Becoming a Whore

Another one from the more twisted corners of my mind.

"Oh God, Bradley!" I cried out. "These nipple clamps are sending shockwaves to my pussy every time my titties move. Do you see what your tormentors are doing to mommy? Can you see them playing with mommy's titties and nipples? OhmyGod! They are making mommy soooo horney, baby. Ooohhh they have three fingers up mommy's pussy, baby. Their fingers are fucking mommy. Oh, God! Now one of them is sliding a second finger up my ass. Oh, baby. Mommy is so sorry, but I just can't help it. I am humping against their fingers as they play with my titties and nipples. Watch, baby. Watch as they make mommy cum right in front of you. They're going to make mommy cum. Mommy is going to cum for your bullies right in front of you. OH, FUCK! MOMMY IS CUMMING! I'M CUMMING SO HARD! OOOOOOOHHHHHH MMMMYYYYYYYY GGGGGOOOOODDDDDD!!!!!!"

Yep. That was the one. That first orgasm is what changed me from a nice, conservative middle-class single mom into the depraved whore that I am today. And, to make matters worse, it was all done in front of my sweet, innocent son by those that tormented him throughout high school. Well, at least they used to torment him. They leave him alone now. I guess that's a good thing. At least I was able to stop their bullying.

So, how did I manage to get here? Well, it was because of a really stupid agreement that I was pushed into. I am a single mom of a very nice, quiet 18-year old boy. Bradley is a good kid, quiet, shy, and really not very big. Well, except for.... Never mind, more on that later. He had been bullied by four guys since he was a Junior in high school. Sure, I tried to get it stopped. I did everything that I could think of. Going to the school didn't help. Markus, the leader of the bullies, was the son of the biggest booster for the school. In fact, all of them and their girlfriends belonged to the richest families in the city. The police did nothing, since everything happened on school grounds, and the school refused to cooperate. I even tried to talk to Markus's parents, and almost got fired over it. Oh, did I forget to mention that his dad owned the company I work for?

Oh, yes. Me. My name is Emma Jones. As I mentioned, I am a single mom. I had Bradley when I was 20-years old. That would make me 38. Bradley's dad died in a construction accident when he was two-years old. I got a settlement, and that allowed me to stay at home until Bradley started school. I still have money available, but the monthly checks from the annuity don't quite cover the bills. I work as an Administrative Assistant at one of the larger companies in town. We are not rich, but we are comfortable. We are able to meet our needs, as well as have a nice lifestyle. We have a nice house in a decent part of town. I should mention this, as it will become a bit important later, the houses on either side of us are empty, and there are no houses behind us.

It's probably a bit important to describe myself a bit. As stated earlier, I am 38-years old. I like to take care of myself, so I have a decent figure. My measurements are 40DD-29-38. I am 5'5" tall, and have really nice legs. Yes, my titties sag a bit, but that's pretty normal for what I have going on up top. Still, they are somewhat firm and have sort of large nipples. I should also mention that my nipples are very sensitive. My strawberry blonde hair is thick and luxurious, falling to the middle of my back. I have a smattering of freckles across my nose, green eyes, and a pretty face. Yes, I have been hit on -- A LOT -- since my husband died.

While I have dated occasionally, I rarely went home with one of the guys I dated. I also never brought anyone home with me. I have a small assortment of toys that keep me sane. I have never had any desire to have sex with a woman. I was strictly straight. I liked men. I also considered my 'back door' as exit only. My husband (who also was the one that took my virginity and the only one I ever had sex with until he was killed) never showed any interest in anal, and I never even thought about it. The truth was, our love-making was pretty vanilla. The kinkiest thing we did was an occasional doggie style. Yeah, I'm pretty boring and naive.

So, back to the story. I had just returned home from work. Bradley was sitting on the couch, and I quickly noticed his black eye.

"Bradley! Oh my God, what happened?"

"Just the usual, mom. Marcus was giving me a bunch of shit, and I got fed up with it. We got into a fight, and he punched me."

"Did you go to the principal, like I told you to do?"

"Yeah, but it didn't do any good. All his friends stood up for him and blamed it on me. I had to go to detention again, while nothing happened to Markus -- as usual."

This was becoming too much. Before, it was all taunting, name calling, and juvenile pranks. This was physical and left him with a black eye. I needed to do something to put an end to this before it escalated even further. Besides, another incident where Bradley was blamed would end up with him suspended. That could seriously impact any scholarship offers for college. I decided that I needed to talk to Markus's father again. If it cost me my job, so be it. I had a bit of money saved, and, with the annuity, it should hold me over until I could find another job. Things would be a bit tight, but we should be able to manage for a couple of months.

The next morning, I went to Mr. Brooks' office and asked for a few minutes to talk to him. Apparently, Markus had discussed the event with him last night, because I was expected and he already was prepared. I explained what was going on and that it was escalating. I told him that it was ludicrous that a much smaller Bradley would ever pick a fight with the larger Markus, especially when Markus was surrounded by his friends. When he mentioned that all the witnesses stated that Bradley attacked Markus unprovoked, I pointed out that all the witnesses were friends with Markus and that they had all been bullying Bradley as well. I made him aware that I didn't care if this cost me my job, I just wanted the harassment to stop.

"Ms. Jones, you are a very good employee, and I really don't want to lose you. How about if I have Markus stop by your home this evening, and the three of you can discuss this situation. I'm sure that once you both hear all sides of the story, the three of you can come to an equitable solution. While you are discussing things, please remember that it will lead to a very uncomfortable work environment if some sort of agreement cannot be reached. Also, consider the difficulty that may be encountered in finding other employment in this town should you be let go without a reference."

I probably should have figured that this was a bad sign, but, again, I was a bit naïve. I had no way of knowing just how bad it would eventually get.

Markus showed up at 6:00 o'clock that evening. I had made it very clear to Bradley that we would be pleasant to him for this discussion. I understood how difficult that would be for him, but I emphasized that it was necessary for me to keep my job and get this settled. "It will be unpleasant for a while, but it will make things much better in the long run." God, how those words would come back to bite me in the ass later.

"So, what do you want, Ms. Jones?" Markus asked after we were seated in the living room.

"Markus, you and your friends have been bullying Bradley for over a year with no provocation. He had never done anything to you, but you are still harassing him. Why can't you just leave him alone?"

"Ms. Jones, I'm not gonna lie. It's true that he never did anything to any of us. As to why, that's simple. He's and easy target. You must remember from your high school days. The kids in the top cliques always harass a few of the kids in the lower class. It's just how it is. It makes us look stronger to the rest of the school, and nobody else messes with us out of fear that we could do it to them as well. Besides, it's fun for us and gives is some entertainment."

"But, that's cruel. Don't you have any feelings for those kids that you are making miserable?"

"Nope. No feelings whatsoever. Besides, Brad will graduate in May and move on to college. Then, he won't have to deal with it anymore. Besides, we like to think that we are toughening him up so he can be better prepared for the real world later."

"Look Markus, you've had your fun, so can't you just stop it now?"

"Well, Mrs. Jones, I can stop it, but then what would be in it for me? As I said, there are benefits to be for harassing your son. You want me to lose those benefits for no compensation? Even if I did stop harassing Brad, I would then need to find someone else, and that would take a bit of effort on my part. What's in it for me and my friends?"

"Money? Is that what you're asking for? You want me to pay you to stop bullying my son?"

Markus laughed. "Of course not. First off, my family is very wealthy. I have all the money that I need, and, quite frankly, you don't make near enough money to interest me."

"Then what is it that you want?"

He sat there looking at me as he thought. I was getting a bad feeling at the look on his face. Finally, he spoke. "OK. I'll make a deal with you. You give me and my friends one weekend where we can get it all out of our system, then we will leave him alone forever. The two of you will do whatever we say, and I do me ANYTHING we tell you to do, from six o'clock Friday evening until eight o'clock Sunday evening. I will promise that we will not physically harm Bradley. I can also promise that we will not force him to do anything sexual with any of us. All we will do is humiliate him, and probably you to. I will also guarantee that nothing will ever get out about it. Anything that happens within this house will stay within these walls, unless it is the two of you who leak it.""

I just stared at him appalled. I couldn't believe that this kid just sat there and said that. Finally finding my voice, I had to clarify. "Are you seriously trying to blackmail me for sex? Do you honestly think that you can force me to become a sex slave for you and your toadies? Are you out of your fucking mind?"

"Blackmail is such a harsh word, Ms. Jones. I prefer to think of it as compensation for a loss. Now, I have absolutely no intention of forcing you to do anything here. You are completely free to reject my very generous offer, and there will be no hard feelings on my part. I guarantee you that if you refuse, I will not take it out on Brad by escalating anything. Everything will just continue as it was. I should mention, however, my dad did mention that he would be very upset if we couldn't come to an agreement here. I seriously doubt that I would have to deal with any repercussions, but it might affect your job and the ability to get another job in the area." He let that thought sit for a minute, then continued. "I'll tell you what; How about if I go out in the back yard for a few minutes and let the two of you discuss it?"

Bradley and I sat alone for a few minutes. To be honest, I hadn't had actual sex for several years now, and the thought of a real cock in my pussy began to stir a little feeling down there. Still, I was being blackmailed into becoming a slutty sex slave to a group of horrible boys. I was disgusted with that.

"Mom, don't worry about it. It's only until the end of May. I can take it until them." Bradley finally said.

"Oh Bradley. You shouldn't have to do that, but I just don't know what we will do if I lose my job. We can probably make ends meet for a couple of months, but we will be in real trouble after that. Also, it was very strongly hinted that Markus's dad would make it very difficult for me to find another job too. I just don't know what we should do."

"Mom, as you said earlier, 'It will be unpleasant for a while, but it will make things much better in the long run.' We can figure it out until I graduate, then we can move somewhere else and be better off."

I know that Bradley was talking about him putting up with their crap and cutting way back on expenses for a few months, but my brain turned it around to protect my son for a weekend of hell. Mothers protect their children at all costs. I had no other choice. I loved my son.

"Bradley, please go get Markus." I whispered.

When Markus came back and sat down, I began. "There will be no piss or scat. You will not leave any permanent marks or cause injuries, and you will not touch Bradley."

"I will agree to that, with the exception that the guys will not touch Bradley unless it is to prevent him from doing anything stupid or to move him into position if necessary."

"Then we agree with your terms, providing that the harassment ends now."

"There will be no more harassment, except for this weekend as agreed. After all, that's what this weekend is all about; one last time for us to humiliate your son. On the up side, this humiliation will not be in public."

"Fine."

"I will give Bradley a note tomorrow outlining what will be expected when we arrive Friday evening." With that, Markus got up and left.

Bradley did bring home a not for me the next afternoon. After reading the instructions, I was appalled. Apparently, the humiliation was not just aimed at Bradley. The rest of the week seemed to drag by. I had trouble concentrating at work. A couple of times, I thought I caught a hint of a smirk on Mr. Brooks' face when he glanced in my direction. Another thing that troubled me was my thoughts and dreams. As I said earlier, it had been a few years since I had sex. I would be thinking about what would happen over the weekend, and I would come to the sudden realization that my pussy was damp. I couldn't understand that.

Normally, I would break out one of my toys and masturbate about one or two nights a week. This week, I found myself masturbating in my bed every night. Even more unnerving, my fantasies while I masturbated were of some mature movie star or maybe an attractive man that I had seen that day as we made love. That was usually how I started out that week, but just as I was in the throes of my orgasm, an image of Markus would pop into my brain. The other weird thing that happened was that I found myself needing to bring myself to two or three orgasms before I could fall asleep. Usually, one was enough. I didn't know what was happening to me.

Friday finally came around. I was a complete wreck at work. Late in the morning, I saw Mr. Brooks go into my boss's office. He came out a few minutes later and looked at me. There was definitely a smirk on his face that time. I had a cold feeling in my gut that he knew what was going to happen later. Then, at 11:00 O'clock in the morning, my boss came over and told me to take the rest of the day off.

After getting home and grabbing a light lunch, I busied myself with cleaning up the house. Bradley and I are naturally neat people, so there really wasn't any heavy cleaning to do. It was mainly straightening a few things up, vacuuming, and a bit of light dusting. I relaxed for an hour, then decided that I should begin to get prepared. That was going to take a bit.

Stripping off my clothes, I prepared the bath tub. I added some bath salts and a strawberry/melon scent to the water. As the tub was filling, I stepped into the shower to wash my hair and a quick body wash. By the time that was done, the tub was ready. I had a glass of wine sitting on the edge of the tub. I lit a couple of scented candles, turned out the overhead light, and got in the tub to soak. An hour and two glasses of wine later, the water began to get a bit chilly. One more thing to do.

Before pulling the plug on the drain, I grabbed some scissors, a razor, and some shave gel. One of the instructions was to clean up my bush. I didn't really have much of a reason to maintain my bush since my husband was killed, so I had let it go. Markus had given me some options on it. I decided to go with the landing strip. I really wasn't that fond of the bald look down there. Besides, I rather liked the color of my hair. It had been a while since I had maintained myself, so it took a little longer than anticipated, but I got it done. I sat back in the tub to rinse off before draining the water and drying off.

Next step, make-up. I was instructed to doll my face up like I was going out on the town. Just a touch of foundation, eyeliner, lashes, and fire-engine red lipstick. I had taken care of my finger and toenails yesterday, so that was set. After brushing my hair, nothing special with that, it was time to get dressed for the evening. Going to my closet, I pulled out the 6-inch open-toe CFM heels. After slipping those on and strapping them up, I was ready. Yeah, I know what you're thinking. What about the underwear and dress? Uuuummmm, no. That was it. Just the heels.

OK. It's time. I had never been naked in front of Bradley before. I was always very conservative in my dress. In fact, he had never even seen me in anything remotely revealing. Even my swim-suits were rather conservative one-piece suits. This was going to be a shock for both of us. I poured another glass of wine, gulped it down, steadied myself with a deep breath, and opened my bedroom door. Bradley was in the kitchen helping me get dinner made. Yeah, that was the first thing on the agenda. I was to serve dinner and play waitress to everyone. Bradley included. I had quickly eaten something before going to my room to get ready. I wasn't sure if I would be getting a chance to eat later.

"Holy Shit!" Bradley exclaimed as I walked into the kitchen. Unlike me, he was fully dressed in a pair of Dockers and a polo shirt. Yeah, I am a bit naïve, but I do know about ENF and CMNF stuff. Look it up if you don't know.

Being naked in front of my fully dressed son was beyond humiliating. Unfortunately, my pussy seemed to have gotten the memos mixed up on that. Yeah, apparently, pussy thinks that this situation is exciting. I felt a slight spasm and a bit of moisture develop.

"Let's just get through this as best as we can, Bradley. This weekend will be humiliating enough for both of us as it is."

I did don an apron as I sautéed the vegetables. I wasn't going to get grease splatter on the girls. Bradley was just pulling the lasagna and bread out of the oven when the doorbell rang. Show time. I quickly removed the apron and went to answer the door. Markus was very specific about that. I was to answer the door. I was also to open it wide and stand there fully exposed.

I was shocked when I opened the door. For some reason, I had only expected Markus and his four friends. Instead, there stood eight teenagers. Four guys and four girls. It never crossed my mind that the guys would bring their girlfriends. Oh Fuck! The difficulty of this weekend just got squared.

"Good evening Emma. I love the outfit you have on." Markus leered. The other three guys leered as well. The girls were smirking. Pussy did another spasm.

"After they had all entered the house and I closed the door (no way was I going to stand naked and exposed to the neighbors any longer than necessary), I stated, "I thought that it was just going to be you four guys."

Markus just laughed. "I never said that. Besides, the girls have been harassing Brad as well. It's only fair that they get their last shot this weekend as well."

"Fine." I said defeatedly. After all, it's not like I really had a choice at this point.

"Bradley, we have guests for dinner. Please set the table for nine while I get them drinks." I called out.

I escorted them into the livingroom to relax for a few minutes. Markus took the opportunity to introduce everyone before they sat down. Of course, that included hugs and roaming hands as well. There was Dave (squeezed ass) and his girlfriend Sally (nipples tweaked). Sam (fingered pussy) and his girlfriend Donna (squeezed tits). James (ass slapped) and his girlfriend Jane (nipple pulled and twisted). Of course, Markus (two fingers in pussy and comment about being wet) and his girlfriend Rose (nipples flicked again).