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The Lottery Ch. 01

By: Erlikkhan



Money talks. That was my theory when I won $3 million dollars in the recent state lottery. For a struggling college student with no money it was a bottomless piggy bank. 

I was twenty-four with testosterone coming out of my ears. No matter where I looked on campus all I could see was pussy, tits and ass, and I wasn’t getting my share of it. Sometimes I’d wake up with a hangover next to a naked, strange, and usually not very attractive female that was also hung over. That was on a good night. Mostly, I’d go down in flames and end up back in my room with Mother Hand. 

I was on the seven-year college plan. Actually, graduating at all would be a miracle. Now that I was a multi-millionaire I didn’t need to worry about it.  Not that I was about to leave. Where else was I going to find so many hot looking young babes all in one place? I figured my luck with the ladies was about to change. 

I took my winnings to a local bank, invested half of it in a high-yield municipal, a quarter in a blue chip fund, $250,000 in a money market account and the rest on small cap stocks. Next I leased a luxurious fully furnished penthouse apartment overlooking the park near campus. Then I bought a silver Porsche 911 convertible. 

I headed to “The Wicked Wench Tavern”, a local student hangout. It was happy hour and the bar was filling. I handed the bartender $200 and told him to provide free drinks for all the girls until it ran out, and to make sure they knew who was buying. I took my beer and sat in a corner booth.

A steady stream of young pussies stopped by to thank me. I was patient and waited for the right one. She was a pretty longhaired dirty blond named Danielle. She had blue eyes and wore a short white skirt with a tight pink top that showed off her big tits. All I had to do was lose her dark-haired friend. I gave one of the guys I knew from class a twenty to pry her away.

I laid it on thick, making sure Danielle knew I won the lottery and that I intended to spend my money having fun and sharing it with friends. I plied her with several shots of tequila and asked her if she wanted to be my date for the night. She threw her arms around my neck, pressing her soft tits against me, and kissed me on the lips. I dragged her out of the bar while she was still climbing all over me. Her eyes almost popped from her head when she saw my Porsche.

“Look, why don’t we go to my Penthouse and watch a movie with a bottle of champagne?”

She was all over me when we hopped in the car. Her lips were wrapped around my cock before we even pulled out of the parking lot.  I was having a hard time driving with my cock down her throat. In the elevator Danielle removed her panties, stuffed my cock into her pussy and wrapped her arms and legs around me.  We staggered from the elevator to the door of my apartment bouncing off walls along the way. 

We left a trail of clothes from the doorway to the living room upon entering the Penthouse. I bent her over the side of the leather couch and plowed my cock into her pussy dog style. Looking down at my glistening cock sliding between her creamy cheeks sent my head into a spin. My cock swelled just before I filled her cunt with cum. When I was finished pumping a ton of seed into her fuck hole, Danielle dropped to her knees and cleaned my cock with her mouth and tongue. 

She continued to suck me until I was hard again. I sat on the couch. She climbed on top. Her big tits flopped in my face as she bounced up and down, screaming as one orgasm after another consumed her body. Before I could cum a second time, she dropped to her knees and slid my cock between her lips, swallowing every drop when my cock exploded into her mouth.

I fucked her three more times before the sun came up the next day, the last time in the shower where I fucked her in the ass. All of this with a girl who wouldn’t have given me the time of day before the lottery. I took her back to her dorm, handed her $100 dollars and told her to buy some sexy things for our next date.

The next day I bought some expensive clothes for myself and checked in to a deluxe suite in a nearby hotel. I pulled up to the Kappa Gamma House, the home of many up tight but hot looking snobs. I waited until I saw two strikingly beautiful brunettes in tight designer jeans emerge. I hopped out of the Porsche and approached them with a friendly smile on my face.

“Sorry to bother you girls, but I need some help. I’m staying at the Roaring Brook Inn and took a wrong turn somewhere. Would you happen to know where it is or am I hopelessly lost?”

They giggled and told me I was pretty lost. The taller one was trying to explain how to get there, but I noticed the other one with short hair and big brown eyes giving me the “look”. I finally shrugged my shoulders.

“Hey, I can’t remember all that. I’ll tell you what. I’ll give you a ride to wherever you’re going if you show me. Even better, I’ll pay you for your time.”

“Sorry, but we’re in kind of a hurry,” the tall one replied. “Just stop and ask anyone if you aren’t there in five minutes.”

I took out my wallet and made sure they both saw it was stuffed with hundred dollar bills. The short brown-eyed girl spoke.

“I’ll be happy to show you. I don’t mind. Jenny, you can pick up an extra salad for me. I’ll eat when I get back.”

Jenny was giving her one of those “I don’t think you should do this” looks and was about to say something. I interrupted before she could ruin the moment.

“Hey that would be great. But please, let me buy you dinner as a thank you. In fact, I insist. By the way, my name’s Jason.”

“Um… well, I guess. Sure.  I mean Jen, you’ve got a date with Richard but I’m not really doing anything. I’ll see you back here later, okay? Oh yeah, I’m Jill.”

Before Jenny could object I grabbed Jill’s arm and headed for the car. She was clearly impressed with the Porsche. When she sat down I noticed a nice rack jutting out from the blue top she was wearing. I told her I was with an investment-banking firm and was in town working on a deal.

“Hey, we’re in no hurry. Why don’t you get behind the wheel and take it for a spin. You know the area. Open her up and let her rip.”

I thought she was going to pee her pants. I could see her nipples poking through her blouse as she slid into the driver’s seat. I was thrown back against the seat when she peeled out. She almost spun out going around the next corner. Soon we were on a mountain road taking corners and hills like we were on a roller coaster. Her hair was flying back and her nipples were hard as a rock. 

At the bottom of the second hill I saw a dirt road and told her to pull off. She was breathing hard when the car came to a stop. She had a wild and reckless look in her eyes. I put my arm around her.

“That was one hell of a ride. You like it out there on the edge, don’t you?”

She nodded her head as I moved my lips closer to hers. We kissed. There was nothing tentative about it. Our mouths opened wide. Our tongues mingled. My hand went directly to her full and soft breast. She did nothing to stop me. After a minute or so I put my hand in her blouse and under her bra so I could tweak her hard nipple. I unsnapped it and played with her free hanging beauties. Her hand dropped to my thigh.

Our kiss became more passionate. My hand slid down her stomach. I unsnapped her jeans and shoved my hand into her panties. She spread her legs. My fingers found the moist folds of her pussy. I rubbed her clit and shoved two fingers up her steamy cunt. She came hard, lifting off the seat. My fingers were drenched in pussy juice. She pulled away to catch her breath and readjusted her clothes.

“Um… we’ve got to stop. I’ve never done anything like this… I mean not with someone I just met anyway. Oh god, you must think I am such a slut.”

Yes you are, I thought to myself. I was quickly learning that all girls were sluts when it comes to money.

“I should be the one apologizing. I’m sorry. Look, I promised you dinner. Why don’t we go back to my suite and order room service.”

She couldn’t believe the suite and sat on the couch in awe while I opened a bottle of champagne.  Several glasses later she was tipsy. I put my arm around her and kissed her. Jill melted into my arms. I unzipped and pulled my hard cock out of my trousers. It only took the slight pressure of my hand on the back of her neck to get her to put it in her mouth. 

She wrapped her lips around my throbbing meat and slid them down my swollen shaft. The pleasure was excruciating. I grabbed the back of her head and fucked my cock up into her mouth. Two minutes later I threw my head back, slammed my cock up between her lips and roared as a huge stream of hot cum splashed off the roof of her mouth. Cum continued to pump into her mouth until I was drained.

Jill sat up with her mouth closed and a trickle of cum dribbling from the corner. She looked at me like she wanted to spit it out but didn’t know where. I reached up, put my hand over her lips and squeezed her cheeks.

“Swallow,” I whispered.

She made a face and gulped. I suspected this was the first time she had ever swallowed cum. I took my hand away and caressed her cheek. I leaned over and kissed her lightly on the lips and then around to her ear where I shoved my tongue.

It didn’t take much coaxing to get her jeans off. I slid my head down between her legs and clamped my mouth over her dripping pussy. In less than a minute she bucked up into my mouth screaming at the top of her lungs and gushing all over my face. She told me no one had ever done that to her before so I ate her again. I pushed two fingers up her cunt and flicked my tongue across her clit. She came so hard she almost passed out.

Jill went into the bathroom and came out wearing a hotel robe and nothing underneath. I pulled out her dining room chair like a gentleman and slipped my hands around to open her robe and squeeze her soft tits. I quickly stripped and sat on the table in front of her with my cock swaying in her face. I guided her lips around my swollen girth.

“First a little appetizer before the main course.”

When I was good and hard I pulled Jill up on the table with me. Her robe dropped to the floor. Our lips pressed together with our mouths open and our tongues dancing against each other. She straddled me with her knees and guided my cock to her swollen peach. Jill moaned as my throbbing meat split open her cunt and pushed into her body. She had two strong orgasms before I blasted a huge load of cum into her pussy. 

I carried her back to the bedroom where I fucked her in every known position until she almost passed out from non-stop multiple orgasms. I finally blasted cum up her cunt while fucking her doggy style and squeezing her tits. I fucked her again before I took her back to the dorm at three in the morning. 

I handed Jill $200 and told her to buy a nice dress for our next date at an expensive restaurant two days later. After dinner I let her drive the car again, ate her pussy on the hood and fucked her from behind while she was bent over it. She had her usual series of multiple orgasms before I pulled out and asked her to suck my cock. This time when I came in her mouth she swallowed without hesitation. 

Back at the hotel we fucked all night long. The girl was insatiable and woke me every two hours or so. The next morning I tried to fuck her ass but she wouldn’t let me. Just as she was leaving I handed her the keys to the car and $500.

“Look, Jill, I’m leaving town for a week. I want you to look after my car. The money is for gas or whatever. If you don’t need it keep it for next time. I’ll see you in a week, okay?”

On our next date she let me fuck her in the ass. It was her first time so I was gentle. Once she figured it out she loved it. After several more dates, and a lot of expensive gifts, she let me do pretty much whatever I wanted wherever I wanted it. One night she even snuck me into the Kappa Gamma house where we fucked like animals with only a half wall separating us from Jenny.  

I told her I wanted to make a video of us having sex together. Jill was nervous about it, but I bought her a $300 dress that made her a lot less nervous. In fact she let me tape her receiving a face full of cum while wearing the dress. She had become a total slut. All because of money.

I was only seeing Jill once or twice a week when I was “in-town”. Danielle, on the other hand, stopped by the Penthouse almost every day. One night she even brought a girlfriend with her. She didn’t mind sharing and seemed to enjoy munching on a hot pussy as much as sucking cock. Ass fucking wasn’t a problem with her, nor was making videos. It didn’t cost me anything except the price of booze and an occasional dinner. 

The Lottery Ch. 02



It was time to take my theories about money and pussy to the next level. I went to an expensive dance club in town. I made sure the entrance was crowded when I pulled up for valet parking in my Porsche. The outfit I was wearing cost $800. I walked in like I owned the place and stepped up to the bar. It didn’t take long for a beautiful and absolutely striking blonde to step up beside me.

“You’re new here, aren’t you? My name’s Missy.”

I turned and scanned her body up and down, practically undressing her with my eyes. I threw down a shot of expensive bourbon and ordered another. I handed it to her.

“Want a drink?”

She looked into my eyes with a wicked grin and threw it down in a single gulp. I order two more shots and toasted her. We both threw our heads back and swallowed in a single gulp.

“Can you feel it? It starts about here and spreads through the body.”

I put my hand on her lower tummy and spread my fingers. My hand slid down until the tips of my fingers could feel the swell of her pussy mound through her black mini-skirt.

“I think we should have one more and then get out of here. I’m not much for dancing.”

“But… I don’t even know you’re name.”

The bartender brought us two more shots. I threw mine down while she watched with hers in hand. I handed the bartender a $100 Bill.

“Keep the change. You coming?”

I turned and walked towards the front entrance and gave the valet my ticket. I waited several minutes before the car came around the corner. I thought I had blown it with Missy. Just as I was getting in the driver’s seat she walked out the front door. She climbed in and I peeled off down the street. I quickly got out of town on an open road and let the Porsche show off its stuff. After a brief demonstration I pulled off to the side of the road.

“You want to drive or would you rather go back to my place and fuck?”

“Look… whoever you are. I don’t even know what I’m doing here. You’d better take me back.”

“Au contraire. You know exactly what you’re doing. You saw a good-looking guy with lots of money and went after him. Well here you are and here I am. I’m going to make it simple. I’m putting three hundred dollars right here under my cell phone. Now I’m going to drive you back. If you’d rather go to my place and fuck just pick up the money and keep it. If we have a good time I just might let you be one of my girlfriends, and I’m very generous with my girlfriends.”

I did a fast U-turn that threw her against the door and sped back towards the club. Missy sat there in silence but I could see from the corner of my eye that she was glancing down at the money. About halfway there she spoke.

“How many girlfriends do you have, anyway?”

“A few. Would you like to meet one? I could call and have her come over.”

“Would I have to spend the whole night? I could just leave after, right?”

“For three hundred dollars you have to suck my cock and let me fuck you. That’s all. We could be done in an hour, maybe two.”

We were almost back at the club. I slowed and was almost to a stop when she reached down and picked up the three Bills. I stepped on the gas and headed for the Roaring Brook Inn.

“Name’s Jason. You’re a very pretty girl Missy. I’m really glad you decided to come with me. I promise you won’t be disappointed.”

The suite was available. I paid in advance with cash and asked them to send up a bottle of their best champagne. Her mouth dropped open when she looked at the lavish furnishings. I put on some soft music and waited for the champagne and strawberries to arrive. I poured us each a glass and toasted her.

“To the good things in life.”

We both sipped. I put down my glass and sat back on the couch.

“You want to get it over with so I can take you back? Personally I’d like to stay and talk, dance a little, sip champagne, eat strawberries and, when the time is right, have wild, passionate, uninhibited sex. I’m in your hands… literally.”

“Just a second. I have to go to the bathroom.”

She returned several minutes later wearing a white terrycloth robe with the hotel emblem on the front. She sat next to me with her legs curled under her. We each had several glasses of champagne.

“I think I’m getting drunk. I better not have any more or you might take advantage of me. Well, I guess you paid for it. Does this make me a whore?”

“We’re all whores, Missy. We all have our price, and we all use sex and power to get what we want.”

She kissed me on the neck and dropped her hand to my lap. I slipped the robe off her shoulder exposing a perfect pear shaped breast. My mouth covered the nipple. I sucked it between my lips and teased it with my tongue. I pushed her back on the couch and continued kissing down her body. She spread her legs and lifted them exposing her well-trimmed pussy seeping with desire. She gasped as my mouth covered her swollen mound and my tongue flicked up and down the juicy crevice.

I sucked and slurped aggressively on her tasty peach. She humped her pussy up into my face and put her hands on the back of my head. I shoved two fingers up her cunt and sucked on her swollen clit. Her moans became louder and louder. She reached behind her head and grasped the arm of the couch. She screamed out. Her body jerked and bucked against my face. Juices gushed from her cunt and dripped down my chin.

I continued licking her clit and fingering her pussy causing wave after wave of orgasm to crash through her body. She pushed my head away and closed her legs when she couldn’t take it any more. I looked up at her heavy breathing. A sheen of cunt juice spread across my face.

“I know that wasn’t in our contract. It was a little advance bonus I wanted to give you for being so cooperative.”

Missy smiled at me. She sat up and straddled my lap letting the robe fall from her shoulders. She reached down and unbuckled my trousers.

“You know, Missy, I’m not sure once is going to be enough. Why don’t I just give you $500 for the whole night?”

“Make it $1000 and I’ll give you twenty-four hours.”

“You’re an expensive piece of ass. Make it $750.”

“Deal. You know, if you had played your cards right I might have fucked you for nothing. Maybe not on our first date but who knows.”

“I don’t like to wait. Besides, this way is more honest.”

She smiled at me and unbuttoned my shirt while I slipped off my trousers and shoes. She lost the robe. We were both naked. She lifted up on her knees and guided my swollen cock to the dripping lips of her cunt. She rubbed it back and forth until the head slotted itself in her opening.

“You have a nice cock. I can’t wait to suck it. But first I want to stuff it in my pussy.”

She quickly impaled herself. I could feel the searing heat from her pussy wrap around me as she lowered herself.

“You know, Jason, I kind of like being a whore. It turns me on to fuck for money. I could make a habit out of this.”

“Just don’t forget who gave you your start.”

She proceeded to ride me like a woman possessed, screaming obscenities as she bounced up and down on my throbbing cock. I sucked and pinched her nipples and even pushed a finger up her ass. Her orgasms hit one after another. I picked her up and staggered to the bedroom fucking her standing up. We bounced off the coffee table, the wall and the door leading to the bedroom before falling onto the bed.

I fucked her from on top slamming my cock repeatedly straight down into her pussy. I rolled her over and fucked her dog style. Her orgasms were non-stop. She had her head buried in the pillow trying to muffle her screams when I felt my own explosion building. I looked down between her creamy rounded cheeks and watched my slimy cock slide in and out of her tight cunt.

I grabbed her hips and slammed into her harder and faster. My head started spinning. My cock swelled and my balls shrunk. I cried out as I buried my cock deep in her gut. Cum exploded into her pussy in a steady stream. I continue to fuck her and fill her with streams and streams of cum until it was dripping from her cunt. I collapsed onto her back, spent and drained, with my cock still inside her seeping pussy.

Missy rolled me off her and immediately swallowed my cum-drenched cock into her mouth. She licked the juices from around my balls and in my pubic hair. She climbed on top of my and slipped my cock back up her cum-filled cunt. Missy slowly lifted off me letting cum drip from her pussy all over my cock and balls. She licked up the mess with her tongue and took me back into her mouth until I was fully erect.

“That was freebie. Now let me show you how a $750 whore sucks cock.”

She gave me an incredible blowjob, taking me deep in her throat, licking my balls, teasing my sensitive head with her tongue and even licking my ass while jerking me off. She had me stand and sucked me while kneeling on the floor and looking up at me with her big blue eyes. She rubbed her pussy to orgasm.

Next Missy got on her back and tilted her head over the side of the bed while I fucked her throat. She played with her pussy and tits. Saliva ran down her forehead and into her hair. She had another powerful orgasm. She must have sucked my cock for a good twenty minutes. I fucked her tits while she gave her jaw a break. Filth spewed from her mouth.

“Oh baby I love your fucking cock. I like the way it slides between my tits and makes my nipples want to explode. I love it in my mouth and in my throat. When I feel the hard flesh against my tongue and cheeks my pussy wants to explode. Oh god. Get up here and fuck my mouth. I want to taste your cum and feel it squirt all over my tongue and down my throat. Cum in my mouth, Jason… please…”

That did it for me. I climbed up over her face and shoved my cock between her lips. She wrapped her hand around it and jerked me off as I fucked it in and out of her mouth. She worked the sensitive head with her lips and tongue. I looked down and saw her eyes smiling up at me. She knew I was close. She nodded her head letting me know she wanted my cum. I couldn’t hold back. I tried to slam into her mouth but her hand only allowed a few inches between her lips. 

My cock swelled. I grunted. Missy pressed her fingers against my scrotum. Cum gushed from my cock into her mouth. She moved her hand up and down my shaft and rubbed her fingers across my scrotum until every last drop had been drained from my balls. She let go with her hand. My cock slid deeper into her cum filled mouth and pushed into her throat. She held me there sucking until I went limp. I fell from her mouth. Missy sat up with her lips open and let cum drool down her chin and over her tits. She closed her mouth and swallowed the rest.

“Mmmmmmm… tasty. What’s next, stud.”

I pushed a strawberry up her cunt, and proceeded to eat her pussy again. We fucked and fucked and sucked and sucked. In the shower she let me fuck her in the ass, but not until I agreed to pay her another $200. We slept until late morning and fucked some more until it was time to take her back to her car. She scrawled her number on the back of a card and handed it to me.

“You can fuck me anytime, Jason. You know the price.”

I never called. Three weeks later I found her in the same nightclub and told her she could be one of my girlfriends. After a few drinks we went back to her place. Money was never discussed but I left $300 on the dresser when I left the next morning.

I experimented with a number of different approaches to using my newfound wealth over the next few weeks. I learned that there were a few women out there with scruples, but not many. It was more a matter of approach. I had to pick the right bait, get them hooked and then reel them in. I didn’t have much patience for the “wine and dine then maybe on the second date” types. I wanted immediate results.

It took me three tries and $200 at a sleazy dive near campus to get a blowjob under the bar from a sophomore history major named Susan. She swallowed every drop of cum and washed it down with a beer. It only cost me a few more beers and a cheap dinner to get her back to my place and into the sack. I called Danielle who was happy to join us for a marathon all night three-way. 

A few days later I met a blond freshman with big tits named Mary who drooled at my wad of $100 Bills when I paid for drinks at the same bar. She had gone to an all-girls Catholic School and was ready to rebel against her strict upbringing. Mary was the perfect target – young, adventurous and short of cash. I kept feeding her drinks until she was feeling a little tipsy. 

We got on the topic of dares. She told me she once peed during mass on a dare while kneeling in prayer. I told her I masturbated in my young hot-looking History teacher’s ham sandwich on a dare. She admitted masturbating at confession while explaining how she had let a boy finger her pussy. We kept one upping each other until I decided to give her e real dare.

“Tell you what Mary, I’ll give you twenty bucks to go up to the bartender and flash your tits. How about it?”

She giggled and put her hands over her face.

“Noooo. Not here. But I’d get naked for you in private. We could go to my dorm. My roommate’s at class.”

“Would you let me feel your tits? How about I give you $40 and you let me feel your pussy.”

“I don’t know. Now you’re getting nasty. That’s different than looking. I’d play with my pussy in front of you for $40.”

I put a $100 bill on the table. I let her stare at it for a few seconds.

“You can have it if you let me fuck you.”

She looked at the $100, looked at me and looked back at the $100 bill. I reached down to pull it away. Her hand beat me to it. I looked at her as I took out another $50 bill and put it on the table.

“I have a friend. You get another $50 if you do him first while you suck my cock.”

She looked down and bit her lower lip. She looked like she was going to cry. I threw another $150 on the table and asked her what she would do for $300.

“For $300 I’ll do you and two other guys. You get one hour.”

“Three guys and two hours or the whole deal is off.”

She thought about it for a few seconds and made up her mind. She looked right at me with a determined face.

“$600 and six guys. You get two hours. No ass fucking.”

For another $400 she agreed to anal and DP, and to receiving one cum bath. She had never done anal before and said she deserved the right to change her mind if it hurt too much. I agreed when she let me tape the session. I called five more than willing males from my former dorm.

We decided a motel room would be safest. We got right down to business and stripped naked. We formed a circle around her. She dropped to her knees and sucked each cock in succession while jerking off another. She may have been repressed, but somewhere along the line she learned to suck cock like a pro. One person would tape while the rest of us were getting sucked. After a while we would switch.

We were all throbbing hard. I told the other guys not to cum until we were ready to do it together. Some of them had to pull away before they unloaded. A couple of the guys wanted to eat her pussy before we fucked her. She got up onto the bed as we each to turns licking her cunt. We also kept at least one cock in her mouth, although she had a hard time keeping it there between her screams and moans. Several of us fucked her big tits while her pussy was being sucked. 

When it was my turn to eat her pussy I shoved a finger up her ass. It took her a while to relax, but when she did I shoved a second finger in her ass. She lost all control when I bit down on her clit with two fingers up her butt.

Next we took turns fucking her dog style. We always kept a cock in her mouth but again she had a hard time between her gasps and moans. Several of the guys shoved thumbs and fingers up her ass. This seemed to make her even crazier. I couldn’t tell if she ever had an orgasm or if she was in a steady state of orgasm.

We were ready to cum all over her. Mary got back on her knees and sucked our cocks in turn. It didn’t take long before the first cock splashed a stream of cum off her forehead. It dribbled over her nose and chin. A second cock splattered the side of her face while the first one was still shooting cum. Mark, who also had the biggest cock, sprayed stream after stream after stream of hot cum all over her face and into her mouth and hair. I shot most of my load onto her tongue and open mouth. One of the guys covered her tits in cock cream.

When we were done she looked like a professional cum slut. There was hardly a spot on her face that wasn’t covered in cock cream.  It drooled out of her mouth and dripped from her chin onto her tits. The video camera never stopped rolling. I took her hand and led her into the bathroom so she could see herself in the mirror. I pressed up behind her and fingered her pussy. She came hard and gushed all over my fingers.

My cock had grown hard again and was wedged in the crack of her ass. I decided it was time to take her anal cherry. I grabbed the hand lotion and rubbed it all over her asshole and shoved two fingers up inside her. I twisted them around inside her and poured lotion all over my cock. Mary tilted her ass in the air. I pressed the tip of my cock against her sphincter and pushed.

“Oh… oh… oh god… oh… oh shit… uh…uh…uh… mmmmpppphhhh…”

My cock pushed into her dark passage and continued to burrow deeper and deeper. I decided it was best to get my cock buried quickly and then let her adjust. I began fucking her ass. I turned her towards Mark who stepped up and shoved a cock up her pussy. She went nuts.

We carried her back to the bed and took turns fucking her pussy and ass. Once again Mary was screaming and moaning from the constant hammering. She was taking three and four of us at the same time, always with a cock in her pussy and ass. We dumped a ton of cum into each of her holes. Several of the guys came a third time before the two hours ended.

I drove her back to the dorm and told her to call if she ever wanted to do it again, only this time the price would be $400. Two weeks later she called. The week after she did it for $200. She was addicted to cock and would have done it for free, but I wasn’t going to push her that far. So much for her repressed upbringing. 



The Lottery Ch. 03



3: Sweet Revenge

So far my theories about money and sex had proven correct. Everyone had a price. I was getting more quality pussy than I had ever had in my life. I decided it was time to put my theories about money and sex to the ultimate test with a married woman. All I had to do was find a juicy target.

One afternoon I saw the wife of my English Professor sitting in his office. Professor Radcliff thought he was god's gift to the literary world. He hated me personally because of my smart-ass attitude and for skipping classes. His wife was a beautiful brunette with nice tits and a great ass. She looked to be in her early thirties, at least fifteen years younger than the professor. 

I had my target. The revenge aspect of this conquest was going to make it particularly satisfying. I was sure that there was a way to use my newfound wealth to find a way into her panties. 

I followed her to the mall. She was driving a used Chevy. I watched her window-shop in a few exclusive stores and even try on some expensive blouses and an evening dress. She finally ended up in a budget shoe store where she bought a pair that looked expensive.

The Professor obviously couldn't afford the finer things in life on his salary. His wife, on the other hand, was a consumer of the finer things. I had my bait. When she came out I accidentally "bumped" into her.

"Excuse me. I'm so sorry."

"That's okay. I'm fine thank you." 

She had a beautiful smile and big brown eyes. I stared at her long and hard like I was searching for something.

"I know you, don't I? You're Mrs. Radcliff. Professor Radcliff's wife."

She acknowledged who she was but was struggling to place me. I helped her out of her predicament.

"Oh. I'm Parker Bowman. We met at the President's reception last fall. You wouldn't remember me, but I never forget a pretty face. My father made a large donation to help build a new Library and has turned the project over to me."

"Of course. Please call me Jessica."

I knew that a Bowman family was building the library. I talked her into a cup of coffee. She admitted that she liked to shop for things she couldn't afford. I told her my family had too much money and insisted on buying her a nice dress. She tried to say no but I stuffed $300 into her purse. 

"Mrs. Radcliff… Jessica… you can give it to charity or buy a nice dress. I certainly don't need it. I've enjoyed our conversation and hope to see you soon."

I watched her go back to the first store and buy the evening dress she had been eyeing. She had taken the bait. All I needed was to set the hook and reel her in. 

I made a habit to "run into her" at a nearby coffee shop she frequented. Our meetings became a daily routine. Occasionally I would bring gifts like jewelry and handbags. At first she felt guilty about accepting them but I insisted. She never left them behind. 

I stopped showing up at the coffee shop for a few days but watched from across the street. She never missed a day and stayed longer than usual waiting for me. When I finally showed several days later, a huge smile spread across her face.

"I was out of town for a few days on family business. I'd be lying to say I didn't miss our morning coffee clutches, but I have a better idea. I'd like to take you shopping. Come on… humor me. I'll even let you drive the Porsche."

She had always been impressed with the Porsche and occasionally I had given her a ride somewhere. I could see the excitement in her eyes when I told her she could drive. She started to object, but I handed her the keys and walked out the door. She followed.

She enjoyed trying on expensive clothes almost as much as she did buying them. I acted as her audience when she came out to model the various outfits. Occasionally I would pick out a sexy outfit and she would strut around swaying her hips and ass in a sexual manner. 

We walked by Victoria's Secrets. I insisted she buy some sexy undergarments to go with her outfits. She bought a nightie, several pair of thongs and some flimsy low-cut bras. She showed them to me with a wicked grin on her face.

"Wow, Jessica, you can't imagine the naughty images going through my mind of how sexy you would look wearing these." 

I could see she was frowning but she didn't say anything. 

"Look, I can fantasize can't I? You are very beautiful. But I have a better proposition. Why don't we go back to my suite for lunch?" 

She smiled and agreed to lunch. I had champagne put on ice and kept her glass filled as we dined on oysters, caviar and lobster. After lunch I put on some music and spread out the items from Victoria's Secrets on the coffee table. I picked up a skimpy red silk nightie with thong underpants that snapped in the crotch.

"Just one outfit? Don't I deserve just one? I'll buy you a new pair of shoes. Come on Jessica. I'm just going to look. I'll buy you two pair of shoes."

Between the champagne and the shoes, Jessica finally relented. She grabbed the nightie and panties and disappeared into the bathroom. My jaw dropped when she came out. 

The hem was cut just below her pussy. The silk hugged her full hips and ample breasts. Her dark areolas could be seen through the thin material. Two erect nipples poked out. The long dark hair fell down over her shoulders. 

Jessica turned around so I could barely see the cheeks of her naked ass just below the hem of the silk nightie. She turned back to me only a few feet away. I sensed she was getting aroused as my eyes scanned her body.

"You are the most sensuous woman I have ever seen. I don't suppose you would be willing to model these? I'll buy you a new evening gown."

I held up a skimpy red thong and a matching bra. Jessica hesitated a second, then grabbed them from my hand and disappeared back into the bathroom. The thong barely covered her pussy. Her hard nipples were visible through the bra. I looked into her eyes and saw a mixture of fear and excitement.

"Turn around," I ordered.

Jessica complied without hesitation. I gazed at the perfectly formed spheres of her creamy ass cheeks. My cock was practically ripping out the front of my pants. I moved forward and put my hands on her hips. My lips moved to her ear, kissing and licking the lobe.

"You should leave, Jessica," I whispered, "Because I want more than just to look. I'll pay you."

My hand slid around to her lower tummy as my tongue pushed into her ear. My bulging cock pressed into her ass cheeks. My other hand slid up her side and cupped her left tit.

"You're going to have to tell me to stop, Jessica. Is that what you want?"

"No… I mean yes… oh god…"

I shoved my hand into the tiny patch of material covering her pussy. She was already dripping wet. My fingertip found the nub of her clit and rubbed it in circles.

"Was that a yes or a no, Jessica? It really doesn't matter anymore. I'm not going to stop anyway. And you're going to make a lot of money."

I sunk my teeth gently into the side of her neck and shoved two fingers up her cunt. My other hand went under her bra. I pinched her hard nipple between my thumb and forefinger. Jessica gasped.

"No… no… we shouldn't… ooohhhh… oh god… no…"

"I'm going to fuck you, Jessica. Put your hands against the wall."

"Oh god… no… no, we shouldn't… please… I'm married… oh god…"

I stepped back and quickly pulled off my trousers. My engorged cock sprung free. Before I had a chance to move back to Jessica, she turned to face me.

"I… I can't let you fuck me. I'm sorry. I just can't."

I could see that I had pushed her too far too fast. I decided to back off a little. I knew she was turned on from the juices pouring out of her pussy. I also noticed her quick glance at my hard cock.

"I understand. But… uh… Jessica, seeing you like this has made me, well… you can see for yourself. I know you don't want to cheat on your husband but… god I even hate to ask this… but would you consider giving me a blowjob. I mean it's not really cheating. It's more like kissing and touching. I'll give you $500."

I could see the confused look in her eyes. She was thinking. I put my hands on her shoulders and pushed down. There was little resistance as she squatted in front of me. Resigned to her fate and the promise of $500, Jessica wrapped her hand around my cock and slipped the swollen head between her lips. She slipped a hand into her thong and fingered her pussy at the same time. 

Her soft lips gripped my meaty shaft and slid down its length. Her wet tongue licked and probed the sensitive ridges and veins sending flashes of pleasure through my body. She knew how to suck a cock and wasn't holding anything back. She wasn't doing it just for the money. She loved what she was doing.

Jessica was on fire. She attacked my cock aggressively. Saliva drooled from her lips and coated my balls as her head bobbed rapidly up and down on my shaft. The swollen head of my cock pushed into her throat each time her mouth engulfed it.

Jessica's moans and gasps let me know she was quickly approaching an orgasm of her own. I could hear her fingers squishing around in her pussy. My own head was spinning as my balls quickly filled with cum. I grabbed her head and repeatedly slammed my cock harder and faster between her drooling lips.

Jessica's orgasm hit with a powerful force. She squeezed her legs together around her thrusting fingers. She put her other hand on my stomach and dug her fingernails into the flesh. I held her head tightly to my cock causing a series of muffled but desperate moans to escape from her throat.

Looking down at Jessica squirming in orgasm with my cock still buried between her lips was all it took to send me over the edge. My fingers dug into her hair as I thrust hard. A powerful jet of cum splashed against the back of her throat. I held her head tightly and unleashed another stream of hot cream into her mouth.

Jessica was already struggling to breath from her own orgasm. When cum started pouring into her mouth her moans and gasps became more desperate. Cum poured from her lips and dripped from her chin. She finally freed her mouth from my cock before I was finished. Cum splashed into her eyes and over her nose. Another blast landed in her hair and on her ear.

Jessica fell back against the wall completely drained. I stood over her with cum still dripping from the end of my cock. She was a mess. Besides her face, cum had dribbled down over her tits and into her bra. There were also splotches of cum on her thighs. The crotch of her thong was drenched with cunt juice.

After catching her breath, Jessica looked up at me with a guilty face and scrambled into the bathroom. About ten minutes later she came out fully dressed and cleaned. She picked up the $500 I put on the table and stuffed it in her purse. 

I wasn't quite ready to let her go. I stood in front of the door. Jessica walked up to me and lifted her eyes. She looked like a little kid that had just raided the cookie jar. 

"I just… um… look… I'd better go."

"Don't feel guilty, Jessica. Your husband can't give you what you need. I'm happy to buy you the things he can't afford. It pleasures me to do so."

I made no effort to move. Jessica forced a smile.

"I know. I really do appreciate it and… um… I don't regret being with you, but… well I really should go. Really."

"That's too bad, Jessica because I really value our friendship."

I took out two $500 bills. I held them up so she could see.

"I know it's not about money, Jessica, but that is the only way I know to show how I feel. Why don't you stay a little longer so we can talk about it."

I moved even closer until our bodies were almost touching. Jessica didn't budge. Her eyes glanced at the bills. She looked back at me almost pleading for me to stop tempting her. The final barrier to resistance was about to crumble. All it needed was a little push.

"These are yours. All you have to do is take them. And there is more. You see, Jessica, I really do value our friendship."

I moved my hand to her left breast. After squeezing it and tweaking her nipple, I slid my hand down her side and over her tummy until my fingers pressed against her pussy through her jeans. My other hand still held the money up in front of her face. She never moved.

"Go on, Jessica… take it. Don't be afraid."

Tears welled up in her eyes. A drop ran down her cheek. I shoved my hand down inside the front of her jeans. My fingers pushed through the curly hair covering her pussy mound. My middle finger found her juicy slit and slowly traced its length before pressing against her clit.

"Take it, Jessica. You deserve it. We can help each other. That's what friends do, Jessica. You just have to show me you want it. You just have to take the money."

I lowered the bills to her hand. Her fingers curled around them. Tears were streaming down both cheeks. She had just become my whore. My revenge was almost complete. I picked her up and carried her into the bedroom. She didn't resist. She knew I was going to fuck her, and she was going to let me.

I put her on the bed and slowly undressed her beginning with the blouse and bra. I spent several minutes sucking her nipples and squeezing her tits before I removed her jeans. She lifted her hips from the bed to make it easier to remove her panties. I spent a few moments admiring her naked body.

"Play with yourself, Jessica. I want to see how you masturbate when your husband is not around to satisfy you. Just pretend I'm not here."

She moved one hand between her legs and the other to her tits. Her middle finger parted her pussy lips and quickly found her clit. She closed her eyes and squirmed against her probing fingers. Occasionally she would dip two fingers into her cunt and fucked herself before moving back to her clit.

"Roll over onto your stomach. I want to look at your ass while you masturbate. Do you mind if I take out my cock while I watch?"

It was a rhetorical question. Jessica rolled over and tilted the perfect spheres of her ass in the air exposing her juicy pussy folded open between her creamy cheeks. Her fingers quickly found the pink petals and swollen clit. I wrapped my hand around my throbbing manhood and stroked.

Jessica's ass moved up and down and in circles as her fingers poked, probed, rubbed and massaged her pretty little pussy. Beads of cunt juice formed on her pussy lips and coated her fingers. Gasps and moans of pleasure escaped from her throat. It was the hottest thing I had ever seen. My balls quickly filled with cum. I stepped closer to the bed.

"Get up on your knees."

Jessica did as she was ordered without hesitation. Her fingers frantically stroked and probed her pussy. Her tits hung down from her chest and swayed back and forth. Her ass rotated up and down on her fingers that pumped in and out of her cunt. Pussy juice was everywhere.

I stepped up until my cock was only inches from her ass. I pumped harder and faster. Jessica's moans and gasps were louder and more desperate. I couldn't hold back anymore.

"Oh fuck… I'm going to cum. I'm going to shoot my cum all over your pussy and ass… oh god… oh fuck…"

"Yes… yes… cum on me… oh god… ooohhhhh…"

A steady stream of hot cum blasted against her asshole and dripped down over her pussy and fingers. A second shot went up the crack of her ass and onto her back. A third stream hit her pussy right where her fingers were buried.

Jessica buried two fingers deep in her pussy and screamed. Her body tensed and then shook. A flood of cunt juice gushed onto the bed. Her fingers kept digging into her pussy until she screamed again releasing another gush of cunt juice. Her drenched fingers fell from her pussy. She stayed there on her knees with her head on the bed as she struggled to catch her breath.

My cock was still hard as I gazed at Jessica's hot pussy hanging between her two perfectly rounded ass cheeks. It was dripping with cum and cunt juice. I pressed the swollen head between the open petals and pushed. My throbbing cock easily slid deep inside her quivering cunt.

I grabbed her hips and fucked her hard and deep. My balls slapped wetly against her clit each time I buried my swollen meat. Jessica was up on all fours pushing back onto me and trying to drive my cock deeper into her body. She squealed and shrieked each time I bottomed out inside her.

"Fuck me… oh god yes… ooooohhhhhh… shove you cock in my pussy… mmmppphhhh… harder… oh fuck… aaaahhhhhh…"

My thumb found her asshole and rubbed the hard little nub. My other hand grabbed her hair and pulled her head back. She became louder and more desperate. Her body stiffened as another orgasm surged through her cunt. Pussy juice dripped from my balls and streamed down her thighs.

I pulled out and rolled her onto her back. I draped her feet over my shoulders and slid my cock back into her cunt. From this angle I could easily see my cock slide in and out of her hot pussy. Her hard little clit poked up from the top of the opening. I fucked her slowly and deliberately while enjoying the view.

My thumb found her clit and rubbed it in a circle. She looked up at me with fire in her eyes. I pounded my cock into her cunt faster and faster. Her breathing became erratic. Jessica moved her hands to her nipples and tugged on the hard tips. She arched her back and erupted in another gushing orgasm.

"AAAAHHHHH… UUUNNNGGGHHH… OH FUUUUUCK… OOOHHHHH…"

I rolled her legs back by her shoulders, climbed up over her body and rammed my cock straight down into her cunt. I pounded into her body recklessly, going faster and faster. Her shrieks and screams were non-stop. I could feel her pussy clenching my cock as it moved in and out of her body.

My balls slapped wetly against her ass as they filled with cum. I pushed into her as deep as I could go. My cock swelled. My head became light. Cum erupted into her boiling cunt. I pulled out and slammed back into her releasing another blast of cum, then again and again.

Jessica's fingers clawed at my back and her heels dug into my ass as her own orgasm peaked. Cunt juice mixed with cum leaked from her pussy and dripped down my balls. I finally collapsed with my cock still buried inside her twitching cunt. 

Juices continued to flow out of her body and soak the bedspread below as I stayed buried inside her cunt. When I finally pulled out the rest of our juices poured out in a big gush. I climbed up Jessica's body and dangled my cock in her face. She eagerly licked me clean.

I gave Jessica an extra $500 and asked if she could come back the next day at 10 AM. That was when I was supposed to be in her husband's class. Jessica didn't say a word. She just stuffed the money in her purse and nodded acknowledgement. She seemed just as upset about how much she had enjoyed the sex as she was over having become a whore.

The next day we sucked each other and fucked the entire hour until class had ended. I took particular pleasure in knowing that while Professor Radcliff was lecturing about the love poems of Yeats, and likely fuming that I had skipped class after having been warned sternly not to miss another one, I was plowing my cock into his wife's mouth and pussy.

I was sure that Jessica had become as dependent on the sex as she was on the money that went with it. The Professor could not possibly have been keeping her satisfied. She couldn't get enough of my cock and always had several really strong orgasms during our fuck sessions. 

I stopped giving her money but she still would come by on a regular basis. An occasional gift or taking her shopping seemed to suffice. Our sex became wilder and more daring. We did it on the floor, in the car, up against a tree, in the hotel hot tub and many other spontaneous places. Sometimes I would sneak into the store dressing room and fuck her in a new outfit. 

My revenge was almost complete but I still had one more territory to conquer. My cock had never ventured up Mrs. Radcliff's ass, and I hadn't fucked her in the same bed where she slept with the Professor. I knew if I asked the answer would likely be no on both counts, so I needed to use my powers of persuasion coupled with lots of cash.




The Lottery Ch. 03



Once again I disappeared for a week. She looked for me at the hotel and coffee shop but I wasn't there. I waited until the morning of my final exam with Professor Radcliff and rang the doorbell of her house. She answered in her robe, surprised but not at all unhappy to see me.

"Hello stranger. Where have you been?"

I didn't respond. Instead I slammed her up against the wall and shoved a hand between her legs. He pussy was already wet. My lips pressed against hers. I shoved my tongue into her mouth. Jessica fumbled with my zipper and finally freed my cock. I lifted her off the ground and plunged my swollen meat into her hot cunt.

We banged off the walls and knocked over pots and pans as I stumbled through the kitchen. I finally fell down in a chair with Jessica still impaled on my cock. She repeatedly lifted up and slammed down on my cock. He gasps and moans became louder. I pressed my finger against her ass. She came hard.

I ripped the robe from her body, bent Jessica over the sink and rammed my cock back up her cunt. My hands crushed her tits. We fucked like animals, reckless and out of control. Her screams filled the house. 

I grabbed her hair and pulled her head back. I rubbed my thumb over her asshole and pressed until she opened. My thumb pushed deeper. I continued to hammer her pussy with my cock. I pulled her head back further and shoved my tongue into her ear.

"I want to fuck you in the ass… up in your bed."

It took a few seconds for the words to register. My thumb continued to dig around in her asshole.

"No… no… please… not there… not in the… the ass…"

I slowed the pace of fucking so that my cock was barely moving in and out of her pussy. My thumb pushed deeper into her ass.

"Would $1000 change you mind."

She didn't answer. I continue fucking her in long slow strokes. My thumb was now fucking her ass in short stroked the matched the movement of my cock.

"I'm going up to the bedroom. There will be two thousand dollars on your bedside stand. You have two minutes to decide."

I pulled my cock from her cunt and my thumb from her ass. I grabbed a bottle of cooking oil and headed upstairs. I put the money on the bedside stand, pulled back the covers, stripped naked and waited. Jessica showed up in the doorway a minute later.

"I… I've never done it that way. I don't want you to hurt me."

I gave her a reassuring smile and patted the bed beside me.  She snuggled up close. We kissed and touched. I gently probed her ass with my fingers, slipping the tip of one inside.

"You're going to love it, Jessica. Roll over on your stomach."

I lathered up my fingers with the cooking oil and let some dribble down the crack of her ass. I inserted one finger all the way to the knuckle, twisting and turning to loosen her for my cock. I put in a second finger. She jumped a little, but soon relaxed and let me open her wider.

"Good girl. Do you think you're ready for my cock?"

She nodded her head tentatively. I rubbed oil over my cock and moved in behind her. I slipped my cock between her cheeks and rubbed it up and down her crack. I kissed her ear and the back of her neck.

"Just relax and let it happen."

I guided the tip of my cock to her tight sphincter, applying steady pressure to her ass until I could feel it begin to open. I stopped pushing and held it there. I shoved my tongue in her ear and caressed her tits until I could feel her relax. That's when I pushed hard.

Jessica cried out and tightened her sphincter around my cock that was now half buried up her asshole. I pulled out and then slowly pushed back inside her. Once again she slowly relaxed. This time I warned her.

"I'm going all the way in now… just relax."

I shoved hard and felt my cock slide deep into her dark passage. She tensed at first but quickly relaxed. I moved my cock back and forth in small strokes. When I sensed she was ready I increased the size of the strokes until I was fucking the entire length of my cock in and out of her ass.

Jessica raised her ass in the air to give me better access. My cock went faster and deeper. I shoved a hand under her body so I could rub her clit. Her breathing became more erratic, turning into a series of gasps and moans. Dirty words spewed from her mouth.

"Fuck my ass, baby… oh god yes… fuck me… shove it up my ass… harder… aaaahhhhhhhhh…"

I rolled her over, push her legs back and rammed my cock back into her ass. Jessica moved a hand to her pussy and rubbed her clit. I crushed her tits with my hands. Her wild eyes looked up at me as filth continued to spill from her mouth. My cock drove repeatedly into her ass with deep hard thrusts.

Jessica dug her fingers deep into her pussy. She arched her back and bit her lip. A loud scream escaped from her throat as her orgasm hit hard. Cunt juice squirted from her pussy. Her fingernails dug into my chest.

I drove my cock deep into her ass again and again. A second wave of orgasm surged through Jessica's body. My cock swelled inside her. A huge explosion of cum erupted from the tip of my cock and filled her bowels. This was followed by a second, third and fourth explosion. Just as I thought I was finished another explosion of cum erupted from my cock.

I kissed her hard on the lips with my cock still buried in her ass. We kissed for several minutes before I finally pulled out. I could feel the flow of cum from her ass wash across my cock before soaking into the sheets. She looked up at me with satisfied eyes and giggled.

"I guess I'll have to change the sheet before my husband comes home."

I thought of Professor Radcliff fuming that I had not shown for the exam. While he was sitting in the classroom I was lying in his bed having just fucked his wife in the ass. The thought of him climbing between the sheets with my cum stains all over them was too tempting to resist.

"I know this sounds crazy, Jessica, but it would be worth a lot to me if you didn't change the sheets. There is something exciting about the thought you sleeping next to him on the same sheets where we fucked."

"And exactly how much would it be worth to you?"

"Would another $1000 do it? Of course for that I would expect to spend some more time with you helping prepare the sheets properly."

"Two thousand, but that includes having me any way you want until my husband comes home at five."

We showered where I fucked her in the ass again. We stayed in bed most of the day fucking and sucking. I came in her pussy three times and we both watched as cum and cunt juice flooded onto the sheets. When Jessica went to pee I took the Professor's pillow and rubbed it with cum and pussy juice from my cock. 

Before I left I fucked her in the ass one last time. Sweat was dripping from my face when I finally dumped a fifth load of cum into her body. Jessica stayed on her hands and knees so I could watch it drip down over her pussy and onto the bed. My revenge was complete.