Nicky was a small time petty thief and not a particularly successful one. Mostly dealing with small jobs that barely paid the bills, his heists generally raked in a few hundred here an occasional thousand there, nothing spectacular. Certainly none were large enough to get him out of the huge financial hole he found himself and he was always on the lookout for one big score to finally set himself up in a better position. He had almost given up on ever finding the elusive perfect target until he stumbled on Gina's huge "security system free" mansion way out in isolation on Long Island. For a B&E man it was like a wet dream, way off the beaten path, no neighbors in sight, no security system of any kind, nothing, just a big old sloppy wet dream just waiting for someone to come in and pick it clean.
Primarily his specialty was breaking and entering, and Gina's house seemed like the perfect candidate to finally make the big score he always dreamed of. Being in a wooded area, it had the perfect camouflage surrounding it and he had staked out the estate for weeks. If he could pull it off it appeared so lavish the haul might even let him retire entirely from just this one job alone. Obviously the owner was astonishingly loaded as the house was fucking huge, well over 18,000 square feet, and dripping in signs of extreme wealth. The outside of the villa was constructed of all imported Italian marble and the grounds were immaculately maintained; sculptured gardens, well-kept shaped boxwoods, bronze fountains, the works.
Casing the joint for weeks, Nicky was delighted that there appeared to be no pesky dogs around to cause problems, and even better, other than Gina (who Nicky thought quite hot from his observations) no one else appeared to live there. Servants came and went throughout the day but were pretty regular so they would be easy to avoid. From his hiding place in the woods he watched the house intensely through his binoculars, looking for the security system he knew just HAD to be there, but also inventorying everything he was going to steal. Each day he came back his smile grew wider as his inventory list got longer as Gina loved to leave all of her curtains open and thus he could see almost everything inside.
He was obviously going to make a mint here as he noticed lots of jewelry around Gina's lovely neck as well as tons of electronics, gold and fine art everywhere. This, he hoped, would be the big score that would finally give him enough money to finally get out of debt and go legitimate. With the money he would make maybe he could even open up a pizza shop or something and finally turn his life around. He was not a "bad" person at his core, just a complete fuckup and his life of crime was the result of many bad choices he had made over the years. Each night he salivated at the fantastic items he viewed through Gina's windows, already planning his new and crime free life that their theft would provide.
Over the several weeks that he had cased house he also had to admit that he had gotten quite smitten with the owner, Gina. She was smolderingly hot and he got very acquainted with her looks by his studies. From his position in the woods he could see everything through the windows, and because the house was so isolated, she NEVER pulled ANY of the shades down. His whole scheme almost ended one night when he nearly fell out of his tree as he saw Gina slowly strip down in her bedroom and prepare to take her bath.
Her long luscious legs and gorgeous top heavy figure were pushing all of his erogenous buttons at once as he was treated to this unexpected show by the dark haired beauty. Unable to believe his luck he found he was able to stare directly into her bathroom and see her lower that fantastic round ass into the tub, which was overflowing with bubbles. Unconsciously Nicky began to stroke his hard cock through his jeans as he enjoyed watching her bathe and put on this inadvertent private show just for him. When she lifted her soapy toes up out of the water and began to lazily wash her inner thigh, he thought for sure he would shoot his load right into his denim.
As he fantasized about Gina, he imagined an alternative reality for himself. In this created reality instead of him being a small time loser and thief with no girlfriend, an old crappy car and no day job; he was a successful businessman who owned this huge house. Each night, as Nicky continued to dream, he would come home from work to this huge mansion and his gorgeous wife would meet him.
Every night in his fantasy she met him at the door naked and on her knees wearing only a smile before completing her welcome with an expertly performed blowjob. After she finished her oral hello, they would then go inside to have steaks (he loved steak) and then afterwards run upstairs to fuck. Once finished and laying peacefully in-between Gina's impressive cleavage he would flip on the controller to watch the Giants always win on one of those huge flat-screens he had been inventorying. Obviously Nicky had a good imagination!
As he snapped back to reality, he planned out his scheme for execution the next day. It was Wednesday, and that was the one day of the week that Gina was out of the house all day. The maid only came on Mondays and Thursdays, and the Gardeners Tuesdays and Fridays, so he would have all day to do what he needed to do. He really wondered what Gina did on Wednesdays as it was obvious that she didn't work outside of the house any of the rest of the week and was obviously quite wealthy.
"Must be a Trust Fund Babe" he thought to himself.
He also wondered why she almost never went out. Being SUPER HOT and Super Rich, he figured she would be out partying like Paris Hilton or some other rich bimbo at some super exclusive club every night but no, Gina stayed home almost constantly. It was only on Wednesdays that she left the house and when she did she left promptly at 9 am before returning sharply at 6 pm like clockwork.
As he watched her black Mercedes roll out of the long driveway and turn onto the main road, he got his bag and jumped down from his hiding place in the woods. All of his tools were in the bag; lock pick, glass cutter, crow bar, all the accoutrements of his trade. Going around to the back of the house he spied what he was looking for, the back door to the kitchen with the large plane glass window. He took out his cutter and suction cup and within seconds he was inside the house.
He didn't particularly feel rushed as he knew that since it was just 9:20 he had all day to work so he could take his time. The first place he went to was Gina's bedroom, a place he had long studied through the open window and also a location, in his imagination at least, of many erotic imaginary escapades.
Nicky was a thief no doubt, but in a weird way, he was a polite thief. When he robbed a house he tried hard not to be randomly destructive but only stole what he came for while leaving the other items and the rest of the house as undamaged as possible. As he began to open various drawers looking for jewelry he grinned as he stumbled over Gina's underwear drawer. Nicky lightly ran his fingers over the panties, all silky and slick feeling against his powerful hands and as he fondled the fabric he felt himself harden a bit in his jeans. Shaking himself back to reality, he refocused on the job at hand.
Rooting around the bedroom he finally discovered the cache of those jewels he had been spying and it was a haul beyond his wildest dreams. Opening the cabinet in her walk in closet his eyes gleamed as he spied the countless Diamond earrings, pearl necklaces, Ruby rings, and emeralds come into view.
Thinking to himself "Jesus, this girl obviously loves her Jewelry" he began stuffing his bag with the colorful baubles while calculating his profits in his head. Being that he had stolen Jewelry a few times in the past he estimated that there was at least 200-300 thousand dollars' worth of jewels here so this job was going to set him up for quite some time.
As he prepared to move on to the next room he noticed a big black album under her bed that was obviously meant to stay hidden. Curiosity overcoming him, he reached down and snagged it and lifted it up to his eyes to read His eyes grew wide and his smile almost cracked his face as he read the words.
On the cover, in pure gold, was printed "Private Photos".
"Holy fuck I hit the Jackpot!" Nicky thought as he began slowly flipping through the book and realized these were all nude photos of Gina that she had taken of herself on her tri-pod.
She was obviously quite the talented photographer, as the art all over the house had indicated, and now that he had her private stash, he realized just how good a photographer she was. His mouth watered over each shot of her as he slowly thumbed his way through the book. She was even more gorgeous up close, and now that he did not have to look at her body through his binoculars from a distance, but able to see her artistic nude self-photography show off her gorgeous form perfectly, he drooled. With spectacular tits to die for and a pussy that craved the feel of his face planting in her lap, he found himself getting extremely hard as he flipped through the pages. She was spectacular, and the erotic sights had him savoring and drooling over every private image as his imagination went crazy with the porn movie he was directing in his mind. When he got to the last page of photos he suddenly felt a sharp pain in his back and then everything went black.
Time passed, and how much time was not immediately obvious to Nicky as he groggily awoke, but it must have been a while as it was night now. His back still throbbed in burning agony from the stun gun that Gina had hit him with that morning and his head remained in a fog. As he slowly began to regain consciousness he quickly realized he was in serious trouble as he was now naked and handcuffed behind his back to the leg of an incredibly heavy iron table in the kitchen. As he looked down at his exposed cock and balls he noticed a stainless steel device had been placed on the base of his package. To his alarm this was obviously no normal device. It had glowing lights all over the top of its silvery rings and felt slightly warm on his exposed scrotum. As could be imagined, seeing this, he grew very worried and started to profusely sweat.
When he saw Gina enter the room his worry rapidly turned to panic as he realized he had been caught red handed, the fog finally lifting completely from his mind. Pulling up a chair over him she bent down to speak and giggled as she saw him struggle to get loose from the manacles around the heavy iron table leg.
"Welcome to the world of the living sleepy head" she smirked. "Or shall we be more formal, welcome, Nicky Panagopolus, former petty thief living at 766 Stuart Avenue, Apt C Brooklyn New York!"