HOMEMADE PORN MILF VOYEUR. UPDATED DAILY FREE

TITLE: Taking Advantage Of Poor Jason
STORY:
LOCATION: Liz - Pennsylvania, USA
AGE: 31 - 40
PRIZE WON: $300 USD
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Although I am well into my 30s now, this is a story about an experience that occurred when I was 19, just after my first year away for college at Stanford University. Yes, I'm a fairly smart girl if I do say so myself! I've always done very well in school -- I graduated high school with a 3.9 GPA. It may sound like bragging (ok, it is), but in addition to being smart, I was athletic (volleyball and track), had a long & very lean body (about 5' 6" and 105 lbs in high school), and was what guys said was "cute-hot". While I probably would have preferred hearing I was just flat-out hot, I guess it was good, because I never lacked for boys interested in me. I was in the popular crowd, but as a semi-geek at heart, I was friends with people in almost every clique in the school, and am very proud of that...I believe I am a genuinely nice person! I was voted prom queen my senior year, and dated various popular guys, never getting serious with any of them however. From what I now hear from friends, everyone considered me to be a "goody-two-shoes" during high school.

Aside from relatively heavy-petting sessions in high school, I guess I was just afraid of being labeled a slut, or thought maybe I was too much of an off-charts weirdo to allow guys to know what I wanted!?! I graduated high school still a virgin.

So back to my story...

After my first year at Stanford I came back home to Wisconsin for the summer. Stanford let out for summer break about 2 weeks before my local high school did. On the first afternoon back, my next door neighbor Jason, got off the bus while I was in the driveway, so I went over to say hello. Jason was one year younger than me, so 18 and a senior in high school. I'd known Jason since we were both about 5 or 6 years old. His mother died of cancer when he was 10, so back then he would often come over to our house after school and my parents would keep an eye on him until his father got home from work. Jason was nice, but a fairly unpopular kid in school...honestly, you could tell by looking and talking to him for 30 seconds that he was shy and uncomfortable around other people. He wasn't ugly, but he was simply plain...someone who would blend into background, and he might have even preferred that. Nevertheless, I always stayed friends with him, and went out of my way to talk to him at school. I could tell it made him feel good that one of the "popular kids" was friends with him.

Both of my parents worked, so on the second afternoon I was home from college, I had what was a pretty typical masturbation session on bed. It was a pleasant day, so my bedroom window was open, but with the vertical shades closed. I was looking at some porn pics on my computer (this was in the era of slow dial-up internet connections). I remember I had my computer screen on the nightstand next to my bed and was laying diagonally with my feet off the edge of the bed and legs apart. I was probably moaning quietly, but as I reached an orgasm I leaned back and pulled my feet up over my head as I usually do when I cum, and undoubtedly cried out a bit. Just as the orgasm was wearing off, the wind gusted just slightly...enough that I looked at the slightly swinging window shades...just in time to see a flash of something outside the window and the sound of movement outside. After a slight pause of shock, I covered up and ran to the window. What saw made me freeze with dread. Jason was sprinting away and just rounding the corner of his house and out of sight! "Oh shit, oh shit, oh SHIT!" I said out loud. I was petrified.

...and then it hit me. Although embarrassed, I was turned on again. I immediately began rubbing my pussy thinking about him standing outside hearing my moans, and probably catching intermittent views between slats of the vertical window shade, of me with my fingers on my shaven pussy lips or frigging my clit. (FYI - always kept myself shaven, since I never knew when I might be in a swimsuit...besides, it felt better when I masturbated.)

I was so turned on that the next day I waited for his bus to come home, and started masturbating on my bed again. I left the window open again, but this time I just barely opened the blinds...only enough to see little slices of the room. I made sure to be a little louder in my moans. Since my bedroom window was only about 30 feet from his driveway, I hoped he would walk right up the driveway, hear my moans, and simply be unable to resist coming to the window, despite how embarrassed he might have been about the day prior.

As I rubbed myself, I alternated between my clit and jamming my finger deep in my pussy. I didn't know if Jason was at the window or not, but I imagined that he was there the whole time. I was unbelievably hot and wet! I think it probably only took 2 minutes before I came...loudly. I immediately looked over at the window and could make out movement and a quick sound. I ran to the window only to again see Jason running around the corner of his house!

I was so freaking turned on I knew that I had to keep progressing this. The next day, I pretended to be working in the yard until Jason came home from school. He was obviously shocked and embarrassed to run into me, although he likely didn't know for sure whether I had seen him or not either of the last two days. I said hello and asked how school was going as if I knew nothing at all. He was so shy and guilt-ridden! I decided to be bold and ask him to come over if he wasn't busy, and that I wanted to get the scoop on what he was doing after graduation, etc. He looked relieved that I apparently hadn't seen him the last two days, and said that he would come over in a few minutes.

When he came over, we engaged in light conversation for a couple of minutes. This was going nowhere and I realized I didn't really have a plan or even know what I was trying to do! Yet somehow, without warning, I summoned the courage and simply blurted out, "so did you like what you saw Monday and Tuesday?"

Silence. Total silence.

There was nothing he could say...I knew he had snuck up to my window at least twice to peep on me. On the other hand, he knew that I had been masturbating and had seen me with my fingers inside my own pussy, moaning, all while looking a pics of girls with their pussies split wide by some guy's dick! The way I looked at it, there was little shame to lose at this point for either of us. So without any further thinking on my part, I went for it. "Jason, since you've already seen it, and you know that I was getting off, do you want to see me do that again?" I asked.

This was by far the most gutsy thing I had ever done at that point in my life. But I could already feel myself getting wet.

"Um, I guess, " he quietly said. My guess is that this is the first sexual discussion with a girl he had ever had in his life, let alone actually doing something with a girl. Knowing that turned me on immensely.

Without another word I motioned him back to my room. I took off my clothes just like that and stared at him, "this is between you and me and nobody else, ok?" I said in a firm, commanding voice. He nodded and mumbled something that I think was a 'uh huh'. He looked a guilty puppy, yet his eyes were so big and unblinking that I could tell he might cum in his pants at the sight of my pussy.

He stood at the foot of my bed as I laid back on the pillow and spread my legs. I slowly ran my finger across my labia. At the same time my other hand caressed one of my nipples. I should have mentioned, that while I had small B cups, when excited, my nipples get so hard and pointed they could likely cut glass. I often wore padded bras just so that my nipples weren't so embarrassingly obvious in almost every outfit I wore. Believe me, they were now as erect as they had ever been.

He was completely silent but staring at my pussy, then up to my nipples, then back to my pussy. As I pulled my fingers slightly away from my pussy, my wetness caused a couple of long strings of glistening juice to stretch between my pussy and my fingers. "Oh god," he accidentally let escape from his mouth, and immediately looked embarrassed that he had said it.

"Do you like what you see?" I asked him. He could barely talk - it was so cute! But also a major turn on. I asked him if he wanted me to slowly rub the edges of my pussy lips...then my clit, then stick my finger in myself.

"Yes" he said quietly. He seemed to be gaining just a slight bit of comfort in this ordeal.

I made circular motions on my clit, which made me moan. Then I slid my fingers up and down my slit, diving into my pussy every 4th or 5th stroke. Then I pulled a trump card. I moved my knees upward so that my legs came slightly up in the air, while slowly continuing to rub my moist pussy, and asked exactly what I was thinking -- "can you see my asshole?" Any comfort he had been gaining, he lost...he literally seemed to choke on his own saliva! While I ran the middle finger of my right hand up and down my slit and over my clit, I used my left hand to lightly circle my asshole with one finger.

Jason's hand involuntarily moved to touch himself between the legs. He seemed to catch himself by the second stroke. He must have been so turned on and hard! He still wasn't talking but he was slightly squirming, as if ants were crawling on his balls or something! At this point, I was so freaking turned on, I realized that I was going to need to make the next step happen.

"Get your dick out. I know you want to stroke it," I said in a clear and firm tone.

He paused. "Honestly, I - I don't think we should...," he stammered.

I knew he would break, I was just going to have to be pushed - he was just SO DARN UNCONFIDENT IN HIMSELF - and frankly, that was somehow turning me on ten times more! I think in my mind, his lack of confidence, his fumbling shame, and his cluelessness about what to do, took me from thinking "I'm going to get off in front of him" to "I am going to get him to fuck me right now." Make no mistake, this wasn't a pity thing to help him out...this was all about me being in total control of this situation and forcing my sexual desires on him.

"Don't you like my pussy? Don't you think that sneaking up and watching me get off -- TWICE -- is a pretty good sign that you are turned on?", I asked, almost rhetorically.

"Yes, but --" he started.

"Pants off!" I commanded, quietly but firmly.

Jason took off his pants and boxers, and his dick sprang out at attention. He tried to hold his hands in front of it out of embarrassment, but it was no use. "Let me see it," I said. He slowly took his hands away. It wasn't too small, wasn't too large...by my estimation about average...but definitely rock hard. It almost looked painfully hard, if that is possible.

I could feel a power high coming over me - the ability to tell him to do anything and he would do it, as long as my pussy was exposed to him, which it obviously was. "Come over hear, but don't touch yourself," I commanded. "Look at my pussy," I said. Since he was very obviously already looking at it, I changed my tone slightly, "get down there so you can get a good view please," stll speaking firmly, but realizing I didn't need to be so commanding.

He knelt down at the side of the bed so his head was even with my pussy, about 18 inches away, not even blinking. I began to rub my clit furiously, and liquid was starting to fly off my fingers and pussy from time to time, some of it literally hitting him in the face. He seemed to almost lean in, wanting more to hit his face. It was too late to turn back now. I quickly leaned forward and grabbed the back of his head and slammed his face against my pussy. Oh GOD, I was so close to cumming! Jason's tongue came out and he eagerly, but clumsily licked everything he could. Due to his lack of skill and my need to explosively cum, I re-took his head and literally shoved it up and down my pussy...hard. He seemed to struggle getting a breath - but frankly, I didn't care if he could breathe! I was so on fire that I rammed his mouth over and over on my clit and tried to force it down my pussy...and he rewarded me with a surprisingly long tongue! I must have done this 20 times before I accidentally pushed him down too far and onto my asshole. "Oh FUCK!" I exclaimed, half apologizing and half in ecstacy -- he immediately withdrew his tongue into his mouth...yet after two more strokes of his mouth across my pussy, I intentionally rammed his mouth across my asshole again...2, 3, 4, 5 times...and "F-F-F-F-UUUUUUUUUUUUUCCCCCKKKKK!!!!" I blew up with one of the strongest orgasms I can ever remember. Moments later Jason made a strong grunting noise as he pulled his head away and looked down at his cock with one hand around it, just as it began spurting cum across the side my bed and against one of my legs.

It took about 15 seconds before I could speak. "Oh. My. God." I said.

Jason was, as usual, short on words, until he finally managed a "Yeah, wow."

The rest of our conversation that afternoon was a bit of a blur, but after cleaning things up a bit, we agreed that this was our secret. I told him that this was purely physical -- that our bodies simply reacted to physical manipulation -- the rubbing. We both knew better -- this was mental stimulation every bit as much as physical. This was wrong and this was not what good girls do -- hence, it felt SO right.

Jason and I did have a couple more envelope-pushing encounters...perhaps they'll make it into a story soon...

[In the meantime...please do rate my story, and especially provide COMMENTS...I am definitely turned on by them, and may even respond!]