Online Pleasures

The following is my recollection of a few different online experiences where mutually satisfying masturbation took place. Before the Internet a lot of people in the 90’s ran dial-up bulletin boards. This was my first fortay into flirting with women online. For the most part it was a lot of induendo and double meaning. None the less, it was clear enough what was really being talked about and the thing that it fueled was anticipation. Nothing fuels getting yourself off like sexual tension. Being horny and alone tends to make you an erotic wordsmith as you imagine all the things that you’d like to be doing with and to somebody else. Bulletin boards gave way to IRC (Instant Relay Chat). This was a forerunner to Instant Messaging and if you found the right channels with people capable of more than tedious small talk you were onto a winner. It’s on IRC that I had my first real online sexual encounter. There was one particular woman a similar age to me that I hit it off with. The main channel was called “flirting” and we’d meet there in the evenings taking part in the group chat.

One particular evening she asked if I wanted to PM. We kind of chatted getting to know each other, then she wanted to know what I’d being doing if we were in a room together. As you can imagine my heart skipped a couple of beats with excitement, and my dick nearly jumped out of my pants. I started out simple describing how I’d walk over and start massaging her neck and shoulders. She started responding with how she’d recipocate and essentially we started making out online. The thing that got me hard and throbbing with precum was her descriptions of how hot and wet she was getting from our chats. We transitioned from describing imaginary sex with each other, to talking about what each of us were doing to ourselves.

She’d describe how soaked her panties were getting, and how hard her nipples were as she rubbed and teased them. I’d tell her how hard and hot my dick was, and describe the clear precum oozing from the tip. She asked me to taste it and tell her what it was like. I’d ask her to reach between her legs and scoop some wetness to taste and describe it. After a couple of weeks we didn’t bother with the group chat. We jumped into PM straight away and got each other off. She’d tell me how hard and fast to stroke myself. I’d do likewise telling her where to touch herself. How soft, fast etc as if I was in the room doing the touch for her. We had a rule that neither could cheat. Sticking to this rule meant we each had the wildest orgasms as we teased each other mercilessly. After a number of weeks I arranged to fly to the States where she was living. I absolutely thought when I arrived we’d have wild crazy sex the whole time I was there. Unfortunately the reality was a big let down. I’m not sure exactly what went wrong because we’d exchanged pictures before hooking up. Something spooked her and she wasn’t down for any sex at all. I tried to make the best of it by having a nice holiday, but it wasn’t a great situation.  Almost as a rebound to that and another relationship I had that went south, I met another lady online who was a lot older than me, but lonely and desperate for attention.

In my mind we were just fooling around and getting each other off. In her mind we were building a relationship.  She’d get me to strip, lay on a blanket then follow her instructions. We’d take turns instructing each other, but she was masterly at it, and again, would result in massive eruptions of cum all over myself. She loved the idea of all that hot wet cum on me, and her licking it off. The thing that drove me wild was her love of blowjobs. Even though she could only describe what she’d do with her mouth and tongue, it was as close to the real thing as we could get. I’d use lube to slowly stroke myself to her descriptions. Things became very complicated with that relationship because we were in different countries, the age difference and other complications like her daughter and a sexless marriage on her part. We had utterly different agendas and it ended very abruptly. Totally removed from both those experiences was some years later when I was travelling, horny and in a hotel room alone. Every time I travel, I always looks forward to some “me” time. A chance to strip naked, indulge in a hot soaking bath and as much wanking as my dick will allow. This often entails porn. I always make sure my laptop is loaded up with stuff I like to watch. This particular evening I decided to try my luck at chat roulette. The totally random, don’t know who you’ll talk with video chat with lots and lots of dudes with their dicks in the frame. I laid naked on the bed so it was obvious what I was after. There were lots of amusing shocked teens. I think secretly they thrilled on the dick pics. I was pretty close to giving up when a totally blacked out camera came on and the voice said “show me your dick.” I complied. “Make it hard for me.” Again, compliance. It goes without saying I was super turned on. I couldn’t figure out who was on the other side, but that didn’t matter. We had a mutual unspoken understanding that it didn’t matter. I figured this was going to get messy, so I went into the bathroom and put my laptop on the counter so the cam could capture what I was doing, and I could use both hands to follow instructions. To make a fairly long story short, what came next was a series of commands, “wank yourself. Harder. Harder. Stop!” I’m getting hard and a little breathless recalling it now, because it was so enjoyable to be wanking, but having someone else in charge. I also had the safety net of being able to disconnect at any time, so I could really get into it. Over the next ten minutes this went on with me getting closer and closer to losing my load. Every time I had to stop and let go, my dick twitched and throbbed more and more uncontrollably. It was sweet torture. I shot my load into the basin in spite of instructions not to cum. I’d simply reached that point of no return. It’s not easy finding trustworthy enjoying experiences online, but when you do find them, with somebody you kind of click with, and no expectations etc, it’s really worthwhile. Relaying all this has got me hot and hard, so I need to post it and shoot a quick load into the hand basin before dinner.