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Lottery

By: Makdaddy



I won the lottery. Really big....over 300 million dollars paid out over the next 25 years. In my late twenties and now filthy rich. What to do? What to do?

After I won, I did all the things that you are supposed to do: traveled, bought a nice house, not too big but certainly big enough, and pampered myself with all the gadgets and everything else to fill out my home. One of the things I pampered myself with was Sarah. She, I hired away from a local massage parlor as a live in maid/house girl, for the bargain price of 80grand a year, new car yearly and full benefits. Blonde, busty, in great shape and also a nice comfortable personality as well, now that's pampering!

One day after Sarah had served breakfast, (her uniform consists of a really nice choker necklace and a silver waist chain.), I was reading the classifieds of the local paper – I look for houses to invest in. Sarah pulled my cock from her mouth and aimed it at her tits. As I watched my cum drench her, inspiration struck.

What if I hired a private investigator? You know the kind; you see their ads offering to find out if your spouse is faithful etc. Watching Sarah use my cum as lotion, rubbing it all over her chest and sucking my cock clean, my plan unfolded. I would use the investigator to find beautiful women with lots to hide, and bring to life some of my fantasies about forcing women to have sex with me – weather they wanted to or not!

How to get started? I decided to do some of the legwork myself – after all it's not like I had a job to get to. I started hanging out in downtown restaurants frequented by the after work crowds and started looking for hot women 20 – 40 yrs old, married and looking as thought they were having too good a time with members of the opposite sex.

I picked ten likely candidates all around thirty years old and all very hot! The next step was to find the necessary info I required. I hired the best agency that was willing to do the work. Surprising what can be done if you say, 'Don't worry about the expense.'

First Victim:

Erika, 28 years old, 5'6" and a classic 36-24-34 figure. Brunette, green eyes – or at least green contacts. She had that special grace that I always find in women that I am attracted to.

The agency managed to get photos of her from the changing room at the gym where she worked out- they have a female operative, and her body was as spectacular as I'd hoped. 

It turns out that Erika has been giving blowjobs to her boss over the noon hour and often after work as well, before going home to her boyfriend and their 6-year-old son. Erika worked as a receptionist for an insurance company earning about 35 grand a year. Her boyfriend earned a very good living as a network administrator, and all indications lead to them getting married soon, they have been living common law for more than seven years.

What, the agency and myself could not figure out was, why? Why would this stunning looking women risk her family, reputation and job by blowing the boss? I mean the guy was fat, bald, and one of those guys who always seem to be sweating! Ugh.

Some carefully placed bugs in his office and car finally yielded the truth. Five years ago, with her boyfriend in school and a one-year-old son at home, Erika had done some not too creative playing with the company petty cash fund. She used the money to pay things like rent, food etc. I guess she must have gotten pretty desperate. From what we could put together, Erika's boss caught on pretty quick but let the total amount stolen to reach over ten thousand dollars. Apparently I'm not the only one fond of blackmail.

With the evidence locked away and threatening her with jail- she began paying back the money on her knees. Erika was perfect- she had already shown herself to susceptible to a little pressure.

I made preparations. Made a couple of phone calls, mailed some packages and had one lunch meeting. Everything was in place.

"Do you know why you are here?" I asked.

Erika was sitting in my home office. Friday afternoon. She was wearing a nice business jacket and skirt combo. The glasses on her face were perfect. I had always wanted to get a blowjob from a woman wearing glasses.

"No." she replied.

With that I slid two photos across the desk. Erika picked them up and went bright red. I knew why. The first pic was one of her with her boss's cock stiffed down her throat. The second one was my favorite; it was a close up shot of him blowing a huge load of cum all over her face.

"Strip!" I said.

"I will not!" replied Erika, "I'm leaving."

"Sit Down!" I ordered. "Here's why you aren't going anywhere. Your old employer, Mr. Reid, sent you here today. He did this because I convinced him that graphic pictures of this nature sent to his wife, daughters and grandchildren would not be in his best interest. Furthermore, he agreed to hand over the evidence on your indiscretions and to allow you to come to work for me."

I paused to allow this to sink in. Reaching, I pushed the intercom button, "Sarah could you please bring a couple of brandies?"

"Yes Sir", her voice replied.

A moment later in walked Sarah, in uniform (Remember? Just a choker necklace and silver waist chain mmmmmm), her large breasts gently swaying, she paused in front of Erika, holding out a snifter of brandy. Eyes wide and with her hand shaking, she accepted the drink. Sarah then walked around my desk to stand next to me; I placed my hand on her perfect ass and caressed it.

Continuing, I said, "Your boyfriend loves your son very much. He could easily provide a safe and happy home all-alone couldn't he? I mean he certainly makes enough money, Correct?"

The implications were clear, with this evidence he would easily win custody.

"I have plenty more of these photos, as well as some video footage of you giving Mr. Reid a real sloppy blowjob. Wanna See?" I asked.

I could see the mental battle play out across her face. Shock wore off to fear and then resignation. I knew then that I had done it. She was mine to own.

Hands on her face Erika said, "What do you want?"

"Strip!" I commanded.

Pausing for a moment, Erika rose to her feet and slowly began undoing her jacket. In moments she was wearing only bra and panties.

"Hold on for just a sec. I want to savor this." I said. "Sarah could you please help me with these pants?"

Sarah dropped to her knees and undid my pants and tugged them off, leaving me naked from the waist down. I sighed as Sarah gently began sucking my cock.

"Proceed." I said to Erika.

I was totally enjoying myself, a beautiful women sucking my cock and another undressing on my orders. Erika reached behind her and released the clasp of her bra, pulled down the straps, finally exposing her tits to my view.

Her tits were perfect, or as close to perfect that anything ever gets. Plump, proud and standing high on her chest, with a slight hang to let you know they were natural. Looking at her you could not even tell that she had ever had a child- not a stretch mark to be seen.

With a low whistle I asked, "What size are you? C? D?"

"36C" she quietly replied.

"Beautiful." I said, "Come here."

Erika walked around my desk and stood just in front of me, staring at Sarah sucking my rock hard dick. I reached out and cupped her tits. Her large nipples grew and became erect at my touch.

"My, they are sensitive aren't they?" I commented.

Erika just nodded. Reaching down I guided Sarah's head off my cock. I did not want to cum too soon. 

"Sarah, please help Erika out of her panties" I said.

Sarah had a huge grin on her face. She reached out, grabbed the waist of Erika's panties and pulled them to her feet in one quick motion. Erika's pussy was within easy reach. I stretched out my hand and ran it over her mound; she shuddered to the touch but did not pull away. I rubbed her clit for a moment or two.

"Okay, Erika," I said, "Please finish what Sarah started."

Erika chewed her lip for a moment, glanced at the photos still on the table and descended to her knees. I knew that I would not last long – I was too turned on and Sarah's talented mouth had brought me pretty close. Slowly Erika took my rigid cock in her mouth and ran her tongue around the head and up and down the shaft while she took more and more of me into her mouth. Man, her old boss had been a very lucky man, Erika was a freakin' artist at blowjobs.

In moments I started to fire off shot after shot of cum down her pretty throat. I didn't even have to hold her head – she never tried to pull away, like a trooper she swallowed it all. Man, what an orgasm, the combo of two naked women and having total control was a heady mixture. 

Erika looked up from my lap with just a small drop of my cum on her lips.

Wiping my cum away with the back of her hand she said, "Now what?"

Smart girl, I thought, she knows this is just the start. "Now we discuss the terms of your employment. Look at Sarah. She is wearing your new uniform.

I looked Erika right in the eye. "Yup, while at work all you are allowed to wear is a choker necklace and either a gold or silver waist chain. From now on you must keep your pussy shaved – Every day – no stubble. You will be called upon to do actual work in my office here at home. I really do need a professional assistant. I'll pay you 50 grand a year, full benefits and a car. Everything is spelled out in this contract." 

So saying I grabbed a file from my desk and handed it to her. "By Monday, have this signed and witnessed by as notary including the terms of employment section. Workdays are Monday to Friday 9:00AM to 4:00PM. There will also be some travel involved so get your passport updated.

Smiling I said, "Now it's time to better get to know your co-worker. Sarah please lay on the table, Erika get to taste that sweet pussy of yours!" 

Sarah was smiling as she hopped up on the table and layback, legs spread wide. Her pussy was drooling all over the place.

"Go on Erika," I said, "don't keep her waiting."

Erika stood, bent at the waist, put her head between Sarah's golden tanned legs. Sarah obviously very turned on, grabbed Erika's head and pulled her into her pussy. I had a great view. Erika's pussy was peeking out from between her legs and Sarah was grinding her pussy into Erika's face.

"Oh God!!" Sarah cried, "She's done this before! UHHNN".

Sarah's back arched off the desk as her orgasm hit, she grabbed her tits and squeezed her nipples and let out a loud moan. Meanwhile my cock had come back to life. I grabbed Erika's hips as I stood up and shoved my rock hard dick into her, right up to the hilt. Erika began grunting into Sarah's pussy in time to my thrusts.

I lost count of how many orgasms Sarah had over the next twenty minutes. I kept pounding away into Erika's soaking wet pussy. I reached around and under to rub her clit, as I hammered away, my balls slapping into her cunt. I could tell Erika was defiantly into it as she was pushing back as hard as I was fucking her.

"I'm cummingg OHHHHonnnn...." She moaned.

The feeling of her cunt spasming around my cock pushed me over the edge. I shot a huge load deep into her. Week in the knees I sat down, feeling absolutely perfect.

After a moment, I said "Erika please clean this mess off my dick."

She stood up and was reaching for a tissue when I stopped her. "Erika when I tell you to clean me or anybody else, use you mouth!" I said sternly.

"Yes Sir." She replied.

Erika went to her knees, and gently began to lick and suck my cock clean. Sarah knelt beside her and was gently stroking Erika, running her hands over her still erect nipples, torso, and her pussy, just watching Erika use her mouth to clean me.

Once more my cock rose to the occasion. Erect again, I gestured for Sarah to mount me facing Erika. I reached around and guided Erika's face to where we joined; good girl that she is I didn't have to tell her what to do; she just got busy putting her talented mouth to use.

She sucked Sarah's clit and licked the shaft of my dick when it came into view, each time Sarah rose up. Sarah rode my dick like a bucking bronco. I reached up and grabbed her big tits and massaged them, pinching and rolling her nipples. In short order she had a huge orgasm, and with Erika sucking my balls, I was right behind her. I filled Sarah's cunt with cum.

We just leaned back in my chair and relaxed. My dick slipped from Sarah's cunt and I said, "Erika please clean us up."

Sarah spread her legs over the arms of the chair and lay back on me. Erika proceeded to lick and suck all my cum from Sarah's pussy, all the while I stroked her whole body; Sarah purred like a cat.

Once the task was completed I said, "Sarah please show Erika the shower and while there remove all her pubic hair."

Sarah took Erika by the hand and led her from the room. Even the sight of both those women, beautifully naked, failed to stir any signs of life in my dick; three orgasms in about an hour had left me done and more than done. A moment later I heard the shower start. While I waited I leafed through the next file, Christine, 21-year-old redhead with a body to die for, with huge tits complemented by a fitness pageant body.

Yes life as a lottery winner was not too bad... 

Lottery Ticket



I did everything they told me to.

I worked out: I hit the gym, I pumped iron. I even ate protein supplements. "Gimme the best stuff you got," I said to the young, muscle-bound boy working at the nutrition store. He handed me a large box, packed with some grainy white powder, a material quite reminiscent of sand. On the box was a large man, enormously built, wearing nothing but a skimpy bikini. His body was apparently freshly waxed, and a light, seemingly angelic glow emanated from it.

Price of protein supplement: $77.24.

The price of quality is undeniably woeful.

But it didn't stop there. I learned to play guitar. No, I was not the second coming of Jimi Hendrix. Hell, it was not as though I was a top hat away from being Slash. But I could play songs, popular songs, and sing along. I played well, and I sang even better. Not being a natural musician, I invested a considerable number of hours to amass the little guitar playing skill I possessed. But I succeeded.

Price of guitar: $176.89.

Price of strings: $4.99.

I am not one to settle for mediocrity, an illness that, in my humble opinion, endangers far too much of humanity. So my self-improvement, my value-added attributes, would not end merely with a pluck of six strings and a hoist of circular metal plates. I ventured even further, educating myself in Isshinryu karate – a martial arts style hailing from Okinawa, an independent island off the land of the rising sun. Acquire a skill, I was told. Acquire a skill. So I did. I learned to kick and punch. I learned to twirl weapons, turning combat into a dance. Much to my surprise, I also gained an appreciation for the philosophical aspects of martial arts. My instructor's wisdom became the ideology behind my mindset: "A martial artist is nothing more than a goal setter. Set your goals; track them. By you accomplishing your goals, you improve yourself. Self-improvement is emancipation, the emancipation we've all been looking for."

Obedience is my greatest flaw.

Monthly cost of martial arts lessons: $72.00.

Six years worth of martial arts lessons: $72.00 * 12 = $5,400.

I should note that there are still $44.00 in late fees that have yet to be paid.

So, in sum, I had managed to acquire proficiency in a few extracurricular activities, thus entitling me to present myself as a well-rounded person. Yet still, my goal eluded me. Motivation to continue my pursuit was declining, and bitterness was on the rise.

"Dude, look at the way you dress." And with those magical words uttered by my friend Donnie, a man who had successfully accomplished the very same goal I aspired to, I changed my wardrobe entirely. Out with the Kmart, in with the Banana Republic.

"There's no way I can get a discount?" I said to the clerk at the register. "I mean, I'm buying thousands of dollars worth of clothes."

"I'm sorry."

"You sure there's nothing you can do?"

"Some things are just out of my hands." I smiled. I knew exactly what she meant.

I stood there, wondering exactly how foolish I was for even contemplating such an extravagant purchase. "But this is a goal," I told myself, "and goals are necessary for self-improvement, which is necessary for emancipation. " So, by subjecting myself to the imprisonment of credit card debt, I reasoned, I was really freeing myself.

I handed her my credit card.

Purchase of completely new wardrobe: $4,672.31.

Less proceeds from sale of former wardrobe: $29.87.

Total clothing expenditure: $4642.44.

Months passed. My goal was still unaccomplished. I simply could not understand it: I was smart. I was funny. I was a witty conversationalist. I had made myself a well-rounded individual, while also succeeding at academics. What was the problem?

"Man, I don't know, but it really sucks to be you."

Donnie, while he was my consultant on the issue, never skipped an opportunity to exploit the inherent humor in my predicament. "You need to wipe the cobwebs off Mr. Happy and put that son of a bitch to use 'fore he forgets what he's here for."

"Yeah." What was I supposed to say?

"Well, I gots to jet. I got a hot date with some chick I met outside of McDonald's. Fucking hot, man. Fucking hot. Looks like a slut, so I think I'll come home with a smile on my face tomorrow."

"And an STD." I hope he gets gonorrhea. Motherfucker.

Donnie smiled. He looked down at his crotch. "Are you ready, Mr. Happy?" He left my apartment, and went on his way.

Just to clarify, I have been laid. It just hasn't happened in the last four years. I even had a girlfriend once; now that I think about it, she was a pretty good catch. Definitely not the hottest or prettiest of girls, but she was skinny and tall, making her somewhat desirable in the conventional male sense of the word. She also could play piano, another bonus. But that was years ago, when I was young and my heart was an open book. The truth is that I was quite confused at the time; I eventually lost all emotions for her, and I saw college as an opportunity to be born anew. But at this point, I'm starting to think that not every new beginning is worth ending the beginning from which it was born.

"Dude, man, the McDonald's chick was a good fucking lay," said Donnie immediately before submerging his lips into the clear, red bong. He exhaled a long chamber of smoke and passed the bong to me. "Sweet body. 34C man, 34C. That's what I'm talkin' about. I'm supposed to go out with her again on Saturday."

Great.

"Man, I think you just need to be friendlier," he said, sensing that I was more concerned with my sexual inactivity than his animalistic rendezvous with the McDonald's woman. "You're always walking around with a mean look on your face. Ain't nobody gonna fuck you like that. Just smile and be friendlier."

"You think I walk around with a mean look on my face?" I'd been told that before.

"Yeah. You also don't get out enough, man. Super Nintendo in your apartment ain't gonna get you a piece of the action. Get out. Go to bars or something. Socialize. At least try, man."

Perhaps Gonorrhea Boy had a point. Relaxing in solitude, soothing as it may be, was not going to satisfy Mr. Happy in any way.

"Like you should really just try for some bitch, you know. Set a goal. Like, 'I will get this girl in my pants by next week.' You gotta approach this whole thing with some tenacity. This whole picnic in the park approach ain't gonna do shit for you, man." 

"I been tryin' in some ways, though," I said, trying to redeem myself."I mean, I think I'm a pretty good catch. I'm smart, funny, I got some skills I can show off with, I dress well...I spent a lot of money on just improving myself so I can get laid."

Total dollar spent trying to get laid up to this point: $10,224.32.

And that doesn't include the $44.00 late fee.

Donnie sat there pensively, as cigarette ashes fell onto his dirty, hole-ridden shirt. Suddenly, a light bulb flashed in his head: "You ever smoke around bitches?"

"What?"

"Weed. Or even drink around them. Or pills, man. Something to fuck with their heads."

I was getting the picture. A smile came across my face, as I envisioned Donnie's future: exiting a courtroom, trying to hide his face from the cameras, after just being convicted for date rape.

"Uh, I'm not exactly into committing any crimes, Donnie, if that's what you had in mind."

"Man, shut the fuck up. I ain't talkin' 'bout rapin' a bitch, you fuckin' moron. I'm talkin' about makin' the atmosphere inviting. I'm telling you, man, you can't just waltz on in without doing some prep work. Where the fuck you been, dude?"

I pondered his words, his ideas. They made sense.

"Look. You got a fuckin' goal. Now go get it." And with that he opened the door, sending me on my way.

The next day I made some phone calls and placed an order for some drugs: an eighth of marijuana, a case of beer, a couple of ecstasy pills, capped of with just a tad of psychedelic mushrooms.

Total expenditure on drugs: $85.00.

I would have bought more, but drug dealers don't accept Visa.

And then I saw her.

Her: the woman that could change everything. She could make things right, make things better.

She was wearing an all black, skintight outfit when I saw her that day. Her smile, effervescent and omnipresent, provided just the radiance I needed on this cold, winter day. All of her actions seemed elegant and beautiful; it was as if she did everything the way it was supposed to be done. She stood in the dining hall, placidly yet perfectly, waiting for her turn to scoop some delicious portions onto her plate. The eating utensils were already in position, as was the beverage (it was bottled water this time). A priceless picture.

"Here's your chance." Donnie was in a supportive mood, and I appreciated that. He hinted that I should make her my goal: "Be nice to tap that, wouldn't it?" Donnie's objectification of this divine creature was spoiling my vision of her. She was too good, I thought. Too good.

"No she ain't, dude. Gotta shoot for the sky, man. You want to be settlin' for second best?" Actually, at this point, I'd settle for anything. Perhaps I should approach this matter with some realism, not idealism. Perhaps I should target the ugly, imperfect, dismal women of this fine institution. They'd be excited some guy even talked to them.

"It's your call, man. Do whatever the fuck you want. I still think it's a bad idea, though. Gotta go for the gold. Who knows, maybe it's your lucky day." Or maybe not. The feeling that comes after failing – the one of being crushed, if not obliterated – was not something I desired at this point. I needed to do some homework, some investigative work on this girl. What if she had a boyfriend? No sense wasting my time on her then, right? I also needed to find out what kind of guy she liked, so as to present myself in such a fashion when making my sexual advance. "Whatever, dude. Sometimes you just gotta fuck all that shit and do it." Haste makes waste, Donnie. Haste makes waste.

So for the next few weeks, I kept a close watch on her. Unfortunately, she sensed my inquisitive behavior; she caught my stares and noticed my unshakeable presence lurking in the shadows of her environs. The stalking went without confrontation, though, so all was good.

Overheard conversations informed me that she was single. They also informed me of her desires: she wanted a man who was smart, funny, and mature, but also sensitive, loyal, and well-rounded. Maybe my investments were wise after all. Maybe.

A sneaky peek in her room yielded other positive and valuable information: she was born with the Sun in Virgo, much like myself. An abundance of marijuana-related paraphernalia also enabled me to intuitively reason that she was fond of engaging in one of collegiate America's favorite illicit activities: getting stoned. It came as no surprise, then, that the friends of my desire referred to her room as "The Green Factory." How cute.

"You did some research? Is that what you did?" Donnie puffed on his cigarette, laughing smoke rings between inhalations. "Fuckin' dork. So what'd you find?"

I informed him of my findings. "Well then, what's the hold up? Why ain't you in her face right now asking her out?" Good question, Donnie, good question. Courage was my shortcoming. I was always too cautious. What if she says no? What if she doesn't like me? What if she gets offended?

Donnie shook his head as though he were dealing with a helpless child, incapable of learning the simplest task. "You see this?" He pulled out a lottery ticket . "I buy one everyday. Yep, a dollar a day down the drain. Been buyin' 'em for the past three years."

Donnie's expenditures on lottery tickets: $365 * 3 = $1,095.

"You'd a thought by now I'd of given up. But I know you can't win less you try. Same shit holds true for you." Donnie's words, as blunt and direct as they were, somehow managed to strike a chord within me: I was inspired by his directness, his ability to seize the moment and quickly take action. I decided it was time. Time for me to test myself, to see who I really was. I would ask her tonight.

Preparation was my forte, and naturally I employed this tactic for my big proposition. I visited Mario at the local barber shop. "Tonight's a big night. Give me something special." Always willing to satisfy a loyal customer, Mario took his time to trim my hair perfectly.

Haircut: $15.

Tip: $5.

Quality service should always be rewarded well.

I stopped by the local convenience store on the way back to my dorm room. My purchases: a new razor, shaving gel, and aftershave. The razor was nice – one of those fancy schmancy triple blade gadgets – and the aftershave, although purchased from a convenience store, was more than adequate.

Razor: $9.87.

Shaving gel: $5.43.

Aftershave: $7.34.

I was contemplating purchasing her a gift. Would flowers be appropriate? Donnie ruminated on my question before answering: "Yeah. But don't get a bouquet or anything like that. Just a nice flower. A single flower. Maybe a rose if you can find one."

So I scoured the city high and low for a flower in the midst of December. Finally, after an hour of searching, I found it: a single rose, delicate and beautiful. Just like her.

Rose: $8.00.

"Okay, you set now, man. No more fuckin' around. It's time to roll the dice and play this lottery ." Donnie was right. So I quietly sat in my room, eating dinner in solitude. Vivaldi played in the background. Upon the conclusion of my meal, I dressed myself in a carefully selected outfit: a collared gray shirt, tailored perfectly to my slender body, atop dark blue jeans. My sleeves were rolled up – about a quarter inch before my elbow – and all but the top button were buttoned. As for accessories, I sported my stylishly conservative wristwatch and all black dress socks. And in regards to shoes, my previous girlfriend fortunately had not ended our relationship prior to giving me one valuable tidbit of information, something that came especially handy today: "Shoes can make or break an outfit. Guys just don't realize that." Not this guy, sweetheart. I pulled out my new shoes, fresh from the autumn catalogue of Kenneth Cole.

And with that, I exited my dorm room and began the trek to hers, conveniently located just three flights down. Drum roll, please.

The elevator left me off right outside her door. Deep breath. Knock.

Nervous look from side to side. Sweaty palms. Knock knock.

"Coming. Just a sec." Footsteps.

Heart beat faster.

The door opened, and there she stood: beautiful, dressed in a silk bathrobe, Oriental in style, with her straight, lively hair resting gently on her shoulders. Her eyes sparkled betwixt the flutter of her magical eyelashes. "Yes?"

Quickly. This must be done quickly. "Look, I think you're beautiful, really beautiful, and well, I think you also look nice, and I'm a really nice guy, and –

And now for the $10,359.96 lottery ticket :

"I'm just wondering if maybe we could go out some time, you know, like maybe to a movie or to get something to eat or even to the grocery store or whatever or if you want to stay in we could like smoke or something 'cause I have some and I heard you like to hit it up, you know?"

To the grocery store?

I called Visa the next day. "Hi, I was wondering if I could get my credit limit increased? Yeah, I just need to buy another lottery ticket ." $10,359.96 down the drain. And I ain't paying that late fee. 



Lottery Ticket



 

"Don't you get it man, yeah he's a poor schmuck and all, but it's not because of all those millions, it's because of what he squandered away. I mean, there he was holding the opportunity of a lifetime and he just couldn't figure out how to handle it. Well, that's where I came in and took care of his misery, well not all of his misery, but I eased his suffering some."

I looked at the guy sitting next to me in the bar and wondered what in the hell I was listening to him for. All I wanted was a beer, maybe a nice looking woman to leer at for a while and then a short walk home where I could jerk off and go to bed. Instead I meet this so called player who shows me some lottery ticket and tells me it's a gold mine and now he's just staring at me, expecting a reply I guess.

"And so how did you ease his suffering?"

"I bought his ticket from him."

"You bought his ticket?" I asked.

"Yes," he said holding up a single lottery ticket. "Here it is, the numbers fifteen, seventeen, nineteen, twenty-six, thirty-seven and thirty-eight bought August fifteenth for the August sixteenth drawing and as of February fourteenth, Valentine's Day, worth nothing in most people's minds."

"Yeah, it seems most people are right."

"Au contraire my Budweiser (TM) sipping friend, for the owner of the ticket it was worth five hundred dollars because I paid for it."

"So you paid five hundred dollars for an expired lottery ticket," I said.

"No, I paid five hundred dollars for an expired three-point-five million dollar lottery ticket, and that is the distinction."

"Distinction, you paid some poor schmuck five hundred dollars for that ticket and there is a distinction involved? What distinction? That you are more foolish that the schmuck who forgot to cash in his three-point-five million dollar ticket?"

"No, no, no, you have it all wrong. Just look at this," he said pointing to his lap.

Quickly glancing down my eyes returned to his and I said, "Okay, that's your lap."

"Well, hidden there beneath the fabric of my pants is my cock, a very tired cock. It is a cock that has, over the last few months, been used and abused by some of the best looking women in the city. Why this cock has breached more pussy lips in those months than most gynecologist breach in a lifetime."

"Oh right, and now suddenly you want to sell me this ticket?"

"That's right, for a mere two hundred fifty dollars."

"If it brought you so much pussy why do you want to sell it?"

"To tell you the truth, I'm tired man, I'm simply exhausted. And well, I'm also engaged."

"And this lottery ticket did it all?"

He nodded.

"How?" I asked.

"Pure and simple, sympathy," he replied.

"You made the women feel sorry for you and they fucked you?"

Smiling he said, "Well, you have to sell it right, but yes that's what happened. I'd see a beautiful woman and sit next to her and sigh loudly. Now, when I don't hit on her right away, she becomes a bit curious. I'll say something to the bartender on how my luck was so bad. He simply acts curious and asks me about it. When I tell him the story and then add that the money could have gone to an operation for my mother, little sister or brother or even grandmother and most women are hooked."

"That shit really works?"

"Not every time, but when a woman sees a man so set on saving his mother, grandmother or little children well, he is suddenly head and shoulders better than most slobs who are at the bar trying to cop a feel. You simply carry the story in to the expired lottery ticket and bang, you'll not be able to get out of the bar before she has her hands on your cock."

"So you want two hundred fifty dollars for it? Why not five hundred, like you paid?"

"I got my money's worth out of it, I just want to get a little spending money for my honeymoon."

"I don't know, I'm not that good an actor," I replied.

"Actor, who needs to act, these women can't see through the tears in their eyes to see if you are acting or not. Look, I tell you what. I'll lend you the ticket and let you try it out."

"Lend me the ticket?"

"Yeah, see that woman over there, the hot one in the white dress?"

"Damn, yeah, she is gorgeous."

"Look, take the ticket and go sit next to her. Give it the play and see if she bites. If she does you buy the ticket."

"And if she doesn't?" I asked.

"If she doesn't we'll look for another, but this will work, trust me."

"Okay," I said, taking the ticket and tucking it in my shirt pocket. I then wandered over to the other side of the back and sat in the seat next to the beautiful woman. I then sighed and when the bartender came over I ordered a beer. When he returned with the beer I sighed again.

"Problems buddy?" he asked.

"Yeah, you know my grandmother needed an operation and I finally got a break so I could pay for it. I actually hit the lottery, but I was out of the country and by the time I got back the ticket expired."

"Bummer, what was it worth?"

"Over three million dollars, enough to pay for her surgery and all the hospital bills, but it's all too late."

The woman in white looked over at me, her eyes seemed watery as she asked, "Will your grandmother be okay?"

"She seems a bit better now, but she needs the operation or she will get worse. I had it all in my hand and it got away."

"There's nothing you can do?"

"No, I talked to the lottery people and then I even tried to get a lawyer, but they say I've got no chance. It just kills me, I mean I can't sleep, I can't... well, it's just bad."

I felt her hand on my leg and suddenly wondered, "Is this working, is this actually working?" 

"You can't what?" she asked.

"Well, it's just that, well I haven't been with a woman in..."

Her hand slid to the inside of my thigh and I felt her fingers lightly squeeze my cock. It immediately began getting hard. She squeezed a few more times and it was fully erect.

"You seem okay now," she said.

"It's just, this is the first time I've felt this way. It must be you, I don't normally..."

"Look," she said, leaning her body against me, her breast rubbing my arm, "I'm here with my roommate so I can't leave her here to go with you, but we can go out to my car and, well, I'll make you feel better."

"Okay," I said, reaching for my wallet and paying for my beer.

"Come on, I'm parked out here," she said, leading me out of the bar and around the corner to a parking lot. She led me to a small car where I climbed into the passenger seat and she got in on the driver's side.

She reached over me and pulled a lever on the side of my seat and the seat back reclined. Almost immediately she unfastened my belt, unzipped my zipper and gently pulled my cock out of my pants. After stroking it a couple of times with her hands, she slid her mouth down over the head and began sucking it.

Damn she was good, combining her hand movement on the shaft with the sucking and gentle movement of her head, she even tickled by balls with her free hand. Well, I was coming off a fairly long dry spell and this certainly was more exciting than my quick hand jobs at home, so it wasn't long before I was moaning loudly as the pleasure began building in my balls and then suddenly shot up the length of my cock. I pushed up and came, spurting my cum into her mouth again and again, watching as she swallowed several times, not letting a drop get away.

Breathing deeply I rested my head on the headrest and watched as my cock slipped softly from her lips. She rested her head on my thigh and ever so gently stroked my limp cock, milking out a few drops of cum which she quickly lapped up and swallowed. Looking up at me she said, "Too bad it couldn't last any longer, I would have liked this big boy inside of me," she said. 

After a while she sat up and said, "We better be getting back, my roommate may be looking for me."

I slipped my cock back into my underwear, zipped up my pants and refastened my belt. We then climbed out of the car and walked back into the bar arm in arm. Once inside, she kissed me long and hard on the lips and then excused herself and headed to the restroom.

I walked over to my friend at the bar and pulled out my wallet, handing him two hundreds, two twenties and a ten dollar bill. "There you go, I never would have believed it," I said.

"Well all I can say is get plenty of sleep tonight, because tomorrow is another day and with another day comes another woman."

"Oh I don't know, I kind of like the one I had today. She likes me too, so I think I may try to play some more."

"No, no, you can't do that or they'll figure you out. You got to say aloof, let them please you and then move one. If you get attached they'll figure out the ploy."

"But you..."

"That was only after months and months of very strange pussy, and hey, I got lucky. Keep it strange and they won't figure it out. And enjoy."

"I guess you're right," I said to him holding my hand out.

He shook my hand and said once again, "Enjoy."

I walked out of the bar and turned left, spotting my car parked on the street about a block away. Heading for my car I realized I didn't say goodbye to the woman. "I may not see her again but leaving without saying goodbye is simply rude," I told myself. Turning around I headed back to the bar. Just before reaching the door I peeked in a window and noticed my friend sitting at a table with the woman in white.

Stopping, I watched as he pulled a handful of money from his pocket, pulled out one of the hundred dollar bills I had given him and handed it to her. I pulled the lottery ticket out of my pocket and glanced at it. Sure enough it had the right numbers, but damn, looking closely the numbers were a bit blurred, but yes, there it is, the date. He had just bought the ticket last week!

I looked up back into the window and looked at the woman. Damn, I just got a magnificent blow job from a high class hooker. Yeah it was expensive, but I still had the ticket and who knows I may find some schmuck I can sell it to for a couple of hundred dollars. Tucking the ticket into my pocket I headed toward the bus stop, working out my story line.

 



Lottery Winner Ch. 01



Colleen Andrews straightened her business suit when she got out of her minivan, she wore the suit for a meeting at the home of the ex-husband of a woman she used to work with. They won fifteen million dollars in the state lottery after taxes and shortly after that split the money, then they divorced. 

Colleen wanted to start a business of her own very badly, she wanted to open some kind of franchise store specializing in cookware and other things of that nature. She needed one hundred and twenty five-thousand dollars to buy into the franchise and some start up cash to rent a location and other business expenses. She her former coworker Elsie first, Elsie was too busy spending money wildly and did not even want to take the time to listen to Colleen's business idea. Elsie told her to go try her ex, and she warned her that he is very tight with his money and spent very little.

She had to give it a try at least the bank turned her down, Elsie turned her down, this is her last resort. She walked up the walkway and got to the front door of the nice home, she rang the doorbell and a short stocky man in an old pair of jeans and a tee shirt answered.

"Hello, you must Jim McMullen, I'm Colleen Andrews, your ex wife said that I should stop by and run a business proposition by you if I could?" She asked.

"Gee me don't know, but Elsie wouldn't invest in your business?" He asked.

"No, she thought my idea would be more suited to you." She replied.

"Well I guess you could come in and tell me, no harm in that, but I can't promise you anything?" He told her stepping aside to let her in.

Once inside he ushered her into the living room and offered her a seat in a nice chair, he sat on the couch as she took some papers out of the briefcase she carried. She showed him the product line of the company, the estimated profits, success stories and her business plan. While she did this he took the time to drink in her appearance, she was your average housewife type. He did find her to be attractive though, her short brunette hair, combed neat and perfect, the sweet smell of perfume, she probably put on a few pounds from having kids, yet her body looked desirable enough to him in the nice business suit she wore.

"Mrs. Andrews." He said taking notice of the nice wedding ring and diamond on her hand. "If I do this how are you going to repay me, is this a loan or are we going to be business partners?"

"Please call me Colleen, but um I never really gave that much thought." She said.

"Obviously you thought I would love your idea and just gift the money to you, I don't even know you. I mean don't get me wrong, and I gave a lot of money away already, kids with cancer, a nice camp for disabled children. Yet this is different so why doesn't you go home and talk this over with your husband and then meet me back here in a couple days to let me know what kind of arrangement this will be." He explained to her.

"All right I will be back in a couple of days." She said

With that he led her back to the front door and watched her walk back to her minivan, he enjoyed watching her ass in the tight pants of her suit. He looked forward to her coming back, he had a proposal in his head and this might be the opportunity he was looking for.

For the next couple of days Colleen and husband Seth went over every aspect of their finances to see what they could afford. The best they could come up with was a hundred dollars a month and then more when the business takes off and starts making money. This time when Colleen went back over she did wear the conservative business pants' suit, this time she wore a light v neck blouse and a skirt cut just above the knee. She thought to look nice might not hurt her chances at getting the business of her dreams.

She pulled into his driveway and once again went up to the door, Jim answered the door and ushered Colleen into the living room. She once again sat in the chair, this time he went over to the bar he had set up in the living room, he made himself a manhattan and asked if he could get her anything. She told him a glass of white wine would be nice and he took a bottle out and poured it into a glass for her.

"So let me here what you got for me." He said sitting down on the couch.

"The best we could come up with is a hundred dollars a month and then when the business takes off, and we could work out a higher payment." She said hoping this would be enough.

"Unacceptable." He said to watch the smile leave her face. "I have different terms if you are willing to listen, if you want this badly enough you will agree."

"I'm listening." She said trying not to lose her confidence.

"I'm willing to lend you the franchise cost, double what you need for start up cash, you have two ways of repayment the first way is you pay me three hundred a month and fifty percent of any profit and I will also be a silent business partner or." He said pausing.

"Or what?" Colleen said frustrated by the turn of events.

"Once a week you will make yourself available to me for companionship of an adult nature. You must do this for one year, if you do so the loan will a gift and you will never hear from me again." He staring at her as if he was already undressing her.

"Your offer is disgusting." She said but still not getting out of the chair. "I'm a married woman."

"I will sweeten the pot a little on top of the franchise cost, and I will give you another one hundred and twenty-five thousand. How bad do you want this business, the ball is in your court and you have one minute to decide?" He said looking at his watch. 

"Yes I want this business, I'll agree to your terms." She said looking away in disgust.

"Here is a check then for two hundred and fifty thousand dollars, unlike my ex I can afford to be this generous. Instead of blowing my money on partying and crap, I invest and make more money and hopefully so will you." He said to tear the check out of his checkbook.

"Before I give this to you there is a contract on the coffee table here for you to sign, if one week you fail to give me companionship. I give this contract to my lawyer and I will sue you for breach of a contract." He explained.

Colleen looked at the document quickly and then reluctantly signed it, he then gave her the check and she put it in her purse. She got up from the chair and headed for the door, when Jim cleared his throat.

"Are you forgetting something, I want my first payment before you leave, so take off your blouse and turn around?" He ordered.

Slowly she did as she was told and turned around with hands over her bra clad tits, he then instructed her take off the bra. It was a nice black lace bra that had a clasp in the front of it, and her 34b breasts stood firm and erect before him, her large nipples hard from the air hitting them.

"Very nice, very nice indeed. Now lose the skirt." He said.

Once again she pulled the skirt down over her shapely legs, she now only stood there with a lace black thong that matched the bra. Colleen was embarrassed and ashamed of what she was now doing for money, she felt like a whore. Jim now pulled his cock out of his jeans and then pulled his jeans down to the floor. Colleen gasped when he sat in front of her stroking his hard eight inch cock, the cock was also thick as her wrist as well. 

Her husbands' cock was average length and girth, this was huge compared to it and watching Jim stroke it lewdly in front of her was having an effect on her.

"I only want a blow job this week, get on your knees now and crawl over here to suck my cock." He ordered.

Colleen slowly sunk to her knees and crawled across the carpeted floor to the lewd man on the couch. She sat up in front of him between his legs, she looked up at him with tears in her eyes as she took his cock gently in both hands. She was able to fit the head and four inches into her mouth and used her hands to stroke the rest of the length while sucking him.

"Yeah that's it, yeah suck my cock, yeah suck it well." He moaned.

Colleen could not help herself now, the combination of having such a big cock in her mouth, the lewd comments were now making her pussy throb. Jim smiled as she took one hand off his cock and reached down between her legs and started to rub her pussy. She was emitting soft mewing moans from her mouth as she pumped his cock and rubbed her pussy. Soon he was shooting so much cum into her mouth that it ran down her chin and onto her breasts.

"Get on your back and finish bringing yourself to orgasm for me." He ordered.

Colleen was too hot to care anymore about the humiliation and did so, she pushed her thong aside and slid three fingers easily into her hot box. Within a couple of minutes she was cumming all over her fingers.

"You can use the bathroom to clean yourself up." He said. "My number is on the check, give me a call when you can bring me your next payment."

She wandered down the hallway and found the bathroom, she washed up, dried her tears and got redressed. Then she ran out of the house without so much as saying goodbye, she drove to the bank and deposited the money. She then went home, ordered take out for supper and then took a long hot shower. 

Her husband was happy with news that she got the money and she lied telling him he wanted to be a silent partner and would only take a hundred dollars a month in payment. Even though she did not really feel up to they made love later that night after the kids were to bed. The whole time she kept wondering how Jim's bigger cock would feel fucking her pussy, when Seth was done he left her alone with her thoughts so he could go to sleep.

To be continued...



Lottery Winner Ch. 02



Over the next several weeks' Colleens had stopped and made regular payments on her loan to Jim. He had sex with her on several of those visits, it was usually the quick slam, bams thank you ma'am kind. This week he told her he had an interesting proposal for her, but Colleen did not know what to expect. She arrived at his house wearing a tight spandex tank top with no bra and a pair of skin tight blue jeans. 

She walked into his house to find him sitting naked on the couch watching television waiting for her to arrive. She pulled off the tank top and went over to the couch and sat next to him, he looked at the housewife for a moment and then he spoke.

"Colleen's I have a proposal for you." He said.

"We already agreed to this, what more can I do?" She asked dejectedly.

"I understand you have an eighteen-year-olds son who has graduated high school this year." He said.

"No, I'm not letting you anywhere near any of my kids." She said getting up and grabbing her shirt.

"Stop and listen, I will call your loan paid in full, you will never have to have sex with me again in any way shape or form, all I want is to watch you seduce and fuck your son." He explained.

"What!" She yelled. "That is sick."

"Think it over my dear or get your ass over here and start sucking my cock." He said lewdly waves his at her.

"I'm not in the mood now, maybe tomorrow if you can stop being so fucking sick." She said to put her top back on and leaving.

Later that afternoon after working at the shop she watched her son Tom swim in the pool, he is handsome and muscular. She watches the water bead off of his tanned body as he dives off of the diving board and into the pool. Would it be so bad to make love to her son one time, to be out of Jim McMullen's debt forever?

Colleen made sure she could see all of her family as she dialed McMullens' phone number, it rang a few times and he picked it up. They planned everything out, he would be hiding in a closet in the back storeroom, she would have him help her put boxes of new merchandise away and then seduce her son. 

Jim promised to have the document there with him and has it stamped paid in full, if her husband asked she would say that he had a change of heart and forgive the loan. He hung up and she planned what she was going to wear that day, then later that night she asked her son if he would help after the store closed at noon on Saturday.

Saturday came around and at closing time her son walked into the store, Tom could not get over how good his mother looked today. His friends had always told him his mom was a milf, yet he just laughed it off, today he saw her in her full beauty. She wore a tight tank top that made her breasts jut out in front of her and showed her cleavage. She also had on a tight denim skirt, which showed off her beautiful round ass and her shapely legs, the black heels that she wore today some how made his mother look even more sexy, when she usually wears sandals or sneakers in summer.

"Hey Mom!" He shouted as she rang the last customer out.

"Hey Kid." She said back, just not as loud.

When the customer left, he turned the sign too closed and locked the door, then he followed his mother into the back storeroom. Jim was already hiding in the closet, Tom watched the sway of his mother's beautiful ass as she led him to the back and he could smell her sweet intoxicating perfume.

"All right you start with putting these pots and pans away and I will work on putting the utensils away." She said.

"Sure Mom whatever you want me to do." He replied.

She started putting things on the shelf and he was doing the same, he kept stealing glances at his mother. He noticed her nipples were now protruding against the fabric of her shirt and his cock was now stirring at how fantastic she looked today.

After everything was put away Colleen decided, it was now or never so she told her son to come over and sit on the desk so she could pay him. He told her she did not have to pay him, but she insisted she was going to do so. He nervously sat on top of her desk and she came in front of him, she had a look in her eye unlike any he had ever saw on his mother's face.

"Baby, do you have any experience with girls yet?" She asked her son.

"Uh no Mom." He replied nervously, hiding the fact that he was lying.

"Well I thought then as payment for being so helpful today that I give you some experience before you go to school, it will make things less awkward for you." She said in a low sexy whisper putting her arms around his neck and leaning in to kiss him.

Tom could not believe what was happening his mother was kissing him full on the lips, and he had no choice but to respond. He kissed her back and pushed his tongue inside her wet warm mouth, Colleen was surprised by his eagerness. His hands were now running up her back, then one hand slipped around front feeling one of her tits.

Colleen moaned into his mouth as he teased one of her nipples to become fully erect, she broke off the kiss and pulled her top over her head. Her son gasped when he saw how beautiful hi s mom's tits were and leaned in and sucked on them.

"Oh yes, oh baby you suck mommy's titties so good." She said as he licked and sucked her tits.

"Mom your tits are so beautiful." He said to lick a sensitive nipple with his tongue.

She gently pulled away from her son's licking and sucking, she lifted his tee shirt off of him and kissed her way down his muscular frames. She gets down on her knees in front of him and helps her open his jeans and pull them down, she then pulls his boxers down and his seven-inch cock pops up in front of her.

She takes her sons cock into her hands and then she puts it into her loving mouth gently sucking it. Her son moans in pleasure and places his hands up to her head to gently get her suck more of his cock and faster. He is soon shooting wad after wad of his young salty cum into his mother's mouth. She stands up and wipes the filth from her lips and chin, she knows this is not enough to satisfy Jim so she tells her son to get up.

He does as he is told and she gets up on the desk, without being told what to do he starts kissing his mothers' neck and works down to her tits. Then he kisses down her stomach, she pushes her back so she has to use both hands to support her weight, he spreads her legs and pulls the crotch of her panties apart. His mothers' pussy is beautifully manicured and he spreads the wet pink lips apart then he lowers his head and feverishly begins to lick her pussy.

Colleen begins to pant, then she starts to buck her hips, grinding her wet pussy against her sons mouth. She starts to cum and in the back of her mind she realizes her son is experienced, he knew how to bring her pussy off with his mouth. When her orgasm subsides, her son now stands up between her legs and slides his reharden cock into her. The two begin to fuck hard on her desk, her son with one hand on her back the other holding onto one of her tits. 

Tom waits until his mother cums and then he pulls his cock out and gets her off of the desk, he bends her over and pulls her panties off. Then he gets behind her and shoves his cock into her doggie style, he fucked his mother with long hard strokes.

"Oh yes baby fuck me, fuck me hard." She cried.

"Oh fucking god." He groaned and came inside his mother.

After several long awkward moments he pulled his deflated cock from his mother put his pants back on and ran out of the store. Colleen buried her face into her hands and stood crying as her son ran out. Jim came out of the closet, he took Colleen by the hand and led her to her desk and then he bent her over it, he too fucked from behind, his hard large cock sloshing inside her already used pussy. She cried the whole time he fucked her even when she reached a tearful orgasm, he pulled his cock out short of cumming and shot it all over her ass. 

Then he threw the contract down on her desk, it was stamped paid in full, Jim pulled up his pants and laughed as he walked out of the shop. Colleen took the document and put it into her safe, was having her own business and being free of Jim worth not having her son look at her in the same way again, only time will tell.

Fin