0 comments/ 83163 views/ 5 favorites Ben and Ann Ch. 01 By: GlennH This story is fictional with characters who never existed and events which did not really happen. ........................................ Ben had been married to Ann for over 25 years. He has loved her ever since they had met in college. Ann has always seen herself as plain and dowdy; certainly not attractive or sexy by any stretch of the imagination. Growing up, her mother had always told her she had to work hard and be a good woman because she certainly wasn't anything special. Ann could never accept a compliment about her appearance even from her husband. She always told him he was supposed to say stuff like that even though everyone knew it wasn't true. They are glad to be married to each other and have built a good life together. At 47, Ann was showing the regular signs of maturing. She carried her 160 lbs on her 5'8" frame well. Her light brown hair framed her face and her sparkling brown eyes. Her skin was soft and supple and she had it just everywhere. Oh how Ben loved to see and touch her. While her breasts were not huge causing men to stop and stare, her C cups were nothing to be ashamed of either. They sat high on her chest and readily respond to Ben's attention. Her hips had widened as she aged and her belly sagged a little. Ann's friends would describe her as cute but she saw herself as drab, fat, and old. Ben saw Ann as just what she should be; a maturing healthy woman he was glad to be with and proud to be seen with in public. He wished she would dress better and do more little things to take care of herself. It might help her to feel better about herself. Ben was no Adonis either. At 6'1" and 190 lbs, he believed he could stand to loose a little weight but he saw himself as decent for being 51. His hair was graying at the temples and jaw was square making his face strong. He would look anyone in the eye and tell them the truth. Ann knew in her heart, Ben had settled when he married her and could have done so much better for himself. Whenever she made any comment like that, she saw the hurt in his face. She believed he hurt because he knew how true it was and it made him think about how much better his life could have been. In reality, it tore at his heart every time this wonderful, beautiful, sexy, and alluring woman beat herself up with self-deprecating putdowns. When Ben had met Ann, he had found the love of his life and when she smiles, she is drop dead gorgeous. They had never had any children as Ann had cystitis when she was young and ended up with scar tissue on her ovaries and fallopian tubes after the cysts had ruptured and healed over. She was unable to get pregnant; she saw that as just another way she had failed Ben and their marriage. They had talked of having children and when they couldn't Ben had accepted it for what it was and taken it in stride. Not having children gave him the opportunity to pursue his favorite hobby. Ben's favorite hobby is to take Ann away to wonderful places to get her to relax enough to put a big gleaming smile on her face and take pictures of it before she catches herself and it disappears. It is his attempt -- his quest to show his beloved just how truly beautiful and loved she really is. Sometimes he is so frustrated he just wants to shake her or spank her to get her attention. Over the years, they have seen many places around the Pacific Northwest, the US in general, and even made two trips to Europe. One of their more recent trips had been to the Canary Islands. They had stayed 10 days in a beachfront resort. Ben had bought Ann a modest two piece swim suit at the resort the second day they were there as her very modest one piece was so confining she had been quite uncomfortable the day before on the beach. It had been more than the confining suit and hot sun which had Ann uncomfortable. It was quite common for women there to be topless on the beach; a few had been entirely nude but that was rare. Ann had caught Ben looking at the other women from time to time. She couldn't really blame him; how could he not look? She couldn't really expect him to not look. Some of them were beautiful compared to her sad, droopy, tired old body. Ann was aware her husband was focusing most of his attention on her and their time together even with all the exposed boobies around them. She figured he was just trying to compensate for his guilt for looking. When Ben had given her the present he had bought her, the two piece swim suit, Ann was shocked. In her one piece, she could hide many of her flaws. Here he was wanting her to wear a two piece and in public no less. By most peoples' standards, it was modest. All she could see was it put her sagging belly on display and called attention to her wider hips and small chest. She would be so embarrassed to wear only that in public. What could he be thinking? Despite Ben's encouraging words of love and beauty, she chose to wear her one piece suit again the second day; another day on the beach with her husband being genuinely glad to be in this beautiful place with her. His compliments and encouraging words and her third margarita had Ann thinking. She loved him dearly and he really wanted this. She could make herself do this for him if it was what he really wanted. She just hoped no one would grab her beach towel and throw it over her to hide her ugly body from the rest of the beach goers. That evening she spent some time alone in the bathroom with her new swim suit. The bottoms were full enough she didn't need to trim anything. The top was the right size but it was tight enough there would be no way to hide how small her breasts were. Looking at herself in the mirror brought on a moment of panic. She didn't know if she could really do this. But, she had set her mind to it. It would just take more margaritas. She only drank margaritas on vacations and tomorrow she was going to need them. Ann had come out of the bathroom wearing only her nightgown to find Ben waiting for her on the bed. He took her into his arms and kissed her telling her how much he loved her. He lifted her nightgown up over her head and off to hold her nude body, fresh from the shower, close to his own. He began to stroke and caress her body as he kissed her. Oh how he loved her soft skin and the way she gave herself to him. When he began to caress her breast, she had asked him to just hold her; so he did. They fell asleep in each others' arms. Ben was very happy. When they got on the beach the next morning, she had ordered a margarita immediately. Her glance had darted around as she had taken off her wrap; there had not been any drum roll or tada. No one even seemed to notice or give her a second glance. Ben treated her just as he had the first two days; everyone else did too. She had drunk that first margarita quickly to steel her courage; but she soon realized this wasn't going to be as tough as she had thought. Ben was delighted she was beginning to relax wearing the new suit on the beach. His words of love and beauty continued just as before. He helped her with her sunscreen as he didn't want the newly exposed areas to burn. They still had a week to be there. He just loved touching her soft radiant skin. It excited him to be doing it with others watching. He was a man and he knew what he really wanted; for her to relax and let go enough to go topless on the beach. Just getting her to wear the new suit had been a victory and anything more was probably not a realistic expectation. Her husband was just happy to be there with her with his camera on the ready as he looked for that moment when her elusive smile showed up. Back home he keeps a collection of pictures of her from all kinds of places they had visited. In each one, she is smiling and happy and oh so beautiful. Oh how he wants her to see herself the way he sees her. They had eaten dinner at the beach side restaurant as they watched the sun set. After a great meal, with a couple of trophy pictures in the camera, Ben took his beloved back to their room for the night. After their showers, Ann was eager for her husband to make love to her. When she came out of the bathroom, she had pinned him to the bed straddling his waist with her legs and holding his hands above his head with her hands. She looked into his smiling face as she lowered her lips to his. After a long hot kiss, her lips kissed him all over his face like little butterfly bites. Then her kisses trailed down his hairy chest and abdomen to his stiff cock. She kissed and licked his cock finally taking him into her mouth. She didn't do this often and usually only after he asked; begged really. She sucked him deep into her mouth. Even though he couldn't get any stiffer, she did it because she knew how much he liked it. Then her kisses moved back up to his lips as she lowered herself down onto his stiff throbbing cock. Her heart jumped as she thrilled to the feel of him filling her and her breasts swayed against the hair on his chest. When Ann was eager, her first orgasm came easily and quickly; this time was no exception. As she came down from her orgasmic high, she began to ride him again grinding her wet pussy down onto his ridged shaft. He was telling her how beautiful she had been on the beach that day in her new suit and how proud and happy he was to be with her. She could see the excitement in his eyes. She knew he was going to reach his orgasm soon and she needed to hurry her next one along if she wanted to get there at the same time. She reached down with one hand stroking and pulling her clitoris as she continued to ride him. They both came to breath stopping heart pounding orgasms together as they looked lovingly into each other's eyes. They knew each other so well after so many years together. They each made a trip to the bathroom to clean up and go pee before they fell asleep holding each other. The next two days went much the same as the third. They spent the day together on the beach with her wearing the two piece suit. The nights were filled with hot sex as they each pushed the other a little further each night. On the sixth day, Ben had decided to make a couple of remarks about how hot their nights had been getting and how it seemed wearing her new suit was helping Ann get more excited. He had wondered out loud how excited she might get if she took her top off on the beach. Ann quickly responded with how he wouldn't be able to handle it if she exposed herself in public like that; he would be too jealous; and besides, no one would want to see her small old tits anyway. Ben told her he would not be jealous but extremely excited instead if she went topless. He told her how beautiful she was and her tits were lovely. He suggested she look around at the other women on the beach. There were bigger and smaller, younger and older, heavier and skinnier, and everyone seemed to be just fine with that. Then he gave her the old -- no one knows us here and we will never see these people again line; but it was true none the less. He told her how much he loved her and he was good with whatever she chose to do. It wasn't that he expected her to just do it as much as he was planting the seed in there for her to think about. It had taken her a day to consider wearing the suit before she did it. Maybe, just maybe, she might do this before their vacation was over. Even though she didn't take her top off, she did ask him to unclip her top as she lay on her stomach when he was putting more sun lotion on her back and the backs of her legs. He unclipped the back of the top laying the loose ends over the sides of her lounger. His strong hands rubbed the lotion in long smooth strokes from her neck down to the waist band of her bottoms and back up. With each series of strokes, his hands moved further out toward her shoulders. Eventually, he was stroking down to her waist and back up letting his fingers glide across the sides of her breasts. Ann let him do that several times before she told him that was probably enough lotion for now; using that tone of voice which he knew. That night in their room they playfully touched, caressed and kissed each other before Ann ended up on her back sucking Ben into her mouth as he leaned over her licking her wet pussy. He held her clit captive between his lips thrashing it with his tongue bringing her to an intense orgasm. Then, he moved around to shove his stiff member all the way in to the hilt on the first thrust before she could come down off her high. He thrust himself faster and faster into his beloved as he varied his angle all the time telling her how hot and sexy she was and how much he loved her and could not get enough of her. Ann's second orgasm swept over her making her moan as she thrashed her head back and forth gasping for her next breath. Then Ann told him she wanted him to stand beside the bed as she kneeled on her hands and knees at the edge so he could take her from behind. She wanted him to go as deeply and hard as he could. Who was he to argue; she almost never directed traffic during sex. Her request had Ben as excited as a three-peckered Billy goat as he grabbed her hips and slammed his cock into his waiting wife. Slamming himself into her, he was thinking if this is how hot she gets thinking about going topless, how much hotter could she get if she really did it? Maybe she was thinking the same thing because very quickly both of them crashed into teeth tingling mind numbing orgasms. They rolled over sideways onto the bed with his wilting member still inside her gushing pussy. His hands gently caressed her breasts as he held her from behind. They lay there for several minutes with neither saying a single word. As he lay there, he wondered what she was thinking right then. On the seventh day of their vacation, there seemed to be a lot more people on the beach. Ben and Ann didn't get a couple of loungers under an umbrella as they had the first six days. They ended up under an awning with four loungers, two beside each small table at each end of the awning. When they came back from their first dip in the ocean, there was another couple in the other loungers under their awning. Ben had been hoping to get Ann out on the beach somewhat alone and get her top unclipped again which just might lead to what he was hoping for. Now, that seemed extremely remote. The other couple was from Iowa. She was shorter and heavier brunette with her hair hanging down almost to the back of her top. Being heavier, her breasts were larger and her hips and face were rounder. He was about the same height and age as Ben maybe a little heavier also. Neither of them had hardly any tan at all. Jill and Tom had just arrived and were staying at the same resort. They were polite and nice enough even though they didn't seem to need to share their whole lives. This made Ben happy as he figured he could still focus on his wife. It was a couple of hours later when Jill asked Tom to rub some lotion into her back. As he untied her top, she told him not to get his hopes up. Then she directed her next remarks probably to Ann. She was telling her this was their second trip there and Tom had been hoping she would go topless on the beach this time. Ann added her two cents worth saying Ben had been hoping she would do that too. Then they giggled together about how funny the men were thinking they might actually do that. After that, the two women shared comments and remarks the rest of the day like Tom and Ben weren't even there. From time to time, Ann did let Ben undo her top to rub lotion on like Jill did with Tom but each time both women refastened everything securely before moving down to the water for another swim. Ben thought they were teasing them on purpose. One time when the women went down to the water, the men stayed back giving them a chance to talk. Ben asked Tom if he thought the women would end up going topless on the beach. Tom told him he thought Jill had come on this vacation with it in mind to go topless but now with the two women hooking up maybe she might back out on it. Ben told him they were only going to be there three more days so maybe after they left. Tom remarked, on the other hand, if Jill decided to go through with it, maybe she would influence Ann into doing it with her. When the women came back up talking and giggling, Ben thought maybe they will do it. Whatever secrets they were sharing, that must not have been it as it didn't happen that day. They agreed to meet for dinner that evening. They all wore shorts with a light shirt or top. Tom and Ben noticed both wives were braless under their light tops. Maybe this is what they had been conspiring on the beach. Dinner was good food and the meal leisurely as the waitress took her time between serving each course. Everyone was relaxed and conversation was light. Each man could readily see the excited nipples of his own wife and the wife sitting across the table from him. Ben could see the heavy globes of Jill's breasts with the shadows of her large areolas and her small nipples through her thin top. Looking at Ann, he could see her thick stiff nipples pushing out her thin top. Her areolas were only a couple of inches across. Ben was wondering if Tom could see them with her top being held away from them by her nipples. It occurred to Ben how excited he was hoping Tom could see Ann's breasts through her thin top. He did notice the light red flush of her cheeks just in front of and below Ann's ears; she was turned on. Soon, dinner was done and both couples retired to their own rooms. As soon as they were in their room, Ann asked Ben if he enjoyed seeing Jill's big tits through her thin top. He admitted he did but then he added it was much more exciting watching Tom look at her breasts. Then he asked her how it felt to have him looking at her breasts during dinner. She had to admit it had been exciting to be so naughty. A little proudly she added; and Tom did seem to be enjoying himself looking at her. Ann shared how it had been Jill's idea for them to go braless to dinner to give the guys a thrill. Their love making that night was ferocious. Again, they ended up with Ben taking Ann from behind to drive her to a third orgasm. As he pounded into her sopping excited pussy, he grabbed her hair pulling her head back and asked her what she was thinking about as he fucked her. He asked her if she was seeing Tom looking at her naked breasts on the beach, if she was thinking about everyone looking at her naked breasts with her thick stiff nipples on the beach. The thought of it brought Ann to a body shaking groaning and moaning climax as she spasmed around his stiff driving member. Ben continued to slam his cock into his wife. As he did, he told her how sexy and beautiful she was, how delightful her breasts were and how much everyone was going to enjoy watching her parade topless on the beach. As he talked, his thumb rubbed over her rosebud. Each time he rubbed it into her wetness before going back to her ass hole getting it wetter and wetter before finally slipping his thumb inside her up to the first knuckle. He stroked his thumb in and out in the opposite rhythm as his cock in her pussy. His talk of her public display and the added play with her bottom excited them both to huge orgasms Ann very seldom achieved four orgasms in one night and this left her laying there on the bed unable to move for some time. She lay there wondering just what Ben had been doing with her bottom; he had never done that before. It stunned her to think how having Tom look at her through dinner and talk of going topless on the beach had turned her on so much. She wondered if she could really do that. Would Ben be OK with that? After a leisurely breakfast Ben and Ann moved down to the awning finding Jill and Tom already there. Jill remarked about the other couple sleeping in maybe after a long hard night? Going on to say the evening had been so exciting it certainly had Tom all worked up. Ann remarked how Jill's big tits had Ben all worked up too. Ben corrected her comment saying how he thought Jill's breasts were lovely but it had been more exciting for him to watch Tom and Jill both looking at Ann's breasts. Ben and Ann Ch. 01 Tom seconded that remark saying how much he had enjoyed Jill letting go enough to let them see her too. Ben asked Jill if it had excited her to have them looking at her when she while being so naughty. She admitted it had and how ready she had been for Tom by the time they reached their room. Ann said all this talk had her in a dither and she thought she needed a margarita. They had a round of margaritas with a second one to sip on. Ben wondered if they were toasting the evening before or the beginning of something more. Maybe it was just the women getting their courage up to go for it; time would tell. Before long, the women were ready to have lotion applied to their backs. Both men undid their wife's top and began rubbing the lotion in. They watched each other stroking and rubbing his wife. Ben smiled as he watched Tom's fingers slide over the sides of Jill's breast and then, Tom got to smile too even though there was less for him to see from the side. After awhile, the women refastened their tops and strolled down to the water together. The men looked at each other remarking how this might just happen after all. After the women returned, they all lay there relaxing in the sun sipping the rest of their margaritas. After awhile, Jill commented the waiter didn't seem to be anywhere in sight so the men should go get another round of margaritas. As the men got up to go, Ben noticed Jill give Tom a strange look. It took several minutes to go over to the outside bar, get the drinks, and return. When the men neared the awning, they saw their wives sitting topless on their loungers in the sun. Ben suddenly understood the "look" and it made him wonder if Jill and Tom were working them. If they were, just what were they working them toward? He was enjoying Ann being topless on the beach but he felt he needed to be cautious with just how far this might go. Ben walked over to Ann handing her the drink and leaning down to kiss her lips. He told her he loved her and she looked just lovely. A few minutes later, Tom suggested to Jill she needed sunscreen on her breasts as they had never had any sun on them and he didn't want her to get burned. He volunteered to help her with that. Jill told him she could reach them herself just fine. Ben just handed Ann the lotion bottle and watched as she applied lotion to her supple breasts. By the time she had finished, her nipples were long, thick, and stiff shinning in the sun. He looked over to Jill. Her breasts were also gleaming in the sun from the lotion and her little nipples were like hard little peas. He saw the smile on Tom's face as he had watched him looking at Jill. When they all got up to go down to the water for a swim, Ben wondered if Ann would put her top back on. But, she didn't. They walked hand in hand down to the water where Ann relaxed and was swimming and frolicking in the water. Ben wished he had his camera, but this time, memory would have to suffice. As they walked back to their loungers, Ben noticed Ann looking from one group of people and then at him and then the next group of people and then to him again. By the time they reached their loungers, Ann seemed quite pleased with herself. Ben was so happy. The day went on with both women remaining topless. As the afternoon waned, Jill told Tom he could help her with her lotion and if he was good with her back, he could do her front too. Ben and Ann watched as Tom worked all over Jill's back and her legs up to her bottoms. Then she turned over and he worked on her arms and legs then up to her abdomen and finally her breasts. Jill was watching them watch Tom rub her breasts and roll her nipples in his fingers. When he had finished, Tom had an obvious erection pushing the front of his suit out. They all sat there in the sun quietly waiting. Ben, heck everyone, was wondering if Ann would ask Ben to do the same for her. Ann lay relaxing on her lounger with her arms at her sides and her eyes hidden behind dark glasses. Her nipples were thick and erect. Was it from watching Tom touch Jill or from wanting Ben to touch her with them watching, with anyone on the beach who wanted to watching? Was she thinking about what Ben had said the night before when he was taking her from behind? Soon, the moment passed without Ann saying anything. When they were leaving the beach, Jill invited them to dine with them again but Ben suggested they had a few things they needed to take care of on their own. Maybe they would all meet up again the next day. Ann put her top back on and they began to walk to their room hand in hand. As they walked, Ann asked Ben what they needed to take care of. He said, "Us and our love for each other." She asked him if he was upset she had gone topless on the beach. He told her no, not at all, but he needed -- they needed to just take care of each other that evening. He didn't share with her his suspicion of Jill and Tom. In their room, Ann asked Ben if he had been upset she hadn't asked him to put lotion on her breasts after Jill had let Tom do it. He told her he was fine with whatever she felt comfortable with and not disappointed at all. He just loved her and wanted her to see herself as beautiful and lovable and sexy. He didn't need her to do any specific thing or let him do any special thing for him to love her. His love for her was unconditional and he hoped she could come to love herself as much as he did. Ben undressed and then he slowly undressed Ann. He took her in his arms and kissed her while he caressed and fondled her lovely body. When he caressed her breast, Ann winced because it was slightly burned even though she had applied sunscreen several times. She was lucky though as her skin was supple and a slight burn would turn to a light tan overnight; it always had on the rest of her body. Ben bent down to kiss her owies all better bringing her nipples up to stiff nubbins. He lay her down on the bed and held her tenderly in his arms as he kissed her. He kissed her neck, her eyes and her ears. Slowly he aroused her finally rolling over her to enter her in the missionary position. As he plunged himself into her, he told her how lovely she was and how everyone on the beach had enjoyed watching her be joyous on the beach. Everyone liked seeing her body and he was so proud of her feeling good within herself. He told her how sexy and hot she was and how he didn't want that to end when they went back home. He did bring her to an orgasm followed shortly by his own. They weren't crazy and ferocious as some had been on that trip but they were good. Then they fell asleep in each others' arms. The next day was the last full day of their vacation at the resort as they would only have part of the next day on the beach before they needed to leave. Ben and Ann discussed whether they wanted to be with Jill and Tom again or find another place on the beach just to themselves. Ann thought it would be good to spend the day with them as they had cut them off the evening before and she didn't want them to be offended. They wandered out to the awning finding the other couple there waiting for them. Jill was already topless sipping a margarita with a smile on her face. Ben noticed Jill's bottoms were briefer than the one she had worn the first two days. Ann took her wrap off and when she was putting it into their beach bag, she also slipped her top off putting it in the bag too. As Ann began to put sunscreen on her breasts, Jill asked her if she had been burned the day before. Ann said she had but it had mostly turned to a tan although they were still a bit sensitive. Jill suggested it might feel better if she let Ben put her sunscreen on for her as she certainly liked the way Tom had helped her that morning. Ann asked Ben if he wanted to do that for her. He said he did but only if it was something she wanted. She told him to show her how gentle and thorough he could be. Ben filled his hands with the lotion and began to rub it into her soft pliant breasts. Ann didn't have her sunglasses on this time so he could watch her watching Jill and Tom and then looking around to see if anyone else was watching. Her eyes fixed on a small group nearby. When Ben looked in that direction, he saw them watching with one or another making quiet comments to the others from time to time. He rolled her nipples between his fingers causing her to moan and when he pulled her nipples lifting her breasts up away from her chest, he thought she might have an orgasm. He continued to caress and play with her breasts long after they were sufficiently protected and Ann just let him. When he finally stopped, he had a stiff erection pushing out the front of his suit. He looked over noticing Tom had an erection too. Jill was rubbing her thick thighs together making a damp spot in the crotch of her bottoms. Ann noticed she had a damp spot in her own bottoms, so she suggested they take a dip in the ocean. She and Jill walked down to the water together moving out into the water until they were more than waist deep. Ben wondered what was up when they stayed there for awhile. Eventually, they came back to their loungers. As the day wore on, Ann alternated between applying her own sunscreen and having Ben do it for her. By the late afternoon, Jill told Ann how much she liked the way Ben would put her lotion on and wondered if Ann would let him apply her lotion. If she wanted, Tom could help her with her lotion too. Tom seemed to be agreeable with those ideas and Ben remained quiet on the matter leaving it up to Ann. Ben didn't want this to go that far and had no intention for it to happen but he wanted to know where Ann was on this. After a brief moment, Ann said she didn't think that would be a good idea. Ann didn't want Ben playing with her big tits and Tom would probably be disappointed with her smaller ones. Not accepting that for an answer, Tom told Ann he would be delighted to touch her as he applied her lotion and not disappointed at all. Jill suggested she and Ann do what they did in the water and maybe then Ann would rethink that idea. Ben saw the ah-ha look show up on Ann's face as she realized what was going on. Ann told Ben she wasn't feeling too well and though maybe she needed to lie down for awhile out of the sun. After Ann put her top and wrap on, they left the beach together telling Jill and Tom goodbye. Ben asked her if she really needed to go back to their room or did she just want to set up shop by the resort swimming pool? By the pool none of the women were topless which was just fine by Ann. She had had enough for awhile. They lounged there by the pool as they talked. Ben asked Ann what she thought Jill and Tom had been doing. She told him she thought they were trying to seduce them into some kind of sex swap thing. He asked her what had gone on in the water with Jill. She told him Jill had gotten so excited watching him apply lotion to her tits she needed to get some relief. Once they were out in the water, she had told Ann she was going to touch herself and bring herself off suggesting Ann do the same. Ann had been excited too and when she saw Jill push her bottoms down to her knees and begin to finger herself, she had put her hand into her bottoms and used her fingers on her wet slit too. Jill had asked her to push her bottoms down so she could watch her too, so Ann had exposed her pussy to Jill's gaze. After they each finished, Jill was talking to Ann as they walked back to the loungers. She told her how hot and sexy that was and how much the men would enjoy watching them repeat their adventure. That was what Jill was suggesting back on the beach; for them to masturbate with the men watching. Jill was hoping Ann would get so turned on she would let Tom handle her and Ben would be happy enough with her big tits he would let it happen. Ben told Ann he had suspicions about Jill and Tom the day before but he hadn't been sure until then. He told her how well she had handled the whole situation and how proud he was of her. Ben went on to tell Ann how much he enjoyed her newfound freedom on the beach and how much he had enjoyed touching her breasts on the beach especially when she enjoyed it and it excited her. He hoped she could separate the them parts of the vacation adventure from the Jill and Tom parts. He didn't want Jill and Tom's selfishness to spoil what they had found on their vacation. She was beginning to realize she was sexy and alluring and just how much he loved her. He didn't want her to loose that. She had been relaxed, playful, and joyous within herself which had overjoyed him to watch. They had come back home happy with their adventurous vacation and each other. Ann would wear the bottoms of her suit in their secluded back yard for Ben. She even let him take a few pictures of her there when she was topless in the sun and with that big smile of hers of course. Ann had begun to dress a little better and take more care with her makeup; what little she used. Summer faded and with the cold wet weather their time together in the back yard passed too. But old habits die hard. After many months, Ann was back to making small comments here and there about herself being fat or frumpy. Ben could see it seeping back into her head. As her attitude slowly drooped over time, Ann let her appearance slip too. As much as he tried to remind her of his excitement watching her discover her beauty, her sensual sexiness, and how she deserved to be loved, he saw it slipping away. What to do, what to do? Ben needed to come up with another plan to get her to reinvest herself in herself and their marriage. This time he hoped it would be more permanent. Ben and Ann Ch. 02 Shy Wife Learns Again This is the second story in this fictional series with characters who are not real and events which did not happen. The first story was the setup for this one which I really saw as the first story when I considered this story line. This series will be shorter and lighter than the cruise series. Obviously, Ben and Ann love each other. Let's see what Ben's new plan is...... .................................... It has been over a year since Ben and Ann's vacation to the Canary Islands. He has thought a thousand times about the events which took place there. Some of his thoughts excite and fascinate him others alarm and distress him. His fantasies, most people have them, have played into his thoughts too. Ben was glad when Ann had drawn the line and not let the husbands put sunscreen on the other's wife's breasts. He loved Ann and wanted her all to himself. He wanted her to learn to love herself as much as he did. He wanted her to see herself as beautiful and lovely and deserving of being loved. He didn't want to turn her into a slut. On the other hand, he had to admit to himself how exciting it was and how turned on he got watching Tom and Jill looking at his wife's tits. He remembered rubbing sunscreen into Ann's breasts on the beach with others watching too. He also remembered the stiff hardon he had because of it and how Ann almost had an orgasm while he did it. He thought about the hot sex they had continuing even after they had returned home. He had daydreams of watching Tom caressing his wife's tits envisioning the way she might push her erect nipples into his fingers and moan. He remembered her story of masturbating in the water with Jill and daydreamed about watching Tom's face as he watched Ann with her bottoms down to her ankles shoving three fingers deep into her sopping pussy as she pulled her nipple. In some of his daydreams, Tom even kneeled in front of Ann replacing her fingers with his active tongue. It occurred to him, he almost never had any thoughts of him doing anything with Jill or even watching her while Tom watched Ann. These thoughts alarmed and distressed Ben; he loved his wife. How could he possibly want these things? They had come away from that vacation still knowing they each loved each other and wanted to stay together more than they wanted anything else. If he let anything like that happen, let alone encouraged it, would she still believe he loved her and cherished her? Ben remembered how excited his wife was wearing the two piece suit for the first time in public and then more excited after going braless in the restaurant. Even that excitement escalated going topless on the beach and in the water and being touched in public. But, it had not been enough to keep Ann's head clear on how lovely and sexy and deserving she is. She was back to deflecting his compliments with self abusing insults. Her appearance and dress had slipped as if it was a self fulfilling destination statement. What to do; what to do? He is torn on all sides with no clear idea of the best thing to do. He knows what he wants; his lovely sexy beautiful wife knowing she is desirable and being confident in herself to give herself to him with the excitement they had those nights on their vacation. If he got them involved with a new couple or new man, they might have an agenda for it all to go way too far and do things Ben and Ann didn't want and couldn't tolerate. If it was someone they could trust, it would have to be someone they knew and he didn't want anything on-going or anything which might mess up their future relationships. He can't come up with an answer which gets what he wants without serious repercussions. The answer came almost by accident on his next business trip back east to corporate headquarters. As the head of production for his company, Ben sends production reports and reports of immediate and long- term production estimates based on orders and sales in the pipeline to Joe Martin, basically the corporate equivalent of Ben. Twice a year Joe comes to the plant to audit Ben's processes and Ben travels back to corporate whenever Joe summons him. They have worked well together for over 15 years and have become friends as well as associates. Back at corporate after a long day of sharing reports and working on the next annual production plan, Joe invited Ben to dinner and drinks after at the premier restaurant in the five-star hotel where Ben was staying. It was after dinner with the two men sitting in a quiet corner of the lounge each sipping his favorite drink. ...................................................... Ben, your work is great; hell it's always great. I wish the other production managers were as easy to work with as you are. But, something's wrong; you seemed to be distracted all day. Are you OK, is there something at home? Is everything OK between you and your wife? What is it man; whatever it is, it's dragging you down. I don't know what to say Joe. It's terribly personal; something I don't feel I can share with anyone. But, I don't know what to do about it. If it ever gets out or gets around the company, it will cause irreparable damage to me professionally and my marriage. Ben, you are good man and a friend; you know I am a man of my word. Whatever you tell me here in confidence will never be repeated to anyone. You mentioned your marriage, is your wife leaving you or seeing someone else? No, just the opposite; Ann loves me dearly but she doesn't believe I or anyone else should love her. She thinks she is old, fat, and ugly. She dresses herself in dowdy clothes and makes little effort with her makeup in a self-sabotaging way of trying to prove she is right. Whenever I compliment her she puts herself down. Now Ben, I've met your wife a couple of times over the years. She is attractive. Have you considered you might be doing something which makes her feel this way? I have thought about it; No, I don't think so. I think it comes from her mother telling her she wasn't beautiful and would never deserve to be loved by a man because there was nothing special about her. I – well we – did some things on one of our last vacations. I thought they helped some but it didn't last and now she is back pretty much like she was before. When we were first married, I thought she would eventually just get over it; but the last 10 years or so has been so frustrating for me. It hurts me so much to see her treat herself this way and to know what she doesn't let us have together as a couple because of it. I love her so dearly and wish there was just something I could do to help her and have it stay permanent. You say you guys did something which seemed to help. Just what did you do? Oh God, I can't believe I'm telling you this. I think I need another drink. (After signaling the waiter and waiting quietly for his drink, he took a long swallow and let out a big sigh.) We went on vacation to a great resort in the Canary Islands. The first day there she wore her frumpy one piece swimsuit so I bought her a two piece suit. It was modest but she almost freaked out over it. I stayed calm and just kept reassuring her and let her choose. Two days later, she decided to wear it and it excited her even so she didn't want to admit it. Her attitude toward herself was great and the sex was good. Then after several days, we met this other couple. They acted so innocent but looking back on it, I don't think so. This guy's wife gets Ann to go braless to dinner in the restaurant that evening and his wife does too. Having him and his wife look at her when she felt she was being naughty excited her too even more than wearing the swim suit. Hell, it excited me too; a lot more than looking at his wife. The next day, his wife talked Ann into going topless on the beach. I was shocked and surprised at the same time. I mean, it was something I wanted; but I could see what she was doing and I didn't like where it looked like they were trying to take us. The next step was his wife getting her to put sunscreen on her breasts with everyone watching; then, came her getting Ann to let me put sunscreen on her breasts with everyone watching. I have to tell you, I was playing along with all this because it was like a dream come true for me. I was excited as hell and I could see Ann was too. She almost had an orgasm while I was touching her as she watched everyone watching us. It was when his wife tried to get Ann to let her husband play with her tits it all went to hell. Even though there was no way in hell I was going to let that happen, I let Ann handle it. She told them no and goodbye and we left. That took a lot of courage to let her decide that way; what if she had said, "Great, let's do it?" That was something I needed to know; if she wanted to go any further with them. Everything we had done up that point had both of us more and more excited. I knew where my limit was but I needed to know where hers was. I was so proud of her; she is a good woman and a great wife. So, what do you want and what do you think it will take to get it? I have thought about that a lot and I know both of those answers. The sixty four dollar question is how to make it so. Ann is a wonderful beautiful maturing woman. She sees herself as old, fat, and ugly when she isn't any of those things. She doesn't believe she deserves to be loved and believes I deserve better than her. She says her breasts are old, flabby, and small. They are lovely, soft and radiant. My wife is lovely and has every right to expect to be loved and know she deserves it. When she smiles, she is drop dead gorgeous. I want her to know these things about herself and be confident enough in herself she can accept my compliments and my love. I want her to dress and act like that. I want her to anticipate being loved and being made love to so she can give herself to it and joy in it in the exciting way she did when were on vacation. That was the easy part; what will it take is more complicated. We talked about all this when we were on that vacation and a lot more after we got back home. It lasted for a while but having me telling her and complimenting her wasn't enough to sustain it for her. What made it work before was other people telling her, seeing her, reacting to her so she could take it all in and process it. We need to get involved with someone who will do all those things for her in a way which compliments and validates her and encourages her to believe it so she can change her beliefs about herself. It has to be someone who will treat her with respect and once all this is accomplished, they will stop. We need someone I can trust not to go too far and to stop if it all falls apart; someone who will not have some personal agenda to take her away from me, turn her into a slut, or blackmail us. But, it can't be anyone in our area or personal lives who might want this to be a regular thing or who will get strange if we meet them in the grocery store. It's just that simple. Actually, it is. (Pause) I know just who you could get and how you could do it. But it all depends on you. How much do you trust me? Well, I have trusted you enough to tell you all this. How much more do I need? As I listened to you, I thought of a plan; at least the basic parts. It could work. If you needed someone to hold your hand while you hung off a cliff to reach your wife's hand and save her life, would you trust me? You are a couple of years older than me and not in that good of shape; but I'm sure you mean figuratively. Yeah, I guess so, why, do you plan to throw her off a cliff? No, not exactly; I want you to hear me out before you say anything, but it might feel like I plan to throw her over the cliff. I want you to remember I like you, respect you, and really do want to help. Do you want to hear it? Yeah, go for it. It can't hurt to listen. If I don't like it, we can always forget it ever happened. No, once I say this out loud, it will always be out there. I can never be like it didn't happen. We are both taking a risk here. I am willing to take it; but you have to understand the risk and be willing to take it too. Are you still in? Yeah, at this point, I am willing to try anything. What do you have? OK, here goes; remember this is just a basic plan. We can work it over and add details later if you decide you want to try it. I am willing to be your guy. We are friends but we are really not that close; not in the every day sense. I know and understand what you want and why you want it. I want that for you and Ann. We could set it up to be during my next audit visit. I would only do and go as far as you think necessary; but, I do believe this would have to go further than you guys went before. You want this to make a big enough impression it sticks this time. If she feels as badly about herself as you say, you might be able to use that to set some kind of bet with her. You have a nice house and a secluded back yard; maybe you could invite me over one evening for dinner. If you could get her to bet she is so unattractive and undesirable I wouldn't show any interest in her, you would have to admit once and for all she is right about herself and she would win something she really really wants. If it turns out she is wrong and I show interest in her without being disrespectful but in an undeniable way without you saying anything or doing anything to make it happen, you get her to do something like before while I am there. With enough compliments and drinks, maybe between the two of us we might be able to touch her and excite her and get into her head. If at any time it goes bad or falls apart, everything stops immediately and I leave. If you have a change of heart and decide at any time you need it to stop, you will have a signal. You let me know and it all stops. She never hears another word about it from me. Nothing would happen you don't want to happen. I understand from what you have told me, you don't want any kind of penetration. I fully agree; I wouldn't want that either. I am good with that. So, what do you think? So, you want to get my wife topless; I always knew you were a dirty old man. No, just kidding. I would never have asked; but since you have offered, actually, I like it. It sounds like something I could sell her on. It could just work. She would be so sure of herself she might just be willing to risk it to hear me finally admit it and the right reward; she would believe she had no chance of loosing. She must never and I mean never find out we set this all up and the bet was fixed. It would always have to appear to have been a genuine bet. If she made a bet and lost it, she would stick to it. Ok, if you like that idea, we can talk it through and make changes and additions; we have plenty of time. But, if I do this for you, it's going to cost you. What do you mean by that? Well, as you were talking about Ann and how she feels about herself, I was realizing you don't have a lock on women who feel old, fat, and ugly. Millie and I might be a few years older than you two, but she is right there like a lot of maturing women. If I help you with this and it works by any stretch of the imagination, you have to return the favor. Just like you, I would like my wife to feel sexy and desirable again and to want sex and to enjoy it but only with me. Ok, I guess I could do that. Do you have a plan for that too? No, not at all; but, it this works with Ann, we can see what worked and what didn't and use that to make a new plan for Millie. I trust you as much as you trust me. It's a deal then. (A handshake followed by a clink of their glasses as they finish their drinks.) ................................................ Yeah, did you get the revised report? Did you see the amount of product we will need to produce for the new order from XYZ Company? Yeah, we didn't expect to get that one. I believe we stole that one. I got the impression they weren't too impressed with their previous supplier. They had a lot of questions about our production capabilities and our quality processes. This will be very profitable business for us. I have already started the production plan for them. We need to provide a quality product with on time deliveries; but if we do, I bet we could plan on at least two or three years of renewals on that contract. This could expand into a really big deal down the road. Are we still good for a week from Friday? Good; I need you to call me on my cell phone during lunch. ................................................... Hey! Thanks for calling; I know, I know this is the umpteenth time we have talked but I am nervous as hell about this. You were right; it does feel like we are throwing her off a cliff. I just hope this doesn't all blow up in our faces. I got her to agree to the bet but I had to agree to her new terms. Not only do I have to admit she has been right about herself all along, but I have to quit making any kind of response to her comments if I have tried to compliment her. In fact, she wanted me to have to stop complimenting her at all but I wouldn't agree to that. She also gets a new Lexus and she wants to remodel our bedroom. When she does, she gets to make all decisions about every little detail without any input or comments from me. I got her to agree to wear only a sundress, lacy boy pants, and sandals for the evening. If you show her in any undeniable way you find her attractive or desirable without being crude or nasty, she has to take her sundress off for the rest of the evening. I could tell she was laughing at me thinking that might ever happen; she is so sure she can't possibly loose. She said if she did loose and took her dress off, you would take one look at her and run out of the house feeling sorry for me having to live with her every time you see me after that. Yeah, I agree; we start with the drinks when you get there. She doesn't drink much at home; mostly just on vacations. If you or I always mix the drinks we can see she is relaxed by the time we pull it on her. You know the basic plan; we have talked it over several times. We will just have to see how she handles it as we go. The most important part is to make sure she is not drunk and she doesn't feel threatened. She needs to know what is going on and choose be an active part of it. Depending on what she chooses to do, we may have to adjust the plan. I have a couple of ideas; just follow my lead and pray for the best. ....................................... After the meetings and business of the day were completed, Joe was driving his rental car enjoying the early evening display of the sun in the clouds on that warm late August day. He chose to use a rental car so he would have an immediate getaway if their plan failed and he needed to get out of there quickly. As per plan, he had stopped by his room and changed out of his suit into a light shirt and shorts. He considered his plan he had sold to Ben and how they had developed it together. The truth was Joe really did think Ann was a luscious sensual woman and had ever since he had first been introduced to her. Like most men, he had his fantasies and some of them had been about his friend's wife. If this went as planned, he would get to live out a large part of that fantasy. And if he got to watch as Ben helped him with Millie, he would get to experience one of his biggest fantasies. He understood Ben didn't want him to do any penetration with Ann and had said he wanted the same respect from Ben with Millie. But, he came to realize the truth was he really wanted to see Ben go balls deep into Millie's mouth and pussy ramming himself so hard into her cunt it drove her into a frenzy of orgasms. The only thing which would make that fantasy better would be to get it all on camera so he could watch it over and over again. Ben and Ann Ch. 03 This is the third story in a four part series. It will make more sense if you have read the first two. Again, this is a fictional story of things which never happened and people who do not really exist even though they are all mature and consenting adults. At this point, the two husbands believe they have pulled off their plan to help Ann and thereby Ben and Ann's marriage. They have an agreement to try something similar for Joe's wife Millie. Let's see how this works out for them as what they don't know is their wives have been on to them almost from the beginning. The good news is the husbands and wives really do love each other and their love for each other is their primary motive behind all this. But, you know how people are; their primary motive isn't their only motive for any one of them. Let's see how this develops. ..................................... After Ben had left their house to "take care of a few things", Ann had taken care of the things she had to do. She had made the CD, put it in the mail overnight for Millie, and given her a phone call. She still had time to brew herself a nice pot of tea and curl up in her favorite chair to take some time to think about all this. Millie and Ann had talked several times before the big event the evening before. They had discussed the bet Ben and Ann had between them. The two had met a few times over the years their husbands had worked together so they knew what each other looked like. When Ann first told Millie what the bet was, they both agreed immediately the bet was fixed and there was no way she wasn't going to loose it if she went through with it. This brought up the question of whether or not to actually go through with it and where did this bet come from in the first place? Ann had told Millie how she felt fat, old, and ugly; and if not ugly at least drab and dowdy. How could she be so fat and still be have such small breasts? She told her how Ben kept telling her she was beautiful and alluring; but it was only what he was supposed to say; had to say to keep from feeling so cheated. After all, what could he do? He had settled and now he was stuck with her. She had been surprised when Millie replied with how young and cute she was compared to herself. The bet would have made more sense between her and Joe; she really was older, fat, and unattractive. After some discussion, they realized it was easier for them to see the other as cute or appealing than to see themselves that way. It had been Millie who suggested Ann try to get Ben to agree to include the part about him never getting to compliment her any more or say anything about her negative response to someone else's compliment if he lost the bet. That was what she would have wanted if she had made that bet with Joe. Ann had told her how hard she was being on herself. Sure, she was not a super model but then she had nothing to be ashamed of either. She had a cute face and a huge pair of tits, much bigger than hers; a lot of women would die for those and a lot of their husbands would want them to. And so, they had made their plan. Ann would go along with the bet but she would video it all so Millie could see what happened. Ann was supposed to go along with letting them take her dress off and maybe some touching and such but then she was supposed to see if she could get Joe to try and have sex with her. She wasn't supposed to actually do it just get him to the point of trying to before she put a stop to it. Millie wanted to know if Joe would cheat on her when the opportunity was handed to him on a platter. They agreed their husbands were so straight they would probably break down and fess up before it got too far. Ann's mind had been clear as the whole evening had started. What she hadn't figured on was how excited she had become when she was dancing with the two men. She hadn't figured on dancing; it always made her feel so sensual. Then with them holding her and touching her as she wore less and less, she had become so wet she could feel it almost her arousal dripping down her thighs. She realized it was about the time Joe had been kissing her on her neck when she had lost it. How did he know about that; Ben must have told him. She had really let go of herself. She had remembered to try to get Joe to fuck her, but if he had wanted to she probably would have really done it. She had truly become so excited she had reached the point where she had wanted it, wanted it all, with both men. She had two men who both wanted her and both their faces showed their excitement and desire for her. Oh -- My -- God! She had let Joe watch Ben fuck her pussy. And he had watched as she had sucked her husband's cock so it would be hard enough so he could watch as it went into her ass. She had told him to get close and look reminding him it could have been him. And, she had meant it; she would have let him fuck her in the ass. She had let Joe kiss her mouth and her tits, lick her pussy, and finger fuck her in the pussy and ass as he brought her to orgasm after orgasm. What had she done? How could she live with that? After thinking about it for awhile, she realized it had been exciting in a way nothing else had ever been in her life. It had been sexually exciting on steroids. She and Ben's sex life had always been good and satisfying even though it was less often now they were older. She had never felt a need for anyone else besides Ben. But, there had never been anything like this. The truth was she wasn't really sorry it had happened at all. Nothing had happened the night before which had hurt her in any way. She was OK -- Ben was OK -- their marriage was OK. It wasn't like this was ever going to happen again. Millie knew about it; it wasn't behind her back; she had even helped make their plan. Ann sat there curled up in her chair knowing she loved her husband and he loved her. She didn't need or want anyone else. But, if she did, she could have them if she wanted to. She sat there sipping her tea so smug in herself knowing that time was never going to come; that was never going to happen. Ann was correct; Ben had gone to talk with Joe. They had time to sit in Joe's hotel suite and talk in private before he needed to get to the airport to catch his flight home. The first thing Joe did was to ask if Ann was OK and if Ben and Ann's relationship was still OK. Ben assured him everything seemed to be good although he expected they were going to have some things to talk about. He thought he should probably give her some time to think things through and process what happened before he brought it up maybe even wait until she felt like bringing it up just to be safe. Ben expressed his relief it was over and it seemed to have gone well. He told Joe how he hoped this had really worked this time as he didn't think he could go through that again. Joe took that opportunity to apologize for going further than they had agreed. Ben reminded him he was the one to instruct him what to do with Ann. Joe said it was either do that or just stop and tell her the whole story. He thought it should have been Ben's place to tell her and when he didn't that was the only thing he could think of short of doing what she was asking him to do. As Ben was telling him he was OK with what had happened as he understood how the situation had developed, Joe was remembering licking Ann's sweet cunt as he thrust his thumb deep enough to feel her cervix and his two long fingers probed her tight ass hole. He remembered her taste and smell as he had looked up between her firm tits with her stiff nipples to watch her suck Ben's cock deep into her mouth. He remembered the way she had kept her eyes closed as she moaned and shook through one orgasm after another and kept her sweet lips wrapped tightly around Ben's cock. He remembered the lust on her face as he watched Ben fuck her ass and she told him it could have been him while he was wishing it was him. Joe remembered how he had really wanted to fuck her deep and hard but was afraid to try it as Ben would seriously hurt him after all he had promised. He remembered masturbating twice last night in his room as he recounted the hot luscious cunt and ass he wished he had fucked. As he sat there thinking all this, he wondered what Ben would think if he knew what he was really thinking right then. Joe suddenly came back into the conversation when he realized Ben was asking him about Millie, did he have a plan yet, were they still going to do this? He stumbled a little saying, "Well -- a -- I -- a -- had time to think last night after I got back here." At that point, he was thinking "Yeah, and if you only knew what I was thinking and who I was thinking it about." He went on to say he was trying to parse out which parts of their plan had worked and which had not and then how they could be applied to this situation. He basically said almost nothing ending with he needed more time to lay out the basic plan before they could work on it together. They agreed Joe wanted to go ahead with a plan to do something similar for Millie and he would get back to Ben. They parted with kind words and a hand shake reaffirming things were still OK between the two of them. Time went on, business between Ben and Joe went well, and Ann and Ben eventually found a good time to talk things through. Ben reaffirmed how lovely and sexy and gorgeous Ann was to him and how he needed her to know that and accept his love. He needed her to be willing to be loved and willingly give herself to him. Ann said she understood what he was saying and believed he really meant it but asked him to acknowledge how hard it was for her to do that and be that. Ann went on to tell him it had been exciting and she was OK, but she doubted she would ever want that to happen again. They reaffirmed their love for each other and neither needed or wanted anyone else. They were good. Of course, all this brought them closer and closer until it all ended up with them in bed together reliving the entire evening's events with Ben playing both men's parts. Just as every time you watch a good movie, it always ends the same; their evening ended with Ann orgasming all over the bed as Ben thrust himself as deep as he could and emptied all his hot love into his beloved's ass. It was some time before Joe contacted Ben with his plan. By then, football season was starting. Millie had a thing for this one team; she liked the special emblem on their helmets and their fancy uniforms. She just knew this was going to be their year. Joe looked at the few changes they had made from the year before and their upcoming schedule with the same diligence he would look at any of his business decisions. He was certain of two things; they weren't going to do much better this year than they had the year before AND Millie bought all the publicity hype they were spreading and would back this team way past all reason. Joe had made a bet with Millie; one he was fairly sure he was going to win. He bet her special team was not going to win even half of their games this season and therefore not make the playoffs again. The bet set, they had to work out the terms of the bet. If he won, he wanted her to be his sex slave for three days and if she won, he had to let her invite her brother and his wife to stay with them for a whole month. Joe didn't like her deadbeat brother or his stuck up conceited self-serving wife. The two of them together made a painfully miserable evening and a whole month was an unbearable thought. He had to look over all of his figures again before he could bring himself to agree to her terms. It didn't help any that at one point, when he looked at their schedule with four very good opponents in a row, he had told her he believed they would not only loose more than half of their games but they would loose at least three in a row. Millie had jumped on that and included it in the bet. Now her team had to loose more than half of their games and at least three in a row for him to win. When he lost, he had to be the one to invite her brother and his wife and he had to be accepting, kind, courteous, friendly, and happy no matter what happened or how he felt about it throughout their entire visit. Joe agreed to her terms with the change if he won the bet, she had to be his sex slave for four days in a row. She had to do whatever he said without question or hesitation; no matter what it was or where or when. Millie felt a cold chill run through her body as she saw the look on Joe's face as he told her his new terms. She thought about what had happened between Joe with Ben and Ann. She realized this is him going for what she and Ann had talked about. She shuddered at the thought of what Joe and then Joe and Ben together might do with her. Four days was a long time. Then she looked her husband in they eye and said, "It's a bet; shake on it." Joe was telling Ben they had made bets like this before. He had always looked at all the reasonable outcomes and only made bets on things he was most probably right about. He told him after Millie lost the first bet and had to pay up, it was harder and harder to get her to bet and on something he felt confident he was going to win. He was surprised it had been easier this time to pull her into a bet. He told Ben the football season wouldn't be over until January basically but if her team did as badly as he thought they would she may very well loose the bet well before then. They would have to wait until it was certain to finalize their plan. He saw them having an evening together at their house with Millie where they would treat her to some very special attention like they had Ann. Millie couldn't wait until she got the chance to call Ann. They had talked every couple of weeks since Joe's epic visit. Millie was telling her all about the bet and how she couldn't believe what she had got him to wager. She was sure her husband would rather die than host her brother and his wife for a month; he must want this so very badly to risk that. Millie was telling Ann she and Joe had made similar bets twice before over the last 10 years or so. Joe had won both of them. The first time he had her entirely naked at home for three days straight. They had sex several times each day and before it was over they had their first experience with anal sex. She had walked strangely for a week afterward but she had an interesting smile on her face as she waddled along. It turned out the anal sex wasn't as bad as she had thought it would be and had even used it as a reward for Joe on special occasions a couple of times since then. After she had lost the second bet, he had kept her naked for almost the entire time and had taken pictures of her and them together in every imaginable pose between and during numerous bouts of sex. Millie was asking Ann what she thought Joe and Ben might plan to do with her if Joe won the bet. Ann reminded her they evidently had planned for Joe not to actually fuck her so they probably would make the same plan with Millie. Millie should probably figure on them undressing her completely and similar kissing and touching as happened with her. Ann told her the two men had not done anything to her she couldn't have said no to at any time and stopped it. They didn't hurt her or humiliate her but had gone out of their way to compliment her and do every little trick Ben knew about to make her feel as sexy, loved and desired as possible. Millie could just give herself to it and experience it once without any guilt because her husband set it all up. This is when Ann finally admitted to Millie how she had felt when she had let the men "take" her. She hadn't told her before as she wasn't certain there would be any further plan including Millie and she was not sure how Millie would feel about the way she had become so excited she had really wanted Joe to fuck her. Ann explained how completely excited she had felt and totally consumed by lust she had been she had given herself over to whatever her husband had planned for her and let go of her willingness to be in control. Ann finished with warning Millie if she went through with this she would be shocked and surprised with what happens inside her. The two women talked once again about why their husbands would do this kind of thing. Ann said her marriage since then was better in some ways; the sex was more frequent and more satisfying for sure. She realized Ben wanted her to feel better about herself so it would make their relationship better. She figured the two men had talked and both had wanted that same thing. So, this is probably Joe trying to get that too. After all their conversations, both women had come to realize there was some truth behind what their husbands wanted and why. Each, for their own reasons, had perceptions about themselves even the other one could see were not entirely accurate. Ann had felt she wanted a couple of pictures of Millie since she had a video CD of her; so it was only fair they share a couple of pictures of themselves with each other. Since both husbands had taken pictures of them at one time or another, they had been able to exchange a couple of pictures of themselves. When they had selected the pictures to send to the other, each woman was trying to make a case for how bad her body was in reality in spite of what her husband was saying to her. Ann finished by saying Millie might just win the bet and none of this was going to happen at all. Millie replied she wasn't so sure she didn't want to loose; maybe she would silently root against her team after all. After Ann hung up the phone, she sat and envisioned her Ben touching and kissing Millie's face and lips and big breasts. She saw him biting her nipples and licking her pussy. She asked herself if she would be all right with that. With all they had shared since they first talked, Ann had come to really like Millie. She knew Ben was not going to leave her and was not likely to actually fuck Millie. If his being there could help her feel they way she had felt, she was good with that. That was when she realized two things. She wanted to watch and she wanted Millie to try to get Ben to fuck her like she had with Joe for Millie just to see if he would. Maybe she shouldn't be so cocky in her trust for him. Before it happens -- if it happens -- she needed to make those arrangements in advance. The first game of the season Millie's team mercilessly crushed their visiting opponents. After the game, Ben called Joe asking him how that bet thing was working out for him. Then he laughingly inquired if the guest room was all warmed up. Joe reminded him no business plan goes perfectly, just wait, this will all work out. Her team lost the next two games before their next win. Then it was loose some win some. Eventually, it was time for the four tough teams Joe was counting on; they lost all four of those games. He had the three loses in a row. Now, it was just a numbers game and they were already 5-8. Millie's team had to win all three of their remaining games for her to win her bet. Ann called Millie asking how she was doing. Millie said she was doing fine as she had realized she was going to win any way the bet came out. Ann reminded her one more loss and it wasn't going to be visiting relatives; it would be her visiting husband. Millie giggled with, "Yeah, I know." So, Ann asked, you remember what we talked about; you are going to set up your house so I can watch as it happens right? Yes. And you are going to do as much as I did trying to get Ben to fuck you even if it means he ends up doing something like what Joe did to me? "Yeah, I've decided I want at least as much as what you got." What are we going to do -- I mean what are you going to do if he goes ahead and fucks you? "Darling Ann, I seriously doubt he would do that; he really loves you too much. But if he does, I won't break; I'm not fragile. It would give me a chance to see what Joe would do about it; although I am suspicious he is really hoping it does happen. I can't really see myself letting that actually happen. But if I get to that place you said you were in; maybe it would. If it does, please forgive me in advance. You know I am not planning on that. If you want to play with fire and have me try to get him to do it, you have to be ready to live with it if it does and not hate me. You insisted on this part of the plan." Ben and Ann Ch. 04 This is the fourth and final part of this series. This will make more sense if you have read the first three. Again, this is a fictional story of things which never happened and people who do not really exist even though they are all mature and consenting adults. By now, Ben and Joe finally found out their wives had known all along about their plans and had chosen to go along with them; to surrender themselves to their husband's plan for them. Ben is terrified as he drives to meet Ann in his hotel room worried to the point of being heart sick about what she will say to him and do about what he has done. He is heartsick that he may have ruined their marriage and lost the love of his life. ------------------------------------ As Ben reached the hotel, he parked as quickly as he could and raced to the elevators in a hurry to get back to his room where Ann was waiting. When he finally burst through the door, he started even before the door closed. "Ann, I'm sorry. I love you; I screwed up." She yelled, "Stop! Which is it; are you sorry you love me or sorry you screwed up?" He said, "I love you very much; I'm sorry I screwed up." She told him not to say another word; just to take off all of his clothes and come over to where she lay naked in the middle of the bed. As he undressed, he started again but she shushed him telling him again, not a single word. When he got to the bed, she had him lay next to her and then, she began. We WILL talk about this; but not tonight. Tonight the only things you get to say are how much you love me and how wonderful and all those other things I am. And, while you are saying those things, you had better do a very good job of using your hands, mouth, lips, tongue, and stiff cock to prove to me just how sincerely you mean them. Then she put her arms around him and drew his body to her warm soft body and held his head on her shoulder as she comforted him for a minute. When the minute was up, she told him to get busy. He told her he truly did love her; she was the love of his life and he would be desperately lost without her. As he kissed her face and eyes and lips he told her how wonderful and loving she was to him and how he adored her. He touched, caressed, fondled and kissed her whole body as he used words like lovely, hot, sexy, alluring, sensual, exciting, enticing, gorgeous, and beautiful. He used every trick he ever learned with her to bring her to several orgasms before he was ready to enter her wet hairy channel with his stiff cock. Ann stopped him to take his stiff member into her mouth; she realized he had rushed over from Joe and Millie's house without taking any time to clean himself as she could taste Millie's pussy on his cock from when he had used it to spank her clit. She chose not to say anything to him about it because the truth was she liked it; it excited her in a way she had never expected. When she let him come between her widespread thighs and enter her, she was excited to have him inside her again; but she was terribly excited to have the cock which just a little while before had excited Millie's cunt with some of her still on it thrusting deep and hard into her needy center. Ann urged her husband on; harder, faster, deeper. He came quickly groaning and grunting and then holding his breath as he shot spurt after spurt of his hot love into her. Then, they lay together holding each other as he fell asleep. She got up after a little while to turn everything off before coming back to bed. She put her arm around his neck and held his head to her chest as she stroked his hair and smiled up into the night eventually drifting off to a sound sleep herself. When Ben woke in the morning, he reached out his arm looking for Ann. When she wasn't there, he sat up in alarm thinking maybe she had left him while he slept. When he turned to look, he saw her wearing a robe sitting in the stuffed chair and looking at him. "Well hello sleepyhead. I let you sleep a little longer as you are going to need the extra rest today." He started again, "I'm sorry; I screwed up." She said, "Excellent, stop right there. I know what you did and I believe I know why you did it. I know there is some truth to the reason you did it and I believe you really did mean well. But, you are absolutely correct; you did screw up. You never should have done it that way. I believe there is nothing you can say to change what has happened or explain it any better than I already understand it. So, every time you think you have something more to say, you just start with those same words, 'I'm sorry; I screwed up.' and then stop right there." She went on to tell him there were two ways they could deal with what happened. Plan B was he could be in one hell of a world of shit for a very long time. Plan A was the one she was hoping he would choose to go with. Plan A was he and Joe would be her and Millie's slaves for the entire day. They would do absolutely everything they were told, when they were told, where they were told, with absolutely no questions or hesitations. She and Millie had thought about the title Mistress but they didn't like it so they were insisting the men call them Master; it didn't matter they were women, they liked it better and that was that. Ann asked him if he understood his choices. Ben said, "Yes, Master." She told him very good as she stood, dropped her robe, and stepped over to the bed. As she lay next to him with a smile on her face and a twinkle in her eye she told him her first command was for him to do whatever he could to bring her to three orgasms. He replied, "Yes, Master." as he took her into his arms and began with his mouth, lips and tongue all over her soft breasts and stiff nipples. After Ben had dutifully completed his command, she moved over him and took his stiff rod into her sopping pussy. Ann humped herself slowly up and down the full length of his cock three times before she moved off him. She moved down to suck his cock into her mouth. She only sucked him briefly thinking to herself this is the way it is supposed to taste. Then she remembered the tangy taste of Millie the night before and was surprised at the tingle in her stiff nipples and throbbing in her pussy. Ann looked up at her husband; the hope and anticipation of release in his eyes. She told him he was not going to get to come right then and in fact he was only going to get to come when Master said he could; either Master. She asked him if he understood. Yes, Master. She told him to go into the bathroom and get cleaned up and then get dressed to await further instructions. Yes, Master and he left for the bathroom. As he came back into the bedroom dressed, Ann was just getting off the phone. She handed him a business card telling him he needed to be at that address at 11:05 am. He was not allowed to even be on the same block as that address until 11 am. He needed to leave the room right then and not to come back to it until after 2 pm. He should probably go get a good breakfast before he left to go anywhere he wanted until his appointment. After his appointment, he could again go anywhere he wanted as long as he did not return to the room before 2pm. One more thing, he was not allowed to contact Joe in any way that day. She asked if he understood. Yes, Master. As Ben sat in the main hotel restaurant eating his breakfast, he wondered just what in the hell he had gotten himself into. He really wanted to try Joe's cell phone but decided it too great of a risk. He thought about being a slave to the two women Masters; hell, just the evening before Millie had been his slave. He remembered thinking Joe had made him her Master for the night just to get into her head as he really didn't want Ben to actually penetrate Millie. Then he remembered later in the evening when Joe had asked him to do what he wasn't erect enough to do himself. He wondered if Joe was a slave too and how he was doing. He looked at the business card and wondered just what this appointment was all about. He surmised whatever it was and whatever happened, it had to be better than Plan B. Ben asked the concierge at the hotel desk for directions to the business on the card. He not only got directions but found out it was a very upscale salon. Oh my God, he could already feel a shudder creeping up between his shoulder blades. He took a taxi to a mall near the business and walked the mall to pass the time until his "appointment". At 11 sharp, Ben started walking briskly up the street to the next block. As Ben entered the salon, he stepped up to the counter to announce his name. Saying, "I'm Ben ...." They cut him short not even giving him time to say his last name; "Yes sir, you are right on time and we are completely ready for you." Ben wondered just what that meant as they told him to go down the hall into the first room on his right, undress completely, put on the robe hanging there, and turn on the light by the door to let them know when he was ready for them. A young woman took him to a nearby room where he sat in a lounging chair as three attendants gave him a manicure and pedicure. Next he was taken to another room where the male attendant told him to sit on a stool and lower the top of his robe to his waist. The attendant proceeded to shave all the hair off his back just out to his shoulders, down to his waist, and over the top of his shoulders stopping at his collar bones. It was when the attendant asked him to open his robe so he could shave his cock that Ben decided to call a halt to the whole thing. The attendant quietly left the room and was quickly replaced by the manager. He held up a card telling Ben he was instructed to give him one warning before calling that phone number. He asked Ben if he recognized the number. Ben said yes. He asked Ben for a decision. Ben gave in; it was Ann's cell phone number. The attendant did not shave all of Ben's pubic hair off. Ben had hair growing on the lower third of the shaft of his cock; this was all that was shaved away. Then Ben back in his robe was sent to another room where a hair stylist cut his hair. Ben almost spoke up to tell her she was doing it wrong when he realized she had never bothered to ask him; she had her instructions and he had just better deal with it. After all, it was only hair. It would grow back. Then Ben was taken back to the room where he had undressed. His belt, shoes, and pocket contents were all there but all of his clothes were gone. He was instructed to take a good shower, use the deodorant, cologne, and after shave provided and get dressed in the new clothes hanging there. The shower felt good, but the deodorant, cologne and aftershave were all new to him. The slacks and sports coat were cut differently than he would like but the silk shirt felt nice. The slacks were a little more snug than he would prefer but what really made them feel strange was there was no underwear to wear with them. As Ben went back out to the lobby of the salon, the manager was waiting for him. He told him his other clothes and his new toiletries would be delivered to his room for him. After settling up his bill, the manager had Ben stand in front of a triple mirror noting how sharp he looked with his new hair style and clothes; even sharper than the one before him. Then, he thanked Ben for his business inviting him to return anytime by appointment of course. Ben walked casually down the street noticing a bar down a block and across the street. He decided he really could use a stiff drink right about then; probably more than one; he had time to kill. As Ben walked into the bar, he moved toward the back looking for a booth where he could quietly sit and think while he drank his drink. There sat Joe who looking up invited him to sit and telling him he was already on his third drink. Ben asked him if he was a slave too and under instructions not to contact him. He said yeah but I didn't contact you and you didn't contact me did we? Ben asked him if he was OK. He said yeah for the most part; that salon was a bit of stretch of his comfort zone. Ben agreed whole heartedly with that one. Joe told him he liked his new duds. You're looking pretty good yourself for an old man, Ben replied. Ben asked Joe if Millie was mad at him or them. He said no, not really. But she had put her foot down; no, more like slammed her foot down and hadn't really given him much of a choice but to go along with this slave thing for the whole day. He told him that had been the third bet he had won with her and he figured she had a lot of catching up to do to get even with him. Ben asked if she had told him both women were going to be their "Masters". Joe said she had said that. They wondered together just where all that was going to go. Joe figured he had better leave Ben to his drink as he had had enough and they had better separate before the women figured out they were together; evidently the women were better at this secret crap than they were. Ben sat there alone wondering just how far Ann and the two women together were going to take this slave thing. After all the men had done with the two women, he wondered what it would take for them to feel like they had proven their point. He wondered and somewhat hoped it would mean getting the four of them naked together imagining that would lead to some very interesting and probably pleasurable moments for him along the way. Ben had limited himself to one drink. So, he had a better outlook on things and a spring in his step than when he had left the salon when he stepped into his room at 2 pm. Ann's eyes lit up when he entered the room. She said, "Wow! Just look at you. You look so handsome. I love it." He could see the love in her eyes and the genuine expression on her face; she was not mocking him or putting him down. It had not been something she had done to him; it was something she had done for herself. This had made her happy; so, it was a good thing. Just keep telling himself it was a good thing. She took him into her arms and inhaled deeply as she hugged herself into his chest. She exclaimed how much she loved the combination of his new cologne and aftershave. She could just eat him up right then; but she wouldn't as they had things to discuss. They sat together at the table where her laptop was as she told him she and Millie had spent his time out together talking. They had discussed what had happened and even reviewed parts of the videos together. They had talked about what each one wanted and needed to happen and even had tried to tell each other the why of it. They had come to decisions about what was going to happen that night together. She reminded him when the two of them were with her, Joe had not penetrated her with his cock. She was sure Ben had arranged it that way and absolutely insisted on it. She had become so consumed in lust she would have eagerly let them both do anything they wanted with her and it had been exciting to feel that way. He had protected her from herself. She was also sure they had made the same agreement for them with Millie. Then she told him she knew Joe was someone he worked well with, respected, and even considered a friend to a point; but Joe had not been entirely honest with him. She pointed out when Joe had made him a co-master of Millie telling she would do "anything he wanted" and then later had asked him to let Millie suck him and then again asked him to fuck her. Millie had become so turned on she was not only open to it but really wanted him to fuck her as much as Joe did. She told him Millie agreed; Joe very likely really wanted to watch and take pictures of him with his cock in Millie's mouth and pussy. Ann told him she saw how tempted he had been to fuck Millie's ass but he hadn't because he wouldn't choose to do that. He had promised his friend, he promised her, and he had promised himself. She told him how much she loved him for that. She told him the two men had planned these events to get the women to feel better about themselves to see themselves as lovely and desirable and sexy. Up to a point, this had worked. Now the two women had desires they wanted to explore and questions they wanted, no, needed answered. She told him everything was planned for the night. She understood what he had wanted and why and what he had not wanted and why. That night he was to do what he was told without question or hesitation. Nothing which happened would mean he loved her any less or she loved him any less. He needed to trust her, her and Millie, in this. He wasn't in any trouble for what had happened before nor was he going to be later after it was over and she needed to not be in any trouble later either. Ann reminded him this was not a punishment and she wanted him to let go of himself like she had and enjoy it as much as he could let himself. He had a free stay out of trouble card as they had arranged it all and he had no choice or control over any of it. She told him she really did love him as much as he loved her. She was counting on his love for her -- their love together to carry them on after this was over. That night like his new clothes and hairstyle was for her. Ben realized he loved her so much he would give her anything she really wanted. She wanted this, whatever it was going to be. He hoped his fears were bigger than reality turned out to be. He knew she loved him and she knew him very well. She was the one he trusted and respected most in life; this would be no different. He would put his faith in her love for him. They stood there holding each other dearly and gently as each quietly had their own thoughts. Oh how he loved this woman. She felt herself to be the most blessed woman in the world. Ben was already dressed for the evening so all he could do was sit and watch as Ann readied herself. She showered and returned to the room wearing a robe. He watched as she did her hair and makeup. When she dropped the robe to slip into her slinky dress, he was surprised to see her nude and she had trimmed her hairy bush into a more uniform mass. Knowing his wife was nude except for her dress, shoes and necklace made his free-swinging cock half hard. Thinking of her dressed like this in public, made it push out making a dent in the front of his snug slacks as they stepped out of their door. She looked at him and told him that was exactly what she had been hoping to see. As they walked down the corridor, her breasts swayed under her dress. She commanded she wanted to see him like this a lot tonight and for him not to disappoint her. He told her with her breasts moving like that all night, it wasn't going to be a problem. The restaurant was elegant with rich dark woods, soft lighting, and plush leather booths with high backed seats ensuring luxury and privacy. Millie and Joe were already there when they arrived. Ben noticed Millie's large breasts were free under her thin dress like Ann's. He wondered if she was wearing any panties and if he was going to get a chance to find out; or better yet be commanded to find out. This slave thing might not be so bad. They sat there with soft music playing in the background as they ate and talked. Ann turned to Ben asking him to kiss her and to hold her face in his hand while he did it. It was a long lingering soft kiss. After that he kissed her every few minutes without being asked. He notice Joe was kissing his wife in a similar manner. Then he noticed Joe kissing Millie but holding her breast in the palm of his hand while he kissed her. Ann smiled at him when he turned to look at her. The next time he kissed her he likewise cupped her breast in his hand finding the nipple under the thin fabric and rolling it between his fingers. Ben remembered being at dinner with Tom and Jill with both husbands being excited for the other just to see his wife braless in a thin dress. Now, here he was caressing his wife's tit in front of the other couple and she was excited and enjoying it. And, it was her idea; how good is that?