A Buck A Fuck (M+F, blackmail, oral, anal, lesbian, interracial)

By

 Dark Helmet

Teresa Brown hurriedly gathered up the folders on the Simpson’s account and headed down the hall to the CEO’s office, Mr. Jameson.  She had worked at Jameson’s Accounting firm for nearly six months now after graduating from college and felt lucky to get such a big assignment right away.  Most of her friends who graduated with her were stuck doing tax returns or other lesser accounts for smaller firms.  Teresa smiled to herself knowing her hard work in college was paying off.  Her salary was at least twice as high as others she graduated with and Jameson’s Accounting was the most prestigious firm in town to work for.  She also knew her good looks had helped her land the job as well.  Standing 5’8” tall and weighing 115 pounds, she had the body of a model.  Her breasts were 34B cup, but firm with light brown nipples.  Daily exercise kept her body form and her belly flat. Her light brown hair was mid-back length and she had a flawless complexion.  Although sexually active with several boyfriends during her years in college, she had decided to not marry yet.  Teresa wanted to establish herself with a good job and have all her student loans paid off before getting settled in a permanent relationship.  She felt fortunate to be successfully employed and knew she would be able to rise to higher positions with her current accounting firm.   Teresa straightened her navy blue skirt and white blouse before knocking on the door of Tom Jameson’s office.

“Come in”, said Tom Jameson.  In his mid 40’s, Tom had the body of a man half his age.  A rigorous daily exercise program kept him physically fit with a muscle tone of a weight lifter.  He kept his hair cut short in a crew cut, with just a few gray hairs visible.  The son of the firms owner, he conducted most of the daily business while his father attended the quarterly board meetings.  Nothing at Jameson’s Accounting Firm slipped by Tom Jameson, and he was able to double the firm’s income in only three years.  

Teresa opened the door and stood in front of the huge mahogany desk.  The room was impeccable and the furnishings and decorations complemented each other. The view from the window was breathtaking.  Overlooking the ocean bay, several sailboats were visible as well as the private company marina.  Often clients were taken out for deep sea fishing trips on the company yacht and rumors of the parties on board told of elegance and extravagance.  

“Sir, you wanted to see me?” asked Teresa.

“Yes, please sit down, Ms. Brown,” said Tom.  Noting her attractive figure and clothing, he was glad her personally had recommended hiring her six months ago.  She did graduate in the top ten in her accounting class, but he also felt hiring a woman with a good figure was equally important.  

“Sir, I brought the Simpson’s file, and you can call me Teresa, if you’d like,” smiled Teresa.

“Thank you, Teresa”, began Tom.  “As you may know, I personally review many of our priority accounts to ensure customers are getting the highest quality service we can provide.  I also only hire the brightest accountants and pay them well in order to keep their talent.  I selected your application out of over three hundred and also selected you for the Simpson’s account.”

Teresa beamed.  She knew competition for employment at Jameson’s Accounting Firm was tough, but she didn’t realize just how hard it was to get a position here.  Also, her being assigned a big account right away was a big bonus.

“The reason I asked you in here today is I discovered some irregularities in the figures you provided on the account.  Some serious errors,” said Tom.  His mood was turning dark as he continued.

“If you will turn to page 53, you will see machinery amortization for last year listed as 14.7 million dollars.  Now turn to page 67, line 8.  Capital gains for this period is listed as 23.5 million dollars,” continued Tom.

Teresa followed along with here copy of the file, but still didn’t see any errors in her accounting.  Everything looked correct.  

“Now, if you run the figures against Table G-1, in IRS Publication 1345-12, you will see your error,” stated Tom.  “I think you will see the mistake was quite costly.”

Quickly scanning the IRS information and the report she filed, the error didn’t stand out to her.  She had so carefully worked on the account; it didn’t seem possible to have had an error.

Sensing her confusion, Tom said,” You used last years tax data from the IRS.  The filing requirements changed this year in March.”

“It changed in March?” questioned Teresa.  “But I had submitted the paperwork in late February.”

“That doesn’t matter, it still looks like tax evasion to the IRS,” said Tom.  “Tax evasion to the tune of $200,000.”

“Oh my god!  But, surely they will understand the mistake.  That’s all it was; an honest mistake,” pleaded Teresa.  She knew that she should have checked for any new tax guidance from the IRS, but she had already completed the filing and didn’t think any new regulations would apply until the next year.

“What are we going to do?” asked Teresa, now quite upset at the error.

“Well,” began Tom, “we are going to have to pay the penalty for our customer.  It is the policy at Jameson’s Accounting Firm that any errors committed by this firm on our customer’s account is paid by the firm.  And your error is going to cost me about $200,000 out of my pocket.”

“Sir, I…I…don’t know what to say,” stammered Teresa.  “Is there anything I can do to help?”

“Yes there is, you can pay up the $200,000 dollars you cost me,” demanded Tom.

“I can’t afford that!” wailed Teresa.  “Maybe I can take a deduction on my pay, but that would take forever to pay back.”

“Fine,” said Tom, matter-of-factly.  “I will notify the IRS and the police of your attempt to embezzle funds from my client’s account for your personal gain.  I believe tax fraud and embezzlement carry about a 10-15 year sentence.”

The blood ran from Teresa’s face and she felt faint.  She knew Tom Jameson was a powerful businessman and didn’t bluff.  He could probably get her imprisoned for at least that long, if not longer.  Teresa didn’t have enough money to pay that back and couldn’t ask her parents or take out a loan for that amount.  There was only one thing she had left that she thought she might be able to use to persuade he boss; her body.

“Maybe we can work out something,” said Teresa moving closer to Tom.  “Is there anything I can do for you, or to you, that might be able to ease this debt?”

Tom sensed Teresa’s change in mood and watched as she moved seductively closer to him.  She was now standing beside his desk, her full breasts pushed against her white blouse and her shapely legs crossed in front of him.  An idea came to him, and he smiled to himself at his new plan.

“What do you have in mind, Teresa?” asked Tom.

“Well,” she said softly, “I thought we might spend some time together, maybe the night making love.”

“I see,” said Tom.  “Why don’t you undress for me and I’ll tell you my plan to pay off your debt.”

Teresa smiled and began unbuttoning her blouse.  She slowly slid her blouse off her shoulders, revealing her perfect breasts encased in a white lace bra.  She reached back to unhook her bra strap and let it slide over her firm tits, showing off her hard nipples.  Turning away from Tom, she asked if he would help unzip her skirt.  Tom obliged and soon her blue skirt lies in a pile at Teresa’s feet.  The white thong panties accentuated her tan ass cheeks and Teresa smiled back at tom over her shoulder.  She then slid a thumb under the elastic of her panties waistband, and lowered them to the floor, legs straight until she stepped out of them.  She then turned to face Tom, her legs slightly apart.  Her pink pussy lips extended barely below her trimmed pubic hair and her pussy appeared already moist.

Teresa moved forward to Tom’s face and kissed him deeply on the lips.  She felt his tongue explore inside her mouth as she ran her hands down his chest.  When her hands were at his belt, she knelt in front of him and began unbuckling his belt and unzipping his pants.  She slid his pants down to the floor and saw his bulging cock through his black bikini underwear.  Leaning forward into his lap, she kissed his cock through his underwear before grabbing the elastic with her teeth and pulling his underwear down.  Teresa smiled when she saw Tom’s huge penis, already 6” in length and growing.  Using only her mouth, she kissed his cock head and licked up and down the shaft.  Opening her mouth as wide as she could, Teresa took the entire length of his cock into her mouth.  She could feel it growing in length and girth and soon it filled her entire mouth.  

Tom watch as Teresa began working his cock in and out of her warm, wet mouth.  He thought to himself this isn’t the first cock this pretty woman has sucked, and it sure won’t be the last.

With Tom’s cock fully extended, Teresa was now sucking on a thick 9” penis, more than she had ever had before.  She took her right hand and began massaging his heavy balls while using her mouth to engulf as much of his cock as she could.  She swirled her tongue around his cock head and could taste his slick precum.  She slid her tongue along the underside of his cock shaft, stroking it and massaging it with her mouth.

Placing his hands on the top of Teresa’s head, he began pushing her mouth down further on his cock shaft.  He was pleased when her lips soon rested against his balls, the full length of his cock deep in her mouth and throat.  He wondered how many cocks she had sucked to perfect the art of deepthroating.  After a few more minutes of pumping his cock in Teresa’s mouth, he pulled her off his cock.  Her lips were red with a bit of saliva and precum on her chin.

“I want you to stand up and bend over my desk,” commanded Tom.

Teresa complied, leaning over the smooth wood of the desk, her breasts pressed against the surface.  Her legs were spread wide apart and she could feel her pussy wet with anticipation.

“Spread your ass cheeks for me,” instructed Tom.  “I’m going to give you a good fucking now.”

Reaching back with both hands, Teresa held her cheeks apart, allowing a perfect view of her tiny asshole and pussy.  

Tom placed the head of his cock at the opening of her tight pussy.  He rubbed the head in her slick pussy juices, getting it nice and lubricated.  Pushing firmly forward, he felt his cock slide into Teresa’s hot pussy.  With one long push, he thrust his cock fully into her cunt, his balls now lying against her pussy lips.

“Oh my god, you are so big!” exclaimed Teresa.  “My pussy is stuffed with your cock.  Yes, pump it into me, fuck me with that big cock!”

Enjoying the sight of his cock pumping in and out of her pussy, Tom reached around to Teresa’s breasts and rubbed on her hard nipples.  This produced a wimper of pleasure from her and he could feel her cunt muscles constrict against his cock.  

“You are one hot fuck,” said Tom, breathing hard.  “I’ll bet you like it in the ass too, don’t you?”

Teresa looked back and said,” I’ve never been fucked in the ass before.  I think it would hurt too much.”

With that Tom wet his middle finger in Teresa’s cunt juices and placed it against the tight ring of her ass. With a firm push, he soon had it worked into her tight asshole.  With both her pussy and ass being fucked, Teresa felt her orgasm approaching.  

“Oh, that feels so good,” moaned Teresa.  “You are going to make me cum…keep fucking my pussy and ass.”

Tom thrust his cock as deep in Teresa’s cunt as possible.  He also fucked her ass with two fingers, working them deep into her butt.  He was about to cum as well and pumped faster into her pussy.

“Yess, I’m cumming!” exclaimed Teresa.  “Oh, yeah, fuck me. Pump your cum into me.  I want to feel it explode inside me!”

Feeling her pussy juices dripping down his balls, Tom pumped deep into her cunt and exploded his sperm into her.  His cock spasmed and pumped his thick semen against her womb.  After almost thirty seconds, he withdrew his sticky cock from her sperm flooded cunt.  When his cock had pulled free  of her pussy, he saw a thick wad of cum at her pussy lips.  He reached down with two fingers and scooped it up.  Tom then pulled her head back off the desk and stuffed the sperm wad into her mouth.  Teresa greedily sucked the warm load of sperm off of his fingers and swallowed it.

“Now it is time to clean up my cock,” ordered Tom.  “Get down here and suck my dick.”

Teresa rolled off the desk and knelt before Tom.  His thick cock was now glistening with his sperm and her pussy juices.  Opening her mouth and extending her tongue, Teresa licked at the gooey mess and began sucking his cock into her mouth.  

While Teresa continued to suck on Tom’s cock, he detailed his plan to her to forgive her expensive mistake.  A plan that would shock her with disbelief.

“You are a pretty good fuck,” began Tom.  “But this in no way clears your debt.  You fuck like an experienced whore, but not a $200,000 whore.  You are going to have to fuck a lot more to pay for your mistake.”

Teresa looked up at Tom, his cock still in her mouth.  She was about to pull it out and say something, but he pushed his cock back into her mouth and put his hand at the back of her head, keeping his hardening cock in her sucking mouth.  She had hoped he would have fucked her once, or maybe a few more times and forgiven her debt to the company.  But it didn’t sound like it was going to be that easy.  She didn’t like being compared to a whore, but continued to listen to Tom and his plan.

“Since you thought you could fuck your way out of debt, I’m going to let you do just that,” explained Tom.  “A normal whore might make $100 to $500 a fuck, a high class whore more than that.  I’ve paid a thousand bucks to fuck a whore who was very experienced.  Since I don’t want to wear you out, or turn you into a professional prostitute, I have a plan for you to pay back your debt.  I don’t think you could earn $2,000 a fuck, so instead I’ll credit you that much for every guy you fuck.  $2,000 a fuck means you only have to screw 100 men to pay off your debt.  But since you are going to be my whore, you are going to charge them one-dollar everytime they fuck you.  A buck a fuck.”

“He can’t be serious,” thought Teresa.  “There is no way I’m going to have sex with 100 men to pay off this debt, and to charge them one dollar each!”  She could tell the plan was exciting him as his cock grew harder in her mouth and he held her mouth on his cock and was fucking her head.

“I’m also going to be generous and give you some time to pay back your debt,” continued Tom.  “You have five days in which to get the money to me.  To keep you honest and keep you from just paying me $200 or charging one man for the whole amount, I’m going to send along with you one of my associates.  He will ensure your safety in case anyone of your men gets too rough.  And if you think you won’t go through with this, I will turn over this entire case to the IRS and police.  You have five days; I hope you enjoy fucking the men as much as you fucked my firm out of the money.”

With that, Tom blew his cum into Teresa’s mouth.  He enjoyed watching her momentarily gag, and then watched her throat work to swallow the load.  When he had finished fucking her mouth and she had drank his spermy load, he pulled his cock from her mouth.

“Now get your clothes back on, and meet Mr. Buchanan down in the lobby.  He will assist you in your job and has some locations in mind where you can find enough men to fuck,” said Tom.

Teresa swallowed the last of the Tom’s cum from her mouth and scooped up her clothes.  “What have I gotten myself into?” she thought.
After getting dressed and regaining her composure, Teresa grabbed her purse and took the elevator to the lobby.  She quickly scanned the people walking about in the lobby looking for the contact Tom Jameson said would meet her here when she felt a hand on her arm.

“Ms. Brown, I am Mike Buchanan.  Mr. Jameson has assigned me to escort you for the next few days,” said the man.

Teresa turned to see who was addressing her.  Mike was a tall man of solid build.  He had very closely cut hair and wore dark sunglasses.  With the physique of a boxer or weightlifter, Teresa thought he looked more like a gangster than a business associate of Tom Jameson.  He didn’t look like a man you would want to cross and she wondered how many “associates” Jameson Accounting Firm kept on the payroll.

“Umm, nice to meet you, Mike,” said Teresa.   “What exactly are you here to do?”

“I think,” began Mike, “that we would better discuss that in the car.  I have it waiting out front.  If you will follow me, I can fill you in on the details.”

Teresa walked with Mike out the front door of the building and saw a black Mercedes waiting.  It was an executive sedan with dark tinted windows.  Mike opened the back door for her and Teresa stepped in.  The back seat was a comfortable tan leather with all the conveniences of a modern office tucked in every corner.  A phone, fax machine, television, mini-bar and Internet connected computer system.  Closing the door behind her, Mike walked around to the driver’s door and got in.  Starting the car, Mike drove out of the parking area and headed into town.

“Mr. Jameson has asked me to arrange your meetings for the next five days,” began Mike Buchanan.  “I know what is expected of you, but not the details on how you came to be in his service for such a task.  I will take you to all the meeting places and remain there until you have completed your business. Should any situation arise concerning your safety, I will provide you security.  I am also to provide you any special outfits needed for these meetings.  If you could provide me your dress, bra, panty and shoe size, that would help me in selecting the correct sizes.  I am to take you back to your apartment and pick you back up in two hours.  It would be in your best interest to be waiting for me when I arrive.”

Teresa felt her heart racing.  She nodded in agreement and wrote down a list of her sizes on a piece of paper and passed it up to Mike.  She had so many questions to ask, but didn’t know where to start. Would she really have to fuck 100 men?  What if she didn’t agree to do it?  Would Mike force her to do it?  What was expected of her sexually?

The car soon pulled up in front of her apartment.  Mike got out and opened the door for Teresa.  As she exited the car, Mike handed her a small package.

“I’ll be back in two hours to pick you up,” said Mike.  “I will have your clothing and any specifics on tonight’s meeting for you then.  I’d suggest you get showered and cleaned up for tonight.”  

With that, he closed the door and drove off.  Teresa looked in the small package Mike had provided.  Inside she found a home enema kit and a tube of anal lubrication.  She knew immediately what was in store for her tonight, and she began to cry as she went into her apartment.

The two hours passed quickly for her.  She had taken a long shower, painted her nails, put on new makeup and given herself an enema.  Teresa had never had anal sex before, and prior to Tom Jameson sticking his finger up her ass while fucking her, she had never put anything in her butt before.  Knowing she was going to be having anal sex for the first time by at least one man in a few hours scared and excited her at the same time.  Putting on a comfortable dress and shoes, Teresa left her apartment and walked out to meet Mike.

The black Mercedes pulled up outside her apartment in exactly two hours.  Mike again got out and opened the door for her.  Teresa got in and noticed a black gym bag in the seat next to her.  Closing her door, Mike got in and began driving.  He would soon reveal the details of her first appointment.

“If you look in the bag, you’ll see the outfit requested you wear tonight,” began Mike.  It should fit you well, but might be a bit snug.”

Teresa opened the bag and found a pair of lacy black thong panties, a matching bra, a tiny black dress and black high heels.  A garter belt and stockings completed the outfit.  The dress looked much too small, but she knew she would be able to squeeze into it.  The heels were an expensive Italian design and fit perfectly.

“Take your time getting dressed; we have about an hour’s ride,” Mike explained.  “Your first appointment is going to be a bachelor party.  There should be about 20 men there and you will be expected to entertain them all.  Your instructions are to let the husband-to-be have his turn at you first, then the remainder of the party.  You will be expected to service them however they like.  Either singularly or in groups. Oral, vaginal or anal.  We will be there for four hours.  I will wait in the car for you, but will be there if trouble starts.  I hope you enjoy your evening.”

Teresa had so many questions to ask, but decided to just wait.  She slipped on the outfit Mike purchased for her and readjusted her makeup.  In the all black dress and garters, she felt very slutty.  The cut of the dress was very low and it accented her full breasts.  Her panties were barely covered by the bottom of the dress, and when she sat, she was sure someone across from her would be able to see her panties.

The drive took them up into the mountains near Crystal Springs Lake.  This was an area favorited by many of the wealthy in town for a getaway.  They soon pulled up to a summer lodge that was larger than many peoples normal house.  Several cars were already parked outside, and by the make of the vehicles some very affluent men owned them.  Mike pulled into a parking area and opened the door for Teresa.  

Stepping out of the car, Teresa had a fearful look on her face.  She was very nervous and was trembling.

Mike leaned over and gave her a kiss on the cheek and said,” You are going to be fine.  Remember, four hours and I will pick you up right here.”

Teresa nodded and walked up to the front door.  Ringing the doorbell, she could hear music playing inside.  Soon a man in his mid to late 20’s opened the door.

“Hi, you must be Teresa.  Wow, you are a knockout!  My names Jeff and I’m the best man,” the man explained.

Teresa smiled and tried to play the part of the good little whore she was expected to be.  In the living-room were over a dozen men, all listening to some rock music on the stereo and drinking a variety of drinks.  A buffet of food was laid out on a long table and several gifts for the new groom were scattered about the room.  A new set of golf clubs, a grilling set, a silver picture frame of several men in it and some rather lewd sex toys were scattered on the table as well.  

“Hey!  The entertainment is here!” said Jeff.  

All eyes turned to see Teresa enter the room.  The look of lust was in each of their eyes and they make comments on what a great body she had and how they couldn’t wait their turn to have her.  

“Teresa, let me introduce you to the groom to be, Steve,” said Jeff.

Smiling, Teresa saw the man who tomorrow would be getting married.  He was an attractive blonde haired man who looked like he had just graduated from college.  

“Hi Steve,” said Teresa.  “Wow, there is some girl who is going to be very lucky to have you tomorrow, you hunk.  But I think I get to have you first!”  Teresa winked and licked her lips.

This brought a round of hoots and applause from the other men in the room.  Soon, all the men who had been outside or in other rooms came in and Teresa was now in the center of twenty men, all who would be fucking her in the next few hours.  Even though she was still very nervous, she was beginning to enjoy the attention of the men.  She mingled with the men and would feel and occasional hand on her ass or cupping her breasts.  Sitting in their laps, she could feel their stiff erections in their pants.  After about a half hour, Teresa walked up to the groom and asked if he was ready for some private time.  Nodding his agreement, Teresa reached down to his crotch and let him off to the bedroom.

The bedroom was dimly lit and had a king size bed in the middle.  Teresa turned to Steve and looked up into his eyes.  He responded by kissing her deeply on the mouth, letting his tongue explore her mouth.  With his hands, he reached back and lifted up her dress, exposing her bare ass cheeks and thong panty.  Teresa moaned softly as he massaged her ass and then reached around front and rubbed her pussy through her lace panties.  

“What would you like to do tonight?” asked Teresa.  

“Everything,” said Steve.  “Gina, my bride, doesn’t like to do anything kinky.  I want to get it all out of my system tonight with you.”

“I see,” said Teresa.  “Well I hope I can fulfill your fantasies for you then.  How about I suck on your cock for you.  Would you like that?”

“Yeah, that would be great,” Steve said.  “You put my cock in your mouth and suck on it.”

Teresa knelt before Steve and unzipped his trousers.  He wore boxer shorts and had a visible erection under the material.  Sliding his shorts and trousers to the floor, Teresa was facing a nice 7” cock.  She closed her eyes and took it in her hand and stroked it up and down.  She then opened her mouth and sucked it in as deeply as she could.

“Oh, yeah baby, suck my dick,” moaned Steve.  “You are a great cock sucker.  Get it all in your mouth, you cock sucking whore.”

Being called a whore stung Teresa, but she continued sucking and massaging his balls. She soon had him worked up and felt he was going to cum soon.  She then pulled his cock from her mouth and stood up.

“Did you like that?” asked Teresa, teasingly.

“ Oh yes, you suck great,” said Steve.  “Why don’t you take off your dress so I can fuck you now?”

“Ok, I can do that for you,” said Teresa.  Do you want me to leave on my garter and stockings for you?”

“Sure, leave them on,” the new groom said.  “I’d like to see you wear them while I fuck you.”

Teresa unzipped her dress and let it slide to the floor.  She then laid back on the bed, wearing just her garter, stockings and heels.  Steve tore off the rest of his clothes and situated himself between her legs.  He looked down at her wet pussy with a tiny patch of trimmed hair above her pussy lips.  Reaching down, Teresa helped work Steve’s cock head into the opening of her tight cunt.  

“Here it come, whore,” said Steve.  He drove his cock deep into her wet pussy and felt her cunt walls spasm at the thick invader.

“Oh, yess...,” moaned Teresa.  For the second time that day she was being fucked; the first by her boss and now by a stranger.  His cock pumped away in her pussy and Teresa pushed back, enjoying the feeling of his cock filling her pussy.

“Yeah, now get on top of me,” breathed Steve.  They both rolled over and Teresa straddled his cock, holding it straight up as she adjusted her opening over his head.  With one steady motion, she let her weight impale her on the cock below her.

Steve reached up and massaged her breasts and nipples.  He enjoyed watching this brown haired beauty working herself along the length of his cock.  He would have enjoyed cumming in her tight pussy, but had other ideas for this night.

“Get on your hands and knees.  I want to fuck you a different way,” ordered Steve.

Teresa complied, and looked back over her shoulder at the man.  He had his cock in hand and aimed at her ass.

“What are you going to do?” asked Teresa, nervously.

“I’m going to fuck that tight asshole of yours now,” explained Steve.  “My new wife won’t let me do that.  She says it is too dirty.  But an experienced whore like you won’t mind a bit, huh?”

Teresa was going to protest and tell him she had never been fucked in the ass before, but she felt his cock head pressing at the opening to her tight ass.  With a firm push, the head popped past her sphincter ring and was lodged in her tight butt.

“Oh, God!  Oh it hurts! Take it out, please,” begged Teresa.

“Ha ha, sure it hurts, you slut,” teased Steve.  “Now here comes the rest of it!”

With that he pushed forward deeper into her virgin ass.  Teresa had never felt a pain like that before.  He now had all 7” of his cock buried in her rectum, and she could feel his hairy balls pressed against her pussy.  Steve pumped away at her asshole, and soon the pain began to die down.  Teresa was glad she took the enema kit and lubrication and used it earlier.  

In a few more minutes, she felt Steve pick up the pace and knew he was going to cum soon.  She reached down between her legs and massaged her tiny clit, hoping to have an orgasm as well.  With a few more hard thrusts, Steve buried his cock as deeply in her ass as possible and began cumming in her bowels.

“Yeah, I’m cumming!  Can you feel it, you slut?  Feel me cumming in your ass!” exclaimed Steve.

Teresa could feel his cock swell and start pumping his sperm deep in her ass.  Within a few minutes the twitching stopped and he pulled his cock free from her deflowered asshole.

Teresa laid there in shock at just having her ass fucked for the first time.  Her butt still burned from the hard fucking it had just received and she wondered how she would be able to do it again, possibly tonight even.  She then looked up to see Steve’s cock, still wet from his cum and her ass, hanging over her face.

“Time to suck me clean, you whore,” said Steve.

“But I can’t, I…,”started Teresa in protest.  But she soon had her mouth stuffed with the cock that had just fucked her tight ass.  She could taste the salty sperm and residue from her lubricated ass on his cock.  Steve held her head against her cock and thrust it in and out of her mouth.  It was soon glistening with her spit, cleaned of all his cum and her ass.

“Yeah, you were great, babe,” said Steve.  He got off the bed and put his clothes back on and headed back into the living room.

Teresa laid on the bed, thinking on what had just happened.  She had just fucked her first man for money.  She had also just had anal sex for the first time, and with a stranger.  She was still catching her breath when the door to the bedroom opened again.  This time it was Jeff, the best man.  He was the next to fuck her and this time came deep in her pussy.  Once he had left, another man came in a repeated the fucking.  Over the next four hours, Teresa had sucked on twenty different cocks, had sperm from 15 different men pumped into her pussy, five loads into her ass, and 10 down her throat.  Some had fucked her two at a time, one in her mouth and one pumping in her pussy, and one group had fucked her mouth, cunt and ass at the same time, squirting their spermy loads into her at the same time.  By the end of the night, her mouth, pussy and ass ached from the near continuous fucking.  At last, they were finished and Teresa dressed.  Walking out into the living room, she saw many of the men passed out on the couch or sitting on the chairs.  Teresa could feel the cum running down her legs from her pussy and ass as the best man, Jeff, handed her an envelope.

“Hey, thanks for the entertainment tonight,” began Jeff.  “I will be sure to recommend you to everyone I know.  You’re a real pro and really gave us a good fuck.”

Teresa walked in a daze out to the waiting Mercedes and Mike Buchanan assisted her into the car.  As he drove her back home to her apartment, Teresa opened the envelope. Inside, she found a crisp 20-dollar bill, payment for fucking 20 men.  Teresa began to cry.

The next morning, Teresa awoke to her phone ringing.  She quickly glanced at the alarm clock by her bed and it said 10:00 AM.  Answering the phone, Teresa found it a familiar voice.

“Teresa, this is Mike Buchanan,” said the voice on the line.  “I will be there this afternoon at 4 PM to pick you up.  Be sure to be ready.”

CLICK

“Had last night really happened?” she wondered.  Feeling the soreness in her pussy and ass, she knew it had.  He mouth felt raw and there was a crust of dried cum on her cheeks.

Teresa got out of bed and went to the bathroom.  After relieving herself, she turned on the shower and washed away the residue of the night before.  She turned the detachable showerhead onto her vagina and ass, washing away any of the sticky cum that might have remained.  She felt nauseous at being treated like a common whore last night, but didn’t see any other choice.  It was either fulfill the twisted obligation to her boss, Tom Jameson, or face federal prosecution.  She thought about turning him into the police for blackmailing her into being fucking 100 men to repay her debt, but she didn’t think it would work.  Men like Tom Jameson had powerful friends in high places, and she figured she would more likely be arrested for prostitution.   She only hoped she would be able to make it through the next four days and eighty men.

The remainder of the morning and early afternoon went uneventfully.  Teresa fixed a light lunch and did an hour of stretching exercises.  Around three, she gave herself another enema and greased up her tight, but now well-fucked asshole.  Wearing shorts and a tank top and sneakers, Teresa went outside at 4 PM to see Mike drive up in the black Mercedes. 

“Good afternoon, Teresa,” began Mike as he helped her into the car.  “I hope you had a good nights sleep.”

“Uh, yes, I did.  Thank you,” said Teresa.  She didn’t want to go into how sore she awoke or how she couldn’t believe the events of last night.

“Your outfit for tonight is in the bag,” Mike said.  “I think you will find it…different from last nights.”

Teresa opened the black gym bag and her eyes went wide in disbelievement.

“You are kidding, right?” asked Teresa.

“No, that is what the men requested,” explained Mike.  You have about an hour to be ready.  

Pulling the outfit of the bag, Teresa found a pleated miniskirt, a white blouse, a neckerchief, a white panties and bra set, white bobby socks and black and white saddle Oxford shoes.  The perfect schoolgirl outfit.

“This is just twisted,” said Teresa, looking at the clothing Mike had brought her.  “I won’t do it!”

“Fine, I’ll just notify Mr. Jameson and he can meet us at the police department with the files on the account you were working on,” Mike said matter-of-factly.  

Mike picked up the car phone in the front of the Mercedes and began dialing.

Teresa blurted out,” No! Please, don’t!  I’ll…I’ll go through with it.  I’ll put on the outfit.”

Mike looked back at her in the rearview mirror for a minute, and then hung the phone back up.

Teresa slipped on the schoolgirl outfit and looked at her in her compact mirror.  The skirt and blouse were very tight and really accentuated her curves.

“You also need to put your hair up in dog ears,” said Mike, looking back at her.  “It will make you look, younger.”

When she was finished, Teresa could have easily passed for a teenager.

“Who am I to…entertain tonight?” asked Teresa.

“Tonight there are only 15 men requiring your services,” replied Mike.  “They are a bit older than the bunch you were with last night.  You may recognize some of them from around town, but for your benefit, I wouldn’t say anything.  Just do what they want and leave.”

Teresa’s mind was racing with thoughts of what was going to happen tonight.  They had been driving through one of the more affluent neighborhoods in town when the Mercedes stopped at a gated driveway.  Mike briefly spoke to someone through the intercom system and the gates slid quietly open.  Instead of driving up to the front of the enormous house, Mike pulled up to the back entrance. As usual, he got out and let Teresa out of the car.  

“Go up to the door, there, and ring the bell,” instructed Mike. “Someone will let you in.  When you are finished, come back outside through this door and I’ll be here waiting to take you home.”

Teresa complied and walked slowly up to the door.  The house was a mansion and she was sure she had seen it before.  Ringing the doorbell, she soon heard a shuffling inside and the door opened.

Opening the door, the manservant, dressed in a formal black suit and tie, escorted her in.  Nothing in his demeanor gave any indication that a woman dressed like a schoolgirl was out of the ordinary.  She followed him down a hallway and he opened the doors to what appeared to be a large study.  There were bookshelves filled with leather-bound books, stuffed exotic animal heads hung on the wall, and overstuffed chairs were everywhere.  A large, well-stocked bar sat in a corner of the room and over a dozen men in their 50’s watched her as she was escorted into the room.  The servant closed the door behind Teresa and two of the men walked over to where Teresa was standing.

“Well, John,” began one of the men, “I see your granddaughter is back from school.”

“Right you are, Charles,” said the other man.  “I’d like to introduce you to my granddaughter, Teresa.  Teresa, say hi to my dear friend John.”

“Um, nice to meet you, sir,” said Teresa.  

John, her grandfather for the evening, introduced her to all the other men in the room.  All together, there were fifteen gentlemen gathered in the private study, drinking cognac and smoking cigars.  And all eyeing Teresa lewdly.

“Teresa, I understand you got your report card back today,” said John.  “Would you care to explain yourself?”

“I, uh, don’t know what to say…grandfather,” stammered Teresa.

“Come over here and sit on my lap, and let’s discuss it, my dear,” said John.

Teresa obeyed, and sat on the man’s lap.  She felt him pat her ass as he smiled up at her.  

“Now, I understand your report card had some bad marks on it, am I right?” asked John.

Hanging her head low, Teresa replied,” I guess so, grandfather.”

The other men had gathered around Teresa now, and she wasn’t sure where this was going.

“Well,” continued John,” you did get an A in Math, and a B in English, but you got a F in Sex Education.  What are we going to do about that?”

Teresa looked confused, and said,” I guess I need to be...punished?”

“Right you are, dear,” smiled John.  “I think a good spanking will teach you to study harder.  Now bend over my lap for your punishment.”

Teresa couldn’t believe what was happening.  She was about to have her butt spanked by this man pretending to be her grandfather, and all the other men in the room were going to watch.  She lay on John’s lap with her butt extended out, barely covered by the thin white panties and pleated skirt.

With the pretty girl now laying on his lap, John flipped up her pleated skirt and pulled her panties down, exposing for all to see her perfect white butt cheeks.  Raising his hand, he brought it down hard on her exposed ass, causing Teresa to flinch with pain.

“Ow!  That hurts!” exclaimed Teresa.

“You have to learn your lesson, dear,” continued John.  He administered three more spanks to Teresa’s now reddening ass cheeks.  “Would any of you care to help me discipline my granddaughter?”

One by one, each of the men in the room swatted Teresa’s exposed ass cheeks.  Her bottom was now red and she was beginning to cry from the pain of the punishment.

“Please, no more,” sobbed Teresa.  “I’ll do anything, just no more spankings.”

“We won’t spank you anymore, but you still need lessons in Sex Education, since you failed that subject,” said John.  “Why don’t you show us what a girl is supposed to do with a man’s penis?”

Teresa knew what she had to do, and knelt before John, her “grandfather.”  She reached out and unzipped his pants; her eyes still red from tears and crying.  Pulling his trousers down, she began to reach into his underwear and pull out his cock.  He was well endowed, thought Teresa, and she began to lick on his cock head and balls. Soon, he was fully extended and she began to suck on it in earnest.  She wanted to get this over with as quickly as possible, so she really put her best effort into her blowjob.  Within a few minutes her work was rewarded with a sticky mouth full of sperm.  Teresa sucked and licked it up as best as possible, not wanting to perform badly and get more spankings.

John, now breathing hard and smiling, said,” Very good, dear, but I think you need more practice.  Why don’t you show my friends and associates what a good job you can do for them as well?”

Feeling humiliated, Teresa crawled over to the next man, her exposed ass cheeks red and began to suck on his cock as well.  Within an hour, she had fifteen loads of sperm in her belly and began to wonder how this night was going to end.

John escorted Teresa to the center of the room, where a huge white bearskin rug lay. 

“Now, granddaughter,” said John, “Let’s see if you have what it takes to get an A in Sex Education class.   Take off your uniform so we can enjoy looking at your body.”

Teresa slid off her bra, skirt and blouse, and now sat legs apart on the bearskin run.  John took off his pants and quickly plunged his cock into her wet pussy.  Within a few minutes he grunted and shot his cum deep in her cunt.  He was replaced by another man, who also fucked her on the rug.  Teresa had an orgasm just as she felt his cock start to spasm and dump into her the second load of cum for the night.  The scene was repeated over and over, sometime with her riding the man on top or sometime with her on her hands and knees taking it doggie style.  Thankfully, none of them wanted to fuck her in the ass.  By the time they had finished with her, her pussy was a sticky mess of semen and cunt juices.  Teresa was looking for something to wipe up the mess between her legs when John walked back up to her.

“Now now, dear.  You know you are a growing girl and need your protein,” said John.  “Why don’t you show us how much you like the taste of a man’s cum?”

Teresa felt disgusted, but stuck two fingers into her sopping cunt and scooped out a thick glob of cum.  She then stuck her fingers into her mouth, tasting the mixture of her pussy and fifteen cock’s deposit.  She continued this until her pussy was as clean as she could get it.  The men applauded and helped her to her feet.  Gathering her clothes, Teresa quickly dressed and headed for the door to the study.  The servant was waiting on the other side of the door to escort her out.  As she left the mansion, the servant handed her fifteen dollars, payment for the night’s pleasures.

Mike helped Teresa into the car and she was asleep before she got home.

The next morning came quickly.  Teresa awoke in her bed at home, not quite sure how she got there.   She was dressed in her silk nightie, but still felt sticky from the sex the night before.  She undressed in the bathroom and saw her pussy lips were puffy and red and her butt cheeks a crimson color from the spanking the night before.  On the vanity was a small bottle and a note attached.

“This lotion will help take the stinging and redness out of your bottom.”  Mike

Teresa didn’t remember getting ready for bed last night and didn’t remember Mike helping her into her apartment.  She was strangely glad to have him along during these five days.  He wasn’t a big talker, but did seem to care about her well-being.  Completing her showering routine, Teresa applied the lotion to her butt cheeks and it did seem to take away the redness and pain.  

At 1 PM the phone rang, and it was Mike.

“How are you doing, Teresa?” asked Mike.  “Did the lotion help?”

“Yes, thank you,” replied Teresa.  “ Thank you also for helping me into my apartment last night.  I must have been exhausted.”

“Yeah, you were pretty much out of it after last nights job,” Mike said.  “Tonight’s group is going to be a bit different than last night’s.”

“How so?” asked Teresa.  “I hope no more schoolgirl and geezers.”

“Nothing like that, it is just, well…you’ll have to see,” explained Mike.  “I’ll be there at 6 PM to pick you up.  It is going to be a long night.”

With that he hung up the phone.  Teresa sat wondering what was in store for her tonight.  With nothing else to do but wait, she stretched and exercised a bit before working on her hair and nails.  She chose a comfortable set of sweat pants and tank top to wear tonight.  Figuring it didn’t really matter much, since Mike always provided some costume for her to wear.  Teresa doubted tonight would be any different.  At exactly 6, she headed outside her apartment to see what tonight had in store for her.

Mike pulled up in the car and had a mischievous grin on his face as he helped Teresa in the car.

“What’s so funny?” asked Teresa, sensing Mike had something on his mind.

“I just picked up your outfit for tonight, that’s all,” he grinned.

Teresa opened the gym bag and began to pull out the outfit the men she would fuck tonight had selected.  She just sat there shocked for a few minutes.

“What the hell…?”  Teresa asked.  “Are you for real?”

Inside the bag were high black leather boot, an armored bustier, a short leather skirt and arm bracers.  The perfect equipment for a female warrior.

“Look, that is what these guys wanted, I just deliver the goods,” snickered Mike.  

Thinking to herself, “This is even more twisted than last night.  What kind of weirdoes am I going to be with tonight?”

Teresa began putting on the outfit in the back seat of the Mercedes.  Within a few minutes, she looked like some medieval warrior princess.  There were no panties with the outfit and she assumed the men she would be servicing tonight liked it that way.  She really wanted to protest, but was curious just who would be turned on enough to want to see her dressed up like this.

With about a half hour’s drive left, Mike passed back a blindfold and instructed Teresa to put it on.  The men tonight didn’t want to reveal the location of their “secret lair” to her.  This certainly perked her curiosity, but she followed along with the instructions.  A half hour later, the car stopped and Mike helped the blindfolded Teresa out of the car and walked her a few feet to a door.  Mike knocked on what sounded like a heavy wooded door, and a few minutes later the door open with a creak.

“Excellent, she is perfect,” said a voice to her front.  “I will escort her from here.”

A hand held her arm and escorted her inside the building.  She was soon heading down a set of stairs to what she thought must be a basement.  Stopping at the bottom of the stairs, her escort knocked a pattern of knocks on the door.  The door opened and Teresa was escorted inside.  She couldn’t see, but could tell there was incense burning and she thought she could see the flicker of candles under her blindfold.  Two sets of hands now raised her arms over her head and clamped her wrists in some kind of restraint.  She could hear the whisper of voices around the room, but couldn’t tell how many men were there.  She soon would, and the scene would burn into her memory forever.

“Behold!” boomed a voice to her front.  “I bring you the captured warrior princess Teresa of the Nargath tribe!”

Someone behind her peeled away her blindfold and she saw the room and all its contents for the first time.  Standing directly in front of her was a young man dressed in a purple wizard’s cowl and holding a staff.  To either side of him were others dressed in various types of armor or leather pants and jerkins.  Most had swords or other types of medieval weaponry slung on their waists.  The walls appeared to be large blocks of stone with a candelabra hanging from the ceiling.  Shields of varying shapes and patterns hung from the walls, and on a long table lay various instruments of torture.

“Oh my god, I’ve been captured by a bunch of medieval reenactment nerds!” thought Teresa.  She struggled to pull her hands free from the medal restraints, but to no avail.

“Haha, struggle as you may,” said the man dressed like a wizard.  “I, Drakkor the Black,   mage of the 15th circle,  have brought you here to pay for your crimes.”

“Look, just let me go, and no one has to know about this torture chamber and your secret society,” began Teresa.  

“Silence!” thundered Drakkor.  “Sir Steven the Bold, read the charges against our prisoner.”

A thin man dressed in chain mail pulled out a scroll and began reading.  “For crimes against the people of Argwinth, Teresa of Nargath is hereby charged with ten counts of arson, fifteen counts of robbery and fifty counts of murder.  How do you plea?”

All eyes were on Teresa now.  Looking around the room at the twenty men assembled, Teresa said, ”Uh, not guilty.”

“LIAR!” boomed Drakkor.  “You are guilty and will be punished!  You have your choice of instruments of purification: the whip, or the rod.  Choose the instrument.”

Teresa glanced over at the table and saw the short whip and decided she didn’t want to be hit with it.  She said softly, ”I choose the rod…”

Drakkor now smiled and said, “An excellent choice.  Squire Thomas and Keith, if you will now prepare the prisoner for her purification by the rod.”

Two other men stepped from the group and uncuffed Teresa’s arms and led her to a large sturdy table behind them.  The table was barely waist high and had two more metal cuffs attached to it.  Teresa was laid on her back on the table, her arms stretched wide apart and her legs hanging off the table.  Looking down to her legs, Drakkor positioned himself between her legs and lifted them onto his shoulders.  Teresa’s pussy was now exposed for all to see and Drakkor pulled away his robe to reveal he was naked with an enormous erection. As he spread her legs wider, Drakkor plunged his cock into Teresa’s wet pussy.

“Oh..unngh, god, you are so big,” moaned Teresa.  “For a nerd,” she thought, “he was pretty well hung.”

Drakkor worked his cock deep into Teresa’s warm cunt.  He pumped in and out of her for nearly five minutes before shoving it as deep into her pussy as he could go.  Teresa felt it must be half way up her throat, it felt so big.  With a deep grunt, he shot his cum far into her pussy as she thought possible.  After a few minutes, he pulled it out and she felt the cum running down the crack of her ass.  He was soon followed by another man in the room who began fucking her now well lubricated pussy.  He quickly came inside her pussy and was replaced by another man.  Only giving her freshly fucked cunt a few strokes, he rubbed some of the sticky cum from the other two men into her tight asshole.  Positioning his cock at her tiny rosebud, he pushed his dick into her butt and began giving her a rough fucking.  In a few minutes he had dumped the first of many loads of semen in her ass for the night. 

While her pussy and ass were being fucked, some of the men came around and began to fuck her mouth as well.  The table was of the right height that her head could hang off the edge and give them clear access to her throat.  Teresa sucked and fucked for all she was worth.  By the end of the three hours she was there, she had drunk 30 loads of cum and had almost as many pumped into her pussy and ass.  

Drakkor finally declared her purified and free to go on her way.  Two men assisted her off the table and reblindfolded her.  As she walked up the stairs, she could feel the cum running down out of her cunt and butt.  Escorting her outside, one of the men handed her a leather bag before closing the door behind her.  She pulled off the blindfold and saw Mike standing by the Mercedes waiting for her.  She looked down at the leather bag in her hand and opened it.  Inside she saw twenty gold dollar coins.

Awakening early the next morning, Teresa was again sore from the previous night’s fucking.  Her mouth, pussy and ass felt swollen and she didn’t think she was going to be able to finish up two more days of this.  So far, she had fucked fifty-five men and still had forty-five left to complete her obligation to her boss.  She took a long bath, hoping her tired muscles would feel better.  Although she had sex before, Teresa had never had that many partners or been fucked as much as she had in the past three days.  She doubted after this she would want to even think about sex for a long time.  As she lay soaking in the warm water, her phone rang.

Picking up the cordless phone, Teresa answered it.  It was Mike with details on tonight’s sexual encounter.

“Hi Teresa, it’s Mike,” he began.  “I will pick you up around 7 tonight.  Dress in whatever you want, there are no outfits for you wear tonight.  There are also going to be only 10 guys there.”

Relieved at the news, Teresa said she would be ready.

At 7 that evening, Teresa met Mike again for her ride to the meeting place.  She had decided to wear a comfortable cotton dress, French cut panties and matching bra and flats.  Her hair was pulled back and she had done an impressive job on her makeup.  She looked like she was ready for a night out on the town with friends, instead of a night being fucked by multiple men.

After a short drive, Mike pulled up to a member’s only club on the other side of town.  Teresa had seen advertisements for it in the paper, but thought it was just like the other exclusive clubs in town designed to keep out the riff raff.  Mike escorted her up to the door and said he’d be waiting for her once she was finished.

Teresa found a buzzer at the door and pushed it. A voice on the intercom asked what she wanted.

“Uh, my name is Teresa, and I’m here to meet some…friends,” she said.

The door buzzed open and she walked inside.

The room before her was very warm and comfortable looking.  An attractive woman at a desk smiled at her and said her party was waiting.  She handed Teresa a key to a locker and gave her a short cotton robe to put on.  As she was escorted to the changing area, Teresa saw several couples sitting around talking and having fruity drinks.  Teresa quickly realized she must be in some kind of swinger’s club.  Having never been in one before, Teresa expected a bunch of overweight men waiting for some good-looking girl to wander in.  She was surprised to see attractive couples chatting and laughing, enjoying each other’s company.  

When she reached the changing room, she quickly took off her clothes and put them in the assigned locker.  She slipped on the comfortable robe and went back outside where the woman from the desk was waiting for her.  Teresa followed her down a hall to a room numbered seven.  Opening the door, Teresa stepped in and was pleasantly surprised.

Inside the room were several chairs and couches, all very tastefully decorated.  Mirrors hung from the walls and pleasant music was playing from an unseen speaker.  A table with drinks and snacks was sitting between the couches.  Against the far wall were three large beds with satin sheets.  A door to the left of the beds opened to a private bathroom.  

A smiling blonde woman rose off the couch and walked to greet Teresa.

“Hi, you must be Teresa,” said the pretty blonde.  “ My name is Ann and we are very happy to have you here tonight.  Let me introduce you to everyone.”

Going around the room, Teresa was struck as how pleasant and attractive everyone was.  She was particularly attracted to Chuck, a handsome man with the build of an athlete.  The most stunning woman in the room was Rachael, a fiery redhead with emerald green eyes and large breasts.  Her figure was slim and she moved with grace.  Everyone was wearing a similar robe as Teresa had on and she could occasionally steal a glance at a nice cock or neatly trimmed pussy.  Teresa sat next to Rachael and Chuck on the couch and accepted a nice cocktail.  Soon she was laughing and talking with them like they had all been friends for years.  No one mentioned how it was that she was here, or that she was to be paid for fucking the men. 

After a while, Ann began kissing with a dark-haired man named Scott.  He soon was opening her robe and massaging her firm breasts.  Ann, in turn, opened his robe and began rubbing his thickening cock.  Soon others were pairing up, and Chuck turned to Teresa and gave her a passionate kiss on the mouth.  Returning the attention back to him, Teresa let her hands slide over his muscular chest as he explored her mouth with his tongue.  She was kissing him deeply when she felt her legs being opened gently and her robe spread.  She wanted to glance down at who was rubbing her wet pussy, but was too deeply engaged with kissing Chuck.  She felt a gentle lick at her clitoris and shuddered with pleasure.  The tongue soon began licking at the wet folds of her vagina and probing into her pussy.  When Teresa finally looked down, she saw Rachael kneeling before her and giving her the best oral sex she had ever encountered.  Teresa had never engaged in a lesbian relationship before and this was greatly exciting for her.  Rachael began fingering Teresa’s tight pussy and soon had three fingers worked up inside her.  Teresa reached over to play with Chuck’s penis and felt a wet kiss on her nipples.  Marie, a dark-haired beauty with no tan lines was kissing on Teresa’s breasts and soon began kissing her fully on the mouth.  Teresa responded back, rubbing Marie’s breasts, while still pumping Chuck’s now 9” cock with her other hand.  Being in the middle of something so sensual and erotic, Teresa felt her orgasm coming.

“Oh, yes…I’m…god…cumming,” moaned Teresa.  She felt her pussy contract against Rachael’s fingers now gently pumping in and out of her pussy.  Rachael licked at Teresa’s clitoris, sending shudders through Teresa’s body.  For a good minute, Teresa’s orgasm surged through her body.  When it subsided, she had a smile of pure bliss on her face.

Chuck stood and escorted Teresa over to one of the large beds and laid her on her back.  Kneeling between her legs, he fingered her soaked pussy for a few minutes before working his cock into her pussy.  Teresa assisted by guiding it in for him and felt totally filled with his manhood.  As she enjoyed the comfortable fucking she was getting, Teresa looked up to see Rachael smiling down at her.

“Would you mind doing me like I did to you?” asked the pretty redhead.

Teresa nodded her acceptance and Rachael straddled Teresa’s face and lowered her wet pussy to Teresa’s open mouth.  Although she had tasted her own pussy juices from the cocks she sucked, Teresa had never tasted the pussy of another woman.  It had a pleasant taste and she began licking on it like she would have wanted her own pussy sucked.  She was doing it right, as she heard the moans of pleasure from Rachael and she ground her pussy down on to Teresa’s mouth.  Within a few minutes, Rachael gave out a cry and Teresa felt a warm flood of juices flow into her mouth.  She also felt Chuck’s cock twitch deep inside her cunt and she knew he was pumping his sperm into her.  In a few minutes he withdrew his now spent cock and smiled at Teresa.  One of the smaller women, Brigit, came over to Teresa and asked if they could 69.  Teresa agreed and Brigit laid on her back on the bed while Teresa straddled her head.  They both began licking and sucking on each other’s wet pussy and Teresa could see the fresh sperm leaking out of Brigit’s freshly fucked cunt, just as Brigit was licking clean the new deposit of semen in Teresa’s pussy.  Teresa continued licking at Brigit’s trimmed pussy when she felt her ass cheeks being spread apart and a new cock placed at the opening to her pussy.  Another man had also knelt between Brigit’s legs and now had his cock placed at the opening of Brigit’s cunt.  In unison, the two men began to push their cocks into Teresa and Brigit.  Teresa had a perfect view of the cock pumping in and out of Brigit’s pussy, as she imagined Brigit had the same view of her pussy being fucked.  

Teresa licked at the cock shaft now heavily fucking Brigit’s tight pussy.  Hearing a man’s voice say, “Hold her ass cheeks apart for me, dear”, Teresa wasn’t sure whom he was speaking to.  Obediently, Teresa held Brigit’s ass cheeks apart, and she felt Brigit holding hers wide as well.  The big cock that was before fucking Brigit’s cunt was now placed at Brigit’s tight asshole.  The same was happening to Teresa’s as well.  The penis that moments before were pumping deep into her pussy was now positioned to fuck Teresa’s butt.  In near unison, Teresa watched the cock of the man in front of her slide into Brigit’s ass as she felt the cock behind her invade her own bowels.  Soon both cocks were buried in tight asses and the women continued to suck and lick on each other’s clit and pussy.  This went on for nearly ten minutes and Teresa came twice during that time.  Brigit came at least once, shuddering below Teresa’s body.  They both felt the cocks pumping faster into their asses and within a minute, they felt she swelling of the cock shafts and felt the jerking as their butts were filled with white, sticky sperm.  When both men had finished depositing their cum in the women’s ass, the man if front of Teresa lifted Teresa’s head from Brigit’s pussy and placed his cock in Teresa’s mouth.  Teresa sucked on it greedily, and imagined the cock that had just been pulled from her ass now was being sucked clean by Brigit.  When both cocks had been sucked clean, Teresa turned her attention to the cum now leaking out of Brigit’s ass.  Gently licking at it, Teresa cleaned Brigit’s asshole as she felt the same being done to hers.  After both had cleaned each other’s well-fucked asses, they collapsed on the bed, exhausted.  

The night continued on with different variations.  Teresa would have a cock in her mouth, pussy and asshole, only to then have it sucked clean by one of the other women while Teresa sucked clean a freshly fucked pussy or asshole.  The fucking went on until 1 AM when everyone was too tired to go on.  Everyone showered and dressed and escorted Teresa outside the club.  Rachael gave Teresa a warm kiss and handed her a new 10-dollar bill and welcomed her back anytime.  Teresa turned and found Mike waiting for her in the parking lot.

When Teresa awoke the next morning, she was not nearly as sore as she had been on previous nights.  She felt it was because of the more comfortable situation she had been in.  She never would have dreamed of engaging lesbian sex, or eating a man’s cum from another woman’s freshly fucked pussy.  While she soaked in the bathtub, she reflected on the previous nights fun.  That was the first night in the past four that it had really been enjoyable.   The other nights she had orgasms, but they were not as good as the ones last night.  

After getting out of the bath and drying off, Teresa fixed a light lunch for herself.  She had just sat down when the phone rang.  She knew who it was going to be.

“Hi Teresa, I hoped you enjoyed last night,” said Mike.

“Oh, it was wonderful, the best so far,” Teresa said.

“That’s good, dear,” began Mike.  “Because tonight is the last night. There are still quite a few to do before you are finished.”

Teresa quickly added up the money she had been paid and realized she had only been paid fifty-five dollars.  She would have to fuck forty-five men tonight to complete her obligation to her boss!

“Mike, I don’t know if I can fuck forty-five men tonight.  That is more than I’ve had to do on any of the previous nights,” Teresa said, sounding worried.

“I know, but you are just going to have to do it, to be finished,” he explained.  “I want you to be sure and use the enema kit and maybe take a couple Motrin to help you relax.  I’ll have your outfit for you and be waiting at 5 PM.  It is a bit earlier than before, but there are more guys to fuck tonight and it will take some time to finish them all.”

Teresa still wasn’t too sure she would be able to do it.  She told Mike she would be ready at 5 PM and went about preparing herself, both physically and mentally for tonight.

When she met Mike at his car at 5PM, he seemed distracted.  She felt he was worried about her tonight and what was expected of her, but she didn’t ask him.  When she opened the gym bag with the outfit for tonight’s meeting, she wasn’t sure what to make out of it.  There were a set of tight, pink short shorts and a bright red bra and a set of black pumps. No panties or blouse.  Teresa slipped on the clothes and thought she looked cheap in them.  Mike briefly glanced back in the rearview mirror, but didn’t say anything.  They drove over to the east side of town, and every block they drove, the worse the neighborhoods got.  They finally pulled up in front of an old two-story house.  It looked like it hadn’t been painted in forty years and the lawn was small patches of grass amongst the dirt.  A late model Cadillac was parked in the driveway and from the looks of it belonged to a gang.

Teresa was reluctant to get out of the car, but Mike came around and helped her out.  He walked her up the sidewalk to the house and knocked on the door.  A moment later, a large black man opened the door.

“Yeah? What do you want?” he asked.

Teresa was about to say something, when Mike Buchanan spoke up.

“I brought you tonight’s entertainment,” said Mike.  “Be sure I get her back in one piece, understand?”

The two men locked eyes for a few seconds, then the man said,” Sure, we’ll take good care of her. Don’t worry.”

Mike stared at him for a minute, then turned and headed back down the sidewalk to the car.  Teresa had a worried look on her face, but was quickly grabbed by her arm and pulled inside the house.

“Come on, bitch, time for you to start earning your money,” scowled the man.  “The name’s Jake, but you can call me ‘sir’ or Meat.”

Once in the house, Teresa had a look around and felt disgusted.  The place was a wreck and filled with cheap or broken furniture.  About a dozen black men were listening to some rap song on the stereo and smoking cigarettes and pot.  They all turned and looked at Teresa like she was the meal of the day.

“Woo, she’s nice!” said one of the men sitting on the couch.

“A fine ass and tits on her too,” said another.

“How about a drink, slut?” another said, offering her some cheap brandy.

“Uh, no thanks,” said Teresa.  She was definitely worried and thought only of bolting for the door.  

“Why don’t you come over here and dance with me?” said another man with ‘Gansta G’ on his shirt.

Theresa mechanically walked over and tried to get in to the rhythm of the music with the man.  He rubbed up behind her with his cock through his pants and grabbed at her crotch, massaging it roughly.  She tried to act like she was enjoying it, but she was too nervous and it showed.

“Shit, the bitch can’t dance,” said Meat.  “Maybe she can fuck better.”

“Hey, I get the whore first,” said a big bald black man.  

“No problem, T, there is plenty of that ass to go around, hehe,” said Meat.

“Come on, slut, let’s see what you can do with that ass,” commanded T.  He pulled her along behind him and into another room.  

Teresa was now in the bedroom and it was possibly worse than the first room.  There were beer bottles on the dresser, the bed was unmade and looked soiled and tacky posters of naked women and street cars hung on the walls.  Teresa was trying to take it all in when she felt a meaty hand grab her breast.

“Now why don’t you take off your clothes for me and get busy?” said T.  

Looking at him while she stripped, Teresa soon had her clothes tossed in a pile on the floor.  T looked her over and smiled.  Her nipples were erect and she felt a chill go through her.

“Get over here and take care of my cock, bitch,” ordered the man.

Teresa obeyed, fearful of what would happen if she didn’t.  She unzipped his jeans and pulled down his jockey shorts.  Her eyes grew wide as she stared at the largest cock she had ever seen.  Even soft, it was over 8” long and he had a huge pair of hairy balls.  T pulled off his shirt and stepped out of his pants.  He now stood naked in front of Teresa, who dropped to her knees on the dirty carpet.  Taking his large cock in her hand, Teresa began pumping it along the shaft.  It was almost too much for her to get her hand around and she thought she would never get it inside her pussy.  When T’s cock was half erect, she put the large head in her mouth and began licking and sucking on it.  With her other hand, she massaged his scrotum and balls.  She soon had sucked him to his full length of 11” and her face looked small compared to such a long dick.  Trying to suck in as much as possible, she was only able to get 7” into her mouth.

“Shit, bitch, you can suck in more than that,” T snarled.  With that he put his hands on either side of her head and began pumping his cock deeper into her mouth and throat.  When he felt the head slide past the back of her mouth and into her throat, He pushed all the way in and had his balls resting on her chin.

Teresa’s eyes were watering as she couldn’t breathe.  This cock was firmly wedged in her throat and she thought she would pass out at any minute.  She felt relief as T pulled it out of her mouth, giving her a chance to gasp for air.

“Not bad, cunt.  Maybe I’ll fuck your throat again later.  Now get your ass on the bed,” T ordered.

Teresa was still trying to catch her breath when she staggered back onto the bed.  She lay on her back and T was soon on top of her.  He grabbed his huge cock and aimed it at her tiny pussy.  The head pushed into her and stretched her like she had never felt before.  With a few thrusts he had about half his cock buried deep in her pussy.  He pushed harder, but was only able to get about 8” rammed in her cunt.

“Shit, bitch, roll over,” said T.  He rolled over on to his back and ordered Teresa to straddle him.

Teresa spread her legs wide and held onto T’s massive cock.  She guided it up into her now stretched pussy and let her weight push in a few inches.  Again, she was only able to get in about 8” of this thick cock into her cunt.  T reached up and held onto Teresa’s hips.  With one firm pull, he impaled her the rest on the way onto his cock, driving the cock head right into her womb.

Teresa let out a yelp of pain.  She looked down and could see she was now sitting completely on his lap, his hairy balls resting against her ass.  Trying to acclimate her stretched pussy to this new invader, she began slowly pumping her body up and down on his cock.  It was agony at first, but as her pussy began to get wetter, the pain subsided.  T was now pulling on Teresa’s breasts and nipples and pumping her up and down on his cock like a fuck toy.  His breathing soon began to quicken and he pumped his cock into her faster.

“Yeah, you whore, I’m gonna fuck you like you’ve never been fucked before,” breathed T.  “I’m gonna pump your full of my black cum, full of my black baby-makers.”

Pulling Teresa down onto his cock again, T gave out a loud grunt and started cumming directly into her womb.  Teresa could feel his cock pulse load after load of his semen deep into her pussy.

When T was through cumming, Teresa rolled off and onto the bed, breathing hard and feeling like she was just punched in the stomach.  Before she had a chance to catch her breath, T grabbed her by the head and shoved her face into his cum sticky crotch.  She knew what was expected of her, and she began sucking and licking up every drop of his residue.  Her face glistened with sweat, pussy juices and cum when he had finished with her.

“Now you stay right here; some of the brothers will be along in a minute for you to take care of,” said T.

Teresa tried to prop herself up on her elbows and regain her composure when two more of the men walked in.  She soon found herself with a cock buried in her pussy and sucking on the other man’s cock.  They took turns fucking her like this for half an hour before they both shot their loads in her pussy.  The next man had a smaller cock, but decided to give her a good butt fucking with it.  He alternated between fucking her sloppy, cum-filled pussy and her tight ass.  He soon shot his cum in her bowels and had her suck his dirty cock clean.  Three more men came in and Teresa had to swallow their sperm before they started fucking her in the pussy and ass.  Having cum so recently, they lasted much longer, and her pussy was sore after they all came for a second time.  Hours went by, and as soon as one man would finish fucking her in the mouth, cunt or ass, another would take his place.  Teresa tried to keep count of how many cocks she had serviced that night, but they all were just a blur.  Some were average size cocks, but many were much larger than she was use to.  Her ass felt raw from the fucking she was taking there and her stomach felt like it was full of jizz.  It was late into the night when they said they were all through fucking her, but they all wanted one last blowjob each.  They sat around the living room, drinking and smoking as Teresa crawled over to each man and sucked his cock until it exploded in her mouth and she drank down the sticky cream.  At around five in the morning, she had finished sucking the last of the cocks and they were ready to let her go home.  Teresa had sperm running out of her ass and cunt, and her face was crusty with drying cum.  Her jaw hurt and she didn’t think she would be able to walk right for a month.  She put on her clothes and before walking out the door, the man who first met her at the door, Jake, handed her an envelope and said she was a great fuck.

She just looked at him in disgust as he offered to let her come over and be their bitch again.  Teresa stumbled down the sidewalk and saw Mike Buchanan’s black Mercedes in front of the house.  He helped her inside the car and gave her a warm, wet towel to clean off with.  As Mike drove away, Teresa looked in the envelope.  It was full of one-dollar bills.  She quickly counted them and then counted the money again.  There was only forty-four dollars in the envelope!  Had there been only forty-four men there tonight?  She had lost count and couldn’t remember.  So many cocks had fucked her, she wasn’t sure.  Today was the last day, and she didn’t think she could fuck another man, even for one dollar!  Teresa began to sob in the back of the car.

Mike looked at her in the rearview mirror and saw Teresa crying her eyes out.    Finding a secluded spot off the road, he pulled over and got into the back seat with her.  He held her as she continued to cry.  When she finally regained her composure, she told Mike what had happened.

“There is only forty-four dollars in the envelope!” she cried.  “That makes me one dollar short of the one hundred dollars for Mr. Jameson.  I am going to go to jail for sure, and I did all this for nothing!”

“Look, it is going to be alright,” assured Mike. “You aren’t going to go to jail.”

“I have to have one hundred dollars for Mr. Jameson by this morning, and I hurt too much to fuck again,” wailed Teresa.  “I just can’t do it!”

Mike thought about it for a few minutes while he held Teresa, trying to calm her.  At last, he reached into his jacket and pulled out his wallet.  He got out one crisp new dollar bill and handed it to Teresa.

“Look,” began Mike.  “Just consider this advance payment for services rendered.  You can give that prick Jameson his money and you will be off the hook.  I thought it was a shitty thing he did to you in the first place.  Let’s get you home and cleaned up and you get some sleep.  Don’t worry about your debt; it is finished.”

Teresa looked up into Mike’s eyes and saw a great deal of compassion.  She knew he could have told Mr. Jameson she didn’t complete the task and collect one hundred dollars, but he didn’t.  He could have also given her the money and demanded she fuck him right there, but he didn’t.  She knew he did care about her and tried to protect her as much as he could.  

Teresa put the dollar bill in the envelope she had received that night and kissed Mike on the cheek.  As he drove her back to her apartment and helped her inside, she knew she once she felt better would give him the fuck he had paid for; and probably many more as well.

THE END

Author’s Notes

This story is FICTIONAL.  Any similarity to a real Teresa Brown employed at Jameson Accounting Firm and forced to have sex with one hundred men to clear a debt it purely coincidental.  Any mention of IRS publications as it refers to tax law is also FICTIONAL.  This story was written as adult entertainment and should be kept out of the prying eyes of minors.  Any comments, criticisms, bitches, gripes or accolades should be addressed to the author at: ffdarkhelmet@hotmail.com.  This story is copyrighted by the author and may not be altered in any way without prior consent.  This story is released as a free story for all to enjoy, and if you find someone trying to charge for this story, please notify the author.  I hope you enjoyed reading it as much as I enjoyed writing it.