Real Sex

If I were to follow along with my list of things I want to do sexually then I would also have to adding in wanting to fuck Ashlee. Still no last names cause what’s the point? Even if someone I knew read this they would know who I was and who this was talking about, I might as well lessen the hurt.

So anyway, Ashlee was my third girlfriend. She was in fact the best friend of my second girlfriend who just had way too many issues to deal with. Ashlee and I were always flirty with each other, even when I was dating Jenn, the second girlfriend. Ashlee and I had an on again, off again relationship for about a year when she broke up with me to go out with a guy who I will hate to my last day named Matt who just happened to be Jenn’s boyfriend during this time. During out time together we did a lot of shit. We made it a habit to make out in theaters and other public places like busses and rides at wonderland. In fact the first time I got to third base with her was during this Hanna Barbara live show at wonderland, just making out like crazy and not caring about the people in just the row behind us.

This might have been foreseen but the fact that I fell in love with her wasn’t even on the map. So I spent a long time in agony over here. I can’t really say how long because time has no meaning when you hurt that much. After Matt, whom she lost her virginity too, she went out with this ass name Ross who knocked up higher then a kite. That of course did not go pleasantly with me. But since the guy is such as ass in all things, even in bed that she and I still flirt and touch constantly. Almost like we were dating. She actually french kissed me once at this party while engaged to this guy, taking me off to a back passage. I still wonder if that was spur of the moment or planned.

The time I want to tell you about though was at her and Ross’s apartment. The occasion was their first time smoking weed. It was a joyous occasion where everyone got together to celebrate and partake of the chronic. It was all Ashlee’s idea really. She had wanted to for awhile but Ross was too uptight to do it until then. She got some off her little brother who was a dealer and got him to roll it before he left.

It was pretty good, very mellow stuff that took you along smoothly. NewayZ! Ross got tired and went to bed early. Maybe if he hadn’t then what happened wouldn’t have. But he did and I say yeah for me! A side effect of the weed on Ashlee was that it made her very, very, VERY horny. That’s the only explanation for what she did.

Her Jenn and I were talking in the kitchen (I don’t have my journal with me so the exact details aren’t at hand) when somehow it came about to them starting to strip me. I mean, literally strip me. First went my shirt while I weakly (extremely weakly) protested about being naked in the kitchen. Ashlee during all this kept rubbing against me, at one point having her back to me and grinding her ass into my cock. I was so very hard at this point, which I think they both noticed and egged them on a bit. Somewhere in the middle of all this confusion Ashlee was leaning against the fridge with me half hiding her and talking to Jenn. I let my hand have its own way and sneak itself between Ashlee’s legs. Ashlee’s crotch was very hot, just the humidity alone making the fabric damp but I don’t think it was just the humidity. Usually when I do this she will playfully push my hand away, this time she held my wrist as I rubbed her across her cleft. As it went along Ashlee and I started to get a little tired of Jenn because we both knew as soon as she left us alone we would be all over each other but she wouldn’t. We got one second where she turned her back and someone asked someone to go into the bathroom. We agreed and made a beeline for it but Jenn saw yes and just had to join us. Ashlee actually tried to muscle the door closed against her but Jenn had about 50 pounds on her. So we were in the room, the fucking three of us, and Jenn says its time to lose the rest of the clothes and pulls down my pants and underwear.

Now, at this point you maybe wondering why I’m so adverse to having Jenn there in light of how she is acting. Well, Jenn is what is known as Extremis Teasius. She never backs up anything like this so I concentrated on Ashlee who I wanted way more in any case.

Being naked from the ankles up, my erection stuck straight out as Jenn started talking some non-sense that I will never remember. All I remember is that Ashlee took that opportunity to place a hand on my thigh and slit upt up my leg and wrap it around my cock. When her fist started sliding up and down my shaft I found it very hard to answer Jenn coherently. All the blood in my body was rushing to those roughly 7 inches of my anatomy, making my legs nearly give out on me. The shin of my legs found its way to Ashlee’s crotch and she rubbed herself against it. I pulled my pants up just enough to walk, my cock still poking out and sat down beside her on the side of the tub. Our lips immediately found each other, opening to let our tongue slide across each other. My hand was back between her legs, stroking and rubbing. Ashlee’s breathing got really deep and loud in the small space of the bathroom, very audible to Jenn on to toilet just beside us. She asked sullenly if she should leave us alone.

Its not like we made her leave…

Ashlee pushed me away while the door opened and closed and then we were back on each other. I had gone to sucking on her neck. Now her breathing came through her mouth very loudly. I was careful not to leave a hickey, which I’m known to do. Her legs were spread wide giving me full access to her damp crotch, stroking along her cleft. Pressing on her clit through the many layers, she moved against me, humping my hand. Her hand remained on my thigh and didn’t move to stroke me again but I didn’t worry about that. This was too good to get gripey about.

When I took my hand to put it down the front of her pants she stopped it and I put it back on the front. Her breathing was l del deep an she breathed out suddenly, “this is so very wrong.

That’s when I had to stop.

We took a moment to calm down and right ourselves before going out. It was a lot more awkward then I thought it would be. She wouldn’t even look at me and when she did, her eyes killed me. They said, “I can’t believe I did that with you.” Though what she was really feeling was she couldn’t believe she had done that at all but at this moment it was directed at me and it stabbed me. I left soon after.

Later we talked about it and were able to joke and even toast to it. Sometimes I wonder if she will ever tell Ross. She told him about the kiss, which he didn’t take well but got over it.
Maybe one day I will tell him myself.