("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text -------------------------------------------------------- This work is copyrighted to the author © 2013. Please don't remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. -------------------------------------------------------- Exploration by Ed Rider (edrider73@gmail.com) *** Lester and Mandy get into "anal-play" against Lester's better judgment. Although he has to admit that he cums harder with Mandy's finger in his ass. What he hadn't figured on was that this all might lead to "fisting", while being videotaped by one of Mandy's girlfriends. (MF, anal-play, reluc) *** "What are you doing?" said Lester "What does it feel like I'm doing?" said Mandy. "It feels like you've stuck a finger into me," he said. "Why did you do that?" "No reason," she said. "I just wanted to see what would happen. Carol told me it would arouse you." "Have you changed your mind?" he said. "Didn't I try that a couple of times when we first met and you got really upset." "You're right," she said. "And I still wouldn't like that. The idea of your finger in my ass is disgusting and the idea of you touching me anywhere with it after it's been in there makes me feel like throwing up." "What about your finger inside me?" he said. "Aren't you afraid it will get dirty and disgusting?" "Right," she said, "and as soon as I pull it out, I'm going to wash it off in the bathroom. How do you feel now?" "I feel like you're moving it around inside me," he said. "Does it feel good?" she said. "I haven't decided," he said. "But Carol was right," she said. "Look at your penis. A few minutes ago, it was exhausted, and I knew you weren't going to be any more fun tonight. Now I'm not so sure. Why are you squirming like that?" "I don't know, but all of a sudden, your finger is really getting me worked up, and it makes me want to do this." "No! No! Don't do that, Lester," she yelled. "You're doing it to me, so I'm doing it to you," he said. "You're squirming, too, so you must feel something when I do that." "If you take your finger out, I'll make you very glad you did," she said, "No! Don't move it like that!" "OK," he said, "but you need to take your finger out first." "It's a deal," she said, "when I count three, we'll take them out -- but slowly -- and then we'll both go to the bathroom and wash our hands and then we'll both come back to bed, and then I'll make you glad." "So this is all for me?" he said. "You're not going to get anything out of it at all, are you?" She laughed. "One-two-three!" she said. *** "Are you exploring again?" said Lester. "You know you like it," said Mandy. "No, wait, stop!" "I told you," said Lester. "If you can do it to me, I can do it to you." "But that's not fair," she said. "You like it, but it bothers me." "I didn't ask you to do it," he said. "You aren't doing it for me. So I'm not doing this for you." "OK," she said, "but please be careful." "Just as careful as you," he said. "You're already responding," she said. "If you tell me you don't like this, you're lying." "Do you want to pull out now and wash your hands?" he said. "No," she said, "this time I want to leave it in while we're making love. Let me work it out. I promise you, you'll love it." "OK," he said, "but mine stays in, too." "What if the position doesn't work out that way?" she said. "You're going to make it work," he said. She pushed and pulled him and shifted her body various ways until she was satisfied. Then she began moving against him. Her lower body was moving away from him and back, pulling his penis into her and then out of her. Meanwhile, her finger was moving in and out of him with the same rhythm. His finger was inside of her, but his arm was trapped by her body, so he couldn't move it. When her body moved, his finger moved with it. And then the double rhythm of her finger and her pelvis got to him, and he began moving his hips and thrusting back at her. When he did, she started coming. He could tell right away because of her anal spasms around his finger, and that made him lose control and slam his body into her in a wild orgasm of his own. As he was pounding her, he suddenly felt something strange distracting him, but only for an instant. He was lost in convulsions and didn't realize what had happened until he fell back exhausted. "Hey!" he yelled as he jerked away from her. "What's the idea?" She was trying to catch her breath and didn't respond. He looked at her, and she had a satisfied smile on her face. He waited for her to respond, and when she didn't after a few minutes, he was irritated. "That was a dirty trick to pull on me while I was coming," he said. "I never said you could stick a second finger in me. You almost spoiled it for me." "I think I made you come harder," she said, "because you were so surprised. And there was plenty of room inside you. It went in easily." He didn't say anything after that, but when she looked at him, she saw he was angry. She found out how angry two nights later, when they were in bed and stroking each other. "Ow!" she yelled. "What are you doing? That hurts. Please stop now!" "Not on your life," he said. "I'm just catching up. I didn't have a chance to put two fingers into you the other night when you did that to me." "But your fingers are a lot larger than mine, and my anus is smaller than yours," she said as she tried to move away from him. "You should have thought of that," he said as he kept his fingers inside her and moved his arm with her so they stayed inside. She stopped moving and turned to look at him. "OK, you win," she said, "but take them out for a second and let me do something. I promise you, I'll let you put them back in. Please, Lester!" He slowly pulled his two fingers out of her anus, and when he did, she grabbed them and squeezed something out of a plastic bottle over them and then massaged the greasy fluid all over the fingers. Then she let them go. "OK," she said. "I covered your fingers with lube. Go ahead, but slowly, please. Ow! It still hurts, but at least it's better than before. I'll put some lube on my fingers, too." In a few seconds, she had two fingers moving inside of him. He began moving his fingers inside her. Both of them began squirming involuntarily a few moments later. He was silent, but she was talking. "This isn't fair, because I'm uncomfortable and you're getting excited," she said. "Then just take your fingers out," he said. She didn't respond, but began maneuvering their bodies again. This time he made sure she didn't get him into a position where his arm was locked, and as they began moving together, their fingers were going at the same tempo. Both of them had massive orgasms, and as their bodies went crazy, he once more felt something different in his anus. She had pulled the same trick again. He didn't say anything while they were recovering, but when she came back from the bathroom, he said, "You know what's going to happen next time, don't you, Mandy? Now I know why you brought the lube to bed. Don't forget it next time because you're getting three fingers, just like you put in me just now." She didn't say anything. *** The next couple of days, they didn't talk much. Then Lester told her at breakfast, "This is crazy. I'm not going to be in a bad mood for no reason. If you want to be, that's up to you." Usually, either Mandy or Lester initiated sex two or three times a week, but neither made any attempts for the next 10 days. One night they were looking at each other, and they could each tell what the other wanted. "What I don't understand is that even though you say my fingers bother you and disgust you and even hurt you, you won't stop with your fingers," he said. "It's like self-destructive behavior. Why are you doing it?" "It's over tonight," she said. "All I know that pushing my fingers into you gives me an incredible feeling. I don't know why, but I feel powerful. I feel like I'm in control, like I'm the man, and I'm putting my thing in you like you put your thing in me. "And the fact that you aren't happy about it, that you don't want it but I'm doing it anyway, that makes it even more exciting. I've never had orgasms before like I had the last couple of times. "But you're right, the price is getting too big," she said. "Tonight, I'll let you put three fingers in me, and I promise I won't put four into you, even though I'm dying to and I know you can take them. I just hope if I go hysterical with your three fingers, you'll have a little compassion. I am so scared right now that I feel like I might faint." "OK," he said. "You win. It really bothered me when you used three fingers last time. I'll admit that one or two fingers were stimulating and even felt good. But three didn't do anything except make me feel uncomfortable and angry. "So even though you owe me three fingers, I'll let you win while you're ahead. If you want to forget about this whole thing starting tonight, I'll let it go." "No," she said. "I'm not ready to totally give up on this, even though I know three fingers is going to be horrible for me. But I am going to ask you to go along with some things that I thought of." "What do you mean?" "Let's start with this," she said. "Look at my three middle fingers. See how they're lined up side by side. Now watch. I'm putting my middle finger behind the other two fingers and squeezing all three together. It makes them take up less space. Would you do that for me?" "Sure," he said. "Thank you," she said, and she leaned over and kissed him. "Please do it now for practice." When he put his fingers together and then pointed to show her, she reached under her pillow and pulled out a cloth tape measure and wrapped it tightly around his fingers. She looked at the numbers, and then she took it off. "OK," she said. "Now I want both of us to prepare." "What do you mean?" he said. "Before we stick our fingers in, I want us to be clean," she said. "Are you saying what I think you're saying?" he said. "Yes, I'll go first," she said. "I've got all the stuff in the bathroom. After I finish and wash myself off, you'll go in and do the same thing. I'm hoping that if I know you're clean inside and I am, too, I won't think that I'm smelling anything and become nauseous." *** When he came back to bed 15 minutes later, he felt empty inside and not aroused at all. As soon as he lay down, he felt something go into his anus. "You're not wasting any time, are you?" he said. "That's not my finger," she said. "It's a bulb syringe with a very tiny nozzle, so don't complain. I did it to myself already. I'm squeezing a lot of lube into you, so my fingers will move so smoothly inside you that it won't hurt at all." "Sure," he said. "Whatever you say." After she filled him up with the slippery liquid, she smiled at him and then got between his legs. He drew his breath in sharply as her mouth began working on him. Maybe because they hadn't had sex in so long, he became hard instantly, despite the slimy feeling inside him. She continued to stimulate him with her mouth and her tongue and then she pulled her head up and grabbed his penis with one hand and the cloth tape measure in the other. She wrapped it around him and looked at it, then took it off and tossed it aside. As he felt her fingers enter him, he followed her lead. Her third finger made him jerk as it entered. Even with all the lube, it didn't feel good. It stretched his anus and caused a stab of pain, but as she began moving it, his anus enlarged, and it wasn't painful anymore, even though it still felt intrusive. He had to resist the impulse to move his body away to get this uncomfortable foreign object out of his insides. When his third finger entered Mandy, she began shaking uncontrollably and shouted out, "Stop! Stop, please!" He pulled his fingers out. "That was horrible," she said. "I don't know if I can do this. Wait a minute." He noticed that her fingers were still working inside him. She stopped shaking and said, "OK, but very slowly please. Oh no, oh no. Go ahead. Don't stop now." He slowly inserted his fingers. When they were all in, she took a deep breath and held it in for a while before slowly exhaling. Meanwhile, her fingers were going in and out of him and increasing their tempo. He began doing the same thing, but much slower. "What are you doing?" she yelled, and he stopped. She breathed deeply a few times and said softly, "OK, I'm sorry. Do it. I'll try not to stop you again." As he increased his tempo slowly until it matched hers, she made horrible little noises. She was crying and shrieking and moaning in agony, but her fingers never stopped inside him. They were plunging in violently now, and they began hurting him again, but he resisted the urge to do the same to her. He just kept the same pace and tried to move his fingers smoothly, like a machine. She slowed down and began adjusting their bodies. He was amazed that she was doing this because she was in such obvious pain, and he wondered if he could even get aroused enough for insertion. But she must have thought of that, because he felt her inhaling his limp penis and using all her oral magic to get him hard. It worked, and when she lifted her head, she quickly placed him at the right spot and pulled him to her. She was under him and partially sideways to him, and one arm pulled him and guided him as their bodies began moving together, while the other arm was reaching behind him and working her three fingers inside his anus. They were tormenting him now, pulling at the opening, stretching it, pushing in as far as they could go and ripping into the soft tissue inside him. He had buried his fingers deep inside her, but she had moved and was now she was lying on his arm, and his hand was trapped, so all he could do was try to wiggle his fingers. He noticed that when their two bodies slammed together, his fingers were driven deeper into her, and each time that happened, she screamed in pain. But she didn't slow down. He began crying and screaming, too, as his insides were assaulted, and that's when he noticed her body started to lose control. As he felt her shake with her first orgasm, he was nearly over the edge himself, and when she came for the third time, he slammed into her so hard that he was afraid he might send her body through the mattress. His screaming and crying never stopped during his powerful orgasm. The pleasure of his release was not enough to overcome the pain of her torture. After he came, she continued bucking underneath him, and drove herself to two more orgasms before she finally fell back and seemed to shrink into a lump of flesh that was engulfed in gasping and sobbing beneath him. Her fingers were still in him, and his were still trapped in her as his full body weight was pressing on her. After a few minutes, she began trying to push him off with her free hand. "I'm not moving until you take those fingers out," he said, and his voice was so weak it was barely a whisper. "Sorry," she said. "I forgot." She slowly withdrew her fingers, and then he rolled off her and slowly pulled his out. They lay side by side breathing heavily for almost 10 minutes, and then she got up and went to the bathroom. *** The next morning after each hobbled into the kitchen and sat down painfully at the table, she looked at him mournfully and then burst into laughter. He began laughing, too, more in relief than anything else. "We are crazy," she said, "and I admit it. I'm crazier than you. I should have stopped last night when I couldn't stand the pain anymore, but I was so turned on by what I was doing to you that I had to keep going. The more I could see you getting desperate and breaking down, the wilder I felt. And when I came, it was so incredible that I forgot about the pain you were causing me for a while. "But after that, the pleasure was over, and the pain hasn't stopped yet. So in a way I'm glad we did it, but I also know I'll never let you do that to me again. It's just not worth it." "So you're finally done with this," he said. "I didn't say that," she said. "I just said, I won't ever let you put more than two of your thick, long fingers inside me again. But I still want to ravage you with four of my slender fingers and then five and then my whole hand. It won't hurt you nearly as much as you hurt me last night." "But that's not going to happen," he said. "I told you the rule, a finger for a finger." "I'm not agreeing to that anymore," she said, "but I've got another idea I'm working on. Right now, we're not in shape for anything, but once we're healed and horny again, I'll tell you about it. I think you'll go for it. So let's drop this for now. I can see you are getting angry before you even know what I'm going to say, so let's let everything cool down, especially the burning inside my ass." *** When they were recovered enough to have sex again, she didn't bring up her idea, and he decided she had thought better of suggesting it. At first, they avoided their anuses completely, but after a while, she began inserting a finger into him occasionally. Each time, he followed her example, and that's as far as it went. One day, she said she'd like to work him with two fingers again, and would he mind if they cleaned themselves out once more. He went along, and after that, they did the cleaning and fingering about once a month. She attacked him hard, and he was sore after each time, but she was, too, because he continued to copy her. After one of these sessions, when she had recovered from multiple orgasms and both of them were tired and sore, she said, "Will you listen with an open mind if I tell you my idea?" "What idea?" he said. "Oh, is this your idea for sticking your whole hand inside my anus while I don't do anything to you? Go ahead. I'm curious about how you think I'd ever agree to that." "OK," she said, "please hear me out and don't interrupt me. And promise me you won't make a quick decision and you'll think about it." "I promise," he said with a laugh. "Remember the night of the insane pain?" she said. "Remember when I measured the width of your three fingers before we started, and then when I got you hard, I measured the width of your penis?" "That's right," he said. "I wondered what you were doing. What was that all about?" "You know your big, thick, long hose?" she said. "I adore it when you fill my vagina, but I freaked out when you asked me once if I would ever consider taking it in my ass. Do you remember? It was a long time ago." "I'll never forget that," he said. "You were so scared that you were almost hysterical. I thought I'd have to call a nurse to give you a sedative. I knew better than to ever bring that up again." "Well the other night, I found out that as big as it is, it's barely bigger than three of your thick fingers squeezed together. That got me to thinking about what I want and what you want. So here's why you'll let me put my hand inside you. If you do, I will let you have anal sex with me. It would have to be two different nights, because I wouldn't be in any shape to do anything after you destroyed my ass. Yes, I'd let you go first. "OK, give me your first reaction. I'm sure it's negative, but I'm prepared to persuade you. And remember, you promised that you'd think about it, so I don't want any final answer today." "All right," he said. "First of all, I've managed to do without anal for years. Yes, I liked it when I did it with a few girls before I met you, even though none of them liked it. Usually, that turns me off, but I guess it's just like you getting excited when I'm in pain from your three fingers, because somehow their discomfort didn't bother me. I never tried to humiliate and hurt them like you did me. But still, I could tell they were having a hard time with it, and I got excited anyway. So I suppose the same thing would happen if I did anal with you. "But I don't need it, and even if I did, I wouldn't let you put your hand up my ass for that. I felt like I was dying the night you ripped into me with three fingers, so the pleasure of making love to your ass wouldn't make up for the pain you would inflict on me. "If you look at it logically, it doesn't make sense. You said that my penis is about as thick as the three fingers I put in your anus the other night. So if we had anal sex, it would like the night of insanity for you. But you really hurt me with your three fingers, and you'd be putting your whole hand in. Why would I agree to that?" "You aren't looking at this right," she said. "Forget about numbers of fingers. Just think in terms of discomfort, humiliation and pain. My anus is much smaller than yours, and your hard thick penis would really hurt me, especially since the experience would be a lot different than just sticking fingers into me. "First of all, you're so long that you'd go halfway up my intestines. Your fingers barely go a few inches in, and that's enough to cause incredible pain. This would be many times worse. "And the motion of that gigantic thick thing -- especially when you work up a head of steam and start pounding me into the mattress -- well, I get the chills even thinking about it. I'm much softer and more fragile than you. I would use as much lube as I could, but I know you would still rip my insides to shreds. There's no way I could hurt you as much as you could hurt me." "That all sounds great, Mandy," he said with a laugh. "But you know you're exaggerating what I would do to you and downplaying what you would do to me with a hand that's much wider than my penis, or my three fingers or even four fingers." "I bet it's not as wide as four of your fingers," she said. "I can measure right now. If I win, will you do it?" "No," he said. "And my final answer is no, too, because it comes down to the fact that when you see me humiliated and turned into a pathetic wreck from the pain, it gives you tremendous orgasms. But I just can't get as excited about hurting and degrading you. Isn't that the bottom line?" She ignored his question. "You promised to think about it, Lester," she said. "Take your time. I can wait." "You may be waiting for a long time," he said. *** He pretended that he was giving it consideration. Then he got worried that he might be raising her hopes, so he told her three days later. She was angry. "So that's your final answer," she said. "You wimped out. I've seen lots of guys on the Internet letting women do that to them. It isn't the end of the world. And I'm not any woman. You know you'd be safe with me because I would never do anything that could cause you real injury. I'd be careful. "You know how much I want this because of what I'd be willing to sacrifice to get it, and you still won't give it to me. I'm just not that important to you. "I could do it to you anyway if I wanted, but instead I agreed to experience the horrible pain of anal sex so you'd agree. But even that didn't get me anywhere, did it? OK. I need to get out of the apartment. I can't look at you." He didn't say anything as she left, but he thought to himself, if she leaves me over this, I guess I don't know her as well as I thought I did. When she came home a few hours later, she had calmed down, and the first thing she did was embrace him and kiss him for a long time. "I'm sorry," she said finally. "I was so disappointed that I said some things I didn't mean. You know I love you, and nothing like this disagreement is ever going to change that." "So are you telling me you're finally giving up?" he said. "I didn't say that," she said. "But I promise you there won't be any more scenes like today. I still want to do this, and I'm going to try to persuade you. I can see that logic won't work and neither will telling you how much it means to me. But there are other methods." He wondered what they were, and he didn't have to wait long to find out. The first email arrived a couple of weeks later. The messages were always unsigned and short, along the lines of "I think you'll find this interesting" or "Take a look at this one" or "Do you think she's enjoying this?" With each message there was a link. He finally realized she must have subscribed to several websites specializing in anal porn. The links were to videos on the sites, and the ones she selected all had one thing in common. The girls seemed to be petite, with bodies similar to Mandy's, and the men had huge equipment, most of it larger than Lester's. And when the men began having anal sex with the girls, it was obvious that the girls were in extreme pain. Some of them tried to blink away the pain, some furrowed their brows and some of them tried to breathe fast or blow out air to lessen the pain, but by the end, all of them were screaming, and most of them had their eye makeup washed out on their faces from crying. Lester knew there were other sex videos with professionals who laughed and smiled all the way through anal sex, but these weren't the ones Mandy chose. All of the ones she sent him made it look like the woman was in extreme pain while the man merrily pounded her until he came. At first, Lester was embarrassed that he was responding to the videos. He noticed that while watching them, he was getting hot in his face and aroused. One time, she walked into his home office while he was watching one of them, and he quickly shut off the video. But he couldn't hide how flush and jumpy he was. She smiled at him and didn't say anything. After a while, he decided that there wasn't anything wrong with his reaction. That's what the videos were made for, to turn men on. He enjoyed them and at times even looked forward to what bizarre video Mandy would send him next. He deleted most of her emails with the links, but there were a few that he really liked, and he kept those and would watch them again at times. A couple of times, when she was out for the evening at a business meeting and he knew she would be too tired for sex when she came home, he even masturbated while watching a video. But if the intention was to whet his appetite for having anal sex with Mandy, it didn't work. Yes, he thought about anal sex more now and sometimes fantasized that he was doing it with one of the actresses in the videos or maybe a stranger, but never with Mandy, because as soon as he thought of that, he thought about what it would cost him. One day at dinner, she finally mentioned the videos. "I know you are really into them, Lester," she said. "And you know why I'm sending them. I want to work up your appetite for having anal sex with me so you'll agree to what I want. But I have to give you a warning, too. "I'm not waiting for you to tell me one day that you give up and agree to my proposition. Here's how I expect it to happen. One of the nights when we are both cleaned out and using a couple of fingers on each other, you're going to take the next step and aim your penis at my anus. When you do that, I'll go along with whatever horrible things you want to do to me, because I'll know the deal is sealed, and I'm going to get my end, so to speak, whether you have second thoughts or not." "Wait a second," he said. "You said that before, that you could force me against my will. How are you going to do that? Are you going to drug me? Don't you think that's sick?" "Of course that would be sick," she said. "And there's an even better reason why I would never do that. The whole point of my sticking my hand up you is for me to watch you experience the pain and humiliation. I want to see you blubbering like a baby. I want to watch your face as your mind is reeling and you can't control your muscles and turn into an imbecile. I want to see your body squirm and twitch and shake uncontrollably. If you were drugged out and didn't even know what was going on, what would be the point? "No, I worked out a way that I can do it to you, and when I do, you'll be totally awake but unable to stop me. Some other woman might just go ahead and do it anyway, but I'm not like that. Everything's going to be fair. You get your anal first. "But you didn't let me finish my warning. There's another way you can seal the deal, and I can get my reward without you even touching me. The reason I send you the videos are so that you'll want anal sex with me, but you may be thinking you might be able to do it with someone else. No, Lester, that won't work. As soon as I find out, it means the deal is just as sealed as if you had anal with me. And then I'll take what you owe me. "I've given you fair warning. If you don't want me to get you more obsessed with anal sex, you can always delete the links I send you before you open them. It's up to you. You know I'm trying to condition you to need anal sex like a drug addict has to have his fix. If you have anal with someone else, even a prostitute, I'm not going to be angry. It just means that my plan worked. It would be different if you had regular sex with another woman. That would be betrayal and cheating, and it would mean the end of our relationship. "No, if you have anal sex with another woman, I'll be happy, because whatever you do to her, I won't have to endure any of it, and I get my end of the bargain anyway. So I'm warning you again, Lester. If you have anal sex with someone else and I find out, the deal is sealed. But you know you don't need to do that because when you want to have anal, I'm ready for it." *** She didn't mention her warning again, and Lester forgot about it, because he had never cheated on Mandy, although he had many opportunities since both of them traveled on business. One of the opportunities was Carol, who lived on the floor above them and was wild. They enjoyed going to her parties, because they always met strange and unusual people that they would never ordinarily come in contact with. Occasionally, Carol would come over to see Mandy. If he was around when that happened, he had to be careful that his eyes didn't bug out. Carol didn't just like to wear next to no clothes. She wore clothes that pointed to all the best parts of her geography. Her large breasts always looked like they were falling out of whatever she was wearing, and her shorts were tight and skimpy over her firm round butt. She always flirted with Lester, and when she did, she used graphic language so strong that Lester wondered if she was really joking. He pretended that she was and tried to stay away from her. When he told Mandy about his run-ins with her -- especially the ones where she grabbed his rear or groped for his testicles or penis -- Mandy made light of his stories. He was surprised, because usually, Mandy was extremely protective and jealous. Finally, he decided that Mandy liked Carol to come on to him, because Carol probably reported every detail to her. For Mandy, it was a way to test his loyalty. It was probably because he was watching too much anal porn, Lester thought, but lately Mandy's ass was really catching his attention. She usually wore tiny denim shorts that were plenty tight, but she had switched to some thin, elastic fabric that looked like she was naked and someone had painted her skin. Whenever he saw her, whether it was her occasional visits to Mandy or on the stairs or in laundry room, it always seemed as though Carol was bent over with her legs wide. A couple of times, he could have sworn he saw her anus spread open beneath the fabric. One time, she was wearing some yellow pants that were so sheer that he thought her anus was winking at him. It's saying come and get me, he thought. He finally shook his head to snap out of it and hoped Carol didn't notice him staring. It made him decide not to watch the video links that Mandy was sending him, but he didn't keep that resolution for long. *** "I'm sorry, Lester, I found out this morning," said Mandy. "We'll just postpone our plans to next weekend. The weather is supposed to stay good." "How could they make you do this at the last moment," he said. "I should call Franny. Maybe I can ask her to let you off when I tell her how it's wrecking our getaway." "No!" said Mandy in a loud voice. "No, I don't want you calling her. Just because she's been your best buddy since you were 3 doesn't make it right. She can't let me off, and if she could, everyone at the office would hate me. Don't you dare call her or ever mention this up with her." "OK, OK," he said. "I didn't realize how upset that would get you. Is everything all right? You seem really on edge?" "I'm fine, but I've got to pack, so I can leave first thing in the morning," she said. "It will be over late tomorrow night, so I'll drive back Sunday morning. I should be home by noon. What are you going to do?" "I don't know," he said. "The whole weekend's shot to hell." "Well, I know Carol's having one of her parties," she said. "We were invited, but I didn't bother to tell you because we had plans. If you end up going, please don't drink yourself under the table just because you're angry." *** Friday night two weeks later, Lester was still in a good mood from the previous weekend. They had taken their postponed trip, and it couldn't have been more perfect. The lodge was wonderful, the food was great and the grounds were beautiful, but the best thing about it had been Mandy. She had stopped being irritable and peevish like she had been for the previous few months. All of a sudden, she was relaxed and warm and tender and eager to do whatever he wanted. All her attention was on taking care of him, even though he had planned the trip to please her. In bed she was like a rabbit. She always liked to make him feel good during sex, but for the whole weekend, she didn't even think about herself, although he noticed that the more excited she made him, the more excited she became. And that in turn aroused him even more, so it was a spiral of lust that ended with both of them exhausted by the time they got home late Sunday night. The afterglow hadn't warn off, and even though he would have preferred some more wrestling in the sheets, it was one of their scheduled finger pushing sessions, and he knew they meant a lot to Mandy. She had been smiling broadly all through dinner, and he was sure it was because she was anticipating bedtime. Her two fingers were working away inside him, and his were doing the same inside her for a while, and he was waiting for her to move their bodies into whatever position she wanted to for them to consummate when he felt it. "Hey!" he shouted. "Stop that!" But it didn't stop. He felt a third finger sliding into him. It didn't hurt too much because his anus had been loosened from the pushing and pulling of her two fingers, but it bothered him anyway. "You told me you never wanted to use three fingers again," he said, turning his head to toward her. He didn't see her face because her upper body was down by his crotch, but he could hear her reply. "I didn't say that, Lester," she said. "What I said was that I would never let you put three of your thick fingers inside me again." "But that's what I'm going to do, Mandy," he said, "right now. I told you before, a finger for a finger." "Not anymore," she said, "and this is why." "Ow!" he said as he doubled up in pain. "What was that? You've never done that before. That was cruel." "I'm sorry, Lester," she said. "Please be quiet for a minute and listen to me. I don't want to do that again, but I will if I have to. Will you listen to me for a minute? After that, you can say anything you want. "I said you weren't going to put another finger in me, and you just found out the reason why. My right hand has three fingers in your nice, clean anus. There's a ton of lube in there. Do you hear the squishy sounds of the lube as they go in and out and how I'm slowly increasing the pace? "The reason I can do that is my left hand has a good grip on your balls. The grip is snug, so I hope your balls feel comfortably warm, and maybe you will even get aroused. But right now, you need to take both fingers out of my anus, and you are not going to put any of them back for tonight. "Did you understand what I said, Lester. Take those fingers out now, because I'm starting to make my snug grip even snugger, and soon I'll be squeezing your balls as tight as I did a second ago, when you nearly passed out. If you do pass out, though, don't worry. I've got some smelling salts handy, and you'll soon be awake again, because I want you involved with me as I put my hand into your anus tonight." "No!" he screamed. "Are you crazy? Why are you doing this?" "It's not time for you to talk yet, Lester, because your fingers are still in my anus," she said. "If you don't remove them slowly right now, get ready for some real pain. That's it. Slowly glide them free. Now we're all set. "I see your body is starting to react to my three fingers, Lester. You're shifting around from the discomfort. I just slowed the pace, and now I'm working in my fourth finger. Did you feel any difference? The four fingers are all going in and out now, just as smoothly as the three did. I told you that you could take four. "OK, as I slowly increase the speed again, I'll answer your question that you asked a few seconds ago. Why am I doing this? The answer is because I said I would do this, I warned you I would do this, and I promised you I would do this. You sealed the deal, and now I'm doing what I promised I would do. "Do you have anything to say, Lester, any questions? Are you thinking about telling me any lies? Are you going to say it's your word against hers? You can save your breath, because I know for certain what you did. Oh, did you see all those lights go on? And here she is, the beautiful Carol. "She is such a slut. Look, she even took all her clothes off because she's so excited by this. No, we're not having a threesome. She's holding that video camera because she's been shooting us from across the room since we got into bed. But now she can come out of hiding and turn on all the extra lights I rented, so the video is bright and crystal clear. Everything is being shot in slo-mo as well as regular speed, so I'll be able to watch my hand going in you inch by inch and seeing what each inch makes you do with your body and your face. "Yes, I know all about Carol's party, and how drunk you got and how you were lying on her couch when everyone else left and how she danced her slutty dance and shook her butt for you. The lights were low for the party, but then she turned them all on, and as she waved her ass in front of your face, you could see she wasn't wearing panties and her thin white shorts were so stretched that it looked like she wasn't wearing anything. Despite all the drinks, you were as hard as a rock, and you ripped off your pants and grabbed her and pulled off her pants and plunged right into her ass. You were so excited that it was less than a minute before you gushed into her guts. "Do you want to deny it, Lester? Do you want to say something besides those moans. I wish I had you inside me right now, because your responses are getting me so turned on that I think I could come in a second. But I couldn't figure out a way to do that and get my hand into you at the same time, so that will have to wait. "Did you forget about how you sealed the deal? Maybe you thought you had imagined it. But it was real, and so is this, my thumb. I slowed down again, and I'm tucking it behind the other fingers and moving it into you slowly and carefully now. You'll see on the video, I'm all the way up to the second knuckles. "For now, we're going in and out slowly and carefully. I like the way you're working hard to handle it, Lester. Yes, try those breathing things. Maybe they'll help. I'm going slower and slower, and now I'm stopping with my fingers inside as far as they will go. No more in and out now. It's all one way --in. I'm gently pushing all the fingers into you. You're very tight all of a sudden, because the largest part of my hand is at the opening and can't get any further. "But I'm going to be patient, like I've been patient with you for months now. You are resisting my hand, just like you resisted what I wanted to do. We could have done this a long time ago with your cooperation. You could have used my anus any way you wanted to and really made me earn this, instead of sealing the deal in less than a minute during your drunken night with Carol. But you made your choice, and like I told you, I'm not angry. At least I know Carol didn't give you some disease. "I think I felt something, Lester, and I definitely hear something. You're starting to howl like a dying animal, and I think your ass is going to cave soon and let me in. Let me help it by twisting like this. Oh, that was some scream. I'm all wet between my legs. I think I may have come once already without knowing it. "Oh, oh, oh. There it goes. Thanks for that scream as your ass swallowed my hand up to the wrist. It was the best one of all. Oh, Lester, you're crying now. You're just bellowing and the tears are coming in a flood. You're just a little boy who wants his mommy to make his boo-boo go away. You sound pathetic, and I feel sorry for you, and that feeling is getting me even more excited. Did you feel that through my hand inside you? I just came two more times. "OK, I think we rested enough. Now I'm going to pull my hand gently out of you. I'll push the fingers together and glide out like this through all the lube and watch your anus open up, and there, we're all out, and now we glide right back in. See, it didn't hurt as much the second time. I could tell by your groan. "Let's pull it out a little faster now, and put it in a little faster. That looked fantastic, especially the way your body jerked as my hand pushed in to the wrist and then was ripped completely free. "Let's increase the speed now. Oh my, look at you jerk like you're in the electric chair. I wonder if that hurts more than this. I don't think so. Oh, I just came again. I think I could keep coming all night if we kept this up, but I don't want to turn you into a vegetable. So let's just do a few more times, and then we're going to try something so hot that I came the other day when I just thought about it. "When you accused me of getting off on watching your humiliation and pain, you were right, Lester, but only partly right. What really makes me go out of my mind is when you are humiliated and in pain and you come anyway. Because you're trying to deal with what's going on inside your ass, you resist the pleasure, but then you can't anymore, and the pleasure ends up causing more pain and mortification, and you have this great orgasm, but it feels horrible at the same time. When I see that, I almost explode with orgasms. "So now that I've got a good rhythm going in and out of your ass with my right hand, I'm going to lean over and do this for a while. Mmmmmmm. "Boy, I had to really suck hard and stroke your balls, but I finally got you aroused. I think I could bring you off quickly with my mouth, but then Carol wouldn't see anything with her camera. So I'm going to use my hand to pump you. There's a lot of lube over everything now, so the pumping is easy. I'm gliding up and down your big, thick penis even while you're trying to move away from me and whimpering. "You got a little slack there again. I need to get my mouth back to work and suck you hard. There, it didn't take as long this time. And now I feel you starting to respond to my hand, even while my other hand is making you grimace and moan. I don't think it will be long now. "It's coming, I can feel it. Now I'm raising your penis straight into the air while I pump it, and there you go. Yes, go Lester, thrust your pelvis and get it all out. Are you crying tears of joy while you're screaming so loud? I just came three more times. "We're almost done. I'm going to let you rest up a minute for the last part, because it's going to hurt the most of all. OK, I'm starting. See what I'm doing? I'm pulling out of you just as slowly and persistently as I pushed into you, but I made my hand into a big fist inside you, so coming out is going to be difficult and raise the bar to a new level of pain and mortification. I see you feel the strain already. Your head is turning in all directions, or rather, it's jerking. I don't think you are even a human being right now. The pain has clouded your brain, and you're just reacting like a bug would react if I tried to squash it. "What's that you say? Are you saying 'Mommy?' Yes you are. You've regressed all the way to infancy. Now you're screaming like a maniac because you feel the fist starting to move toward the opening. I see part of it, and it's coming this way. Oh my god! Did you hear the sound as it popped out? Like a gun. And look at the hole. I think I could stick two hands into it, it's so big. You'll see on the video. Now let's watch what happens. "It's staying open like a manhole -- it is a manhole - - but now I see it's starting to slowly close up. As soon as it closes all the way, Carol will turn off the cameras and lights and go back upstairs, and call her new boyfriend over to service her, because I can tell she's about to burst with excitement. If he's not available, she'll have to use her fingers or go mad. I would loan you to her, but I don't think you'd be able to help her the way you look now. "I'm sorry. I take that back. I'm not loaning you out to anyone. That was a feeble joke. You are one amazing man, Lester, and I'm going to work just as hard to make this up to you as I did to destroy you today. It will start tomorrow when you wake up. For now, let me get you as comfortable in bed as I can. Yes, don't try to keep your eyes open. Sleep, Lester. Sleep." *** He slept until Saturday afternoon. When he woke up, she was sitting in a chair next to the bed, and he glowered at her. She got up and pointed to some fruit and water on his nightstand and left. He ate a few things and then fell asleep again, waking up Sunday morning at 5 a.m. She wasn't in bed next to him, and it felt strange. He made a move to get up, but it was so painful that he just lay there staring at the ceiling and thinking about Mandy and how they met and the great life they had had together and the wonderful weekend last weekend, and how it was all over now and how horribly it ended. When he woke up about noon, she was sitting next to him again. She began speaking to him, but he waved his hand at her and painfully sat up. Then he got up and went to the bathroom, where he screamed loudly while he was on the toilet. He was exhausted when he came back, but he sat down in an easy chair. When he attempted to talk, his voice was weak, and he felt tired, so he soon gave up and glared at her. She smiled at him. "I'm not going to try to soften your anger, Lester," she said. "I was determined to experience what happened two days ago. You may not believe me, but I'm even more determined that we get past this. I want us to as happy as we were last weekend. "You're going to be angry, because I'm not going to lie to you. I respect you for not lying to me. You know what you did with Carol, and you didn't make excuses. You know that she didn't offer you one drink. She wasn't allowed to. You got roaring drunk all by yourself, and that made you forget the deal. "She also wasn't allowed to touch you. If you hadn't pulled off her pants and been the aggressor, nothing would have happened. So I had every right to do what I did. But I admit that I set up the opportunity for you to make the bad decisions, and I was hoping really hard that you would so that I could achieve my goal. "The office didn't ask me to go on that business trip at the last minute. There was no trip. I hung out at a friend's house the whole day, and then I snuck back after dark and hid out at Carol's getting things ready. That's how I know exactly what you and Carol did. I was hiding in the same room and watched it happen, and I filmed it, too, just in case you were going to deny it. "Carol was excited when I told her my plan, and that's why she was displaying her ass for you whenever she could for the last few weeks. I was worried that you might hurt her, but she told me she would be heavily lubed, and she was sure she could get you so aroused that you wouldn't last long. And she was right. "When I was watching you, I found myself thinking about what I'd do if you didn't go after her. Would I give up, or would I keep looking for a way to get what I wanted? But then I didn't need to wonder anymore. "I've watched the video of us twice already, and Carol did a great job of capturing all the pain and humiliation. The best part is at the end where the pain and pleasure were so intense that you went insane for a while. I came at least twice each time I saw that. So I got what I wanted. "But now that my goal has been achieved, I can see things more clearly. You knew exactly what I was doing when I sent you those videos, and you had the choice of not watching them, but I was the one who sent them, and I'm sure nothing would have happened if I hadn't done that. "What I'm telling you is that you have the right to be angry. I think there's a difference between entrapment and creating circumstances that make something possible, and I didn't cross that line. On the other hand, if I were you, I might disagree. That's why I'm not going to count what you and Carol did for the other part of the deal. "Yes, I'm still going to give you my ass. I'll wait until you are all healed and healthy, and as I said, I'm not going to do anything that will make you less angry at me. I'm dreading it, because I know you'll take out all your anger on my anus and I won't be able to handle it anywhere near as well as you did. But at the same time, I'm anxious to do this, because knowing you, I think after you destroy me and you see my body in the kind of pain you're experiencing now, you'll be as sympathetic as I am right now, and it will begin our mutual healing. "So I'm going to keep sending you links of painful anal scenes, even though I know they will be teaching you some horrible things that you will do to me. In a month or so, when you aren't hurting anymore and are back to full strength, you'll select a night, and I'll be cleaned out and lubed up and ready to suffer. "And Carol will shoot a video of you destroying my ass for you to watch later, because I think that's fair. I'm sure you'll never agree to do anything like this again. That's why I wanted the video to preserve it. Whenever I feel excited about humiliating and hurting you, I'll watch the Lester on the video. But I won't ever hurt the real Lester again. "You told me how happy I made you last weekend and how I seemed like I was glowing. Now you know I was glowing because I was thinking about what I was going to do to you on Friday. I hope that makes you angry, not sad. But I promise you that from now on, I'm going to make even better memories for us, and my happiness will come from the joy of pleasuring you, not because I'm looking forward to degrading and hurting you. "That's all I've got to say, except I hope you give me a chance to show you I'm telling the truth." END ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Please keep this story, and all erotic stories out of the hands of children. They should be outside playing in the sunshine, not thinking about adult situations. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Kristen's collection - Directory 78