Another "Need help to get him to Jerk off with me" Thread

interestedchap

Experimental Member
Joined
Aug 3, 2012
Posts
79
Media
0
Likes
7
Points
43
Location
WorldWide
Sexuality
80% Straight, 20% Gay
Gender
Male
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. :cool:

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!
 

Stephenmass

Legendary Member
Joined
Apr 24, 2008
Posts
2,589
Media
2
Likes
2,254
Points
333
Location
Boston
Sexuality
80% Gay, 20% Straight
Gender
Male
Based on what you write and how you think he is and what you want to do, have a few beers like buds do and throw on some porn. The beer might loosen you up enough to just whip it out and start j'g off. My bet, based on what you said above is he will soon follow.
 

rbkwp

Mythical Member
Joined
Aug 21, 2007
Posts
79,210
Media
1
Likes
44,901
Points
608
Location
Auckland (New Zealand)
Sexuality
100% Gay, 0% Straight
Gender
Male
maybe
just tell the friend straight out
'lets have a little activity', before we go our separate ways, may never get to see each other again etc
he either goes for it or not
at least you tried, and should have no regrets..?
option is over to him as well then, huh?
Cheers
 

xmarksbreakdownx

Superior Member
Cammer
Joined
Feb 13, 2010
Posts
6,993
Media
12
Likes
2,744
Points
283
Location
Atlanta (Georgia, United States)
Sexuality
60% Straight, 40% Gay
Gender
Male
I went through the same thing not to long ago. Long story short, after talking about how we lost our virginity and stuff, I just got up the courage to ask him to do it with me. It was something like...

"Would you ever try anything with a guy?"
"I mean, I guess."
"I'd like to jack off with a guy, just one time. Just one of those things I wanna try before I die I guess. You know?
"Yeah."
"Do you get what I'm asking you...?"
"...?"
"... Will you do it with me? It's just... you're my best friend and the only person I feel like I can trust."

And we've been doing it since then. I was nervous as HELL, but now I'm glad I did. It's made us much closer, and it's great.
 

neo

Superior Member
Verified
Gold
Cammer
Joined
Apr 14, 2012
Posts
192
Media
122
Likes
9,430
Points
463
Location
London
Verification
View
Sexuality
90% Gay, 10% Straight
Gender
Male
He's definitely going to be up for it. You're worrying unnecessarily. You'll regret if you don't do something soon, and once you do it you'll be wondering why you didn't just go for it earlier.
Next time you're watching porn just make a joke out of it, tell him you're going to pull it out. See how he reacts and if he's not totally horrified by the idea then pull it out and take it from there. Even if he's saying 'no way man' but still seems interested then do it. Then get him to join you. Even if he doesn't at first, after watching you jack off he'll want to join in soon enough.
But, in my experience, from the way your friendship sounds like it is, he'll go with it. So don't worry about it!
 

interestedchap

Experimental Member
Joined
Aug 3, 2012
Posts
79
Media
0
Likes
7
Points
43
Location
WorldWide
Sexuality
80% Straight, 20% Gay
Gender
Male
Thank you all for the great advice. Just gave me the courage I hopefully need so I'll see as the week progresses.

Based on what you write and how you think he is and what you want to do, have a few beers like buds do and throw on some porn. The beer might loosen you up enough to just whip it out and start j'g off. My bet, based on what you said above is he will soon follow.
I love this. Get each other a bit tipsy and more open minded is definitely one of the easiest things we can do...lol.

I went through the same thing not to long ago. Long story short, after talking about how we lost our virginity and stuff, I just got up the courage to ask him to do it with me. It was something like...

"Would you ever try anything with a guy?"
"I mean, I guess."
"I'd like to jack off with a guy, just one time. Just one of those things I wanna try before I die I guess. You know?
"Yeah."
"Do you get what I'm asking you...?"
"...?"
"... Will you do it with me? It's just... you're my best friend and the only person I feel like I can trust."

And we've been doing it since then. I was nervous as HELL, but now I'm glad I did. It's made us much closer, and it's great.
And I'm guessing (and hoping) this is the route we are going to take. We usually talk alot for hours so I can imagine the conversation definitely tipping this way! And its nice to know that you too were nervouse but managed to conquer it and noe you have a trust bud you can enjoy a good porn video with :)

He's definitely going to be up for it. You're worrying unnecessarily. You'll regret if you don't do something soon, and once you do it you'll be wondering why you didn't just go for it earlier.
Next time you're watching porn just make a joke out of it, tell him you're going to pull it out. See how he reacts and if he's not totally horrified by the idea then pull it out and take it from there. Even if he's saying 'no way man' but still seems interested then do it. Then get him to join you. Even if he doesn't at first, after watching you jack off he'll want to join in soon enough.
But, in my experience, from the way your friendship sounds like it is, he'll go with it. So don't worry about it!
I think I am worrying to much and he will probably first say "no way" in the beginning like my second jerk of experience with another friend but once he got his own nerves out the way and let hormones take their course, he whiped it out already rock hard meaning that he actually had been excited for some time!
 

swedish fish88

Experimental Member
Joined
Jun 25, 2008
Posts
281
Media
6
Likes
10
Points
163
Location
That place
Sexuality
100% Gay, 0% Straight
Gender
Male
I went through the same thing not to long ago. Long story short, after talking about how we lost our virginity and stuff, I just got up the courage to ask him to do it with me. It was something like...

"Would you ever try anything with a guy?"
"I mean, I guess."
"I'd like to jack off with a guy, just one time. Just one of those things I wanna try before I die I guess. You know?
"Yeah."
"Do you get what I'm asking you...?"
"...?"
"... Will you do it with me? It's just... you're my best friend and the only person I feel like I can trust."

And we've been doing it since then. I was nervous as HELL, but now I'm glad I did. It's made us much closer, and it's great.

I want to find someone to do this with.
 

Notseingme

Experimental Member
Joined
Sep 28, 2010
Posts
73
Media
0
Likes
2
Points
153
talking about it ruins the experience

pull it out and slow stroke it and pretend everything is normal (that will ease the awkwardness

and you let him decide what he wants to do

you will most likely get a "oh shit dude" type of response but just go with it
 

interestedchap

Experimental Member
Joined
Aug 3, 2012
Posts
79
Media
0
Likes
7
Points
43
Location
WorldWide
Sexuality
80% Straight, 20% Gay
Gender
Male
If anyone is still following this thread, I'd like to say that I DID IT!...We jerked off together today!! Thank you all for the advice and allowing me to muster up the courage to do it. I'll give you a very quick rundown of what happened for anyone thats curious :)

We started just hanging out in my parking lot where I casually whipped out some porn and told him that I needed to do it and I felt like doing it somewhere risky...like in my car in a quiet close somewhere! At first we both laughed it off but slowly my courage (and fears) were building up until he almost left to go home then I somehow managed to get him to close the car door and drive off with me. At that point we carried on our usual conversations etc until we found a spot to "relax"

Turned on the porn on my phone then I said dude Im not taking care of this by myself, you have to join in. Anway long story short, he took a while to get hard then he did indeed whip it out and it was amazing. However I could tell he had more nerves than me as he kinda had a hard time keeping it hard everytime a car drove by!..lol. When I came I literally messed up the whole backseat of my car coz it was that amazing! No touching of sorts happened..just a good ole jerk of session :) . And an important note here I think is that the mood was very light! We kept to our joking ways etc. I even "jokingly" offered to give him a hand or vice versa and we just laughed it off thus avoiding any awkwardness had I tried asking with a serious face.

We also managed to compare dick sizes by measuring with a ruler and I won "round 1" and then he said "round 2" he'll win implying that he is already down for another jerk off session!! Can't wait and I think I indeed have the ultimate best friend :)

Thanks again and to anyone who was in the same situation as me, just try to stay calm and dont rush it. Make sure you are taking this step with the right person. that you truly trust. This week I had 4 opportunities to jerk off with him and I only got the nerves to finally do it on the 5th window I got!!...So patience pays off. :)
 

hungboy18

Sexy Member
Joined
Jan 30, 2010
Posts
211
Media
3
Likes
67
Points
63
Location
London
Sexuality
99% Gay, 1% Straight
Gender
Male
I think that would be very healthy, like being here, in this forum, you share a lot or at least read a lot of stuff, and you explore how you feel about sex and sexuality in general and also people.

I had a jerk off friend, well he had a few, he'd jerk off with like 4 of them in his bedroom, I never participated in that because I'm gay and even though I was extremely curious, I felt it was right to be there fantasying about the guys... I was at his house a few times while they did this, I only did it with him and once with another guy, it was hot, and I think it made us better friends, and more aware of our sexuality, we ended up sucking each other, it was weird from then on, but if that didn't happen I guess it would have been a flawless experience.

I'd say go for it, ask him, it's gone be weird or extremely sexual and you will both love it, as human beings we tend to rationalize everything but we have needs and ideas that are a bit more "animalistic" and going for it sometimes can be the best thing we can do.