Loosening Sam


  ÂSamantha was a 18 year old highschool sophmore. She was what you would call a "Tomboy"; she wasn't very girly. Her outfit normally consisted of a teeshirt, "track pants" which have the button up sides (or sweats), and maybe a hoodie. she was about 5 foot 8 inches tall and Very athletic. Her hair was brown and very long, and always seemed to be in a pony tail. Her skin was, for most of the year, pale, although not too pale. She had brown, semi-narrow eyes and thin eyebrows that gave her a somewhat stern, yet gentle appearance (if that makes any sense), a narrow chin and some beauty marks along her forarm and cheek. She seemed to have a perfect weight, "nicely" sized breasts and an ass to die for: it wasn't very large, but certainly wasn't skinny. She was almost perfect.
  ÂMe, I wish I were such a person. I was in my 30's and I wouldn't consider myself attractive, but I suppose I'm not hideous either. While I am not fat, I'm certainly not anything even closely resembling athletic. Although my description you don't need to know at all.
  ÂIt was springtime, and the bitter cold winter has only just recently ended. As a result, all the students were walking home oppose to taking the filthy buses. I have been following Sam for some time, and found out that she lives about 20 minutes away walking from the school, and goes by her self after about 5 minutes (apparently her friends don't live anywhere close by her).

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   The School she went to and her house were located in the suburbs, with plenty of pine and maple trees lining the sidewalks. During the winter she wears a pair of shorts or sweatpants under her button-up track pants (which I found to be odd), but in warmer weather she would only wear her underwear. Sometimes the gaps between the buttons on the side of her pants would open up and I could see her bare thigh, and one pair of sweats she owned was white and thin. In the correct light you could see right through them. Rarely would she wear Jeans or any pants that you would war a belt with, although when she does you could sometimes see the uppermost part of her asscrack when she bent over, which made me go nuts.
  ÂFinally, one day, I decided to make a move. I drove up along side a reasonably secluded spot where she walks by in a van. Inside I had a Tranquilizer gun, a few extra darts, some lube, scissors, some "awakening" medication and a metal buttplug. School lets out at 2:45, but she usually has softball practice so I didn't expect to see her pass by for at least an hour. Eventually she walked past all by herself, just as expected. My heart was pounding; I inserted a dart into the rifle and took steady aim at the back of her torso. Apparently my aim wasn't too good, but the dart still managed to her her left calf. I heard an "Ow!" from her and she clenched at where the dart hit her, and passed out not 2 seconds after.
  ÂI looked around nervously, checking to make sure no one else was around (although I suppose I should have done that before I shot). Then, I slowly walked towards my prize.

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   She was wearing a white teeshirt and, as expected, a pair of blue trackpants. I nudged her a bit to make sure she was knocked out cold, and she was. I lifted her up over my shoulder and brought her to my van. I placed her face-down on the door opening of the passanger's seat, so she was bent over and her knees touched the pavement. You could clearly see where her underwear was from inside of her pants. My hands were trembling and I was shaking and sweaty all over. Slowly I slid my hands over her buttocks and played with them lightly, eventually sliding my index finger inbetween them and rubbing where I though her asshole might be. Just for one last check, I stood back a little, and with all my might I slapped her ass with my palm as hard as I could, making a highly audible clap. She didn't respond, but just continued to breath jently as if nothing was happening.
  ÂSatisfied that there was nothing she could do, I repositioned my hands to the buttons along the sides of her pants. I unbuttoned the uppermost pair of buttons, which came loose with a "snap". One by one I undid every last button, untill at last I simply pulled her pants right off of her body. She was wearing a pair of black underwear with strangely thick rims. I reached into the pockets of her track pants and found an MP3 player and a cell phone. Nothing too exciting.

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  ÂI again started rubbing my index finger in between her buttocks, and this time I could easily feel where her anus was through her panties. I looked around once again, and then pulled out the pair of scissors. I pulled the right waist of her panties over the blade, and cut. The cut sections snapped back towads the center of her underwear and drooped, exposing a good portion of her right asscheek. I did the same to her left side, and instantly her underwear fell right off of her ass and onto the ground.
  ÂI was breathless, for what seemed like an eternity I just stared at her almost flawless ass (there was a small beauty mark on her left cheek. There was also a little hair). I moved my face right up to her ass and rubbed my cheek against hers. I licked right through her crack. I tongue felt through a few strands of course hair and eventually the scrunched muscles of her anus. I backed off for a moment, only to smother my finger with the lube. I rubed my finger over her asshole and gently pushed my way in. I could feel her sphincter constrict around my finger as I slowly started to finger fuck her. I was panting heavily, as I pushed a second finger inside of her ass. I was going faster and faster when I heard a soft moan escaper her mouth.

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   I panicked and pulled my fingers out of her. She seemed to calm back down, but just to be sure I re-injected her with some tranquilizer.
  ÂI re-thought my plan. Despite how careful I tried to be she's probably going to find out that something awful went on when she was knocked out, So I deceded "oh fuck it", literally. My dick was moderate in length, but skinny. I dropped my pants, lubed my prick up, and crammed it into her ass. It must have been 5 minutes of fucking before I came in her ass, unleashing my entire load inside of her before pulling out. When I did, her once tight anus remained open a bit, and obvious result of my abuse. It was getting to be 4:30, I decided to wrap this up. I took the metal butt-plug and shoved it in her loose butthole, pulling it out to reveil itself smothered in my cum. I moved the buttplug to her mouth and wiped it off on her tongue and inner cheeks. I did this about 3 more times before very little cum seemed to remain in her rectum. there was quite a bit in her mouth.
  ÂIt was finally time for me to clean things up, but not before leaving some reminders. I snatched her underwear and snuck it in my pocket.

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   I took her cellphone and lubed it up, but not before copying down its number and setting it on "Vibrate". Carefully, I pushed this up her ass, and watched with excitement as her asshole swallowed it up. I put her pants back on her and rebuttoned ever last button. With the scissors I cut a nice, big hole in the back of her pants, so everyone within a good distance of her would get a clear look of her bare ass. I dumped her limp body back on the lawn where I found her and gave her the awakening dugs. She began to stir a few seconds after. I sped back to my van and watched her slowly re-awaken.
  ÂShe looked confused, with a tired look on her face as if she tried to say "where the fuck am I?". I'm guessing her ass was sore, because she moved her hand back there andÂabout 3 seconds later her eyes widened with horror. I could see her feel around her exposed, wet ass. Just to get an added joke I have her a call. She suddently clutched her ass with both hands as if someone was trying to steal it. After a few minutes of sticking her own fingers up her butt trying to pull her cellphone out, she literally crapped it out. She was more clever than I thought she was, for before walking back to her house she pulled out a sheet of paper from her backpack and slid it inside of her pants, so from behind it just looked like she had ripped pants and was wearing white underwear.
  ÂI never seemed to notice her walk by herself again, afterwards she took the bus normally, and when she did walk home she seemed to bring a friend.

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   Despite that, her overall behavior seemed to remain the same. Her grades in school continued to be outstanding, her performance in sports was still strong, and her social life was as good as ever. It's as if nothing had happened at all.
  ÂNote: this is a totally fictional story, Samantha is based loosely on a real person I was friends with in highschool. We both graduated in 1993, and I really haven't talked to her since other than an occasional Instant message or myspace message.




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