Teacher’s Dilemma

Author’s Note: If you’re searching stories in this category, then you know what’s coming, but if you’re offended by such stories, I’d say skip this story since it has blackmail and non-consensual sex. This is a fictional story so trying to find reality in it would be like trying to find logic in Fast and Furious series.

I’ve already given a fair warning here. Constructive criticism will always be welcome so that I get to improve my writing.

EDITED VERSION: Fixed some of the annoying grammar issues.

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Main Characters:

Jessica Peterson: Jessica (32) is an assistant professor at a prestigious university & teaches physics. Married to Jason (9 years), love of her life since when she was a teenager. Michael is her twin brother.

Physical Attributes: White woman with blonde hair that goes well below her shoulders. She’s tall, 5’11”, keeps her fitness but has real nice curves just in right places. Bra size – 36D.

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Tyrone Williams: Tyrone (21) ex-student at the same university. Expelled after an incident reported officially by Jessica. Highly intelligent, technology innovations being his strength. He still holds a grudge against Jessica. He is the brother of the biggest criminal gang in the city. His brother forced him to work full time with him after his expulsion from the university.

Physical Attributes: Black man, handsome and loves to remain well dressed. Height 6’2″, loves to be in shape, keeps lean muscle body.

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Jason Peterson: Jessica’s husband (38) is Vice President of marketing in a cyber security company, DarkWeb. He gets to travel a lot because of his work.

Physical Attributes: He’s a redhead white man, just a little taller than Jessica at 6′. Fairly good looking for an average person.

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Michael Clark: Michael (32) is Jessica’s twin brother. Had criminal history throughout his teenage. When arrested by FBI on an attempted murder case, agreed upon a plea deal and helped them arrest the entire Latino gang (only rival gang to Tyrone’s at the time). In return got reduced sentence in minimum security prison, currently on parole.

Physical Attributes: White man with blonde hairs, dangerously skinny with height 6’2″.

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These are the main characters you need to know; I will explain other side characters as they come and go in the stories.

This story starts slowly and could escalate quickly. Overall length could be long for some people’s taste.

The whole idea of this version of the story is to provide an emotional journey along with the character’s development. I have tried and will continue to try having characters that have shades of right and wrong in them.

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It was a pleasant Sunday morning, not so cold for November. Jessica was driving to meet with her brother, which was her weekly routine since he was on parole. She wanted to make sure he’s on the right track and didn’t end up in prison again.

Every Sunday, she used to spend the entire day with him, having all 3 meals with him and long chats, which was mentally relaxing for both. Since it was an hour of drive to her brother’s place, her mind raced back to the time when her mother divorced their father because of his abusive behavior.

Their father was an alcoholic and, when drunk, would lash out at his family. Michael used to always save his sister and mother from him and always end up getting beaten by him. Later he would joke, I’m fine being the punching bag if he doesn’t lay a hand on you two.

Their mother was stuck with him because she was a homemaker and relied on him for the finances. But when they were 16, one incident left Michael in ICU, which was a wake-up call for her and she left with her children and divorced him. Out of fear, she pursued no legal case against him.

With no finances and family struggling, Michael entered the world of crime, and soon became a henchman for Latino gang, only few non-latinos could rise in ranks. He made sure there was food on the table and Jessica gets to continue her education.

She remembered once when he said to her, “Hey Jess, remember this family relies on you, not me. Make sure you study hard and make something of yourself. You are the one who will take us out of this shit. I’ll try to survive to make sure I see you successful.”

That memory brought tears in her eyes, because throughout their entire life he made sure that nothing happens to her, and she always felt like she never could return the favor.

Before she could pull herself out of memory lane, she had arrived at her destination. She parked in front of an ancient building where he lived, a smallest studio. Michael refused any financial help from her. He felt like it’s his responsibility to be the protector, not the other way around.

She composed herself and left out of her car to meet her brother.

She knocked on the door. When he opened, it just brought back a sense of how much he was struggling in his life. He was a complete mess and so was the small studio in a building which could crumble into pieces with a minor earthquake.

As she entered inside and went to the small area reserved for the kitchen with the food, she had brought with her and said, “Michael you need to do some cleaning around this place, you can’t just live in a mess like this”.

He just smiled and said, “I have a sister to help me once a week. Why would I do the cleaning then?”

She just ignored that statement and cleaned the apartment as much as she could before heating the food in microwave and served it for both. As they were eating the breakfast and chatting about their week as usual, Michael said, “Hey Jess, I always get so sad that mom never get to see what a wonderful life you have made for yourself”.

Now he was serious and continued, “she suffered her entire life and before you could even graduate, cancer took her from us. But I know she’s looking down from somewhere so proud of you.”

She knew he was holding on to his tears and knew that he always wanted to be this alpha-male in front of her and throughout her life she had never seen him cry. At least she doesn’t remember it.

It was when he said, “Sometimes I feel like I have completed my purpose in this world. I just don’t know what to do anymore. You don’t need me, sis, I just don’t understand what to…” and he couldn’t hold anymore and started crying.

It was like the floodgates were now open. All those years of suffering were now flowing with his tears. Jessica couldn’t hold her tears as well and both cried for what seemed forever.

Once they were normal, she said, “Don’t you dare say that again. I need you more than ever. I can’t imagine my life without you, Mike. Whatever thoughts are going on in your head, remember if you do anything stupid, I will follow you wherever you are, instantly. I can’t let you go, and you can’t leave me all alone, not after all we’ve been through.”

She knew Mike was going through severe depression and needed professional help. She just didn’t know how to bring it to him without offending him. But it was now or never a situation, so she said, “Mike, I think you need help. I mean professional help. Please, for once listen to me and see this…”

Before she could finish her sentence, he yelled at her, “so I open up in front of you and you think I’m some sort of nut case”? Before she could respond, there was this extreme anger in his eyes, but there was something else as well, disappointment.

She was the only person in his life who thinks he’s not mentally stable, which somehow meant for him that if he agrees he needs help from a shrink, she will no longer have any respect for him.

In this anger, he jumped from his seat and went to the door, opened it, and yelled at her, “Jess please leave before I do something stupid that I’ll regret rest of my remaining days”.

She wanted to say something to him, but when she looked into his eyes and realized that saying anything would make things even worse, so she left.

Once in her car, she couldn’t hold her tears and cried again for what seemed like forever. Only worries she had was what if she left here and Michael did something stupid, something she just didn’t want to bring to her mind as well.

She did not know what to do, hence she thought to talk to one of the clinical psychiatrists at her university, her good friend Rachel. She would recommend her something beneficial on how to approach this delicate situation.

Resigned to the fate, she drove back to her home but somehow her mind was in such an emotional roller coaster that she needed some break before she goes back home to her husband’s questions about why she’s back early. So, she planned to stop at the Starbucks on her way and gather her thoughts.

She parked outside a bigger Starbucks, which had open seating area, which was perfect since she can pick a spot away from the crowd to think straight, alone without having prying eyes if she ends up crying again. She ordered a Frappuccino and found a perfect spot of which was at the corner and would be out of view from people unless someone specifically looks for her.

While sipping the frozen drink, she was trying to calm herself down and didn’t even notice that someone had taken a seat opposite to her. She looked up and saw a black guy sitting and thought she knew him but somehow couldn’t remember, at least not till he said, “How’s everything Miss Peterson”?

She thought, “Tyrone? What’s he doing here and how did he know where exactly I was?”

Before she could say anything, he answered her questions as if reading her mind, “Don’t bother answering, since you’re thinking about how I found you? I just followed you from your home all the way here. I was trying to find you alone to talk and was pleasantly surprised when you left earlier than usual and stopped at Starbucks.”

She thought, “Why was he following me? Earlier than usual? How long has he been following me?” But this won’t help. She needs to be strong in front of him, so she said firmly, “What do want Tyrone and why are you following me?”

“Straight to the point I like it,” said Tyrone with a smirk, “Well you know Jess, I always wanted to do something in academia and help the world with my knowledge but it’s difficult to do when your brother is a gang leader and wants your help to expand it.”

Looking directly into her moist deep blue eyes, he continued, “I tried everything to keep him at a distance, by doing what he wanted so that he’ll leave me alone and let me continue my studies.”

Grabbing her drink and taking a sip from it, he said, “until you decided they should expel me, and for what? For teaching that whore a lesson, who couldn’t shut her mouth about my brother because she fell in love with him?”

He paused a few seconds to let things sink in and then continued, “you know something, I didn’t want to do it, but I didn’t have a choice, you see when my brother asks you to do something it’s never a request. But instead of trying to understand my situation, you had to get me expelled.”

She could see anger rising, remembering the past. “YOU KILLED MY DREAM. I knew I had to get back at you. I could have done anything to you or your family, but that’s shortsightedness and you know me I don’t make any major decisions out of anger. Patience is key until I got the idea and boy what an Idea I got.”

With all that she had faced today she was just not in the mood with all these riddles, so she said, “I am not in the mood for your stupid stories and what happened to you was because of the decisions you made, it had nothing to do with me. What did you think that there won’t be any consequences of what you do?”

“Funny, I was just looking for the right word, CONSEQUENCES. What did you thought Jess, there won’t be any consequences for what you did?”

“Don’t waste my time Tyrone, I have been through enough for the day so get to the point.”

“See, Michael is still on parole, and you know who is the parole officer? Let me answer that to you, Luis Sanchez. His earnings took a massive hit when your brother was a snitch, because he was under Latino payroll and since they’re now gone, my brother doesn’t give a shit about him.”

Now in a much calmer voice, he continued, “so if Luis finds anything against your brother, he will not hesitate a second and put him back in prison. I would say he would even make sure your brother ends up in same prison cells as the Latino gang members are. How long do you think your brother will survive?”

She was in complete panic mode, which could be clearly visible on her face. There was no doubt he wouldn’t survive a day. But pretending to be strong, she replied, “but my brother did nothing illegal since he’s out.”

He pulled out something from the pocket of his jacket which looked like photos and threw them on the table in front of her. “Consumption of hard drugs while in parole is completely illegal and would be a perfect way back to prison”.

She looked at the photos it looked like a montage of photos from different days, which meant that he was back on drugs again. He completely defeated her now, and she did not know what to do anymore. This day couldn’t get any worse, she thought, but struggled to form any sort of words to respond and just kept on looking at the photos.

“Now if you’re thinking, how could he even have money to buy the drugs then let me help you with it, I told my guys to provide it for free to him. Sure, they kept recording his activities, so I have videos of the pictures that you’re seeing. His drug test will come up soon anytime, so he’ll be caught,” he said coldly.

“Please don’t take your anger on him. He had done nothing to you take it on me. Please help him, he can’t go back to prison, please,” she begged him, crying for help.

“Well, you took the only thing I wanted in my life from me. I took the only person you wanted to save from you. I guess we’re even now.”

“No. Please don’t do this. If anything happened to him because of something I did, I could never forgive myself.”

“Perfect. That’s what I wanted, you to suffer for the rest of your days like I am.”

“Can I do anything to change your mind, please? I’ll do anything to save Mike, he’s in a terrible place. He had suffered his entire life; I just can’t be the reason for his end. Please have some mercy on me, if not me, then on him.”

He just looked in her eyes directly, enjoying her tears and said nothing for what seemed like forever but was few seconds. Then he said, “Okay then listen to me carefully you bitch and don’t interrupt and remember all details. I won’t repeat anything.

The sudden change surprised her, but kept listening. “Take this hotel key, it’s for The Sheraton downtown room 2134. You are in this room coming Saturday morning sharp at 10,” as he slides the room key in front of her.

Then, looking into her eyes, he said, “I don’t care what you tell your husband, but you’d be gone for an entire day and possibly the next day. Now about what you’re supposed to do when you’re there. Well, make sure whoever is in that room, you fuck them and when I say fuck them, I mean give them the best fuck of their entire life.”

He noticed a sudden fear in her face but kept ongoing, “if even one person leaves without fucking you, your brother is in prison. So, what you do and how you fuck everyone in that room is not my concern, but remember one thing: I will know if that doesn’t happen.”

Taking another sip of her coffee, he continued, “also do whatever they say, while you’re in that room remember NO is not a word that you have in your dictionary. At any instance, anyone asks you to do something, and you say no, our deal is off and your brother, well you know.”

With that, he got up and left without giving her chance to respond or even negotiate with him any further because that was the plan. He wanted to put an extremely hard character in front of her and staying there might have created some issues if she begs with her crying ass eyes.

She looked at the hotel key and realized what had just happened and what she’ll have to do to save Mike. Could she do it? Anyone in the room means there will be multiple people in the room. Can she cheat on her husband? He was her childhood sweetheart.

She had never in her entire life slept with anyone but him. She loved him very much, but refusing to do it means letting her brother die intentionally. He had saved her throughout her life and it’s her chance to return the favor. Specially since he was in this situation because of what she did.

This was a huge dilemma for her. She waited for 45 more minutes just thinking through and hoping she could decide, but whatever circumstance she thinks of ends up being a bad idea.

What if after she’s done with this, and he still ends up in prison? Finally, she picked up the hotel key and put it in her purse. The idea was to keep it and think through the entire week she’ll be able to come up with a better solution. She left back for her home.

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Before she could decide, it was already Friday, and she was driving back towards her home and do not know what she would do. She thought of worst-case scenario, if she went through with it and her husband finds out, a divorce but on the flip side dead brother.

At that moment, she thought she can live with a divorce and stay alone her entire life as a punishment for her transgressions, but she can’t live being the reason for the death of her brother. She would make sure everyone in that room will end up fucking her no matter what she had to do it to achieve this task.

She made a stop at a gas station to refill and think how she’ll do it, since she had no experience in this field.

While refilling the gas, she realized she needs to take the role of a slut from some porn movie to achieve the massive task. She needs to go shop for it now, since she had no dress that could suite the role.

She drove towards a shopping mall to buy the right dress. After about 2 hours of shopping around in the mall, she had bought a tube top dress with darkest shade of red with a glistening shine on it. The dress was so short that it barely covered her ass. Also bought a Victoria Secrets thong of same color as the dress along with 6 inches heels with straps, again same matching color.

She was extremely nervous about the dress and how could she leave the house wearing that dress, her husband will instantly start asking questions since that is way out of normal behavior for her.

Finally, she decided that she’ll leave the house in normal clothes and once in the hotel will change clothes in the hotel’s restroom and then go to that insidious room. She hid the slut attire in the trunk of her car to avoid questioning from her husband.

Now there was only one thing left for her to finish the slut persona. She went to the bathroom and prepared a nice bubble bath. Laying down and thinking about how she would approach this task next morning. This is her first time cheating on her husband and that too with potentially multiple people.

Past few days have been so emotionally exhausting for her she just fell sleep in the bathtub. When she woke up, she did not know how long she had slept, but remembered the last task. She took the shaving razor and cream and started shaving her entire body. At last, she reached the spot she had never shaved her vagina. She had always kept it trimmed but never shaved it.

Taking a deep breath, she started shaving and within a few minutes there were no hairs left in her entire body below the neck; she had even shaved her asshole. She got up and took a quick shower to get rid of all the remaining soap on her body.

Once out, she dried herself and applied moisturizer on her entire body and wore a robe. She was preparing for the dinner when her husband came down to the kitchen and asked, “hey honey, need help? What can I do”?

She told him that there’s nothing to help right now, he can enjoy some news and she’ll let him know when dinner’s ready. Not that she didn’t need help, she just needed some time to think of an excuse to be out for the entire Saturday and Sunday, since she didn’t know what would be happening.

Finally at dinner, she said, “hey hon, I forgot to tell you some of our college professors have planned a camping trip tomorrow morning. We’re planning on some astrophotography, maybe late at night or early morning Sunday. I have planned to visit Mike directly from there and probably be back Sunday night.”

She was nervous about his counter questioning, but he just didn’t think of anything about it and told her to have fun on her trip. Now her last hope of not pulling through with this deed vanished. She had to go through with it.

Her alarm woke her up at 6:30 on Saturday morning. Reluctantly got up and went to the bathroom for her daily routine. Soon she’s done with shower and applying the moisturizer and regular make up. She had kept her slut makeup in her purse to be applied in the hotel restroom.

She didn’t wear a bra under her regular shirt since, after changing into her slut dress, she won’t be needing a bra, anyway. Thong looked very weird to her since she’s not used to wearing one. She put jeans on made sure she looked presentable.

Once sure everything was with her, she put on a regular sneaker shoe on and told Jason that she was leaving and went on to her car. It was already 8 when she left the house, because she knew she wanted to make a stop at Starbucks to gather her thoughts and think through her plans.

It was 9 when she parked outside the hotel and gave her keys to the valet as she grabbed her large red purse, which now had her dress for the rest of the day. Before leaving the car, she switched her shoes and was now wearing the slut heels.

Now in the hotel lobby, she directly rushed to the restroom and went to a large stall, which was empty. Once in there, she changed her clothes and was now wearing the very slutty red tube top dress without the bra. The dress was so tight on her body that it highlighted her large 36D breasts well.

She never realized how big her breasts can appear until she wore this dress and looked in the restroom’s mirror. Anyone who would put enough focus on her breasts would see those significantly larger nipples through the dress.

She tried to adjust the length of the dress, but there’s so much she could do without exposing her tits to the world. Hence, she agreed that this should be the right look for the task.

Now she started with her heavy makeup, which she had seen in the same porn movie from where she picked the dress. She now had almost same darkest shade of red lipstick, which was also shining. She now had a heavy makeup on her face. Anyone seeing her would not have to even guess what her profession was. She was a whore for anyone who would see her in this attire.

Jessica had put everything remaining in her purse, including the old clothes. She took a few deep breaths and tried to rehearse what she was going to say once she meets whoever was in that room.

As she was leaving the restroom, the door opened, and a woman walked in, in her 50s and if you would like to judge her, she was rich as fuck. She looked at Jessica from up to down saying nothing she went to the stall but made sure from her expressions to translate that she knew a whore when she sees one.

As she left the restroom and walked towards the elevator, it appeared as if all eyes on the floor were on her. She was now excessively self-conscious. Once in elevator she pressed 21 and tried to ignore all the eyes she had on her.

Somehow, her face was also turning into the color of the dress. She couldn’t remember being more embarrassed in her life. Once she reached at the desired floor, she looked at her watch and saw time to time was 9:45. She still had 15 minutes and didn’t know if there would be a punishment for being early, but she didn’t want to take the chance.

She found the room and waited outside for few minutes until it was exactly 10 and she took a deep breath and swiped the key card to open the door. In she went to the world of unknown. There was no going back now. She had to go through with the plan.

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As she walked into the room, it was a penthouse. She was walking nervously as well as cautiously until a loud voice behind her startled her. “What the fuck, who are you, lady? And how the fuck did you enter inside the room? Drop your bag and turn around with hands above your head unless you want to be dropped dead right here.”

She dropped her purse instantly without thinking because of the panic and sudden rush of adrenaline, because of the fear of death. She turned around and saw a large black man pointing the gun at her. She felt extremely scared. This was not the situation she had prepared for and thought that they’ll shoot her dead here for trespassing.

This man must be at least 6’5″ and excessively muscular, in his 40s. He had shaved his head completely.

“Answer me, you fucking whore. How the fuck did you enter this room?”

“I… Tyrone gave me the key, and he told me I’ll get what I need right here.”

“And what the fuck do you need.”

“I… I… needed some fantastic fucking from a real man.” She thought she was being as sexy as the girl in the porn saying same dialogue, but she just appeared as if a news broadcaster was reading the lines from a teleprompter.

“There’s no one in this room who needs a whore, we’re all happily married men,” the guy said, showing the ring on his hand.

“No sir, you’re thinking it all wrong. I’m not a whore, I’m also a married woman, just the difference is I’m not happily married. I mean, now and then I need simply good fucking to satisfy my cravings and that is why Tyrone sent me here.” this time she appeared less nervous but still was really afraid while trying to convince him.

The guy put the gun back in the pocket of the large robe he was wearing and yelled, “hey guys, everyone come out there’s a really interesting situation going on here and I need your help to decide.”

Now Jessica was mortified and did not know what to do as she saw 3 more giant black guys coming out of the bedrooms in the penthouse. As they saw her and looked up and down, scanning her body like an x-ray machine.

All of them went to the living room of the penthouse and sat on the couch as she was standing in front of them. One guy had a MacBook Pro in his hands and was wearing AirPods like he just was in a meeting.

The same guy said, “If you say what you want, and it’s true. Then we’ll need to know that you’re a genuine person and not some whore that Tyrone hired to get the deal done.”

He continued, “I would ask you a few questions, Terry over there,” pointing towards the guy with the laptop, “will search for all answers you give. If any answer is incorrect, then we’ll assume you’re some hired whore and we will throw you out of this room and we’ll also alert the police because we don’t want to get in trouble under prostitution laws of this state. Nod if you understand what I said.”

Fear took over Jessica because she knew they would ask more personal questions now and she would have no choice but to answer honestly. So she nodded.

“What is your full name? If you’re not a whore, what do you do for work?”

“My name is Jessica Peterson, and I am an assistant professor at the university, and I teach physics.”

She saw Terry typing something on the laptop for a few minutes and then he nodded, as if he had verified this information.

“What is your husband’s full name and what does he do for work?”

This terrified her completely, telling her info was one thing but exposing her husband like this was extremely uncomfortable for her but there was no choice she had to pull through, “His name is Jason Peterson and he’s Vice President marketing at DarkWeb which is a cyber security company.”

Again, after some typing, Terry gave a nod.

“Okay, so your info checks out. But that’s not it. I want you to repeat this same information again. After that, explain what you want from us. And remember, if it’s not sexy and convincing enough, you’re done. If we’re not convinced of your details or your desire, you’re out of here.”

Now this was getting very weird and something she had not prepared for at all. What should she do just leave from here and pretend this never happened, but what about her brother? After thinking a while, she knew she had to go ahead with this, but what should she say to convince them? Then she realized one thing every man is conscious about, the dick size. And she knew exactly what to say.

She looked up at them directly into the eyes of the guy who was in charge and said as seductively as possible for her, “My name is Jessica Peterson and I teach physics at the university. My husband, Jason Peterson, is a Vice President of marketing at DarkWeb, which is a cyber security company. We’re married for almost 9 years.”

Taking a deep breath with fake sexual moan and showing her wedding ring, “but the problem is that I am never satisfied sexually with him. He has a very tiny dick and ends up coming in less than 2 minutes,” which was a total lie.

But she kept ongoing, “that is why when I met my ex-student Tyrone and confided in him, I am sexually frustrated with my husband and just once I need a fucking of the lifetime from a real man just to get my frustrations down.”

Turning her head while looking towards others as well, she continued, “he gave me the key to this room and told me I will find some real men here who would show me what real fucking looks like.”

She showed as if this was the truth, but inside she just wanted to run to the nearby window and jump down for what she had just said. She could not believe that she had just humiliated the love of her life in front of these strangers.

“Looks like you were searching for some big black cocks, huh? Well, you will get some only if we have one understanding.”

Now relaxed, he laid back on the couch, “till the time you are here you will do exactly what we say without question or hesitation, and you’ll leave this room only when we give you permission to leave that means when we’re completely done and remember it could be awhile so know before you agree.”

He could clearly see the change of expressions on her face. “At any point in time we hear you say no for any reason we’ll throw you out of this room no matter what you’re wearing or let’s just say not wearing. If you agree with all conditions, then repeat them in exact tone as you expressed you desire before otherwise you can leave now.”

She knew now it was too late to just leave, so to get it over with, she said in the same seductive tone, “I really need those big black cocks in me. I will do exactly whatever you guys tell me to do with no question or hesitation and will only leave this room once you guys are thoroughly done with me and command me to leave.”

Somehow the voice sounded alien to her but kept ongoing, “if I say no or show any kind of hesitation with any demand, I agree to leave this room completely naked to go home.”

Now she was numb to her feelings. This was too much for her. Only goal for her now was to do whatever was requested and once done to get the hell out of here and hope that she’s done with Tyrone for good.

Somewhere within her head, she knew this was not the end, but just the beginning of his demands from her. He won’t just let her go with this one thing. But that was for later.

“Okay then, let us introduce ourselves to you then. My name is Reggie, that is Mark and that is David. You already know Terry,” said Reggie, introducing everyone.

“Now you need to dance for us and strip one article at a time and imagine in your head as if you’re a stripper in a strip club and a sexy song is on. Take your time no need to rush the stripping we want to enjoy the dance we have all day for the action. While you’re dancing, explain to us your sexually frustrating encounters with your husband and how you want that to be fixed by us.”

She instantly cringed at the last part of the demand but knew better to say anything or even show hesitation at the very beginning of the day. She was never an excellent dancer, but she started moving her ass while bringing her hands up and playing with her blond hairs beginning her sexy dance without music.

It was weird, but she thought of a sexy song in her head and tried to get some sort of rhythm. Now she had to make up sexual stories with her husband to show him as a complete loser, so these guys get a turn on when she’ll praise them.

So, she began by saying, “One-night you guys, I was so horny that I swear I could have fucked anything living or dead and my pathetic husband came to the bedroom, and I immediately jumped on him,” she said while trying to dance with some sort of seduction.

“And he said honey, you’re so horny today I’ll give you some real dick. I knew what to expect from my years of marriage, but I was so horny that I wanted it to be real.” now she was getting in some sort of rhythm.

“I told him, Jason, I just want you to last long enough so that I can have at least one orgasm with your fucking, then you can come. And he said, don’t you worry, you’ll not have just one but multiple orgasms today.”

As she said that, she started rolling her tight tube top dress down. It was now below her boobs and her entire large 36D boobs were out in the free world for all 4 black guys to see.

The tube top dress was just around her flat abdomen, and she stopped it there and continued with her so-called dance, “I was so horny that within few seconds we were both naked and I was on top of him. His pathetic small penis was completely inside me, but I didn’t feel a thing. But since I was so horny that I kept moving up and down fucking myself and thought about getting the orgasm I so desperately needed.”

Now while dancing she started pressing her tits seductively as if giving an offering to these men and continued, “but I think it was less than a minute or maybe a few seconds more than a minute and I knew he was about to come.”

She was breathing a little heavier now but continued, “I increased the speed in desperate attempt and yelled at him don’t you dare cum before me you pathetic bastard, but it was all for nothing,” she acted well enough to make it believable.

“He just came right then when I was about the reach of my peak. But the orgasm was still far enough. I yelled at him in frustration and ran to the bathroom and while looking at the mirror started fingering myself to orgasm, which was becoming the usual routine.”

She knew this was not true. Their sex life was not extraordinary, but she has had orgasms with Jason occasionally. He was not amazing, but he was also not pathetic like she had to tell so that these guys could get a turn on, and they could end up feeling great about themselves.

As she was sliding the dress below her ass Reggie nodded his head as if to say continue with the stories, so she made up another story on the fly, “one time on the night of my birthday he asked me what I want tonight. I told him; I just want an orgasm with you, Jason, nothing more. Can you do that for me? He said yes definitely.”

Now her dress was off, and she threw it towards Reggie as he took the dress and started sniffing it. She was now dancing just in her thongs and heels and continued, “again we were naked in few minutes, and he started humping me missionary style and before I knew what happened that pathetic bastard came in me. So much for the birthday gift, I had to follow my same routine and finger myself to come.”

She had her thumbs around the thong and rolled it down. As the thong was off, she threw it towards Mark. He did the same sniff test as Reggie and exclaimed, “this bitch is horny as fuck”.

After hearing this, she brought her fingers to her pussy and found it to be extremely wet. She was getting horny making fake stories about her loving husband and stripping in front of strangers. She instantly felt a rush of guilt in her body, but kept on continuing the dance.

As she was about to remove the heels Reggie said, “leave the heels, they’re fine. Continue your dance and show us how you finger yourself to cum. Just remember when you’re about to cum you have to ask us permission.”

With the most arrogant smirk he said, “only after all 4 of us have given you the permission, can you cum. Stop, slow down or cum without permission and your naked ass is out of here. Understood.”

She nodded and Reggie continued, “and we want that rigorous and desperate to cum fingering, not that slow passive one. Reminding you again so it’s absolutely clear, don’t cum without explicit permission from all four of us and don’t you dare slow down the speed without explicit permission from all four of us.”

And with the continuation with his smirk, he said, “we will grant permission only if all four of us feel that the story you tell while rigorous fingering about your pathetic husband is good enough. Now start.”

Extremely aroused by now, Jessica did not know why this was happening to her. She was telling stories about her husband that were not true, extremely degrading, and she had to up the ante with these stories.

She had no time to process things as she spread her legs a bit more to gain easy access to her pussy. With her middle and ring finger now completely inside her pussy and her thumb rubbing her clit with all the physical strength she had, which made her orgasm buildup much faster than she expected.

The story was the worst part. How could she make it much worse than before and suddenly a scene from movie Deadpool came flashing in front of her eyes and she knew where to turn her story as she continued running out of breath and the next story would be a step up?

“One time I remember it was women’s day and same as always, that pathetic looser came much before I could feel anything. This time I got much more angry than frustrated. So, I got up and from one of my bedside drawers I grabbed a strap-on, put it on,” her mind was screaming at her not to do it.

“This one had a friction that was set directly on my clit, and I attached an 8-inch enormous dildo to it. I grabbed a KY lube, and I yelled at him if you don’t want you naked ass out of here, you better be on all fours NOW without wasting anytime.”

She continued while trying the breath properly, “I will show you pathetic fucker how real men fuck their women. He got so scared that he was…”, and she felt lost somehow the speed of her fingering and the visuals of imaginative story had turned her on beyond the limits she knew.

She was about to cum, and she had never had such an aroused feeling before in her life. From her trembling voice and desperate attempt, she begged, “I am about to cum guys, may I please cum”.

Without even looking or asking anyone, Reggie replied, “Absolutely not. Keep up with the same fingering you did not yet complete your story. We’ll have the voting only after you complete your story. Don’t cut out on details. If we felt like details were missing, you might have to start over with another story.”

Jessica was desperate to cum now and knew she can’t hold on to it much longer. She started taking deep breaths trying to calm herself down, but it was not much effective since the fingers were ravaging her pussy along with the extreme pressure by her thumb on her now huge and erect clit was making things even worse to hold on to the orgasm.

Only way out was the story, so she continued, “He got so scared that before I knew he was on all fours. As I climbed up, he begged me not to do it. I swear I’ll try harder next time. But I was so furious that I yelled at him, shut the fuck up you weak ass bitch and let me show what a real man is supposed to do.”

With impressive control, which she didn’t know existed, she continued, “I opened the lube bottle and dropped a generous amount of it on his asshole, and inserted my middle finger. He was squeaking before I had two knuckled in so I shouted at him, shut up you fucking bitch you can’t fuck and you can’t take the fucking, what the hell are you good at you looser.”

Through her profuse panting, she said, “he instantly came back to original position and restrained himself from making any noise. Within a few minutes, my middle finger was completely in and now I added one more finger. This brought a loud grunt from him but he didn’t dare to move at all.”

This was getting much more difficult now for her. “Before I knew I had three fingers completely inside of his asshole. Now was the time to drop the hammer. I took the fingers out and tried inserting the huge rubber cock in his asshole.”

Her cunt muscles were doing heavy workout, “I had to add more lube since it wouldn’t go in. It took like forever to get the head of the cock past his asshole. Now his grunts were getting much louder. I knew he was in pain but that looser didn’t dare to complain because he knew what I would do, would be much worse if he opened his pathetic mouth to say a single thing.”

“It was not long that more than half the cock was in, but now things were getting slower. His asshole won’t accept it anymore. So, I had to slow down and try deeper thrusts with some more additional lube. Few more minutes longer and the entire thing was in.”

“His grunts were now beyond control, but it was time for my pleasure, so I started the longer and deeper thrusts. The friction inside the strap-on worked its magic on my clit. I was so aroused that I didn’t give a shit how much it hurt him and now I started faster and deeper.”

“Once I went ahead with the fucking, I heard the fucker moan along with me. I couldn’t control myself and yelled at him, see you fucking idiot, how simple it is to please someone with focus and compassion. Few minutes later I felt my orgasm building, and I increased my speed.”

“What I found out was that fucking looser of a husband was aroused again, which was shocking for me. Aroused from getting fucked up by his ass. By the time I reached by orgasm he again couldn’t hold on to it and came again hard.”

“I was so much angry and frustrated that this idiot came again while I am still trying. His body was completely shaken, but I kept ongoing I didn’t give a shit about him anymore, I just wanted my orgasm. And when I came, it was earth shattering.”

“It was a buildup from months, possibly years, and all frustrations, now released. That was the day I realized this is what I need and only a real man can give it to me. My husband just doesn’t have enough dick to satisfy me or any woman.”

She was sweating profusely now and hoped that this was enough degradation for her husband, so she begged again, “I hope the story was good enough for all of you. Please let cum now, I beg you please.”

Reggie was smiling now, since he knew he had her where he wanted. “What do you think guys was the story good enough?”

“I don’t know man, I felt like the story was a little rushed, don’t you think so Terry?” said Mark.

Terry instantly chimed in, “yeah I felt like there were lots of loopholes in the story, like details were missing I would say. Not good enough for me.”

Jessica’s face was completely flushed now she knew she can’t continue like this any longer so before the voting could continue, she responded in shaky voice and out of breath now, “I am extremely sorry guys if I missed any details, but I can’t hold on anymore, please I beg you let me cum. I’ll do whatever you demand, just please let me cum. Please.”

It was hard to be she didn’t dare to slow down the speed or pressure of her fingers.

“Okay. Look directly into my eyes and make me believe you deserve to cum. Why should we allow a slut like you the privilege to cum?” said Reggie.

Jessica’s brain was no longer working properly it screamed that it’s not possible to delay even a second, but she forced herself somehow to hold a little longer, she can’t allow them to throw her out, not after all this.

“This slut knows that privilege to cum is earned by a lot of demanding work, but she begs all of you to just allow this slut to cum just this once and this slut promises all of you she’ll go above and beyond from now on till she’s allowed to leave this place.”

With unbelievable resolve she continued, “she will show all of you that there is no other slut in this entire world like her if she’s just given the permission this once.”

She did not know what else she could say about whatever came to her mind; she said it out loud, hoping for the best outcome.

Reggie got what he needed and said, “If we break our rules and give you the early privilege of coming before you had serviced any of us, the stakes and demands will be exponentially higher for the entire time you’re here. Are you accepting the terms?”

Jessica was too far gone to think straight there was no way to hold on any longer and hence she said frantically, “yes I accept all your terms and conditions. I will do whatever the demands, in fact I promise to go beyond the demands for the entire time I am here. Please give this slut the permission to cum.”

Reggie said, “Good. Now look directly into the wall behind me as if I am standing there, increase the speed and curl your fingers I want you to stimulate your g-spot every single time your fingers go in, and I want your thumb to increase the pressure further.”

He continued, “Looking in the wall behind me, in desperate and sexy voice repeat exact words – I Jessica Peterson a physics professor at the university am a really dirty fucking whore who needs big black cocks from strangers deep in all my holes before I can cum.”

They told her to repeat this statement with all sincerity 10 times and only after 10th time they will allow her to cum.

Jessica got her instructions, but she did not know how to go any faster with her fingers. She could somehow spread her legs, which gave an amazing view of her cunt to all four sitting in front of her, but also gave her even better access.

This helped her to increase the speed even more with curling her finger she found her g-spot which sent electric shocks in her body and with more pressure on her clit, repeating the statement 10 times seemed like impossible, but she went ahead looked directly at the wall as if staring at some invisible man’s eyes and repeated the most degrading statement about her.

10th time it was like someone has opened floodgates and as she came her entire body was shaking violently and first time in her life, she squirted massive amount of fluids.

She knew some women were squirters, but never thought she was one. It was like she had drank a gallon water and was holding for a long time but now peeing. For 10-15 seconds that her fluids kept on coming out now, her mind was worried if this was possible or was she just peeing on the floor? After the entire fluid was out, she just collapsed on the floor and passed out.

Reggie instantly called Tyrone, “boss are you seeing this? You got yourself a gold mine. Girl’s a squirter they’re rare to find these days.”

Tyrone replied, “yeah I saw that and I’m as shocked as you are. Don’t forget you tasks, I want you guys to fuck the shit out of this one. As much as you can, no holes left. Let her go after 10pm Sunday, not a minute before. And remember if your dick can get hard it needs to be in one of her holes.”

****************************

Jessica was having a terrible nightmare. She is telling extremely humiliating stories about the love of her life, Jason, and that too in front of complete strangers. She just wants to wake up and crawl up in his arms and cry and ask for his forgiveness.

How could she even think about such things even in her dreams? Suddenly, she felt Jason’s hands pressing her tits and pinching lightly on her extremely hard and larger than normal nipples. Her perky pink nipples, when fully erect, could go a little over an inch tall.

It felt so good. She was getting aroused then there were his fingers entering her cunt while rubbing on her clit. It was heaven, but suddenly she realized there were two hands on her tits and one on her cunt. There was someone else, why would Jason bring someone else with him and suddenly out of shock she opened her eyes and saw that she was in the middle of a gigantic bed and one side of her was Mark and other side was Terry both kneading her tits and occasionally pinching her huge and now erect nipples.

Looking down, she saw David had her both legs spread and had his two digits inside her completely and then came his warm mouth as he started sucking on that large and erect clit. As he did that, both Mark and Terry followed the lead and started sucking on her tits and biting on her nipples.

Before she could process what was happening. Her orgasm was already on her peak, and everything instantly flashed back none of it was a nightmare, it was all a reality.

Suddenly, someone lifted her head and placed a large pillow under her head. Now she can clearly see David working her cunt along with a large, comfortable chair behind him. She turned around to see Reggie standing there with a large bottle of water and said, “you are quite a squirter, huh. You’ve lost a lot of fluids, so let the boys continue with their job and grab this bottle with both your hands.”

He continued, “your task is to put that straw in your mouth and no matter what, your mouth will not leave this straw until this entire bottle is empty. Now it’s up to you if you finish it in two minutes or take two days. But straw remains in your mouth till there’s water in this bottle.”

Someone placed a giant bottle on her chest between both heads and straw in her mouth, he said, “rule for you to cum is same for the rest of your stay and since you’ve already had your exception there won’t be any more for the rest of your stay. I suggest you quickly learn to build some extreme resilience because things are going to get more extreme by the passing hour. We don’t want you begging us for exceptions every time you can’t control your libido.”

Both mouths were now sucking and biting on her sensitive nipples even more vigorously. She started sucking on the straw, as she felt thirsty. Only problem was the bottle placed on her was a gallon of water. She has never in her life drank a gallon of water at once.

As David increased his suction power and started biting her clit now and then with his three fingers curling in and out, touching the most sensitive spot. Second orgasm for the day was now seconds away, and she looked at the bottle which was less than half finished.

She looked pleadingly towards Reggie, who now sat on the chair right in front of her. He looked in her eyes and shook his head furiously, as if saying, don’t you dare even think about it? She knew she can’t even ask about it without finishing the water.

Taking the challenge and she started sucking on the straw as if her life depended on it. She made the plan only way to finish the water is to keep on drinking it till it’s finished, otherwise her mind will send her instructions that she’s full.

So, she did as plan and the amount of mental strength and focus needed to achieve the task diverted her attention from the ever-forming orgasm as well. She felt good, she can finish this task.

But as Reggie saw that water was now suddenly less than a quarter left, he said, “now boys, is that All You’ve Got. Increase the level. This is no fun she’s about to finish the water. Now would it be any good if three guys all together get defeated by one girl all alone?”

This motivation changed the dynamics again since all three guys increased their passion by like ten folds. Her orgasm now yelling in her head for a release, and she knew there was not enough strength in her head to hold off any longer, which caused her to lose her focus on drinking the water.

She closed her eyes tightly, trying her best to hold off if possible. Her body started shaking and an exceptionally soft voice somewhere in the back of her head was saying, “you idiot, there’s only one way to finish the water.”

And against all odds, she started drinking the water from the straw even much faster than she thought was possible. She felt her stomach hurting from being full of water, but she didn’t give up. And in no time, there was no more water coming from the straw and as she looked down at the bottle, she had finished the water. Her mouth left the straw and instantly begged, “Please, may I cum, please.”

She really impressed Reggie with her resolve, but he would not make things easier for her as he said, “Since all the boys are busy and cannot provide you with the permission. I will start a countdown from 10 down to 0, after which I will give you my decision if and only if the decision is cum, will you cum. Nod if you understand.” Jessica nodded frantically.

Reggie said, “boys now for next 10 seconds I want you to take her to the pro shop. Let’s begin now”. With that, the stimulations in her most sensitive parts were so high that to hold off for a single second was a mammoth of a task.

She was told to not close her eyes and look directly into Reggie’s eyes as he started counting. “Ten. Nine. Eight. Seven”, by now her body was shaking so much that Reggie thought there’s no way she’s going to control till zero, “Six. Five. Four”.

Now this was interesting her body had given up long ago, but somehow her strong-willed brain was holding off on her orgasm. She had to be the most strong-willed woman he had ever seen, “Three. Two. One. Zero. And boys STOP.”

Jessica couldn’t believe her ears as per the command all hands and mouths just left. Mark and Terry pinned her down by putting pressure on her shoulders, and David did the same by putting pressure on her inner thighs.

Her body was shaking as she looked into Reggie’s eyes, begging as he coldly replied, “I have not given you permission to cum. Decide your priorities what do you want more cum or stay here for the rest of the remaining time.”

She wanted to stay, but controlling was no longer possible for her. Reggie looked at her cunt lips, which were trying to open, but she had put immense strength in her muscles to hold off.

Focusing on her physics research that was going on with some of her PHD students but could not focus or make any coherent thoughts around it, but what it helped with was calming her down. It took extreme mental strength on her part and a couple of minutes before she was now down from her peak and could think about not so important work stuff.

Reggie had a shocked look on his face. This has never happened to him, ever. No girl has ever defeated him in this task. “Challenge accepted” he thought to himself.

Jessica knew this was not the end of it and this was going to get worse and didn’t have enough confidence left in herself to pull through the entire time. She did not know that Reggie had changed the game now in his head.

He knew her mental strength was difficult to break, it’s her physical strength he’ll target next. He told her to stand in front of him. He said, “I am impressed with your resolve, so now the next task is for you to seductively walk up to Mark, beg him to let you fuck him.”

She knew this would be a task but wasn’t sure so soon, “make it sexy enough for him to agree. Once you get the permission, gently remove his boxers all the way out. Then give a nice blowjob till he’s completely hard, then turn around and face me, look directly into my eyes as you ride him reverse cowgirl.”

“Remember, this is completely your job he will not move a muscle. But since you’re doing so much work, you get a pass to cum as many times as you can only catch is you have to take Mark all the way in and with each thrust you must rise till the head of his cock and go all the way down. If you can’t do this, you can’t cum.”

“Oh yeah, I totally forgot one thing. All the while you have to talk dirty to us, explain all your feelings and tell us in graphic details about how Mark’s fucking is so much better than the one given by your pathetic husband. Now go.”

This somehow sounded much worse than what she had done so far. But since there was no choice left, she turned around and saw Mark was lying in the center of the bed with his arms locked behind the back of his head as if relaxing on a beach.

She seductively climbed onto the bed and crawled up to him and begged to him, “May this slut have the privilege to fuck you, my good sir. Slut promises you won’t have to move a muscle she’ll do everything as it’s her need that your massive cock is going to fulfill,” she did not know where that came from but that was the best she could think of.

She completely surprised Mark. He never imagined that she could say such a thing and all he could say was, “Sure whore. Ride along.”

Jessica gently removed the boxers and threw it aside in the room’s corner. As she saw his cock, it shocked her. It must have been around six and a half inches with no erection, which was Jason’s size with a full erection. As she started jerking him and sucking the giant cock, it grew bigger and bigger and by the time it was in its full glory it must have been over ten inches with at least two and a half to three inches in diameter.

Now she knew the problem, how was she supposed to take it all in, but she can’t do anything without trying. She turned to look Reggie in his eyes and positioned herself for reverse cowgirl, positioned his cock at the entrance of her cunt. She slowly started going down even with her completely wet cunt and all the saliva on his cock it was still exceedingly difficult to focus and get at least the head in. To make matters worse, she got a nod from Reggie expecting her to describe her experience as she’s going down.

She knew there’s no arguing, so she continued with exaggerated versions of her feelings. She felt like she was a professional porn star fucking for a movie. So, she continued, “Ah! This is the cock I have been waiting for my entire life. Such a massive cock it feels like it will rip my pussy apart.”

With Reggie’s disappointed look, she knew the verbiage was not dirty enough for his taste, so she changed it, “Oh my god! It’s so big it’s going to rip this slut’s cunt in half. This is such a wonderful feeling. My Jason’s micro-penis is not even the size of your middle finger Reggie,” obvious exaggeration but Reggie wouldn’t mind it for sure.

“Ah! Ah! Ah!” By this time, she was more than halfway down because of more than enough lubrication but now it seems like it can’t go any further, but she was determined to complete all her tasks, “This is so amazing. I feel so wonderful oh Mark, where have you been my entire life. I wasted so much of my life fucking Jason, where I could have been your whore my entire life. I mean, this cunt is made for big black cocks like yours.”

She was going all the way up till over 8 inches down. “Ah! If you promise this whore to fuck her cunt regularly, she will be your whore for life. Oh my god!”, and she was now all the way down and it hurt her this has been beyond her limits.

She took few deep breaths to adjust the size and width but the moment she saw Reggie making hand gestures telling her to continue with her feast. She went up all the way till she felt the head of his cock and then to its base.

For almost next 5-6 thrusts she didn’t talk at all as she was focusing on the rhythm and with the amount of stimulations she had received before and everything that has happened today the giant pending orgasm was back at its peak and she was glad she could have it without permission but suddenly remembered the other rule of the task, so she continued, “Oh my god! Oh, my god! I can’t believe I am taking all of your giant cock.”

“This whore is going to cum all over your cock and will keep on fucking. I love it and I am… Oh… Oh… and… I am… oh my god, I am coming…”, and with her body shaking she squirted second time in the day and the pressure was so strong that it flew a few feet further and dropped at the edge of the bed.

This view mesmerized Reggie. He had never met a squirter before and specially not one with such tremendous amount of gush. Jessica herself didn’t know that she was a squirter. She thought first time was different, but second time means she was a squirter.

She has had orgasms with Jason, but they have never been to where she would squirt. As she calmed down, Reggie’s indications were clear ride on. So, she did. The task was straightforward: keep on riding till Mark comes.

It was getting difficult now she was running out of her dirty talks she couldn’t come up with new things, so she kept on repeating things she had already said. She had to hold her tits with both hands as she was feeling pain because of the enormous size which was juggling up and down with all her motions.

She didn’t have any quad strength left anymore and after her third massive squirting orgasm she found her cunt overtly sensitive and no more physical strength left. So, Reggie said, “If you gave up and can’t bring Mark to his well-deserved orgasm then I would suggest get up and keep on walking back to your home.”

This was what brought her back to reality, what was at stake, Michael’s life. Hence, with a newfound strength, she continued fucking him and tightened her cunt muscles around his cock. This brought immense pleasure to Mark, but on the flip side, it brought her back to the peak of her fourth big O.

If she came again, she did not know if she could continue, so the idea was to keep the constant speed with the same rhythm and tightness in the muscles. She was struggling to hold off her orgasm, but she was getting the feeling that Mark was also trying to hold off his as well.

Now it was just the game of who gives up first. Mark tried his best but eventually gave up and she milked his cum with continuing to go up and down. Within next few seconds, she had milked every single sperm that he could have ejaculated but she kept up and down for the next few strokes before she rose and there it was the fourth giant squirt out of her cunt which looked like it would never end.

But over the next few seconds, as it subsided, she could no longer hold herself and fell on top of Mark. Fortunately, this time she was awake, but she could clearly see stars on the roof of the room. Mark lifted her and kept her aside as both were heavily panting.

They told her to take a shower and get back they’ll order lunch till then. She took a long hot shower then dried herself, applied the regular moisturizer and her slut makeup pack which they had placed there, and she applied it again.

She came out naked, as she did not know whether she should wear the robe. When she reached the living room, there was a waiter setting up their food. When he saw her, she got self-conscious but kept calm.

Reggie spoke to the waiter, “you know my man, she’s a married slut. Her pathetic husband had a micro-penis and couldn’t satisfy her needs, so she fucks whoever she finds. Jess, tell the guy about your hubby.”

Things were getting out of hands now, but she kept going, “yeah he has a micro-penis like even smaller than Reggie’s middle finger and to make things worse he comes in less than a minute,” she lied.

“I tell you what Jess, why don’t you give this lovely man a nice blowjob, swallow his entire cum like a cum guzzler you are and then we all can start with the lunch.”

With no choice left, she went down and started unbuckling his trousers. Within minutes, his hard cock sprang free, which was the size of Jason, so when she started sucking him off, it wasn’t too difficult, and she could take his entire cock in her throat.

With the skilled use of her tongue, the waiter came hard shortly, and Jessica focused hard to swallow his entire load. Jessica had always enjoyed giving blowjobs to Jason, so over years she had become quite skillful in that regard. The only problem was the four black guys in the room. Their cocks were ridiculously huge, and she had no experience with those sizes. The waiter left shortly, thanking all the guys.

Not much happened during lunch they all ate in a relative silence. She enjoyed this silence and was hoping for things to just end like this. After lunch, they gave her another gallon of water to finish, which now was even harder to pull off with a tummy full of food. But somehow, she did it. They watched TV for the next hour for the food to settle down. No one wants to throw up by trying something stupid instantly after a heavy lunch.

Turning the TV off, Reggie got up and told Jessica to get ready for her next task. Now suddenly she felt an urgent need to pee, so she asked permission to use the restroom. Which was, of course, denied. Reggie told her she can use the restroom only after successfully completing the next task.

With little options, she got up and tried to control her bladder. Reggie explained the next task which was for her to crawl up to Terry this time in same bed, same situation, but difference being she’ll offer her asshole to him.

At least they gave her a tube of lube for this task. This brought shock to her as she had never had anal before, but she knew there was no point in complaining to them. This time the level was up as they told her she can cum as much as she wants but she cannot pee without permission.

Now she crawled up to Terry and said similar things to him as well. After the boxers were off and his cock was fully erect by some first jerking and sucking. It relieved her that the size of his cock was smaller around 8 inches, but girth was around 4 inches, which was going to be a problem.

She poured more than a generous amount of lube on his cock and applied more than enough on her asshole and as a warmup she tried inserting her fingers which initially was a problem but then with help of all the lube, she could enter three fingers and spread them as well.

After a while of being satisfied, she climbed on and faced Reggie. After long and heavy breathing and a lot of strength, the head was in. Which was the most troublesome part. Over next few minutes, she tried to adapt to the girth of his cock and then started the rhythm. Few more minutes and she was all the way in. She took few more breaths, but her bladder was killing her.

With a lot of focus and supporting both her tits with her hands, she started the ride. As the orgasm started building a few minutes later, she had forgotten about the need to pee. Entire time riding Terry she was talking all nasty things about her and her husband.

It was when her orgasm reached the peak; she realized it would be extremely difficult to cum and not pee. So, she tried holding off on her orgasm for as long as she could but suddenly it was just out of her control, and she came hard so hard that her body wouldn’t stop shaking and her ass still filled deep from the cock and spray of fluid gushing out of her cunt.

She somehow, she did an excellent job holding the pee in but as she thought her orgasm is over, and she had controlled her bladder and then it happened. Her bladder just gave up. Terry’s cock all the way up her ass when she started peeing on top of him.

It all was just too much for her and she just gave up. It was then that all her emotional resolve was over, and she started crying loudly out of embarrassment and trying to be tough throughout the day when she was most vulnerable.

Reggie waited for her to calm down and when a few minutes later she was no longer crying he said, “I am not a cruel person, since you have been a good sport so far, I’ll let this transgression slide with a punishment pending. You’ll get that tomorrow for now continue riding his cock like your life depends on it.”

When she heard tomorrow is when she realized she would not meet her brother but would have to stay here all night long. Hence, she continued riding Terry. 10 minutes later she was sweating like she just came out of a shower; her quads were shaking from the workout she was getting.

She had one more massive squirting orgasm, and when she was about to give up and thought she didn’t have enough strength left in her is when she felt something, Terry was about to cum. This gave her some extra adrenaline rush to push faster for a few more strokes.

Twenty fast and deep strokes later, Terry dumped all his loads in her asshole. After he came, she climbed off him and fell next to him. There was no more physical strength left in her to fuck anyone, not at least without some rest.

Terry took her to the bathroom, and they both took a nice, long shower. This gave her some of her energy back. By the time they got back out in the same bedroom, room service had cleaned everything and looked like nothing nasty had happened in that room. Reggie gave her a bottle of Gatorade to drink and regain some of her energy.

After a few more minutes of rest, it was David’s turn, and he also wanted to fuck her asshole. Good thing was he will do the work. David fucked her asshole for what looked like a little over 30 minutes, doggy style. David exhausted her as he was also about 10 inches long and 3 inches girth.

She had four more massive earth-shattering squirting orgasms while David fucked her. She had never thought that it was possible to have so many orgasms in a single day.

They again gave her some rest, and the Reggie fucked her crazy. He was just a little over 11 inches or a foot long with same 3 inches girth. She did not know that Reggie had taken Viagra before he started his share of fuck.

This mammoth of the fuck session went a little over an hour and a half. He fucked all 3 of her holes during this session. She had over fifteen orgasms just during Reggie. She was just too tired to even move. They told her to suck him off.

The glorious news for her was that she was by the end able to deep throat 10 inches from his giant cock. When Reggie got off her, she was just a dead meat now. They knew she was done for the day there was no way for her to continue, no matter what the stakes are.

They had fucked her beyond her limits, or let’s just say beyond anyone’s limits. Terry was the one who was now feeling bad for her because he knew she had no choice, and she was trying all that she can. He fed her dinner while she was lying on that same bed gave her some more Gatorade.

After they took her to the restroom where she did her business. By the time it was 8:30, she was just gone, never slept this deep in her life.

Reggie called Tyrone and updated about the entire situation. Tyrone was not happy that they gave her so much rest and the guys were giving her too much liberty. But after Reggie explained to him that this is not the first time that Tyrone will get to control her as his toy.

Any toy is only good if it’s not broken. If overused the toy will just break it and then it’s no good. The choice was his if he wanted her to be dominated only for this weekend or long term. Tyrone understood the point and gave Reggie the full command to do as he wishes with her for the rest of the Sunday if she’s sent back around 10pm.

****************************

Jessica opened her eyes and looked at the clock on the bedside table and saw it was already 7:30 in the morning, which was an awfully long sleep she has got. All the guys let her rest so they could enjoy her better on Sunday.

As she sat up, and realized that all the muscles in her body were very sore from the heavy workout she had received yesterday. She was still completely naked and saw Terry walking up to her with a glass of water and gave two pills along with it.

She looked at him questioning with her eyes what they were for, but all she got was not to worry, it’s so she feels better. After taking the pills and finishing the entire glass of water, she was told to get her daily morning routine finished and be out all dolled-up by 8:15.

She went to the bathroom and went on with her routine. She could not think straight anymore. When she was back in the bedroom with same make up as before and still completely naked and saw the clock and it was 8:10 already.

Reggie called her to the living room and there was breakfast already setup. They had their breakfast in relative silence and when she ate everything again, they gave a gallon of water to her to finish. Hydration is necessary, as told to her by Reggie.

It pleasantly surprised her at how she was being treating this morning by them and after breakfast all of them watched some TV till 9:30, which was to let to food settle in. It was then they told her that the day must begin.

By the time they reached back to the bedroom, Jessica realized her muscles were no longer sore, and felt like she had some extra energy. Must be the effects of those mysterious pills, she thought. All four of them had taken blue pills after the breakfast, which she knew was not a good sign for her.

Reggie has given her a professional-looking suit with some fake glasses, and she was told to put her blonde hair in a ponytail. When finished with the dress, it was completely like she was playing a role in a porn movie.

They already instructed her what exactly she had to do once she returns to the living room of the penthouse. She took few deep breaths and convinced herself that she could do it, since she had already done too much. She figured these guys want to do a role play this morning.

Per the instructions, she left the penthouse, waited outside for a few seconds, and then knocked back at the door. Mark opened the door and asked her to come in. Once she was back in the living room, Reggie asked, “who are you, girl? What do want from us?”

“Well, my name is Jessica Peterson and I teach physics at the university, but the thing is as well I pretend to be from the outside, from inside I am a complete whore.”

“If you guys can pay me $500 each, I promise you I’ll give you time of your life”, she just couldn’t understand why these guys would consistently insist on mentioning her full name and where she works every time like they’re meeting for the first time.

“If you’re a whore, why are you dressed so eloquently?”

“Well, I am coming directly from work. Sometimes I get too horny at work, and I know I won’t get anything at home since my husband has zero ability to satisfy my sexual desires. Do we have a deal?”

Reggie pretended to think for some time and then said, “Okay. You have a deal; we’ll even pay you in advance, but remember whore, if you accept the money from us you have to do whatever is needed to satisfy all of us.”

She nodded. They completed the deal. All four of them took out $500 each from their wallets and gave it to her and told her to count the money and acknowledge that you have received $2000 to fuck four guys till the time they’re thoroughly done with you.

She counted the money and said, “Looks like everything is in order. I have received $2000 from four guys to fuck me all they want.”

She put the money inside her suit jacket pocket and got a nod from Reggie, suggesting it’s time to begin. She did the same thing again, started dancing, pretending like there was some sexy music playing. This time she took her time around 15 minutes in her striptease and threw each article of clothing towards the guys.

Once she was now completely naked, she walked up to Terry first and said let’s see what you’ve got here. By the time she helped him get naked, his cock was already rock hard. She guessed the Viagra has worked its magic already.

For next few minutes, she spent time in getting used to that huge and thick cock in her mouth. With some extra pressure on the back of her head by Terry, her lips were now at the base of his cock and nose pressed on his pubes.

He kept her head pressed deep for a few seconds and as she was running out of air that he let her move up. He now just was laying back on the couch with eyes closed and focused on the wonderful deep throat blowjob he was receiving.

Jessica was so focused on using her throat muscles and her tongue on the blowjob that she didn’t realize someone had spread her legs real wide. Soon she felt the cool lube been poured generously in her asshole. And in the next few minutes there was a huge dick ball deep inside her asshole. Another guy sat next to her body.

She was so focused on providing the best blowjob possible and trying to enjoy the wonderful anal that she didn’t notice when that guy placed his hand in between and inserted two curled fingers inside her extremely wet cunt while rubbing her enormous clit at the same time. She was too full now, with fingers touching the most sensitive part of every insertion.

She remembered the instructions that if she does whatever is told; she has the free pass to cum as much as she can. She came hard on the fingers, squirting lots and lots of fluid out of her cunt while grunting loudly since Terry had put all the pressure on the back of her head to make sure her nose was blocked.

Unable to breathe at all made the orgasm extremely intense, her entire body was desperately shaking violently now both because of the intensity of her orgasm and the lack of oxygen in her body. As she thought she would just pass out, he pulled her head up, and she was gasping for all the air she could take to recover while looking up directly into his eyes.

It was all so intense that she had lost every other thought or worry in her life and was completely lost in the most extreme lust she felt right now. Her body was still shaking, and fluid was still squirting out of her cunt when she yelled out loud, “oh my god! Fuck me harder put that big hard black cock in my cunt. Please fuck that whore cunt of mine. I need one more cock in me. Fuck me.”

She was lifted by the hands behind her with the cock still buried balls deep up inside her asshole. They carried her to the center of the living room, where they have now placed a huge mattress. The guy behind her just laid back on his back with her on top.

It was Mark’s turn now as he took a place in front of her with his rock-hard cock pointing at her cunt opening. As she looked further, she could see both Terry and David jerking off hard while looking at her, which made Reggie balls deep up her asshole. Within the next few minutes, Mark was also balls-deep in the cunt and the pressure she felt was immense.

All three of them got into a perfect rhythm and the speed which was increased even further. She was no longer in control of her body or mind. This time she was genuinely shouting nasty things which she meant for real, “Fuck me harder you motherfuckers! Harder… more… Oh fuck yeah right there, keep going deeper and harder. Oh, my god! I am going…” she came real hard again, squirting her fluids all over Mark’s cock and it became more intense since he never pulled out or slowed down.

She was on cloud nine. This went on for a long while and she must have had at least six or seven extremely giant orgasms before both guys switched, and now David and Terry were fucking her. All four of them kept on switching and there were cocks in both her holes the entire time.

She had lost count of how much she came now; her holes were in constant stimulation. And then when it looked like forever that she was sitting kneeling at the center of the mattress and all four guys came on her body. They covered her in jizz all over her face even some were on her eyes, lips, chin and dropping, with already a lot on her tits.

Reggie demanded her to sexually rub all the jizz across her body. She did as commanded, rubbing it sensually as if it was some sexy moisturizer and kept ongoing on her tits as well to make special mention of pinching her nipples.