Masturbating with a Friend

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So, i'm planning on masturbating with a friend, however, i'm bi and he's straight. He doesn't know i'm bi, and i'm more straight than gay, so... how should i go about this?We're pretty close friends, and i have a little idea of what i'm going to go about itFirst im going to ask him whether or not he has anything against gay people. Then i'm going to bring up the topic of sex/masturbation so he gets comfortable about talking about it with me. Then i might just ask him if he's ever wondered about doing it with another guy and his opinion about him. I'll try to be careful as i ask him because i know it oculd ruin our friendship if he has something against gay people.So tell me. what should i be looking out for when i start asking him, what should i say, how should i say it, what's the best way to go about it, and what do you think of my plan so far? Tell me anything you think is important in this situation because... well i really REALLY want it to happen x-x

Start talking about hot girls and porn stars, and sexual history. I would advise not to ask him about the gay thing cuz it may give him the idea that your into him, and that could turn him off. Wait until AFTER u guys have jacked together to go into dat. Watching porn helps a lot, and your probably the one who is gonna have to start jacking 1st. and make it like a competition, who has the biggest dick, longest masturbation, something like that so it makes it a more comfortable situation. And, though i don't wanna promote bullying, if you kinda tease him if he is unsure about it, call him pussy or whatever, he will more likely do it just to prove himself. But if he is like really adament about not dooing it, let him be and move on.i hope this helped

nothing realy im just bicurious x-x

actually it did kind of help thanks xPP

okay do you guys have any more suggestions?? xPP i could use as many as i can

I dunno how much of a suggestion this is but when I was younger I used to masturbate with a friend but we always used Trust or Dare as a way of doing it. It would always just end up as us masturbating, but it gave us an excuse to get to that point lol.

lol i was kind of thinking like making a bet with him about which one of our dicks are bigger and i sed if i lost then i would have to masturbate him or something o.x which idk how it would work but... well tell me how exactly ur truth or dare thing worked

It was more Dare than Truth lol. Basically we'd dare each other to do something, which was always sexual looking back now lol. Like get into some sexual position naked or jerk off for a certian period of time etc etc. But by the end we were just jerking off. One thing though we never touched each other, we just jerked ourselves off.

Hah, I like that one XD

so can you tell me something, how did the other person react when they were asked to do something sexual? i mean, you guys have got to be close in order to ask for something like jerk off for a few seconds o.obtw im still welcome to any other suggestions people, they are very appreciated ^^

Actually I think we were both just curious, not bi-curious just curious about each other and what we had. Granted I am gay and figured out I was gay several years after all this took place and from what I hear he is straight.He and I were best friends at the time which I think helped. He and I had a very open friendship.

ohh lucky xPP me and my friend are only sort of close x-x good friends if you must im still pretty confused about how to ask him though... hm... o.o

It's something you have to weight. Are you willing to lose this person as a friend if it doesn't go over well? What if he is offended and tells everyone what you were offering??Not an easy situation and something you have to decide if it's worth the risks or not.

well i know for a fact hes not the kind of guy who would betray me like that.. and i probably think that doing something sexual with me would come off as weird for him o.x

i just jacked with my best friend for the first time a couple of weeks ago. I was really scared to ask him but when I did it turned out he had always wanted to do it with me too. It was really fun. By the way...we are both straight.

I recommend to you, and anyone, to take the high road.You can bring the 'topics' up as you said, one at a time, but when the time comes Tell him that your BI, and ask him if he's ok with it before any sexual activty takes place. Be the honest one c|_| the care cup is never empty!

again i must say, i definetly would not tell him u are bicurious becuase than he will assume that your in to him, and if hes straight he will definetly say no and because he might be afraid or just mean or whatever he may even spread bad rumors to his other friends or exagerate what happened and make it seem like u were trying to rape him or something. Trust me, this happened to this guy in my town and it got so bad he had to move. Just remember: keep it comfortable, make it a game, tease him a little, and you're good to go.

Go for it dude,if you dont you will always regret not having done it when your older

thanks for all the advice guys xP i could still use more so if anyone out there is reading this and you have anythingto say, say it ^^ i'll be glad to listen and consider your ideas. Thanks to all! You really helped xP

This is a really ify situation, I mean me and my friends talk about jacking off, techniques, what porn is the best, but I dunno its never been raised as mutual masturbation. Personally I'd never ask just because I wouldn't want to test the friendship even if it is since we were 5.