Keyholder Club - Cover

Keyholder Club

Copyright© 2026 by SindeeM

Chapter 1

BDSM Sex Story: Chapter 1 - Introduction Notes This is the first story in a collection about a group called the keyholder Club. It starts out primarily as mild Femdom BDSM them but could grow to include heavier BDSM CBT and other similar topics. It may include make DOM/slave topics as well. I would like feedback before continuing with the stories. Thank you for reading.

Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   Fiction   BDSM   DomSub   FemaleDom   Humiliation   Light Bond   Rough   Sadistic   Spanking   Analingus   Oral Sex  

Introduction Notes

This is the first story in a collection about a group called the keyholder Club. It starts out primarily as mild Femdom BDSM them but could grow to include heavier BDSM CBT and other similar topics. It may include make DOM/slave topics as well. I would like feedback before continuing with the stories. Thank you for reading.

The Keyholder Club

This is a series of stories about a Keyholder Club. This is an organization that is primarily Female Domination based where the keyholders take ownership of keys to chastity cages for submissives. The activities cross the spectrum of a Domme/sub relationship. An introduction to some of the key members follows.

Jade Wong:

Single. 21 year old Chinese. Born in China and immigrated to the U.S. at the age of 5 with her parents. Long, straight black hair, bangs. Skinny, A cup breasts with brown areola. Flat small ass. Jade has a particular fetish for CBT for her male chastity wearers. The people who wear the cages are known simply as “Cages”. She is an excellent tease. She has mastered the art of tease and denial with ability to get men to point of orgasm and then bring them back down using various techniques such as pain, shock, humiliation, or just a no-touch. She is excellent at various ruined orgasms techniques which you will learn about later. Jade is excellent at the subtle forms of psychology of Domination. To her the Cages are taught to understand that it is HER pleasure they are they for, not the other way around. Jade is adept at corporal punishment.

Jennifer Wu:

28 year old Chinese American. Born in the U.S. to Chinese parents. Jennifer is what many people would call a BBW. She has big tits, a large ass, an hourglass figure. Like all of the Keyholders she is excellent at tease and denial. Jennifer enjoys having the Cages do domestic chores with breaks to provide oral service to Jennifer. She has a liking for younger males which she enjoys their frustration of no sexual release until she deems fit.

Martha Johnson

Martha is a 60 year old white female She has kept herself very fit. At first glance she would be considered what many people call a Bimbo. She has large, full lips, bleached blonde almost white hair. She has huge tits, an extra-large ass, wide hips, hourglass figure. She generally has darker makeup. Martha also has a preference for younger males. She enjoys caging them and their pent up frustrations. Martha tends to be more lenient on the sexual release schedule for her younger male Cages.

Ashley Johnson Giordano

Ashely is Marth’s daughter. Ashely is married to Geno Giordano. She runs the household. Geno is her chaste, obedient husband. Ashely has learned much about how to control males with chastity and orgasm denial from her mother. Ashely is 25 years old She is tall, around 5 feet 10 inches tall. She has pale white skin, A cup breasts, small but perky nipples. She is skinny, with no hips, but a round ass. Ashely has learned the art of constant teasing and denial on her husband. She also enjoys giving corporal punishment as part of her being a Keyholder. She has learned the art of paddling, caning, and whipping. She learned much of this from Jade.

Susan Murphy

Susan is the sister of Martha. Susan is 50 years old. At outwards appearances she is the quintessential housewife. That is far from the truth. She is adept at the art of Female Domination. Like many of the other Keyholders she uses a mix of corporal punishment along with tease and denial to control her Cages. She prefers middle aged to mature Cages. She is married to Coner Murphy. He is a very well-known financial expert. She much like Ashley keeps her husband on a short “leash” with that leash being attached to his chastity cage. They provide substantial funding for the Keyholder organization.

Michael Makes a Life Changing Decision

Michael Manning is 50 years old. He is a widower with his wife passing away over a decade earlier. He is a very well to do financial advisor that has no need to work but does so because of no other burning interests. He is 6 feet tall, he keeps very fit, little body fat, with toned chest, abs, legs. He has very little body hair. A full head of hair with a traditional business hair cut style. His cock is on the small size at 5 inches when erect. He has pepper grey hair. He has one daughter, Loren, who is a lawyer.

Michael has had some romantic and ongoing sexual relationships over the years but nothing of much interest. He had always had a penchant for kink or even what many people would call deviant fetishes. He had never explored those. At work he had very assertive personality when it came to anything financial but in his personal life, he tended to have more of a submissive nature. Lately he had been doing the normal internet porn browsing when he came across topics that were female dominant themes. His interest grew. One topic in particular that resonated was the notion of male chastity where the male gives up control of his own cock. He was not into a cuckold type of fetish but get a rush watching a man locked in a chastity cage then watching a female get fucked by a big cock male.

One of the discussion boards he was on mentioned The Keyholder Club. He had become more and more interested in the thought of getting his little dick locked in a cage. They had a website that was very informative. The gist of it was that anyone could apply to become what they called a “Cage” or someone who would wear a chastity cage and give the keys to one of the Keyholders in the group. He read that it was not just men but women as well that would be kept chase. They had photos and profiles for some of the Keyholders. There were both male and female keyholder, but Michael was only interested in a female keyholder. There was a good description of what is expected of the Cage and the Keyholder. They were very careful about screening with respect to medical conditions as in STDs but also getting very detailed information about the prospective Cage. He found it interesting that they right off the bat almost dehumanized the person as a “Cage”. They had a good section on types of chastity devices, hygiene, how long they can be worn, and the mental and physical challenges. They also stressed this was not a short term jerk off service. They had a lengthy document to download that had all the details of how to apply and what type of information was needed. They also stressed the need for absolute confidentiality as needed or wanted by all parties involved. Michael made a decision that would alter his life in more ways than he knows. He downloaded the documents

He looked at the application. He was somewhat stunned at what they wanted to know. There were the basics of his current family situation, was he married, single, significant other. They wanted key information about his health such as any STDs, heart risk, any known major health issues. Then it got personal. They wanted to know his sexual history, any kinks/fetishes, his sexual preferences as in straight, bi-sexual, homosexual, pan-sexual, etc.

His sexual history had been one of a vanilla type. Various sexual positions, only male-female, no threesomes or orgies. He had only had 5 total sexual partners, 2 of which were before getting married, his wife, and then two after her passing. He had never had any other experience. This was all new to him. He did admit that he always had some type of strange attraction to having sexual encounters with a man, but it was always in a submissive type of them. He admitted that seeing a male submissive sucking a cock or getting fucked by a big bull was exciting. They had a very detailed checklist to fill out. Looking over the list, he made his mind up to being open to just about anything with the exception of permanent body modifications (whatever that meant), scat, underage of course. He had a secret desire also of being displayed or used in public but within certain boundaries. He had never had anal sex as in being the receiver.

They wanted to know his exact body measurements including his cock size when soft and when erect. They also wanted photos of him naked from the front, rear, and profile view. They wanted photos of his cock soft and when erect. Over the next few days he gathered the photos, filled out all of information they requested. He sat at his desk staring at the screen. Was he really going to do this? Was he going to hit the send button? Complete strangers knowing all of his dark fetishes and naked photos of himself. His finger poised above the mouse. His stomach was in knots. CLICK. It was done he started down the path.

Jade and Timothy

Jade had become Timothy’s keyholder. Timothy is a 21 year old white male. He can be described as a nerd. He is very intelligent but socially awkward. He is a lanky 6 feet 2 inches tall, thin, not much muscular mass. There is a reason that Jade refers to him as Tiny Tim. His cock is at best 3 inches long being generous and when soft it does not reach one inch and also very thin,

Timothy was a product of his generation with plenty of access to online porn. He had a particular liking of Asian girls. That may have come from watching internet porn where there are a significant many numbers of Asian girls that are very submissive. Timothy had a problem with masturbation. He jerked himself off several times per day and rarely went more than 2 days without fucking his hand pussy. Timothy was not a virgin but had only one actual sexual relation with an older girl. That did not go well. He did realize that jerking off too much left him very unsatisfied. He tried to abstain but just could not do it. Browsing thru the internet he ran across videos of men getting locked in chastity cages. Timothy bought one but could never figure out a way to not let himself out early, He saw the ad for the Keyholder Club and after much consternation decided to join and try it out. Like all prospective Cages (men that got locked in a chastity cage), he had to provide many intimate details that were very embarrassing of course. The policy at the Keyholder club is that the Cage does not pick the keyholder but the keyholder picks the Cage. To Timothy’s surprise and initial delight, Jade had decided to take Timothy as one of her Cages. Jade looks so angelic and sweet but as everyone knows at the Keyholder Club she is a dominant bitch with a penchant for much more physical punishments than most of the other Dommes.

Timothy’s training with chastity had not been going well. Each keyholder had her own rules that she set for when the Cage was allowed to cum or earn a release as they called it. The general guidelines that initially a Cage did not go much beyond month before some type of release was granted. Jade generally made her Cages suffer longer. Her philosophy is that the Cage should focus on HER needs, HER desires, and HER pleasure. By doing so that took the focus off of the physical pain built up in their balls. She also had very strict rules, and any violation of rules was met with some form of physical punishment such as spanking or caning, some form of Cock and Ball Torture (CBT) and of course extending the time for the next release. Timothy had gone from an initial time for release of 4 weeks to now being 3 months.

Jade usually had several Cages she held key for. At this time, she had three, one of which is Timothy. Jade was an expert at tease and denial, ruined orgasms, and prostrate milking. The result was that her cages were brought to the edge quite often and if allowed a release it was very unsatisfying. The first Golden Rule of the Keyholder Clut is that Cages are NEVER allowed to ask to cum or to be release from their chastity device. Like many of the Keyholders, Jade had her Cages do domestic chores such as cleaning, laundry, dishes, polishing furniture, etc. She usually had one of her Cages at her house every night and of course on the weekends, and when she was not busy during the day. Timothy was not very good at domestic chores; he had a lot to learn about eating pussy and giving his keyholder mind blowing orgasms. Eating pussy was one of the main duties of a Cage. For her Cages she had been with for longer periods of time, she also had them sucking cocks, cleaning her well fucked pussy by one of her big cock Bulls, and taking a Bull cock in their ass or fuckhole as she called it.

Timothy was getting close to his next release date which was now 3 months since had had been locked up. His balls ached, he was extremely sexually frustrated, and he was not licking pussy very well. One a Saturday only 3 days until he would be allowed a release, he had a significant event happen. Timothy was at Jade’s house naked with his tiny cock locked in a very small chastity cage. He had spent the morning cleaning and vacuuming. Jade was on the couch with her bathrobe on but open to where Timothy could see her thin body, and sheer panties.

Jade motioned for him to kneel down in front of her. She looked down with the foot bouncing his now larger, very red and full balls.

She laughed “ You have been a very good boy Tim or should I say tiny Tim”.

“Thank you, Miss Jade,” Timothy replied.

“I know how frustrated you are having been locked up for almost 3 months now. But you were a bad boy and needed to be punished. I am not here for your needs; you are here for MY needs bitch boy. Do you understand that? Once you truly put my pleasure first your own suffering will seem irrelevant or at least tolerable.”

“Yes Miss Jade”

“Good. You need to truly accept that you are a beta male. You from now on you will be pussy free but that is not much of change since you have only fucked once. An Alpha male would never allow his cock to be locked up; You gave up control when you asked to be put in chastity. I control when you can get an erection and IF you will be allowed a release. You will never fuck like a real man. When you accept that your suffering gives me great pleasure and concentrate on pleasing me then you will realize that what you consider suffering is just a way to please me which is your ultimate desire which is that my needs and pleasure are the only thing that matters to you. You have not yet had that epiphany. You will at some point and then you will truly get that self-satisfaction that you THINK can only come from you squirting your disgusting beta boy goo.

Jade looked down and patted his head “You will learn that but you need to start with accepting that you have to be taught this and there will be times when you think you cannot stand any more what you consider pain and suffering but in reality it is just your surrendering to me”.

Timothy looked up into her eyes. He could see the stern Domme that he so desperately wanted but also saw the compassion of someone who did understand what he was going through.

“Yes, Miss Jade thank you for helping me become a good beta bitch for you”.

“Now I am considering giving you a full release in three more days. I will give you several options, but I won’t tell you what they are just yet. But you will be able to have a full and complete orgasm and empty those full blue balls. However, you better be an obedient little slut boy for me. Today you are going to get a long tease and denial session. I’m going to make your balls hurt even more and you are going to thank me for it. Follow me bitch boy.”

Jade got up leaving the robe on the couch. She walked down the hallway to one of her many playrooms. Timothy quickly got up and followed her watching her tight ass as she walked in front of him. His cock pulsed trying desperately to get an erection in the tight chastity cage. His heart was racing, the sexual tension was so high knowing he was going to go through another several hours of pure hell. Or was it? Maybe it was pure extasy, He wanted to cum in the worst way, take the pressure out of his aching balls. He knew that he could not ask but just had to obey.

Jade entered one of the playrooms. This was one of her favorites. It had a specially designed “bed” where the Cage could be restrained in many different ways. There was a spanking bench which was sloped down back to front where the victim was firmly restrained with his ass in the air at a perfect height to receive severs spankings or caning. Lastly, what Jade called the C-Chair. This was a cunilingus chair. It was designed where a Cage would be restrained near the floor sitting upright. There are two dildos where the Cage or slave would sit down on, one for the asshole and one for a cunt for a female slave. The Demme had a padded chair that reclined or sat up straight that was on sliders for the Domme to then slide down near the face of the restrained Cage for a good pussy licking. It could be used by a male Dom to fuck the face of a Cage.

Timothy walked into the room. He had never seen this room before. He left out a big gasp and felt a chill go down his body. Although up to this point there had never been any extreme punishment sessions, Jade had once done a prolonged spanking and caning session. His face had a look of shock and is ass instinctively clenched seeing the spanking bench.

Jade grinned watching his expression on seeing the spanking bench. She reached around and patted his bare ass.

“Your ass is healing nicely from the caning I gave you. The welt marks are barely visible. Maybe it’s time to warm up you ass again. What do you think bitch boy?

Timothy looked at Jade, knowing that he could not refuse but was not sure how to answer. “yes, Miss Jade if that would please you to cane my ass again, I would enjoy that”.

Jade smiled and motioned for him to go over to the bed. It had a large frame with many D rings for a slave to be restrained. There were vertical pillars at the end of the bed with ankle shackles hanging. Jade got a wicked smile on her face.

“On the bed bitch boy, on your back.”

Timothy laid down on the bed facing up. Jade quickly attached the wrist and ankle cuffs. There was an electric motor that stretched his arms tightly over his head. His legs were pulled apart leaving him in an obscenely stretched spread eagle position. He tugged on the wrist cuffs. He got a look of terror on his face not knowing what she was going to do. Would it be painful or would it be pleasurable?

Jade smirked.

‘You know you can never fuck like a real man. Your tiny pathetic useless cock could never satisfy any girl. So what good are those swollen useless balls for then?”

She grabbed his balls and gently massaged them. Holding them in her hands.

“Tell me bitch boy, what good are your cum filled swollen balls for?”

“He nodded up and down. “Yes Miss Jade, my little dick is worthless, and no girl would want it, The only place the cum in my balls should go is back in my stomach.”

Tugging on his balls, “Ah so that is it huh? You think you could trick me into letting you squirt your disgusting goo so I would feed it to you?

She grabbed his balls tightly and pulled, stretching his balls. His face grimaced as he felt the pain as she pulled his balls.

“Ball stretching will be left for another day. You will be amazed at how far I will be able to stretch those useless cum filled balls”.

She then grabbed is swollen aching balls and squeezed “That’s right. I could crush these pathetic, useless balls right now if I wanted. I could cut them off leaving you a castrated sissy bitch”

 
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