When your hole gets hot and his dick gets hard it won't be called jacking off for long.
it is so funny that you would say that. I have a female friend (I am male) and I would love to do the same thing. I talk to here on MSN a lot and we always talk about when we masturbate and she has told me that she would love to have sex with me. Only problem is I am married and she is my wifes really good friend. If her and I could just sit in a room together just once and watch each other masturbate that would be awesome....
My advice is - don't do it, unless you develop a closer relationship with your friend. Wait till you're sexualy involved with someone who will masturbate with you. My wife and I consider mutual masturbation to be a very intimate act. After all, masturbation by its' very personal nature isn't something one normally engages in, while in the company of another person, unless there's some sort of sexual conection between them.
But when you do enter into such a sexual relationship, trust me, masturbating together can be some of the very best warm up sex you'll ever have.
Those Web Cams are only like 30 bucks now.
OK...Try this.Take the whole scenario that you want to happen(like you've written for instance),and put it into a story about some friend of yours(or someone you know, or heard about, or overheard someone talking about or whatever).And tell him the story. Be sure tell him about all the details and take note of how he responds.Somewhere along the way we will respond by revealing his own attitudes about this kind of situation.If he says something favorable like "WOW..Thats great, or I wish I knew a girl like that, blah blah blah" then you respond back and say something like.."Oh really..could you really do that?? Have you ever done that??" This way you can really gather info. about his receptivity about this activity without revealing your own desires.If you can get as far as confirming that he would like this sort of thing, then you can start letting him know that you are also someone that would like this naughty adventure.Then you might try something like calling him on the phone late at night and bringing up that story again,then tell him that you are sitting around board wearing nothing but your panties & tank top and that your nipples are getting hard just thinking about it and " oh by the way.. how often do you play with yourself..." You may enjoy having phone sex with him if you don't want to be watched by him...at some point you'll be able to tell him that you wnat to watch porn with him or whatever.....Try that and Please write back and let me know how how it worked out..I'll try to help some more if you need it..and of course I'd like to know the juicy details if it turns out right!!!!and opens you up to new exciting possibilities!!!
