actually offered to show me his dick because we always cus and argue who's got the bigger tool. But as soon as we get to like one message from even sending each other pictures, the subject changes as I guess we're both afraid of labeling each other as "gay" despite just wanting to have some fun with each other.
And please save those it may ruin your friendship type speaches...we're both leaving for university on 2 separate continents in a couple of months so if anything does go bad it was never meant to be and if it goes well then at least we'll be bonded for life through the mutual joy of sharing a good wank together.
Sorry for rambling on but I'm truly frustrated at how I can't muster the courage to just jerk off with him. So please share some ideas and insights! I've actually have had 2 separate j/o sessions with other friends last year that didnt affect our friendship at all but for some reason I feel more scared about this one.
Thanks!