The Entrepreneur

    A young man ran between two hotel wings, sprinted around a corner and hurried from shadow to shadow with a large cardboard box in his hands. Stopping and checking his surroundings, his attention was captured by a man and woman making love in the room where he'd stopped. He crept close and looked into an open area of the window. The man was huge, frightening. He held the feet of a teenager, while pumping his huge cock into her ass. She twisted and cried beneath him.
    The young man licked his lips, looked around at the nearly empty hotel, then sprinted to a lighted set of stairs at the far end of the hotel. The stairs were metal with concrete treads filing the metal i-beams.
    Lights outlined the hotel as a car turned into the parking lot and made it's way to the hotel's front office.
    Sean Curtis jerked back into the shadows beneath the stairs and waited until the car was out of sight. He took a deep breath, then continued experimenting with the camera in different areas. The stairs had built-in lights, to light metal rungs at night. He found that the camera could be placed between two of them, to give him a lighted view beneath any dress. The rungs were narrow enough that he could aim the camera up the stairs.
    He looked around nervously, then took a rechargeable drill from the cardboard box. He glanced around one more time, then held the drill against the metal stairs and began drilling. He held his breath at the racket he created, then gave a sigh of relief when the drill punched through the heavy metal. In another minute he had a second hole drilled. He licked his lips and dropped the drill into the box.
    Taking a rag out of the box he dusted the metal fragments away. He took a metal strap and bolt out of the box, slid the bolt through the strap, and threaded it into the hole. He drew out a video camera, slid it into the metal band, and tightened it into place. Next he took an outlandish contraption and positioned it against the on/off switch on the camera. He tightened that down with a second steal band. Looking happily at his handiwork, he checked the camera's alignment once more, then tossed his tools into the box. With a last glance around, he hurried into the woods and followed a creek bed to his house, directly across a wooden security fence. He stowed the box in the garage, went inside, and hurried up to the second floor. He listened to make sure his mother and sisters were asleep, then ran to his bedroom and looked through the window at the hotel stairs.
    He took a remote control, once used on a long- forgotten toy, and clicked the switch experimentally. If it had the range, he had just switched the camera on and back off. The button-pushing servo should have enough range. He just had to hope that it did, he was too tired to go back and find out.
    Sean pulled the end of the bed over to his window, laid on the bed, and waited. When he saw shadows approaching the stairs, he quickly clicked the remote. A man and woman went up the stairs. As they disappeared he clicked the remote again. If everything was working properly, he had just filmed his first upskirt.

    Sean already had his mother and sisters on the tape. No nudity, just panties. But even those were exciting. Franks said film everybody, then hire a couple of girls to sign bogus release forms. It was a cinch, everybody did it, and he'd done it many times himself. Sean would get a lot of money for his tape, Frank said. Sean didn't realize that if it was so easy, Frank would be rich. He wasn't.
    Taking into account that Frank was a natural born liar, but Sean's friend, he remained hopeful. Sometimes Frank did know all the angles, since he was much older than Sean. Sometimes he was full of shit. Now, as Sean watched the second girl approach the stairs, he simply wanted to see the tape. He would worry about selling it later. The thought of what the tape might contain was making him horny.
    Sean had never heard of upskirts until Frank spoke of them. He didn't know the word voyeur, until he heard it given to a peeping Tom. Sean had been a voyeur for years, and didn't know it. He called it spying. He had a whole assortment of mirrors, periscopes, drills, and entry door viewers, in his secret box. Now he added the family video camera to his arsenal of weapons. If somebody spotted it and took or destroyed it, he was dead.
    Sean waited for two more women to go up the stairs, before he simply left the camera on and went to sleep. He would sneak over and change tapes in the morning.

    Shaking with nervousness, breathless, and excited, Sean slid back in the chair and held the VCR remote before him. He whispered a silent prayer, then pressed the play button. The first skirt swept over the lens immediately. The vibration from their feet distorted it for a moment, then it cleared to show a shapely ass in white panties, showing intermittently, as her skirt waved behind her.
    "Oh fuck!" Sean howled in delight, pounding on the arm of his chair.
    "Sean, are you swearing," a distant female voice asked.
    "No mom," he called. He reversed the tape and paused it, with a perfect view of a flawless ass. He couldn't see the face, but it didn't matter. He could tell from behind that she was a young, beautiful woman. She had slender legs and a fantastic figure. That was all that counted.
    "Oh, you sweet little mother," he whispered in appreciation. He continued the tape. He was disappointed that the next two women wore levis. The third wore a long, sweeping dress which totally obscured the light. He could see nothing. That was the last of the upskirts he had taken, now it was time to fast-forward and see what the unaided camera had done. He pressed the button. He was momentarily hopeful when two feet appeared on the screen, but it was a pair of guys. He continued his search until bare ankles stepped over the lens. He watched hopefully as the legs lengthened, as they marched away from the lens. In a moment he paused the camera on his second good upskirt. It was a woman with long, slender legs, a short blue skirt, and yellow panties. He had never seen yellow panties before. They glowed in the light of the stairs, brighter as they passed a light, then diminishing as they receded. He paused the tape again, breathing hard as he stared at the sweet ass before him. She was perfect, he thought, looking up and down the length of her slender legs. He could almost feel the firm ass between his hands.
    Clicking his tongue in appreciation, he again fast- forwarded the tape to the end. She had been his last upskirt. Now he needed to bring the family VCR up to his room, combine it with his VCR and make a short, perfect tape from his clips.
    Combined with the one he had taken of his mother, while washing dishes, and sisters sitting around in their bathing suits, he would have a very good beginning. He would have to show it to Frank.
    In the meantime, Sean reversed the tape to the yellow panties. He paused the tape and rested his chin in his hands. She was so perfect, he thought to himself. How did it feel to be so sexy, so damned beautiful? Would she be excited to know that men were looking up her skirt? Would she someday see the pictures on the internet?
    Sean felt his cock throbbing in his pants. He stood and hurried to the door, locked it, then turned the tv so he could see it from the bed. He took a white sock out of his drawer, and took it back to the bed. He stripped quickly, bouncing on the bed, turning this way and that until he lay naked. He rolled the sock down over his cock and began stroking it slowly. A blissful look crossed his face. He looked at the shimmering picture of the yellow panties and perfect ass, while picturing his face touching that ass, his hands sliding beneath the panties and touching her wet pussy.
    Breathing hard, Sean stroked his cock furiously. He closed his eyes and imagined all sorts of shapely asses. By standing beneath a metal grill in a sidewalk he could look right up beneath those beautiful skirts which he saw constantly downtown. In a stairwell, he could watch them climb the stairs, as the camera had only hours before.
    Fire brewed in his balls. He clenched his teeth and worked his hand furiously up and down the length of his cock. With a moan, he began shooting cum into the white sock. He moaned loudly, with his eyes riveted to the tv screen. He relaxed, allowing the sock to fall gently to his stomach. He gave the yellow pantied ass a fond smile, then frowned as the VCR automatically cut off. He had left it on pause too long. It didn't matter, he was done. And he would have a lot more in the future. It was too bad that he couldn't see the woman's face. On the other hand he could put any face to that shapely ass.

    Three consecutive nights netted Sean many more upskirts to add to his tapes. As night after night wore on, he began to hate women who work jeans. They ruined his upskirt tapes and the world was full of them. On Saturday he stayed up until three AM and completed his first tape. He had netted 37 upskirts on that very night. A group of high school kids had held a party and run up and down the stairs all night long, in assorted forms of dress. Sean was thrilled. He called Frank, the first thing Sunday morning. Frank promised to bring two girls to sign bogus release forms, but his tone hinted at much more.
    Sean paced the house, waiting for Frank and his friends to show. He gasped as the grandfather clock began banging away, proclaiming that it was noon. Sean had the house to himself, his mother and sisters had gone to their grandmother's house and left him all alone. He faked an illness, otherwise she would have swept him out of the house as well. Sean waited breathlessly. Frank knew some real hotties. Who would he bring? Sean couldn't wait to find out.
    Gravel grated on the driveway. He ran to the front window and looked out to see Frank's red convertible. Sean swivelled around, following the car to the next series of windows until he saw the girls. They were old, at least 20, maybe even 25. He was stunned. How had Frank managed to get ahold of such fabulous girls?
    "Oh fuck," Sean gasped, looking around the room in haste. He needed refreshments, grownup stuff. His father visited occasionally and had some beer, which he bought at price club by the case, and stored in the garage. He need to put some in the refrigerator.
    He finished just as Frank approached the front door. As usual, he stepped inside without knocking. He waved a black briefcase, then turned and ushered the girls inside.
    "There he is, our future entrepreneur," Frank called in a loud voice. "Sean, this is Cindy and Jan, he pointed at the two beautiful girls.
    "H... hi," Sean gulped, motioning them toward the couch.
    "No, up to your bedroom," Frank said agreeably. "Let's see the tape."
    "I... Oh," Sean said.
    "Hey, what's the matter?" Frank asked, putting an arm across Sean's shoulders.
    "You brought beautiful women here," Sean whispered. "They make me nervous."
    "Them!" he said loudly with a laugh. "They ain't women, they're whores," he laughed, slapping Sean on the back.
    "Hey, Frankie, I take exception to that," Cindy howled.
    "Take whatever you want, sweet-cheeks. Get your ass upstairs and start earning your money," Frank laughed.
    "H... how?" Sean asked.
    "How what?"
    "How are they going to earn their money?"
    "By signing release forms, kid," he said, tapping his briefcase. "You can't have a movie without the proper release forms. Every professional on earth get's them like this. You didn't think they really run down everyone on film and make them sign one, did you?"
    "Well, yeah." Sean couldn't tell if he was lying or not. Frank lied well.
    "Ok, picture this. Some old broad goes into a gas station bathroom and takes a crap. Some pervert films it and chases her down as she leaves, yelling "hey lady could you sign this." What do you think, plausible? Hell, there wouldn't be any movies," Frank chuckled, pushing Sean up the stairs behind the women.
    Sean stared at the beautiful legs treading the stairs before him. Jan was his favorite. Cindy seemed like a gum popping, street corner whore. Jan had class. She also had a red leather skirt that came up past her knees, with the longest pair of legs he'd ever seen. They were flawless. By bending down a little he could even see beneath their skirts and get a personal upskirt shot. He did and Frank laughed, pushing him toward the sweet ass he was surveying. He fell into Jan. Jan turned and giggled. "What a naughty boy," she said with a thrilling English accent.
    "Oh God," Sean moaned. His cock was as hard as rock and he knew exactly where he wanted to plant it. Up Jan's sweet ass.
    "Ok, girls, take turns," Frank said, opening his briefcase and giving each girl half the forms. He closed the briefcase and placed it on Jan's lap. She was sitting on Sean's bed, with her long legs hanging over the footboard. Sean was mesmerized. He had never seen so much beautiful female flesh in is entire life.
    Cindy took a seat at the desk and stared at the blank tv screen, waiting. Frank spread a few forms out in front of her and handed her the pen.
    "Hit it, Sean," Frank called, sitting on the bed beside Jan. Sean was a little angry, he had wanted the spot beside Jan. Frank leaned close and kissed Jan's ear. Sean took the remote and started the tape.
    "Oh wow, what an ass," Frank howled in appreciation.
    "That's my mom," Sean said resentfully. Only Jan seemed to notice.
    "You take her," Frank nudged Jan's elbow. Jan wrote a brief description of the scene, then signed the form. Sean couldn't help but be turned on, with three strangers watching his mother's ass as she worked. It was exciting, he reluctantly admitted. Jan seemed speechless. Her eyes were glued to the screen.
    "Very nice," she whispered.
    "I'd eat it," Cindy said, sitting back and kicking a leg over her knee. Sean suddenly realized that it was a mistake to film his mother. If he couldn't stand how these three people treated his tape, how would he feel when thousands viewed it. Old men masturbating, lesbians ogling...
    "Oh fuck, check that out!" Frank howled.
    "Those are my sisters," Sean said in growing anger.
    "I need to get to know them better," Frank said, nudging Jan again. Jan didn't comment, she was staring at Sean.
    "I've got the red bathing suit," Cindy called, scribbling quickly.
    "I'll take the cute girl in the yellow," Jan said. She scribbled briefly, then added the form to the bottom of the pile. With a great deal of relief, Sean watched the scene turn to the first girl at the hotel. He felt his cock throbbing, as he watched the sweet ass treading the stairs.
    "I like that," Cindy said as she wrote.
    "Very nice," Jan nodded.
    "Good photography, kid. It makes all the difference."
    "It's obvious that this was filmed with a home camera," Jan said in her amazing accent. "That will increase the value immensely. There are too many fake upskirts out there. People can tell the difference."
    "There's yours," Frank pointed at the screen, then leaned forward to kiss Jan's neck. Sean wanted to scream at them to leave. Cindy was nice, but Frank was hitting on the girl Sean wanted. He felt betrayed.
    "I... I don't think I want to do this," Sean said hesitantly.
    "What?" Frank roared. "Hey kid, I own these girls until three. Do you have any idea how much that costs?"   
    "No, but it's my tape," he said, looking at Jan defensively.
    "I'll tell you what, kid, you can have Cindy for the rest of the afternoon, if you give me the tape."
    "No, I want Jan," Sean said before he could stop himself.
    "Uh-uh, she's mine."
    "I am not yours, and I happen to agree with Sean. I think we would hit it off well."
    "Hey, lady, I paid..."
    "Not enough to order me around. If you want us to leave with these forms in hand, simply continue this conversation," she said, putting her hands on the pile of papers.
    "Ok, you win," he pretended to be agreeable. Sean suddenly realized that Frank was not really his friend. He was just an acquaintance. He wasn't even sure that he liked Frank.
    "Over here, Sean," Jan patted the bed.
    Frank stood, forced a grin and pushed Cindy off the chair. He sat and pulled her back into his lap.
    Suddenly shy again, Sean sat by Jan. He loved her perfume. It was spicy and exotic.
    "Move closer," she said as she scribbled on another form.
    "You're nice," Sean whispered. She turned and kissed him on the lips, then scribbled another notation on the form.
    "So are you Sean. Have you ever made love before?"
    "Oh sure... no," he reluctantly admitted.
    "Good. I like to break in first-timers."
    "I'm afraid," Sean whispered. Frank turned and looked at them. Sean didn't know if he had heard or not.
    "No you're not, you are nervous. There's a difference. Nervousness is caused by in increase in adrenalin production from the adrenal gland. It's usually caused doing something dangerous, or something very important to you. I'm flattered."
    "You talk like a doctor."
    "Like a biology major. I once dreamed of being a teacher."
    "Oh wow," Sean gasped.
    "Wow indeed," She giggled and kissed him again.
    "I've never made love to a teacher."
    "You've never made love to anyone, except maybe your hand."
    "Yeah," he admitted.
    "How many more?" she asked as her upskirt appeared on the screen.
    "Only about three or four."
    "Good, my hand is tired."
    "Can I touch your legs?" he asked in a fit of bravery.
    "Please do."
    Sean placed a hand on her stocking-covered leg. It twitched slightly under his hand. The leg was smooth, but very firm. She must work out, Sean thought as he ran his hand clear up to the seam of her skirt. He stopped there, rubbing her leg nervously.
    "You can lift my skirt," she whispered.
    "Can I?" he gasped.
    "Of course. The best thing about purchasing a whore, is you can do anything you want, and you don't have to apologize for anything afterwards. I'm yours."
    "You are not a whore, you're a woman," Sean said emphatically.
    "Thanks. That's a very nice thing to say."
    "I... I think I'm in love with you," Sean gasped.
    "No you're not. You are infatuated, there's another difference. This is cause by testosterone, a word I hate, but which makes us all human.
    "It's a male hormone, and although few know it, even women are formed by testosterone. Without it, there would be no sex drive in women. It also grows our tits and pussies. Men are driven by it. Without that there would be no sex, rape, violence... or children for that matter. I guess we need it, even if it's detested. It comes from your balls," she whispered, putting a hand on his crotch.
    "Heeeaaa," he yelled, jumping off the bed.
    "Sit back down, it's only a hand."
    "It's your hand," he gasped.
    "Which is exactly like your hand, but on my body. Chill."
    "I'm so af... nervous," he corrected after a quick look from her.
    "Good. Nervousness denotes great desire, anxiety, and passion. It means I am important to you. I like that."
    "You use big words."
    "I describe grand things."
    "I guess. Can you kiss me again."
    "I can do a lot more than that, that was the last girl," she said, dropping the briefcase on the floor.
    "Rewind the tape, kid," Frank said as he kissed Cindy's ear.
    Sean rewound the tape, while Jan slid back on his bed. He would never have dreamed that a woman like Jan would ever get near his bed. She was so amazing. He would never wash his pillow case again, he vowed as her brown hair cascaded over it. Sean quickly started the vcr and dropped the remote on the floor beside the bed.
    Jan reached down and removed her panties. Her skirt slid up near her waist as she did so and Sean had a clear view of her naked pussy.
    "You are much better than a sock," Sean whispered.
    "I beg your pardon?"
    "Nothing. I was just thinking out loud."
    "I know what he's talking about," Frank laughed, then ouched when Cindy bit his ear.
    Sean looked at Jan's pussy, barely visible beneath her colorful skirt. It was magnificent.
    "Do you want to go down on me?" she asked in a whisper.
    "Oh yeah," Sean whispered. He looked around at Cindy, riding up and down on Frank's cock. Frank had his back to him, so he had an excellent view of Cindy's right breast. It was amazing. He was mesmerized by the way it bounced on her chest. The smell of sex was strong, but not unpleasant.
    "Go ahead," Jan whispered.
    Sean rolled over on the bed, landing between her open, perfect legs. He rubbed them absently as he moved closer to her pussy. It was neatly shaved, with a patch of hair above her pussy. Her lips were dark, but beautiful. His face drew near, then he suddenly backed away.
    "Has anybody... I mean."
    "It's clean," she laughed.
    "Oh. I didn't mean..." his voice trailed off as he neared her pussy again. He put his hands against her inner thighs and pried them open slightly. She opened her legs willingly to him. He stared at them in amazement and rubbed each magnificent inner thigh. They were so smooth, so bright and flawless, like white fudge only warm against his face and hands. He ran his finger through the valley between her pussy and body. She giggled and jerked away.