His Debt

Chapter I

It's two o'clock in the morning and Jenny is awake.  She can't sleep, her husband has not come home yet and she is worried.  She lies in bed wearing pajamas, and tosses and turns as her mind imagines Eric being in a car wreck, or worse.  Maybe he was off losing money at the card table.

Eric had a gambling problem.  He would have streaks, and sometimes the extra money helped out.  But lately he has been losing a lot more than he has been winning.  He’s also been playing some games with some rough looking men.  

Her phone dings with a notification.  She immediately reached for it and looked at the screen.  It's a text from Eric.  Relief fills her as she opens the message.  An image opens and she sees her husband's face.  He is bruised and bloody.  Horror fills her as another message follows.

“Come to 4321 Beaker St. or your husband dies. If you call the police, we shoot him in the head.” The message reads.  She quickly responds, “Please don't hurt him.”

“You have one hour.” The next message reads.

Jenny leaps from the bed and puts on some clothes.  She is in the car in minutes driving to the location.  Fear fills her and she drives fast. She arrives at the location in forty-five minutes.  

“What should I do?” she thought to herself as she weaved in and out of traffic.  Go to the police, they would kill Eric.  “Maybe it’s a bluff?” passes her mind, but this didn’t feel like a bluff.  She couldn’t get the picture of Eric’s beaten image out of her 

4321 Beaker St is located in the warehouse district of the city.  Not a place she was very happy to go into at this time, or at any time.  The area seemed completely deserted, only streetlights showed the way.

She walks up to the door and knocks. Her emotions are a mixture of fear and also a touch of anger.  She was sure that Eric had done something stupuid.

The door opens after a few moments and a large man in a suit looks her up and down.

“Follow me,” he says as she walks into the warehouse.  It's a large space, with several expensive looking cars parked inside.  One side of the building had been set aside for office space.  She is led to an office area.  When they arrive the large man opens the door and gestures for her to enter.

Inside is an expensive looking office area with four men standing around her husband who is sitting in a chair.  His face is bruised and looks to be in horrible condition.  Jenny tries to go to him, but the man who escorted her grabs her arm.  She tries to resist, but he is far stronger than she is.

“Miss Green,” an older man says to her. He is tall and wearing an expensive looking suit. He is sitting at a large wooden desk. “Please come in and sit down. We have much to talk about.”

“Please don't hurt him,” she says as she is led by the arm to a chair across the desk from the man who spoke.

“That is up to you, Miss Green,” the man says as she sits down.  She looks to her husband with fear and apprehension.  Eric looks horrible with one eye swollen shut and a split lip.  She can see he is in pain.  “Your husband is not a good card player and has built up quite a debt.”

“I understand,” Jenny says nervously.  Her eyes keep going to see the man she loves.  “I am sure we can work this out. Mr….”

“I'm glad you said that,” the man said. “I am Blake Thompson, but you will call me Sir.”  He looked at her coldly with his brown eyes.

“Yes, Sir” Jenny responded in a nervous voice.  Her voice trembled as she realized this man was terrifying.

“Your husband is on the hook for $23,000 dollars to me.” Blake said.

“Are you kidding me?” Jenny said in surprise. Her fear was overcome by rage.  This was not the first time Eric had run up a gambling debt, but never this much.  “Excuse my language, Sir. I’m sorry.”

Blake did not smile, only shook his head.

“I understand”, he said, spreading his hands across the desk. “But it now comes down to you. Eric has explained that he does not have the money and that is not acceptable to me.”

“We don't have it now,” she responded, her tone becoming serious. “But we will find a way to get you your money.”

“Great,” he responded. “I can give you till the end of the day to make the payment and all will be forgiven.” 

“The end of the…. Sir we can't do that.”

“Then we have a problem,” Blake said coldly. “You must understand. Your husband is not leaving her alive without an arrangement being made.  I want my money, you don't have it.  What are we going to do?”

“Please, Sir.  Be reasonable,” She panicked.  “I will do anything you ask.”

“We will see,” Blake responded flatly.  “I am willing to make you an offer.”

“Great,” Jenny responded hopefully. “We can work something ou….”

“I'm willing to pay you $1000 per day for your body.”

“What!!” Jenny exclaimed, shocked that anyone would even ask for it. “You can't be serious.”

“I'm very serious,” Blake said, then motioned over to the blonde man standing directly behind Eric.  He put a noose around Eric's neck and pulled down on the rope.  Eric was pulled out of the chair and to his feet.  The rope burned his skin as the noose tightened around his throat and stole his air.  The man then pulled again and raised Eric off the ground.

Eric began choking and gasping as the noose tightened around his throat.  His feet started kicking, trying to find purchase.  A well muscled man with tattoos covering his arms pull back the chair out of reach of Eric’s kicking feet.  Jenny immediately rose to her feet.

“Sit down Miss Green,” Blake ordered.

“Please stop!” She exclaimed. Sitting down as she was commanded.

“Not till we have an agreement,” Blake said.  Eric made choking sounds as his airway was cut off and he began to suffocate.  “Breaking you will take less time than he has.”

“Please be reasonable,” Jenny pleaded as realized the seriousness of the situation.  She tried to think of options, but she could see this man didn’t want or need to make a deal.  Either she submits to this asshole, or have her husband choke to death.

“Ok, Ok. You want to fuck me, then fuck me.” Jenny exclaimed.  She couldn't take her eyes from her suffocating husband.  “Just please let him down.”

“You must understand Miss Green,” Blake continued.  “I am going to take complete control of you. Use you. Pass you around like a cheap whore until I get my payment.  Do you agree?”

“Yes, Yes. Just let him down.” Jenny cried as she watched Eric's face turn blue, his mouth gasping for air.

“Remove your clothing,” Blake said, “and I will let him down.

Jenny was appalled, but moved quickly.  She stripped her top off as she stood, then the rest of her clothes.  Once she stood naked before these horrible men, Blake motioned to his man and Eric was lowered to his feet.  Eric sucked in a huge breath of air before saying, “You Bastards” 

The man to Eric's left immediately punched him in the solar plexus and Eric's ability to breath was taken away from him.  He coughed and wheezed for several minutes.

“Eric!!” Jenny screamed as she started for him.

“Stop” Blake commanded and Jenny stopped moving.  “You belong to me now, “ he continued. “You will do what I say, when I say it.  Do you understand?”

“Yes, Sir,’ Jenny responded, returning to her original position between the chair and the large desk.  She tried to cover as much of her body as possible with her hands.

“Are you ready for the rules?” Blake asked in a neutral but commanding voice.

“Yes, Sir,”

“First rule,” he began. “You will address me as Sir at all times.”

“Yes Sir.”

“Second Rule,” Blake continued. “You will do what I say, when I say it.  Any hesitation will cause punishment to you or your husband.”

“Yes Sir,” she responded in a barely audible voice.  Her eyes were locked on the ground and she was trembling.  

“Third Rule.  Your body and mind are mine to do with as I see fit.  Any pain or pleasure you feel are not important. You must do what you are told to do.  If you fail the punishment will be dealt out to either you, or your husband,” Blake said.

“Yes, Sir.”

“Fourth rule,” he continued, "you will not speak unless spoken to. You have nothing to say that I want to hear.”

“Yes, Sir.”

“Very well,” Blake stated, then pressed a button on the desk.  “Gabby, please come in here.”

“Yes Sir,” was quickly heard as the woman responded over the intercom.

Blake stared at Jenny as she stood, trembling and trying to cover herself from the eyes of the predatory men she was now surrounded by.  Eric was now sitting in the chair he was in when she arrived.  Handcuffs now secured his hands to the arms of the chair.

After a brief moment, a soft knock was heard at the door. Then it opened as a petite young woman walked into the room.  She was a blond haired, blue eyed beauty with generous curves.  She was wearing a black mini skirt and a white blouse.

“Ah, Gabby,” Blake stated as the young woman entered the room.  “We have a new acquisition and you will assist in her introduction.

“Of course, Sir,” Gabby responded.

“Step forward and lay, face down, on my desk,” Blake commanded Jenny.  She hesitated for the briefest of moments before she took a few steps and laid her torso over the desk.  “Bind her hands and feet to the desk legs,” he commanded Gabby.

Gabby quickly returned to the cabinet and collected several bundles of rope.  She quickly went to the back of the desk and took Jenny's left wrist.  Skillfully she bound her wrist to the desk, then moved to the next hand.  In moments Jenny was secured to the large, heavy desk, by her hands and with her ankles tied together and rope running to the legs of the desk.  With her feet together and her chest on the desk, her firm and toned ass and legs were on full display to everyone in the room.

“Now bring me a cane,” He commanded Gabby.  She returned to the cabinet and withdrew a wicked looking cane.  She quickly moved to give the horrible device to Blake.

He swung the cane through the air several times to get a feel for it.  The sound of it cutting the air scared Jenny horribly and her tremors increased.  She pulled at the ropes and found no give to them.  Gabby had done a good job of locking her into place.

“I am going to cane your ass and legs,” Blake stated in a matter of fact tone.  “You will count out the blows as each lands. Do you understand?”

“Yes Sir,” Jenny responded. 

She didn't know what to expect, she had never felt a cane on her body before.  The cane cut through the air and bit into Jenny's firm ass, crossing both cheeks and forcing a scream from Jenny.  She had expected pain, but this was a line of fire across her ass.

“One, Sir,” she managed to spit out, once her scream ended.

“That's good,” Blake said in an approving voice, before bringing the cane down again.  The cane landed just above the now red line forming on her beautiful ass.  Adding its own fire to the pain she was feeling.

Blake was skilled with the cane.  He would strike Jenny's vulnerable backside, then wait several seconds after she counted out the number.  He was allowing her to process each cut and dread the next.  Strike after strike landed on her vulnerable ass and legs, soon a ladder of pain was running up and down her legs.  After Jenny had screamed out number twenty-five, Blake paused and looked at Eric.

“Untie the husband,” Blake commanded.  The men to either side of Eric moved to follow the order.

“Strip, and sit in the chair behind the desk,” Blake told Eric.  Eric looked confused and conflicted, but an angry look from the man to his right motivated him into action.  Eric stood from the chair and took off his clothes, leaving them a pile on the floor.  He then walked behind the desk and sat in the cushioned chair.  The chair had been pushed back to the wall and Eric now sat a few feet from his crying wife.

“Mrs. Green,” Blake said. “You are the cum dumpster for this evening.  You will swallow all the cum that is given to you.  Do you understand?”

“Yes, Sir,” Jenny crocked as the pain from the caning burned her backside.  She never knew pain like this and tears were flowing freely from her eyes.

Blake turned to Gabby, who had moved away from the scene and stood a little apart from the men. “Gabby,” he said, “You are tonight's cum rag.  You will clean up all the cum that is spent today, and you will put it in Mrs. Green's mouth.”

“Yes, Sir,” Gabby responded, not looking like she knew where to stand.

“But first,” Blake continued.  “Suck off the husband.”

“Yes, Sir,” Gabby said, “Thank you, Sir,” as started walking towards Eric.

“Mrs. Green,” Blake started, “I am going to continue to cane your ass until your faithful husband cums in our pretty little assistant.”

“Yes, Sir,” Jenny sobbed.  She couldn't have ever thought of the torments she was experiencing.  She looked to Eric, who looked back with fear.

A swish in the air and a piercing scream was followed by a sobbing “Twenty-six.”

Gabby settled herself between Jenny and Eric, grasping his limp cock in her hand.  Without words she leaned forward and took it between her lips and sucked on the head.

Swish, Crack, “Twenty-seven.”

Swith, Crack, “Twenty-eight.”

Jenny was horrified when she looked at the woman sucking her husband's cock.  Her head was now moving up and down in a practiced motion.  Eric had a hard-on.  Rage filled her as the next strike landed on her.  Blake was moving the strikes down the back of her thighs, now almost reaching her knees.

Swish, Crack, “Twenty-nine,” she screamed.

Gabby was good at her work, she has had a lot of practice.  She skillfully worked Eric's hard cock with her mouth, while massaging his balls with her hand.  She sucked on the head and swirled it with her tongue, then taking him deep into her throat.  Over and over she moved her head, while Jenny kept screaming out numbers directly behind her.

Swish, Crack, “Thirty-eight,” She screamed.  Blake was now caning her calves.

Jenny saw the moment when her loyal husband, the man who had gotten them into all of this, came into Gabby's mouth.  She saw him tilt his head back and grab the arms of the chair he sat in.  Gabby was stroking his cock up and down as she milked every last drop of cum from him.

He came for several moments, filling the pretty blonds’ mouth with his salty spunk.  When he had finished, Gabby turned to face the suffering Jenny.  Gabby grabbed a handful of her hair and raised her head.  She then, gently, pressed her lips to Jenny's.

Jenny was shocked by the act.  She was kissing the woman who had just blown her husband.  Her first thought was to pull away, but she must swallow the cum.  If they were going to survive this nightmare, she had to swallow the cum.

Gabby pressed her tongue against Jenny's lips and felt a moment of refusal before Jenny parted her lips and took in the tongue.  Her husband's salty cum began to flow into her mouth as Gabby's practiced tongue deposited the semen into Jenny's mouth.  Jenny, then swallowed.

“Excellent,” Blake said loudly when the “kiss” was over.  He admired the work he had done on Jenny's backside.  It was now covered from the top of her ass to near her ankles with horizontal stripes of red agony.  He had been meticulous in his delivery of the blows so they were almost all parallel.  None had broken the skin, but she would be feeling this for days.  

“Gabby,” Blake commanded, “come over here and prepare Mrs. Green's ass.”

“Yes, Sir,” she responded quickly as she let Jenny's head loose.  She had enjoyed the kiss and knew more were to follow.  She stood and went to the cabinet again, this time returning with a bottle of lube.

She gently rubbed the poor woman's ass, feeling the now inflamed red welts.  She then dripped some of the lube onto her asshole.  She then poured some on her right hand.  Gabby then began to massage the oil into Jenny's ass.  Gently at first, circling the sphincter several times before entering it with her finger.  Slowly at first, Gabby fingered Jenny's ass.  Slowly, she entered another finger, feeling her ass grip like a vice.

“You're gonna have to relax, or these men will tear your asshole up,” Gabby coached the suffering woman.  Jenny cried as the girl slid a third finger into her ass.  Gabby was gentle but firm in her motions.  She slid her fingers in and out, trying to relax the poor woman.

“Enough,” Blake said and walked up to the bound woman.  Gabby quickly moved out of the way.  Blake already had his cock out and was stroking it as he stood behind Jenny.  He roughly swatted her bruised and welted asscheeks several times.  Gabby let out a pitiful cry as her ass took more punishment.

Without speaking, Blake entered Jenny's ass.  He was much larger than the three fingers had been and this forced a scream from Jenny.  Her ass spread wide to take the large intruder into it.  

He started with several shallow motions, letting the lube and her ass spread.  Then he grabbed her waist and started moving deeper.  Jenny had never felt this before, it hurt.  It hurt badly.  Her rapist was a large man and was only starting to fuck her.

She felt it when he was fully inside her by the pain radiating from her violated ass and the pressure of his hips and legs on her freshly caned body.  He then began a full, deep stroke.  Filling her before pulling almost completely out, before shoving it in again.

He was enjoying the pain he was giving her. Savoring every inch of her ass with slow, deliberate strokes.  He made sure that his lower body came into contact with her tortured flesh each time before pulling back.

He kept this pace for an agonizing amount of time before he started more shallow, faster thrusts.  Each one ending with his hips and legs pressed to her marked body.  Each thrust forced a gasp of pain from the suffering woman.

When he came, he pushed himself deep into her and ground his body against her's.  She could feel the pulsating cock shooting its load into her.  She felt his body rubbing against her welts.

“OK,” he said as he pulled his cock from her ass.  Gabby was kneeling to Blake's right and she took his cock into her mouth to suck the last drops of cum from him.  Once complete, Gabby slid between them and lapped up the cum that had started to drip from the tortured anus.  

When the flow slowed, Gabby pushed her tongue into her ass to try and get more cum from her.  She knew how to act in this situation and she performed it masterfully.  Once she had gotten everything she could, she walked around then kneeled in front of the crying woman.

This time, Jenny raised her head and parted her lips.  Gabby leaned forward and kissed the suffering woman, transporting the sticky cum from one mouth to the other.

“Ok Boys,” Blake said to the five men who had been eagerly watching, “enjoy yourselves.”

The large one who escorted her into the building moved first.  He walked up to her and began to spank her tender ass.  Jenny could only cry as the pain increased, she couldn’t move, she couldn’t even say “No,”

“Gabby,” he said, “When you're not acting as a cum rag, you'll get these men ready. I want hard cocks the rest of the night.  Do you understand?”

“Of course, Sir,” Gabby said.  She stood up from the suffering woman and walked around to the other side of the desk.  She walked over to the remaining four men.

“Who wants next?” she asked. 

“And you,” He said to Eric, “Get the fuck out of my seat.”  Eric moved back to his original chair and the handcuffs were reattached. 

She soon felt the large man put his hands on her hips and begin to line his cock up with her ass.  She felt the head of his cock press into her, she gasped at the size.  It threatened to tear her with its girth.  

He was relentless in his fucking of her ass.  He started slowly, pushing his huge cock into her well lubricated ass hole. Forcing her ass to take his impressive cock.  Before long, he was hammering her asshole.  

Jenny shook from each thrust.  She gasped when Blake pulled her head up so she could see him.  Watch him enjoy her suffering and he did. 

He stood up, holding his now hard cock in his hands.  Jenny did not hesitate, she knew this would happen.  She opened her mouth and accepted the cock.

Jenny was used repeatedly by the rough men.  Each orgasm, she swallowed.  At some point through the night she began to look forward to kissing Gabby again. Each kiss was a small moment of peace in this endless night. Near morning, the men had each satisfied themselves several times in Jenny’s mouth or ass.  Jenny was released from the bonds that had held her and she was allowed to fall to the floor.  

The large man who had escorted her into the office, came up to her and pulled her to her feet.  She swayed as she looked at Blake.  

“You’ll do, slut,” he commented as he walked around her trembling naked form. “Tomorrow will be your first day. This was just an audition. Mr. Swartz, please escort this slut to her room for the night. Mr. Bailer, please escort Mr. Green to his vehicle.”

“You will return back here tonight at 8,” Blake stated to Eric.  

“Are you letting me go?” Eric asked as Jenny was escorted out of the room.  He looked at her, but she wouldn’t meet his eyes.  He couldn’t tell what she was feeling as she left.

“You must go make excuses for why your lovely wife is going to be gone for three weeks,” Blake said in a bored tone.  As if explaining to a child. “Then you will return here.”

Mr. Bailer took Eric’s arm and walked him out of the office.  Once outside he quickly got into the car and left for home.  The sun was up by this time and he needed to start making excuses.

Jenny was led outside of the offices and escorted to the back corner of the warehouse.  Here it was darker and the floor was filthy.  Her bare feet crossed the surface.  She was led to a concrete room.  The room had a thin mattress on the floor and a bucket.  Nothing else was in the room.

“Move slut,” Mr Swartz said in a harsh voice.  It was a command.

She made her way to the bed and laid on her belly.  She was falling asleep as the door closed and locked.  She slept.