Submissive Lactating MILF Becomes a Cum Dump for Her Boss and His Friends

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I was born and raised in the Tampa, Florida area, just like my husband, AJ, but we did not meet until we were both out of college. We met in a bar in Tampa one night. I was twenty-three years old and he was twenty-five at the time. I was with a group of my girlfriends, and he said that I stood out to him since I was the prettiest girl in my group, and I was also more reserved and shier than the others.My name is Amy, and I am five feet and five inches tall, and weighed about one hundred and thirty pounds at that time. I have a curvy figure, with 34D breasts. I don’t mean to brag, but I was and still am very pretty, looking a lot like the actress Demi Moore. My natural hair color is brown, but it is sometimes dishwater blonde, or light brown with blonde highlights, and my eyes are blue.We dated for two years before getting married, and our lives together were pretty normal at first. But then after a year of marriage, I learned a lot about AJ’s submissive nature, especially where I’m concerned. He started to confide in me that he was aroused at the thought of me being sexually satisfied by, and satisfying, other men.AJ is in outside sales and I was working in inside sales for another company. I was very happy in my job, but AJ became disenchanted with his company after we had been married for a year, and he started looking for another opportunity in Florida. He finally found a better job with an emergency services equipment manufacturer in Ocala.Ocala is only about one hundred miles and an hour and a half drive from Tampa. That meant we’d be close enough to our families in Tampa to visit regularly. With AJ’s new, higher paying job, we also decided to try starting a family. I got pregnant in the first month we tried, and we were both excited at the thought of having a baby.It was easy for me to find another inside-sales job with a medium-sized, privately-owned manufacturer in Ocala. I was only twenty-six years old and still very fit and alluring, and I knew that the company owner, Donald, was attracted to me. I read his biographical information on the company website and learned that he was sixty-two years old.Donald is six feet and one-inch-tall, and I’m guessing he weighed about one hundred and eighty-five pounds. He is also very handsome and looks a lot like the actor, Hugh Jackman. Donald has a full head of distinguished-looking salt and pepper hair, and his eyes are blue like mine.We had been in Ocala for only a couple of months, when one night we got home after being out with some new friends from my company, and I learned more about AJ’s feelings concerning me being with other men. Everyone had been drinking except me, since I was pregnant, and a couple of the husbands were flirting with me. AJ brought it up to me, although he wasn’t really upset or anything. In fact, that was the first time I realized just how turned on he was knowing that I was desired by other men.He was inebriated, and during the teasing about the flirting, we started talking about who we’d want to fuck, given the chance. I admitted to being especially attracted to one of my coworkers, partly because another woman at work had confided in me that she heard he has a rather large cock.AJ’s dick is decent, I suppose, at five inches long and medium thickness, but it is small compared to what she described to me. I was expressing appreciation for that larger cock, and that was the first time AJ became seriously submissive around me. We had a very good sex life, and both liked giving and receiving oral sex, and it was easy for me to visualize him watching as I fucked the guy.Over the next several months, as we explored our fantasies further, I discovered that not only does AJ have a desire to be subservient to me, I learned that I’m aroused at the thought of being subservient to older couples. And as part of AJ’s submission, he started wearing a cock cage whenever I told him to. At that point, I think he was willing to let me have sex with other men, but I wasn’t confident enough to make any plans.As my pregnant belly got bigger and bigger, we made good friends with our neighbors, Cynthia and Bob. They were in their late-forties, about the same age as my parents, and Cynthia became almost a surrogate mother to me. She even went with me to my birthing classes when AJ couldn’t get off from work or was out of town on business and offered to help in any way she could after the baby was born.AJ and I continued having sex until a month before the baby was born, and as he became more submissive to me, I was becoming more and more intrigued with the idea of being submissive to older couples. I started using my lunch hour at work to look for and peruse websites focusing on younger women being used sexually by older couples. There were only a couple of sites with that specific theme, so I looked on other types of websites to find the stories and pictures I was hoping to find.I told AJ about my searches, and although he was interested, I still had no idea how he would react if I decided to respond to one of them. I stopped looking for an older couple when our daughter was born, and for the first few months thereafter. My mother came up to stay with us for the first month, and then Cynthia helped a lot. I was breast feeding our daughter, and my already big tits had grown to 36Fs. They were so round and full, making me almost irresistible to most men.AJ and I were just beginning to have sex again in the fifth month after the baby’s birth, and I was getting horny again at the thought of being used by an older couple. Then, another problem cropped up. AJ had to start taking blood pressure medication, and it Anadolu Yakası Escort was affecting his ability to get an erection consistently. So, I started looking on the internet during my lunch time at work again and came across a better approach. One of the messages on a website was talking about older couples and younger women hooking up on Craigslist.I started reading the postings in the casual encounters mw4w section to see what was there. I just read the postings for the first week or so, to get a feel for the jargon and what to expect. It was a huge turn-on reading the posts, with husbands and wives being very explicit about what they were looking for, and what they wanted to do with younger women. I paid special attention to the posts talking about the couples wanting to dominate younger, lactating women.On Monday of my second week reading the mw4m posts, I came across an interesting one, as follows:“Couple in Early 60s Looking for a Lactating Woman in her 20s (The Villages) – Fit husband (62) and wife (60), looking for a big-breasted, lactating, married woman in her mid-to-late 20s, who desires to be used sexually by an older married couple for their pleasure. Nothing is off limits, and if we click, we may share you with some of our friends on future visits. If interested, send nude photos and your availability.”Their posting had nude pictures of their bodies, without their faces, and they looked very fit and tanned for their ages. The husband has a big, hairy chest and his soft cock is uncircumcised, very thick, and looked to be seven inches long, with egg-sized balls hanging as low as his cock. The wife has breasts almost as big as mine, but with more sag, and her thick-lipped labia are covered in neatly-trimmed brown hair.Having lived in Florida my whole life, I was aware of the reputation of The Villages. It is a very large retirement community of over one hundred and ten thousand people, that requires at least eighty percent of the homes to be occupied by at least one person who is fifty-five years old or older. There are many residents who use golf carts for transportation in the community. And the good thing is that it is only about twenty-two miles south of Ocala.There were numerous articles about the swinging going on there, with black-market Viagra popped like candy by swingers at orgies and single-sex bed hopping. I really didn’t believe that there could be that much swinging going on there, but even if only one percent of the residents were involved, then there would be quite a bit.The gender population ratio is said to be something like fifty-four women for every forty-six men, making it a good place for single men to find pussy looking to be fucked. There is also an anecdote that if a married woman doesn’t take good care of her appearance and turns her back, another woman will take her husband.I was obviously excited by the posting, but I wanted to talk with AJ about it before I responded, just to ensure that we were on the same page. After dinner that evening, and putting the baby down for the night, I brought up the Craigslist posting on my laptop and showed it to AJ.He was excited and said, “My goodness, Amy, it looks like they are describing you exactly in that posting. What are you thinking, honey? Are you thinking about responding to it?”It was a good sign that he was asking me, instead of getting angry and forbidding it. I thought for a few seconds, and answered, “We’ve talked about this on and off for a long time now, and I think I’d like to meet with them. Look at the size of his cock, and it’s still soft, and look at the body on his wife. Plus, with your erection issue, I think I could really get into serving them sexually and being fucked by a cock that big.”AJ hung his head a little when I mentioned his erection issue, but he smiled and said, “I know that we’ve talked about it, but I feel so worthless and humiliated, now that it could really happen. I must admit, though, that the idea of them using you is arousing to me, and I think you should do it. I’d like to be a part of it as much as possible.”I hugged and kissed AJ and said, “Thank you, honey. Let’s write my response right now, and you can take some pictures of me on your cell phone.”We sat at my laptop together and crafted the following response, “Your posting sounded as if you had me in mind when you wrote it. I am a twenty-seven-year-old married woman, with milk-filled, 36F breasts, and I have been fantasizing for years about serving an older, married couple. This is all new to me, but if you’re willing to be patient with me, then I am eager to learn. Attached are a few pictures to whet your appetites. I live in Ocala, and you can call me Amanda for now.”We attached three photos; one of a full-frontal view, except for my face, another was a close-up of my juicy, shaved, fat-lipped pussy, and the last was a close-up of my breasts with milk running out.AJ and I kissed before we pushed the send button together, and we were so turned on in anticipation of their response, that we had oral sex until I swallowed his cum, and he gave me an orgasm by sucking on my rather large clit.I didn’t get a response that night and was on pins and needles at work the next day, until I received their response over my lunch hour. I couldn’t wait until that evening to read it with AJ, so I read it at work, as follows:“Hi, Amanda, we agree that you are just what we are looking for. You can call us Jim and Betty for now. You’re a beautiful young woman, and your body is amazing. It will be fun for us to break in a newbie, but first we need to know a Anadolu Yakası Escort Bayan little more about you. What is the situation with your husband, and is he aware that you are connecting with us? We don’t want a problem later and have him gunning for us. One other thing. Do you understand what we mean when we said that nothing is off limits? We won’t cause you any pain, but we will use you fully to please ourselves.”I waited until AJ and I were alone after dinner to show him their response, and we responded together, saying, “Hi Jim and Betty. My husband is well aware that I responded to your posting, and in fact he and I responded together. We’ve never done anything like this before, but he has been fantasizing for a long time about me having sex with other men or a couple. He has ED and is submissive to me sexually, and he even wears a cock cage when I tell him to. I have to admit that I probably don’t fully understand what you mean by ‘no limits’, but I’m willing to learn and will keep an open mind.”We sent off our response, and I was surprised when we got the following response only twenty minutes later, “Wow, Amanda, this is almost too good to be true. We will enjoy breaking in a new cuckold too, but only after we meet with you alone for the first time. If you’re available tomorrow night, we’d like you to come to our home at 7:30 pm. Our address is xxxx xxxxxx Lane in The Villages. Please confirm one way or the other.”AJ and I were apprehensive and excited, all at the same time, as we responded, “Wednesday at 7:30 pm is good for me, so I’ll see you then. Should I dress casually, or will there be others there for a party?”We got the response back almost immediately, “Some nights will be dressier than others, but for tomorrow evening, trust me, clothes aren’t even needed. Just dress comfortably.”I started that night pumping and storing breast milk for our daughter, so AJ could feed her Wednesday night, or even Thursday, in case I had any alcoholic drinks with Jim and Betty. I also went through my closet trying to find something simple and tasteful to wear, despite their tongue-in-cheek comment about not needing clothes. I made sure that my pussy was shaved smooth, too.I was a nervous wreck all day at work on Wednesday, and I left a little early, so I’d have time to get home, take a long shower, and fix my hair and makeup for the evening. I decided to wear a simple cotton dress, with no bra, and with the top few buttons undone to show my bulging cleavage.AJ stood watching me with tears in his eyes as I pulled out of or driveway for the half hour drive to The Villages. My eyes were watering too, facing the reality that I would be unfaithful to my husband for the first time that night. He was probably rethinking his decision about giving his wife to that couple to fuck and use as they wished, but I wasn’t about to back out at that point.I had never driven to or through The Villages, but with the help of the GPS application on my cell phone, I was soon pulling into their area. I could tell that they’re wealthy, because they’re in a section where the homes had to cost at least a million dollars. I finally pulled into their circular driveway, and was impressed with the beautiful, big home, that’s immaculately landscaped.I wanted to think of myself as maybe just an adventurous teen, but it was hard not to feel like a slut, knowing that I was walking up to the door, with all of us knowing that I was there to fuck, suck, and to be used sexually by them. And even though that was something I had been fantasizing about, I had to face the stark reality that I really was becoming an adulterous whore, except with no money involved.I rang the doorbell and stood there waiting for only a few seconds, and when they opened the door, I was impressed by the handsome, mature couple in front of me. Then I took a second look, and realized that the man is Donald, the owner of my company. I had only seen him in nice, business-casual clothes and suits at work, and I didn’t recognize him at first, wearing a polo shirt and shorts.They smiled as I uncomfortably hemmed and hawed saying, “On shit, Mr…., Don, Donald, I think I’ve, I’ve, I’ve made a big mistake coming here. I had no idea that it was you who I have been talking, uh, emailing with. I’d better go now and save us further embarrassment. I’ll resign on Monday if, if you want me to.”Donald laughed and said, “Wait just a minute, Amy; this is no mistake, and nobody has to resign. You can call me Don here at my home, and my wife is Carol. I have been waiting anxiously for you to get here. Please come in and relax, and I’ll explain everything.”I felt a little better after he welcomed me in, and he fixed all of us a drink after we went out onto the patio by his pool. It was a little uncomfortable sitting alone with Carol, until he came back, but we did manage a few pleasantries.Don returned and said, “It must have been easy for you to tell that I was smitten with you on the day of your interview with me. You are an amazingly lovely woman, and I thought that I’d never get a chance to know you intimately. But then, fate stepped in to help me.”He paused to take a sip of his drink and continued, saying, “You may not have read all of the papers HR had you sign when you were hired, but one of them is a warning not to visit any porn sites at work. You were also notified that our IT department is authorized to monitor all internet activity of our employees, with severe penalties for any breaches of our rules.”I was frantic and embarrassed at that point, thinking about all the websites I had Escort Anadolu Yakası gone to and the types of postings I was reading. I was about to say something, when Don saw the look on my face and said, “Just relax, Amy. I could easily fire you for those breaches that Cholan found out about, but given our lifestyle, I saw this as an opportunity. At least you were honest enough to do your porn surfing on your own time at lunch.”Everyone was quiet for a moment, and I asked, “So Cholan, and other IT guys, saw all of my activity?”I’m going to digress for a moment to let you know that Cholan is a short, thinly-built, dark-skinned Indian, in his late-fifties, and he was always ogling me when he thought I wasn’t looking. He is the director of the IT department, and I got the feeling that he’s especially attracted to big-breasted, white women, more so than most men are. He was bolder than most in the way he stared at me, and then I understood why. Someone told me that he’s from the Tamil region in India, and I read somewhere that Tamil men are known for having much bigger than average black cocks.Don smiled at my question and answered, “Yes, and when Cholan first came to me and told me what types of sites you were going to, and then the types of postings you were looking at on Craigslist, I knew that you might be perfect for Carol and me. So, I posted that ad, knowing that you would recognize yourself in it, and the rest is history, since you’re here with us. Were you serious about wanting to try this, and is AJ really submissive to you? I met him at one of our parties, and he did seem to be very deferential to you.”I was still shocked and nervous as I answered, “Yes sir, Mr…, Donald, Don, AJ really is submissive to me, and I really want to try this. It’s, it’s, just that I’m having a hard time getting over the fact that you’re the big boss, and what this might mean for us at work.”He leaned over to hold my hand and said, “You would have no way of knowing this, but there are two other ladies in our office who have enjoyed a continuing relationship with Carol, our friends, and me. You can identify them later, for yourself, after we see how tonight goes. They have been meeting with us for the last ten years or so, but Carol and I wanted to bring some, some, well, younger pussy and big, milky tits to the party. It’s just a matter of everyone keeping quiet about it.”Then Don asked, “When you said in your email that this was all new to you, does that mean that you’ve never been with a girl or woman?”I looked at Carol and responded, “Yes, this is all new to me. But like I said in my email, I am eager to learn.”He answered, “That’s marvelous. The only rule is that you must do as we say, with no arguments, or you will be punished. Our patio is private and protected by the fence and landscaping, so let’s get our clothes off and have a closer look at one another. Then I think I’d like to see you and Carol together to get things started.”Before we started undressing, Don said, “Oh, just one more thing. Neither me nor any of the other men you fuck here in the future will be wearing condoms. It’s up to you to take care of your birth control. And you need to know that some of us really enjoy fucking unprotected women and would love to knock up a pretty thing like you. Just for the record, what is your status concerning protection?I had not gone back on my birth control pills after having the baby, since I didn’t want it to interfere with my lactation. AJ and I had good success with the rhythm method, so I answered, “I’m not on any birth control now, so I’ll just have to be careful during my most-fertile times. I have to admit that pregnancy-risk fucking turns me on too, and having your bare cock inseminate my pussy adds to my desires to be submissive.”Don looked pleased with my response, and I know that my unprotected status would add to his pleasure fucking me. I knew that I was in the safe part of my cycle then, so I wasn’t worried. I was shaking like a leaf as I took off my sandals, unbuttoned and dropped my dress, and pushed down my bikini panties; while watching Don and Carol remove their sandals, shirts, shorts, and underwear. They both looked even better than the photos they sent, especially for their ages.As I looked back and forth between Don’s big, soft cock and Carol’s fat-lipped, hairy pussy, and big breasts, they were staring at my big, milk-filled breasts and bulging, shaved pussy.Don was the first to speak, and said, “Oh my goodness, Amy, you’re so beautiful, and your body is amazing.”Carol sat down and laid back on a cushioned, over-sized chaise lounge, that I assumed they had used many times for sex. She held out her arms to me as she said, “Come sit with me, Amy. Just relax, sweetie, and go with the flow. I am so looking forward to making love to you.”It really felt strange, but also arousing to be naked, and sitting with a naked woman who is older than my parents, and almost old enough to be my grandmother. She turned towards me and caressed my face before leaning in to kiss me with her soft lips, as she pushed her tongue into my mouth. In only moments we were kissing passionately, as she began to fondle and weigh my breasts in her hand, as I did the same to her.Feeling what it was like to be in the soft, loving embrace of another woman, made we wish that I had yielded to a couple of the girls who tried to seduce me in college. But I felt like I was making up for lost time, as I melted into her arms.We kissed for about five minutes, while Don was stroking his cock. Then Carol broke our hug and kiss and lowered the upraised headrest on the lounge. Then she said, “Lay back, sweetie, so we can get a taste of one another.”Carol moved over me in a shortened sixty-nine, and began sucking milk from my breast, as she pressed her big tits to my face. I sucked her brown, silver-dollar-sized areola and thumb-sized nipple, and loved my first taste of woman flesh, and the feeling of being smothered by her.

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