Shooting the Moon

Authors note: This story takes place in a world of enforced male-chastity, and includes themes of femdom, chastity, and humiliation. For more from this universe you can start with the Election Night Denial story, though this particular entry stands on its own.

A group of my friends have been playing parlor games during our weekly girls' night. It's refreshing to leave our phones at the door and focus on the simple things. Often we play cards, and since there's four of us, we've been trying out Hearts.

My favorite part about Hearts is that you can win by losing. You collect all the bad cards, and your opponents are usually happy to let you have them until they realize what's happening. By then it's often too late. If you have have every undesirable card you "shoot the moon" and your opponents are penalized almost hopelessly.

It is the only thing I like about the game. And since we usually stake our husbands' services on the outcome, winning in this dramatic, come-from-behind fashion can be especially enjoyable.

I shot the moon when we played last month and my friend Isabel was so upset that she swore she would never play Hearts again. I knew she would calm down eventually, but I had to refrain from gloating when I brought her husband up to my bedroom. It's not like she gave me the keys to his cage or anything. I just told him to go down on me and then sent him right back to his wife. I'm not a sore winner after all.

But last week, I found out that one of the four women who always joins us couldn't come, so it seemed like a good time for a change. To avoid any hurt feelings.

I suggested a sort of 'Newlywed Game' where you guess your spouse's answer to a series of questions. And whichever woman won the game would get to pick someone else's husband and bring him up to the guest bedroom with her. But this time, she'd also get to take his keys.

Because we were short one player I asked my friend Cheryl to find a coworker and bring them as a guest. I told her the ideal candidate would be a dumb young thing with an attractive boyfriend. She could be our mark.

And so Cheryl brought Kitty to the party.

By the time Kitty arrived, Cheryl had already settled in. My husband, Quincy, heard the doorbell ring and walked hurriedly from the kitchen to answer it. He was still wearing his apron, which is how I preferred him dressed while meeting guests.

"Hi, you must be Kitty," he said as he extended his arm to take the young woman's jacket.

Kitty was gorgeous. I should have known that if Cheryl was inviting a dumb coworker with an attractive boyfriend, the woman in question would also be a bombshell. And though I was displeased with the glances my husband snuck at her figure, I could barely blame him. The rest of us were a good looking bunch, but Kitty belonged on a movie screen, not in my entranceway.

She wore dusky eyeshadow, and dark-wine colored lipstick that stood out on her cream skin. The neckline of her cocktail dress was revealing but stylish, and I searched without success for flaws in her body or outfit.

Kitty thanked my husband graciously, even calling him by name. Most women would have understandably treated him like the help and moved on to greet their hostess. But from the beginning, Kitty wasn't like other women.

"This is Kayden," she said next, placing her dainty hand on her date's massive chest as he came in behind her.

Kayden looked like a high-end male stripper. His suit jacket had a garish sheen, and his collared shirt was too tight around the shoulders, as almost any off-the-rack shirt would be on his statuesque physique.

Kitty might have been annoyingly attractive, but I was willing to tolerate her presence if it meant taking Kayden as a prize.

I greeted them and led them to the parlor, exchanging small talk with Kitty as I did and managing to orchestrate a delicious brush-up with Kayden in the doorway.

I hadn't let myself cum all week in anticipation of fucking the man of my choice (poor Quincy was practically beside himself because I wouldn't let him lick me) and all that denial was adding up to some risky behavior.

A minute later the doorbell rang and in came Isabel and her husband Diego.

Isabel showed no signs of ill will from her recent loss. We exchanged kisses on the cheek, an appalling habit that Isabel had insisted upon ever since her visit to Spain last summer.

I winked at Diego, who averted his eyes appropriately, and then I had them join the rest of the group.

Once we were all settled in we dismissed the men to the kitchen and enjoyed an hour of gossip as Quincy delivered hors d'oeuvres and refilled our wine glasses. I managed to limit myself to a single drink, while Kitty quickly finished two and started a third.

Everything was going according to plan.

"Perhaps it's time to start the game?" I suggested. "Maybe we should have our newcomer go first? Quincy darling, bring in Kayden for the game. And then you can stay in the kitchen until he finishes."

KAYDEN

"Alright Kayden," I spoke loudly to quiet the side conversations between the other ladies. "We're bringing the men in one by one for this game and starting the night off with you. Why don't you begin by stepping out of your clothes while we ask the first questions. You can leave your underwear on for now."

Kayden casually took off his shirt and Isabel let out a barely audible gasp.

If you had taken a photo of him at this moment there would be no need for airbrushing. I hadn't bothered to inquire about his actual profession, but he very well could have been an underwear model.

Now we kept all our partners fit of course. Testosterone supplements are pretty widely available, and a man isn't going to eat junk food unless you let him. But even so, it's hard for a guy in his mid to late thirties to compete with someone who is Kayden's age, let alone Kayden's height.

I swallowed and then began speaking.

"Okay Kayden, so the way this works is that your partner, Kitty, has a washboard, sorry whiteboard, and she's going to write down her answer to each question as it comes up." I said, glossing over my slip up. "You will say your answer out loud, then Kitty will reveal her written answer, and if they match the two of you get a point."

Kayden nodded.

"In some ways the goal of the game is to test how much you two know about each other. But the exciting questions are there to get you to admit details about your sex life that might normally be hard for us to squeeze out of you. Of course, we girls talk about everything, but sometimes we might exaggerate, or hide things that reflect poorly on us."

Kayden's granite face looked blank, like he was struggling to keep up.

"This is a chance for a little truth and a little drama. There are a few questions that we're asking everyone. But we each came up with questions on our own, so we don't know what's all going to be asked. That means nobody could cheat by colluding with their partner. Do you understand?"

Kayden nodded nervously as if he didn't want to admit confusion. I'd have to dispense with any big words in the future.

"Just answer the questions as best you can, okay Kayden?"

The chiseled jawline rose and then dipped in acknowledgement.

"Oh and one more thing. A few questions are pretty juicy, so it would be boring if you gave one-word answers. Each lady here has three points that they must award by the end of the night for really descriptive answers. And they can't give points to their own man. So you have an incentive to really lather on the good stuff. Alright?"

Kayden nodded again. Nothing wrong with that. I liked the strong silent type.

"Great, let's dive right in then. Kayden, how often does Kitty let you fuck her?"

Unphased, Kayden waited until Kitty was done writing her answer before speaking.

"Once a week."

Kitty turned her whiteboard around and smiled. It read, "every week".

"Jesus Kitty, what was the point of women pioneering the fight for male chastity if you're just gonna let him out every time he whines a little?" Cheryl jibed.

"Hey, he doesn't get to finish every time." Kitty laughed as she defended herself. "Besides, it's about what I need."

Looking at Kayden's body I couldn't really blame her.

"Okay next question," I cleared my throat. "How does Kitty discipline you?"

"Mostly she just adds days until the next time I get to cum."

I checked Kitty's response. 'Add days till next cummies'.

Kitty had dotted her 'i's with hearts. Insufferable.

"Okay that's another point."

Isabel nodded as she updated the score.

"Including yourself, how many men do you think Kitty has been a keyholder for?"

Kayden took his time on this one, well past when Kitty was done writing her response. "I'd guess two."

Kitty shook her head and held up six fingers. It was Kayden's turn to be surprised. "Six? How? Who?!"

"Easy there Kayden." I interjected. "The ladies will probably want to follow up on that one later, but you don't get to ask any questions tonight. Okay, final question and then you can start removing your underwear before the next section... how big is your cock?"

STUART

Stuart, Cheryl's husband, stood before us in his underwear, trying his best to keep a dignified posture as he answered the intrusive questions.

"When was the last time you wore girl's underwear?"

"Two months ago."

"How often does your wife masturbate?"

"Five days a week," he said confidently.

"How can you be sure?" I probed.

"She does it in front of me."

"Oh. Okay. Can we get more details?"

"It's a routine. When she gets home from work she sits in the armchair in her study. I kneel in front of her. Usually she uses the vibrator, but sometimes just her fingers. And she'll tell me to kiss her feet, or maybe just watch. Earlier in our marriage she used to tease me more. She would talk about how much she loved to touch herself and how grateful she is that she can do it whenever she wants. Then she might take her toes and rest them on my lap or tap against the surface of my cage while she spoke. It helped her get off. Now she doesn't bother so much and my most important role is just to clean up at the end. I'll lick her fingers clean, or the toy clean, and then we're finished."

"Good. You're getting better with the details Stuart. Cheryl, what number did you write down?"

"Five."

"Okay, that's a point. Next question Stuart. When was the last time you saw a pornographic image or movie?"

"Seven or eight years ago. A friend shared an old magazine cutout of a woman, a redhead, pleasuring herself on her bed. It must have been ancient. The whole thing was faded and the corners were curled up."

"Did you touch yourself to the image?"

"No, I was in a cage."

"Cheryl, what did you guess?"

"I guessed in the last year. I thought men were sneakier than that!"

"No points then."

"Okay, Stuart, what size of bra does your wife use?"

"32A"

Cheryl didn't bother writing down the answer, she just nodded and I added a point to her score.

As a brief digression, I've often wondered how Stuart feels about his wife's tits. Cheryl has a great ass and a flat tummy, so the fact that her boobs are small isn't an overwhelming flaw. When she wears a tight top there is a perceptible and defined rise from her stomach to her breasts -- it's just a very small rise. And so I wonder if he ever feels sadness that the only boobs he can ever feel, or see, are so petite.

I ask because this is sometimes how I feel about my own husband's cock. Sure it's cute that I force him to tuck it behind his legs and wear my panties, and his insecurity makes him so much better with his tongue, which I prefer anyway. But every so often I wish I had access to a big cock. Something that would split me right open.

Coincidentally, that is exactly why women invented nights like tonight.

"Okay Stuart, next question... how does your wife discipline you?"

"S-s-spanking mostly," Stuart stuttered endearingly. "Wait, can I ask what prize we get for winning? If you want me to give good answers it would help to know."

"Oh sorry Stuart, we forgot to tell you!" I laughed to myself. Keeping men in the dark was such second nature that of course we hadn't even bothered. "The woman from the team with the lowest number of points is going to give a blowjob to the man from the team with the highest."

DIEGO

"Diego, would you say you have blue balls today?"

"Yes."

STUART

"Yes."

KAYDEN

"Yes."

QUINCY

"More like a deep royal."

DIEGO

"Diego, when was the last time you touched your own cock? In any way? Like to play with it, or inspect it or wash it under supervision. Anything."

"Two months ago."

STUART

"Ten days."

KAYDEN

"Four days."

QUINCY

"The day before my 18th birthday."

Kitty turned and looked at me like I was a psychopath.

"What?" I shrugged. "Why would he need to?"

DIEGO

"Diego, can you tell me your wife's favorite thing about male chastity?"

"Not having to clean the house."

STUART

"Not cleaning."

KAYDEN

"Always getting her way."

QUINCY

"The oral sex."

For the record, I wrote down the same answer as Quincy for this question, but only because I wanted to win. It wasn't exactly the truth.

You see, there are of so many things that I love about male chastity.

Because I am a woman I have been handed a set of keys that grant me a sexual servant who is not only willing but eager to please me at any time of the day. And his desperate need for sexual release essentially makes him a domestic servant as well. The fact that I have not swept the floor or washed a plate since I met Quincy is not lost on me.

But if I was actually choosing what I love most it would be very hard to write down. You see, I love the nuts and bolts of how male chastity functions.

You take a man's balls, the most sensitive, fragile part of his anatomy, and place them through a ring that pushes them forward slightly, leaving them more exposed. Then you take his penis, the part that provides him with the most pleasure, and put it in a cage. It is the exact opposite of how he might arrange things if he was in charge.

It is as if you took a man's household entertainment system and put it in a bank vault, while leaving his wallet on the front lawn. That's a very precarious situation to be in. Not only is he desperate to make sure his keyholder is happy, but he is at the mercy of every female in the larger community. It's a beautiful system. That is what I love most.

But as far as Quincy is concerned, it's the pussy licking.

KAYDEN

"Kayden, can you tell me what Kitty's favorite sexual position is?"

"She taught me to do this thing where her back is up against a wall and then I lift her onto my shoulders. Then I'm head height with her crotch so I can eat her out. And she sort of uses her hand on my head or the wall to balance. It's really hard on my neck and I get scared I'm gonna drop her but she likes it a lot."

Kayden seemed oblivious to the reaction in the room but I noticed immediately.

Every woman who had been waffling over their ideal choice immediately settled things in their mind. Cheryl in particular started to breathe a little bit harder.

DIEGO

"Alright Diego, we'd like to know how often your wife lends you out to other women?"

"About two or three times a year."

"Isabel wrote every six months so we'll give you a point for that one. The follow-up question is, when your wife loans you out, does she ever send your keys with you?"

"No M'am. Not yet anyway."

"Good, that's another easy point."

"Okay, let's try a more challenging one. Diego, what is the most humiliating sexual thing that your wife has ever done to you."

I anticipated there would be a long pause here and I was right.

"Diego, this would be a great time to add some description and maybe get extra points," Isabel reminded him.

Diego gathered his nerve and finally started speaking. "A couple of years ago Isabel made me get a nipple piercing. She didn't tell me why at first, but then she had the spare key soldered onto the piercing at the end of a short chain. I couldn't take the key off without breaking it, so she'd know if I cheated, but she said that I wasn't getting released until I could curl myself up far enough to unlock the cage on my own."

Cheryl and I exchanged curious glances.

"So I enrolled in yoga classes," he continued, "and started doing stretches four or five times a day. I made good progress and it seemed like it would be possible so I added weights to the stretches. As the months passed, I became more and more desperate to unlock myself. Every night in bed, Isabel would play with the key, winding the chain around her finger, or flicking it across my chest. It was tormenting to feel it on my own skin but with no way to use it. After a few more months I got to the point where the key touched the padlock but I couldn't quite get it inside, but I asked her for help to curl up all the waay."

Diego stopped like he was considering whether any amount of points was worth the coming embarrassment.

"Isabel had me lay down with my back flat on the floor and my legs angled up over my head. That way the weight of my own legs helped to bend me back more. But then Isabel tied my arms spread eagle to some other furniture in the room so that I couldn't back out. I couldn't believe it took me until that point to realize what she had planned. She pushed down on my legs and was able to unlock me with the key on the end of the chain. Even though I now knew what was coming, once she let me out of the cage I couldn't stop myself from getting hard. I was so flexible that my cock was pointing right at my face, only an inch or two away. I started to object but it was pretty easy for her to fill my mouth and then I couldn't do anything."

I glanced around the room. Isabel was grinning with self-satisfaction, Cheryl's mouth was gaping, and Kitty still looked confused. Poor little airhead.

"It had been nine months since I got the piercing," Diego went on, "and even though I didn't want to do it, I was too horny to really stop myself. She made me suck my own cock until I came in my mouth. And then she held me there until I swallowed it."

No one said anything. Diego's dick was big enough that the story was believable. But this was too wild to just move on to another question. The girls looked around the room at each other, and their wide eyes strayed to Diego's crotch.

Finally, Isabel spoke. "I'm not sure if you girls think this was too cruel. So I want Diego to clarify something. Diego, what was the deal I made with you after you did that?"

Diego's eyes didn't leave the floor as he spoke. "You told me that if I ever got horny enough, you'd let me suck my own dick whenever I wanted as long as I swallowed and as long as you got to watch."

"And how many times have you sucked your own cock since that day?" Isabel asked.

"About every two months. Maybe ten or eleven times."

"Fuck," Kitty whispered.

It was maybe the most diabolical thing that I had ever heard of a wife doing to her husband in chastity. I was more than a little jealous.

Diego opened his mouth to speak and then stopped himself. You could see the mental anguish. It was a truly humiliating thing to share. But if he could give more details, he might get enough points to win a blowjob, and then someone else would be doing the sucking.

He chose to continue.

"A few months ago I got really horny and did... the thing... twice in two weeks. Isabel thought I might end up going overboard so she added a new condition. In order to earn a release I have to tell some woman, any woman, about the routine, and whoever I ask has to be the one to grant me permission for my next release."

"And what else, Diego?" Isabel prompted.