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Positions: A Teenage Fantasy

Posted by: Age: 40, 16 then Posted on: 4 comments
3 likes 72 views Category: Sex Stories Fantasy Tags: Male-Female, Sex Stories Fantasy, Fantasies, masturbation, positions, teenage, experimentation, panties

I can't say I masturbated over this a million times, but at least a half million.


Cumquat's story "Positions" took me back to a fantasy from my early teens. A cute girl from my grade (10th) is coming over to hang out after school. Arriving at my house, we find we are home alone. We are old enough to be sexually aware and curious, but not experienced. We have been in Sex Ed class together, and I would catch myself glancing at her, trying to imagine what she knows or might be thinking. And yes, we've had a few teasing conversations while walking home from school, playing the "Do you know about...?" or "Have you done this?" game. The conversation quickly moves to sex. Boy on top or girl on top, you know the talk. We get into talking about positions and I am wildly curious to find out what she knows and what her level of interest is. It is such a turn on to be with this cute girl talking, even though a bit subtlely, about boys and girls fucking. My bed is right there and we hit on the idea of acting out some of the positions, just to see what they would look and feel like. We start with boy on top, then girl on top, then more advanced positions. We have rules. As long as we are not making out or touching each other, we are not having sex, so there is to be no kissing, no touching private parts, just getting into the position and right back out. Soon we decide that it would look and feel more 'realistic' if we were in our underwear. Still, that's going pretty far, so maybe just one of us in our underwear and the other fully clothed. We talk about who that should be. I am going crazy to see her in panties but she says the girl needs to be more proper. We decide on me in undies. (NOT FAIR!) I take my jeans off. My dick is tenting out my undies with a big wet spot I can't hide! The new rule is we get in the position and I just touch my dick to her panties, and then we back out. We try that a few times, even going back over some positions we've done before. I am so turned on! (Being clueless, I don't know about her.) It's a slippery slope, and we progress. If she stripped down to panties... That should be okay as long as there is no kissing, no hands on each other, and we don't stay like we are really having sex. In the next few positions, I try to point my dick right where her hole must be under her panties. One time she even tells me exactly where it should go and, when I say I can't find it, she reaches down and guides me right over her hole.  (If I haven't come by now, the fantasy proceeds.) "It would be safe if one of us was naked as long as the other still had undies on." We try this, both ways. At some point we throw another rule away. We kiss. Just a quick one... Did anyone else have this fantasy?

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