I have been chatting occasionally online with my friend over the past few months. Ordinarily, I'm not one who uses internet chat much, but whenever my friend is online, I try to see if she has a little time to share with me. She is married, so our conversations have been totally innocent, mostly about work happenings, but I long to discuss masturbation with her. It's only natural because I spend so much time masturbating and fantasizing about her.
I've been running different scenarios through my mind, trying to come up with a way that I can bring masturbation into our conversation without offending her.
We often chat when we are online on F......., so my idea incorporates this. I play various games while on the site, so I mention that no one I know also plays this particular game and I end up playing with myself a lot. I hope that she comes back with a wise crack about playing with myself. I will act totally unaware of the double meaning my statement could bring about. Once the subject is 'introduced' into the chat by her, I will be able to push the issue from my side. I want to tell her that I now catch on to her joke. I will then state that everyone does it and ask her if she can honestly say that she has never masturbated. I will tell her that I'm not trying to get her to reveal her personal things, but I'm just trying to prove my point. I repeat my question, by this time my penis is stiff and I have removed all of my clothes. I am already leaking precum and wishing that she could see me now (perhaps I will utilize my webcam in the future if everything goes well). When she answers that of course she has masturbated before, she just doesn't want to talk about it, I'm sent over the edge, all those images of her naked petite body, flat stomach, bubble ass, small breasts, nice black bush of pubic hair, going through my mind. Believe me, I have fantasized so often about her masturbating that the images are so vivid. I apologize to her online, while I am at the same time cleaning up the large amount of cum on my stomach and in my pubic hair. Now that we have broken the barrier, I will be ready to bring up masturbation whenever I can in our chats, the sooner the better.