Jeffy (jeffjustin) wrote in cheaterguide,

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I Did Not Have Sexual Relations With That Woman

Borrowing on the teachings of the estimable William Jefferson Clinton, but with a twist.

I watched the top of her head bobbing up and down over my cock and I drank in the wonderful sensations her mouth was creating. She had a good technique and a sexy presentation, and had obviously done this quite a bit before. She, sucked on, licked and stroked my cock with her lips, tongue and hands, all the while playing with my balls and touching me in a smooth, sexy way. One of the nicest things about a blow job is that a pretty face almost always looks prettier with my cock in the picture, and she had a very nice face that looked exceptionally nice with my cock in the middle of it. I reached down to move her thick brown hair out of the way so that I could see her better and see her more clearly as she worked on me. She glanced up at me when I did and when our eyes met there was a connection that felt very nice.

We were on the sofa in her living room and she was sprawled out over my legs as I was sprawled out over the sofa. We were trying to be quiet because her roommate was asleep in her bedroom, which was directly off of the living room in this old house that had been divided into apartments. Well, on second thought, it was me who was trying to be quiet, not her, and I'd let slip a few moans and groans as she worked on me. I don't know why she hadn't invited me into her bedroom, but at the moment, that was the farthest thing from my mind. I was content with the attention she paid to me with her mouth. She paid special attention to the underside of the head of my cock, where all the most sensitive areas are, and I appreciated every moment of what she did.

It was strange how I'd ended up with this woman - her roommate was the former live-in love interest of a college roommate, friend and bandmate of mine. She'd lived at our house for perhaps six months, and as you well know, when you live with someone in a casual setting such as that, you get those occasional glimpses of a bare bottom or breasts that happen at unguarded moments. I'd always liked her as a person, and I'd definitely liked what I'd seen of her, but she was committed to my friend and I wasn't about to take any action. Several years later, while in a city about fifty miles from where I'd relocated after college, I ran into her on the street, and when I found that she wasn't attached, I was immediately interested. We'd gone back to her place to catch up with each other, and while there, I met her roommate. Somewhat uncomfortably, there was an immediate chemistry between me and her roommate, and while the woman I'd gone to visit was in the bathroom, the roommate asked me out. Even though I was interested in the other woman, my friend, since I didn't know if that feeling was mutual, I wasn't about to turn down a date with her cute roomie. When I left that afternoon, I had their phone number and my friend had hinted that she'd like to re-kindle a friendship, if not something else. A couple of days later, I went out with the roomie and so as not to screw my chances up with my friend, I'd had her meet me at the restaurant. We went to dinner and then to a small gathering of friends and it turned out that we hit it off very well. When I took her home, my friend, her roommate was asleep and we sat in the living room talking and getting to know one another. Well, one thing led to another until we were kissing passionately. Sex was obviously the next step, but she stopped us and told me she was having her period and didn't want to have sex. She did offer me my choice of head or hand which was just darn nice of her and that was how we'd gotten to where we were.

Her lips were tightly pursed around my cock and she was moving them rapidly up and down the shaft of my cock. I was starting to get to that final phase of sex where I knew I'd soon be letting loose and it was increasingly harder for me to restrain myself. I told her what a good job she was doing in pleasuring me, and I thought I'd said it softly, but as it turned out, I'd said it loudly enough that I'd awakened my friend, her roommate. Through the depths of my rapture, I somehow sensed a presence in the room that hadn't been there a moment before, and when I looked around, I saw my friend watching us from behind her door, which was now ajar. She didn't flinch when our eyes met, and she continued to watch from the safety of the shadows. I alternated between watching the woman at my cock and watching my friend watching us, thinking all the while that this was a.)pretty hot and b.)pretty strange. Soon enough nature took it's course and I came. The woman administering her oral mercies to me pulled away as I came and let me cum on her face. As I did, I glanced at my friend who had opened the door a bit farther and was now watching us with great interest. After the fireworks were over, she quietly shut the door and left us to clean up. Shortly, I bade my new friend goodnight and drove home wondering what my friend was thinking about all of what she'd witnessed, and how badly I might have screwed up my chances with her.

I was curious enough about what she was thinking that I called her the next morning to find out. She affirmed that she'd watched and she made a few remarks about how hot it had been to watch, but she didn't elaborate on her reactions to any great degree. I was a bit befuddled by her reticence to talk about it, but thought that maybe she was embarrassed or self-conscious about it, so I didn't press her. She did ask, however, if I wanted to have dinner with her that evening. Well, sure I did. She was the one I was interested in anyway, so why not? I expected maybe a little awkwardness when I got there, but figured I'd pick my way across the minefield somehow. To my relief, the roommate was at work and wouldn't be home until late. I enjoyed a homemade meal courtesy of my friend and after cleaning up the dishes we went in the living to sit on the sofa, where less than 24 hours earlier, my friend had watched me in the throes of gratification at the hands of her roommate. I broached the subject of what had happened the night before to see if I couldn't find out a little more from her about what she was thinking and feeling about that. She repeated that she'd found what she'd seen quite stimulating and she said was surprised because she didn't know there was any interest between me and her roommate. I explained what had happened that had brought her roommate and I together, and then I asked her if what had happened meant that there wasn't any chance for the two of us to get together.

That's when she said something that really surprised me. She said that if I was interested in her roommate that she wouldn't get in the way, but that she also didn't consider that what she'd seen the night before was a sexual encounter. This was the first time I heard the now-infamous contention that oral sex was not sex. Her belief was that men have certain needs and that expressing those needs with a woman didn't necessarily mean that a man was interested in that woman emotionally. Imagine that. Here was a woman who subscribed to the belief that "men will be men" and that being men didn't mean a damn thing. So I told her that the interest that had brought me over to her house in the first place was her, and I asked her if she was interested in pursuing anything with me. She had her tongue down past my tonsils in a microsecond and had her hand in my pants in another microsecond. I guess that was a "yes". We went to her bedroom unbuttoning and unbuckling all the way across the living room. Once in her bedroom, our clothes were thrown off like confetti thrown on New Year's Eve. Her body was as nice as I'd guessed it was when I'd seen some fleeting glimpses of it and for the next couple of hours, I got to play with her breasts and taste her cunt and put myself into her and fill her with my juices while absorbing hers. She confessed that she'd gone back to bed the night before, after watching me spatter her roommate's face, and she'd masturbated for a good long while thinking about it. She said that was when she'd decided that she wanted to pursue something with me.
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