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The Worst Night of Her Life

You smiled as you sat watching the monitors from the safety of your secret control center, hidden deep within the labyrinthine mansion as your prey arrives. You had waited for this moment for years and now all of your hard work was about to pay off. It had taken nearly all of your vast fortune to create your incredible estate; an intricate maze of traps and torments with endless secret surprises ready to break the will of anyone unfortunate enough to find themselves wandering it’s halls. And it was designed solely to receive one very special guest and she was finally standing at your doorstep; well the front gate really but that’s good enough. It was just before 9 PM, the sun had recently set and she had shown up obediently on time. Tonight all of your dreams come true, as well as her own worst nightmares she never ever knew she had.

Velma Dinkley, the so called amateur detective that had been the object of your sexual obsessions for as long as you could remember. You had followed her carrier, if you could call it that; with her team of fellow inept crime solvers for years and had gathered every possible scrap of information on her and her friends. They were almost mildly capable investigators who more or less always got lucky in solving crimes and uncovering schemes and she was the brains of the whole bunch. Incredibly smart if a little naive at times; she was everything you’ve ever wanted in a woman and with limitless financial resources, you knew your life’s goal was to one day make her yours no matter the cost and turn her into the perfect nerdy sex goddess that you’ve always known she could be. Maybe she already was, behind closed doors and you were just going to bring that side of her out onto the surface. You went over all the minute facts that you had stored away in your memory, willing to use everything and anything to your advantage during the game to come. Most notably; you reminded yourself that she is rather famously helpless without those glasses of hers. You couldn’t imagine just how bad her eyesight must be to need those thick rimmed television screens, but sooner or later you planned to take full advantage of that particular handicap. Besides, she was all the cuter with them.

You observed your target with hunger, your erection grew in your pants as you watched her get out of that well known green and blue van, the Mystery Machine. She was dressed just like she always was and you wouldn’t have had it any other way. Absently, you slipped your growing problem out of your pants as you take in her form through the many cameras capturing her from every angle, and slowly began to pleasure yourself in anticipation of the night of fun to truly start.

Velma was wearing that heavy orange wool turtleneck sweater she never left home without and a short red skirt that showed just the right amount of leg, cute knee high matching orange wool socks and red small heel slip shoes. You had to admit, it was very hard choice as to whether you wanted to take her just as she was or revel in all her perfect body’s naked glory. You scrutinize every inch of her on the screens, hardly able to believe this was finally going to happen.

She certainly was a sight to see. That perfect adorable face, from her freckles to her blushing round cheeks was just begging to be slapped, her short chestnut brown hair aching to be pulled, those trademark black spectacles demanding to be coated with her future master’s sperm. Your eyes trailed down from her face to her rather impressive breasts, which were of course completely concealed by her heavy sweater top. You guessed she had C or even maybe D cup breasts concealed behind the bulky wool and tight conservative bra. It would be an incredible moment all on its own just to witness them coming free of that modest turtleneck. The cute little nerd had a slightly voluptuous build with a cute tummy and a decent curve in her hips, she wasn’t a skinny stick figure like the redhead but a real woman, not a Barbie doll. A point only proven further as your gaze moved down her midsection to that skirt. The wind was kind to you and blew it high enough to catch a decent glimpse of simple cotton panties trying to conceal your favorite asspect of her entire body; those amazing thighs and nice round bouncy ass that you had spent countless nights pleasuring yourself to. Finally you would get to grab those hips and thrust into your dream girl’s perfect soft spankable cheeks, after you put her through the worst night of her entire life of course.

She stood at the gate ready to enter when she paused, having second thoughts about infiltrating the grounds by herself. You figured she was entertaining the thought of calling for backup, despite clear instructions that she was to arrive and enter the mansion alone. Although you knew trying to get a hold of her friends would have been futile anyway. Arranging for the two boys of her little group as well as that massive Great Dane of theirs occupied and safely out of the way for the night wasn’t easy but you were rich so throwing enough dollars at problems usually solved them and they sure did here. And of course, the other girl, the annoying stuck up redhead was already dealt with; after all, a trap needed live bait.

Said bait looked up at you, chained to the floor, naked, plugged and gagged in your control center shoved uncomfortably under your desk, glaring with pure disgust as you mildly masturbated to your real target as she prepared to step through the main gate and into your clutches. Your captive made a noise and you reflexively grabbed her hair, forcing her face into your crotch and gave her a humiliating slap in the face with your extremely solid and rather nicely endowed erection. A tear trailed down her face but she went quiet again, accepting her place. You weren’t sure what you might do with her once this was all over, it was the little orange-clad nerd that you had your eye on, coming right into your lair in hopes of rescuing her ditzy friend, oblivious to the fact that she was signing her freedom away as she pushed the heavy gate open and tentatively made her way inside, taking a long look around the large grounds surrounding her.

It had taken more effort than you felt it was worth to lure the rather ditzy and inept redhead into your clutches but you finally managed to send enough flattering letters and false promises appealing to her vanity to get her to foolishly stride straight into your lair in high heels and tumble right into your clutches. Truly, a fool and her freedom are soon parted. While you weren’t that interested in the girl, you had to admit that she made an excellent test subject for the house and at least her capture had been quite entertaining; to say the least. You knew most of the house’s horrors worked perfectly & you had to thank her for that.

Pushing any further thought of the bound broken girl aside; you focused on Velma. She took a few careful steps down the cobblestone path leading to the front door of the mansion and you trigger the gate. The heavy wrought iron doors swung shut and heavy bolts sealed the entrance closed. The loud metal clang made the poor girl jump nearly a foot into the air, and in doing so gave you another perfect opportunity to view those legs and that ass as her skirts flies up.

“Jinkies! This may have been a really bad idea” She said to herself as she tried to calm down. You loved her little voice tick, tormenting her was almost going to be too much fun.

She caught her breath as a bead of sweat dripped down the side of her face. She was already a nervous wreck and the fun hadn’t even begun to start in the least. You sincerely hoped that she would last long enough to enjoy all of the surprises that lie ahead of her, or at least the majority of them. You watched her carefully, your fingers at the controls to several of the house’s outdoor machinations, as you waited to see where she decides to go.

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