Part 1 Recap

In Part 1 we learned that Mason and his eventual wife, Monica, were born and raised in the Boston area, and they met while Mason was working on his MBA at Harvard, while Monica, who is two years younger, was working on her international marketing degree, with a minor in Spanish. 

They met at a wedding and fell in love, even though Monica continued dating and fucking other boys.  After graduating, they followed their dream of moving to a warmer climate on Florida’s Gold Coast, where Mason began work for an investment management firm and Monica worked for an import-export company.  They were both anxious to be accepted in the best social circles, and after being introduced to and handling investments for an influential man in a yacht and country club, they were finally invited to social events, just about the time Monica gave birth to their daughter and was lactating. 

Monica is 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’.  Monica has larger, 34DD, breasts than the actress, though. 

Her breasts were huge when lactating, and after she and Mason discussed how friendly she should be with the horny men flirting with her, he decided to leave it up to her.  Monica is anxious to help Mason add to his clients, and she begins having sex with several of the members, including the man who invited them to the first party, with the condition that they use Mason as their investment manager. 

Mason and Monica are at their second party, and after Monica was invited to go on an offshore racing boat with Oliver, she is being taken by another member, Asher, on a tour of the clubhouse.  They see a nude man, named Charlie, in the locker room, who proudly displays his big cock to them.  As Part 1 ends, Asher is taking Monica to a guest suite to fuck her, as the story continues in Monica’s first-person voice. 

Part 2 

Asher and I continued our tour to the back side of the clubhouse, and into a long hallway with six doors on each side.  That’s when he said, “These are our guest suites that are used when our members have an overflow of guests from out of town or for when our members have a little too much to drink and decide to stay over.  Sometimes they’re even used by men like Charlie, who get lucky, as you suggested, trolling for married women at the tennis courts.  I can show you one of them if you’re interested.” 

I said, “Yes, I would like to see what they’re like.  I bet they’re beautiful.” 

We stepped inside, and I saw that they are two-bedroom suites, with a large bathroom, sitting/lounging area, small kitchenette, and a wet bar.  Asher was showing me one of the bedrooms when he turned to face me and held my shoulders, saying, “I’ve been known to use these suites too, when I get lucky with a beautiful woman like you, Monica.  Would you be willing to give me a look, feel, and taste of your magnificent, lactating breasts if I promise to try out Mason’s investing services?” 

I replied, “Of course, Asher, but knowing how arousing it is for both parties when men suckle me, I don’t think we’ll be able to stop with my breasts.”

Asher leaned down to kiss me as he rubbed my ass with one hand and the side of my breast with the other, and I gripped his ass with both hands and pulled him tightly against me, feeling his soft cock lump against my belly.  We were in a passionate, tongue-probing kiss as he backed me up to the bed, and we parted briefly as he pulled the dress off my shoulders, and it dropped to the floor, leaving me in only my panties and high-heel shoes. 

He grabbed a towel from the bathroom to place under us before I laid back on the bed and kicked off my shoes as he took off his shoes, pants, and underwear.  I was pleasantly surprised with his thick, soft meat, that looked about the size of Mason’s eight-inch cock.  Asher moved onto the bed next to me and began fondling both breasts as he sucked my left areola and nipple.  I let him suckle me for a few minutes before rolling his way and pressing my right breast to his mouth to be sucked. 

He sucked my right breast for a few more minutes before I turned around in the bed and took his tasty cock into my mouth.  He seemed reluctant to suck my pussy, and I pulled off his cock momentarily to ask, “What’s the matter, Asher, aren’t you into muff diving?” 

Asher’s answer plainly revealed my status with him, as he responded, “No offense, Monica, but I just met you tonight, and as easy as it was for me to get you naked and into bed, I’m afraid that more cocks might have been in your pussy than I’m comfortable with, at least from the perspective of going down on you.  But I love you sucking my cock and letting me feed from your breasts.” 

I sucked his cock for a few more minutes, being careful not to let him cum too soon because I wanted him to fuck me, to make him more obligated to use Mason’s services.  I turned around and laid on my back as I said, “Fuck me, Asher, fuck me with your big cock, even if you won’t eat me out.” 

He mounted me, but wouldn’t kiss me after sucking his cock, as he pushed his thick cock into my married pussy.  I gripped his ass with my legs and swiveled around his nice cock, and he only lasted about three minutes inside me.  His cock throbbed and flexed as I felt his cum flooding my pussy.  I loved being fucked by him, even though he was kind of prissy about not sucking my pussy or kissing me after I sucked his cock. 

Asher left his cock soaking in my pussy for a couple of minutes before pulling out and saying, “That was wonderful, Monica, but we’d better get back before we’re missed.  I’ll wait while you clean up.” 

I took the cum-soaked towel with me to the bathroom and used it to wipe my pussy and ass, from all the cum that oozed down there and then used warm water with my hand to rinse out my vulva as good as I could.  Then I got dressed and we walked back to the party room, entering through that same side door. 

Asher went over to talk with Henry, the fifty-year-old computer consultant company owner I told you about before, while I went back to sit at the bar.  Mason was talking with another group of men and didn’t seem to have noticed me leaving or returning, and I wasn’t that surprised when Henry joined me at the bar. 

It was clear that the secret was out, and it didn’t matter whether Nolan told anyone about my receptiveness to men, since Asher was making that happen.  So, Henry was much less diplomatic when he said, “It’s nice to see you again since last Friday, Monica.  You look gorgeous tonight, and I wanted to let you know that I’ve pretty much decided to use Mason to help with my investing.  I’d just like a little encouragement from you and Asher gave me the key to the guestroom.” 

He was standing in front of me so no one could see me when I reached down to rub his crotch and said, “Sure, Henry, I think I can give you the encouragement you need.” 

We slipped out the side door and went to the guestroom, and either Asher didn’t tell him everything we did together, or Henry didn’t care.  We kissed before stripping and lying on the bed together, with a towel under me, and he sucked both breasts before turning around into a sixty-nine, as we sucked each other.  His cock was fun to suck since it was maybe seven inches long but very thick, and I loved feeling it in my pussy too.  He shot a huge cum load; so much that I was sorry I didn’t suck him off instead of letting him cum in my pussy. 

I was back at the bar for only about ten minutes when another man came up to me.  I hadn’t seen him before, and he was a distinguished-looking man in his late forties who introduced himself, saying, “Hi Monica, my name is Mitchell.  I’ve been watching you and have heard a little about you, and quite frankly find you to be fascinating and beautiful.” 

That was a new approach, and I laughed, before saying, “Oh great, Mitchell, now I’m being stalked.” 

He smiled and said, “Sorry, Monica, I didn’t mean to leave you with that impression.  I’m a plastic surgeon who has performed thousands of breast implants, but none of them look as good as your natural, lactating breasts, at least as far as I can tell with your clothes on.  I confess that my motives aren’t totally pure, but I’d love it if you would visit me in my office next week.  Your breasts look on the surface to be a perfect example of how big, well-shaped, lactating breasts should look, and I’d like to examine you.” 

I hated to be so mercenary, but asked, “Since you know a little about me, does that mean that you’ve talked with my husband, Mason, and might be considering using his investing services?  And just how much have you heard about me anyway?” 

Mitchell’s face turned a little red, but he recovered, answering, “Yes, I spoke with Mason earlier and plan to talk with him more next week, after you visit me in my office.  And, uh, no offense, Monica, but I can see that you’re an intelligent, young, beautiful lady and have also heard that you have a high libido and are enthusiastic about doing your part to encourage wealthy men to use your husband’s investment services.  That sounds like a mutually beneficial situation to me, especially after hearing Nolan talk about the returns he’s been getting for Mason.”   

I said, “Wow, thank you for the compliment, Mitchell.  I’d be happy to see you next week.  Just give me your number and I’ll give you a call on Tuesday since I won’t be available on Monday.” 

The party was winding down by the time I got back from fucking Henry, but Charlie, the big-cocked man I saw in the locker area, came up to me and said, “I just talked with Asher and learned that you’ve been to one party at the yacht club and then this party here at the club and that you’ve become popular with our male members.  I’d like to invite you to play tennis with me sometime next week.  Here’s my card so you can call me if you’re interested.” 

Mason walked over after I thanked Charlie for the invitation, and we left for home soon after I talked with Mitchell.  We were in the car, and Mason said, “It’s hard to believe all the men that are interested in using me for their investments, honey, and I owe a lot of that to Nolan telling them about the returns I earned for him.  But I also know that you have a lot to do with it since all the men are telling me what a beautiful woman and interesting person you are.  What are you doing to earn so much praise, besides your obvious good looks?” 

I didn’t want to tell him that their main interest in me was for my tits and pussy and said, “You know how men are always hitting on me and looking for excuses to talk with me and during our conversations, I ask them if they’re considering using your investment services.  I’m much more friendly if they say that they have already discussed it with you or plan to soon, and I make them feel as comfortable as I can with me.  I hope you start signing them up, and I’d like to know their names as they invest with you.  I won’t be as friendly if they’ve lied to me.” 

Mason seemed nervous as he said, “I saw you leaving the room and coming back with both Asher and Henry tonight.  Have both said that they plan to invest with me?  And if so, where did you go?” 

He was finding it harder to respect the ‘don’t ask, don’t tell’ policy we discussed early on, and I partially lied, replying, “Asher is proud of the clubhouse, and took me on a little tour.  He even showed me the guestrooms and locker rooms.  Henry wanted to flirt and talk with me, and we ended up talking on a bench outside the lobby.  Trust me, Mason, I don’t think you really want to know more than that.” 

Mason smiled and said, “Yeah, you’re probably right.  But what were you talking with Oliver about for so long earlier?” 

I didn’t have to lie about that, and answered, “Oliver wants to interview me for a job, in case I decide to go back to work someday.  He’s invited me to go with him on his offshore racing boat on Monday.  It sounds like a lot of fun and it can’t hurt to keep my options open for work, even if you are doing well with your clients.  He told me that he was considering you for his investments.” 

He said, “That sounds like fun, I guess, but do you feel safe going out on the ocean alone with a man you barely know?” 

I responded, “This might not make you feel any better but he said he’s invited one of his customers to go with us.  I don’t see how they’d misbehave with Oliver’s relationship with the yacht club and you knowing I’m going with them.” 

Mason was so materialistic about the new business he saw coming his way, that he was either denying or refusing to acknowledge the reality that I might be having sex with all the men we met at the club, and he didn’t say anything more about my boat outing with Oliver. 

Boating with Oliver and Santiago 

I had to be buzzed into the marina when I met Oliver there on Monday morning, and both he and Santiago came to meet me at the gate.  They were wearing regular, mid-thigh-length swimsuits and t-shirts with his company logo, and I was wearing my bikini, with the bottoms being little more than a thong and a skimpy top, under my short terrycloth shorts and midriff-baring top. 

Oliver made the introductions, saying, “Monica, this is Santiago, and he is my best customer from Venezuela.  He’s up doing business for the week and since you speak fluent Spanish, he would be one of your accounts if you decide to join us.  And Santiago, this is the beautiful woman I told you about.” 

I was suspicious since I had never told Oliver that I’m fluent in Spanish and said, “It’s nice to meet you, Santiago, but I have no idea if I’ll ever go back to work.  And Oliver, how did you know I speak Spanish?” 

He grinned and replied, “Well, I know your old boss, Randall, from our import-export association, and he told me all about you.  It seems like it’s a small world sometimes.” 

From Oliver’s grin, I was sure that Randall had told Oliver that he was fucking me, and I said, “I sure hope he said good things about me.” 

Oliver laughed, “Oh yes, he was very positive about your time with his firm.” 

We walked to his boat, and I was impressed with what looked like a sleek, fifty-five-foot boat, with a cockpit and sitting area in the stern, and an open, lounging/sitting area in the bow.  It looked like he had plenty of supplies onboard, and he gave us all a beer before starting the boat and heading out of the marina.  It was exciting hearing and feeling the vibrations from the powerful, rumbling twin engines, as we almost idled at the speed limit to the inlet. 

As we entered the inlet Oliver said, “I’ve got a little surprise for you two today.  The Gulf Stream is calmer than usual because of a southern breeze and I’m going to take us across to the Bahamas.  It should take about an hour and a half, even going at less than full speed, and this will give me a chance to open my boat up.  It could get a little rough but we’ll have plenty of downtime in the beautiful, clear waters over there.  You sit here next to me for a while, Monica, so we can talk.”

The rear piloting section of the boat has two captain’s chairs at the control panel, and then a cushioned lounge at the stern.  I couldn’t help admiring how fit and handsome Santiago looked lying back on the white lounge, with the contrast of his brown skin.  Oliver is also fit, especially for his age, and we talked about the job over the roar of the engines as we skipped over the waves, sometimes at ninety miles per hour. 

After a half hour of Oliver describing the marketing job, I changed seats with Santiago and lay on the back lounge.  It seemed like no time when Oliver was slowing the boat as we pulled into a cove of one of the hundreds of uninhabited islands, which isn’t much more than a sand bar, and peered into the shallow, clear, turquoise-blue water, and white sand bottom. 

I had never seen water so beautiful, and the men took off their t-shirts, while I took off my terry cloth outfit.  We all jumped into the six-feet deep water and swam and walked the short distance to the beach.  I felt like I was in a movie on a beautiful, desert island.  The men couldn’t stop looking at me, with my ass and breasts bulging out and the beige patches over my pussy and areolas becoming almost transparent from the water.  I knew they could see the thick lips of my pussy, covered in brown hair, and my brown areolas and nipples, and didn’t care. 

Their wet swimsuits were less revealing, but I still saw the distinct lumps of their sizeable cocks and balls with the fabric stuck against them.  We explored the beach and swam in the water for a while before Oliver said, “I stored a supply of fresh water to rinse off with, so let’s head back to the boat and wash off before lunch.” 

We sat on the stern of the boat and washed off, with the men watching my every move.  Then we had a picnic lunch of sandwiches, barbeque, potato salad and, of course, more beer.  Even with my light-olive complexion, I was starting to feel a little burn from the hot sun and said, “I’m going up to the bow to lay out and put on sunscreen, guys.” 

Oliver said, “Sounds like a good idea, and I think we’ll join you.  I have some special suntan lotion that I think you’ll enjoy, too.” 

We went through the small cabin to the bow area and there is an area large enough for three adults to layout up there.  I was getting ready to apply my sunscreen, when Oliver leaned over with his so-called ‘special’ lotion and said, “Wait, Monica, try this one first.” 

I knew what was about to happen and said, “Okay, Oliver, would you be a sweetie and rub some on my back and the back of my legs.?” 

The men looked at each other and smiled as I lay on my stomach on a towel and Oliver got on his knees by my waist.  The lotion looked clear, but it had a pleasant, cherry aroma, and as he began to rub it on my back I asked, “What’s so special about this lotion?” 

He rubbed some on my back and replied, “Besides being pretty good at protecting you from burning, it has this nice aroma, and even tastes like cherry if you get some in your mouth.  It should feel nice on you and can even be used for massages.  So just relax and enjoy it.” 

Oliver spent the longest time rubbing my back, shoulders, and neck like he really was massaging me, and after running his hands across the back strings of my bikini a few times, he untied the back and casually said, “I’m just going to get this pesky string out of the way.” 

He paused for a few seconds to see if I’d object and when I didn’t say anything, he continued rubbing, but lower under my arms, and he was rubbing the sides of my breasts that were bulging out on the sides.  It had been almost three hours since I expressed my breasts before leaving home, and I felt them leaking from the added pressure of his hands. 

Then Oliver moved back between my wide-spread legs to put the lotion on the back of my legs, starting from my feet, working his way up my calves, and then onto the back of my upper legs.  He was using a soothing massaging motion, rubbing his thumbs between my thighs and then moving them up as he moved slightly forward on each rub.  

In just a few minutes his thumbs were sweeping up only inches from my barely covered pussy, which he and Santiago had to be staring at, and that brought his hands to the bottom of my ass cheeks.  When I didn’t object, he continued rubbing my ass in the same outward swirling motion, spreading my ass cheek each time, until he rubbed across the back tie on my bottoms and again said, “I’m just going to get this pesky string out of the way.” 

The back string fell between my legs, and I was completely exposed to those men.  He poured more lotion on my ass and began rubbing deep into my ass crack, with his thumbs rubbing across my asshole before he moved his thumbs even lower and was rubbing my hairy labia.  I started moaning and pushing back against the pressure of his thumbs, and I felt him shift positions before he gripped me by the hips and pressed his face between my slippery ass cheeks. 

He licked up and down my crack, before stopping to suck my asshole, and I had never had anyone so hungry for my ass that way.  He continued sucking me as he pulled my hips, bringing me to my knees, and he started sucking my pussy and probing it with his tongue as Santiago moved over and sat in front of me.  

Santiago already had his swimsuit off and his thick, brown, uncircumcised cock was as hard as a rock and looked to be eight inches long.  He reached under and fondled my breasts, causing them both to leak, as I leaned down and took his big cock into my mouth.  That was the darkest cock I had ever seen, and I sucked it up and down like a lollipop, as Oliver stopped sucking my pussy and got on his knees behind me, before impaling me on what felt like a huge cock.” 

Oliver began fucking me, and I felt his big balls slapping against my inner thighs.  I was in ecstasy being fucked on both ends by two big cocks.  I rocked back and forth between two men old enough to be my father and loved their big cocks.  They only lasted about four minutes in me that first time, after being aroused by Oliver rubbing me with the lotion and Santiago watching, and I soon felt Santiago’s cock flex and spurting in my mouth as I tasted and swallowed his cum, just as Oliver’s cock was erupting in my pussy. 

I continued sucking Santiago, and Oliver continued fucking me with his deflating cock for another few minutes until both men pulled away, and I laid on my back on the towel.  The men then laid on either side of me and began fondling and sucking my breasts with them looking into my eyes.  I cradled their heads in my arms and smiled before saying, “I must say that this is the most unique job interview I’ve ever had, and I hope that I’m acceptable for the position, when and if I decide to go back to work.  But my goodness, Oliver, how did you know you could do this with me?” 

Oliver pulled off my breast for a moment, with milk running down his chin, and answered, “I heard that you’ve been taking care of our club members and Randall told me you like it on both ends at the same time.  I couldn’t help it since you’re the most beautiful woman with the most fantastic body I’ve ever met, and this day is just getting started.  And by the way, this lotion has no sun protection value at all.  I just used it to set the mood.” 

The suckled me for almost twenty minutes and my breasts were drained when Santiago said, “Let’s take another swim and then come back to rinse off before we spend the rest of our time here in the cabin and out of this blistering fucking sun.” 

We went swimming nude that time, and I had fun feeling so free and uninhibited with those older men.  They were like kids in a candy store being with a young, voluptuous MILF like me and before the afternoon was over, we had a cluster fuck with me fucking and sucking both men two more times, me rimming both men, and Santiago rimming me too.  We left the island at around 3:00 pm and the men took turns piloting the boat as I laid on the lounge at the stern and had oral sex with both men as well as them continuing to drain my breasts.” 

I got home at 5:30 pm, and I waited until I had showered before picking up the baby for the sitter.  Mason came home at 6:30 pm when I had dinner ready, and he asked, “Well, honey, how did your interview on the boat turn out?” 

It was hard not to laugh as I answered, “That was certainly an unusual interview, but the job is mine if I ever want it, and even if not, Oliver has offered to take me on boat rides in the future.  And I’m pretty sure that you’ll be hearing from him about his investments.” 

Mitchell Does More than Examine Me 

I called Mitchell early Tuesday morning and said, “Hi Mitchell, I’m just following up on our conversation from Friday night and you saying that you’d like to examine me.  Is there any medical purpose to it, and what would I get out of it?” 

He answered, “I’d rather explain that to you when you get here.  If our visit goes as I hope, then Mason will be getting my funds to invest for me.  I’m excited to see you and hope you can come by at around 3:00 pm.” 

I confirmed that I would be coming and arranged with the sitter to watch my daughter.  I purposely didn’t express my breasts, so they’d be full and as big as possible.  I knew that he’d want to have sex with me, no matter what else he had in mind, and I arrived at his office wearing a short skirt with no panties, and a camisole top with no bra. 

The door was locked when I arrived, and he let me in, explaining, “I gave my receptionist and nurse the rest of the afternoon off so I can spend quality time with you, Monica.  Let’s go to the examination room.” 

We went to the exam room, and he asked me to sit in what looked like a gynecologist’s exam chair, with stirrups and all.  I asked, “Why would you have this type of equipment, being a plastic surgeon?” 

He replied, “I do more than just breast-related surgeries and have many patients who request labia reduction and re-shaping, and this chair is good for regular exams too.  But let me explain why I wanted to see you.  I like to provide realistic, life-size, prosthetics for women to feel when we’re deciding how much breast augmentation they desire, and I wanted to see if you’d be a good model for women considering sizeable enlargements.” 

“I’ll be using a laser scanner to digitize your breasts and feed the data into a computer 3D modeling program, that can then be used by the manufacturer to produce what is basically a latex-based prosthetic, with the look, feel, and weight of your natural breasts.  So, if you would please take off your top, I’ll position you for the scan.” 

I took off my top, and Mitchell gawked at my breasts as he adjusted the chair, so I’d be seated with my torso perfectly upright.  He complimented me as he explained, “My goodness, Monica, I’ve seen thousands of breasts in my practice, but I’ve never seen natural breasts this gorgeous, and you’re even lactating.  They’re round, full, wide-rooted, and perfectly shaped, and as heavy as they are, there’s just the perfect amount of natural sag.  I want to capture the sag with you sitting upright.  Just relax and sit perfectly still as I use the scanner.” 

He had a scanning device on a cart at the level of my breasts, with a cord connected to a laptop computer, and he slowly moved around me, starting slightly behind me on my left side, and I saw the light from the scanner moving up and down on my breasts.  He completed the scan slightly behind me on my right side, and said, “While the program is finalizing the model of your breasts, I’d like to get a few photos of you, and I’ll be careful not to get your face in the picture.” 

Mitchell took about a dozen photos of my breasts, from all angles, and then he showed me the completed computer model of my breasts, which included my light-olive skin tone and brown areolas and nipples.  It looked so natural and sexy that I knew that horny men would love to see it.  I kidded him, saying, “Wow, Mitchell, they look so good in the model, and I can see where a sex novelty company might pay a lot for a model like this.” 

He smiled and said, “You’re right, Monica, and I need to talk with you about that.  With your permission, I will sell this to a novelty company and share the proceeds with you.  Is that something you’d be interested in?” 

I laughed, and responded, “Yes, I think it might be fun seeing my breasts in a display window with a bunch of horny perverts drooling over them.  How much would my share be?” 

Then Mitchell said, “You’d probably get five thousand dollars as your share, and if you’re agreeable to that, then I have another request.  Those companies pay even more for vulva and ass replicas and if you’ll allow me to scan those areas, we can make a lot more.  They turn those into realistic moldings with holes for men to fuck and masturbate in.” 

I said, “Oh my, this is getting kinky, but I like it.  Let’s do the scan.” 

Mitchell adjusted the chair to an almost flat position, with my ass out over the edge of the table.  Then I took off my skirt, and when he saw that I wasn’t wearing panties, he smiled and said, “I like that you came prepared, and you have the perfect vulva for this.  It’s long, thick-lipped, and with just the right amount of neatly trimmed hair.  Men will go crazy over this.” 

He used a cushion under my lower back, so my ass was off the table and took the scan.  It was so arousing seeing my pussy and ass in a 3D model, and I sat back in the examination chair, still fully naked.  I put my feet in the stirrups and there was an unspoken acknowledgement that Mitchell was going to fuck me. 

Mitchell first got on his knees between my legs and sucked and licked my inner thighs before moving up and sucking my pussy and clit.  I felt so deliciously naughty and vulnerable having my legs lewdly spread in the stirrups and giving myself to a man who I barely knew.  Then he pulled out a leg rest at the perfect height, moved between my legs on his knees, and pushed his cock into my adulterous pussy, as he began sucking my breasts. 

His cock wasn’t the longest I’d been fucked with, maybe seven inches long, but it was extremely thick and with an upward curve.  It stimulated my G-spot to two orgasms before he finally ejaculated in me.  He stayed in me, fucking me with his deflating cock, as he continued feeding from my breasts.  When he had his fill of my breastmilk he stood by my face, which was at the perfect level, and I sucked his slimy cock clean of his cum and my juices.” 

When it was over, and I was getting dressed I said, “This is the best experience I’ve ever had with a doctor, Mitchell.  Do you give all your patients the same treatment?” 

He smiled and replied, “You’d think that after all the nude women I’ve seen that it would become passe to me, but I can never get enough sex.  Many of my patients aren’t that appealing to me, but there are an amazing few who aren’t getting what they need at home and I’m only too happy to oblige them.  And you, Monica, are a very special woman, who I plan to experience at least as long as Mason manages my investments.” 

I loved those new experiences with Mitchell and enjoyed prostituting myself for Mason’s business and our family’s benefit.  My next opportunity was with Charlie, the man I saw nude when I was in the locker room with Asher, and I called him on Wednesday morning.  I teasingly said, “Hi, Charlie, my name is Monica, and we met in the locker room at the club last Friday night.  I’d like to take you up on that invitation to play tennis if you’re still interested.  Do you remember me?” 

Charlie answered, “Of course, I remember you, Monica, since there aren’t many women who see me naked before our first date.  I’ll call a good friend of mine from the club, named Kevin, and we can meet him and his date at the club this morning at 11:00 am for a mixed doubles match if you can make that on such short notice, and we can get lunch at the club afterwards.” 

I was curious and asked, “Why do you refer to me as your date and why does Kevin have a date, instead of his wife playing with him?” 

Charlie said, “Well, it is a date, since we’re meeting to play tennis, and Kevin will be with a married woman too, just not his wife.  One of the benefits of belonging to the club is all the horny wives that aren’t being taken care of at home, and even though you don’t belong to the club, I’ve heard that you have, shall we say, an attraction to men other than your husband.” 

He wasn’t bashful about laying it all out there, and I was equally candid saying, “Asher may not have told you this, Charlie, but my propensity for other men is contingent on their willingness to use my husband to manage their investments.  He’s been highly successful at getting excellent returns for his clients and that’s the price of entry.” 

Charlie said, “Fair enough, Monica, and I think Asher mentioned that.  Let’s see how it goes this afternoon and then I’ll decide.” 

Charlie, Kevin, and Kate 

It was a totally different and kind of sleazy feeling meeting with Charlie that afternoon, knowing that he and Kevin were real pussy hounds who made a game out of fucking other men’s wives, but I wanted to get his business for Mason, and after all, he does have a huge cock, even on soft. 

I met Charlie at the club at 11:00 am, and then met Kevin and Kate on the tennis court.  Kevin’s a good-looking man and in his fifties like Charlie.  Kate looked to be in her thirties and is pretty and big-breasted, but not as large as mine, and we had a good match.  I hadn’t played tennis in many years and was very rusty at first but then got better as the sets progressed.  Kate wasn’t that good either but that wasn’t a problem, since they didn’t invite us for our tennis skills. 

After playing tennis we had a relaxing lunch in the club dining room, with wine and mixed drinks, and I noticed that towards the end of lunch, just before Charlie signed the check, our waiter handed him a key that looked like the keys to the guest suites.  Then as we were leaving the table Charlie said, “I don’t know if you ladies have seen all the areas of the club, but Kevin and I would like to acquaint you with the guest suites.

I noticed the waiter looking at us and smiling as we walked out of the dining area, knowing what we’d be doing, and in just a few minutes we entered one of the rooms.  There was no shyness or pretense as the men started getting undressed, and Charlie said, “Let’s get a shower ladies after that good workout on the courts.” 

The men weren’t shy about looking at us either, and I was equally impressed with both men and their big, soft cocks, and low-hanging balls.  The suite has a large, walk-in shower with plenty of room for all of us, and after rinsing in the two, waterfall showerheads, Charlie began rubbing my tits and ass with soap, as I rubbed his ass and cock.  Kevin and Kate did the same, and we ended up rubbing each other’s bodies all over. 

We dried off and all went to one of the bedrooms as Kevin said, “We like to do this together.” 

As we got onto the bed Charlie said, “We’ve got a special treat today, guys, since I heard that Monica is lactating.  I’m sure that we’d all like a taste of her, but we’d like to see you ladies together first.” 

I had sexually experimented with my roommate in college, so it wasn’t objectionable to me when Kate leaned over to kiss me as she rubbed my breasts.  It was clear that she had been with the two of them before, knew what to expect and we were soon in a passionate, tongue-probing kiss.  I enjoyed fondling her DD breasts, and then she turned around in a shortened sixty-nine on top of me and began sucking my breasts as I sucked hers.  

Kate enjoyed drinking from my milk-swollen breasts as much as I enjoyed sucking hers, and she slowly moved down my torso, licking and sucking all the way, until we were sucking each other’s wet, hairy pussies.  It had been so long since I had tasted another woman, and I loved sucking her tasty pussy and swollen clit. 

The men let Kate and me enjoy each other for a few minutes and then they rolled us on our sides, still sucking, and Charlie moved in behind me as Kevin moved in behind Kate.  They pushed their cocks to our mouths, and I sucked Kevin’s cock to hardness as Kate sucked Charlie’s before we lined up their cocks and they shoved them in our pussies.  The men fucked us in that MILF sandwich, and I sucked Kevin’s balls when I could as Kate sucked Charlie’s. 

They had staying power and fucked us for what seemed like seven minutes when both ejaculated at almost the same time.  Then the men pulled their cocks out of us and held them there to be sucked clean, which we did before sucking each other’s pussies clean.  Then we laid back on the bed, with Charlie on one side of me and Kevin on the other, and they feasted on my breasts as Kate moved between the three of us, alternately sucking my pussy and their cocks and balls. 

We stayed with them for two more hours and sucked them off before fucking again, but separately, and in all our time together, neither of the men tried to kiss us or suck our pussies.  There was no question that they considered us to be whores and were just using us for their pleasure, which was fine with me. 

Getting into a Routine 

There weren’t any more parties at either the yacht club or country club for a while after being with Charlie and Kevin but as the men met with Mason and began using him to manage their investments, I got into a routine taking care of their continuing sexual needs. 

I had standing appointments with Nolan and Joseph on Tuesday and Friday afternoons and met them on Nolan’s boat at the marina.  They always started by sucking my breasts and then I sucked their cocks and balls until they were ready to fuck.  I always got Joseph’s cock hard for him to fuck me.  We sometimes stayed on the boat for three hours, so both could ejaculate twice.  I also stayed overnight with them on occasion, when both of their wives were out of town, and I loved being double-teamed by them.  Mason knew better than to ask when I was out overnight every now and then. 

Oliver became a regular too and we usually went out on his boat on Wednesdays.  Although he sometimes brought an executive from his company, he was normally alone.  We rarely went to the Bahamas, only when the Gulf Stream was calm enough, but we cruised the intracoastal waterway, sometimes going down back channels to deserted backwater areas, where we’d anchor, have lunch, and fuck.  I never did go to work for him but he had all the benefits of using my body without having to pay me. 

Henry didn’t become a regular, but I met with him at his home periodically, when his wife was travelling, and I met Asher at the club about twice a month.  Asher became more valuable by letting other club members know about me and investing with Mason and it was interesting getting awkward calls from strangers periodically and listening to their excuses for wanting to meet with me. 

My relationship with Mitchell continued to be unusual.  He invited me to his office from time to time, usually with the purpose of taking more scans and photos of my breasts and pussy as I stopped breastfeeding my daughter and my breasts returned to slightly larger than 34DDs.  I never asked him but it seems like it was a fantasy for him to fuck me, and probably a lot of other ladies, in that examination chair and I liked being eaten out first, with my feet in the stirrups. 

Charlie and Kevin signed up with Mason too and enjoyed using me periodically at the club when one of them had another MILF to fuck, and I provided the same purpose as when Kate was with Kevin when we met that first time. 

Over the next year, Mason’s client base slowly increased and his assets under management increased not only from the new clients I was bringing to him but from the additional earnings adding to all his clients’ accounts.  Then by the end of the second year since Nolan invited us to that first party at the yacht club, Mason was managing two hundred million in investments.  With his two percent fee on the investment base, he was earning four million a year and growing. 

We had attended many parties at both the yacht club and country club over those two years and although we felt like we were a part of those social groups we never got an invitation to join the clubs, even though we could then afford it.  One day when I was on the yacht with Nolan and Joseph I asked, “I know it is probably not proper for me to ask this since club memberships are for solicited invitees only, but I’m curious why Mason and I haven’t been invited to join?  We’re invited to most of the events anyway, know almost everyone, and Mason has made most of you even more wealthy.” 

Nolan looked uncomfortable with my question and Joseph wanted no part of explaining so he walked out to the lounge area as Nolan answered, “I knew this day was coming and that you and Mason want so much to be an official part of our social groups, but it pains me to tell you that it will probably never happen.  Joseph and I certainly don’t want to risk losing what we’re sharing here with you every week, but I need to be honest with you, Monica.” 

He took a deep breath and continued, “All of our members either have old money or made their fortunes from outside interests and other than a few reciprocal arrangements, where the doctors and lawyers might help one another occasionally, none of us is effectively employed by the others.  In your case, Mason is a paid service provider who has fiduciary responsibilities to many of us and you, well, you’re another case.” 

“As much as everyone likes you, and even with many of us appreciating your, uh, your fantastic body and sexual services, you are essentially prostituting yourself for your husband’s and family’s benefit.  And since new members require the approval of two-thirds of the membership, I don’t see any way you’d be approved.  You haven’t been invited since no member what’s to risk being embarrassed when you’re not approved.” 

There were a few minutes of awkward silence as he saw the tears welling up in my eyes and then he continued, “Listen, Monica, Mason has performed very well as our investment manager and made us a lot of money, and now he’s making a good income too.  I also know that you enjoy your time with Joseph, me, and the other men, so I’m hoping that you can learn to live with the disappointment of not becoming full members of our social groups and just enjoy what your relationship with us is doing for you.  I expect that you’ll continue to be invited to our events and we can maintain the status quo if you and Mason are agreeable.”   

When Mason got home that night I related my conversation with Nolan, except for the part about me prostituting myself, and he said, “Oh fuck, our whole reason for wanting to be invited to their club was for me to impress them with my investing acumen.  Now I find out that they see me and us as just hired help.  But fuck it.  We’re making good money now and that should keep growing with more clients and continued earnings so maybe we can continue making money off them and look for another social group to join.” 

Chandler, the owner of Mason’s investment management firm, was very appreciative of the increase in business that Mason brought to the firm, and he was happy to make an introduction to Owen, a friend of his who is a member of another country club in the area.  There isn’t a yacht club associated with that country club, but their social circle is also prominent.  We began socializing with Owen and his wife, Sarah, who are in their fifties, and it was easy to see that Owen was smitten with me. 

Owen invited us to a trial membership, and we attended many of the club’s events while I maintained my relationships with the men at the other clubs.  Owen was getting friendlier with me on the dance floor and one Saturday night after we got home from a dance event I said, “I just wanted you to know, honey, that Owen has slowly been getting more handsy with me when dancing and tonight he leaned in and kissed me before I knew what he was doing.” 

Mason apparently didn’t think that was a big deal because he said, “A little kiss doesn’t seem so bad, since we’re depending on him to get a permanent invitation to join the club.  Is that all he did?” 

I replied, “He gripped my ass with both hands and pulled my belly against what felt like a big, soft cock lump in his pants as he whispered, ‘This can be yours, Monica, if you come to my home Monday while Sarah’s out of town.  I control your invitation to the club and a couple of my close friends, and I will be critical votes for your approval.’  I didn’t know what to say but wanted you to be aware before things get out of hand.” 

Then Mason shocked me by saying, “That still doesn’t seem like it should be such a big deal for you, honey, given the way you’ve been sucking and fucking all those men at the other clubs.  Most of those clients couldn’t resist rubbing it in my face and telling me what a great fuck you are, and I appreciate the sacrifice you made for our family, even though I don’t think it’s that big of a sacrifice for you.  It’s up to you to decide whether you want to fuck Owen and a couple of his buddies when they make their moves.” 

I said, “Holy shit, Mason, how long have you known that I was having sex with those men and why didn’t you tell me you knew?” 

He replied, “I’ve known pretty much from the start from that first night at the yacht club when you smelled like sex when we got home and other times when you weren’t that fresh when I ate you out.  Then the men started telling me, and I thought it’d be more enjoyable for you if you didn’t know that I knew about it, to give you the feeling of cheating, just like you must have felt when you were still fucking other boys when we were dating.” 

Mason paused for a few seconds, and then continued, “I’ve made peace with myself over it and now enjoy hearing about your exploits from the men who’ve been fucking you.  What the fuck difference will it make if a few other men old enough to be your father get their cocks wet in you?  And if Owen is saying that fucking him is part of the price of admission then it doesn’t seem that whoring yourself to them will be a problem if it allows us to join this club.  Your big tits and sweet pussy have helped me make a lot of money for us, so I don’t see why you wouldn’t use your assets to get us into this club.  It’s not like you don’t enjoy it.” 

I said, “I’m still shocked that you knew and didn’t say but you are right that I enjoy it.  So, I’ll continue being a whore to get us into this club and might even continue if they have some big meat between their legs, just like I’m still fucking all those other men.” 

Finally Achieving Social Status 

Owen didn’t seem surprised when I called him Monday morning to let him know I was coming over.  He said, “You’ve made the right decision, sweetie.  I knew you wanted this membership badly enough to do it on my terms and you can come over at 10:00 am.” 

He was in his bathrobe when I arrived at Owen’s huge home, and he said, “We’d better use the spare bedroom in the pool house, so Sarah doesn’t sense your aroma in our home.” 

We got to the bedroom and Owen threw off his robe as he said, “Get those clothes off, Monica, and let me see your fabulous body.” 

His cock is uncircumcised, very thick, almost seven inches long on soft, and it began to harden when he saw my pendulous breasts swing into view and my hairy thick-lipped pussy.  We laid on the bed and kissed, as he fondled my breasts before he moved down and sucked them.  Then, he kissed and sucked his way down my belly, as he turned around in a side-by-side sixty-nine and pushed his nine-inch cock into my mouth. 

I sucked his cock as he sucked my pussy and clit, and I was impressed with his plum-sized, low-hanging balls draped down on the bed.  We sucked each other for the longest time, and then I took his big testicles into my mouth, one at a time since they’re so big, before pulling back and thinking about what I could say to get him even more excited. 

He was already moaning when I said, “This has to be our little secret, Owen, so my husband doesn’t find out that I wanted this membership so badly for us that I’m willing to commit adultery for it.  He’d be especially disappointed since I’m not on birth control right now, and there’s a fifty-fifty chance you could impregnate me.  But I love your big cock and want you to breed me, even though you’re old enough to be my father.“ 

Owen turned around, mounted me, and as he shoved his huge cock inside my wet pussy he said, “I love fucking you big-titted, slutty MILFs, just for an opportunity to join the club and it’s been my pleasure to fuck about a dozen of you cunt’s over the years.  I haven’t gotten any of them pregnant yet, but I’d sure love to knock you up.” 

He fucked me hard and fast for over five minutes, and I was surprised he lasted that long.  But he finally started moaning and making guttural sounds as his cock began flexing and throbbing in my pussy, and I was inseminated by spurt after spurt of his cum.  He let his cock soak in my pussy for a few minutes before pulling out and straddling my chest and pressing his slimy cock to my mouth to suck clean.  I sucked his cock, and then his balls before Owen slid over my face and pressed my face in his ass.  I rimmed his asshole for I don’t know how long before he moved off me when we heard a knock on the door. 

Owen got up and went to the door saying, “My friends, Jacob and Winston, have come over to let you earn their vote too, and I expect you to take care of them the same way.” 

Those other men were also in their fifties, and they were in awe of my beauty and body.  They each sucked and fondled a breast as Jacob fingered my pussy and then I was surprised when he moved down to eat me out.  Owen chimed in saying, “Jacob always likes to eat my leavings from sweet, MILF cunts, and he even sucks my cock for me when I want it.” 

Kevin got on his knees by my head as Jacob continued sucking my pussy, and I began sucking his cock.  Then Jacob moved up to fuck me while I was sucking Kevin’s cock and it only took them a few minutes to inseminate me.  Then they lay on the bed relaxing as I cleaned Jacob’s cock. 

I was with those three men until 5:00 pm, and by the time I left I had sucked each of their cocks and balls at least twice, fucked all of them at least twice, and had my breasts sucked until there were hickeys all over them. 

The next day Owen officially extended an invitation to us to join the club, and we were voted in that Friday night. But fucking Owen, Jacob, and Kevin wasn’t just a one-time admission fee, and I had sex with them whenever they wanted it. 

Now Mason and I have achieved our goals of being wealthy and socially accepted, but the path we took to get here wasn’t at all what we anticipated.