The Nerd-A New Beginning-Part 1

Chapter 1

All in all it was a very satisfactory operation. Setting up the hedge fund had cost him a few million dollars of his own money but it had been well worth it. Once the investment checks had come in it was too easy—wait a few months and send out payment checks with plenty of interest and dividends. Best of all was how stupid and trusting his bitch wife, her sister, and despicable mother had been—almost as stupid as he had been in trusting and loving Morgan. He rationalized that, however. She had seemed so genuine, so loving, so sexual that anyone would have succumbed to her. Ryan sometimes wondered what might have happened if he had been able to separate her from her scheming mother, but why wonder about things that weren’t to be. The real stroke of genius—yes, he had to admit it, he was a genius-was enlisting the aid of a clerk in the SEC. Hacking into their computers to get personnel lists had been a breeze. You’d think that Homeland Security would have insisted on better, but—no—he had been able to hack their system in less than fifteen minutes, less even than most major stores like Home Depot or Dick’s Sporting Goods. Once there it was child’s play to identify a clerk having big money trouble. In this case it was a woman whose husband had deserted her, leaving her with three children, a mortgage, and a pile of bills. Ryan approached her one evening after work when she was at her most bedraggled. At first she was skeptical, but when he put an envelope with $20,000 on the kitchen table things changed. She couldn’t take her eyes off the money—the solution to so many of her problems. Ryan promised her even more, another $80,000, in fact. He even told her how to avoid detection by the IRS or police. She followed his instructions, opening a safe deposit box at her bank and keeping the money there. She withdrew only what she needed to pay her bills so there were no bank records of major deposits or withdrawals. In return he wanted to know when the SEC became suspicious about his new company. When they showed no interest he fed his “friend” some information to speed the wheels of the government. Thus he was able to predict to the day when the Feds would raid his office and arrest the women.

Traveling on his new passport was just as simple and just as easy. His only real concern was remembering to sign his new name—George Martin James—on his charge bills and hotel registers. He was welcomed into the Hotel Intercontinental in Mexico City like visiting royalty. A quick hundred to the bell captain got him his first encounter with a she-male, something he had wanted to experiment with for years but never had the nerve to try for fear of exposure. Now he had no family, no job, no nothing—except the millions he had moved into numbered accounts in the Caymans. The bankers didn’t care about any of that. Their only concern was to keep those exorbitant sums in the bank where they could earn additional millions in interest for their bottom line.

The she-male was very attractive, beautiful actually, with long brown hair to her waist, large obviously man-made breasts, and gorgeous hips and ass. She was tall, almost 5 feet, 9 inches, which made him believe she was not of pure Mexican descent. She had large oval brown eyes, high cheekbones and long slender legs. If he hadn’t seen the bulge between her legs he would never have suspected. He paid her $500, a princely sum in Mexico. First, they went to dinner, then to a popular night club. When they returned to the hotel in a cab she couldn’t keep her hands off Ryan, opening his pants and taking him into her mouth, right in the back seat where the driver could see everything. And see he did, narrowly avoiding several collisions as his attention was clearly distracted. It was one of the best blow jobs Ryan had ever experienced, with lots of tongue action and deep-throating. The she-male swallowed every single drop just before they arrived at the hotel. Ryan walked her through the lobby as though he were escorting a beauty queen. Indeed, many heads were turned as they strode to the elevator. Once in the suite she went into action again, intent on earning her fee. She led Ryan to the huge bed, seated him at the edge. She knelt to remove his shoes and socks. Then, moving up, she unbuckled his belt and opened his pants. Ryan stood to accommodate her as she slid his pants and boxers to the floor. While his pants were going down his cock was going up. It changed in an instant, from a soft innocent-looking object into an instrument of steel, specially designed for hard fucking. Ryan removed his own shirt then moved to undress his companion. She wore all high-end clothes and lingerie of the finest materials. Her bra and panties were of the purest silk, as were her thigh-high stockings. Like Ryan, her cock sprung to attention as it was exposed to the cool night air. Now it was Ryan’s turn to kneel. He took his first cock in hand, examined the head closely, and stuck his tongue out to lick the head. The sensation was not unpleasant so he proceeded to engulf the hard tool in his mouth. He’d had plenty of blow jobs in his life, but those were all on the receiving end. He licked and sucked with abandon, celebrating his new-found freedom from convention. He sucked hard and bobbed his head up and down. He could feel the cock stiffen and knew from his own experience that she was about to cum. He could have removed his head, but he didn’t. He wanted to experience the whole thing so he continued sucking as he deep throated and swallowed his first cum–if women could do it, why not he? He couldn’t say it was the best thing he had ever swallowed, but it wasn’t the worst either.

When he had satisfied his partner he stood up and moved behind her. Standing, she leaned over the bed until her elbows contacted the mattress. She spread her legs to better accommodate her client. Ryan pressed his cock against her sphincter forcing it open. She reached back to apply some gel lube to Ryan’s cock and to the interior of her own ass. Then she pushed back as Ryan pushed forward. His cock head moved swiftly into her rectum. His hips bucked forward and back, plunging his cock deep into her bowel. He loved the feeling of her ass squeezing his cock. Sadly, it reminded him of Morgan and Sara, but the thought merely increased his determination to cum into her ass, and cum he did! He sent rope after rope of steaming hot cum right up into her intestine. When he pulled out he left an inch-wide hole, through which his copious cum was pouring like a waterfall. She pushed her hand into the breach and rushed to the bathroom, returning a moment later with a wash cloth firmly wedged in her ass. She dressed, said goodbye and started to leave.