1 comments/ 30000 views/ 11 favorites The Vacation Pt. 01 By: medic45 Chapter 1 The Beginning I knelt at the front door waiting for my girlfriend to come home from work. She was later than usual. I had been on my knees for over 30 minutes waiting for her. Tonight was a special night and I didn't want to upset her. She had "given me" a special birthday present this year. I had always fantasized about serving a dominant woman and she had agreed to serve as my mistress for a 30 day trial period. That trial would end tonight and I had to decide whether I wanted it to continue on a permanent basis. I had mixed feelings about the decision. Reality was not the same as fantasy, and while I enjoyed some of the activities we experimented with, there were also things that I did not enjoy. Kneeling on my knees waiting for her was one of those activities. Tonight I took the time to remind myself how I got here. I'm a man of 55. Recently retired with plenty of time on my hands. I was always shy around women and didn't date in high school or college. If you looked up the definition of 'nerd' in the dictionary, my name would be there. I read my first stories about female led relationships as a teenager. I was immediately hooked and began my fantasy life as a male submissive. Those were the pre-internet days and my search for information about female domination was confined to porn magazines, especially the ones like 'Variations' that printed stories and articles about such things. The arrival of the internet fueled my fantasies. Stories, articles and even videos were now available to me. I lived in a rural community so there wasn't a lot of opportunity to experience real life adventures, but the internet provided all of the information I needed to fuel my fantasies. Soon I was buying toys or improvising to act out the fantasies I read about. I would imagine I was the submissive male depicted in the stories I read and act out as best I could what took place in the story. I experimented with spanking and paddling, clothespins and clamps, enemas and butt plugs, and bondage including CBT. Most of the experiences were enjoyable, at least until I climaxed. After that, the rush was gone and I lost interest in the scene. The one thing I couldn't experience was the ability to give up control. I was always able to end a scene whenever I needed to so the feeling of submission was never really experienced. I browsed on line dating sites that catered to BDSM and eventually met several women who claimed to be dominant. I played with a couple of them but never felt that they were totally in charge. I remained unsatisfied. Several years ago I saw a woman at my high school reunion that I hadn't seen for nearly 30 years. We were friends in high school but never romantic, although many thought we should be. We started dating and the relationship lasted for two years. I hinted of my desire for her to take the lead in the relationship but couldn't bring myself to tell her all of my fantasies. I came up with a plan to loan her my Nook so she could read some of the books we both enjoyed. I purposely left several of my femdom stories "hidden" in the library for her to find. Evidently she did as she broke up with me several months later telling me my secret was safe with her. That brings me to Shirley, my current girlfriend. We met on line on a vanilla dating site that caters to singles over 50. We quickly hit it off and started dating regularly. We are both a bit overweight so we often discussed who should be on top during sex. I argued that I was too heavy for her so she usually took the more dominant position. This continued for a while until I confessed I liked her on top because I was submissive. Shirley questioned me more about my comments and I confessed my desires to her. Instead of being shocked by this revelation, Shirley seemed to accept it and wanted to see some of the sites I visited on the internet. She read some of the stories and watched a few videos. I showed her my toy collection and explained what various items were used for. She called me kinky, but said she was willing to experiment a little. The next night she spanked and paddled me for the first time, placed clothespins on my nipples, cock and balls and used a strap-on to fuck my ass. She was not into giving pain and stopped whenever I moaned. She simply wanted to give me the fantasy I desired. We continued to play over the course of the next few months. I encouraged her but she remained hesitant to administer pain. Still, we remained happy in the relationship and I continued to browse my favorite sites to satisfy my needs. She moved in a couple of months before my birthday. She told me that she wanted to do something special for my birthday. She fixed me a wonderful birthday dinner and then handed me an envelope. Inside was a card stating that she would make my fantasies become real for a 30 day trial period. At the end of the trial we would discuss whether to make it a permanent arrangement. During the 30 day trial I would do anything she requested and I would be punished if I misbehaved or did not perform well. We would experiment with some of my fantasies, but she would decide when and where that would happen. She gave me a form she had downloaded from the internet. It listed hundreds of activities, some of which I had never heard of. She told me that if I wanted this to happen I was to evaluate each activity on as directed on the form. I looked over the form. The directions said to rate each activity from 0-5. Zero meant the activity was a hard limit, something I did not want to experience under any circumstance. Five meant I was experienced performing the activity and it was something that was enjoyable for me. It took me over an hour to complete the form. I had to research some of the terms. There were over 200 items listed and I had to evaluate each one. I signed the form and gave it to Shirley. Were my fantasies finally going to come true? I hoped so. Shirley asked me if I was sure I wanted to do this. There would be no backing out once the trial period began. I told her I was ready and she told me the trial period would start in the morning. She took the list with her and locked herself in the spare bedroom while I went to bed. She reviewed the list and my responses to it. Some must have amused her because I could hear her laughing in the next room. When she came out a couple of hours later she was smiling. She told me that the activities I rated as hard limits would be observed, anything else was fair game. I tried to recall some of the activities I had rated low, but was willing to try. I began to worry just a little, hoping my fantasies were not something I would regret. Still, I trusted her and knew she wouldn't do anything to hurt me. She told me to get up early tomorrow and fix her breakfast. She also said she would prepare a list of chores for me to do while she was at work. She told me that she would inspect my work when she got home and that everything on the list had better be done correctly or else. My cock immediately stood at attention to the prospect that she was actually taking this seriously. I considered messing up a few of the chores to see what happened, but decided against it as I wanted to make the experience as realistic as possible. We went to bed and had great sex that night. The morning came too quickly. She got up at 5 am to get ready to make the one hour commute to work. She worked 12 hour shifts during the summer which meant she usually didn't get home until 8 pm or later. She was usually tired and in a poor mood due to the stresses at work. I hoped today would be a good day for her so she would be in a favorable mood when she got home. Her list included a few surprises. I was to shave all of my body hair from the neck down. Following that I was to put on a pair of my women's panties that she knew I had. I was to wear nothing else until she got home. I was to clean the entire downstairs. I was to take down the drapes in the living room and wash/iron them. She wrote that she would help me hang them when she got home. I was also to do the wash and hang it out to dry. Finally, I was to make a nice dinner for two and have it ready when she arrived home around 8. I mapped out a plan. I did as much cleaning as I could prior to taking down the drapes. Once down, the entire interior of the downstairs would be visible to anyone passing by. With me wearing nothing but woman's panties, I was not enthusiastic about having neighbors taking a peek in the house. I got the rest of the laundry done and went into the back yard to hang it out to dry. We had a fence around the yard but it was only 5 foot high. Anyone who wanted to investigate my activity or come over to chat would be able to see how I was dressed. Fortunately no one did, but my mind was constantly imagining someone looking at me from one of the neighbor's windows. I even imagined seeing shadows in a window but attributed it to an over active imagination. Finally I had no choice but to take down the drapes so they could be washed. The room lit up as the sunlight streamed through the windows. Fortunately she had not told me to clean them as well. I would have dreaded the thought of standing in front of the windows to clean them in my present attire. By 5 pm the house was clean and the wash had been done. I had gathered the clothes hanging on the line and hung the drapes to dry. I was contemplating what I should fix for dinner when the phone rang. It was Shirley checking up on me. She confirmed she would be home about 8 and said she was looking forward to my first inspection. She arrived home as I was putting the food on the table. Chicken Parmesan with a salad was waiting for her on the table and I was pouring the wine as she entered the door. She waited there for a minute with the door open before finally telling me that I was to greet her every night at the door with a kiss. I hurried to her and hugged and kissed her while she held the door open for anyone who might pass by to see how I was dressed. Finally the door closed and I escorted her to the table where I held her chair for her before taking my own seat. After dinner she made her inspection of my work and by 9 pm she summoned me to the living room. She was holding a paddle in her hand and told me that there were a few items that needed to be corrected. First was the windows which I did not bother to clean. Second was the cabinets that I failed to dust the tops of and finally was the improper greeting at the door. First, I had to correct the ineptness of my cleaning. I dusted under her supervision as she gave me an occasional swat with the paddle. Second came the windows which I had to clean twice before she was happy. Several cars passed by as I cleaned. Fortunately they just kept on going. I'll probably never know if they looked in to see me. We then hung the drapes which allowed her to further expose me to any of the neighbors. It was while I was hanging the drapes that some of our neighbors came home. Three college girls who attend the local university live in a two story house across the street. I saw one of them glance my way while getting something out of the back of her car. Once she went into her house I noticed the light to one of the bedrooms on the second floor come on. A few minutes later I thought I saw someone peering out through the window. Once the drapes were hung and shut, Shirley motioned me over to the couch. She had me bend over the back and place my palms on the seat. She informed me that I would receive 40 stokes with the paddle; 20 for the poor dusting job and 20 for not cleaning the windows. She then swung and landed a hard blow to my ass. It was harder than she had ever hit me before which quickly got my attention. She swung about every 5 to 10 seconds, reminding me that this is what I wanted and that I had better toe the line for the next 30 days or I will receive more of the same. By 20 I was in tears and by 40 I was begging her to stop. She put the paddle down and put me across her lap. She applied some lotion which made my butt feel a little better, but before she let me up she took several pictures of my well beaten ass with her phone. While she held me there she explained that I was to greet her at the door every evening. She said that I should remain on my knees waiting for her beginning at 8 pm and remain there until she arrived home. Finally she said it was time to inspect me. She told me to strip so she could perform a thorough inspection. She found several traces of hair on my body and marched me to the bathroom to assist me in its removal. She used a hair removal cream on my entire body. It was supposed to last for 30 days so I knew I would be without body hair for at least that long. She also told me that I had lost the privilege of wearing clothes in the house while she was gone. She said that I could wear my panties when going outside, but they had to be thongs. I told her I could not do the yardwork only wearing thong panties, especially in the front yard. She relented and gave me the bottoms of her swimming suit to wear when working in the front yard but told me I would be required to take them off and wear only the thong while in the fenced area. About 10 days ago she checked my computer history and found that I had been spending too much time browsing the internet going to porn sites and chatting on line. She solved that problem by putting a security program on the computer and installing surveillance cameras throughout the house which she can monitor using the internet. She also placed me in chastity when she caught me masturbating without permission. The device prevents any attempt of erection and has an optional belt that she can use to secure an anal plug in my rectum. She has done this on several occasions. So here I am kneeling and waiting for her to arrive. She has become quite creative over the past 30 days. I am required to do all of the housework, cooking and laundry. I do the yardwork as well. She even had me paint the entire house even though she knows how much I hate to paint. She has kept me naked or near naked whenever I am home. When shopping I wear female clothing under my male attire and she has made me go shopping for feminine necessities and clothing just to add to my humiliation. During the last 30 days she has brought many of my fantasies to life. Some I enjoyed; others I have not. The sex is great when she is in charge. It is primarily oral and often involves her sitting on my face while I bring her to multiple orgasms or her sodomizing me with one of the strap-on dildos she now owns. While I have enjoyed serving her, living as her servant 24/7 is more difficult than I expected. It is not always fun and games for me as she always has a list of chores to keep me busy. Her punishments are rarely painful, although she has used the paddle and hairbrush to bring me to tears on occasion. Her punishments more typically involve some element of humiliation. One of her favorite torments is to threaten to take me to a femdom party or allow some of our friends to actually participate in my punishment. While she has never done this, she threatens it often. It is something I hope she never does. So here I kneel; trying to figure out which road I will take. Should I agree to continue to be her servant and enjoy the play that I have fantasized about throughout my adult life; or should I end it realizing that what I fantasize about is only a fantasy. I come to attention as I hear a car door slam... and then another. I hear conversation outside the door as the door knob turns. "Hello honey," I hear her say as she opens the door. "We've got company for the weekend. Hope you don't mind." Chapter 2 She comes home with a friend (Coming soon) The Vacation Pt. 02 Chapter 2: Guess who's coming to dinner I greeted Shirley with a kiss as she extended the back of her hand towards me. This was my normal greeting as I waited for her kneeling in the entry way. My cock was locked in the chastity belt with a medium sized butt plug lodged in my ass. I was naked and my knees hurt from the prolonged period of kneeling. "Honey, I'm home." She announced as she opened the door. "This is Barbara, my supervisor from work. You've heard me talk about her before. Her apartment is being painted so she needed a place to stay this weekend. I invited her to stay with us so it looks like you'll have two women to serve this weekend. I believe that was one of your fantasies wasn't it?" I did remember our conversations about Barbara. She was new to the company Shirley worked for. In the beginning they had their difficulties. Barbara was ex-military and she expected everyone to jump to her every command. She tended to micro-manage the department and always questioned the employees about what they were doing and why. This was a lot different from Shirley's previous boss who was more laid back in her supervisory role. I figured Barbara's demeanor was a result of her 20 year career in the Marine Corps. Shirley and Barbara had worked out their differences after having an intense squabble several months ago. I hadn't heard much about Barbara since that incident but assumed they had developed a friendlier relationship. I didn't realize how much so until now. Barbara was a large woman. Most would call her a SSBBW. I guessed that she weighed over 350 pounds. Shirley told me that Barbara had been married twice before, each ending in divorce. She had won a large settlement following the second divorce and between her income from her Marine pension and her divorce settlement, had not needed to work. Shirley explained that Barbara was devastated when her second husband ran off with another woman. Barbara's self-esteem had been shattered and in her depressed state had gained nearly 200 pounds. In an effort to retake control of her life, she decided to reenter the workforce. I guessed Barbara was about 5'10" as she was a couple of inches shorter than my 6' frame. She carried most of her weight around the hips and abdomen. She also had massive breasts which sagged noticeably. She had thunderous thighs and I was certain that she would make any chair squeak under her weight. Her face was somewhat attractive and her hair was short and curly; typical of someone who had spent their life in the military. I guessed she was of Italian or Mediterranean descent based on the olive tint of her skin. She wore a dress came to just above the knees and I imagined it was a size or two too small as it was barely able to contain all of her mammoth size. I was waiting for it to burst at the seams at any moment. "Honey, you're not showing proper respect. I think you should greet Barbara in a more appropriate way." Shirley said. "Kiss her hand like you do mine and ask her if you can serve her this weekend." Barbara smiled as she held out her hand for me to kiss. She held it longer than Shirley had so I continued to kiss it until she withdrew it. Barbara seemed satisfied and agreed to allow me to serve her. The entire time she was staring at my crotch with the look of a woman who hadn't had sex in years. Judging by her appearance, I suspected she hadn't. After kissing her hand I realized how exposed I was and immediately tried to cover up. "No need for that honey," Shirley said. "I think you've already shown her all you have to offer. Now, is dinner ready? We're famished." "It will be in a few minutes." I replied. "I didn't know what time you would be home so I just have to put it on the table. Would you like some wine while you wait?" "That sounds wonderful," Barbara said. "Can you also bring my things in from the car? I have several bags in the back seat. Shirley, can you show me where I'll be staying. I want to freshen up a little before dinner." Shirley told me to put on some clothes and do as Barbara requested. It took two trips to fetch all of Barbara's things. It seemed a little excessive for a weekend stay but I was not about to say anything at this point. Dinner was ready by the time I finished my assignment. The ladies sat down as I served it. I joined them when I was sure they had everything they needed. The meal started off rather quietly with both women staring at me. I ate in silence for a few minutes hoping their stare did not mean I was in trouble. "Dean," Shirley finally said. "I believe you forgot to strip when you came back inside. I think you had better do so now!" We ate our dinner. It was like we had been friends for years. We talked about family and friends and I learned that Barbara had four children, all girls. Three had been from her first marriage and were raised by her mother while Barbara remained on active duty. The fourth child was a surprise from her second marriage. Barbara had raised her after retiring from the military. As we continued to chat Barbara came up with an idea. She said that she owned a beach house in South Carolina near Myrtle Beach. It was a large house that was part of her divorce settlement. She said that she spent weekends there during the summer whenever possible and that her youngest daughters lived there while attending college. "Shirley," she announced. "I think we should all head down there for a week as a reward for all the long hours we put in over the summer. There is plenty of room for you and Dean and I would love for you to meet the family. How does the third week in September sound? It's still warm there and the water is wonderful that time of year." "That would be great Barbara." Shirley replied without even asking my opinion. "I love the beach and you're right, we do need to get away and relax." "It's settle then." Barbra said. "I'll make all the arrangements. In a couple of weeks we'll be heading south for some fun in the sun. Say, why don't we go shopping tomorrow? You know, part of the fun of going on vacation is buying some new clothes for the trip." They continued to talk about the upcoming trip and how fun it would be to have someone wait on them hand and foot while they took in the sun on the beach. I felt left out as I wasn't included in the conversation. I wasn't even asked if I wanted to go. I was starting to pout just a little. Our 30 day experiment with a FLR was supposed to end tonight and here I was playing the servant to two women, one I hardly knew. Furthermore they were making plans that included the possibility of me serving them while on vacation." Finally I had enough and spoke up. "Shirley, we need to talk." I said. "We can talk after you clear the table and clean the kitchen." Shirley replied. "We'll be in the living room." I did as she requested. It was nearly 10 pm by the time I was through and the women were still busy discussing the upcoming vacation. "Dean," Barbara said. "Bring us another glass of wine. My glass has been empty for 10 minutes. You really must do a better job serving me. After all, you did ask to be my servant for the weekend didn't you?" "Yes Ma'am" was all I could reply. When I returned with their wine they ended their conversation and looked at me. "You had something you wanted to discuss?" Shirley said. "You know our 30 day trial period ends tonight." I began. "It appears to me that you assume that the current arrangement is going to continue indefinitely. You haven't even asked me if I wanted to go on this damn vacation. You just assume I will continue serving you as I have for the last 30 days." Shirley was taken back a bit by my comments. Barbara just looked at me. "OK Dean, lets discuss it here and now." Shirley replied. I told her how I felt about the current arrangement. I told her I loved her and enjoyed serving her, especially playing some of the BDSM games, but I didn't think I could keep it up 24/7. I told her that some of the things I had fantasized about no longer interested me, while others I actually enjoyed and would like to continue. I told her I wasn't sure I wanted to continue." "Let's get a couple of things straight." She replied. "I have come to enjoy this relationship. With Barbara's guidance I now know the benefits of a Female Led Relationship. When I first moved in I was always having to clean up after you. Working 50 or 60 hours a week plus my commute was bad enough, but having to take care of all the housework was just too much. Over the last 30 days I have been able to relax when I get home and the occasional discipline sessions has helped to relieve a lot of the stress I feel from work. I also think you have enjoyed the last 30 days more than you realize. Hasn't the sex been great?" "Yes, but..." I replied. "No buts. You have tried to have an erection all night tonight, despite everything that has occurred. If I took that chastity belt off of you right now I guarantee you would be hard as a rock in seconds. Can you deny what your cock obviously knows?" Shirley asked. I stood in silence contemplating what she had said. She continued. "It was your fantasy to serve two dominant women. You know it has been difficult for me to discipline you during the last month. I love you and don't want to hurt you. Barbara's demeanor at work and her dominant personality led me to seek her help so you could live out your fantasies. I wanted to do this for you, but as the days passed, I began to enjoy it myself." She continued. "It was Barbara who mentored me over the past month. It was also Barbara who suggested the camera system and the chastity belt. It was Barbara who suggested some of the potentially humiliating situations that you had to endure but obviously enjoyed. They were all on your list of fantasies or things you or we have discussed doing." I continued to listen; unable to debate any of the points she made. "I felt I needed to do something to repay Barbara for all her help." Shirley added. "She mentioned that she wished she could find someone as devoted as you to serve her so I offered her your services for the weekend. It was another of your fantasies, although you probably had someone like the college girls across the street in mind. Now you say this is not what you want. Guess what. It's what I want." Shirley thought for a moment before continuing. "Yes, I told you we would discuss the arrangement after 30 days, but I never told you that you would have a choice whether it continued. If you remember, I told you to be sure this is what you wanted before we began. You assured me that it was. Now I am just as sure that I want it to continue." We took a break for a few minutes. I needed to think and Shirley needed to cool down a little. I loved Shirley and would do almost anything for her. Did I really want to continue to live my fantasies, and if so could I give total control of my life to someone else? It was Barbara who came up with the answer. "Let's let his cock decide." She announced. "I suggest that we let Dean out of his chastity device. We will give him time to regain his composure and lose any erection that might develop. I think a cold shower should do the trick. When he says he is ready we will give him a test. We'll use the list of BDSM activities he completed last month. I will read each activity on the list and we will evaluate the reaction of his cock to each item. If Dean responds by getting an erection we will know that activity excites him. If his cock twitches or starts to harden, that will also indicate the activity is something he might enjoy doing. If his cock doesn't react or deflates we can assume the activity is not something he would enjoy." "Ah, I'm not sure about this. I'm pretty worked up having been in chastity for a week." I said. Barbara continued. "That's the point. If chastity has made you horny, then we can assume it is something that excites you." She looked at the list for a moment. "If the activity involved sucking another man's cock, I would expect your cock to deflate a little. Maybe not completely, but there should be some indication to indicate that activity is not something you would enjoy. After all, you listed it as a hard limit." "I guess I see your point." I replied. "But my cock might not respond instantaneously, especially if I am still thinking about a previous activity that might have excited me." "Good point." Shirley interjected. "I suggest that we start with the activities that he scored the lowest. That way we'll evaluate his hard and soft limits first, before any of his other fantasies have an opportunity to excite him. We should allow him 30 seconds to consider each item. That should be ample time to allow his cock to react." "OK." Barbara said. "30 seconds per activity. If less than 75 percent of the activities excite him then we can assume a FLR would not be a good choice. You could still play on occasion, but that is something you both will have to agree on. Now, if he scores between 75 and 85 percent, it would indicate that Dean still has some interest in a FLR but maybe not enough to want to commit to it 24/7. I think it should be up to him if you continue down that avenue. If he scores 85 percent or more, I think it is obvious that Dean still has interest in serving a dominant woman whether he wants to admit it or not. In that case Shirley gets to decide if your FLR continues. Is that fair?" "Can we set a time limit?" I asked. "Maybe one year and then reevaluate." "Sure" Shirley replied. "Honey, whatever the decision, I think you still need to serve Barbara this weekend. After all, she did help make your fantasies come true." I thought for a moment. I really didn't mind serving a large woman. After all, Shirley had gained considerable weight and now was about 220. Barbara on the other hand was much larger than anyone I had considered serving. I once played with a woman who weighed 260, but Barbara topped that by another 100 pounds. After a lot of soul searching I finally agreed and to show my respect, kneeled down and kissed Barbara's feet. We all agreed to the rules of the contest. I knew it would be a challenge to remain flaccid after a week without masturbation, but I hoped a cold shower would help. About 30 minutes later I was standing naked before both women. Wrist cuffs were placed on each wrist and connected together behind my back. A spreader bar was attached to ankle cuffs which spread my legs widely. I was fully exposed with my cock hanging softly between my legs. "We just want to make sure you are fully exposed for our evaluation." Barbara said as she began reading off the list of activities. She started with my hard limits. As she read I continued to remain flaccid. Normally she would announce the activity and if appropriate, its definition. She would wait 30 seconds and then announce the next activity. Occasionally she would combine several similar activities into one item. If my cock stirred, I earned points for all of the activities mentioned. Even with her combining activities it was nearly midnight before I finished the test. Barbara totaled the score then handed the activity list to Shirley. She verified the math and passed it to me. We all concurred that I scored 84%. The score was higher than I expected, but it did confirm that I still fantasized about serving a dominant woman. I hoped my fantasies wouldn't betray me over the next year as I got on my knees, kissed Shirley's feet and begged to be her servant. Shirley looked down upon me and wiped the tears from her eyes. I knew no one had dedicated themselves to serving her like this before; not even during her two previous marriages. I could tell that she was touched by the moment. She accepted my offer and told me to rise. It was now after midnight and we were all spent. "It's been a long day and I think we should retire for the night." Shirley said. "Honey, tonight you will sleep with Barbara but first I want you back in your chastity belt. I'm not ready to give anyone access to your cock. That belongs to me! Tomorrow is going to be a long day. Have breakfast ready for us at 9 AM. You've earned a discipline session which we will take care of after breakfast. I would recommend that you serve Barbara well tonight as she will definitely participate in your punishment session. After lunch you will accompany us while we go shopping." Shirley handed Barbara my chastity belt which she immediately applied. "No need for the butt plug Shirley." Barbara said. "I have some other uses for that hole. See you in the morning. Come along slave dean, I've got plans for you tonight." Barbara turned and started towards the stairs that led to the bedroom. She turned to look back at me and told me to get on my hands and knees and crawl. Shirley looked on and was amused by the sight of me crawling on hands and knees. "Have fun you two." She said as she headed to the master bedroom. "See you in the morning." Shirley was gone by the time I had crawled to where Barbara was standing. "Now that she is gone we can get better acquainted." Barbara said. "Crawl up behind me and stick your nose up my butt. This is how you will follow whenever I tell you to heel. You will earn a punishment each time you fail to keep up." I crawled behind her and pushed my face into her ass. She immediately bent over and reached to spread her ass cheeks apart. "Push harder." She said. "Your entire face should be buried in my ass. Yes, that's better. Now follow me up the stairs." It was difficult to keep up with her as I crawled along. I literally had to push her on her way to remain buried in her derriere. The stairs were exceptionally difficult. Three times I failed to keep up with her. "That's one punishment." She said. "That's two... That's three." We finally reached the spare bedroom. I saw that she had already applied restraining straps to the corners of the queen sized bed. Lying on the night stand next to the bed were an assortment of paddles, whips and several canes. What bothered me more was the strap on harness and assortment of dildos she had laid out for me to see. There was fear in my eyes which she noticed immediately. She also noticed my cock straining to get out of its cage. "I guess you've figured out I've done this before." She announced. "My mom was a very strong willed woman. She ruled the household with an iron fist and she taught me and my two sisters that we had to be assertive if we were going to survive in a man's world. She didn't beat my dad but she sure controlled him. When I joined the Corps I realized what she said was true. I had to be better and tougher than any of the men I commanded. I learned a lot about controlling others. Many of my subordinates called me the 'Bitch Captain' and for the most part they were correct. I squashed anyone who got in my way. I ended up retiring as a Lieutenant Colonel." "We can talk more of that later." She said. "Right now I need your face buried in my ass. You might say I'm a very anal person but I'm sure you'll figure that out for yourself." She secured me spread eagle to the bed. I was face up with my head at the foot of the bed. When she had finished securing me she began to strip. As she stood before me she reached out to stroke my cock. As she expected, my cock stained against its imprisonment. She turned and lowered herself onto my face as she sat on the bed. "This is your first punishment." She said. "You will lick my asshole until I orgasm. Fortunately for you I am already wet from tonight's activities. Reading that list of BDSM activities got me hot, and when you volunteered to serve Shirley, I almost came. I am going to continue to mentor her and by the time I'm done, you will be a perfect slave to both of us." My world went black. I struggled to breathe as Barbara spread her cheeks once again and squirmed around until I found her puckered hole. She occasionally gave me an opportunity to catch a breath of air but only when she felt I was going to pass out. Whenever my worshipping of her ass began to falter she would bear down against my tongue and remind me that toilet service was no longer on my list of hard limits. The threat was enough to motivate me. The Vacation Pt. 02 After about 15 minutes Barbara started squirming more on my face. She was beginning to gasp for air and her moaning increased. She was rubbing her ass up and down across my face to create more friction. All I could smell was the musky fragrance of her ass. Barbara was panting now. I knew she was prolonging her climax as long as she could. I jabbed her hard with my tongue and she moaned in delight. I just wanted to get this over with and her off my face. She finally climaxed. I was drowned in her juices. Her entire weight bore down on my face as she lost control of her body. It lasted for what seemed like 5 minutes but was probably closer to 90 seconds. When she was finished she gave me an opportunity to catch my breath. "Clean me up now." She said as she planted her pussy over my mouth. I licked her clean. It was as unpleasant as licking her ass had been. When I was done she spread her legs a little further apart. "I think golden showers was one of those Fantasies that made you erect earlier." She said. "Welcome to reality." I felt the first gush of warm spray hit the back of my mouth. I couldn't avoid it. She controlled the flow, stopping when necessary to ensure that I swallowed all she had to offer. When she was done she got up and unfastened the straps securing me to the bed. "Better get used to that." She said. "I use to really enjoy watersports. I haven't done it in a while but it really felt good and your tongue is much better than toilet paper. Cheaper too." She had me turn around and roll over. She took the pillows from the bed and put them under my midsection and then secured me to the bed again. My ass was now raised and I knew what was coming next. I wasn't looking forward to it. She donned her custom made harness and put a medium sized dildo through the retaining ring. It was about 2 inches in diameter and 8 inches long. "I understand you have some experience with this." She said. "I think we can skip the beginner models and move on to something a little more challenging. Shirley tells me you keep begging her to fuck your ass. When I get done with you you'll be begging in a different way." She lubed her cock and my ass before positioning behind me. She wasn't very mobile but she certainly could provide enough force to get the job done. She positioned the cock so it just penetrated my ass. She then let her weight do all the work as she slowly impaled her phallus until it was embedded all the way in my hole. She slowly started pumping with the bed creaking each time she moved. I wondered if Shirley heard it in the next room and knew what was happening. She pumped for about 15 minutes and then took a break. Her weight on top of me made it difficult for me to breath. After about ten minutes she began again. She reached under her and found my nipple. I winced in pain as she squeezed one and then the other. She fucked me a total of four times over the next 90 minutes. When she got up she looked down at her cock. "Bitch" she said. "Look how dirty you got my cock. I think you have earned another punishment. We will discuss that in the morning. Take it and clean it then return here. I'm going to bed. You can sleep on the floor." It was after 3 am when I finally got to lie down. Although I was tired I had trouble falling asleep. My cock hurt from its confinement and my mind continuously replayed the night's events. I finally drifted off only to be awoken at 7 am by Barbara who once again had to pee. Chapter 3: The weekend continues (Coming soon) The Vacation Pt. 03 Note to reader: This is one part of a multi-part series. The story makes more sense if you have already read parts 1 and 2. Although some segments of the story are based upon fact, much is fiction and depicts elements of a female domination/submissive male relationship. If that's not your thing feel free to move on to something more to your liking. For those of you who enjoy stories about female domination, I hope you enjoy it! There are more chapters to follow as long as I continue to receive constructive feedback. ***** Chapter 3: Saturday morning punishment Barbara went back to sleep after her morning pee. I decided to stay up. For one thing I needed to wash my mouth out to get rid of the taste of her morning discharge. It was stronger and more acrid than the pee she had me drink earlier in the middle of the night. I also had to clean myself up, check my body hair and give myself an enema. I didn't want to give Barbara anything to complain about. Shirley came down a little after 8. I was sitting in the kitchen drinking a cup of coffee. She came up behind me and gave me a kiss and a big hug. "How was your first night with Barbara?" She asked. I related the events of the night and she kind of smirked a little. "Oh my god," She said. "Well I told you she can be a little hard to handle. She needs to be the center of attention and I guess she got yours last night. Anyway, I promised her this weekend so I guess you'll just have to suffer for a few days." "I think she has plans to make this a more permanent situation." I replied. "Well, we'll see." Shirley teased. "Anyway, I was really touched by your decision to serve last night. I know it must have been difficult, especially with Barbara here. As a reward I've decided to allow you to wear clothes again. You will still remain in chastity, but only when I am not around to supervise you. Since I threw away all of your male undergarments, I guess you'll have to wear mine, but we're going shopping today so we can get some replacements then." She couldn't have known how much her comments touched me. I really needed some loving encouragement after last night. I hugged and kissed her and I told her I loved her. I heard Barbara moving about upstairs and knew I had better start making breakfast if it was going to be ready when she came down. About 9 am Barbara came down for breakfast. I was just serving Shirley her second cup of coffee when she walked into the room. Barbara reached down and squeezed my balls and told me to get on my knees and greet her properly. She then went to the table and began eating as I prepared a plate for myself. As I started to sit down Barbara said. "What are you doing? You can eat the leftovers when we are done. Right now I want you under the table giving me a nice foot massage. When you are done you can lick them clean. Do the same for Shirley when you finish with mine." Shirley looked at me for a reaction but there was none. I simply got on my knees and crawled under the table. It was cramped but I managed. I massaged each of Barbara's feet. I continued up to her knees but didn't dare go further without permission. I did this often for Shirley and I knew how she enjoyed it. Barbara just continued to eat. When I had finished, I bent over further to lick and kiss them clean. She made a point of sticking her foot in my mouth and telling me to suck her toes. When I finished with one foot she would kick me away as a signal to go to the other one "OK." She said after about 20 minutes of effort. "Now do Shirley's." During my efforts under the table the women were making plans for the day. Shirley said she thought we should go shopping this afternoon. She was excited about the vacation and wanted to buy some new clothes for the trip. She also mentioned that I needed to buy same new underwear since she was going to start letting me wear clothes again. "I kind of like him naked." Barbara replied. "I guarantee he won't go out and try to hook up with any of the neighborhood whores in that state." It was obvious that Barbara was still bitter about her second marriage. She had caught her husband having an affair with their best friend. The women continued talking about today's plans. Barbara reminded Shirley that I had some punishment coming. She thought it would be better to get it out of the way this morning so I could spend the rest of the day serving them. They continued their conversation as I started to suck Shirley's toes. Barbara thought a cookout for dinner would be nice and some after dinner sex would be wonderful. Wonderful for her maybe, hell for me. "Thank you honey," Shirley said. "That was wonderful. Go ahead and get a quick bite to eat and clean up the kitchen. Report to us in the living room. We have a little business to take care of." I was famished. I looked to see what they had left me to eat. There were some scraps of bacon and a few scrambled eggs. It might have satisfied a mouse, but didn't satisfy my appetite. I fixed myself some toast as I cleaned up the kitchen and then headed to the living room to await my fate. They were seated on the couch as I came in. I stood in front of them with my arms at my side. They started by inspecting me. They removed my chastity belt and my cock sprang to life. They were pleased that I had shaven without being told to do so. Since I couldn't shave my groin properly while wearing the chastity device, they sent me upstairs to do so now that my cock and balls were free. I was given a five minute time limit to ensure I didn't play with myself in the bathroom. When I returned to the living room I saw one of them had laid a riding crop and a wooden paddle on the table. I was told to get on my knees and bend forward until my head was touching the floor. I then was required to stretch my arms in front of me and towards them. This wasn't an easy position for a man of 55 to get into. "This is how you will present yourself whenever we start a punishment session" Barbara announced. "Today you are being punished for multiple infractions." Barbara said. "If you remember, I told you last night that you would be punished for your inability to heel properly. I have given this considerable thought and realize that you have not been properly trained to perform that task; so, I have decided that instead of punishment you will receive training. I have a special training harness that will help you learn to perform adequately. We will practice at least three times a day for the rest of the weekend." "Barbara, I'm really not interested in having him worship my butt." Shirley said. "If that turns you on, fine, but I really don't..." Barbara stopped her in mid-sentence. "It's not about the butt worship, although I do enjoy that. It's about being in control. Dean has a desire to kiss ass. It fuels his fantasy of humiliation. You should have seen how his cock tried to harden in his cage last night when he saw I was going to sit on his face. He wanted to lick my butt, and I enjoyed offering it to him. In fact, he will be spending a lot of time under it over the next couple of days." "He does read about it a lot" Shirley replied. "If he really likes it, I guess I'll try it." "Great!" Barbara exclaimed. "Now, let's continue." "First there is the matter of the disrespect you showed me last night when I arrived." Barbara continued. "Don't you realize that as a guest of your mistress, I should be greeted as you greet her when she comes home from a hard day's work?" "Yes, Ma'am, I understand that now. All of Shirley's guests should be greeted properly and with respect." I replied. She leaned forward and gave me a swat on the Back with the crop. "That is Mistress Shirley." She said as she applied a second stroke. "And I am Lady Barbara. All other women will be addressed as Ma'am unless otherwise instructed." Each point was emphasized with a stroke of the crop. "I understand Lady Barbara." I replied. "Now, if you understand that Mistress Shirley's guests should be properly greeted, then why didn't you properly greet me this morning? You should always greet a superior woman properly by falling to your knees when you first see her in the morning." Barbara explained. "And right now all women are superior to you." "Lady Barbara, I do not have an acceptable answer." I replied. I had read stories about how a male should respond to his mistress during situations like this. Shirley and I had never done anything like this and I wondered how she was reacting to it. She hadn't said a word and with my face buried on the floor, I couldn't see. "Next we will discuss your performance." Barbara said. "Didn't you beg to serve me this weekend?" I remembered asking Barbara if I could serve her when she arrived. I would not call it 'begging', but I did ask her. "Yes Lady Barbara." I replied. "Then why did you allow Shirley and myself to go over 10 minutes with an empty wine glass?" Barbara asked. "A servant should constantly make sure that all of the needs of his mistress are fulfilled at all times. He should anticipate what her needs are and ask her if he is unsure." "I understand Lady Barbara. It won't happen again." I again replied. "Finally, let's talk about your attitude." Barbara said. "Last night you pouted when we ignored you. You interrupted our conversations and finally, you upset your Mistress when you indicated you didn't want to go with her on vacation or continue to serve her. Luckily for you you came to your senses and realized that you love and need her. Otherwise, the punishment would be worse. Still, your earlier actions shocked me and disturbed someone I have come to love. That is unacceptable and must be dealt with." "I am sorry for upsetting you Lady Barbara, it took me a while to finally understand that Mistress Shirley's happiness is all I want." I replied. "I know you are sorry," Barbara answered. "And I am sure Mistress Shirley is ready to forgive you. However, she must learn that to keep your respect as her partner and submissive, that she must be tough but fair. Just as a mother must discipline her child, she must discipline you regardless of how much it hurts her, or for that matter, how much it hurts you. The ability of a relationship to survive relies on proper attitude. For that reason I am going to teach Shirley how to administer a punishment paddling." "I really appreciate your comments about tough love, and I realized you are right about that." Shirley told Barbara. "I know I have been too easy on Dean during the past month. I have used humiliation and light corporal punishment to punish him because those are things he fantasizes about and I didn't want to really cause him pain because I love him. Now I realize that what he needs is for me to take complete control of him and discipline is a part of that." "I think you are beginning to see the light." Barbara said. "As long as you try to fulfill his fantasies, you will never be the one in control. It's called 'toping from the bottom' and a dominant woman should never let that happen. It is your fantasies and desires that should be paramount. If they coincide with his fantasies, well, that's well and good. If not, well then it's just too bad for him." "Sure, I can see that. I am still trying to understand the lifestyle." Shirley said. "I was letting him lead me into thinking that I was the one in control. Actually he was the one controlling the situation. As long as he was getting what he wanted, everything was fine. When he had to do something that he didn't enjoy, he wanted to end the game." Shirley continued. "I was really pissed last night before you came up with that wonderful idea of using his penis to measure how much he wanted this and Dean finally came to his senses." "That's what I get paid the big bucks for." Barbara chuckled. "Conflict resolution." They both laughed. "Yea, like either of us get paid the big bucks where we work." Shirley continued. "Anyway, I agree that he should be punished for his actions and I will leave it up to you to decide what that punishment is." "First, I'm going to teach you how to administer a punishment spanking." Barbara said. "It could actually be a spanking, paddling, whipping or whatever. That depends on the implement used. The technique of using the specific instrument will vary, but the basic concepts are the same regardless of the instrument used." "Next, I, think that Dean should be required to always tell the truth when he is asked about his life as your servant. He should be proud that he belongs to you and be required to answer any questions put to him about your arrangement truthfully." Barbara continued. "Remember that this type of arrangement is not endorsed by everyone, but if someone asks a specific question about it, they deserve a truthful answer. "Shirley, as Dean's Mistress you are responsible for his overall safety. You don't want to do something that is going to get you both locked up or on that TV show 'Sex Sent Me to the ER'. You are responsible for him just as a mother is responsible for her child." Barbara explained. "I understand." Shirley replied. "It's a big responsibility to undertake. Dean expressed a willingness to serve me and make me happy. I guess it's no different than taking a marriage vow where you promise to love, honor and obey. The least I can do for him is to love and protect, which as I remember, is also part of the marriage vows. I guess you could call a FLR the same thing as a marriage contract." Both women laughed. I guess women have been ruling the roost for years. It's about time they let their husbands know it." Barbara chuckled. "One more thing." Barbara said. "It can't always be about punishment. Rewards are just as important in this kind of relationship. It took me a long time to figure that out. Only administer punishment when appropriate. In the beginning you will probably administer it regularly while teaching Dean what you want or don't want from him. After he is trained, the punishments should become the exception rather than the norm. At that point, rewards become more important in keeping Dean happy and willing to continue in the lifestyle." "You have a good man here, Shirley" Barbara added. "There is no way you can continually force him to serve you. He has to want to do that deep in his heart. Treat him with respect, be fair, and give him an occasional reward is all it takes to keep him a faithful servant. Now, let's get started." "When I administer a punishment spanking I like to put the male in an uncomfortable position." Barbara began. "I use different techniques. Sometimes it's how I position him physically while other times it's the environment I place him in. Sometime I will have him masturbate prior to the punishment. That is embarrassing for him and the punishment is more painful if he is not aroused. Once I masturbated a male until he couldn't get it up any more. Then I gave him a strapping that lasted over 30 minutes. When I was done he was crying and begging for my forgiveness. He claimed that he was a masochist and enjoyed the feeling of a good strapping. He was in pain when I finished, but I guarantee he didn't enjoy the experience." "I see." Said Shirley. "Did you ever have to punish him again?" "Why off course." Barbara said. "But not for the same thing. Men are always doing stupid stuff that gets them into trouble. Some men, mainly masochists, do it because they love the pain. It gets them off. They will try to get you to punish them so they can enjoy the pain they love. Spanking a masochist is no punishment. Banishment or isolation works better. Give them a boring job to do and ignore them. That's how to punish a masochist." "Where were we?" Barbara asked. "Oh yes, uncomfortable position. Dean, please get me one of the straight back chairs from the dining room and place it here in the living room. Shirley, go to the windows and open them. Pull the drapes back a bit and open the blinds enough that someone outside would be able to see in if they really tried but not so much that anybody passing by could glance in and see what is going on." "I get the idea." Shirley said. "If he yells out in pain or starts crying anyone passing by will be able to hear and become curious. They will try to see what is going on. The potential humiliation of our neighbors witnessing his punishment will add to the effect. Clever." "Of course, that is just one scenario." Barbara said. "I'm sure you can figure out others. Check out stories on the web. Most are fantasies written by some male jerk off, but they do provide inspiration for things you can try. My nervousness increased about ten times. We had neighbors on both sides of us and a group of college girls lived across the street. Our living room had double windows facing their house. Although we were set back from the road about 50 feet, anyone passing by who chose to look in might be able to see what was happening, and any noise that they heard was likely make them even more curious. The chair was a straight back wooden chair with a solid back. It was facing the window so that a seated person would be looking out. Barbara place a cushion over the top edge of the chair's back and told me to bend over it and place my hands on the seat. The cushion protected my abs a little as the back of the chair pushed into my belly. My back was horizontal and parallel to the floor. At least my rigid cock was hidden by the chair. I had only been in position a few minutes when the strain on my leg muscles caused them to ache. The discomfort increased when Barbara told me to spread my legs. She tied each to a leg of the chair. "It is your decision whether to secure your victim." Barbara explained. "If you choose to bind him you can put him in various uncomfortable positions. The advantage is that you don't have to worry about movement. If you do bind him, be sure to monitor his breathing. Some people develop breathing problems when bound too tightly. If that happens release him immediately." "Personally," Barbara added. "I don't like restraining the male, unless it is some type of predicament bondage where he causes himself additional torment each time he moves. One scenario I like to use is when I tie a male bent over a support with his hands tied behind his back. I spread his legs about shoulder width apart and secure them there with a spreader bar. I wrap a cord tightly around his balls; enough to force the balls low into his sack. I then run the rope through a pulley attached to the spreader bar and attach the end to his collar or to clamps placed on his nipples. Whenever he tries to stand, he pulls on his balls. If I have attached the rope to his nipple clamps and he pulls them off, I reattach the clamps to his nipples in a different position and add to his spanking." "I'd rather see them squirm." She continued. "I administer extra strokes if they squirm too much. Also, I normally don't tell them how many strokes they are going to get. I like to keep them guessing. It allows me to change my mind if I find they need more or less strokes. If I do announce a number of strokes before I begin, I make sure that it is sufficient and I never show mercy by stopping before completion; unless, of course, there is some type of medical emergency. In that case, the punishment is deferred to a later time." "I also like to be able to monitor the penis." Barbara was saying. "It's a great barometer to the effectiveness of the punishment. I continue until all signs of an erection are gone. I usually wait until it has shriveled up and gone into hiding before I stop. Then I will announce that 'the preceding strokes were just for warm up and I am starting the punishment'. Of course the male thinks his punishment is nearly over so when he hears my announcement he often bursts into tears." The Vacation Pt. 03 "So you play some mind games with him." Shirley said. "That's right." Barbara said. "I also announce any rules that I expect him to follow. Let's get started and I will demonstrate one method that I use. You can set your own rules. Just be sure to follow them. Never change the rules in the middle of a punishment. It is better to tell the male that he has earned an additional punishment. Complete what you are doing and then go on to the next punishment using the new set of rules." "I understand." Shirley said. "It goes back to being fair and letting the male know what to expect." "That's correct." Barbara replied. "You know." Shirley said. "I was hesitant about administering pain as a punishment, but seeing Dean bent over that chair with his erection so obvious, I'm actually starting to get aroused. I think I am actually going to enjoy doing this. Aren't you glad honey?" "Yes ma'am" I replied and received a stroke to my ass. It burnt like the devil but I didn't move. "Her name is Mistress Shirley." Barbara said. "I am Lady Barbara. You will address us as such during any punishment. Is that clear?" She administered another stroke for emphasis although it wasn't necessary. "I'm going to administer a punishment paddling." She began. "You are to remain in place with your palms on the seat of this chair. Any time you move a palm off the chair the stroke will be repeated and you will earn an additional stroke. Move both hands it will earn two additional strokes. If you resist or move about causing me to miss my target, five extra strokes will be applied. Is that clear?" "Yes Lady Barbara." I replied. "You will count each stroke and thank me for administering it." She added. "You will say 'one, thank you lady Barbara... two, thank you Lady Barbara' and so on. If you fail to properly count a stroke it will not count and will be repeated. At any time during the paddling I ask you what number we are on and you cannot tell me, we will begin again. Do you understand?" "Yes Lady Barbara." I replied. Barbara announced. "Since this is your first paddling I am going to let you know what is going to happen. I will begin by paddling you until I am confident you have lost all signs of being aroused. I will then continue paddling you for an additional ten minutes. At the end of that paddling you will be given a ten minute break. If any sign of an erection has returned, you will receive 10 more minutes of paddling at a more brisk rate followed by another break. This will continue until you no longer get an erection. You will then receive any extra stokes you have earned. When I am done, Mistress Shirley will then apply an equal number of strokes to reinforce the lesson." I was rock hard when she began. Being in chastity for a week prior to this didn't help my cause. She applied a stroke waited about 10 seconds and then delivered another. She wasn't in any hurry. The strokes stung but weren't excessively hard. It was like she was just warming up. I realized that the more strokes she applied now, the more Shirley would apply later. I tried to will my erection away. After 10 strokes she changed her technique. She applied them irregularly in groups of two or three. Now she was hitting with more force. The irregular pattern continued until she reached 25. Tears were running down my cheeks but I still managed to maintain position. She landed five hard strokes in rapid fire that impacted both of my butt checks. My hands involuntarily tried to cover up. "That one didn't count and that's 2 extra." She said. "What number are we on?" "Thirty Mistress Barbara." I replied confidently. My cock was now shriveled and hiding. I hoped that her 'warm-up' was over. "That is incorrect." She replied. "The last stroke did not count so the correct answer is 29. I had intended to stop and give you a 10 minute break before proceeding with the next phase, but now we must start over. I will repeat number 30 and then we will begin again with one. Your two extras will be administered at the end of my paddling and you have earned another 10 for incorrectly addressing me as Mistress Barbara instead of Lady Barbara. Here, take a drink of water and then we will begin again." The second round of 30 were administered with a more regular rhythm. They were all harder than those administered previously. I was pissed that I had fallen for her trick and vowed to be more careful in the future. I managed to keep my hands in place and count correctly. When she was finished she released me from the chair and told me to stand in the corner while she sipped her drink and talked with Shirley. My cock was still hiding when the break was over. I was put back into position and Barbara began administering the 10 additional minutes that she promised. One stroke was applied every 10 seconds. Another 60 strokes. Back for more corner time. Shirley went to the kitchen and brought them both a glass of wine and a plate of cheese and crackers. After the second break, both women inspected me. Shirley rubbed my butt and was amazed at how red it was. Barbara explained that there might be a little bruising, but no permanent damage had been done. They then inspected my cock. Although they massaged my balls in an attempt to get me to respond, my little wee-wee remained shriveled and hidden. "Very good." Brenda said. "It is evident that you are not a masochist. After reading some of the stories you wrote on line I thought I might have to go three or four rounds before you succumbed to my paddle. In a way I am disappointed, but it does allow us to move on to other things. You do still have 12 extra strokes to endure so back to the chair with you." I was returned to the chair and Barbara administered my 12 extra strokes. They were applied hard and fast and twice I raised to protect myself. I was crying and howling and I was sure anyone passing by could hear me yelping. After four additional strokes Barbara turned the paddle over to Shirley. "OK Shirley." Barbara said. "Let's see if you were paying attention. When using the paddle it is kind of like swinging a baseball bat. Get a good stable stance, a little less than shoulder width. Now put one foot slightly in front of the other. Yes, good. Now, reach back a drive the paddle into his butt. Hold it there for a moment so he can absorb all the energy." She drove the first stroke into me. No warm up. I guess she felt I was warm enough and she was right. My buns hurt and felt hot enough to fry eggs. I remained in place and counted one and tanked my mistress. "That was pretty good Shirley." Barbara encouraged. "Just step into it a little more and be sure to drive it home." "Shit" I yelped as I stood straight up. "That really hurt." "It's supposed to silly," Shirley laughed. "And that's two extra for standing up and five more for cursing. On top of that you didn't count or thank me so I think we will just start over with one. You have 7 extra strokes so far. Be sure to keep count." Suddenly we heard a knock at the door. I thought someone had heard me scream and called the cops. How were we going to explain this? A woman's voice called out "Is everyone OK in there. I heard someone cry out like they were in pain. Shirley, are you OK?" "That's Ellen from down the street." Shirley said. "What should I do?" "Go to the door and invite her in." Barbara replied. "How well do you know her?" "We talk every now and then." Shirley said. "She thinks her husband is having an affair. He's never home anymore. I think she's a little depressed and needs someone to talk to every now and then." Been there, done that." Barbara said. "OK. Tell her everything is all right and you are just punishing your disobedient boyfriend. Remember, it is important for you to be as truthful as you expect him to be. You must always set the example in life. If she starts asking questions, answer them and invite her in. Tell her she is welcome to watch if she wants to. You are not doing anything you should be embarrassed about. Talk as if this is something that happens normally in everyday life. One day, it probably will be." Shirley shook her head but headed for the door. "Shirley... Shirley, are you ok? It's Ellen." The woman called out again. Shirley unlocked the door and spoke with the woman. The conversation didn't last long, not that I expected it to. One less person to send Christmas cards to I thought. I was using the time to regain my composure. I was surprised and very embarrassed when Shirley returned, followed by a woman I assumed was our neighbor Ellen. Shirley was explaining that I had submissive fantasies and that I had agreed to serve as her servant. Today I was having an attitude adjustment session. She introduced Barbara as a friend and mentor. She said Barbara worked with her and had some experience with this kind of stuff. "She volunteered to teach me more about the lifestyle while visiting this weekend." Shirley said. "It's all new to me, but so far I'm really enjoying it." She never bothered to introduce me. I didn't object. Ellen was staring at my naked body. She wore a sports bra and spandex running shorts and obviously had been out walking or jogging when she heard the commotion and came to investigate. Shirley asked her if she wanted something to drink and if she wanted to stay and watch? "He fantasizes about having an audience." Shirley said. "It might be a different story actually having someone watch his ass get blistered and seeing him cry like a baby." "Ah, I don't know." Ellen replied. "I've got some yard work to do since my husband is never home to do it. Well...I guess it won't hurt if I stay for a few minutes." "Would you like something to drink?" Shirley asked. "I have sodas, tea, water and I think there is some more wine left ..." "Diet soda would be great." Ellen interrupted. A little too early for me to start on the wine. I'd never get my yard work done." Shirley went to get Ellen a drink. She returned a few minutes later with a glass of diet coke. Ellen and Barbara were chatting on the sofa. As they chatted Ellen kept glancing over at me standing at the chair. Barbara noticed immediately. "Look at how red his ass is" Ellen said. "Do you want to touch it?" Barbara asked. "I'm sure it's also hot as hell." "Can I?" Ellen exclaimed. "Yea, I'd like that" Ellen got up and walked over to where I was secured to the chair. She circled the chair to get a look at every angle. As she approached my front I could tell that her face appeared flushed and her nipples were standing at attention. Her hand was touching her crotch and she was slowly rubbing it, although I don't think she realized what she was doing. Barbara and Shirley looked at her and were amused. "Bend over." Barbara commanded me. "Let her have a good feel." I did as commanded. Ellen rubbed my ass and commented on how hot it was. After a few minutes she reached between my legs and squeezed my hardening cock. She immediately withdrew her hand. "He's getting an erection." She said. "That just his way of telling us he needs more punishment." Barbara replied. "Go ahead and rub it some. If he continues to harden just give him a hard squeeze on his balls, about 5 seconds will do. That's how we deal with a naughty cock." Ellen stuck her hand between my legs again. She massaged my balls for a few moments then grabbed my cock. She stroked it until it stood at attention and then grabbed my balls and squeezed. She had a strong grip and she buckled my knees. After about 5 agonizing seconds she released them. "Ellen, walk around and face him." Barbara said. "Dean, masturbate for her. Look into her eyes while you make yourself hard. I want her to see the effect of the paddling you are about to get. Good. That's it. Now don't cum." Ellen was now staring at my cock. "Just smack it away if it gets in your way darling." Barbara chuckled. "They're fun to play with, but only when you are in the mood. Otherwise they are just something you can use to control them with. Dean remains in chastity most of the time. We only let it out on special occasions." "I didn't realize I was staring." Ellen responded, obviously embarrassed by being caught. "It's just that I haven't seen one in so long; at least not one that is erect. You see my husband isn't home much. He claims its work. I know he's having an affair. I've heard rumors. You know how it is. After 20 plus years of marriage I guess the spark just dies. I don't know if I still love him or not, but I don't want to get a divorce until Beth, our daughter, finishes college. Then she'll be on her own and we can sort things out." Ellen wasn't the only one staring. I was taking in her body as well. Since she had a college aged daughter and had been married for 20 years I assumed she was pushing 45, although she looked more like a woman in her 30's. She was tall and had long dirty blonde hair which was currently pulled into a ponytail that reached to her upper back. Blue eyes that sparkled when she talked and a deep tan made her quite attractive to look at. She was tall, taller than me so I guessed she was about 6'1" while wearing her running shoes. I imagined her standing over me in high heels and my cock gave a little jerk. Ellen's arms and legs were toned and athletic. I imagined her on the tennis courts or in the pool. Her body was curvy. She had ample breasts but not so large as to distract from the rest of her body. I noticed that her headlights were on as she continued looking at me over. She didn't have six-pack abs, but how many women of her age did? She looked trim and fit. Her spandex shorts created a camel toe in the front. As she walked away to have a seat I noticed her bottom was firm and shapely. The shorts separated and lifted each check a little. She looked like she could be a model on one of those fitness infomercials. She had long and muscular legs. The thighs were thick, but like an athlete's, and the muscles in her calves indicated she worked out regularly. Why any man would chose to ignore such a beautiful woman I will never know. I considered her husband a fool. She and Barbara were still talking as I brought my mind back to reality. "I understand completely." Barbara said. "My second husband left me for another woman. I was totally devastated. I still haven't gotten over the humiliation of it. You know, feeling unwanted. It's hard and takes time. I will tell you that taking a paddle and beating a man's ass is great therapy. You should try it some time." "I don't know." Ellen said. "You know I read the book, 50 shades. Read all three of them actually. I even went to see the movie. They aroused me, but only because I imagined reversing the rolls with me dominating Jack, my husband. I started doing research on the internet. I read letters from dominant women and submissive husbands and realized that female led relationships are more widespread than I thought. Most are more subtle than bending a guy over and beating his ass or sodomizing him with a strap on." "You're correct." Barbara continued. "My mom controlled my dad without any of the 'kink' involved, but I can tell you from experience, that the kink can really spice things up and everyone needs some spice in their life. Especially after 20 years of marriage." Ellen looked a little flushed. I couldn't tell if it was embarrassment, arousal or a little of both. She started to get up but was still glancing over at me. Was it my erect cock that was exciting her or the redness of my ass? Time would tell. "Hey, it was great talking to both of you." Ellen said. "I do have yard work to do so I really need to be going. I'll think about what you said and continue my research." "Ellen," Shirley said. "Dean has plenty of time during the day since he is retired. I am sure that he would be glad to come over and do your yardwork for you. Just make up a list and he will take care of it. That way you could stay and see a live demonstration. I'm sure Shirley would even let you participate if you like." "Well. If he does my yard work, then maybe I'll stay a little longer." She said. "After all, a girl needs to have some fun every now and then and I think this might be just what the doctor ordered." "Great." Shirley said. "I was just about to start the second half of Dean's paddling. Sit with Barbara and she will explain a little more about a Female Led relationship and how to control a man." I resumed my position over the back of the chair. "I saw you staring at her." Shirley whispered in me ear as I bent over the chair. "She's pretty isn't she? I saw your cock jerk while you stared at her ass. You need to learn not to stare though. It will get you in all kinds of trouble. I'm going to paddle you extra hard now, but if you're good, and she is willing, I might just let you have a taste. I think she needs it as much as you do. I know how much you like oral." "His ass is still red" Ellen exclaimed. "How many did you give him?" "About 120." Barbara replied. "I was going to stop at about sixty, but poor Dean lost count so I had to start over. Now, Shirley is going to apply an equal thrashing. I'm sure she'll let you take a few swings if you like. "We'll see." Ellen replied. Shirley administered the strokes with more regularity. She was hitting harder than she ever had before, but they were nowhere near as hard as the extra strokes that Barbara had delivered. My erection was gone by 30 and I was visibly crying by 60. Shirley took a break and sat down with Barbara and Ellen. "Drink some more water Dean," Shirley said. "You need to keep hydrated." Shirley asked Ellen if she wanted to take some swings. "My arm is getting tired" Shirley said. "I'm not used to this much manual labor." "I don't know." Ellen said. Shirley handed her the paddle. She looked it over for a few minutes, swinging it through the air. It was made of ¾ inch oak and measured about 16 inches long and three inches wide. It had a slim handle and leather wrist cord. There were 9 holes drilled through the business end. Each was ¾ inch in diameter. She patted herself on her leg with it a couple of times, feeling the weight and the intensity of the impact. "Assume your position," Barbara said to me. "Ellen are you ready. Doing is a lot more fun than watching. We'll help you. Dean, why don't you beg Mistress Ellen to paddle your ass?" "Please Mistress Ellen. Please paddle my ass" I started. "I know I am underserving of your attention. Any woman as beautiful as you should not be expected to take her precious time to discipline a poor excuse of a man such as me. I know you do not know what I am being punished for but being a male should be reason enough." I was try to recall some of the stories I had read where a man had been instructed to beg his mistress for punishment. I wanted to get between her legs and I wouldn't get the chance if she left. Ellen was standing behind me trying to decide what she wanted to do. "Please Miss Ellen," I continued. "Imagine I am your husband who is cheating on you with some young blonde. I'm sure she isn't as beautiful as you but he prefers her to you. They are making love on your bed as you work har..." That did it. The first stroke of the paddle landed across both cheeks. It hurt. She swung nearly as hard as Barbara. She followed the first up with three in rapid succession. She paused for a moment and then two more together. "Take that!" you bastard. "I'm going to beat you until you beg for my forgiveness, not that there will be any." "Ellen!" Shirley yelled. "Ellen, come out of it girl. That's not Jack... It will be alright... Dean, are you OK?" Barbara was chuckling. She thought it was funny but my ass knew differently. Ellen had calmed down now and Barbara came over to help console her. The Vacation Pt. 03 "Never swing this in anger." Barbara began. "It is too easy to get out of control and do something you will regret later." "Yes ma'am" Ellen said. "You are absolutely correct. I don't even remember hitting him. How many..." "Six dear" Barbara replied. "And you were swinging the paddle like a tennis racket which is fine when using the strap but not really effective when using the paddle." Barbara said. She demonstrated the proper technique for Ellen and laid a vicious blow to my butt. Involuntarily I stood up and covered my ass. Two extra was all Barbara said. "OK Ellen." Barbara continued. Go ahead and give him a couple of smacks. We won't count them as they are only practice swings. Make believe that's a baseball bat and try to hit a home run." The first swing of the bat hurt like hell, especially on top of the ones my butt had already received. "That was a solid single." Barbara said. "Good, that's more like a double." She said after the next blow. "Give it just a little bit of an uppercut. Aim for the lower part of the butt. That's where the most padding is. Just be sure to avoid his balls. They're easily damaged by blunt trauma." "A home run." She said as I raised to rub my ass. "Two additional for you." The next two practice swings were of equal intensity. I received one more as a replacement stroke and then the actual paddling began. By five I was regretting I had begged her to participate; by 10 she had me crying, after 15 I was begging and by 20 I was blubbering like a baby. "Let's aim a little lower." Barbara said. His upper thighs are pale right now. You'll be able to see them change to first a nice shade of pink and then to a deep red like his ass. Remember to avoid his balls." Barbara held me down for the remainder of the paddling, including the 11 extra strokes which Barbara told her to apply as hard and as fast as she could. When it was over I was released from the chair and told to refresh the ladies drinks. This time Ellen asked for a glass of wine. I was told to stand in the corner with my hands behind my back. Don't you dare rub your butt or I'll restrain you so you can't. The women talked among themselves for the next 15 minutes. Ellen was panting and had broke out in a sweat. She was talking about how empowering the paddling made her feel; and how aroused it made her. "I wish I could grab some young hunk and just fuck his brains out." Ellen exclaimed. "Gotta do this again sometime. Now, what's next on the agenda?" "Well, Dean has some training he supposed to do but I don't think he is in any shape right now." Barbara said. "I think we'll let him rest for a little while. There's a little Italian restaurant I saw when we were coming in yesterday. I think we'll go out for a bite to eat. You're welcome to join us if you like. We can talk a little more about your situation and how we can get Jack to see the light." Shirley took me up to the bedroom and gave me some extra strength Tylenol to help ease the pain and prevent swelling. Barbara gave her some ointment that she ribbed on my butt. She examined me as she rubbed the ointment in. "I don't think there is any real damage." She said. "It looks like the paddle caused some bruising but everything should feel be better in a few days." I figured I would be sore for at least a week. "Get cleaned up while we're gone." Shirley said as she was leaving. "We're going shopping when we get back from lunch." "Come on Shirley." Barbara said. "Let's head over to that Italian restaurant we saw yesterday and have some lunch and a glass of wine. Then we'll come back here and get ready to go shopping. It'll be my treat. I really owe you. This weekend has been fabulous." The three of them left me to recover while they ate. I wasn't really hungry but I did force down a sandwich and a drink. I took a shower which helped a lot. Other than the back of my legs being stiff from bending over so long and my butt aching, I felt pretty good. I was lying on the bed when they returned. On my stomach of course. "Dean, would you come down here please?" Shirley called out. I came down the stairs slowly as I was still stiff. I found them in the living room. "At lunch we came to the conclusion that Ellen is in need of some attention, and we are always willing to help a sister in need." Barbara said. "Ellen, assume the position." Ellen bent over the chair just as I had done earlier that same day. Barbara went over to the chair and grabbed Ellen's shorts and yanked them to the floor. Ellen's wasn't wearing underwear and her naked ass was now on display. "Honey," Shirley said. "Tie her legs to the legs of the chair and secure her hands to the seat. Make sure she is secure enough that she won't fall over if she starts to thrash around." This was a command I followed instantly. I grabbed the straps that secured me to the chair and grabbed a couple more to secure her hands. "Ellen" Barbara said. "You know you need this." "OK honey." Shirley said. "I expect you to bring her to at least two orgasms while we get ready to go shopping. That's the least you can do for her after you got her so hot this morning." I kneeled behind her. She was already wet at I stuck my tongue out and tasted her. I had to access her from behind but could easily reach her cunt as well as her ass. She was clean shaven, but the trace of stubble indicated she was a true blonde. I kissed her along her inner thigh for a few minutes before starting to gently lick her from front to back. She started to squirm but the rope held her secure. I occasionally darted my tongue into her, penetrating her cunt and causing her to shutter. I kept this up for about 10 minutes before concentrating on her clitoris. I sucked it into my mouth and licked it with my tongue. She was thrashing about, unable to get free, not really wanting to. She was close to climax so I again shot my tongue out, penetrating her there once again. This time I rolled it around as deep as I could. She convulsed and began to gush her womanly juice. I sealed my mouth over her cunt and devoured every drop. When she finally finished I immediately attacked her asshole. I never gave her a chance to recover. She wasn't prepared for that and tried to stand straight up. Her bindings prevented that and after a brief struggle, she calmed down a little. I continued licking and she started rubbing her ass across my face. She began pushing against my tongue. I felt her anus open up and my tongue entered the outer regions of her rectum. I tried to penetrate as deep as I could. She moaned softly and begged me to push deeper. She was pushing hard against me, rubbing her ass up and down. Marking me with her scent. Finally she began shaking. "Eat me" She yelled. I withdrew from her ass and began sucking on her cunt once again. I grabbed her clitoris with my lips and pulled gently. I flicked my tongue back and forth, torturing her organ of sex. I slowed my efforts, returning to slowly licking her with my tongue. I wanted to delay her eventual orgasm. I wanted to tease her. "Bitch" She yelled. "I need to cum. God how I need it." I returned to her ass. I probed her hole for a while and then stopped. I returned to her inner thighs and kissed all the way down to her feet. I wanted to suck her toes but that was impossible. I returned to her clit. I sucked on it hard, drawing it into my mouth. My tongue was working fervently. She was ready. She exploded a combination of her love juice and a little pee. I drank both down. She continued rubbing my face even after her climax had passed. It seemed like an eternity. It felt like heaven. When she finished she collapsed over the chair. "That was the most intense orgasm I ever had" She said. "Do me a favor and clean me up and untie me. I really have to get home." I untied her and told her to sit down while I cleaned her with my tongue. When finished I took the opportunity to kneel before her and thank her for the paddling and the privilege of serving such a beautiful woman. I gently lifted her right foot and began sucking on her toes. I licked and sucked for several minutes before worshiping her other foot. She had closed her eyes and was humming as I finished. "That was exquisite." She said. "Think I could get used to being pampered like this. I'll see you Tuesday." I heard applause and looked up to see Barbara and Shirley applauding my performance. I don't know when they came downstairs or how much they saw, but both were grinning at me. "I think I might try a repeat performance of that tonight." Barbara said. "Me too" added Shirley. As she turned to leave, Ellen smiled and said. "I think I'll take Tuesday afternoon off." She said. "Be sure to bring your paddle when you come. I might need to provide a little motivation." "I doubt that." I said as Ellen walked out the door. "Time to go shopping." Barbara said, bringing me out of my daydream. "It'll just take me a second to get cleaned up." I replied. "I told you to get cleaned up while we were out." Shirley said with a little smirk. "No time for that now. You'll just have to go as you are. Come on, you're driving." I realized that in addition to giving me a nice reward, she had used the episode to provide me with another opportunity to be humiliated. I was going to the mall with Ellen's juice drying all over my face and her scent reminding me of what had just happened. My cock was hard as a rock and tenting the shorts that I wore. It was going to be a long afternoon. Chapter 4 The shopping trip (coming soon) The Vacation Pt. 04 Chapter 4: The shopping trip We arrived at the mall. It was crowded as there were lots of Labor Day and back-to-school sales going on. I dropped the woman off at the main entrance and went to find a parking space. Shirley told me to meet them at Macy's. I finally got parked and headed across the parking lot and into the store to find them. They were talking with a young sales associate when I caught up to them. They were talking about the poor selection of clothing available in the larger sizes, especially the 5X that Barbara wore. Tina, the sales associate suggested they try Cindy's. It was a new store that opened about a month ago and catered to big and tall women. "Here come's Dean." Shirley said. "We might as well buy him a few thing while we're here. Let's see if they have anything in his size." I greeted the women with a smile. I was introduced to Tina. She was a petite girl with long brown hair. Very cute. She was short and slim, barely 5" tall. Although she was slender, she had enough curves to do justice to the white blouse she was wearing. Her skirt was navy blue and came to mid-thigh. The high heels she wore made her butt protrude slightly. It was shapely and beautiful, especially with the way her skirt hugged her hips. Shirley had found a few things she liked and Tina was ringing them up while Barbara waited patiently. Tina asked Shirley if she had an account here and when Shirley replied no, offered to sign her up. "You get 20 percent off on your purchases today." Tina said. "That's in addition to the sale price." "Do you work on commission, Tina?" Shirley asked. "Why yes we do." Tina replied. "And this month's been really slow. I hope the sale this weekend helps out. I go back to school next week so a good weekend worth of sales would be awesome. If I can just get two more people to open up accounts, I get a $50 bonus and an extra 10% commission on all of the purchases charged to the new accounts. The only problem is I'm getting ready to get off and the promotion ends today." "You've been so helpful." Shirley said. "I feel really bad that we have taken up so much of your time but haven't bought much. Give me an application, and give one to my boyfriend Dean as well. That will make your quota, right?" "Yea. That's awesome. Thank you." Tina replied. The women continued to gossip as Shirley and I filled out our applications. Shirley and I were both approved and Tina said we would receive our cards in the mail in a couple of days. "Dean, why don't you see if Tina can help you find something that will fit you?" Barbara said. "Shirley told me you needed some new clothing for our trip." "The Men's Department is on the second floor. They have their own sales associates so I'm afraid I can't be of much help." Tina said. "That's OK." Shirley replied. "He wears woman's clothing." "Are you serious?" Tina asked. "I have a couple of male friends who dress in women's clothing. You know there are a lot of gay men at the university. Some are cross dressers as well. They come in here all the time. Since I already know about their fetishes, they aren't as embarrassed when I wait on them. I never would have expected that..." "He's not gay and he isn't a cross dresser." Shirley replied. "He's my submissive and he wears women's clothing because I tell him to. I'm tired of him wearing my panties so we're buying him some of his own. I'm tired of him getting mine all out of shape. Just look at him. Look at the tent in the front of his shorts." "Actually I was." Tina replied with a chuckle. "It looks pretty impressive." "He spent the last week in chastity, Tina," Shirley replied. "As a reward for good behavior, I let him out today and look what happens. I even let him eat some pussy before we left home. It got him a little worked up as you can see. He's suffering a little bit right now since I didn't let him freshen up or relieve himself when he was done." Tina's face was a little flushed now. She stared at me for a minute and then smiled. I cast my eyes down, looking at her feet. I couldn't manage to look her in the eyes. "OK then, let me show you what we have." Tina said. "What size is he, I mean what size is he wearing now?" "He has on size 8/10 panties." Shirley said. "Let's start with some briefs. I think he needs some plain colored ones for everyday use and maybe some more lacy ones for when I want to show him off a little." My face had turned beat red. There were other customers nearby and Shirley was speaking in a normal tone. I noticed some of the women were trying to ignore us but some were smiling and had obviously overheard the conversation. We went over to the panty display. All three women looked through what was available. Shirley would hold a couple of pairs up at a time and ask me which I liked best. She would then hold them up to me to see if they would fit. She picked out about a dozen pair and gave them to Tina to ring up. "Do you have anything that will control his tummy?" Shirley asked. "And something to shape his ass would be wonderful as well." "I think some control top panties would work." Barbara added. "Maybe a girdle too to control that stomach bulge he has." "I don't think we have any girdles big enough for him to wear." Tina said. "We do have some control top panties though. They will help some." Shirley selected several more pairs of panties for me as well as some panty hose. She then wanted to look at some of the summer wear. "No dresses or anything too obvious." Shirley said. "He won't be going out in full drag. Maybe some ladies denim jeans or pants would work." "Shorts would be good for the beach." Tina suggested. "I've got some nice Bermuda shorts as well as some denim ones. There's a good selection of colors and a few that are patterned." Shirley picked out four pairs of shorts and another four pairs of denim pants. They were of different colors and some even had lace trim. "Is there somewhere Dean can go to try these on?" Shirley asked. Barbara was standing about 10 feet away. She was smiling and enjoying my humiliation. Tina was trying to figure out what to do. She didn't want to send me up to the men's department and didn't think the women's fitting rooms would be a good choice either. "I don't think you can use the fitting room here, it would cause too much of a commotion with the other shoppers. There is the men's fitting room but it's on the second floor in the men's department. I don't think that is a good option either." Tina said. "We do have a break room off the corridor leading back to the warehouse. There might be a few employees in there taking a break, but there is also a restroom. Dean could change in there if that's ok." "I think that would be suitable." Shirley said. "Let me check with my manager." Tina said. "This I something we don't usually do so I better get her permission." Shirley smiled and Tina went to check with the manager. She returned in a few minutes followed by a stern looking woman of about 50. The manager was a no-nonsense direct to the point woman. She had red hair and had glasses that hung around her neck. She was about 50 pounds overweight with most gravitating towards her hips. Shirley explained the situation while I remained silent and stared at the floor. "Someone will need to accompany you for security reasons." The manager said. "I'm getting off now." Tina said. "I don't mind staying over a few minutes to assist them. That way we won't be short staffed on the sales floor." The manager smiled and told us to go ahead. Tina gathered up all of the underwear Shirley had been browsing through and took them to the register. She then showed us the way to the breakroom. When we got there, three women were sitting at the table drinking coffee and gossiping. They stopped their conversation as we walked in. Tina pointed to the restroom. I went inside and used the toilet seat to sit and change into the first pair of shorts. Barbara and Shirley sat at the table with the other women. Tina closed the blinds and guarded the door. I wanted to avoid having to come out and model the clothes to a room full of women but Shirley insisted I come out and model each item. As I feared, when I opened the door, the women were still there. They all were looking at me. Shirley told me to turn around so she could see the back. I wore a pair of pale green, button up shorts that came to my mid-thigh. They fit comfortably in the waist but were a little tight in the legs. She had me bend over to check how much room I had in the seat. My panties were clearly visible as I bent forward. "He's wearing panties." One of the women said. "Well I never..." "Yea, I make him wear them." Shirley said. "He wears what I tell him. In fact, he does whatever I tell him to do. If I told him to kiss your feet he would do so without hesitation." "I've never heard of such a thing." The woman said. "Dean. Go and beg her to allow you to kiss her feet." Shirley said as she pointed to the woman. "In fact, beg all of the women to allow you to do the same." I went over to the unknown lady and got on my knees. I asked permission to kiss her feet. When she didn't reply I began to beg her. Finally she stuck one and then the other foot out and I kissed each before moving on to the next lady. After I had finished with the three strangers who were seated, I went to Tina. I was kissing her right foot when the manager came in and asked what was going on. She tried to maintain a stern look, but she gave away her amusement when she smirked. "Helen, time for you girls to get back on the sales floor isn't it?" The manager suggested. The women got up to leave. Helen was saying how she couldn't believe that a man would subject himself to such humiliation. Her friends nodded in agreement. I approached the store manager next and offered to kiss her feet as well. "Very well." Ms. Williams, the manager said. "Just be warned, if you don't do it properly, without slobbering, you'll be sorry." I managed to kiss her feet to her satisfaction. I then kissed Shirley's and Barbara's. When I was done I was directed to change into something else. I continued to model the other clothes. Shirley had picked out one pair of short shorts. I left them until last, hoping that Ms. Williams would leave before having to model them. They barely covered my ass cheeks they were so short. They were made of a stretchable material similar to spandex. They were mostly light blue with a floral pattern. They were so conforming that my erection was evident to anyone who chose to look. "How revolting." Ms. Williams said. "Having an erection like that in front of a group of women. You need to learn to control that thing while in public. I think you need a good spanking. I don't have my hairbrush, but my hand can do enough damage to teach you a lesson." "I have mine." Barbara said. "Never leave home without it." "Tina, would you lock the door?" Ms. Williams asked. "I don't think we want anyone disturbing us. Dean, pull those pants down and lose the panties as well." My ass still showed the effects of my morning paddling. I was told to lie across Ms. Williams's lap and put my hands flat on the floor. Ms. Williams noticed the color of my butt and rubbed it for a moment before looking over at Shirley. "He earned a punishment this morning." Shirley said. "He got a real blistering from my paddle. I'm afraid he's going to be a little sore for a few days." Ms. Williams began spanking me. She would spank the same spot five or six times before moving on to another area. By the time she reached 50, the crimson color of this morning's paddling had returned. Barbara's hairbrush stung but wasn't as intense as the paddle had been. Even so, I had begun to tear. She stopped to rest for a minute and resumed her conversation with Shirley. Tina was looking at how red my ass was. She reached out to touch it and I winced a little. "God that's hot." She said. "Does it hurt much?" "Tina." Ms. Williams said. "If it didn't hurt, it wouldn't be effective. Do you want to give him a few?" "I don't think I should." Tina replied. "I've never seen anyone spanked before, much less done it. I wouldn't know where to..." "Nonsense," Ms. Williams said. "Every woman should know how to punish a bad boy. I've had more than one across my knee. Dean, go bend over the table. Put your forearms across the top and don't move them." When I was in position, Tina was told to give me about twenty strokes on each cheek. The first few blows stung but didn't really hurt. As Tina got her swing down the pain increased. By the time she had finished she was panting and sweating. My butt hurt and Barbara was laughing." "Take care of your boyfriend like that and you'll see a big change in his demeanor." Ms. Williams said. "Now, take all of these clothes out to the register and ring them up. We'll be out shortly." "I don't think anyone who lets a girl half his size and young enough to be his daughter deserves to wear men's clothing." Shirley said. "So he's going to wear these shorts out of the store. You can take his old clothes and put them in the bag with his new things." After Tina left Ms. Williams explained that she spanks her husband any time he misbehaves. "It started out as something we did prior to sex. He began to like it and our sex lives improved." Ms. Williams said. "One night we went to a party and he kept trying to hit on a couple of my friends. They told me about it and I got pissed. I waited until we got home and suggested a little spanking as foreplay. I blistered his ass that night. I didn't stop until well after he was sobbing and begging me to stop." "He got a repeat performance every night for a week." She continued. "Now, he knows I'm the boss and when I say jump he asks 'how high'. We haven't experimented with a lot of other things but I have started to visit several sites on the internet that deal with FLR's. I'd like to expand my control over him and learn other ways to discipline a naughty husband." "I know what you mean." Shirley replied. "I'm new to this too. My friend Barbara has some experience and is mentoring me. That's why we're here today. Dean had a fantasy about being humiliated in public. We're making sure that fantasy becomes reality. We've just started but I'm sure Dean is ready for us to stop. Isn't that so Dean?" "Yes Mistress Shirley." I replied. "I know what you mean. Using public humiliation is a great tool." Ms. Williams said. "We kept everything we did private until about 6 months ago. That's when a friend introduced me to a women's group here in town that meets monthly to discuss the FLR lifestyle." "Most are married women." She said. "But there are some single women who are members. A few of them have never been married, but most are divorcees and widows. The group is very selective and secretive. Anything discussed in the group stays in the group." "That sounds kind of interesting." Shirley said. "How can we join?" "Well, only you can join." Ms. Williams said. "As I said, only women are allowed to be members. Once you are a member, you can bring a male with you to meetings if you want. Most bring their spouse but some bring significant others, family members, or just friends." Ms. Williams continued. "I can email you an application to fill out. E-mail it back to me or seal it in an envelope and drop it off for me here. After it is reviewed and a background check is completed, someone will call you to set up an interview. If you get through the interview process you are required to go through an initiation. After that, you are voted on by the membership. If elected, you pay your dues and you're in." Ms. Williams resumed her spanking. I went back over her knee. This time she concentrated on my upper legs and thighs. She continued until they matched the color of my ass. She then let me get up. Tears were rolling down my face. I got dressed while Ms. Williams and Shirley finished their conversation and exchanged contact information. They hugged and then led me out of the room back to the sales floor. "She must have spanked you some more." Tina said, drawing the attention of several customers standing in line. "I can plainly see how red your thighs are; and your eyes are puffy. You look like you've been crying. It kind of looks like a bad sunburn but we know what caused that burn don't we?" Shirley told Tina that I would be visiting on a regular basis. She told Tina that I was to ask for her whenever I shopped here so that she could get the commission. She also told me to give Tina a 20 dollar tip for all of her assistance today. She said I would also be required to leave a tip each time I came in. "Tina." Ms. Williams said. "Remember to be discreet about what you saw today. The store does have a reputation we need to think about. If I am in the store whenever Dean comes in, make sure you let me know. You know how much I like to chat with our preferred card holders." "Yes Ma'am, Ms. Williams," Tina replied. Shirley thanked Tina and Ms. Williams as we headed to our next destination. We headed to the shoe store. Both women tried on numerous pairs while I stood and waited. My butt still hurt, and I imagined everyone was staring at me knowing I had just been spanked. A few were checking me out but most were too busy with their shopping to pay much attention to me. The women each purchased two pairs of shoes and gave me the bags to carry. We continued to walk through the mall. We stopped at several more stores. The woman browsed through the merchandise in each store. They purchased a few items and then made me carry the bags. Mostly they took every opportunity to try and embarrass me. At one store a 40ish year old woman came up to Shirley and asked her if she really did spank me in Macy's. "Of course not." Shirley responded. "I let Ms. Williams, the manager spank him. It was her that he offended." Shirley turned and walked away and I followed leaving the woman shaking her head in disbelief. We finally came to Cindy's; 'The store that caters to Big, and Tall Women'. We walked inside. The store wasn't as busy as many of the other stores we had passed. There were only a few customers. One woman had to be at least 6'5". The remainder were simply large. One was even larger than Barbara. One of the sales associates greeted us and asked if she could help us find anything. We told her we were just browsing right now but would give her a shout if we needed anything. Barbara asked if they had anything in a 5x and the associate directed her in the right direction. Shirley found some denim jeans and shorts that she liked. She also found a cute swimsuit. We headed to the register. The sales associate was talking with another woman. Shirley interrupted and asked if they could help her find some control panties and girdle. She directed us in the right direction and asked Shirley what size she wore. "They're not for me." Shirley replied. "They're for him." "Ah, we don't handle male clothing." The sales associate replied. "That's ok." Shirley said. "I makes him wear women's clothes. Look at what he has on now. Do they look like anything a real man would wear?" "Well, I guess not." The associate said. She showed us a couple of panty girdles and explained how they were reinforced to control my shape. She took out a tape measure and started measuring me to get the correct size. "I think these will fit." She said as all the women in the store were watching what was going on. I looked at her name tag. Bev was her name. She was one of three people working the sales floor. All were large women. I assumed that customers were more at ease dealing with someone their own size when shopping for clothes. Bev was tall. In fact she was about 6' 2". It would be polite to call her 'large boned'. She was height/weight proportional but a little on the heavy side. She was probably in her early 20's and weighed about 280. She wasn't obese, but she wasn't athletic like Ellen. Big all over best described her The Vacation Pt. 04 "Ma'am?" Bev asked. "I was just curious why he's wearing women's shorts. They are kind of cute on him, but they're not what most men are wearing these days." Shirley answered. "He's my submissive and I have decided that he will be wearing female clothing from now on. He's not really a cross dresser or gay or anything like that. I just want to embarrass him a little when he's in public. I want him wearing something feminine enough to cause some embarrassment. I also need some corsets and intimate wear for him to wear under his pretty new clothes." "How about some Capri pants or spandex bottoms?" Bev asked. "We also have some shorts in various colors and trims that might work. He'll also need some blouses and pull over tops, maybe some that are sleeveless will do." "Yea. You've got the idea." Shirley replied. "And some nice frilly undies and a nice nightgown too." "Let's look over here." Bev replied. "We have some summer things that are on sale." Shirley picked out several outfits. They included blouses and sleeveless tops in various colors and trims. She also picked out some Capri pants and some more Bermuda shorts. There were also a couple of pairs of denim shorts and two pair of swimsuit bottoms. "Is there somewhere that he can try these on?" Shirley asked. "Follow me and I'll check with mom." Bev replied. "She owns the store." Cindy actually towered over her daughter by about 4 inches. At first I thought she was wearing heels, but when I looked, her feet were flat on the floor. She was trimmer and appeared more athletic than her daughter. I guessed she was about 45 and weighed about 220. Cindy said it would be OK to use one of the fitting rooms since they weren't real busy right now. "Just be discreet." She said. We walked back through a short corridor to where four individual dressing rooms were located. "This one's empty." Bev said. "I'll be back in a moment. I want to check on your friend." I tried on the outfits that Shirley had selected. She made me come out of the fitting room to model each one for her. Several of the other customers were trying on clothes in the other rooms. One time I came out to find Shirley and Bev talking. I heard Bev say that her mom was a little over 6'6". Her dad was tall also. She said her mom played basketball in college and even tried to play professionally. "Although I inherited the height gene." Bev laughed. "I didn't inherit any athletic ability. I got a scholarship to attend college and play ball. I did ok because I was so much taller than everyone else, but I just didn't have the ability to go farther. So here I am working at mom's store while I work on my master's degree in business." She said a store like this was needed in the area because it was so hard for large women to find clothes that fit. "Buying on line isn't a good option," she said. "Most women wanted to try the clothes on before purchasing. We also provide a lot of services including free alterations." I continued to model the clothes Shirley had picked out. I put on the panty girdle last. It was so tight I couldn't breathe. When I stepped out of the room a women exclaimed 'my God' and headed into one of the other fitting rooms. Shirley was looking me over as she continued to talk with Bev. Bev asked her how I became her submissive and Shirley related the story. "Hmmm." Bev said. "Sounds like a cool arrangement, at least for you. How does he feel about it?" "He's the one that begged me to do it to him." Shirley said. "He kept begging me to dominate him since we first met. Last month I started doing it and now I really like it. You should have heard him holler this morning when my friend and I paddled his ass. Here she comes now. Barbara, I think you met Bev. Her mother owns the store." The three women talked while I went back into the fitting room to try on some of the other outfits. I was in my panties when the door swung open and Bev came in. Shirley said I could take a look at your butt." Bev said. "Get up and turn around." The room was larger than the normal sized fitting rooms found in most stores. I guessed that was because of the clientele that this store served. Bev took my place sitting when I got up. She grabbed me and pulled me over her knee so she could get a better look at my butt. "Wow, look how red it is." She called out to Shirley. "And his cock is hard too." "Feel free to give him a few smacks if you want." Shirley said. "He's not supposed to be enjoying this. Spank him until he loses that erection." Bev began spanking me. Her hand was larger than most men's. She was strong and each swing of her arm sounded like a gun going off as she hit my ass. It hurt. It hurt more because of the bruises already covering my sore butt. I received about 50 slaps. I was sure the women in all of the other rooms could hear what was going on. I was sobbing by the time she was finished. I continued to lay across her lap. "God that made me hot." Bev said. "Feel free to use his tongue." Shirley said. "Make him thank you properly for taking the time to discipline him. Use it for as long as you want. Barbara and I are going to go try on some of these clothes. Come see me when you're finished with him." Bev told me to kneel before her. She stretched her long legs out and spread them for me. She told me to get started and to be gentle. I began with her feet. I sucked each toe. Her feet were proportional to the rest of her body. They were long and slender. I worshiped her feet until she demanded I move higher. I kissed up one leg while I gently rubbed her thighs. I did the same with the other leg. She was getting impatient and grabbed my hair, pulling me to her crotch. She opened her legs further, granting me access to all of her womanhood. I licked her gently with the broad surface of my tongue. I grabbed her clitoris with my mouth and gently sucked. Her clit was larger than any I had seen. In fact, all of her sex was large. I continued to kiss between her legs; gently at first and then more aggressively. I encouraged her to lean back and spread her legs further. I inserted one and then two fingers into her and started to push in and out slowly. She was getting wet and covered my fingers with her scent. I withdrew my fingers at let her calm down for a moment. I continued to kiss her softly on her inner thigh. She was moaning now and pulling my face into her again. My index finger explored her puckered asshole. I pushed but didn't try to penetrate her. She grabbed my head and pulled me tight. I could barely breathe. I pushed harder with my finger until I felt it pop in. She responded with a small convulsion; all of her muscles contracting at once. I started to swirl my finger inside of her, moving in and out, expanding her hole until it relaxed. By now she had neared her climax. My tongue darted in and out of her slit. It flickered back and forth. When she was ready to shoot I shoved two fingers back into her rectum. That was all it took. She drenched my face. She came again and again. When she finished she rubbed my face across her hot pussy. I cleaned up all of her juices. "Wow." She said. That was the most intense thing I have ever felt. I wanted to scream but I was afraid I would draw attention to myself. I've got to pee now but my legs are too weak to get up." I was still on my knees before her. I leaned forward and sealed my mouth over her vagina and started to suck. She went wild. "Not again." She said. "I've got to pee. No... Please... No...Yes... Yes... God." I swallowed her pee. She had trouble controlling the flow to keep from drowning me. It lasted for several minutes as she released a steady stream for a while and then stopped to allow me to swallow. She started and stopped over and over until she was finished. The pee was salty but didn't taste bad. When she was finished I was erect again. "I guess I didn't punish you enough." She said. Next time I'll take you in the store room and really let you have it. I think mom might even like to give it a try." We paid for our things and headed to the car. It was nearly 6 pm so we decided we would postpone the cookout until tomorrow. We had dinner at a nice restaurant. I got a few stares because I was still wearing the shorts that Shirley had instructed me to wear. The hostess seated us in a secluded area and we had a quiet dinner. Barbara and Shirley took it easy on me during dinner. We had a normal conversation just like friends having a nice dinner. We talked about the day's events and they asked me what I enjoyed and what I didn't. I told them that although the paddling was painful, it did excite me; especially when Ellen showed up to watch. I told them that I liked the oral sex the best but even drinking the pee was ok. I told them that the experience at the mall was intense and embarrassing, especially at Macy's when Tina spanked me. I told them I didn't think I could take any additional paddling for a while. "But your cock still managed to get hard." Barbara said. "So you must have enjoyed it at least a little." "I guess so." I replied. "But I sure wouldn't want to repeat today very often. My ass is going to be sore for a week." "Then you better be good for the rest of the weekend." Barbara said. "I've got a few more things planned for you. Let's head home. You have a training session we need to take care of." We stopped at the grocery store on the way home. We needed some things for the cookout tomorrow. Judging by the quantities of food Barbara bought, I suspected that she was expecting to feed a small army. When we got home I began putting the groceries away and then took all of the afternoon's purchases upstairs. Shirley and Barbara both decided to take a bath. It was 9 pm before Barbara called me to the bedroom. "I promised you some training." Barbara said. "Come kneel before me." She started by putting a harness over my head. The harness had leather straps which, when tightened, prevented me from removing it. Next she put a collar around my neck. Barbara put on a leather harness as well. The straps of her harness fit snugly around her waist and thighs. Next, she put a gag in my mouth. Once in place, my mouth was stretched open and I was unable to close it. It didn't take long for my jaw to start hurting and for me to start drooling. Barbara told me to stick my tongue out as far as I could. She smiled as my tongue extended out of my open mouth. "I promised you that I would train you to heel properly on my command." She said. "These harnesses will be mated together using these straps. When I tighten them your head will be drawn into my bottom. You will be unable you remove your lips from my buttocks or close your mouth. You will be required to crawl after me with your face buried in my ass for as long as I desire. Shirley will help to motivate you with this riding crop. Whenever I feel that you are not paying close attention to my ass, I will give her a signal and she will start wailing away at your butt. I'm sure the quality of your ass worship will improve quickly." She attached leather straps to the four D rings on my head harness and another to a D ring on the front of my collar. The other end of the straps were attached to the D rings on her harness. She drew the straps tight and my face was buried in the crack of her ass. The strap attached to my collar was passed between her legs and attached to a ring on the front of her waist strap. As she tightened this strap, my face was drawn down until my mouth lined up with her asshole. "Can you breathe?" She asked. I couldn't reply but nodded my head up and down. "Good." She said. "Now we will go for a walk. It is dark outside so it should be safe to go out in the back yard for a while. I will also take you around the house and up and down the stairs. During our little walk I expect your tongue to worship my ass. The walk will continue until I have an orgasm. Shirley will then take over and you will repeat your training with her. Nod if you understand." Breathing was difficult and my neck was strained uncomfortably. I again nodded as my tongue found her hole. I began to lick her ass. "I almost forgot." She said. "If I feel you are not tonguing me adequately, I will stop and squat. That will be a signal for Shirley to begin whipping your ass with her crop. I will continue to squat for a minimum of 30 seconds, maybe longer if I feel you're efforts haven't improved. That should give Shirley plenty of time to lay on plenty of strokes." Barbara stopped and squatted three times over the next 20 minutes. Each time she stopped, Shirley had an opportunity to administer blows to my bottom. She applied about 40 strokes before she was done. My ass was on fire, but that was not the only motivation I received. I guess Barbara wanted to reinforce the concept of ass worship because each time she stopped and squatted, she spread her legs a little giving me more access to her asshole. She then began to push against my tongue like she was trying to take a crap. My tongue felt her star puckering as she pushed back against it. Fortunately, nothing happened other than the humiliation of what she was doing to me. Barbara had her first orgasm of the night as I rimmed her asshole. She released me when I had finished and I cleaned her up with my tongue. She showed Shirley how to put the harness on and we repeated the training. Shirley used me for over 30 minutes before she also climaxed. "Barbara." Shirley said. "Help me loosen the straps. I need to use the bathroom so I need to get out of this contraption." "Sure." Barbara replied. "Just bend over at the waist so I can loosen this strap between your legs. That's right. Almost got it. It's really tight. Try spreading your legs a little. Now squat. Yea. That's it." Instead of loosening the straps, Barbara actually tightened them which repositioned my open mouth over Shirley's pussy. She then locked the straps in place with small padlocks. "What are you doing Barbara?" Shirley yelled. "I've got to pee now. I can't hold it much longer." "Well go ahead." Barbara replied. "There's nothing stopping you." I had told Shirley that I had wanted to experiment with golden showers on several occasions. She just wasn't interested. Now, it appeared she didn't have a choice. Barbara told me to start licking Shirley's pussy and not to stop until she has finished relieving herself. Meanwhile, Barbara started in on my ass with the crop. She laid the blows hard and I was sure she was leaving welts with each stroke. I increased my efforts with my tongue which only made it more difficult for Shirley to pee. After a few minutes I felt Shirley begin to shutter a little and she grabbed my head. She tried to pull me deeper into her but the straps already had me buried as far as I could go. I couldn't close my mouth even if I wanted to. Soon I felt the first spurts of her juice. It was a mixture of cum and pee. Soon she was cumming forcibly. She had grabbed my hair and was nearly ripping it out of my scalp as she tried to pump her cunt into my face. When her flow finally subsided she let loose with a torrential stream of pee. I nearly drowned as she couldn't control the flow. Some leaked out of my mouth. More went up my nose making it impossible to breathe. When she was done Barbara released her and told me to clean Shirley up with my mouth and then clean up the mess I had made. She told me to take a shower and then report to Shirley's bedroom. "My god." Shirley told Barbara as I cleaned up the mess. "That was the most intense orgasm I have ever had. When I let myself pee and I felt him licking me down there it was... It was like a total power rush. I nearly drowned him but I couldn't help myself. It was just... awesome!" Barbara reminded me we would repeat these sessions three time per day for the rest of the weekend. "Today was golden." Barbara laughed. "You never know, tomorrow might end up brown." Barbara was with Shirley when I reached the bedroom. Barbara showed Shirley how to secure me tightly to the bed in a spread eagle position. Shirley sat back in the chair beside the bed as Barbara crawled up and straddled my face. She was on her knees with her legs spread wide as she descended towards my mouth. She had taken the gag out but my mouth remained open and ready for her next assault. "Look at his cock." Barbara said. "It's rock hard and leaking. He really must enjoy oral sex. Maybe it's because we haven't let him cum in a week, but the thought of eating pussy or ass really turns him on. Look at how it points to the ceiling. You should come ride it. No need letting an erection go to waste. Besides, you can feed him his cum after he ejaculates. That would be fun to watch." I had never eaten male semen before. I wasn't gay and had no desire to suck cock or swallow male semen. I was sucking Barbara's cunt as I felt the bed move and Shirley straddle my groin. She lowered herself slowly onto my cock and knelt there for a moment before beginning to slowly impale herself on me. I could feel her getting wetter and she continued to ride my cock. I now had over 600 pounds of woman straddling me. It was difficult to breathe, but I managed. Both women were getting aroused. Barbara was rubbing herself across my face as I alternated between sucking and licking. Shirley was impaling herself faster and faster. It was hard to concentrate on both women simultaneously, but eventually Barbara pressed hard against my face and the whole bed began to shake. As she was enjoying the warmth of her orgasm, Shirley started hers. I couldn't hold back after being stimulated by both women. I shot my load into Shirley. My spasms lasted for nearly two minutes. When finished I nearly passed out. The women changed places. I had to eat all of the cum I deposited in Shirley's pussy. She was so enthralled in what I was doing that she never noticed Barbara mounting my cock and using me to bring her to a second orgasm. By the time we were finished it was after 1 AM. We were all exhausted. I slept between the two women; my cock finally satisfied, at last for the time being. Chapter 5: The cookout (coming soon) The Vacation Pt. 05 Note: This is the continuation of a longer series about a femdom relationship. It makes more sense if you start at the beginning. This is a work of fiction. None of the names or descriptions is intended to portray real people. It involves consensual and nonconsensual activities. If this is offensive to you please move on to another story. There are thousands on this site. ***** Chapter 5: The cookout I didn't sleep well that night. Shirley woke me up about 6 am to pee. She had me get between her legs. When I was in position she pulled me tight and locked me into position with her legs. I tasted the first drops of her pee moments later. A steady stream followed and she cautioned me not to make a mess. She controlled her flow better than she had the previous night, but it was still difficult to consume all that she had to offer. When she was finished she released me, rolled over onto her stomach, and had me kiss her ass until she fell asleep. About 8 am it was Barbara's turn. She was more experienced in being able to control her flow so I had less difficulty in drinking what she had to offer. When she was finished she wanted to be orally satisfied. I spent the next 45 minutes licking and sucking her pussy. She would have me penetrate her with my tongue for a while and then have me slowly lick across her clitoris. I would then suck on it while she threw her legs over my shoulder; holding me in place. She came twice during the session and when finished, I cleaned her up. "Get up and get breakfast ready." She said. "You have a lot to do today. The first session will be after breakfast so go get busy. We'll be down in 30 minutes." I was putting breakfast on the table when the women appeared. They were talking about today's agenda. I fell to my knees and greeted each of them properly. They sat at the table and continued to talk, ignoring me completely. After serving them their breakfast I was told to get under the table and massage their feet. About ten minutes later I heard a knock at the door. "Get up and answer the door." Shirley said. I scurried from under the table to answer the door. I hadn't been told to get dressed yet so I was still naked. I opened the door slightly and saw Ellen waiting on the porch. I invited her in and immediately fell to my knees and kissed her feet. "Very good." Barbara said. "I think you are finally learning." Shirley invited Ellen to join them for breakfast. I had prepared extra this morning since the women hadn't left me much more than scraps yesterday. Ellen joined the women and ate the meal I had planned for myself. I returned to my duties under the table but now had three pair of feet to massage. Ellen wanted to know how the shopping trip went so Barbara gladly gave her the play-by-play account of yesterday's activities. She didn't leave anything out and by the time she was done all three women were laughing at my plight. By the time the women had finished their conversation I was beginning on Ellen's feet. She started by telling everyone how much she enjoyed yesterday's activities. As she continued to talk she began moving her foot in my mouth. She would move her leg in a little kicking motion, forcing her foot deeper into my mouth and wiggling her toes back and forth to make sure each was getting maximum attention. "You know," she was saying. "I've really been lonely this past week. Other than yesterday morning, the weekend hasn't been much better. My daughter Beth is away at college and that damn husband of mine left yesterday morning for a golf outing with his buddies. He won't be back until late Monday night." "Are you sure he's golfing with his buddies?" Shirley asked. "I'll bet he's out with his girlfriend enjoying the weekend while you're here alone." "Not taking that bet." Ellen replied. "I think you are probably right." "We're having a cookout tonight." Shirley said. "Why don't you join us? It's obvious you don't have any other plans. We're going to eat about 6." "Sounds great." Ellen said. "I'll be here, but only if you let me bring the wine." "Come over whenever you're ready." Barbara said. "We can discuss how to deal with your unfaithful husband. I'm sure we can come up with something to even the score. Right now, it's time to take Dean for a walk. Would you like to join us?" "Sure." Ellen replied. I was instructed to get out from under the table and eat my breakfast. I was then to get dressed in the clothing that had been laid out for me upstairs. When ready, I was to report to Barbara in the guest bedroom. Barbara and Shirley headed upstairs leaving me alone in the kitchen with Ellen. As I fixed breakfast for myself she came up behind me and began rubbing my cock and balls. I was hard in an instant as she whispered in my ear how she enjoyed my foot massage this morning. As she massaged my balls with her left hand, her right hand found my right nipple. My nipples and cock must be connected somewhere because any stimulation of my nipples immediately makes my cock hard. Shirley had discovered my secret early in our relationship and often plays and pinches them to get me aroused. Ellen noticed the effect of her play on my cock and began pinching harder. She rolled the nipple between her thumb and index finger. She stopped massaging my cock and began playing with both nipples. After a few minutes I began to leak. "You really enjoy that don't you?" Ellen said. "Maybe we will continue this tomorrow afternoon when you are serving me as my slave. Right now, you better hurry up and get ready. I don't think Barbara likes to be kept waiting." I ate my breakfast and went up to get dressed. Ellen waited in the kitchen as she helped herself to another cup of coffee. I entered the bedroom and found one of my new panty girdles, a pair of pink shorts and a sleeveless top laid out for me on the bed. The underwear encased and constricted my body from my nipple line to mid-thigh. I looked at myself in the mirror and could see a difference in my physique. The garment pushed my chest up giving me the appearance of having female breasts. It also shaped by butt giving me a more feminine appearance. Next on were the shorts. They were loose fitting and came just above the knees. If it weren't for the color and trim they could pass for men's shorts, but the pink color and flowered waist made it obvious that they were made for women. The pullover shirt was cream colored and had a scoop neck. I went to the guest bedroom and stood for inspection. Shirley and Barbara were there checking something out on Barbara's laptop. I couldn't see what they were looking at as Barbara closed it when I walked in. Both women giggled as they had me turn around, bend over, stretch and assume various poses. They told me I had to do something with the bulge in my groin area and Barbara suggested I pull my cock between my legs. She said the panties would keep it buried there. I had to strip in order to do this and they took pictures with their cell phones of me completing my task. When they were satisfied at my appearance we went down to meet Ellen. When I walked into the kitchen Ellen couldn't believe her eyes. She held her hand to her mouth to conceal her giggling as she gazed at my appearance. Once she regained her composure she had me model the outfit for her. We then left to take a walk around the neighborhood. Fortunately there were only a few people on the sidewalk. Several shook their heads as we passed while others simply smiled as they stared at me. The women greeted each passerby with a friendly hello but few did more than just nod in acknowledgement. When we got back to the house I noticed Mrs. Adams, one of our next door neighbors was getting ready to mow her lawn. "Hello Ruth." Shirley said as she waved to the woman. "Beautiful day isn't it?" Ruth Adams was a matronly woman in her mid 50's. She was originally from England where she taught school. She met her husband there and moved to the States. She looked the part of a school mistress with her ample bosom and well-padded ass. I had seen pictures of her in her youth. She had been a handsome woman that I was sure turned many heads. She was of average height. Her face was more rounded now, a result of the 50 or so pounds she had gained over the years. She was a redhead in her youth, but I suspected the color of her hair now came from a bottle. She had maintained her British accent and always seemed prim and proper whenever you talked to her in passing. I could picture her as the strict headmistress of some school administering a sound caning to some errant schoolboy. My cock tried to stiffen. Ruth looked up from her work as we approached. Her eyes were fixed on me as she acknowledged Shirley's greeting. Shirley introduced Barbara and Ellen. "Shirley, what on earth is he wearing?" Ruth asked. "Aren't those women's clothes he has on? I think you need to take him across your knee and give him a good spanking for going out in public like that. If you can't, I guarantee you that I am more than capable of giving him what he needs." Shirley explained the situation which made Ruth smile a little. She had me turn around so she could get a better look at me. She continued to shake her head in disbelief. "I've heard of such things." She said. "Didn't know it was going on right in my back yard though. I certainly know how discipline, especially a good caning, can straighten up a naughty boy, but I never..." "You're right about that." Barbara interjected. "Spoil the rod and ruin the husband is what I always say." The women laughed at Barbara's paraphrasing of the well-known saying. "Ruth," Shirley said. "Dean is going to be mowing our lawn this morning since we're having a cookout this evening. I'm sure he wouldn't mind mowing your lawn as well. I'm sure he'll have plenty of time to do both." "That would be wonderful." Ruth replied. "You know I hate mowing, especially in the summer heat. My husband used to enjoy it, but since his death a couple of years ago, I have come to dread the weekly chore." "It's settle then." Shirley replied. "I'll send him over in a little bit. He has a couple of chores to do at home first. One more thing Ruth; when he's done with your lawn, be sure to inspect his work. If you still think he needs a little discipline feel free to administer whatever you feel is appropriate." "Oh my!" Ruth replied. "It's been so long since I've had my cane out. I don't know that I could do that." "It's up to you." Shirley replied. "Anyway, feel free to stop by for hot dogs and burgers later. We'll be eating about 6. We'll be in the back yard if you want to stop by." "By the way, when we're in the privacy of our back yard, I sometimes make Dean work in the nude. Feel free to enjoy the view. Hope to see you later." Shirley called out as she was walking towards the house. For the next hour the three women put me through my paces. I practiced crawling behind each woman with my face buried in their derriere. It was the technique Barbara had taught me. While I was led around by one of them, the other two cropped my butt. Each of them got an opportunity to be in charge. When they were finished I was told to report to Mrs. Adams. Shirley and her guests went back inside the house. I started mowing. My plan was to do the front yards and then tackle the larger back yards. After mowing for about 30 minutes, I had finished in the front. Mrs. Adams came out to inspect my work. She handed me a weed eater and told me to trim around the bushes and weed around the flowers. She gave me a broom and told me to sweep the clippings from the sidewalk and driveways when I was done. By 1 pm I was starting on our back yard. Shirley came outside and told me that she and the girls were preparing the food for tonight. When I was done with my mowing, I was to get the grill started and then get cleaned up. I saw Ellen leave. She was smiling as she waved at me. "Got to go home and check on the dogs and get cleaned up." She said. "See you in a little while." My cock continued to stir as I watched her ass gyrate as she headed towards her house. God what a fantastic ass she had. When I had finished our back yard I headed next door. I found Mrs. Adams sitting in a lawn chair as I opened the gate to her back yard. She offered me some lemonade and cookies which I gladly accepted. She continued to look me over as I ate and sipped my drink. When I had finished, she told me to strip. "I want to see what you have on under those shorts." She said. I'll bet you are wearing some nice girly panties... Oh, my. You're wearing a girdle. Turn around. Let me get a better look at you. Wow. I'll bet that makes you hot. I'm afraid you might even pass out working in the sun like that. Go ahead and take them off. You'll be cooler and more comfortable. I might even help you put it back on when you are done." I removed the undergarment. She was right, it was a lot more comfortable. My cock was also enjoying its freedom. It was erect and pointing towards my neighbor. I tried to cover up but she instructed me to put my hands on my head. She began inspecting my equipment. She stroked it for a few minutes and then squeezed my balls to keep me from shooting. "You should be ashamed of yourself for getting an erection in front of a lady without her permission." She said. "I think I'll have to do something about that. Get started with the mowing. I'll be back shortly. When she returned she was carrying a cane that looked to be about 36 inches in length. She swung it through the air a couple of times before tapping it against her leg. She had changed into a knee length black skirt and white long sleeve button up blouse with a high collar. Her red hair was pulled back in a bun in the back of her head. She looked like the stern head mistress I imagined her to be. "Here is what we are going to do." She began. "You will continue to mow the lawn with this push mower. Each time you pass by me you will stop and bend at the waist. I will administer one stroke on your bear bottom and tell you to continue mowing. You will thank me for each stroke. If you forget, I will repeat it until you remember. Is that clear?" "Yes Ma'am." I replied. "You will also keep track of the number of strokes administered. If I ask you and you cannot tell me the correct number of strokes you have received, will earn you 6 of my best. They will be taken with you bent over touching your toes. If you get out of position, we will start over. Is that clear?" She said. "Yes ma'am." I replied again I resumed mowing. As I passed her on my next round I stopped and bent over. I felt the sting of her first stroke. "Thank you Ma'am." I announced "Very good." She replied. "Continue mowing." The next round produced a similar stroke slightly below the first. Over the next 20 minutes I had received about 25 strokes. The pain was no longer the pain of individual strokes but a burning sensation that radiated across my buttocks. As time passed the burning continued to increase. Mrs. Adams began working on my upper thighs, hitting me in the fold just below my buttocks. After I had received particularly viscous stroke I watched as she walked to the other side of the yard and waited. When I got to where she now stood I stopped and bent over. "Whap." A moment later "Whap, Whap." "Thank you Ma'am." I said immediately. "Better remember your manners boy." She admonished as she turned to walk back to her original position. I knew I would now receive two strokes each trip around the yard. When I got back to where she originally stood she asked me how many strokes I had received. "Forty Ma'am." I replied. "Actually it is 43." She corrected. "Bend over and grab your ankles. Don't let go or we will start over." One... she landed a stroke perfectly in the crease below my cheeks. Two... Another stroke a quarter of an inch below the first. Three... Four... Five. Those three in rapid succession and causing me to lose my balance. "That's another 6 you have earned young man." She announced. I fell to my knees and begged her for mercy. I had never been caned before and had already received four dozen stokes. I couldn't comprehend the thought of any more. I kissed her feet and wept as I begged her to be lenient with me. "Very well." She said. "I will give you a chance at redemption. Finish your work then come and get me. We will talk further when you are done." It took another 15 minutes for me to finish the mowing. I put the mower away and went to find Mrs. Adams. "Are you finished?" She asked. I told her I was and she got up to inspect my work. She walked around the yard and shook her head. "I see you didn't use the weed eater." She said. "And I assume you left my broom out front as well. Tsk, tsk she said as she shook her head. I guess you need someone to supervise you. No wonder Shirley keeps you on a tight leash. I'll have to talk to her about that." "Yes Ma'am." I replied. "Now, about your caning." She continued. "I will defer it until later in the week. I believe 20 strokes is appropriate; plus the six punishment strokes you still owe. Let's make it two dozen. I do so like even numbers. I think Thursday would be a good day." "Yes Ma'am." I replied. "Now for the quality of your work." She said. "I think 50 with my paddle for failing to trim around the fence and bushes is appropriate. You can have another 50 for forgetting to put your tools away. I think I'll administer them at the party tonight. I'm sure everyone will enjoy the show." I was in tears. Ruth Adams seemed amused as I sobbed another 'Yes Ma'am'. After staring at me for a few minutes she continued. "If you are more thorough with your tongue than you are with your yard work, I might be willing to reduce your punishment." She said. "I can do that." I replied, eager to minimize the punishments I had already earned. "I will give you 30 minutes to make me orgasm. If you succeed I will reduce your punishment. Failure will increase it." "Yes Ma'am." I replied. I followed her up to her bedroom. She rummaged through her closet and emerged with two scarfs. She told me to turn around and tied my arms behind my back with one of them. The other she used to blindfold me. "I'll set the stopwatch on my cellphone for 30 minutes." She said. "You better hope you're done by then. You know what happens if you're not. Anyway, I won't untie you until I'm satisfied." She led me over to the bed and had me lay on my back. I heard the sound of her undressing and then felt the bed move as she climbed on. She straddled my head and settled onto my face. As I felt her sex push against my mouth I knew she had a thick bush. I started by kissing it softly. I smelled her aroma. She was already aroused. She started moving across my lips. She gyrated her hips as I licked her with the broad topside of my tongue. I swallowed some of her hair but I continued. I was jabbing away at the entrance to her vagina. She bounced up and down on it, moaning as she did. I felt her breathing quicken and I knew she was getting close. She raised up off my mouth and clamped her thighs together. She was trying to prolong the experience, delay the orgasm. When she had gained some self-control she settle again on my mouth. I started again. It was now her ass that she had planted on my face. I flicked my tongue across her anus and she moaned. She squirmed a little trying to position herself better on my face. I tried to penetrate her but whenever I did she pulled away. She was panting now. I was sweating. The heat from her body was stifling. I managed to breathe, but with every breath came the intoxicating smell of her womanhood. I knew she was ready to cum but I couldn't seem to get her over the edge. The Vacation Pt. 05 "You've got 2 minutes left." She said. She let all of her weight drop onto my face. I was pushing against her rosebud. She was pushing back. She rubbed it across the pointed end of my tongue to create more friction. I sensed she was masturbating herself as well. One minute to go she announced. I increased by efforts. Thirty seconds; nothing. Ten... Nine... Eight... And she erupted like Mount Vesuvius. She drown me in her juice. I imagined Shirley could hear her screams of ecstasy next door. She continued to rub herself across my face. It was her pussy now and I licked up all of its offerings. When she finally finished she got up and headed to the bathroom. I was still on the bed trying to get recover. "You still owe me 50. See you tonight." She said as she pulled the scarf from my eyes and untied my arms. She told me my clothes were still on the back porch but told me not to put them on until I got home. Shirley was in the yard when I got there. She took one look at my ass and wanted to know what happened. She had me bend over as she inspected Ruth's handiwork. "I guess licking Ellen's ass got you all worked up or maybe you just like your new wardrobe." Shirley mocked. "Anyway, it serves you right. Exposing yourself to Ruth Adams like that. I'm going to enjoy watching her beat you some more tonight, and I think I'll put you back in chastity since you can't seem to control that thing. Now get the grill started and get cleaned up. Our guests will be arriving soon." I got the grill out and lit the charcoal. I helped Shirley set up the tables and chairs before heading inside to take a shower and get cleaned up. After the shower Shirley put me over her knee and rubbed some ointment on my legs and butt. It was an antiseptic cream that would cool and sooth some of the pain. She laid my clothes for the evening on the bed before heading to the bathroom to get ready for the evening. Waiting for me on the bed was my chastity belt, complete with butt plug, a pair of thong panties and a halter top. I went into the guest bathroom and shaved before putting the chastity device on. The butt plug was larger than the one I normally wore. Barbara came in after I finished shaving. She was amused as she watch me trying to insert the new plug. She told me to bend over and then lubed the plug and pushed it home. She must not have been satisfied with the fit as she pulled it out and reinserted it several times before locking it in place with the strap between my legs. I went back to the master bedroom and finished dressing. Shirley called out. I went to see what she needed. She was sitting on the toilet when I entered. "Clean me up." She said. I got on my knees as she spread her legs. I could see that she had just peed but hadn't used any TP to clean herself. My tongue took care of her needs. We went downstairs and found Ellen and Barbara sitting in the kitchen drinking a glass of wine. Barbara was dressed in loose fitting shorts and a t-shirt that had "I'm a Bitch" printed across the front of it. Ellen wore a pair of tight fitting white shorts. They created a camel toe in her front, just like the spandex shorts she wore the day before. There were not any panty lines visible and I wondered if she wore anything underneath. She also wore a tube top that compressed her breasts and caused her nipples to stand at attention. She had styled her hair, making her look even younger than she was. My cock tried to rise but my chastity belt prevented it. "Oh, poor Dean." She said. "Back in your cage. I guess that means you have been naughty. Did you get paddled again? Turn around and let me see. Wow. Look at your ass. Are those cane marks? Who..." "He had a run in with Ruth Adams this afternoon." Shirley said as she entered the kitchen. "She's promised to paddle him tonight as well. Should be entertaining. Anyway. Dean, go put the meat on the grill. Everything else should be ready." I was in charge of grilling and I knew everything had better be perfect. Once the burgers were on I helped the ladies bring out some of the other food and drinks. The hamburgers were nearly done when Ruth arrived. "Something smells good." She said. "What can I do to help?" "Well," Shirley giggled. "You did such a wonderful job supervising Dean this afternoon, why don't you keep an eye on him now so he doesn't burn any of the burgers or dogs. We should be ready to eat when the other guests arrive." "Other guests?" I questioned. "Oh, I forgot to tell you. I invited Mrs. Williams, you remember her don't you Dean?" Shirley asked. "Yes Ma'am." I replied. "I also invited Bev and her mother." She continued. "I didn't get a definite answer but they may show up as well." Mrs. Adams was looking over my shoulder as I grilled the last of the burgers and put the dogs on. She was casually rubbing my ass with her hand. She also showed me the paddle she had brought with her. She said it was the paddle she used when she taught school. "I was in charge of discipline at the last school where I taught." She explained. "Whenever one of the students needed correction, the teacher would bring them to me. Corporal punishment was allowed and even encouraged back then. Many of the students would already be crying when they arrived at my door, especially if I had punished them before. They knew I increased the punishment for repeat offenders and always finished what I started with no clemency allowed. Punishments were administered on the bare bottom. I became very good at providing maximum pain but without causing scarring or permanent damage." "Looks like you proved that on Dean's backside this afternoon." Shirley said while the others nodded in agreement. By the time Mrs. Adams had finished reminiscing about her experiences as a teacher the food was ready. Mrs. Williams arrived soon thereafter followed by the two women we had met the day before. Shirley introduced everyone and made sure they had drinks. Everyone grabbed a plate and started pigging out. I had worked up quite an appetite but waited until all of the women had served themselves before getting a plate for myself. I made sure everyone had everything they need before sitting to enjoy my meal. Whenever someone needing something I got up to serve them. The conversation started out casually as everyone got better acquainted. Eventually the conversation became more focused on me and how I became a submissive. Shirley explained how much she was embracing the concept of a FLR and how much Barbara had helped her see the light. Ruth told about some of the punishment sessions she administered while teaching and how embarrassed she got when she found herself aroused during the caning of a naughty teenager. Nothing sexual happened but later that night she fantasized about spanking him and then using him to satisfy her carnal needs. Although she never discussed the event with her husband, she often fantasized about taking a guy over her knee and spanking him until he cried. "Maybe you would like to practice by supervising Dean during the day while I'm working." Shirley said. "I'm afraid his cock will probably be locked up, but he could satisfy any needs you have in other ways." "You can't imagine how much I would enjoy it." Ruth replied. "Until today I hadn't had sex or even masturbated since my husband died. The caning today brought back so many memories I just had to ..." "No problem." Shirley said. "I think Dean might enjoy oral sex as much or even more than penetrative sex. Anyway, I need someone to keep an eye on him while I'm working. Sometime he can get himself in a lot of trouble when he's by himself. He could even come over and help you out around the house." "You should rent him out." Barbara said. "I'm sure some of the women around here would pay for his services and you could make a few extra bucks to boot." "I know I would!" Ellen said with a giggle. It was nearly dark now. I suggested that we move the party inside where the light was better. Once inside, I served everyone coffee and dessert and then went outside to clean the table. I tried to make myself scarce and avoid the scheduled paddling I had earned this afternoon. After cleaning up outside I headed to the kitchen and began cleaning there. I heard conversation and some occasional laughter coming from the living room and wondered if I was the source of their amusement. It was a little after 9 pm when I poked my head in and asked if anyone needed anything. "I think I have some unfinished business." Ruth announced. "Dean, come over here and bend over this chair. Ladies gather around if you like. I promised this young man 50 strokes with my paddle in front of all of you. It seems he didn't do a very good job on my yard this afternoon and now it's time for payment." "Are you ready?" Ruth asked. Yes Ma'am." I answered. "Do you remember what happens if you get out of position during your punishment?" "It starts over." I gulped. I grabbed the seat of the chair firmly hoping I could remain still during this demonstration of Ruth Adam's expertise with the paddle. The paddle hurt less than the cane but she swung it with enthusiasm. She hit hard causing me to grunt with each stroke. Her aim was good as well as she was able to hit the same spot over and over again. By 20 I was crying real tears and my cock had retreated into its prison. By 30 I was begging her to stop but the audience was encouraging her to continue. Ellen was sitting directly in front of me during the entire paddling. She had been rubbing herself through her shorts since the tenth stroke. She now reached into her shorts and was frantically rubbing her pussy. Her face was nearly as red as my ass and she was on the verge of an orgasm. Finally Mrs. Adams swung for the 50th time landing a serious blow right over my butt plug. The impact drove the plug deeper into my hole. I was done for now but still had 24 from the cane to look forward to in a few days. Barbara thought it would be nice if I treated all of the women to a foot massage. As I started around the room the women returned to their conversation. Cindy Robinson, the amazon who owned Cindy's at the mall was telling everyone how her husband had left her two years ago. "I don't know if he couldn't cope with being married to someone taller than him or whether he just wanted someone younger." She said. "All I know is he just got remarried to a woman half his age and a foot shorter." "Yea mom," her daughter Bev added. "And he treats her like crap. I remember how you two fought when I was growing up, but he never hit you did he? I saw Missy the other day and I swore she had a black eye." "No, he never hit me." Cindy replied, "But he certainly abused me mentally. I'm not sure I could ever have another relationship with a man. I guess I'm scarred for life." "No Cindy," Shirley said. "You just haven't found the right man to worship you like a woman was meant to be. I hadn't either until I met Dean." I was just starting to massage Cindy's feet. I could feel the tension in her. As a worked them I felt her start to relax. Her feet were large, just like her daughter's. They were long and slender and it looked like she had just had a pedicure. I rubbed them a little more before sticking her beg toe in my mouth. I licked and sucked it for a few minutes before adding her other toes. I continued to massage the rest of her foot as I sucked on what I could get in my mouth. Shirley noticed how my efforts had soothed and relaxed Cindy. Her eyes were closed now and she was humming like a person in deep meditation. Shirley came over and whispered something in my ear. I nodded and began massaging further up Cindy's leg. I kissed it as I continued the massage. When I got to her thigh I stopped for a moment before resuming on the other leg. Everyone was watching me, include Cindy's daughter Bev. She was actually smiling since she knew how good what I was doing felt. This time I didn't stop at her thigh. I continued slowly up her leg, kissing her inner thigh. She spread her legs slightly as my tongue worked its magic. The closer I got to the valley of heaven I sought, the more I could smell the fruits of me labor. Cindy was panting a little and I could hear quiet moans. I had never met anyone with legs as long as hers. It seemed to take forever to get to my goal. I was surprised that she wasn't wearing any panties. She didn't look like the type of woman who would go without. Maybe Bev had suggested it. With the path clear I gently began licking her sex. I heard her moan and jerk a little. I guessed I had woken up the desire that still lay deep within her. She reached down and pulled me into her. Her legs parted and I was now sucking her clit deep into my mouth. Her moaning increased. I continued my efforts until she started to push me away. When I stopped she grabbed my head and pulled me back into her sex. "Lick me softly" she moaned. "I want it slow and gentle." Her wish was my command. I heard moaning from the gallery as I kept up my attack. I guessed others were masturbating as they imagined what I was doing, their view blocked by Cindy's dress. With her moaning increasing, I began jabbing my tongue into her. Penetrating her vagina and making her squirm. She rubbed my face in her sex nearly suffocating me as she clamped down with her thighs. Finally she came with a scream. When she recovered I was still licking her clean. She looked around the room. She was embarrassed by what had taken place. The women all understood. Many had been there before, used by some man then discarded. They understood what it was like to be used and how it felt to be worshipped like a goddess, even if for only a few minutes. Cindy stared at her daughter. "I told you he was good, mom." She said. "Maybe we could get Shirley to let him work at the store a couple of days per week. I'm sure we could find a use for his talents." The awkward moment passed quickly. Ellen began telling everyone of her own experience with her husband. She said she was almost certain that Jack was having an affair. She said she really wanted to do something that would make him pay. Barbara had given her some ideas, but the thought of kidnapping and cutting off his balls him didn't appeal to her. "Cutting them off takes all the fun out of it." She laughed. "I'd rather leave them in place and torture them" Everyone but me laughed at her joke. I wasn't sure if she was joking. "I want to humiliate him and make his life hell." She continued. "Just like he's done to me for the past 18 months." "I belong to a group of women who promote the FLR lifestyle." Mrs. Williams said. "I think Shirley will be joining as well. I brought some information with me in case anyone else is interested. Anyway, we often help women like you, Ellen, deal with situations like this. We'll need to know some information about your husband so I'll give you a form to fill out. It'll take us a week or so to do some investigation and come up with a plan, put I can tell you from watching these girls work, I wouldn't want to be in your husband's shoes when they get done with him." "I don't know." Ellen said. "I really don't want to do anything until our daughter graduates from college." "Ellen, take a few minutes to read over this information." Mrs. Williams said. "Give the girls some time to investigate and come up with a plan. They won't do anything without your permission and will explain everything they plan to do. If you don't approve, then it won't happen. What do you have to lose? " "Ok, let me look this over." Ellen replied. The women started leaving about midnight. It had been a long day and I was tired. I got ready for bed and asked Shirley if she would remove my chastity device. She removed the butt plug and told me to clean it and then report to Barbara in the spare bedroom. Barbara used me all night. She was disappointed that Shirley had left me locked up. When she locked the head harness on me, I thought I would be spending the night with my face buried in her ass. Barbara had something different planned. She attached a double ended dildo to the harness. One dildo went into my mouth, the other pointed to the ceiling. I way laying on my back with the dildo sticking into the air. She straddled my face and impaled herself on the ten inch cock. She started working it in and out of her pussy. Each time she impaled herself, she dropped her massive weight onto my face causing the cock in my mouth to plunge deeper into the back of my throat. She was facing my cock so each impalement meant her ass burrowed its way onto my nose. She would often rub her ass across it to be sure her scent was engraved in my mind. After the past several days I was sure that I would never be able to forget that smell. After several orgasms the got off and switched the phalluses. The 10 inch cock that had brought her to multiple orgasms was inserted into my mouth and the smaller 7 inch one I had been forced to suck was now sticking out. She mounted me again. She had turned around and was now facing the head of the bed. She impaled herself onto the cock and rode it up and down for a few moments. It glistened with her juices and I realized it was just for lubrication as she lined the fake cock up with her asshole. She lowered herself gently onto the cock, her asshole stretching to take its girth. When fully impaled she bent forward causing the pussy juice that dripped from her cunt to run down into my nose. Since I couldn't breathe through my mouth, every breath I took forced me to inhale her. I was gagging on the monstrous cock now filling my mouth. As Barbara impaled herself on the other cock it was like she was fucking my mouth as well. I tasted her on the cock. I was hard despite the humiliation I suffered. My cock fought to get out of its cage. She rode the new cock for nearly 30 minutes until she had her third orgasm of the night. When she finally headed to the bathroom I was struggling to catch my breath. "Remember what I said about dirty dildos?" she asked rhetorically. "Well this one needs some cleaning now." She pulled the cock from my mouth and attached it to a strap on harness she now wore. The cock she had just used to sodomize herself with was pushed into my mouth. I choked and gagged as she turned me over and fucked my ass for the next hour. She fell asleep with one cock buried in my ass and the other in my mouth. She didn't get up until 10 am the next day. It was the last day of her visit. She withdrew the cock from my ass and headed to the bathroom. When she returned she had removed the harness. She pulled the cock out of my mouth and threw it on the end of the bed. "You better do a good job of thanking me." She said as she mounted my face for some oral attention. "I didn't have to remove the condom from that cock before you sucked it. It was pretty dirty and I'm sure it would have tasted nasty." She used me until about noon. She relieved herself after her last orgasm and I again tasted her mixture of cum and pee. I fixed some lunch and then cleaned up any remaining traces of the party. There was laundry to do so I went to work on that next. Shirley and Barbara were lying in the back yard enjoying one of the last warm days before autumn. I fixed a nice dinner that night before being allowed to sit and watch some television with them. "You surprised me." Barbara said. "Shirley and I had made a bet and it looks like Shirley won. She wanted to know if you were truly serious about serving her. She knew she couldn't do some of the stuff you're always fantasizing about. I bet her that you weren't a true submissive and you just wanted to play games. I told her that you would be begging to quit and would even leave her before the weekend was over. I thought it would be easy, especially after your little temper tantrum Friday night. When Ellen showed up it complicated things a little. I saw how you looked at her, how much you wanted to fuck her. I figured that you might even leave Shirley for her." The Vacation Pt. 05 You surprised me. I know you love Shirley and would do anything she asked, or should I say told you to do. I'm Jealous of her." She added. "Wow," I replied. "Was it a real bet or just rhetorical? I guess what I mean is what did the winner get?" "Yes it was a real bet." Barbara said. "Whoever won the bet would get to paddle the loser. We had decided that the loser would receive as many strokes as you did the weekend. Unfortunately, we lost count since so many other players got involved. We estimated you received about 500 strokes so that is how many Shirley is going to give me. You are welcome to watch if you like." Shirley got up and gave me a hug and a long and passionate kiss. She whispered in my ear to get my bag of toys from the bedroom. I returned a few minutes later with my bag. Shirley told Barbara to stand still as she put wrist and ankle cuffs on her. She told Barbara to kneel and then attached a three foot spreader bar between her ankles. Barbara was cooperating. She had lost the bet and now had to deal with the consequences. Shirley coupled her wrist straps together and then attached a strap to them. She bent Barbara over and attached a strap from her wrists to the spreader bar; passing it between her legs. As she tighten the strap, Barbara's arms were pulled back between her legs, forcing her head to the floor and her Ass into the air. "This wasn't part of the deal." Barbara said. "The deal was..." I put an end to her protests by pushing a ball gag into her mouth and securing it there. She tried to fight but it was too late. She was tied securely with her legs spread wide and totally exposed. Shirley started the paddling. She was squirming from the first stroke. By twenty her ass had turned a bright shade of pink. Tears were forming in her eyes. By forty she was crying real tears. The squirming had stopped and she was simply enduring the pain like someone in subspace. When Shirley reached 100 she handed the paddle to me. She said she needed a break but told me to continue. Barbara shook her head back and forth. My first stroke of the paddle was harder than any Shirley had administered. Barbara was again squirming. I delivered five more strokes in rapid succession. I concentrated on her left butt cheek for the next twenty strokes then switched to the right. After another 100 strokes I let Barbara rest. I rubbed her ass to feel how hot it had become. It was dark red with some bruising but I hadn't broken skin and I didn't see any blistering. I put on a pair of gloves and started running my finger over her asshole. After a few minutes I stopped. I pushed against it, trying to penetrate her. I'm sure it was uncomfortable for her as I hadn't provided any lubrication. I asked her if she wanted me to continue. She shook her head no. "I guess I'll resume the paddling then." I said. I let up a little during the next set of 100. It was partly because my arm was tired and partly because her ass looked like it was starting to blister. When I finished the set I returned to playing with her asshole. This time when I asked her if she wanted me to continue she shook her head yes. I knew she would do anything to give herself some time to recover. I dabbed my finger in the lubricant then pushed against her hole. It penetrated her to the first knuckle. When I felt I had lubricated her well enough, I added a second and then a third finger. I was working her hole in and out in a steady rhythm. She loosened up quite a bit so I put a condom on before stepping up behind her and shoving my cock in her back door. "Dean" Shirley yelled. "That wasn't part of the bet. Pull out. Pull out now." Barbara was shaking her head no. She was moaning through the gag. I could see her body shake a little. Her juices were dripping from her cunt. She was enjoying this. I kept sodomizing her until I filled her rectum with my cum. When I finished I withdrew and threw the condom away. I concentrated on paddling her thighs during the fourth and fifth set. I remembered how much it hurt when she did it to me so I figured turnabout is fair play. When I administered the last stroke she seemed to collapse. I loosened the strap and unfastened the wrist restraints. It took her some time to get circulation back. She was stiff and barely able to move. She was lying on her tummy. I bent over and kissed her ass. I rolled her over and buried my face in her pussy. She wrapped her legs around my head and squeezed. She didn't let up until she had two more orgasms. It was time for bed. Barbara and Shirley had to get up early the next day to go back to work. I had an appointment with Ellen. Barbara was heading up to her room as I sat cuddling with Shirley. "We'll finish this at the beach." She said. "You better rest up because it's going to be a long week for you." Chapter 7: The Vacation begins (Coming soon) The Vacation Pt. 06 This story is a work of fiction. The Characters do not exist in real life. Be warned. It contains aspects of Female Domination that are consensual and non-consensual. As with most stories, starting in the middle doesn't make sense. Constructive comments welcomed. ***** The Vacation begins I spent Monday recuperating from the weekend. Barbara had shown me the reality of the sadistic side of female domination; a side I once fantasized about but no longer wanted to live. I still enjoyed the thought of serving a dominant woman and wanted to serve Shirley as her submissive. I resolved to discuss the situation with her when she got home. We had a pleasant dinner that night. I sat at her feet while we talked about everything that had happened. We discussed what made us feel uncomfortable and what aroused us. Shirley listened as I told her how I now felt about serving her and about the Femdom lifestyle in general. Shirley seemed to understand. She wanted to continue with the Femdom concept but wasn't sure if she would be able satisfy my need to be disciplined. She felt she needed additional coaching to do it right. She told me she had an idea and would let me know when she had worked out the details. We headed to the bedroom where I provided her with a sensuous massage followed by an extended session of oral sex. Before she drifted off to sleep, she reminded me that I was supposed to help Ellen in the morning. I was actually looking forward to it. I arrived at Ellen's house about 8 AM. She was just getting ready to leave for work. I dropped to my knees and kissed her feet. I told her how beautiful she was and how stupid Jack was for not worshiping her every minute of the day. She seemed to like the attention and hugged me tightly when I finally stood. She gave me a list of things to do and told me she would be home after lunch to check up on me. I finished the outside work about 11 am. I took a break and then started washing the windows. I cleaned a pile of dishes that she had left in the sink and finally cleaned all of the bathrooms. When I got to the master bathroom I noticed the hamper was full of her dirty laundry. I decided to do a load or two while I waited for her to return. As I was separating the wash I discovered several pairs of her dirty panties. I couldn't help but hold them to my face and inhale deeply. I could smell her scent. I imagined her masturbating into them and began licking the crotch. I was in heaven. "If you want to do my laundry you can do the panties I'm wearing as well." She laughed as she stood at the door. "You are such a naughty boy aren't you? I think you'll get a spanking after lunch." I could feel my face turning red. I imagined it was as red as my soon to be spanked butt. I stopped what I was doing and started to put the panties down. "Nope," She said. "Finish what you started. There should be five or six more pair in there. Clean them all with your tongue before you come down for lunch. Bring the other stuff down and put them in the washer. When you finish, meet me in the kitchen. I'm going down to fix a bite to eat. Do you want something or will my pussy be sufficient?" I carried the laundry to the basement before returning to the kitchen. I got to my knees and massaged her feet as I watched her eat. When I finished with her feet, she allowed me to eat what she had prepared for me. When we were finished we headed to the bedroom. I lay on her bed and watched as she stripped off her business suit. Her pink bikini panties were soaked. They ended up on the floor as she got on the bed. She was kneeling astride my face. I looked up and saw her glistening sex. I couldn't wait to devour it. She was my dessert and I couldn't wait to taste its sweetness. She slowly lowered herself onto my face. Her entire weight pinned me with my nose buried between her cheeks. My senses were overloaded. The only thing I recognized was the musky smell radiating from her ass. I sucked in whatever air I could through my mouth but that was short lived as she had other plans for that orifice. She leaned forward, allowing me to breathe normally. She forced her hot and dripping pussy into my mouth and ordered me to serve her. I obliged her and stuck my tongue deep into her and flicked it back and forth. She immediately began moaning in pleasure. In my mind's eye I could see her massaging her breasts and pinching her nipples. She was getting more excited and was soon humping my face. Her pussy slid back and forth across my mouth as she tried to increase the friction that stimulated her. I knew she was close, as her breathing became more erratic. She was whimpering and moaning. She rubbed faster. She was bouncing up and down on my erect tongue, impaling herself on it. She was a maniac, a sex deprived vixen and she was using my face to satisfy her carnal urges. She wasn't the only one excited. My cock hurt. It wanted in on the action but Shirley made sure that my cock remained celebrate. I could feel it pulsating with each beat of my heart. The cage did its job well. I was trapped and under control. When Ellen came she screamed in ecstasy. After what seemed like an eternity she calmed down and settled back onto my face. I was out of breath and panting from my exertion. She rested for a moment and then reached over to the bedside table and grabbed a dildo out of the drawer. There were actually two dildos. They were mated together at the bases. One was about six inches in length and had a strap attached to the base. The other was longer and thicker. She smiled as she separated them and stuck the smaller one in my mouth. She made me suck it for a few minutes. When she was sure I could handle it, she secured the strap around my head and pulled it tight. It was fully impaled in my mouth. I had to concentrate on my breathing in order to keep from choking which amused her as she watched me struggle. When she was satisfied I could breathe, she attached the larger cock to the base affixed to my mouth. It pointed stoically into the air. She mounted my face and impaled herself on the fake cock. She started to move up and down, pummeling my face. With every down stroke her ass smashed into my nose. She'd pause every so often with the cock fully impaled in her. With my mouth gagged and my nose trapped, I couldn't breathe. She let me squirm for about 20 seconds, savoring the feeling of my nose trying to escape its entrapment under her ass; then she started again. I was out of breath, trying to avoid choking on her cock while she giggled and enjoyed my predicament. After her orgasm she got off the bed and looked at my cum covered face. "How do I smell?" She asked with a giggle. "Ummm." Was all I could say as I panted and tried to catch my breath. "The next time will be a lot slower." She said as she left the room. I lay there trying to recover. She came back a few minutes later carrying a paddle. "I bought this just for you." She said. "I think it's time to try it out. She had me to lift my legs into the air. She grabbed them and pulled them up toward my head. She was straddling the cock that was still attached to my face. As she lowered herself onto it she trapped my legs under her thighs. As she descended, my ass was lifted off the bed and my ass was exposed to anything she had in mind. She started impaling herself on the cock. They were long slow stokes. I soon felt the first sting from her paddle. First it was the right check, then the left. Then a few in rapid succession to the same area. They weren't that hard and the pain was minimal compared to what I had received over the weekend. I think it might have actually felt good if my ass hadn't already been so sore. As she became more aroused, the strokes increased in intensity. As she neared her climax the paddling stopped and she impaled herself fully on the cock. She was now suffocating me. I began to struggle and squirm under her. I think she enjoyed my suffering as I heard her giggle and felt her wiggle her butt. After about 30 seconds she leaned forward to allow me to breathe. "I want to ride your face for the next two hours." she said. "I will continue to spank you while I ride my cock. If I feel like I'm going to cum, I'll stop until I cool off. You'll be suffocated under my ass but at least the spanking will stop. When I am ready, I'll start again. Unfortunately for you, the spanking will resume as well." I considered the options; if I aroused her, she would stop the spanking but suffocate me with her ass. If I didn't satisfy her, she would increase the intensity of the spanking. A catch-22 situation, but I really didn't mind. She came twice more before she was through. She had pinned me on the bed for nearly two hours. She removed the dildo gag and looked down at me. She was sitting on my chest now, facing my head. I looked up and smiled. She scooted up and planted her ass on my mouth. My tongue found her asshole and give it a little poke. She pushed down, forcing my tongue inside her. She cooed as I rimmed her. Her pussy juice, sweat and the musky smell of her ass overwhelmed me and drove my erotic passion. She was shivering with her fourth orgasm of the afternoon. She was whimpering with pleasure as she pressed her ass into my mouth. When she was done she got off of me and allowed me to stretch my legs. I was too stiff to move so I lay there for a few minutes. "Since you can't seem to get up," she smiled. "Let me use your mouth one more time." My tongue protested as she straddled me again. She was facing the headboard now. She sealed her pussy over my mouth and I could feel her bear down. I knew what was coming. Her golden nectar sprayed the back of my throat and I started to gulp it down. It was more pleasant than the morning pee of Barbara, more copious as well. She kept at it for a couple of minutes, stopping when she felt I had to swallow. When she finished, I cleaned her. She got off the bed and wiped my face with her discarded panties before sticking them in my mouth and telling me to clean them. As I was leaving she told me that she would inspect my work and deal with any deficiencies when I returned next week. She gave my ass a little swat as I left. That night Shirley informed me she had arranged for me to do all of Ruth's house and yard work. In exchange for my services, Ruth agreed to be my disciplinarian. She would supervise my work on a daily basis and provide whatever discipline she felt I needed. I spent all day Wednesday catching up on my housework. Shirley had left me a list that included cleaning the house, doing the laundry and changing the bedding. Ruth came over twice during the day to check up on me. I received a few swats from her paddle as motivation. It hurt, but it wasn't unbearable. I knocked on Ruth's door about 9 AM on Thursday morning. She greeted me with the cane in her hand and demanded to know why I was an hour late. I told her I had a few chores to finish at home before coming to serve her. "You should have gotten up earlier so you could finish your home chores and be here on time." She said. "I expect you here at 8 AM each Thursday. From now on, you'll earn a stroke from the cane for each minute you're late." I was already an hour late so I fully expected her to administer 60 strokes. I was trembling. "I'm feeling lenient today so I am only going to give you a stroke for every five minutes you were late." She said. "Strip and fold your clothes neatly and put them on the porch. While you are inside my house you will not be wearing any clothes. You can either arrive naked or strip outside and leave your clothes on the porch. It's up to you." I received two sets of six strokes as promised. I had endured her cane before so I knew what to expect. I knew the penalty for getting out of position while being punished so I concentrated on maintaining my position and thanked her for each stroke. Ruth said that the entire house needed a good cleaning. I started in the kitchen. She sat at the table, watching my every move. It seemed like she was staring at my caged cock, trying to figure out a way to use it while it was locked in my chastity device. For once I was glad it was locked away. It was flaccid and remained that way as Ruth occasionally bent me over to administer a stroke or two to my butt. She was either a perfectionist or just wanted an excuse to exercise her cane. I cleaned the house from top to bottom. We broke for lunch about noon. She had me fix her something to eat but didn't offer me any of it. Instead, I spent my lunch under the table servicing her pussy as she munched on what I had prepared. After lunch I finished with the cleaning. There was still laundry to do. She supervised as I separated her things and put the first load in the washer. There was a pile of her used panties left in the hamper. She told me to 'prewash' them with my mouth. "Be sure you treat any of the stains you find." She said, obviously amused at what she said. "I find a good soaking is best." I understood her intention. I sucked on the crotch of her panties. Those that were especially crusty got extra attention. By the time I was done I was well acquainted with her taste. About 3 pm Ruth told me to follow her upstairs to her bedroom. "We have two hours left before you have to go home." She announced. "I have some special needs that need your attention." She had me lay face up on her bed and got on top of me in a 69 position. She was naked now. She planted her bush in my face and told me to start. It wasn't like worshiping Ellen. Her hips were wide and her weight nearly smothering me. Her snatch, with its thick red forest, had a strong scent of woman. She didn't hide her aroma behind the pleasant essence of strawberries like Ellen did. It was difficult to be enthusiastic about pleasing her, especially since I had spent the last hour licking and sucking her used underwear. Still, I tried my best to satisfy her. She was playing with my cock. She stuck her tongue out and licked the tip of it through its cage. She took the entire shaft, cage and all, and deep throated it. She played with my balls as well, occasionally squeezing them lightly. When she finished with the shaft she started on my balls. She engulfed one into her mouth and raked her teeth over it lightly. When it popped out, the other one replaced it. I wasn't sure if it was pleasure or pain that I was experiencing. I pleasured her orally for what seemed like an hour. I wanted to bring her to orgasm, hoping she would leave my cock alone if I did. I tried all my tricks but she just didn't seem to respond. Finally she came. She seemed to explode all at once. It was a combination of cum and pee. It drowned me. My face and hair were covered in her fluids. The sheets were soaked as well. She was deep throating me again as she continued pummeling my face with her pussy. A few minutes later she ejaculated again. I consumed all I could but it just kept coming. When she finished she sat up, still straddling my face. She looked down at what she had done. "I usually piss when I cum." She said. "I couldn't get my husband to eat me because of it. Sometimes I'll have three or four orgasms in a row, one after the other. You got a small taste of what to expect. I'm sure you'll learn to appreciate it." She was still riding me. My nose was now buried in her ass as she continued to ride my face. Her excitement was mounting again. She must have enjoyed the feeling of my nose as it pressed against her puckered hole. She grabbed me by the hair and pulled my face tightly against her. "Oh no!" She yelled. "No, Oh my God. I'm going to explode again, Oh!" She rose off my face allowing me a few last gasps of fresh air before planting her ass squarely over my mouth. She spread her cheeks wide, ensuring my mouth was buried deep in her crack. She fingered herself to her fifth orgasm. Her orgasm seemed to last forever. I tasted the trickle of pee. My tongue was still buried in her ass as she rode my face. She passed gas as she came. The smell engulfed the room. She laid there when she was done. She was too exhausted to move. Her entire weight crushed me and her juices flowed down over my face. "Clean me." She said. "Clean my ass. You might as well start getting used to the taste. You'll be doing this often. I'll be using you in place of toilet paper. It's so much more enjoyable for me, and it's better for the environment. I'm sure you'll eventually get used to the taste; but the smell, that will take even longer to get used to." I cleaned her and thanked her for the privilege. She tasted a little bitter but it was the smell that brought tears to my eyes. When I was done she rolled off and told me I was free to go home. I couldn't wait to get out of there. I needed to get home so I could get her taste out of my mouth. I gathered my clothes from her back porch and scurried home. I hoped no one would see me. When I got to the door I realized it was locked and the keys were in my pants pocket. I was rummaging through my pants trying to find the key when I noticed my neighbors from across the street were staring at me. They shook their heads in disbelief before heading into their house When Shirley got home I met her at the door. She was in a good mood and greeted me with a hug and a kiss. It had taken over an hour to get cleaned up and get Ruth's taste out of my mouth so dinner was a little late. Shirley asked my how my first day serving Ruth went. I told her about the day's events and about what happened in the bedroom. I purposely refrained from telling her how Ruth used me as her TP. It was just too embarrassing. When I was done I pleaded with her to find someone else to serve as my disciplinarian. "Let me look at you." Shirley said. "It doesn't look like she did any permanent damage." "No, but..." I replied. "Ellen beat you didn't she?" Shirley asked. "Yea, but..." I said. "And she's peed on you before as well hasn't she?" Shirley continued. "Yea, but..." I stammered. "So what's the difference? You don't complain about Ellen." Shirley said. "The only difference I can see is that Ellen is pretty and Ruth is... less so." I hung my head in defeat. "I'll have Ruth stop using you if you like." Shirley added. I looked up with a bit of hope in my eyes. "But if I do, I will also have to stop you from seeing Ellen, and I'll have to invite Barbara back every couple of weeks to assist me with your discipline. It's your choice; Ruth or Barbara." "Ah." I sighed. "No need to get Barbara involved again." I went to finish getting dinner ready. There was a knock at the door. Since I was still naked, Shirley answered it. I heard her talking with someone. She walked into the room followed by three women I recognized as the neighbors from across the street. I knew this meant trouble for me. "Dean," Shirley announced. "These young women say you exposed yourself to them earlier today. They gave me a very good description of you and your chastity device so I'm sure they are telling the truth. I think you owe them an explanation and an apology." I explained what had happened. By the time I had finished they were laughing and wanted to see my belt up close and personal. They had heard of such things but hadn't seen anyone locked up. Shirley told them to play with it all they wanted. She excused herself and headed upstairs allowing the girls to explore, fondle and inspect the device and my reaction to their play. The girls introduced themselves as Sandy, Paula and Robin. They were seniors at the local college. Sandy and Paula were quite attractive. Sandy was tall and slender. She was probably a C-cup girl. She was a dancer and had long, slender legs and a cute butt that complimented the shorts she was wearing. She was a blonde, but I doubted that was her natural color. The Vacation Pt. 06 Paula was a little shorter than Sandy. She had auburn colored hair that hung to her shoulders. Her blue eyes seemed like they could look into your soul. Like Sandy she was slender but not as skinny. Her curves were subtle, except for the mountainous bulges made by the huge tits that rose from nowhere and seemed to defy gravity. Robin was more of the jock type. She was stocky but was wearing sweats which made it difficult to assess her body. She had dark hair and eyes. Her hair was short and curly. She seemed to be assessing the situation more cautiously than the others and was more hesitant when she reached out and squeezed my hardening cock. She jerked the cage hard a couple of times before releasing it. Shirley returned a few minutes later carrying my paddle. "What happened may not have been your fault." She said. "But I can't have you exposing yourself to the neighbors. Who knows, they might decide to call the police and you'll end up in jail bending over for Tyrone. I'm going to give you 20 with the paddle and then offer each of these young ladies the opportunity to administer 20 additional stokes. I know your ass hurts from the caning Ruth gave you, but that can't be helped. Bend over the chair. Count each stroke and be sure to say thank you for each one." I bent over the chair. Shirley went first and administered 20 strokes. "One, thank you Mistress Shirley; two, thank you Mistress Shirley; Three..." I counted. The girls giggled each time I said 'Mistress Shirley'. I continued counting until I got to eighteen. She hit a particularly sore area of my butt. Involuntarily I stood and tried to protect myself. She looked at me for a moment and told me to fetch the dice. "Roll them." She said. "They'll determine how many additional strokes you get with the cane." I rolled a double three. She repeated the eighteenth stroke from the paddle again. Nineteen and twenty followed. She had me fetch the cane that Barbara had given her. She handed the paddle to Sandy and then administered six stokes with the cane. "I've never paddled a guy before, but as president of our sorority, I've spanked our pledges a lot." Sandy said. "It really makes me hot to watch them squirm as I watch their bottoms turn color." Her first stroke made me whimper. I'm not sure if it was the cumulative effect from my earlier caning, the humiliation of exposing myself before these young women or the fact that this college aged coed was administer each stroke with all of her strength. All I knew was I needed to count the strokes and remain in position. "One, thank you Miss Sandy." "Make that Miss Sandra." She said. "That one doesn't count. We'll start over." "One, thank you Miss Sandra; two, thank you Miss Sandra, three, Thank you..." She administered the strokes slowly and in a steady rhythm. They hurt and I was glad when she was done. She handed the paddle to Paula. "Get ready," Paula said. "Hell's coming to dinner." Five strokes in rapid succession to the right cheek had me weeping. I managed to count them. Five more were administered to the left cheek. She then alternated. By the fifteenth stroke I was crying in earnest and unable to count. "Fifteen doesn't count and I believe that is another roll of the dice." Shirley announced. I rolled a four and a two; six more from the cane. Paula gave me the five remaining strokes from the paddle before handing it to Robin. The six I had earned from the cane came next. I was now beginning to whimper. "Look at how muscular Robin's arms are." Sandy announced. "She pitches for the softball team so she works out daily." "Give it to him good." The girls encouraged in unison. "One, thank you Miss Robin; two, Thank you Miss Robin..." She hit harder than the others. They were spaced irregularly. I never knew when or where they would land. When she reached twenty I was balling. Shirley had me kiss each of the girl's feet and promise not to expose myself to them again. I was worried. I knew I would have to strip on Ruth's porch every Thursday morning and figured it would only be a matter of time before one or more of them saw me again. The girls were giggling among themselves as they left, but promised to come back and visit when they could stay longer. "Maybe you could come and serve us at one of our sorority events." Sandy said as she headed for the door. "I'm sure you'd enjoy serving 40 or so college girls for an evening. Homecoming weekend would be great since a lot of our alumni would be there also. I'm sure you'd be the 'hit' of the party." I just smiled and nodded my head in agreement. Ruth visited me at least once a day. It seemed she always had to take a pee when she visited. She would grab me by the cock and pull me into the bathroom where she would make me kneel before her and seal my mouth between her legs. Sometimes she peed slowly, drawing it out over several minutes which gave me an opportunity to swallow every drop. Other times she would grab my hair and pull me hard into her and then let loose with a torrent that overflowed onto the floor. Whatever I spilled had to be cleaned up. When I had finished she would turn around and bend over; placing her hands on the closed toilet seat. She would instruct me to clean her. I licked her clean making sure she would not soil her panties. I could tell there were times she hadn't used TP before using me. On one occasion she seemed to be dirtier than usual and I failed to do a proper job. She returned the next day with her soiled panties and stuck them in my mouth. I had to clean them while she administered a brisk caning. The caning continued until the panties were clean. Shirley arrived home on the Friday before we were scheduled to leave for the beach. She was excited about the trip but I was still skeptical. I couldn't decide which would be worse; spending a week with Barbara or a week at home with Ruth. Shirley needed the vacation. She loved the beach and the fun in the sun. She said everything would be fine and I was just letting my imagination get the best of me. She did most of the packing while I made sure everything in the house was secured. Ruth was going to check up on the house while we were gone so I took a spare key over to her and told her to keep it since she visited everyday anyway. Ruth smiled and told me to have fun. Barbara was there by 6 am on Saturday morning. I was already loading our stuff in my car when she pulled up. "I've got plenty of room in my Escalade for all of us." She said. "Besides, I was hoping you would do some of the driving." Barbara drove the first couple of hours before asking me to take over. The women were sitting in the back seat gossiping about everybody at work as I drove down the interstate. I could only imagine how they talked about me. They had been quiet for a while so I glanced back to see if they had fallen asleep. Barbara had her laptop out and was showing Shirley something. I heard a few snickers and an occasional laugh. There wasn't any sound coming from the laptop so I figured it was either muted or whatever they were watching didn't have any sound. "Ruth really put you through your paces last week didn't she?" Barbara asked as she looked up at me watching her in the rear view mirror. "Yes Ma'am." I replied. "She can be very persuasive with her cane and paddle." "Yes, but I am more interested in how she uses your mouth." Barbara replied. "It looks like she is training you to be her toilet slave. Do you enjoy serving her that way?" I realized that they were watching video from the closed circuit surveillance system that had been installed in our house. Evidently Barbara had recorded everything that had been happening for the last two weeks. Every room in the house was wired, including the bathroom. Ruth had been using me repeatedly to clean her whenever she used the bathroom. She used my mouth daily and it was all caught on video. "Ah, no Ma'am." I answered truthfully. "Well, you'll get used to it." Barbara replied with a snicker. When Barbara put her laptop away she and Shirley started chatting again. They were talking about their childhood. Barbara told Shirley how her mother had ruled the nest when she was growing up. She said her mom was the disciplinarian in the family and spanked her and her two sisters regularly. "Normally she took us over her knee and we got a bare handed spanking." Barbara said. "Occasionally she got her hairbrush out. If we were really bad, she took her father's Razor strop to our fanny. When she was done she always hugged us and told us to do better in the future. She was strict, but loving." "Mom even took dad across her knee on occasion." Barbara added. "She tried to keep it private, but a couple of times I saw him going to the bathroom after she had paddled him. His ass was as red as an overly ripe apple." "Really," Shirley said. "Yea, I used to watch from my room." Barbara said. "You could tell when she was paddling him. The sound of the paddle echoed through the house. Once he came out naked and I could see how red his ass was. He went to the bathroom and came out about ten minutes later. He opened the door to the bedroom and I could see her standing there with the strop. He quickly closed the door but soon I heard that familiar sound; I heard him cry out 'please honey, no more'." Barbara giggled as she imagined seeing her father lying over the bed being strapped by her mother. It took her a moment before she returned to reality. "They never did any of the kinky stuff you read about now." She continued. "At least we never saw them doing anything like that. I guess the terms Female Domination and BDSM hadn't been invented yet. Still, I knew that mom was definitely a dominant female." "Come to think about it, my mom kind of did the same thing." Shirley said. "She didn't take the belt to us, but she did manipulate my dad on occasion to get what she wanted. I guess she was just a little more subtle than your mother was." "Did you treat your husbands like your mom treated your dad?" Shirley asked. "Well, sort of." Barbara replied. "Robert was my first husband. He was a military contractor who visited the base regularly. I met him when I was stationed at Camp Lejeune. We started dating and were married a year later. He was a good husband but not well endowed if you know what I mean. We loved each other but I often found myself unfulfilled. His idea of sex was climbing on top of me, pumping his little cock into me for 30 seconds until he shot his load and then rolling off and going to sleep. You know, a typical male." Shirley laughed at the joke. Barbara told us if it wasn't for him, she probably wouldn't have found out about female domination. She had been promoted to captain and was living off base. She was cleaning house one evening when she found a stash of magazines he had hidden under the mattress. She was pissed. It contained a lot of explicit pictures and stories depicting a variety of erotica. "I couldn't understand why he needed to look at this stuff." Barbara recalled. "I didn't know if I was doing something wrong. I could tell that he had been reading the stories over and over; the pages were well worn so I confronted him about it and told him how unfulfilled I felt when we had sex. He tried to avoid talking about it but apologized and promised to try harder to please me." "I wanted to know what he was reading that was turning him on. I wanted to know about his fantasies and what I could do to make those fantasies real for him. I wanted to spice up our sex lives." she continued. "I started reading some of the stories and letters. When I got to the letters about female domination I got so excited that I couldn't stop masturbating. I read about women in control of their relationship and men who would do anything and everything to pleasure their women. I guess that was the first time I had heard the term Female Domination used, but it certainly wasn't the last. All I knew was I needed to do some research on the subject." "I was deployed to Germany about 6 months after I confronted Robert about the magazines." Barbara recalled. "I met a woman there who was into domination. She was a professional dominatrix, but had a live in slave boy as well. She explained why some men, and women for that matter, got off being dominated and what she got in return. She taught me some tricks of the trade and even let me practice on her boy." "We met regularly while I was stationed there." She continued. "She taught me a lot. Most importantly she taught me that any man can be controlled through his penis. Control that, and everything else is easy. By the time I got back to the States I was hooked. I needed to share my discoveries with some of my friends. Some thought I was crazy but many were interested in learning more." "I decided to experiment with Robert." Barbara recalled. "I came up with a plan to set him up. I wanted him to feel guilty and in need of punishment so I had one of my girlfriends seduce him. I gave him time to confess his infidelity but he never did. I knew he regretted what happened by the way he acted but he just didn't have the strength to admit it to me." "One night I confronted him about it." She continued. "I gave him a choice, submit to my punishment or leave. I took him across my knee that night and gave it to him good. After that, corporal punishment became a regular fixture in our relationship. At first he didn't like it much, but he submitted rather than loose me. His weekly attempt to please me with his cock were also replaced with nightly sessions with his tongue. I made sure I kept him happy sexually, but now my pleasure came first." "What happened then?" Shirley asked, obviously intrigued by the story. "I started experimenting." Barbara replied. "I found out there were a lot of different aspects to female domination that I hadn't tried. Over time, Robert seemed to become more submissive. Maybe he secretly liked the idea of submitting but he never confessed it to me. I started tying him up and trying new things. One night I introduced him to pegging. The first time I sodomized him I invited a couple of my girlfriends over to watch and add to his humiliation. They took pictures of me ramming my cock into him. They asked if they could give it a try. All of us took him that night. He cried and I knew he was broken." "That must have been really humiliating." Shirley said. "Yea." Replied Barbara. "After that I started attending Femdom parties. Sometimes I would take Rob, other times I attended them alone. There were a few Femdom groups around back then, but I had to drive a couple of hours to attend their parties. I wanted to start a local group, but needed to do a lot of education before that would ever happen." "I convinced other women on base who had been mistreated, either at home or by the military establishment to come to a weekly counseling session I hosted to discuss the problems that we all faced. We talked about all the discrimination, intimidation and sexual harassment we had endured as women during our lives. We also talked about the domestic abuse that was common place in the military at that time. We formed a support group for abused women. Eventually that group transpired into a group of Femdom women." "We held parties to compare techniques and to satisfy our carnal needs. Some of the women brought their husbands or boyfriends. They came thinking they'd be getting laid. We told them they would have to submit to us prior to having any sex. We used them any way we wanted. When we were finished using and abusing them, we made sure they satisfied all of our needs. When we were satisfied, we took care of their wants. Many became regular attendees at our parties even though they were often humiliated and abused by us. We proved to all the women that sex is a great motivator; never underestimate it when controlling a man." "One of our favorite games was to pick up some unsuspecting guy who had made our lives miserable at one time or another." Barbara said. "We'd seduce him and then take pictures of him in compromising positions. The Corps frown upon officers having sexual relations with enlisted personnel. It was easy to make him submit once we had some incriminating pictures. It was then gang bang time. We'd use him for hours and never give him any relief." "One time we found out one of the commanders was having an affair with one of his subordinates. It was clearly sexual harassment. We made sure his wife found out. She escorted him to one of our parties and watched as we worked him over. He was humiliated in front of the group and beaten with a paddle. Before leaving, his wife strapped on a dildo and sodomized him until she could barely stand. She had him crawl behind her on his hands and knees as she led him out the door. She joined our group after that and brought him back on a regular basis." "Wow, Did Rob attend those parties?" Shirley asked. "Unfortunately, no." Barbara replied. "He was killed by a drunk driver before we started having them. I was devastated for a long time, but my friends helped me through it. My interest in Femdom also played a huge role in helping me get over him; but it wasn't until I met my second husband that I was finally able to let Rob go." "So, did you dominate your second husband as well?" Shirley inquired. "Not really." Barbara answered. "He was more of an Alpha man and liked to take charge. Sex was good with him so I really didn't need the domination aspect in our relationship. I continued to attend some Femdom parties, but he was never involved. He was the kind of guy who needed to be on top, not on the bottom and I couldn't see that happening, at least with me." "Jim was a real estate developer." Barbara continued. "He had made a ton of money during the housing boom. I had Jennifer about a year after we were married. I was still on active duty but wanted to raise what I suspected would be my last child. My mom had raised the three oldest girls from my first marriage. I just couldn't manage it while on active duty. This was my last chance to be a real mom so I decided to resign from active duty. I enlisted in the reserves and raised my child. I was a stay-at-home mom." Barbara was sipping on a bottle of water as she looked out the window. She said we were getting close to our destination and should be there within 30 minutes. "So what happened with Jim?" Shirley probed. "What caused you to break up?" "I noticed something was wrong when Jennifer was about five." Barbara said. "Jim was developing a new subdivision at the time and had just finished building our new home there. I noticed he wasn't spending as much time at home and our sex life really sucked." "I had added a few pounds since leaving active duty." Barbara recalled. "Age does that you know. At first I attributed his lack of sexual interest to that. When he started missing family obligations I started to suspect he was having an affair. I started checking his credit card statements and got concerned when I saw a pattern of unexplained expenses." "My God, what did you do?" asked Shirley. "I went to see my sister, Brenda. She's a divorce attorney and has lots of experience dealing with unfaithful husbands like Jim. Brenda had Julie, her private investigator, do some checking to see what was going on. She found out a ton of stuff about Jim. For starters, he had tried to seduce several of the women at his office. None had followed through with any allegations of sexual harassment, but promised to do so if he didn't stop. Next, she found out that Jim had just bought a new investment property from a woman by the name Winslow. She was a widow and had a large tract of land that Jim wanted for his next development. Julie found out that most of the negotiations occurred in the bedroom, not the boardroom. " The Vacation Pt. 06 "I was mad as hell when I learned what Julie had found out." Barbara said. "But that wasn't all of it. She told me that Jim was having an affair with the daughter of one of his closest friends. It had been going on for over a year. Jim had met Rachel at one of our parties. She was young and single and had become a frequent visitor to our home." "That really sucks." Shirley said. "I confronted Jim about the allegations and he admitted to them" Barbara said. "I filed for divorce. Jim knew he was screwed and was eager to settle out of court. He knew he would lose in a court battle and I threatened to destroy him. He wanted to minimize his loses and prevent any unneeded publicity." "I had Julie continue her investigation. I wanted to know more about the affair with Rachel. Julie found out that Jim was actually blackmailing her to have sex with him. Jim had discovered that Rachel starred in some indiscreet videos that had been published on the internet. She was kind of a wild child earlier in her youth and Jim threatened to expose her to her father." "At first all he wanted was sex." Barbara said. "Soon, he started tying her up and abusing her as well. He raped and sodomized her. Finally, he started using her to help close business deals. He would make her perform sexual acts for various clients as an incentive for closing a deal. He took pictures and used them to drive her deeper into submission to him." "I met Rachel for lunch one day. " Barbara continued. "We discussed Jim and what he had done. We formed a plan that would free her and teach him a lesson." Barbara continued to sip on her drink. Shirley kept prodding her. Barbara recalled the lunch she had with Jim. "I told him I would settle out of court if he would agree to three conditions. I told him there would not be any negotiations, it was a take it or leave it deal and I would be happy to take him to court if he turned me down. First, I wanted the house that he had just built and we had just moved into. I knew it was his pride and joy and I wanted to deprive him of it." "Next I wanted all of the profit and development rights for the subdivision he was currently building. In addition to all the development rights, I wanted enough money to complete the build out of the complex. I figured that would be worth a couple of million dollars by the time it was completed. That was plenty for me and my daughters to live on for the rest of our lives." "Jim agreed in principle to both conditions," Barbara recalled. "I was letting him off cheap, or so he thought. He knew I could have taken him for a lot more which might have caused him to go bankrupt. He was a little over extended at the time, especially after buying the latest property he planned to develop. I'm sure he was also considering the possibility of his relationship with Rachel coming up in the trial and I knew he didn't want that to happen." "I wanted the deal to be so sweet that he couldn't refuse it." Barbara continued. "Because what I really wanted was for him to agree to the third condition. I wanted him to submit to me as retribution for all of the humiliation he had put me through. He would submit until I was satisfied that I had broken him physically as well as mentally. Of course, I didn't explain it to him in those terms." "Jim had to think about it for a couple of days." Barbara recalled. "I gave him a time limit, and about 15 minutes before his time was up he called me and agreed to the terms. I told him that Brenda would draw up the agreement. The paperwork would only include the financial settlement. He could have his lawyer look at it if he wished. I told him I would sign it after he had completed the third condition." "When Jim arrived at his former home I made him strip and kneel before me. Brenda and my younger sister Becky were with me. I told him he would be punished and humiliated until we were satisfied he was sorry for everything he did. He would obey our every command until we were through with him and that would depend on how well he behaved." "We made him crawl around the room on hands and knees as we followed along and motivated him with riding crops." Barbara seemed amused as she recalled what had happened. "When we tired of that we bent him over a chair and tied his wrists to his ankles. The seat of the chair forced his legs apart. It was uncomfortable for him, but it would soon get worse." "All three of us beat him." Barbara continued. "He was paddled and cropped. I used several switches on him. I especially liked to whip his balls and penis with the switches. Becky used the strop and I finished with the cane. He was cussing all of us by now, so we gagged him with our panties. They were soaked so he got a good taste of us. He was mad as a hornet but at least nobody had to listen to him." "We tormented him for over two hours; but he still had a lot of fight in him. He was squirming and fighting to get free but that wasn't happening. I planned to continue to abuse him until he gave up and submitted to me of his own free will." "We let him up and tied his hands above his head to an eye hook I had screwed into the ceiling. We attached a spreader bar to his ankles and spread his legs about 3 foot apart. We started working on his cock and balls. Becky had a ruler and Brenda had a wooden spoon. They were whacking away when the doorbell rang." "I knew who it was." Barbara continued. "It had all been planned ahead of time. I answered the door and returned a few minutes later with Rachel. At first Jim looked relieved, thinking she was here to help him. Instead, she walked across the room, her high heeled boots clicking on the floor as she walked. She kicked him in the balls. He tried to fall to his knees but his arms held him in place. Becky and Brenda helped him regain his balance. Rachel gave him a second kick and then a third. He nearly passed out. All of his weight hung on his arms which were still attached to the ceiling." "When he had recovered, Rachel let him know we knew all about the blackmail. Brenda had written a confession which he reluctantly signed. Rachel then took the cane and lit into him. All of his rebellion was gone. He stood and took it as she delivered blow after blow. When she finally stopped he was crying and begging for forgiveness." "We had broken him physically but not mentally.' Barbara said. "I handed Rachel a strap-on harness with a medium sized dildo. I knew Jim had never been penetrated so I didn't want to use anything too large. I had planned to use my smallest cock and gradually increase the size, but Rachel insisted we start with something that was at least as big as Jim's cock. I selected an 8 inch model." "Rachel raped him for what seemed like an hour." Barbara recalled. "I guess she was taking out all the built up rage that was in her. She pounded his ass like a pile driver. She rammed him hard and fast for a while and then administered long and steady strokes as she recovered. After she had rested a few minutes she was back at it. I had never seen a woman so possessed." "We all had a turn. Rachel and I took two. It was after 1 am when we headed upstairs. Jim was crying like a baby but we weren't through with him. Jim was secured in the bathtub. There was no way for him to get out on his own. A gag was placed in his mouth, replacing the panties he had been sucking on all night. The gag prevented him from clothing his mouth. "I used him first." Barbara said. "I had to pee really badly and his mouth seemed like the perfect receptacle. I sprayed my piss in his mouth and all over his face. I soaked him and loved every minute of it. When I was done I made him clean me. I used his mouth until I came. It was a shuddering orgasm that seemed to go on forever. When I finally headed to my bedroom Rachel was waiting at the bathroom door. As I came out, she went in. I imagine all four of us used him sometime during the night. We used him to relieve ourselves again the next morning." "Jim's torment continued on Saturday." Barbara said. "I invited some friends over including all the women from his office and members of my Femdom group. Brenda invited her staff to attend as well. They were already familiar with Jim's history and were firm believers in retribution. Becky and Rachel were still there, and Rachel had invited about a dozen of her friends. There were well over 50 women present to watch Jim's final humiliation." "I made Jim serve refreshments to the guests throughout the afternoon. He remained naked and the spreader bar attached to his ankles kept his legs spread wide apart. He had to waddle as he moved through the crowd. His cock and balls were exposed and swayed back and forth as he served the women drinks. A few of the women enjoyed giving his cock a jerk or his balls a squeeze. His ass was repeatedly spanked with a variety of instruments that had been laid out on the table for that purpose." Barbara told us that at one point during the party a group of women gathered around him and started attaching clothes pins to various parts of his body. When they ran out of pins one lady suggested they take a crop and whip them off so another group could repeat the process. She said that is exactly what they did. Barbara told us the teasing and tormenting went on for a couple of hours before it was time for the main event. Jim was bent over a three foot high padded bench with his arms secured to his ankles. His legs were still spread and his asshole was fully exposed. Rachel came in wearing a strap-on harness. A huge dildo hung from her waist. It was at least 12 inches long and 3 inches in diameter. She stepped in front of Jim and held the fake cock in her hands. She demanded that he open his mouth and suck it. She said he tried to deep throat it but choked on its size. Rachel asked for two volunteers to help motivate him and two of her friends stepped up and began paddling his ass. After about ten minutes of cock sucking, she pushed a button on the remote she had been holding and the cock started spewing cum. The crowd roared in approval. Jim was not able to swallow all of the cum so some of it ran down his face. Rachel withdrew the cock and allowed it to pump the remaining cum all over him. Barbara told us the cock was full of cum that Rachel's friends had gathered from their boyfriends. She refilled the cock and lubricated it with some of the juice. When she was in position, she rammed the cock into him as hard as she could, causing the head to penetrate Jim's asshole. She continue to work her cock in to his tight passage. It was hard work but she finally succeeded in impaling him fully. She sawed it into him over and over again. The cheering crowd motivated her. She kept at it for half an hour before pushing the button again. Cum spewed out with each thrust. It took another 15 minutes for all of the semen that was loaded in the cock to spurt out. When it had, she withdrew it to a rousing ovation. "I told everyone that they were free to use him after that." Barbara said. "A few did but most only watched. After a while they seemed to lose interest in Jim and were busy chatting among themselves. I had one last treat for Jim. I gathered everyone around and showed them the new chastity device that I intended to lock on Jim's cock. It was a tight fit and when I heard it lock, Brenda handed me the divorce papers which I immediately signed. I released Jim from his bonds and he immediately fell to his knees in exhaustion. I hooked a leash to the chastity device and handed it and the key to Rachel." "I remember telling her that the divorce was now final. I told her that she had the power to control him as long as she possessed the key to his cock. They were married a year later. Her father was thrilled. Jim still serves Rachel as her slave. She controls all of his business interests and has become quite wealthy. She lives down the street from my home here and visits me whenever I'm in town. She brings Jim over every year on the anniversary of our divorce. We have a party and Jim relives his worst nightmare. Barbara's GPS indicated we were near our destination. I turned down a street and stopped at the entrance to a gated community. A female security officer approached the car. She asked to see our ID's. She took them and returned a few minutes later with a vehicle pass and an ID badge for each of us. We would need to show them when requested by any of the security personnel. The subdivision was beautifully landscaped. The main feature was a private 18-hole golf course. Barbara explained there were about 250 residences in the original subdivision that was part of the divorce settlement. They surrounded the golf course. The clubhouse featured amenities such as a restaurant, pro shop, exercise facility and spa. The development had expanded twice since it first opened and now included a community center, three pools, playgrounds and tennis courts. All of the amenities were open to all of the residents of the community. We noticed a lot of green-space as we continued to Barbara's house. We passed several picnic areas and two playgrounds. "A lot of the most influential people in the area live in the community." Barbara continued. "That's one reason for the security. We also have some well-known individuals who have summer homes here. They enjoy the privacy the development provides. Turn left at the next Cross Street and follow Ladies Way to the cul-de-sac." A few minutes later we arrived at a beautiful home overlooking the ocean. I parked the car and got out to stretch and admire the view. I noticed the patio with a private pool which overlooked a well landscaped yard. The house was huge and offered a pristine view of the ocean. We were met by a blonde haired girl who couldn't have been more than 20. She had medium length hair that just touched her shoulder. She looked like the typical college student and I assumed she was Jennifer, Barbara's youngest daughter. It was obvious she had been swimming. Her bikini bottoms were dripping and didn't hide much of her body. Her hips were a little larger than average but complimented the DD breasts that filled out the top half of her neon orange swimsuit. Her hair was wet and brushed back off her face. Although it was a sunny day in the upper 80's, her nipples were hard and stood out like two diamonds. She ran up to Barbara and gave her a hug. "This is Jennifer, my youngest and only daughter from my second marriage. She's attending college and lives here with two of her sisters, Sarah and Stephanie." Barbara said. Jennifer came over and greeted Shirley, giving her a warm hug like women do when they meet. She looked me over carefully. From the look she gave me I got the feeling that she shared a lot of her mother's interests. I couldn't help but think that the apple didn't fall far from the tree. Still, she greeted me pleasantly and reached out to shake my hand. She turned and head to the house. I got my first look at her luscious bottom. She had plush buns that were separated by a tiny orange string that made up the rear of her bikini bottoms. It didn't really hide anything, in fact in enhanced the appeal of her bottom. As I stared at her she turned and smiled. "You know it's not polite to stare." She said. "I guess we'll be working on your manners this week." She escorted us into the house and showed us to our room before giving us a brief tour. I unpacked the car and took everyone's belongings to the appropriate rooms. When I was done I joined the rest of the group in the kitchen. "The house is beautiful." Shirley said. "Our bedroom is like something from a resort. This is going to be the best vacation ever. I'm so glad you invited us." We sat at the breakfast nook in the kitchen and munched on a few snacks. Jennifer told us that there was beer and soda in the fridge and to help ourselves. It was late afternoon and I was ready for something cold and refreshing after the long drive. I asked if the women needed anything and served them before getting a cold beer for myself. Jennifer told us they had planned a cookout for tonight but it would be a couple of hours before everyone arrived. Barbara asked if I could help with the grilling. She said there should be steaks defrosting and needed someone with that grilling touch to cook them just right. I thanked her for the complement and told her I'd be down in an hour or so. Shirley and I headed back to our room to freshen up. I had some time to kill so I decided to take a nap. I was still wary of Barbara. She had seemed hospitable so far but I wasn't ready to put down my guard just yet. I still had a feeling this could be an awesome vacation or a week in hell. I went downstairs about 6 PM. I was at the grill when I noticed two young women walking toward me from the house. They were red heads and stood about 5'10". They looked good enough to eat. They had athletic bodies with decent sized breasts and athletic hips. Their thighs and legs had well-developed muscles that indicated they either ran a lot or worked out in the gym regularly. I would gladly submit to either of them. "Hi, I'm Sarah," the one to my left said. "And I'm Stephanie." Said her sister. "We're twins." They said in unison as if it had been rehearsed a thousand times. I introduced myself and held my hand out politely. Instead of shaking my hand they came up and each gave me a hug, pressing their pert nipples into my chest. I felt one of them grab my butt cheek and give it a little squeeze before releasing me. Her sister smiled and did the same but grabbed my crotch instead. "This is going to be a great week." Stephanie whispered. "We love threesomes but you better be careful. There'll be hell to pay if you can't tell us apart." I was rock hard and I was sure the girls knew it as they turned to walk away. Stephanie turned and looked over her shoulder. "Better check your meat, I think it's done." She said. I blushed a little and turned to check on the steaks. Dinner was served on the patio by the pool. In addition to Barbara, Jennifer and the twins; Tabitha; Barbara's oldest daughter, had arrived. Barbara also introduced us to her two sisters Becky and Brenda. Brenda was accompanied by her two children Carol and Chrissy. Carol was the older of the two. I guessed she was about 30. She was beginning to gain those few extra pounds that women get as they grow older. She was pleasant looking, but not overtly beautiful. Her sister Chrissy looked to be about 25. She was blessed with all the beauty that had bypassed her sister. She had a deep tan to go with her strawberry blonde hair and green eyes. She had a sparkle in her eyes that told me she was always ready for a little mischief. She was tall, probably just a little over 6 foot and had runner's legs that stretched all the way to her ass. I found out she played collegiate volleyball, which explained why she had an ass most women would die for. Carol introduced the only other male at the gathering. His name was Jeremy and he was her husband. He was tall and muscular with short sandy colored hair. He was clean shaven and wore a collar around his neck. His only clothing was a pair of speedos. "I guess you noticed the collar Jeremy is wearing." Carol announced. "Jeremy is my slave. In fact, he is a servant to my mom and sisters as well. I understand you are familiar with Female Domination, so I assume that Jeremy's status won't offend you. In fact, maybe you two should get together. Jeremy might be able to give you a few pointers on how to serve your Mistress better. After all, he's had plenty of practice." As I looked around the table I counted ten women. Jeremy might have been used to being surrounded by all of this femininity, but I felt like Custer at the Little Big Horn. Dinner was pleasant. We talked about our lives. I found out Brenda was a couple of years younger than Barbara. She was dark haired and had a trim figure. Becky was in real estate. She was the youngest of the sisters and appeared to be about 45. She looked quite nice in the designer jeans she was wearing. I guessed she worked out regularly as she looked trim and toned. The Vacation Pt. 06 Tabitha was Barbara's oldest daughter. She had joined the military and just returned from a deployment to the Middle East. She had dark skin and was a little taller than her sisters. She wore a Golf shirt with the Marine Corp emblem embossed on the back and a pair of khaki pants. She was a pretty woman but not necessarily beautiful. When dinner was over I volunteered to clear the table and do the dishes. Jeremy was told to help me. The women headed out to the pool with their drinks. When everything was cleaned and put away we joined the women. I took a seat next to Shirley and was gently rubbing her back when Barbara addressed us. "Shirley, I am sure you and Dean have already figured out this is a family that believes in Female Led Relationships. Everyone here subscribes to the Femdom philosophy. In fact, this entire community promotes the idea of Female Supremacy." Barbara explained that the entire subdivision is governed by a homeowner's association. All property owners must belong to the HOA and pay dues annually. That money offsets the cost of maintaining the amenities and public areas so no one has to pay any user fees to use them. She explained that the HOA develops various policies that the property owners must follow. Some of those policies deal with the conduct of residents and guests. All residents and their guests are given a copy of the rules of conduct and must sign a statement that indicates they have read and understand them. " "That sounds reasonable." Shirley replied. Barbara handed both of us a document titled 'Rules of Conduct'. The document indicated that all property owners had to be female. It stated that the HOA intended to promote the concept of female supremacy among all property owners and public displays of female domination were possible. It went on to state that all women are superior to men and should be treated as such. As I continued reading I found out that a public place is defined as any location other than property owned by an individual, where access was freely permitted. It specifically exempted facilities that were rented or scheduled for a specific function where admittance was controlled. The policies basically outlined what could or couldn't be done in the public areas. I read through the entire document, reading carefully just to make sure I completely understood everything. "What's this 'Charms and Collar' system?" I asked. Barbara had left the room so Brenda answered my question. "Although all of the property owners here believe in a Female Led Relationship in some form or another, everyone does not live the Femdom lifestyle or participate in a FLR. We feel it is important to be able to distinguish everyone's role in our community, especially since we allow activities that would be considered unusual in most communities. It is not uncommon to see a naked male walking, or even crawling through various public areas of the community; or to see males dressed in women's clothing. Observing a paddling is an everyday occurrence; so we developed the 'Charms and Collar System' as a way to identify everyone's role." "There are those who consider themselves neutral when it comes to the public display of a FLR." Brenda explained. "They might not actively live the lifestyle or if they do, prefer to live it in a more private setting. We call those individuals neutral or 'vanilla'. Everyone under the age of 18 is considered vanilla since we do not allow public play involving minors. Some families introduce their children to the lifestyle at an early age, but any activities involving minors is limited to the private areas of the community." "You may have noticed the community's logo when you entered the subdivision." Brenda continued. "It's found on many of the buildings and signage located throughout the community as well as our official letterhead. It looks like this..." Brenda showed us her necklace which had a pendent that displayed the community's logo. "Whenever a woman is displaying this logo, she must act like and be treated as a dominant." Brenda explained. "She can display the logo on her clothing, wear it as part of her jewelry such as on a necklace like mine or a bracelet like Becky's. She can even have it tattooed to her ass if she wants to. The important thing is that it must be easily identifiable and visible." Some of the women gave a little chuckle in response to Brenda's comment. "Subordinates are provided with collars." Continued Brenda. "Hence the name 'Charms and Collars'. Females who submit to other females are given white collars. Males are given black ones. A collared female is called a submissive while a collared male is known as a slave. Both must submit to any woman displaying the community logo, and males must also submit to any woman wearing a collar." "Those who are neutral or 'vanilla' as we like to say, do not wear a collar or display the logo." Brenda said. "We call it 'going naked' but it has nothing to do with the clothing they are wearing. It just means they are not wearing a collar or a logo so they are neither dominant nor submissive." "So a female submissive could actually be a switch." I inquired. "That's correct," Brenda replied. "She might submit to another female but be a dominant to a male. Her owner would decide if she is allowed to remove her collar or wear the logo. Similarly, males are allowed to remove their collar with the permission of their owner." "Are there any male switches?" Shirley asked. "Or even male dominants?" "Not that we are aware of." Brenda answered. "It's possible there could be a male dominant or switch living here as part of a Femdom couple, but they would not be allowed to wear the logo or present themselves as a dominant in public. They could wear a collar and be treated as a slave or 'go naked' and be treated as a vanilla." "One last thing." Brenda added. "Each collar has an ID tag attached to it. It is coded so it can be scanned. It includes personal information about the person wearing the collar including their ID number; Name and Address; Date of birth; Owner's name and Owner's contact information. The tag also lists any pertinent medical conditions and limitations and lists any restrictions imposed by his/her owner. We are very strict about respecting limits." "So, I want to be sure that I understand this." I said. "If I am wearing a collar, I must submit to any woman displaying the community logo and all women wearing a collar. I do not have to submit to other males or those 'going naked'. If I'm not wearing a collar, then I don't have to submit to anyone. I'm considered neutral or 'vanilla' as you call it." "That's correct." Brenda replied. I felt a little better about the upcoming week, especially since I wasn't wearing a collar. Shirley and I both signed the Rules of conduct and handed them to Barbara. She looked them over and smiled. Barbara had returned by now and was listening to Brenda explain the rules of conduct. "Remember, the rules of conduct only apply to what happens in the public areas of the community." Barbara said. "What happens in private is at the discretion of the property owner." "Shit." I said to myself. "Back into the fire I go." "It's time you boys were properly attired." Barbara said. "It's time everybody gets to see what you've got, so off with your clothes. You've been wearing them entirely too long. I normally don't allow males to wear clothes. I want to see what their mind is up to and it's easier to tell by looking at their little brain rather than their big one." The room erupted in laughter at her remarks. Jeremy immediately stripped out of his speedo which I now realized were the bottoms of a woman's bikini. I had a few extra things to shed but finally was down to the women's panties I was wearing. The women laughed a little but Barbara just gave me a look that told me to lose them as well. I had become somewhat use to exposing myself before women but this was my first time doing so in front of another male. What made it even more embarrassing was the fact that Jeremy was quite well endowed. His flaccid cock was longer and thicker than my erect one. "How dare you stand there with an erection?" Barbara shouted. "This deserves an immediate punishment. Who wants to do the honors?" Sweet Sarah raised her hand. She came over to where I was standing. She was smiling at me as she looked into my eyes. She then reached between my legs and grabbed my balls, massaging them lightly. Her hand felt great until she squeezed and held it for about five seconds. I winced but remained erect. She repeated the process two more time. I was glad it was her that was administering my punishment instead of one of the other more sadistic women. She released me and stepped back. The next thing I remembered I was on my knees doubled over in pain. She had kicked me hard in the groin. She had Jennifer and Tabatha hold me up while she repeated kicking me two more times. I was in agony and fell to my knees; but at least I didn't have to worry about any unwanted erections. I was devastated. Not only was the pain excruciating, but the one female who I thought was good-hearted was just as sadistic and domineering as all the other women here. I'd come to the conclusion that I'd gladly take Ruth over this bunch. "I think that takes care of the erection issue." Barbara said. Barbara had Shirley come up and stand beside her. She invited me to kneel on her other side. She asked for quiet and then addressed us. "I spent Labor Day weekend with Shirley" Barbara began. "She invited me to help her train her submissive, Dean and I had a marvelous time teaching her how to discipline him. I thought it would be a great idea to invite her to meet my extended family and offer her some additional training. During my stay with her we made a little wager. Unfortunately for me, I lost and had to submit to a paddling from her. Instead of her administering the paddling, Dean restrained me and took advantage of the situation. He paddled and sodomized me and Shirley allowed this to happen." Barbara continued. "Shirley proclaims to be a dominant woman, and I willingly submitted to her when I lost the bet. However, I've never agreed to allow any man punish me. Therefore, it is time for Dean to pay for his actions and Shirley to pay for allowing it." "I think it is only fair that they each receive what I got." She said. "That's 4 sets of 100 strokes followed by good ass fucking. Once their punishment is over, we can all resume our vacation as planned." "What if we don't agree?" Shirley demanded. "I'm afraid you don't have a choice." Barbara replied. "You have no transportation and I doubt if you can arrange for any before tomorrow. By then it will be too late." We were hogtied facing each other. Barbara secured us just like I had secured her. Our asses were in the air waiting for the first stroke. Barbara picked up the strop and approached my ass. She asked Brenda to do the same to Shirley. Barbara's strop hurt. She was swinging it with a vengeance. I looked into Shirley's eyes and could see tears forming there, by 50 she was balling. She was begging for forgiveness by the end of the first set of 100. Shirley was a little claustrophobic. The tight bondage and the painful paddling were taking their toll on her. "You can stop this at any time. Just say the word and Dean will be glad to take the balance of what you owe." Barbara said. Shirley shook her head no. "Who's next?" Barbara ask. "Becky stood up and Barbara gave her the paddle. Give her the next hundred with this." "Now, who wants to give Dean a paddling?" Barbara asked. "Chrissy stood up." I tried to look up as her six foot tall frame took the paddle from Barbara. From my position on the floor she looked like a giantess. I remembered how athletic she looked and recalled she played on the college volleyball team. I knew Shirley wouldn't be able to hold out. I asked her again to submit and allow me to take her punishment. After all, it was me that Barbara really wanted to get even with. Half way through the second set Shirley started hyperventilating. She couldn't breathe. Becky had reached 50 when Shirley caved in. Barbara released her from the bondage and gave her some water. Meanwhile, I was having troubles of my own. Chrissy was brutal with the paddle. In addition to the leverage of her long arms, her experience from volleyball had taught her how to whip her arm. She generated tremendous speed as she swung the paddle. When she finished her hundred she reached between my legs and squeezed my balls. "I think he needs a humbler." She said. We could pull his balls back between his legs. They'd make a great target for the flogger." I was ready for the third set. They put the humbler on me like Chrissy suggested. Barbara asked Tabatha to flog me. She started with my back but soon focused on my thighs. With my balls exposed as they were, they took most of the punishment. When she hit my balls there was a dull thud that increased in intensity until it was nearly unbearable. By the time she was finished, my balls were swollen and throbbing. Barbara decided to administer the final set. She chose a wooden hairbrush. It was larger than a typical hairbrush and probably heavier too. It stung more than it hurt. By the time she had finished, I knew I had been paddled. It was time for the anal invasion. Barbara picked a phallus that appeared to be about 10 inches long and a little thicker than my own cock. She asked for volunteers. Jennifer raised her hand. She donned the fake cock and lubricated it well. She spread some lubricant in and around my puckered hole and lined up her tool. She grabbed my hips and in one thrust impaled me to her balls. She started slowly but quickly picked up the pace. In and out she went with full length strokes. As she got more aroused by what she did, she started spanking my sore bottom. She kept it up until she was exhausted, which was well over 30 minutes. When she was done she bent over and whispered in my ear. "That's for staring at my ass." "Shirley," Barbara said. "You are going to administer the rest of Dean's punishment. We will start with the second set. Since you did not complete it, we will start over. Pick an instrument and begin when you're ready. She started with a leather covered paddle. Even though she was hitting me hard, the pain was minimal compared to some of the other devices I had experienced. I suspected she was trying to give me a little break. In reality she just wanted something a little lighter to swing. When she was done she took a short break while deciding what to use next. She decided to use her hand. She concentrated on the fleshy areas of my buttocks. She'd concentrate on one area for a while before moving on. It certainly wasn't the most painful experience I had suffered but it did sting. By the time she was done my ass was a crimson colored with bruises starting to form. She was breathing hard, but she was determined to complete what she had started. She saved the riding crop for the last set. She concentrated on my thighs and came dangerously close to my balls on several occasions. She left some marks, but there didn't seem to be any welts. In addition to having trouble sitting, I guessed I would be having trouble walking tomorrow. When she reached 50 she stopped and asked Barbara if I could kneel for the remaining strokes. Barbara was curious as to what Shirley had planned. When I was kneeling Shirley told me to masturbate. I was having a bit of trouble getting an erection. I was in in pain and my cock and balls had both suffered during the evening. She asked for a volunteer to help me out. Stephanie quickly volunteered. She got on her knees and gave me a marvelous blow job. I was hard in seconds. She kept at it. I was afraid she was going to make me cum which I was sure would cost me another punishment of some kind. I tried to think of anything that would slow down the inevitable. When I was near the point of no return, she released me and returned to her seat. My cock was twitching, but nothing spurted out. Shirley took care of the situation by striking my cock hard 10 times in rapid succession. My cock immediately found a hiding spot and my orgasm was ruined. "I still have 40 to go and I can't hit a limp dick." She announced. "Who wants to help me out?" Sarah didn't want to be outdone by her sister. She took over where Stephanie had stopped. Her technique was similar, but she also used her hand to massage my swollen balls. When she sensed I was close, she pulled off, leaving my cock jerking in midair. Another 10 with the crop took care of that. I still had 30 to go. Becky took a different approach. She pulled my head into her crotch and told me to lick. She held it there, directing my tongue to service her pussy to her satisfaction. It took some time but her technique was effective. I was soon hard again, but she didn't let me stop until she drenched my face with her juice. Another 10 strokes and my balls were turning blue. Shirley looked over at Barbara and smiled Barbara made me crawl to her. She was sitting with her legs spread wide. I bent to kiss her kitty but she grabbed me by the ears and forced me deep between her legs. She nearly suffocated me. It took her longer to arouse me than it had Becky. My cock was throbbing but remained flaccid. Finally it responded as she exploded. I now had ten stokes left to endure. Shirley stood before me. I delved into her with all the enthusiasm I could muster. When she came I was again hard. I begged her to administer the last ten strokes. She did and I collapsed onto the floor. Shirley had one final task to perform. She and Barbara talked for a minute or so and Barbara left the room. She returned a few minutes later with a strap on harness and huge cock; at least it looked huge to me. Shirley put the harness on and walked over to me. She had to support the cock with her hand. She offered it to me. When I didn't respond, she pushed it to my lips. I opened widely and she pushed it in. She didn't make me deep throat it but she did shove several inches into my mouth. She worked it in and out for a brief time before it started spewing a white substance into my mouth. I realized that this was the cock that Rachel had used on Jim. Shirley pulled out and let the cock spray my face. I looked like a ten cent whore on Saturday night. She bent me over and lined it up. She lubed me up and then pushed hard. She had trouble getting past my sphincter so she withdrew and added more lube. She pushed again and the head entered me. It hurt and I groaned in pain. Slowly I took its entire length. Shirley started driving it in and out of me. She wasn't as fast as Jennifer had been, but the cock was longer and thicker. She didn't last long before she pressed the button and it spewed inside my as. It was a sticky feeling, just like real cum, but I suspected it was something artificial made to resemble the real thing. Shirley reached around and started to masturbate me. She continued to pound my ass and stroke my cock until I came. I sprayed my come all over the floor, some actually landing on some of the women's legs and feet. When I was done, Shirley withdrew and took the harness off. She gave me a hug. "I really need this vacation," She whispered. "So you'll just have to suck it up for a week." "Now." She announces as she release my from her embrace. "Lick up the mess you made. Make sure you clean it off any of these women that you soiled. If you miss one drop it will be the cane for you." Barbara came over and gave Shirley a hug. She took the necklace that she was wearing and put it around Shirley's neck. Everyone applauded. It was late. The women started gathered their things and began to leave. Within 30 minutes I was alone in the house with Shirley, Barbara and her four daughters. The Vacation Pt. 06 Barbara whispered something in Shirley's ear and then left the room. She returned later with a collar and leash. She placed the collar around my neck and showed me the ID tag before attaching it to the collar. It had my name on it as well as Shirley's name and phone number as my owner. To be continued...