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Gillian's Story

Posted by: Age: 16 then Posted on: 12 comments
28 likes 14 views Category: Masturbation Female Solo Tags: Watching, masturbation, , Watching brother

Girls talk about periods and sex a lot...far more than you might think, and WAY more than is probably decent! Sometimes, the least likely things happen to the least likely girl. This, with her permission, is something Gillian (yes, it's her real name) told three of us during a sleepover. 


Gillian is somewhere between a nerd and a really sexual and sexy girl. She was our go to girl when the assignments at school got tricky, especially in computer studies or any of the sciences...or math!  So, the lights were out and the room was lit by candles. The three of us were sitting on my king sized bed, and talking, as girls do, about the usual stuff. Clothes, periods, sex. Jess was at the time (we thought) the most worldly and experienced of the three of us. Remember, we were all 16 at the time, but Jess had "done it"...been all the way. She would describe her activities in such a dirty, tease kind of way that, well, I can't speak for others, but she had my underwear in a mess way before she really got into it. 

This particular night, Jess had been telling us about her older (and married) boyfriend, and how they fucked in his car. As usual, Gillian and I listened in dry mouthed, wet pantied anticipation, hanging on her every word. In the silence that followed "....and I felt his cum inside me" (something we all thought was incredibly daring at the time), Gillian opened her mouth. 

"I masturbate several times a day....anywhere. One thing I really want is....is to be watched. I don't care if it's a guy or another girl. I just want someone to watch me get myself off.....and.....and talk dirty to me,"  What a looong pause followed that one! Gillian never contributed much to the sexy talk. This was quite something for her. Jess was all over it though. "Ok...well....we'll watch! Go on....show us. Do yourself." As Gillian was sitting almost touching me, I could feel her tremble. She was clearly very nervous, but also very up for this. She moved a little so her back was against the pillows, and I moved down so I was kneeling on the bed next to Jess. Gillian began to just cup her boobs in her hands over her t shirt, and then she slipped a hand under it. She drew her feet up to her bum and opened her knees. We could see the damp spot on her underwear. Obviously Jess's tirade of filth had gotten to her. (And me, truth be told). As we watched, Gillian just rubbed herself over her panties. The damp patch grew significantly as she pushed  the soft cotton against herself. 

"Your horny fucker" Jess whispered. This caused Gillian to shudder and for a moment, I thought she ad already cum. Her hand didn't stop. In fact it crept up to her waistband and disappeared into her underwear. Seeing her knuckles moving the material as she masturbated was/is one of the most erotic things I've ever seen. Jess said "Take them off....let's see your cunt." "Cunt" the "C" word! How disgusting that word is, yet how wonderfully erotic! I can't speak for others, but I love that word! (In a sexual scenario, obviously.....tell me you want to fuck my cunt.....even CALL me a cunt, and, in the right moment, I don't find it insulting at all!)  Gillian tugged her underwear down and off and opened her legs again. I remember the shock I felt when I saw she was totally shaved! I'd seen other girls shaved of course, in the locker room at school, but I never in a million years would have pegged Gillian as a shaver! She was obviously very, very wet. Her swollen smooth labia glistened in the candle light, and a creamy little river was running slowly from her hole down to her bum hole. She made no move to finger herself. Maybe, like me at that time, she was too scared to put anything inside, but her clit....wow....that clit! So prominent, so visible, so.....so.....suckable? I remember feeling an involuntary urge to just lean forward and suck it like a little,dick....not that I'd sucked a dick at that point, and woah....what the fuck?....me? Having a real urge to suck another girl? I didn't know it at the time, but it kinda catalysed my thinking in a way and made me realise just how many lesbian fantasies I had...STILL have. In that moment, I really felt like I could, well, mess around with another girl, but I had no idea how to make it happen. I knew of girls at school who had tried it on with other girls. They became instant social outcasts. No one wanted to be labelled a "fucking bull dyke". I suppose there must have been one or two who had gotten off with other girls, but we never heard about them. 

Jess continued her soft, gentle urging. "Wow, Gillian....if a guy saw you do that, he'd be rock hard in a moment! Imagine my boyfriend watching you, getting his dick out, jerking himself off watching you.....spurting his cum all over you." 

She didnt get any further. Gillian came in a series of little jerks and moans. I actually saw the muscles around her cunt and asshole twitch, I remember being surprised that, before those regular little contractions started, her vagina actually seemed to hold itself open for a few seconds. Open enough for me to catch a glimpse of her hymen. The little rivulet of cream just kissed her puckered bum hole at the precise moment she came.  Later that night, while Gillian slept on my left, I knew, absolutely knew without any doubt, that Jess was gently masturbating on my right. I could feel her movements. At one point, I even slipped my own hand into my underwear. 

It wasn't the first time Jess had rubbed herself off while sharing my bed. She was always way more out there than the rest of us. We didn't ever touch each other though...(sadly). I would sometimes move over to give ther more room, and masturbate alongside her. If necessary, I can cum totally silently and by keeping my body rigid, I can also do it without moving. The down side is that when I cum like this, it's always intense.  Hearing Jess sight as she came was delicious. I'd seen Gillian cum, heard Jess cum, and with a slight wriggle that could be mistaken for me just getting comfortable, I came in my panties too. 

I woke up the following morning to find I had rolled towards Jess and my right arm was over her and my hand was in her breast. Whether she knew or not I never found out. I did find out that touching another girls boob is very sexy! That was four years ago, and remains one of my most erotic memories from that time. I wonder....what would have happened if I had attempted to slip my hand into Jess's underwear? Would she have let me? Would Gillian? Or would she have freaked out and labelled me a "Bull Dyke". 

We are strange creatures, us girls. We look at each other and compare almost constantly.....boob sizes....figures....fashion sense (LACK of fashion sense)...Periods....pubic hair.....We have the same discussions about sex...especially before we've actually done it. And, I guess, like guys, we lie about sex too, we claim we've done it when we haven't. We claim we swallow when, in fact, we've never even given a blow job. I know at least three girls who claim they've not only done, but LOVE anal. (Their boyfriends, however, tell a very different story....it helps being friends with their brothers/sisters). 

I have a theory...at least as far as girls are concerned. I think, to some extent, all girls have at least a trace of bisexuality in them. Some will only ever fantasise about it. Some may think they want to experience it, on,y to run a mile if the opportunity arises. Some try it once, some love it. As for me....well....I have one experience of it which I loved! I haven't been with a guy yet, so I can't compare it. I expect sex with a guy is more.....Brutal?....less gentle? Then again, maybe that's good! I know one thing though, this will be the year I find out. I don't care if it's a ine night stand or as something that happens within a longer relationship. I'm ready to get laid. 

How cool is that?  As for Gillian, she had moved on now to Uni, and also lives in another place. We stay in touch via Skype and text. Jess still lives close, and, like me, still lives with her folks. We still have sleepovers from time to time....one of which is tonight. 

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