My name is Mason, and now at the age of thirty-five, I’m living an affluent lifestyle on the Gold Coast of Florida with my wife, Monica, who is thirty-three, and our daughter who is eight years old. It will become apparent why I’m not naming the community we live in. This story begins in Boston, Massachusetts, where I was born and raised.
I grew up in a well-to-do, but not filthy rich family in Boston, and my father was and still is a successful hedge fund manager there. I was a studious child, did well in school, and I always had a sense of how important social status was to my parents, and how they tried to fit in with the social elite in Boston.
It became apparent to me at a young age that every city, no matter how large or small, has a power structure made up of influential people, sometimes because of their wealth, but also those with political power like politicians, judges, prominent attorneys, business owners and executives, and even doctors.
My father made a good income and worked hard to be accepted into the social circles in Boston, but it was hard for him to compete with and impress the members of those groups, who were much wealthier, many with old money, inherited fortunes. It sounds shallow for me to admit this now, but I was determined to do well in school to build a foundation for me to become wealthy and accepted in the social circles in my community.
I graduated at the top of my class from the Wharton School of Business in Philadelphia with a degree in finance and then continued my education closer to home at Harvard, where I earned my MBA. It was in the summer between my first and second year at Harvard, while I was working as an intern at an investment firm in Boston, that I met the woman of my dreams.
Monica was on summer break between her junior and senior years at Boston University, where she was working on her degree in international marketing, with a minor degree in Spanish. She was the maid of honor for her best friend, while I was the best man for my friend. We had never met before then, with our busy college schedules, and I was smitten with not only her beauty but also her flirtatious and sometimes mischievous personality.
She’s five feet and seven inches tall, weighed about one hundred and thirty pounds at that time, and she has dark brown hair and brown eyes. She’s classically beautiful, with a light olive skin tone, and with her thick lips, she’s sultry and sexy looking. She’s similar in appearance to the Italian actress, Monica Bellucci, at that age. You might remember the actress from the movies, ‘Tears of the Sun’, and ‘The Passion of the Christ’. My Monica has larger, 34DD breasts, and she eclipsed the bride with her beauty.
We spent time together planning aspects of the wedding and then at the wedding itself, and by the end of that weekend, we were dating. It was a coincidence that she has the same name as the actress, but my Monica was just as passionate as I had seen the actress online in her lewder movie clips.
All of us in the wedding party had rooms at the hotel where the reception was held, so we wouldn’t be tempted to drive home drunk. Monica and I ended up spending the night together, even though we had only recently met. She’s hot-blooded and has a high libido, and after sharing a passionate, deep, tongue-probing kiss, we undressed each other and took a shower together.
We soaped each other’s bodies and I loved rubbing the smoothness of her melon-sized, wide-rooted, and full breasts, as well as the rest of her body, including her prominent pubis and thick labia. She soaped me up too and enjoyed stroking my soap-slickened, circumcised, thick, eight-inch cock and lemon-sized, low-hanging balls. Then we dried each other off and went to bed together.
I wasn’t so rude as to ask her about her previous sexual experiences, but it was obvious that Monica was no stranger to having sex. We kissed and I sucked her breasts for a few minutes, before she rolled on top of me in the opposite direction in a sixty-nine, and didn’t hesitate to suck my cock, as I sucked her thick-lipped pussy, that was covered in neatly trimmed brown hair.
We sucked each other for the longest time, and I somehow managed not to ejaculate while she was sucking my cock. Instead, she rolled off me and turned around, laying on her back with her arms and legs spread, and said, “Fuck me, Mason, fuck me with your big cock.”
I was trying to be sensible and asked, “What about birth control, Monica, are you protected?”
I’m still not sure if she answered me in a way just to get me excited, but she wrapped her legs around my ass, and pulled me into her, as she said, “Just fuck me, Mason. I stopped my pills a couple of months ago to lose a few pounds for the wedding, but I should be in my safe time.”
Then she kissed me as I felt my cock slip into her tight, wet pussy, and I could hardly believe that I was bareback fucking the most beautiful girl I had ever seen, and on the first night we were alone together. I couldn’t help thinking about all the other boys she must be fucking, and that turned me on even more being with a hot, sexy woman who likely turned on so many boys and men and was aggressive, insisting on being fucked. She even sucked my cock clean afterwards and pushed my head down to clean her pussy.
We dated for a few weeks after that, before moving in together in my apartment. I went to Wharton on a full, academic scholarship, and was attending Harvard on a partial scholarship, and since I also worked part-time in both Philadelphia and Boston, the financial burden was much less on my parents than it might have been. So, they were paying for my apartment in Boston. With the money Monica saved by living with me, we were doing well financially in our last year in college.
Monica and I were in love, but I wasn’t jealous of her other friends and didn’t try to control her activities with others. Monica liked to dress tastefully but somewhat revealingly, and I enjoyed knowing that other men and boys were lusting after her. We hadn’t even made pledges of being faithful to each other, at least not until the last couple of months before the end of college, and I assumed that she was seeing other boys when I was working or in school, which excited me.
I talked with Monica a lot about my goals, and it turned out that she had the same aspirations to be in the most prominent social circles of whatever town we lived in. She was even agreeable with my desire to move away from Boston to start fresh in a warm climate, since my father set me up with an old friend of his who owns an investment management firm in an affluent, tony community on the Gold Coast of Florida, that caters to the high-net-worth people in the area.
Beginning Our Lives in Florida
Monica got a job with an import-export firm, that specializes in trading with Latin America when I began with the investment management firm. Her job wasn’t requiring much travel, and she was able to accompany me to social gatherings in the evenings and on weekends, whenever I got opportunities to use those events to meet with prospective clients.
She was very much aware of her attractiveness to others, and how that might affect people’s decisions in inviting us to events, and I sometimes teased her about the way she was dressing. We knew that she couldn’t be too brazen, but even on occasions where the dress was more formal, a carefully tailored, silk blouse, when worn without a bra, could make men weak in the knees when they’d see her big breasts shifting and jiggling, and nipples pressing on the thin material.
And on some casual occasions that allowed the wearing of tight leggings or shorts, along with a nice t-shirt, yoga top, or sporty blouse, she was driving the men wild with her body. Our social activities began with neighborhood and church gatherings, and we were hoping to meet others who could eventually introduce us to the elite social groups in our town.
Just as in Boston, there was a lot of old money in our town, as well as political figures, judges, prominent lawyers, businessmen, and doctors. Many of the high society people belonged to an exclusive, private club within the yacht club, and the private golf club that has an over two hundred-thousand-dollar initiation fee, as well as more than twenty thousand dollars in annual dues. They were obviously trying keep out the riffraff.
I was slowly building a clientele in my first two years with the firm, and my big break came towards the end of that second year, when, Jerry, a friend from church who I made a lot of money for, introduced me to a prominent, forty-five-year-old attorney friend of his, named Nolan. We had a long discussion about the risks of certain kinds of investments, and he took a chance with me, putting one million dollars into what I warned was a very risky investment.
Luck was on our side, and he made twenty percent on that investment in six months, before I pulled him out of it at just the right time, before it crashed. Wealthy people are rightly suspicious of others who try to befriend them, but Nolan used me for several other investments over the next year, and all of them gave him exceptional returns, as well as giving me good commissions.
Monica and I decided to start a family then since my commissions were enough to allow her to quit her job when the time came. We got her pregnant right away, and our daughter was born in November of our third year in Florida. Over that year I had helped Nolan make a small fortune on his investments, and he was becoming more trusting of me as an outsider in their community.
Monica was nursing our daughter, and her already big breasts had grown to even more succulent, 34Fs, with only the normal amount of seductive sag you’d expect for breasts that big and heavy with milk.
It was early March, when our daughter was four months old, that Nolan invited me to his home to talk about some new investment ideas. My friend, Jerry, had been telling him about my beautiful wife, and he insisted that she come along with me, making it clear for us to dress casually. Monica had made good friends with another young mother in our neighborhood, and she agreed to babysit since Monica pumped and stored breastmilk for our daughter.
With Nolan insisting that Monica come with me, and him inviting me to his home for the first time, I knew that was our opportunity to get closer to meeting more of his social circle, and I said to Monica, “This might be our chance to make a good impression on Nolan, honey, especially since Jerry has been telling him how beautiful you are, and maybe lead the way to being introduced to some of his powerful friends. He asked us to dress casually, and it would help a lot if you dressed as enticingly as possible.”
That’s the first time I had so blatantly requested her to dress revealingly, and she teased me, saying, “You’d better be sure about this, Mason, since that might fuel his lust and make him think I’m easy, and fair game for him and his powerful friends to pursue me in the future. Is that the impression you want to give him?”
I answered, “As you know from your marketing background, sexual provocation is what makes the world go around, as we see in most television commercials and other advertising, with pretty and sexy women selling everything from dish soap to beer to cars. So, no, I don’t want him to necessarily think you’d be an easy fuck, but if his arousal makes him desire for us to be around him and his powerful friends, then I don’t see the harm in that. And come on, honey, you’ve never been shy about exposing your assets.”
Getting Closer to the Social Elite
We arrived at the entrance to Nolan’s gated, golf course community on a Friday evening, and the guard called for permission to let us enter, after brazenly checking out Monica. She was wearing tight, black leggings that accentuated her nice ass and bulging camel toe, and a tight, low-cut yoga top that showed off her pendulous breasts, even with her wearing a stylish, long, sweater cover-up, that was unbuttoned all the way.
His huge home on an acre of land is impressive, and he met us at the door after we parked in the circle driveway. Nolan welcomed us in, saying, “Please come in. My wife is out with friends, but I’ll do my best to be a perfect host.”
Nolan offered us drinks and smiled almost imperceptibly as Monica asked for a non-alcoholic drink because she was breastfeeding our daughter. We sat on the cushy, leather couch in his study, while he sat across from us in a chair. He was focused on Monica and undressing her with his eyes, as he said, “My goodness, Monica, I think you are the loveliest woman I’ve ever seen. Mason is a lucky man.”
Monica feigned shyness as she said, “Thank you, Nolan, it’s nice for a lady to feel appreciated by others, even though Mason compliments me all the time.”
Then Nolan said, “I didn’t invite you here to discuss my investments, Mason. No offense, but I wanted to assess how you and Monica, as a couple, will fit in if I invite you to a social event coming up at the yacht club. I’d like you to meet Joseph, my good friend and mentor, who’s in his sixties now, and soon to retire as a district court appellate judge. I’d like to help my old friend, and he’ll appreciate me introducing you two to him.”
“Joseph did very well financially before he became a judge, and now that he’s approaching retirement, he’d like to leverage his already substantial assets, to ensure a financially secure retirement. I’ve been telling him about the success I’ve had investing with you, and he’d like to meet you. This will also be an opportunity for you to meet many other influential members of our community.”
I was bursting with excitement inside, not only for the business implications but also for the opportunity to rub shoulders with high society. I tried to mute my enthusiasm a little, saying, “That’s very nice of you, Nolan, and I very much appreciate the opportunity to expand my client base.”
Nolan warned, “Well, Mason, you’ll need to be careful about approaching other members. Those of us who are members of the yacht and golf clubs only rarely invite outsiders to our events since most of us are suspicious of the motives of others. You can socialize with the other members, and even though I’ve told a few of them about your investing performance, you shouldn’t talk about that unless they bring it up to you.”
I said, “I understand, Nolan, and I’ll be careful not to initiate those kinds of discussions. I’m pleased that Monica will be able to accompany me too, but why is it important for us to come as a couple?”
He looked Monica up and down, and replied, “Rightly or wrongly, people seem to be more trusting of men in happy marriages, and they’ll be able to assess the chemistry between you two.”
“And, Monica, Mason has told me about your intellect, academic background, and work experience, which will make you an interesting conversationalist, especially with Oliver, one of our members who owns a lucrative import/export business, that I think competes with your previous employer. And I won’t deny the fact that most of the men will be struck by your beauty, and uh, uh, your lusciousness.”
Monica was still trying to appear modest and said, “Oh, Nolan, now you’re going to make me blush. I’m an outgoing person and naturally enthusiastic when I meet people, but do you think I should temper that a little with your friends?”
Nolan smiled and answered, “No, just be yourself, and I think most of my friends, and especially the men, will react well to your exuberance. But just so you know, some of us can get mischievous ideas when a vivacious, young woman like you appears to be friendly and receptive to our sometimes lewdness. And I wouldn’t put it past some of the men to test your openness to their, uh, uh, advances, at least when their wives aren’t paying attention, and everyone’s had a few drinks.”
Monica teasingly asked, “Oh come now, Nolan, how old are your members?”
He responded, “Well, many of our members are in their forties and fifties, and some even in their sixties and seventies, but I wouldn’t let that give you any sense of ease. Some men in those age groups might not have their needs taken care of particularly well at home, if you know what I mean? A pretty lady like you could give them ideas, especially if you’re open and friendly with them, including me. I know that most of us aren’t that happy with women who appear to be too reserved and unreceptive to suggestive banter.”
I wasn’t sure if Nolan had purposely steered our conversation in that direction, but I was getting the feeling that he might be warning us that some of the men, including him, might try to take liberties with Monica. I wanted to test my feelings as much as I felt comfortable doing and asked, “What is the dress code for this event? I’ve heard that people sometimes get dressed up for yacht club affairs, and I was wondering if Monica should dress conservatively.”
Nolan thought for a few seconds and answered, “Yeah, we sometimes dress up, but this is a casual party, and I think if Monica wears what she has on right now, or something similar, she’ll be well received and very much appreciated by the men. I plan to wear shorts and a casual, short-sleeve sports shirt, and you can do the same.”
After all the discussion, Nolan formally invited us to the event, which was taking place the next night. As we were by the door leaving, and even though Nolan had just met Monica, he placed his hand on her shoulder and leaned in to kiss her on the cheek, before saying, “It’s been fun getting to know you, Monica, and I’m looking forward to knowing you better.”
On the drive home, I said, “Wow, honey, Nolan was impressed with you, and unless I misunderstood his hints, I think he’s warning us, and especially you, that some of the men might try to take liberties with you. How would you feel about that?”
She was more receptive to it than I expected, when she answered, “This seems like our best opportunity to get into their social circle, where you can rub shoulders with many, affluent, potential clients. This is what we’ve wanted, and I wouldn’t be upset if the price of admission is me being rather receptive to the men. How far would you be agreeable for me to go?”
I had never been jealous of other men lusting after Monica and even suspected that she was still fucking other boys when we were dating in college. I’m ashamed to admit that I didn’t have a problem with her going as far as she desired for those opportunities, but I wasn’t comfortable telling her that. So, I took the coward’s way out, replying, “I’d rather leave that up to your good judgment, honey, and this really is a great opportunity.”
Monica said, “Okay, honey, but remember that you had a chance to set limits.”
We contracted with a professional babysitting service the next day, assuming that we’d be going to more social events in the future, and Monica bought a commercial-grade breast pump so she could more easily express and store breastmilk for when we would be out in the evenings or on weekends and drinking alcohol.
I have described the events leading up to our first exposure to the social group, and it will be more informative now for Monica to narrate the rest of our story, without repeating much of what I’ve said.
Monica’s Story
I never admitted to Mason how promiscuous I was in high school and college, and how I discovered the joy of sucking cocks and balls, swallowing cum, and fucking, after I turned sixteen and started dating boys in cars. I have a high libido, and even after meeting Mason and enjoying his thick, eight-inch cock, and discovering that he’s as hungry for oral sex as I am, I still needed more.
Mason was right to be suspicious that I was fucking other boys while I was dating him, but he couldn’t have imagined that continued until a week before our wedding. Mason and I have had sex regularly since the first night we dated, and even though I tried hard to control my urges for other cocks after we were married and moved to Florida, I must admit to slipping a few times and fucking my boss, Randall, and a coworker, even while I was pregnant with our daughter.
My libido got even stronger after our daughter was born, and it was so arousing when Mason sucked my breasts, and regularly sucked my pussy to orgasm, and continuing after my doctor gave me permission to start having intercourse again, which coincided with our invitation to the yacht club party.
Nolan’s comments about the men likely making advances on me made my pussy wet and given how much Mason and I wanted to be invited into that affluent social circle, I wasn’t that surprised that he was almost giving his approval and leaving it up to me, even implying anything that happened would be worth it to join the group. I was looking forward to the variety of men, and the sizes of their cocks wouldn’t be the important thing. I wanted men with an enthusiastic and aggressive sexual attitude, and a willingness to engage in oral and coital sex. It remained to be seen how much I would admit to Mason.
My First Sexual Encounters with the Social Elite
There were about twenty couples and a few men without their wives at the party when we arrived, with me wearing the same type of clothing as the night before, and Nolan quickly brought us over to meet judge Joseph, while most of the other men were watching me and undressing me with their eyes. Joseph is a distinguished-looking, sixty-two-year-old man, with a full head of graying hair. He’s almost old enough to be my grandfather, but I sensed a youthful energy in his lean appearance and alertness in his eyes.
We were served drinks, and Joseph’s wife was talking with a group of the older wives, while he and Mason talked for about ten, boring minutes, at least to me, and they made plans for Mason to visit his home on Monday evening to discuss investment ideas in more detail. Then, as Mason was leaving with Nolan to be introduced to some of the other men, Joseph said, “Stay with me, pretty lady, I’d like to get to know you better.”
It felt strange at first sitting alone with that older man, and it seemed like the others knew, because of Joseph’s status, better than to come over and interrupt our conversation. I asked him a few innocuous questions about his responsibilities on the appellate court, and he asked me about my previous job.
Then I made what could be taken as a suggestive comment, to let him know how much I supported Mason in growing his client base, saying, “I’m so happy that you’re giving Mason an opportunity to help you with your investments, Judge, and we’re both so pleased to have been invited here tonight. I hope that I can do my small part to make you feel good about us and make you more likely to use his services.”
Joseph said, “I don’t think I’ve ever seen a lady quite as lovely as you, Monica, and I’m so pleased that you’re willing to support your husband in his business. Let’s freshen up our drinks and get out of this stuffy place, out on the dock to get a little fresh air, while we talk further.”
It was already dark, and as we stood by the railing on the dock, he said, “I love the cool, night air this time of year, just as I like the fresh, salty air when I’m out cruising on my yacht. Are you and Mason into boating yet?”
I wanted to continue showing him deference by using his title, and I replied, “No, not yet, Judge, but there are sure plenty of beautiful yachts here. Which one is yours?”
He answered, “I own that sixty-footer down on the end of the dock, and I can handle it myself without a crew. There are much larger ones in here, a couple almost two hundred feet long, with full-time crews. Maybe I’ll be able to get one like that if Mason is as good at investing as Nolan says he is. Would you like to see mine?”
I enthusiastically responded, “Oh, my goodness yes, judge, I’ve never been on a yacht before.”
We walked over the short gangway and he gave me a quick tour of the yacht before we sat on a couch in the indoor lounge area with our drinks. I said, “Thanks so much for the tour, judge. Your yacht is so beautiful and comfortable. With the three staterooms and this big lounge area, this must be a good party boat.”
He smiled and said, “Yes, we had some wild parties on here years ago, but now I’m more into intimate encounters. Speaking of intimacy, Monica, Nolan told me that you’re breastfeeding your daughter, and that brings back wonderful memories of when my wife was nursing our children. We both got so aroused when I suckled her. Does Mason enjoy feeding from you?”
Joseph smiled as I shyly said, “Oh, judge, now you’re embarrassing me. But, yes, we love it when he suckles me, and it always leads to more intimacy.”
He put his arm around my shoulder and said, “We have to get back to the party soon before we’re missed, but would you make an old man very happy, and let me relive those experiences, even if just for a few minutes?”
I looked up at him and didn’t resist when he leaned down to kiss me, and we were immediately in a passionate, tongue-probing kiss. He reached over, cupping and fondling my breasts, and we continued kissing as I threw my leg over, straddling his waist. Then I broke the kiss, took off my sweater coverup, and pulled my tight yoga top up and over my head. He was then sitting there with my pendulous breasts swaying and jiggling right in front of his face.
He latched onto my right areola and nipple, as I held his head tightly against me, and embellished a little for his pleasure, saying, “Yes, Judge, feed from me and relieve the pressure since it’s been hours since I last fed my daughter, and it turns me on so much when men suckle me.”
I moaned to get him more excited and rubbed my bulging camel toe against the thick, soft lump in his pants. He had to know that I would be willing to fuck him, and when he pulled away to change to my left nipple, he said, “Oh my, Monica, you are so fucking sexy. I’m sorry that my equipment doesn’t rise to the occasion like it used to, but that feels so good.”
My libido was in overdrive, and I wasn’t going to let him leave unsatisfied, so when he pulled off my tit, I didn’t say a word as I slid down to my knees between his legs and unfastened and unzipped his shorts, as he lifted his ass so I could pull them and his underwear down to his ankles. I didn’t hesitate to move down and take his soft, thick, circumcised cock, that was about six inches long into my mouth.
I enjoyed sucking his soft cock and playing with his big balls, and he held my head, slowly thrusting into my mouth, as he moaned and said, “You’re my slutty little angel, Monica, so keep sucking my cock until I feed you my big, juicy load.”
It only took a few minutes for his cock to throb and squirt into my mouth, and it even felt like it hardened a little. I kept sucking for more as I swallowed his semen and sperm. I pulled away and teased him, saying, “We didn’t want to mess up your shorts, Judge, and I had to make sure that I took all of that tasty and slimy mess into my belly.”
I helped him pull up his shorts and underwear as he said, “My wife would only rarely suck my cock. That was decades ago, and she would never take my cum into her mouth, much less swallow it. You’re an amazingly hungry little slut. Nolan was right when he said you might be a hot-to-trot little MILF.”
That was a wonderful experience for me, and I said, “I loved being with you like this, Judge, and maybe next time we can get that big cock of yours to harden a little more, as it did at the end, so I can feel it inside me.”
He said, “I can hardly wait, and since Mason gave me your home number, I’ll be in touch to arrange more get-togethers. But for now, we need to get back. I’ll walk in one door, and you can walk in on the other side, so maybe our time away together won’t be so noticeable.”
I felt guilty when I walked back into the party room, but I didn’t notice anyone giving me any more than the usual attention, gawking at my face, ass, and tits. I found Mason with a group of men at the bar, and everyone was getting pleasantly inebriated. He knew that I was with Joseph when he left me but didn’t seem to realize that I had gone outside with him and to his yacht.
Mason said, “Hi, honey, I haven’t seen you for a while. How’d it go with Joseph; did you charm him a little to help me seal the deal?”
I got another drink and replied, “Yes, honey, I think we got along really well.”
He continued talking with his new friends at the bar and I looked around the room, seeing Nolan and Joseph talking quietly, and assumed that Nolan was learning about our encounter. That was confirmed when only a few minutes later, Nolan took me aside and said, “I was happy to hear that you and Joseph got along so well, and how much you enjoyed the tour of his yacht.”
I smiled coyly and said, “Yes, he has a beautiful yacht, and everything worked out well.”
Nolan said, “Well, my wife is busy with her friends, and Mason is having fun meeting the other men, so would you like to see my yacht? It’s a little bigger than Joseph’s, and I’d like to give you the same kind of tour he did.”
I said, “Of course, Nolan, being on those nice yachts is like an aphrodisiac for me.”
Nolan was almost old enough to be my father, but he’s a handsome man, and my time with Joseph made me hungry for more. We left the party carefully so no one would catch on, and there were no pretenses when we got to his yacht. We went to one of the guest staterooms, so as not to mess up the bed in the master suite, and he said, “From what Joseph told me, I think you’re going to be popular with our members, and that should mean a lot of new investors for Mason. Does he have any idea what you did with Joseph, and what you’ll do with me now?”
I didn’t want to admit that we had an unspoken understanding that I might become intimate with the members, and I lied, saying, “No, Mason knows that I can be flirty and provocative, but he doesn’t know that I would act on it. The thing is, Nolan, I have needs, and if he’s too busy with his career to give me the attention I deserve, then I’ll find it elsewhere. He’ll likely find out someday, and I’ll deal with it then. Anyway, this isn’t the first time I’ve cheated on him.”
He said, “I want you to know that I’m pleased and thankful for the way you took care of Joseph. He’s like a father to me, and he was happy the way you went beyond what he requested of you and gave him such great pleasure, and how you even said there would be a next time. He’s grateful to me for bringing you to the party too.”
We undressed each other at the foot of the bed, and I loved his soft cock, which was thick and six inches long, about the size of Mason’s cock, except it was uncircumcised. He looked up and down my body and then leaned in to kiss me, which was surprising since he had just acknowledged that he knew I had sucked off Joseph only a half hour earlier.
He broke the kiss and we moved onto the bed, as he said, “You’re so beautiful and your body is so luscious, Monica, and it’s hard to believe I’m in bed with a lactating mother and goddess like you. I just have to feed from your amazing breasts.”
I laid back on the pillow as Nolan moved beside me, sucking one breast, and fondling both. I enhanced his experience by alluding to his latent, oral pleasure-seeking as I cradled his head with my arm and said, “That feels so good, Nolan, suck Mommy and feed from her milk-swollen breasts.”
Nolan suckled first one breast and then the other, before he slid down my torso, kissing and sucking my flesh as he went until he moved between my legs and began sucking my thick-lipped, hairy pussy. I twisted around in the bed until we were in a side-by-side sixty-nine, and I loved sucking his hard, eight-inch cock and rubbery foreskin.
We sucked each other for about five minutes, until I rolled onto my back, and appealed to his primordial instincts, saying, “Fuck me with your big cock, Nolan. Mount me, breed me, and inseminate my married pussy.”
He mounted me and plunged his cock into my pussy and began fucking me hard and deep to the balls. Before kissing me, he looked into my eyes and said, “Oh shit, Monica, I’ve never in my life met such a lustful and beautiful woman, who just wants to be sucked and bred. The other men in our group will want you too, and I’ve got a feeling you’ll be happy to accommodate them.”
I wrapped my legs around his ass, and teasingly said, “Just be quiet and fuck me, Nolan. I love your big cock, and the only thing I like better than cum in my mouth is other men’s cum flooding my married womb.”
We fucked for about five minutes, and then Nolan moaned and gasped as his cock throbbed and he flooded my adulterous pussy with cum. He surprised me after that and turned around so we could clean each other with our mouths.
As we were getting dressed, I said, “I know we must get back before we’re missed, but I enjoyed being with you, Nolan. Maybe next time we’ll be in a situation where we can spend more time together. I’d love to spend time sucking those big balls of yours, and who knows what other mischief we can get into?”
We were walking back to the party, and Nolan said, “You need to tell me, Monica, whether you want me to tell a few of the other men about your hunger for sex. I mean, I let Joseph know that you might be receptive to him, and he told me what you did together, but no one else will know without your approval. And if you continue to be receptive, I think you and Mason can plan on being invited to many more of our events.”
I teased him, saying, “Well, I don’t think I want to see an announcement on the club’s bulletin board, but I would like to see maybe a few other men, as well as continue my relationships with you and Joseph. And if I’m going to do this behind Mason’s back, I’d at least like it to be men who might be good prospects for him. This might be a strange request, but who would you recommend?”
Nolan laughed before saying, “Truth be told, I’d rather keep you for myself and Joseph. But there are a few men I could suggest, and maybe you’ll get a chance to meet them tonight, and then let me know if you want me to tell them about you.”
“Oliver, who owns an import/export business, is fifty years old. He has a reputation for being well-hung, but as far as I know, he doesn’t, or at least hasn’t, played around on his wife. That could develop into another job opportunity, as well, if you decide to go back to work. Then there’s Wyatt, who is fifty-five and an heir to an old industrial company fortune. He’s got a reputation for seeing young ladies like you on the side, and I think his wife even knows about it and doesn’t care. I know these are older men, but they’re the ones with the resources to be in our social circle. I think I’m one of the youngest members.”
He paused for a moment, and I said, “Oliver sounds interesting, but I don’t think I’d like to be just another bimbo in Wyatt’s harem. It kind of depends on their personalities when I meet them. Who else can you think of?”
Nolan said, “Henry is fifty, and owns a lucrative computer consulting business. As far as I know, he’s never cheated on his wife, but he was sure checking you out when you walked in tonight. Then there’s Mitchell. He’s forty-nine, and a renowned plastic surgeon in the area. Even though he’s placed probably thousands of breast implants, he would undoubtedly appreciate feeding from your natural breasts.”
I said, “Okay, I’ll try to meet them tonight, and I think it will be best if any resulting intimacy happens naturally, with them pursuing me and picking up on my receptive vibes, instead of having you tell them about me. In the meantime, I’d like to see you again next week, and Mason is going to be visiting prospective investors in their homes for most of Wednesday evening.”
Nolan’s face lit up and he said, “Maybe you can meet Joseph and me on my yacht on Wednesday evening, and he can invite you and Mason to the country club for an event we’re having next Friday night. It looks a lot better if different people invite you.”
We rejoined the party through separate doors, and I found Mason sitting with two men, who happened to be Oliver and Henry, and I joined them. Mason introduced me, and both men couldn’t help staring at my face and body. I was getting good vibes from them, and Oliver even said, “You’re a vision of loveliness, Monica, and even more pleasant to talk with. Mason told me that you once worked for one of my competitors, Randall, and I just might have to meet with you sometime soon to talk you into joining my team, when you’re ready to go back to work.”
The party ended shortly after that, and on the way home, Mason said, “I hope you enjoyed the party, honey. I was careful not to talk business until they brought it up and got a few good prospects. What did you think of their group, and did you get any vibes from anyone who might be a good prospect for me?”
I responded, “I spent some time with Nolan and Joseph, and I think you’ve made a good impression on Joseph so far. He seems motivated to seek and take your advice, and I think Nolan is happy to continue investing with you. I’ll know more next week, but I think we’re going to be invited by Joseph to another party at the golf club next Friday night.”
Mason said, “Yes, I know that you spent time with Nolan and Joseph. I didn’t notice until a couple of the men I was talking with called it to my attention, but you were seen leaving the party and returning at different times with them. The men were suspicious and curious about that, but I had no way of knowing what you were up to. What were you doing with them anyway?
Despite Mason’s previously lax attitude when we discussed how far we’d be willing for me to go with those men, I wasn’t comfortable coming right out and admitting my adultery, at least not yet, unless he pressed me. I wasn’t sure if he’d really want to hear about it and decided to tease him a little and give him the opportunity to ask for more.
So, I replied, “It started out with Joseph just wanting to enjoy a little fresh, night air, and then he gave me a tour of his yacht. You had your chance earlier to set limits, honey, but chose not to, so I thought it was okay to yield to that nice, old man’s wishes. Then, he told Nolan about our time together, and I got a tour of Nolan’s yacht too. Are you sure you want to know more?”
Mason looked shocked and answered, “Uh, shit, honey, this was just our first night socializing with that group, and you’ve already, uh, entertained those men? How far did you, uh, just what…? Oh, never mind I probably shouldn’t ask. But Joseph did seem more eager to meet with me after he came back from being with you.”
Even though Mason didn’t press me for more details at the time, he was aroused when we got home and into bed, and he immediately dove between my legs to eat me out. It seemed that he was trying to confirm whether I had been fucked, and although I don’t think there was much semen left since Nolan had eaten me out after we fucked, Mason could probably sense that I wasn’t clean and fresh. Then he fucked me hard and ate me out again, reclaiming me for his own.
Second Meeting with Nolan and Joseph
I had sex with multiple partners at the same time in college, and it was exciting meeting Nolan and Joseph on the yacht on Wednesday night. We stripped immediately, and both men kissed me before we laid back on the bed, with one on each side, sucking and draining my breasts.
Then I pushed Joseph onto his back and sucked his cock for a few minutes, before straddling his waist, and I leaned over and let him suck my breasts again, as I gripped his soft cock and moved the head back and forth in my juicy, thick vulva. His cock is meaty enough that I worked the big cock head and a couple of inches inside my pussy and used my hand to help him fuck me with it.”
Joseph was so aroused that his cock got about half hard, and I rode him as he thrusted into me until his cock felt like it was almost eight inches long, but still not fully hard, and he ejaculated into my pussy. Joseph was gasping and moaning as he said, “Oh fuck, Monica, this is the first time I’ve been able to fuck in years and ejaculate into a hot, wet pussy. Thank you, sweetie, that was very special.”
I leaned down to kiss him, before moving down to suck his cock and balls clean, still on my knees leaning over him and was surprised when Nolan moved in behind me and sucked my pussy clean, before impaling me with his big cock, as I was still sucking Joseph’s cock and balls. Nolan had been deferential to his mentor by letting him fuck me first and then humbled himself by eating Joseph’s cum from my pussy.
It felt so good being fucked while sucking Joseph’s cock and balls, and I had two orgasms on his cock before he ejaculated into my cheating pussy, before sucking me clean again, after I turned around again to suck his cock clean. Nothing was said about Nolan eating Joseph’s cum, and I got the feeling that I wasn’t the first slut they had been with together.
We spent the next two hours with them periodically sucking my breasts and me sucking their cocks and balls, and before I fucked both again, I even let them sit on my face while I sucked their balls and rimmed their assholes. We were exhausted when we left, and Joseph said, “My goodness, Monica, you’ve sure earned an invitation to our party at the golf club on Friday night. Dress is less casual than last week’s party at the yacht club. You’ll be fine in a cocktail dress, and Mason can wear a sports coat.”
I rubbed their cocks through their pants as I kissed them goodnight, and then said, “I just wanted to let you know, Nolan, that Oliver told me at the last party he wants to talk with me sometime, so I expect that he’ll be trying to corner me on Friday evening at the club He seems nice, so we’ll have to see what happens.”
Mason got home shortly after I did, and because I didn’t want to tell him that I was with Nolan and Joseph, I partly lied, saying, “As I expected, honey, Joseph called to invite us to a party at the golf club this Friday night. It won’t be as casual as last Friday, though, and you’ll need to wear nice slacks and a sports coat. I’ll be wearing my slinky, black cocktail dress.”
He said, “You must have made a big impression on him, honey, for him to call and personally invite us that way.”
Friday Night at the Club
We arrived at the party on Friday night, after the guard confirmed our names on the list of invitees and let us enter the country club property. My cocktail dress has a plunging neckline and open back, which I wore with no bra, and my bulging, shifting, and jiggling breasts attracted a lot of attention.
I stayed with Mason for a while as he got reacquainted with and introduced me to the men he met the previous week, but I went to sit by the bar when they started talking business. The first man to walk up to me was Oliver, and he said, “Hi, Monica, it’s so nice to see you again. Do you mind if I join you?”
He was pleased when I welcomed him and he said, “I don’t want to spoil your evening by talking business here, Monica, but I would like for you to join me on Monday to talk about the possibility of you coming to work with me when and if you decide to go back to work. In addition to my yacht, I have a vintage, offshore racing boat that I’ve just had the engines replaced on, and I tested them this past weekend. I’m hoping that one of my best customers comes too since you would be responsible for his account if you join my firm.”
“I’d like for you to join me when I take it out for a longer run. I think you’ll enjoy the power and speed of that boat, and we can make a picnic of it while we discuss business. The long-range forecast shows that it’ll be a sunny, warm day with calm seas, and we should be able to get the boat up to its full speed of eighty knots, or about ninety-two miles per hour. You can wear a bathing suit to lay out and enjoy the sun since we’ll be out most of the day, but only under power part of the time.”
I assumed that he just wanted to get me alone, and I teased him, asking, “That’s nice of you, Oliver, but will it just be the two of us and your customer? I know that Mason will be working, but wouldn’t your wife want to come? And I’d also like to know if you’ve talked with Mason about your investments?”
He smiled and replied, “Well, my wife loves the yacht but doesn’t care that much for the high-performance racing boat. And besides, she’d get bored with us talking business. And as far as investing with Mason is concerned, I want to see how we get along on Monday before I decide.”
I said, “Okay, Oliver, that sounds nice. Can I bring anything for lunch?”
Oliver answered, “Thanks for the offer, but I’m having drinks, lunch, and refreshments provided by a caterer we use for parties on my yacht. You can meet me at the yacht club at 9:00 am on Monday.”
We talked a little longer after that, and when Oliver left to talk with some other people, another man came up and asked, “Hi, Monica, I’m Asher, do you mind if I join you?”
Mason had told me that he met Asher on the previous Friday, and he’s a nice-looking, fit, fifty-eight-year-old man with old money from his family in Philadelphia, who is the country club board chairman. I replied, “Of course, Asher, it’s nice to meet you.”
We exchanged the normal pleasantries for a few minutes, and then he said, “I’ve heard good things from Nolan about Mason’s investing track record, and I had an interesting conversation last week with Mason about my investments. I’m not sure yet if I want to place any funds with your husband, though, and wanted to get to know you better first.”
I smiled and touched his arm, which some people might interpret as flirting, as I said, “Thanks for your interest, Asher. I’m pretty much an open book, and I’m looking forward to knowing you better too.”
He said, “I could tell by observing you last week that you’re not only beautiful, but also a very social person, and I couldn’t help noticing that you’ve become good friends with Nolan and Joseph very quickly. I even saw you leave the party room with them last week, for more than a few minutes, and it may be none of my business, but I’ve been wondering just how cozy you’ve been with them.”
Asher was getting more personal than he should, after having only just met me, but I didn’t want to say anything negative and laughed before replying, “Oh, that. Mason and I have only lived in Florida for about three years now, and since he’s still building his clientele, we haven’t had the time or resources to get into boating yet. Nolan and Joseph were nice enough to give me tours of their yachts, which I enjoyed very much.”
I wasn’t sure if Asher was buying my explanation, since I was gone with Nolan and Joseph way longer than just a few minutes, but he didn’t challenge me on my answer. Instead, he said, “Well, Monica, this is probably your first time at this or any of the area country clubs too. With Mason busy talking over there, it would be my pleasure to give you the dollar tour of our fine country club, so you’ll know your way around when you visit again.”
With my sensitivity to wanting more social status, it didn’t escape my notice that Asher mentioned me ‘visiting’ again, as opposed to being a member, but I tried to ignore that when I answered, “Yes, I’d love to take a tour with you, this is such a beautiful place.”
I didn’t think anyone noticed us as we left the party room through a side door and walked down a hallway to begin our tour at the reception area. Asher offered his right arm to me, which I thought was gentlemanly, but a little forward since we had just met. I didn’t want to offend him, though, and took his arm as we walked through the various areas of the club. We started out farther apart, but he drew me closer as we progressed on the tour.
He even showed me the locker rooms, and after peeking into the ladies’ locker room, he led us into the men’s locker room and said, “This is where Mason can shower and change when he visits.”
There was Asher talking about just ‘visiting’ again, and I heard the shower running and said, “My goodness, Asher, it sounds like there are men in here. We should probably leave.”
He laughed and said, “Yes, our racquetball and tennis courts are open until 11:00 pm, and some men are in here. But you wouldn’t be seeing anything you haven’t seen before, and it will give the men a thrill to see a beautiful woman like you in here, especially with the revealing dress you’re wearing. My goodness, Monica, you are just about the best-built woman I’ve ever seen. Nolan told me that you’re breastfeeding your baby too, and you’re almost spilling out of that dress.”
Before I could react to his comment on my breasts, a good-looking, fit, naked man who appeared to be in his fifties walked around the corner of the lockers with his towel in his hand. I got a full, frontal view of his impressive genitals, and his cock appeared to be uncircumcised, thick, and over seven inches long on soft, as well as him having lemon-sized, low-hanging balls.
The man smiled, looked me over, winked, and then turned, showing me his firm ass and genitals swinging between his legs from behind as he walked away. I wanted to let Asher know that I wasn’t embarrassed or upset, and I squeezed his arm as I said, “My goodness, Asher, that man is easily older than my father, but he certainly has a lot to be proud of.”
Asher chuckled and said, “Yes, that’s Charlie, and he’s got a real lady pleaser between his legs. And from what I hear he’s not shy about using it, especially on the married ladies at the club. He’ll probably join us at the party after he showers if you’d like to formally meet him.”
I responded in a way to show my receptiveness to the concept of well-hung men fucking other men’s wives, saying, “Yes, I can understand that, and can just envision him trolling around the tennis courts with that thing swinging against his shorts.”
See Part 2, where the clubhouse tour continues, and I eventually end up in arousing sexual relationships with many other men.
