My First Fist - Sex Stories

My First Fist

I'm bi sexual, and very, very hedonistic. I love to eat pussy and suck cock too. On some sites my screen name is "Tireless Tongue." I also love to fuck both men and women, although I like to fuck women more. I'm on the submissive side with men, and the DOM side with women. But, nothing is "etched in stone." These are just tendencies and preferences. I think I can get into most anything if there is a connection, or as they say, "chemistry." with my partner. Way back when, my girlfriend at the time, convinced a friend of ours who was Gay, and open about being into fisting, to do me. I was open to most things and willing to try most (with a few exceptions; s**t, c***dren, piss, severe pain just for the sake of torture) at least once. We both agreed to give it a try, and we decided that I should get undressed, and cleaned out with a nice cleansing enema (one of the perks of anal play), and then,get on my hands and knees, on the bed, and wait for him and the party to commence. I forgot to say there were a few other friends present. My friend who was doing me was very good, and went extremely slowly. Now I had had a good deal of experience getting anally fucked and loved it. Part of the thrill here, was first the enema, then the audience of a few friends and my girlfriend, and the anticipation. That, I think was the biggest turn on. Obviously, it's a VERY, VERY submissive posture to be in. And, as I've already mentioned, I'm sub with men. Well, my friend had a great sense of ...

... Drama, aside from being good looking and a very sensual being. After I was cleaned out, and on the bed waiting on my hands and knees he prepped for the "deed." He took his time, and laid out towels, and brought out the a few dildos and then the Crisco. Then, when he was about to begin, he suddenly looked at his hands, and realized that his fingernails were too long to proceed. This was just as the HIV crisis was beginning and no one really knew about it yet. No one fisted in those days with gloves. He then went into the bathroom, got out a nail clipper and nail file, and proceeded to trim and file his nails. All the while having me retain my position which I was happy to do. I too have a sense of drama. And, besides, by this time, I was Totally Turned On. Finally, he finished with his nails and came back to my bottom. He started to rub my behind, massaging it a bit, alternating with something like caresses. He touched me all over grazing over my scrotum, my anus, and even brushing over my cock which was in a semi hard state at this point. Finally, after taking some time doing all this, he dipped his hand in the Crisco, and started by inserting his index finger in my anus. Slowly he moved his finger in and out of me, while turning it, and stretching my sphincter a bit, Finally, after he was satisfied that his one finger was going in and out of me easily, he went for two. He continued this same way, and did this progressively with each of his fingers until finally he had all five in ...