What Have I Started?

I scurried into the bathroom, slid my pants down, shimmied out of my panties and settled onto the toilet seat. Gently I released my built-up stream hoping that it wouldn't splash and make a mess. I've been forced to pee like this since the start of the year when my wife, Diane, decided that as a part of our attempt to spice up our sex life I would wear this damn chastity cage. We had tried some of my suggestions and now it was her turn to suggest activities that would add some spice. At first it was exciting but now that it was St. Patrick's day and it hadn't come off yet, I was sorry that I had gone along with her and allowed her to put it on me.

The cage was one of the newer types made of pink plastic resin with a small oval-ish opening in the front molded into the shape of a vagina with exposed pussy lips. It also had the word sissy embossed above the opening. Diane must have ordered it online. When it had arrived, it came in a small box that was called 'The Clitty Prison.' When she put it on me, it didn't even allow me a hint of an erection. Now, I know I don't have the biggest penis in the world, but this cage is ridiculous. It's kept my penis virtually flat and over the weeks since New Years my balls have gotten full and swollen. The tip at the crown of my penis bulges slightly out of the cage opening, yes that small pussy shaped opening, while the cage is on.

I winced as my stream fragmented and sprinkled all over my balls and thighs. I shook my head thinking how humiliating this was. It makes me feel like a girl, squatting, peeing and then having to wipe myself all up with toilet paper. I ripped some TP off and then patted my parts and the cage dry. God, men don't do this, women do! Here I am, a real man, peeing and wiping myself like a woman. And now, I haven't had an orgasm in over ten weeks. Slowly I stood and pulled my panties up. They're very snug and the pussy lips shape of the cage is clearly outlined. I pulled my pants the rest of the way up, made my way back to work at home office, sat down at my desk and continued working.

I was working on one of my largest client's tax return, trying not to think about the sexual desert my life had been since New Years when Diane strolled into my office. As I was concentrating I didn't notice her until she cleared her throat. It made me jump in my chair as I looked up and saw her sporting a smirk on her face.

A little bit annoyed at her surprising me, I raised an eyebrow and said, "Yes?"

"Hi, I was just curious as to how you are adjusting to your cage? It's been ten weeks and I'm curious????" She smiled as she said this and for some reason my penis tried in vain to stiffen.

"How am I doing?" I asked. "Really? How am I doing? My penis is flattened and I haven't had an orgasm since last year. When I pee I have to sit and the cage makes it sprinkle everywhere! How do you think I'm doing??"

A stern look came over my wife. "Billy, you were the one who wanted to add spice to our sex life. And after a lot of thinking and consideration, I agreed. I allowed you to spank me, use a huge dildo in me, photograph me naked in slutty positions, and then post some of them anonymously online and even have anal sex with me. Now the first idea I have, you have a problem with? Really? Maybe we should pull back and go back to how things were? Is that what you want??"

I hesitated... "Umm, n-n-no, I'm sorry. I don't mean to complain. It's just that this thing is soooo damn frustrating. I didn't think we'd do anything like this when we started down this path."

Diane thought for a moment and then replied. "So you pictured this as only trying out your ideas then?"

"No, no, I, well, I guess I hoped you had ideas as well. I just didn't imagine anything like this."

"So you have regrets then... Well, if you want to stop, just say so. Say it right now and this will all be over with. It was supposed to help the intimacy in our marriage and if you are this unhappy..." She paused for a moment and said, "You know what? We'll just stop. Our marriage is too important to me to threaten it with all of this. I'll get the key to your cage and we'll be done." She made to leave as she said this.

"NOOOO, umm, no, wait, stop please," I said. She paused by the door. "I'm, I'm obviously frustrated but it wouldn't be fair to stop now. You cooperated with my ideas and I guess it's not right to call this all off because I'm struggling with your idea. Please don't. I'll manage. I'm sure you've thought this through."

"Are you sure?"

"Yeah, I love you too much to be selfish here. Umm, thank you for your idea and, umm, I'll see it through."

Diane smiled. "Very good then. Now when I came in I was actually planning on giving you an orgasm. I know it's been quite a while and I thought you might appreciate some relief. But given your little outburst here, I think you've earned some more time to think through all of this. Don't you agree? If you don't I guess we can go back to how things were before this all started."

I was defeated, I knew it then. I looked into her eyes and somehow I knew that I had played exactly into what she was working towards. I sighed... "Yes, sweetie. I agree that I earned this. We'll keep going and I'll manage until you think it's time. I'm sorry. Thanks for understanding."

Diane nodded. Then she handed me a bag and said, "Until you're truly ready to participate as fully as I did, you'll need to start wearing these. I got them for you on the way home today."

I opened the bag and smiled, "This is the wrong bag hun. It must be for you. These are panties, whatever you got for me must be in that bag over there."

She smiled benignly, "No dear, those are for you. Look at your cage. Can you really call that a cock at this point? It's practically flat against you. What do you think it is now? And then tell me what color it is and what shape is there on the front?"

I looked down, ashamed. "It's, umm, it's pink..."

"And what is shape and word is molded right into the front of it so anyone could see if you showed them?"

"Please Hun," I whined. "Don't make me say it." She just looked at me sternly. Being desperate for some relief, I caved. "A pussy with open lips and the word Sissy," I mumbled.

Diane smiled. "Okay then, tell me what is it you have then all trussed up like that? To be fair, it's certainly not a penis and definitely not a cock. Then given that, what's your conclusion about the presents I brought you in that bag?"

"Oh god," I said. "Umm, it's a pussy and these must be my panties. Yes, I'll put them on," I sighed.

"Exactly," she said. "And I'll get rid of all of your old, nasty boxers as you won't be needing them anymore. Now put a pair of your panties on and be downstairs for dinner at 6:00."

***

It was one month later... I was working in my office and thinking about checking out some porn on my computer. I had been daydreaming about cumming and my squashed penis had been dripping in its cage. Looking at porn really wasn't helping my situation, but I had been so horny that I couldn't help myself. If anything, my wife had created a sexual monster inside me. It was almost all I could think about.

Suddenly Diane sailed in carrying a couple of shopping bags. "Hello love," she breezed.

I looked up thankful that I hadn't had a chance to log into a 'naughty' site.

"I just wanted to congratulate you on your self-control since the night of your little incident." I think I actually blushed thinking back to that day. "Well," she continued, "it's now been fourteen whole weeks since we started this and I'm thinking it may be time to give you a little relief." That perked me right up. "But, we'll do it the way I want to and you'll cooperate or it'll be another long wait. Do you think you can live with that?"

Getting relief in any way possible was my immediate goal and I nodded my head vigorously up and down. At the same time I could feel my constricted penis try to thicken up at her words. I was ready and I knew my penis would be ready when it was released, I literally couldn't wait. "Yes, yes, however you'd like. I mean, I'd prefer to make love with you but if you have other thoughts in mind, tell me and I'll do my best."

"No....... not your best. You'll do as I say or the relief is off. We agreed last time that it was only fair for you to go along with my ideas after I did with yours. So there's no, 'do your best.' Instead it's do as I say, alright?"

I nodded my head vigorously up and down hoping my desperation wasn't showing, although knowing that it had to be.

"Okay then. You can start by taking your clothes off, I want you naked for this."

Quickly I started to disrobe. As I got down to my panties, I started blushing knowing how ridiculous I looked. Diane smiled, "Hold on," she said. "I love how you look in your panties. Somehow they look just right on you. Do me a favor and slowly spin around. I want to see your cute tush covered in those sexy panties. Mmmm, so sweet. Okay, very good. Now, take them off.... No wait, what's that on the front of your panties? Is that a pee stain? Haven't I explained you need to clean yourself after you pee? Let me look..."

"N-n-no it's not. I haven't been to the bathroom for a couple of hours," I protested. "And I do wipe myself up."

"Then what is that??" She reached down and rubbed the front between two fingers. "It's slippery... Billy, is this precum??? Even caged like this? Really??" I couldn't say anything and only blushed giving myself away. She had caught me and she knew it. "Wow," she said. "I can't believe you. Even caged like you have been, you're leaking precum?? Just, just take them off," she said with disgust in her voice.

I slipped them down, they fell to the floor and I stepped out of them. It was embarrassing because I was now just in my cage, my penis flattened and my balls swollen up in my stretched scrotum beneath it. But the front of my cage, the part that looked like pussy lips, was slick with my own lubrication, just like a real pussy that was excited.

With that, "Awww, isn't that so cute," she trilled. "I love your little pink pussy! And look at the skin pushing its way through the pussy lips all nice and wet. So, are you excited to show me your wet, sissy pussy?"

"Di, please. You know it's the cage, not a pussy. Please, this is humiliating enough."

"Billy, I know you're excited but I sense a lack of cooperation here... is that right? I hope not because there's no requirement to give you the relief I was planning. We can wait if you can't cooperate and be honest with me."

"No, no, please," I begged. "I am, I am excited. How could I not be? It's been almost four months. Please, I'll do anything. I already wear panties and a cage. Please, just tell me what I need to do and I'll do it...please?"

Di just smiled and looked at me. She had a look in her eyes I had never seen before. It was predatory and made me very nervous. I swallowed and just looked down at my feet and waited. She stood there for a few minutes not saying anything. I tried to just relax but I was hanging on her response, just waiting to see what would happen next.

Suddenly she spoke up. "Okay, maybe we'll go a little further, to see how you handle it and then decide as we go." She pushed the hassock to the open floorspace in the office and then said, "Kneel down over this with your chest down and your ass in the air."

I did so, nervously concerned that the position was one that would leave me very vulnerable. I heard her rustling around in one of the bags and then she snapped something around one of my ankles and slid it under the hassock. Quickly she snapped the other end around the wrist of my opposite hand. Not wanting in incur her ire, I said nothing while she repeated this on my other ankle and wrist. In no time I was now hog tied to the heavy hassock with my ass up in the air. Then grunting she pushed me up and stuffed a pillow under my tummy which had the effect of lifting my rear even higher.

"Hun," I whined. "What are you doing? Where is this going? I'm not feeling very comfortable in this position. And I still have my cage on, how will I get relief this way?"

"Don't worry," she said. "Now you're in a position where we can start our fun and games. You'll get some relief, don't worry." I could hear the mirth in her voice and then I could hear more rustling in the bag behind me. "Dear," she continued. "Did you truly enjoy the anal sex we had when it was your turn?"

This question scared me and I was loath to answer... She said, "Billy, please, we have to be honest with each other. I want to know if you enjoyed it and given the chance would you want to do it again? Tell me now, I need to know."

"I-I-I... yeah, I did. I mean it was very snug and as you know, I came really quickly. But I made sure to rub you off while I was doing it and you came afterwards. You remember that, right?"

"Yes, I remember. I did, but your stuff leaked out of my behind for quite a while afterwards and that was kinda gross," she replied. "But you didn't answer my second question. Do you want to do it again?"

"Well, if you're willing, sure. But only if you were willing." I figured that was a safe answer.

But then she said, "I don't think doing it like we did is what I'd like but, maybe we can try again in another way...."

"H-h-how?" I asked.

"Let's see," she said with some humor in her voice.

I heard some rustling around in her bag again and tried to turn my head around far enough to see what she was doing. She had something in her hand I couldn't see very well that might have looked like a small tube of toothpaste. Then she moved and I couldn't see her but then suddenly I could feel her touch my asshole with something cold and slimy. "Wait, wait," I blurted starting to realize what she was doing. "I'm not interested in anal sex like that. Really, I was wrong. I know you're willing, but I'm not. Please, this isn't what I had in mind when I started this. I think we should call it all off!" All the while I could feel her finger adding more of what I now knew was lube all over and inside my asshole.

"Oh come on dear," she soothed. "What's good for the goose is good for the gander, as they say. Besides, I don't plan on having anal sex with you, just perhaps give you a taste for the feel of it."

I was trembling now, I had never imagined anything like this, I mean this was kinky and very demeaning. "Please," I begged. "I don't want this."

"Don't worry," she reassured me. "This is just a small plug and I'm certain it's nothing you can't handle. Just relax and it'll go much easier. That's exactly what you told me when we had anal sex together. Breathe carefully, relax, lat go and it will be fine."

"Suddenly I felt pressure on my backdoor. She started turning it and making sure the lube was spread all over the plug. "Relax....." she repeated over and over while she pushed harder. I felt myself start to open up. I grunted as she pushed harder and I felt more resistance verging on pain. "Relax Billy or you will not like this," she said.

She pushed harder and now I was grunting like an animal. "Uhh, ughh, ohhh, Di.... Di.... Ohhhhhhh." Suddenly and almost without warning it popped inside me and I felt like I do when I was having a large bowel movement.

"Excellent!" she murmured patting my naked ass cheek. "Now hold it tight, keep it there. This is part of the game we'll be playing."

I was panting now. "But Di, please, how does this give me relief? It's so big inside me. I never imagined doing anything like this," I said urgently.

"Well Love," she replied. "You had us doing things I never imagined and I never complained, did I?"

"N-n-no," I responded and realized that maybe I had been a bit selfish when all this started.

"Okay, now, your responsibility will be to make certain this plug stays exactly where it is now. If for any reason it comes out, then your cage will stay on and relief will be withheld... let me think, how about for six more months. Do you understand? Six months in your cage with no relief."

"Six months? Really? That's so long, I mean will that be healthy? I mean my penis should at least stretch out, it's so squashed and don't I need to have a release for health reasons???"

"I think that's ridiculous but I guess that you'll be motivated to keep that plug right there then," she answered.

I was sweating now. Her stakes were enormous. I had no practice in this at all. Would it be difficult? Right now I felt like I had to have a bowel movement in the worst way, could I control this?

"Spread your legs apart a bit," she said next. "Otherwise I won't be able to reach your little cage to take it off." I quickly obeyed, all the time conscious of the plug in my ass and how that motion increased the need to try and push it out. "Very good dear, now I can start addressing your 'other' discomfort."

I heard a tinkling sound as I heard her remove her necklace and slide the key to my cage off. Then reaching between my legs she started to unlock the cage lock. Slowly it came off and shockingly, nothing happened. I mean nothing. My poor penis remained flattened against me a sad reflection of its former self.

"Oh, sweetie, what's the matter? I thought you desperately needed relief? But it doesn't look like it's ready... or even capable for that matter..." I felt her place her finger right to the tip and still nothing. I was ashamed and humiliated. "It does seem to be leaking a bit." I could feel the wetness as her finger rotated a bit.

"M-m-maybe if you encouraged it a bit," I suggested.

This made Diane laugh. "But Billy, you were so emphatic that you needed a release. Even a moment ago you said something about needing it for health reasons."

I was trying desperately to get some kind of rise at this point but I couldn't even get a tiny feeling there. "It's because of the damn cage!" I exclaimed. "I knew this was bad, oh my god, what's happened to me?" I moaned.

Diane was smiling. "Oh honey, I'm so sorry. Here, let me try to give you a little encouragement." With that I felt her pull away and standing next to me, she started to take her clothes off. She hadn't been naked in front of me since New Years and as she removed her clothes, little by little, I gawked at her. Soon she was stark naked and she knelt down next to me. Then reaching between my legs she started grabbing a bit, trying to pull my penis down from its squashed position. But it was slippery with precum and her fingers slipped off it a few times. She giggled as she continued and after a number of attempts it finally came away a little and I could feel her fingers surround the head. She started to massage it a bit and finally I could feel some growth, but nothing like I felt it should have given the fourteen weeks it had been dormant.

"Well, it's something," Diane murmured. "At least you're doing well keeping your plug inside you."

As she massaged the head of my penis with one hand, I felt her twisting and pulling a little on the plug. Not being able to help myself, I inadvertently moaned. Diane jumped on it instantly. "Why Billy, you like the plug, don't you?" I was shaking my head no, but she continued twisting it further. "Don't lie to me, your little thingy just jumped!"

She was right, I had felt it move. "I-I-I couldn't help myself, I didn't mean it. Really," I protested.

"This is great," she replied, and I felt my penis swell a little. I then felt her take it between her thumb and forefinger and start pulling it up and down. There I was on my hands and knees, her hand tugging. It grew a little more and I moaned again as I started to get that amazing feeling of excitement. "And look," she murmured, "it's starting to drip again. This is so nice, it's just like milking a cow!" she laughed. "This is such a fun game now. Farmer Di milking her cow." Now she was actually laughing.