My name is John, and I’m the President and CEO of a small manufacturing firm. A very exclusive and somewhat secretive organization of business executives meets monthly at a private estate. I’ll call the organization CEO Limited.
The estate is the Johnson Estate, which has been in the Johnson family for over 100 years. The family operates the estate as a private business to generate the income needed to maintain the extensive grounds and buildings.
The estate has a wonderful restaurant, a large meeting room, several smaller conference rooms, and a dozen suites rented to members, which they can use for their families or out-of-town guests.
I’ve attended a few events at the Johnson Estate that included formal galas and fundraisers,
Doug is a good friend who is a member of CEO Limited. He and his wife have told my wife, Ashley, and me how much they enjoy being members. He asked me if I was interested in joining the organization. He told me all the members are CEOs of various local companies. They meet monthly with top-notch speakers and spend time exchanging business insights and advice with other members.
I was honored to be considered for membership and enthusiastically told him I’d very much like to join. He told me a membership committee would vet me and that members would ultimately vote on my membership at a monthly meeting.
Doug invited me to be his guest at an upcoming gala that would give Ashley and me a chance to meet other members and their spouses.
Ashley was thrilled when I told her that Doug had invited us to a CEO Limited gala at the Johnson Estate.
Ashley is 35 years old and is five years younger than me. We’ve been married for six years and have two children. Ashley was a former model who worked for a local agency. She stopped working when our son was born to be a full-time mom.
Ashley is a beautiful woman with a kick-ass body, a cute face, and an outgoing personality. She appeared in many magazines and modeled at fashion shows. I’ve always considered myself to be very lucky that someone as beautiful, smart, and outgoing as Ashley became my girlfriend and ultimately my wife.
When we were dating, I had to work hard not to be jealous or overly protective of her work at various modeling assignments. She modeled swimsuits, lingerie, and evening gowns for various companies.
I often asked Ashley about her assignments, and she was always upfront and direct about what her assignment involved. I remember the first time she modeled swimsuits at an out-of-town beach location. When she returned, I asked her to tell me about the setting, photographer, staff, and other models.
Ashley is very intuitive and knew I wanted to know if she had been photographed topless or naked. I’ve seen enough magazines to know swimsuit models have to pose however the photographer directs them to present the swimsuits in magazines or product brochures.
Ashley smiled at me and said, “I’ll get right to the point of your question. Since we are dating, you have a right to know about my job. I hope you can accept that, as a professional model, there are times I’m topless and even naked on assignments. The staff, director, and obviously the photographer see my tits, my ass, and occasionally my pussy as I’m posing. It’s no big deal. They are professional. You have no need to worry that I’d ever cheat behind your back or fool around with coworkers during an assignment.”
Ashley confirmed what I had expected. I had to swallow hard and accept that other men would occasionally see my girlfriend, and subsequently my wife, topless or even naked. I actually found it exciting to know other guys were seeing Ashley’s tits when she was on an assignment. I didn’t tell Ashley I beat off when she was gone on assignment, and I knew she was going to be naked in front of other guys.
My friends knew that Ashley was a model, and several of them admitted they had swimsuit catalogs with Ashley wearing a skimpy thong bikini. I knew they were jealous that I got to fuck such a beautiful lady on a regular basis.
On the night of the CEO gala, Ashley wore a stunning gown with plenty of cleavage. When we walked in, everyone turned to watch Ashley. The men couldn’t help but gawk when they looked at Ashley in a sexy gown with her large tits prominently on display. The women knew they couldn’t compete with Ashley, but they weren’t jealous. They all knew Ashley as one of the moms involved at the local preschool.
We had a great night and spent a lot of time with Doug and his wife, Julie. Doug introduced us to the six members of the Board of Directors and most of the regular members of CEO Limited. We knew some of the members, but had never met any of the Board members. Everyone was very nice, especially the six Board Members. Only later did I figure out why the Board Members were so attentive to Ashley.
Doug later confirmed that Ashley and I made a very positive impression on all the members. He said the Board Chairman and the President of CEO Limited were confident my membership would be approved if I applied.
Ashley agreed with me that I should apply and start the vetting process. I filled out the paperwork and gave it to Doug.
I didn’t initially know the Board would also vet Ashley. Ashley reluctantly shared the details of her first meeting, after the fact, before she was expected to attend the second vetting meeting. She wanted my approval before going to the second meeting.
Ashley was approached by one of the wives whose daughter attended the same preschool as our kids. She told Ashley that the Board would interview her as part of the vetting process. She told Ashley that the Board was not as professional as she might think and would insist on some unusual requirements to approve my membership. I found all this out later.
Kathy is about Ashley's age and is very cute and outgoing. She told Ashley that the Board was fairly new and had the authority to veto any membership application. Her husband had joined about a year earlier, whereas Doug had been a member for over five years.
Kathy told Ashley to be prepared for some outlandish demands that she would find inappropriate. She said the Board had vetted her a year earlier, and she had reluctantly agreed to abide by their demands so her husband would be approved. She told Ashley she was one of three wives vetted in the past year, and all of them were shocked by the Board's demands, but complied to ensure their husbands’ applications were approved. She also told Ashley that none of them had told their husbands about their vetting. She didn’t share any details with Ashley, but told her to be prepared for some inappropriate demands.
Ashley had a vetting meeting set with the Board on the following Saturday afternoon. Ashley went to the meeting with the Board Chairman and President. The other four Board members weren’t present at the initial meeting. Here’s Ashley's report to me after she came home from her meeting.
Ashley told me, “John, I’m going to tell you about me being vetted by the CEO Board earlier this afternoon, related to your membership application. Don’t get upset. It is what it is. I know how important membership is to you, and I agreed to some inappropriate requirements that are not negotiable.”
Ashley said Joe and Bryan, the Chair and President, were direct, blunt, and crude in the meeting, but she ultimately agreed to their demands. She said that after initial pleasantries, Joe said, “Ashley, we are so happy you and John want to join our organization. Bryan and I have veto power over all applications. So, I’ll get right to the point with some demands you won’t like, but are non-negotiable. You are the most beautiful woman we’ve ever seen. We’ve both seen your swimsuit photos, which don’t leave much to the imagination. You have a stunning body. Now, as one of the ground rules, you need to undress and take off all your clothes before we continue. Is this okay with you? If not, we completely understand, and you can leave now, and we will veto John’s application.”
Ashley said she was shocked beyond comprehension at the demand for her to strip naked in front of Joe and Bryan. She responded, “I’m shocked and taken aback by that disgusting and inappropriate demand. Did you make the same demand to Kathy and the other two wives you vetted in the past year? Kathy told me to expect some inappropriate demands from you two perverts.”
Joe answered, “Ashley, we did make the same demand. Obviously all three complied with our demands, since their husbands are all new members now.”
Ashley said she asked for more specifics before she stripped naked. She glared at Joe and said, “Clearly you are both perverts. If I do get naked, here and now, what’s next? Do I have to let you both fuck me? Do you expect me to suck your cocks? How bad is this going to be?”
Bryan answered Ashley and said, “Joe and I both admit we are perverts and are abusing our position. Kathy, Jane, and Carol all took off their clothes for the initial interview and the subsequent two interviews. We fondled their tits, and they gave us each a handjob during the first meeting. They sucked our cocks in the second interview, and we both fucked them in the third interview. I’m being very clear and direct about what we expect in return for approving John’s application.”
Ashley said she looked at Joe and Bryan in disbelief, and asked, “Do you expect me to believe that cute and innocent Kathy agreed to all this? She jerked you off, sucked your cocks, and let you both fuck her?”
Joe smiled at Ashley and said, “Kathy has a great body, nice tits, and is a slut when all is said and done. Bryan and I both thoroughly enjoyed putting our hard cocks deep into her pussy. I didn’t wear a condom when I fucked her. I dumped a large load of creamy cum deep inside her pussy. We also enjoyed fucking Jane and Carol, but Kathy was the best.”
Ashley was very nervous as she told me about her meeting with Joe and Bryan earlier that afternoon. I was shocked and speechless.
Ashley continued telling me about her meeting. She was very nervous. She said, “John, my meeting with Joe and Bryan was beyond disgusting. Their demands of me are worse than what Kathy, Jane, and Carol were subjected to. We are talking now, so I need your approval to participate in two more interview sessions. I understand your membership is at stake, but unlike Kathy, I’m not going to keep you in the dark.”
I interrupted Ashley and asked, “Are you telling me that you agreed to fuck Joe and Bryan as a condition of me being granted membership into CEO Limited? And there are even worse demands on you than what Kathy, Jane, and Carol went through? This is beyond awful. What else are they demanding of you?”
Ashley continued, “John, before I continue, I have to tell you I did strip naked in front of Joe and Bryan this afternoon. I agreed to fuck both of them, but you will have to be part of my ultimate decision if I actually go through with it, and their other new demand of me.”
I was speechless and said, “Ashley, this is all surreal. You stripped naked in front of Joe and Bryan this afternoon, and they saw your naked tits and pussy? Holy shit. What was the new demand?”
Ashley calmly continued her report. She said, “The new demand was that I also agree to a gang bang with the other four Board members. The other four Board members found out, after the fact, about the vetting of Kathy, Jane, and Carol. They were jealous that Joe and Bryan both fucked the cute wives of the three new members. They told Joe they want to vet and fuck the wives of future applicants, and I’m the first. They want to gang bang me.”
I looked at Ashley in disbelief and said, “Are you telling me you agreed to a gang bang with the other four Board members? That’s insane.”
Ashley smiled at me and told me that’s where she drew the line. She continued our discussion and said, “After Joe demanded I participate in a gang bang, I was speechless.”
Ashley continued. She glared at Joe and Bryan and said, “You think you hold all the cards. Well, you don’t. I have a say in all this debauchery you are demanding. Here’s my response and demand. Nothing is going to happen today. I’m going to talk to Kathy to confirm she actually let you both fuck her. I’m not going to suck your disgusting cocks. I’m not going to participate in a gang bang. If you’re not open to a negotiation, I’m done and out of here. I might agree to let you fuck me, but on my terms. What do you say?”
Ashley told me that Joe smiled at her and said, “I’m sure we can compromise. The key is you allowing both of us to fuck you. My cock is getting hard just thinking about you getting naked and letting me penetrate your pussy with my hard cock. Speaking for both of us, a one-time fuck with each of us and one other Board member will be acceptable. The other four board members can draw straws to see who gets to fuck you while the other three get to watch.”
Ashley said she actually smiled at Joe when she answered. She said she looked at both perverts and replied, “I guess we have a deal. But I want John’s application approved after I fuck both of you, before I submit to putting on a show and fucking the other Board member.”
She told me that Joe laughed and said, “This has been a fun negotiation. We’ll be seeing each other a lot in the future, so we want to be friends. We agree, but as a sign of good faith, we’d like you to take off your clothes now, and let us both fondle your tits.”
Ashley shocked me when she admitted that she stood up, started unbuttoning her blouse, and stripped naked. She told Joe and Bryan to take off their clothes. If she was going to get naked, so were they.
Ashley told me she actually enjoyed stripping naked, knowing full well how men react when they see her naked tits. She confirmed what she had previously told me about her time as a swimsuit model and being naked in front of the film crew.
She admitted that when she was single, before meeting me, she was a bit of a slut and fucked a lot of guys.
I never pressed Ashley about her past, but I admit I thought about her fucking other guys, and them putting their hard cocks deep into her wet pussy. I watched porn and would imagine the woman getting fucked was Ashley.
Ashley said that both Joe and Bryan had rock-hard cocks as they looked at her naked body and voluptuous tits. She said she was shocked by the size of Joe’s massive cock. She went over to Joe and said, “Let’s go sit on the couch, and I’ll stroke your massive cock while you fondle my tits.”
I looked at Ashley in disbelief. I said, “Are you telling me that you not only stripped naked in front of Joe, but you let both of them fondle your tits, and you jerked off Joe? Did he shoot a huge load of creamy cum all over your hand?”
Ashley laughed and answered, “Yes, I did that this afternoon. And I agreed to fuck both Joe and Bryan at our next meeting. I also agreed to fuck another Board member while the other Board members watch. They will watch as the lucky winner slides his hard cock in and out of my pussy.”
Ashley smiled at me and said, “You can end this right now, and I’ll tell Joe to go straight to hell. Or, you can agree to me being fucked by your friends and fellow members of CEO Limited. It’s your call.”
I truly didn’t know what to say or how to respond. I did want to join CEO Limited, but the demands on Ashley were wrong and disgusting.
Before I could answer, Ashley looked me in the eye and said. “I think it’s time for me to tell you more about my past before I met you. As you know, I was 27 years old when we met, and I had worked as a model since I was 18. I will be very open and direct with you as I tell you about my past sex life.”
Ashley continued, “I think you always wanted details, but you were too polite to press me. As we now need to make a difficult decision, my past is potentially important for you to hear, as you consider me letting friends and future associates have carnal knowledge of my body and pussy.”
I stared at Ashley, speechless. I said, “Okay, I’m all ears. I have always wanted more details of your past, but never felt I had any right to probe.”
Ashley sighed and said, “Here goes. I’m a little concerned that after I share details with you, you’ll think of me as a complete slut. Before I put everything on the table, remember, I was single for 9 years before I met you. During those 9 years, I was a model working in an industry where sex was front and center in my daily life. I was only 18 years old when I worked for older men who told me what to do on the job. We both know that all men are basically perverts and are sexually stimulated by cute, young, naive girls willing to do as they are told.”
Ashley looked a little scared and asked me, “Are you sure you want to hear more? We can simply decide to tell Joe I’m not going along with his inappropriate demands and move on.”
I knew in the pit of my stomach that Ashley was getting ready to tell me some outlandish stories. I also knew I wanted to hear her stories. I replied, “I do want to hear your stories, and I can assure you nothing you say will ever change the way I feel about you. You are the love of my life, forever.”
Ashley smiled and said. “I gave you a chance, but now you’ll know that I was a very bad girl before we met. I’ve fucked well over 100 horny men. To put that in perspective, that’s only about ten different men each year.”
“I lost my virginity when I was 16 years old to a boyfriend who couldn’t keep his hands off me. Like many teenagers, we were both inexperienced and stumbled through our time together, with me going from giving Phil handjobs to me sucking his cock, and finally spreading my legs so he could put his hard cock in my pussy. He was my steady boyfriend, and fucked me several times a week for two years. Our relationship ended with our high school graduation. We went our separate ways, with Phil going to college and me starting my modeling career.
“I’ve always liked being fucked. Men like to fuck me. It’s a win/win situation from my perspective. I like big cocks, and think your cock is perfect for me. I’ve fucked men with bigger cocks than you have, but some of them were too large and left my pussy sore.
“I went for an interview with a modeling agency two weeks after my high school graduation. I’m being honest and direct with you. Please don’t judge me.
“The man conducting the interview was probably 50 years old. His name is Ed. He is slightly older than my Dad. I could tell he was sexually attracted to me. I was a cute young woman with a sexy body. Ed told me his agency specialized in swimsuit and lingerie modeling, and he wanted to make sure I understood what models in that line of work were required to do. I told him I was not sure what was required, but was sure I would be a quick study.
“Ed told me that he would have to confirm my willingness to do as directed. He didn’t lose a beat and told me to take off my clothes. I was shocked, but didn’t hesitate to comply. I was very nervous as I stripped down to my bra and panties in front of a man older than my Dad. He stared at me and told me to remove my bra and take off my panties. I was mortified that the old man I was standing in front of would see my naked tits and nipples, as well as my pussy. I reluctantly took off my bra and removed my panties.
“I was embarrassed to be completely naked. Ed looked me up and down and told me that my hairy pussy would have to be shaved if I wanted to be a model. I wanted to cry that a 50-year-old man was looking at my naked body and telling me I had to shave my pussy.
“It got worse. Ed told me to come and stand directly in front of him. I reluctantly walked over to him, not knowing what was going to happen. He fondled my tits, put his hand between my legs, and rubbed my pussy. I wanted to run out of the room, but I let him feel my tits and rub my pussy without complaining. I wanted to be a model.
“I felt like one of my Dad’s friends was touching me, and I also knew what was probably coming next. I wasn’t surprised when the old man in front of me started removing his clothes. I knew he was going to fuck me. His cock was hard, and he told me to bend over with my hands on the edge of the chair. Ed got behind me, and I felt him rubbing my pussy with the tip of his cock. He eased his cock inside me and fucked me like a dog. He didn’t put a condom on, and proceeded to shoot a load of creamy cum deep inside me.
“I felt like I was just fucked by one of my Dad’s friends. It was disgusting. I felt cum dribbling out of my pussy and running down my leg. The old pervert told me to get dressed, as he put his clothes back on.
“Ed told me that I was hired, and also told me it wouldn’t be the last time that I’d be fucked by an older man conducting an interview. He told me that young models getting fucked by customers, photographers, and agents was part of the industry.
“He asked me if I understood what I would be required to submit to on a regular basis. I told him I did, and that I liked to fuck, which was true. I’d just have to accept that older men would be putting their cocks into my pussy.
“I put on my clothes and thanked Ed for hiring me. He smiled and said, 'I think you know that I’ll be fucking you on a regular basis.'
“I went home and told my excited parents I was hired as a model and would be starting my career immediately. They were thrilled, and surprised I was hired on the spot. My dad commented that I must have made a great impression on the man that hired me. I nodded my head, but certainly I didn’t tell my dad that I was hired because I let a 50-year-old man fuck his 18-year-old daughter, and dump a load of creamy cum into her pussy.”
Ashley left me speechless as she detailed what she had to do as a young swimsuit and lingerie model. I didn’t know what to say.
Ashley was on a roll. She smiled as she said, “John, I feel good that I just shared my story with you. I’ve never shared that with anyone. All the young female models were fucked on a regular basis by clients and agency staff. We just never talked about it with each other.
“I want you to know all that stopped after I met you. I was successful enough I didn’t need to fuck clients to get jobs. And agency staff knew my body was off limits once I had a serious boyfriend.”
Ashley was excited to be telling me about her past. She told me it felt like she was giving a confession to a priest, except it was her husband - me.
Ashley glossed over a lot of details after telling me what her job entailed, which was fucking a lot of different guys.
Ashley continued her ‘confession,’ which I was thoroughly enjoying. She told me more about her nine years as a model before meeting me. She said, “John, to be clear, and please don’t judge me, but I liked being fucked by clients and agency staff. Older men worshipped me and were mesmerized by my young naked body. I knew how to please them. I fondled their balls while they fucked me, sucked cocks, and let them shoot their cum all over my face, or just unload in my mouth. They all liked that I would swallow their creamy cum, after opening my mouth to show them how much cum I was about to swallow.”
I felt my cock getting hard as Ashley was telling me stories. I wasn’t upset or disgusted at all. I just wished I could have watched her being a slut and fuckdoll.
Ashley continued, telling me, “John, it wasn’t just older men who liked to fuck me. I also fucked younger guys. The week before I met you, I was gang-banged by four 18-year-olds. I was 27, doing a swimsuit shoot at a beach. We were at a nude beach in the Caribbean. I saw the teenage boys watching me model in a thong bikini with no bikini top. They were staring at my tits.
"As we ended the shoot, I walked over to the four teenagers with my tits flopping and bouncing. They just stared. I reminded them that we were on an optional nude beach. I asked them to take off their swimsuits so I could see their cocks. They looked at each other, smiled, and removed their swim trunks. They all had erections with their hard cocks pointing straight at the sky. Teenage boys are always horny.
“Two of the teenagers had very large cocks. I asked them where they were staying. They told me they were staying with their parents, since they were all on vacation with their moms and dads. I told them I was staying at the resort next to them, and invited them to stop by my room around 8:00 PM. I told them I’d have beer for them and would let each of them fuck me if they wanted. I smiled and walked away, leaving them speechless.”
Ashley saw that I was inadvertently rubbing my crotch. She smiled and said, “John, are you actually enjoying my stories? Are you getting turned on? Is your cock hard?”
Ashley didn’t wait for my answer and kept going. She grinned and continued, “John, this is the best story, and it happened just one week before I met you. The boys came over to my resort at 7:30 PM. They didn’t want to be late. I saw them walking into the resort and went up to meet them. I was wearing a string bikini. I was crude and blunt, and really enjoying myself."
"As we walked to my room, I casually asked them if they were all virgins, or if any of them had ever fucked a woman. They all stammered to answer. One boy said he had a girlfriend, but he never fucked her. He said she jerked him off. I told them they were all going to fuck me, and I would also let them all shoot their cum into my pussy. I was confident they were all clean.”
I interrupted Ashley and stammered, “Holy fuck. You are being serious. This is insane. Finish the story.”
Ashley laughed and said, “Buckle up, big boy. We got to my room, and I took off my bikini. I got beers for the boys and told them to take off their clothes. They gawked at me and stripped naked in about 5 seconds. I was staring at four erect cocks ready to penetrate my wet pussy. I was so horny I couldn’t wait to fuck these young studs. I got on the bed, lay on my back, spread my legs, and asked who was going to be first. One after the other, they climbed on top of me, inserted their rock-hard cocks into my pussy, and humped me like an animal. They each lasted about two minutes before filling my pussy with creamy cum. Young men have a lot of cum, and I could feel them filling me up.”
Ashley looked at me and said, “Take out your cock. I know you want to beat off.”
I did as she instructed and pulled off my pants. I slowly stroked my hard cock, looking forward to her continued story.
Ashley continued, “John, I was sure the boys wanted more. I told them each of them could fuck me one more time. They didn’t need telling twice. One by one they each climbed back on top of me for round two, and each of them dumped another load of cum inside me. I was in my glory. I personally deflowered four teenage boys.
“They would tell all their friends, who wouldn’t believe them. I told the boys they could take photos of me naked. They looked at each other with big smiles. They all had new erections with hard cocks pointing at the ceiling.
“I told them to stand next to me, one at a time, for a photo. As they posed with me, I wrapped my hand around their hard cocks for the ultimate X-rated photo. One boy, Cameron, had a surprisingly large cock for an 18-year-old. I got on my knees and told him to put his large cock in my mouth for the photo. That was one nasty photo.”
I let loose and shot my cum all over my hand as Ashley finished her story. I asked her if that was the end of the night.
Ashley answered, “John, you now know I’m a complete slut. I’m a willing fuckdoll. After fucking each boy twice, I pulled Cameron aside and asked him if he wanted to spend the night with me. His friends could tell his parents he was spending the night with one of them. He readily agreed.”
“As his friends left, I told them I planned to fuck Cameron all night and again in the morning. I chose Cameron to spend the night because he had a huge cock. He fucked me four times during the night. He left around 9:00 AM and headed back to his resort with one hell of a story to tell his friends.”
Ashley looked at me and said two words: “The End.”
My head was spinning. Ashley smiled and said, “John, I do like to fuck. If you want to be a member of CEO Limited, I’m more than happy to fuck three Board members.”
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Part Two of this series will detail Ashley’s vetting sessions with Joe, Bryan, and the CEO Limited Board.
