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Chastity with Ex as Keyholder

By: chastity_sissy



Several days off. I was looking forward to it. The days off had been meant for something else, but those plans fell through. Now, I had the weekend plus several extra days. I could barely contain myself as I was excited to try out the new toy I had recently purchased. 

As soon as I got to my apartment, I checked with the management building and sure enough, the package was there. Before I could do anything else, I had the package opened on my table and trying to decipher the many parts of this contraption. I had seen it used on a few male submissives on several websites in the recent weeks and it sparked my interest. 

In a matter of minutes I had the assembly figured out, but the sizing part would be difficult. I had read about this and knew it could take a while. 

Opening a bottle of whisky and turning on the TV, I decided to make an evening out of it. Hopefully I hadn't spent all the money on this thing for nothing. 

After several attempts, I finally started getting the hang of how to judge which ring was small enough and which spacers allowed just enough room to not be uncomfortable. 

  Surprisingly, the latest configuration didn't feel too bad at all...until my cock attempted a hard on and everything became almost overwhelmingly tight. I hadn't known what to expect, but this was both incredibly awesome and scary. At the moment of my arousal, it felt like a hand with superhuman strength was keeping my cock from getting any type of erection while at the same time tightening a cock right around my balls. The sensation was arousing, but the device prevented any relief of erection or actual pleasure. 

  It was hard to believe that anyone could really endure this type of device for more than a few hours, although I had read several accounts of male submissives claiming to have been locked up for weeks and even months. How much of this was fantasy or reality, I had no idea. But, it did encourage my own curiosity to see what it might feel like to have your manhood securely locked away and no longer have the ability to masturbate. 

  Suddenly, my phone vibrated to life. 

  It was an ex-girlfriend of mine, the only ex-girlfriend I still talked to on occasion. The only ex-girlfriend who knew of my kinky secrets and I hers, which was why we still remained friends. 

  "Hey, sorry to bug you, but I have an odd question," she said sweetly. 

  "Go on," I replied, my cock instantly springing to life inside the tiny, confined cage. 

  "Well, I sort of bid on this thing online and now that I have it, it's way too big. But, I thought you might like it. There's no return policy so it's I give it to someone else or I trash it. You interested?"

  Oh, why did she have to call now? This device had been so difficult putting on that I didn't want to take it off, but it was focusing all my sexual energies on the cock I couldn't, at the moment, pleasure or get an erection with. 

  Before I could think, I said, "Of course. What do you got?"

  "Let me just surprise you! Can I come over? I just got off work and your place is on my way."

  "Erm, I, uh," I stammered. 

  "Or another time, sorry to bug you, I know it's late."

  "No, no, sorry. I've had a couple drinks so I'm buzzed a bit. That'd be fine for you to stop out, no worries."

  "Okay, see you in a few!" she chirped and hung up. 

  Rationally, I knew what need to be done. The device needed to be unlocked immediately and I needed to get dressed quickly. 

  Instead, I took a large sip of my drink and placed the keys on top of the fridge. Not wanting to be completely naked, I put on some loose pajamas and started flipping the channels. 

  Where did she work that was right on the way home? Last she had said, she was doing doubles at a local bar and grill. I shrugged it off and took another sip. 

  Minutes later, I heard a knocking at my door. Without thinking twice, I leapt from my couch and unlocked the door. 

  And what I saw was completely unexpected. There she was, standing there in a bright orange jumpsuit with the logo of a particularly famous bar and grill chain on her chest. 

  "Hi!" she said, bouncing through the door. "Hope I didn't disturb you. You look like you were comfortable."

  Ironically, I wanted to pull my pants down right there and show her how uncomfortable I was, especially now, knowing what she was wearing under that bright orange jumpsuit. 

  She was a petite thing, standing maybe 5'2 with light brown hair. Her skin was pleasantly colored light brown like her hair with a well proportioned little frame to match. In that moment I wondered why on earth I had decided breaking up with her was a good idea. 

  Her eyes rolled to the side and she said, "Um, are you actually gawking at me? Hello?"

  "Oh, sorry, I just..well, you seem to have caught me unaware. I didn't- It's just- Well-"

  "You can't stop thinking about what I'm wearing under this. Pantyhose was always kryptonite to you. And of course, I love the feeling of nylons which is why this job is so much fun. You wouldn't realize how many guys have huge nylon fetishes out there. Yours is just unnaturally huge!" She said laughing. "This might not be a good idea, but it's summer and I am a little hot," she said unzipping her jacket and pulling her pants off. 

  "We're not 'allowed' to wear our uniforms outside the restaurant, although enough girls do it on Halloween and at parties year round."

  And there she was, standing in those tight, spandex shorts and pantyhose combined with the spandex tank top that held her breasts together tightly. 

  "How much have you had to drink? You're seriously ogling way more than I had thought you would," she said with hands on her hips. 

  My cock was raging in its cage by now. I could feel it throbbing with each heart beat. The ring around my balls had tightened so much I feared I had used a ring size too small, but I couldn't change it now. How I desperately wished my cock could just get hard. If it could be hard, then at least I would have the relief of an erection and could carry on like normal. But, it was helplessly trapped and in the presence of my extremely hot ex-girlfriend in her uniform, painfully trying to escape. 

  It was all I could do to keep from gasping and moaning. 

  "Something is...different," she said stepping closer to me. I could almost feel the warmth of her skin. 

  "Normally if I would show up like this, your hands would be all over my legs. Your cock would be so hard, you'd be begging to jack off while kissing my feet."

  The more she talked, the worse my arousal was becoming. Leaving this device on had definitely been a bad idea. 

  This cock cage had left me paralyzed, trying to process the intense surge of sensations coursing through my locked up cock. I had no idea just having one's genital's kept under lock and key would have this kind of reaction. 

  Time to start coming up with an exit plan. 

But before I could even start to think of a way to grab the keys and run to the bathroom, her hand had swiftly grabbed my crotch. Her eyes went wide with shock and utter confusion. She had expected to grab an erect, rock hard cock. Instead, she had grabbed something entirely foreign. 

"Okay, what the hell is going on and WHAT do you have on your dick?" she said squeezing what she had grabbed tighter. 

"Just..a...something I wanted to try, I just put it on. Crap, just let go and I'll show you!"

Releasing me, she backed up a few steps. Kicking myself, I slowly lowered my pajama bottoms to reveal the chastity device I had locked on my cock. 

"What the...that looks..." slowly it dawned on her what it was. Her surprised look soon turned into a smile. I noticed something I couldn't quite describe in her eye, but knew she was instantly intrigued. 

"Maybe it's time for you to see what I brought," she said opening the plastic bag she had dropped by the front door when coming in. 

"It looked fun, but turned out it didn't fit. Just a little too big, but then I thought it might work on you since you're skinny."

"Thanks."

"Hey, it's a compliment. Besides, you'd look totally hot in it," she said holding a black corset up to me. 

My cock twitched inside it cage, causing her to grin even more. "Here, let me help you," she said wrapping it around my torso and tightening the laces behind my back. Before I knew it, I was tied into a tightly constricting, black satin corset. 

"Hmm, those garters look lonely. Don't you have any nylons? I bet you do," she said smiling evilly. 

I'd been caught. At least she didn't know where the keys were. Maybe after some playing around, she'd call it a night and head home. After all, she did just get off work. 

With some difficulty, I strapped the garters to a fresh pair of nylons I had been waiting to use. She knew that in addition to my nylons fetish, I was also into crossdressing. All this excitement made my cock try desperately to get hard, but to no success. The chastity device kept it firmly small and in its place. 

"So you can't get hard or even orgasm in that thing, can you?" she said sitting on my couch, legs crossed. 

Humiliated, dressed, and with my locked cock sticking out exposed, I could do nothing but say yes. 

"This is too perfect. Here you are, all locked up in chastity and wearing what I know must make you hot and tingly. Yet, you can't get hard. What's more, I'm sitting here in my uniform with those tight shorts and pantyhose ordering you around! And you're not even my boyfriend. I think I'll keep these a while," she said dangling the keys I thought I had hid on top the fridge. 

Panicked, I dropped to my knees in front of her and tried to explain this was just an experiment and I hadn't intended anyone to know. 

"Well, too bad. You locked yourself in that thing. This could be so much fun. I could keep your cock all locked away in chastity while fucking my current boyfriend. Just knowing you're so frustrated, so horny, and so helpless makes me so hot."

"Oh, c'mon, this is ridiculous," I began to say. 

"No, you're ridiculous. We both know you're just a submissive sissy down deep. Why do you think we didn't work out? I dig the whole sissy kink thing, I really do. You know how I've fooled around with girls before and you're perfect for that type of thing, but at the end of the day I do like a man to take control and have his way with me."

My cheeks turned red and I tried not to sound too angry, but this was getting out of hand...and fast. 

"Just give me the keys and that will be that."

Kneeling before her in my corset, stalking,s and chastity device, it was hard to be defiant, but I was not about to let her walk out of my apartment with my keys to my chastity device. 

"Maybe this is a new fetish to you, but for some reason knowing I have my ex's cock locked up in chastity gets me so hot I think I could masturbate right now. Knowing we're not together and at the same time having complete control over your cock is so naughty, so horribly naughty I can't help it. No, I think this is too much fun. The best part is you did this to yourself. And if you try to get this key from me or forcefully remove that device, I'll tell my current gym trainer boyfriend that you keep stalking me at work."

"You wouldn't."

"Oh, I would. This just seems like too much fun to me. My ex gets no orgasms or pleasure and has to do all the humiliating things I say while I get to fuck my bull of a boyfriend? You know, I should make you come over and hide in the closet while he fucks me. So you can hear what it sounds like...oh my, I'm getting so wet just thinking about all the humiliating things I can do to you."

"Okay, let's just stop. This is getting out of control. You came here to give me this corset, which is very awesome, by the way, but this chastity thing is just something I was fooling around with. Please, this is my first time even wearing it," I said pleading with her. 

And then she made me the offer she knew I couldn't refuse. 

"Okay, fine...I can give you the keys right now and leave you here with my present and leave it like that. Or, I keep the keys and come over every night I work for a couple hours and give you the honor of worshiping my shoes, legs, and feet while dressing you up in whatever sissy little outfit I'm in the mood for. I work three nights a week plus a weekend shift, so that's four sessions right there. What do you say?"

I could tell she was incredibly eager for me to come on board. Why wouldn't she? She'd have her ex all helplessly bent to her will while getting all the sexual pleasure she wanted from her current boyfriend. I did feel a little intimidated by the whole situation, I have to admit. After all, I had thought I had been a forceful enough partner when the submissive mood did not reach me. Perhaps, I was wrong. Maybe she had known me better than I knew myself after all. 

And she knew I would accept her proposal. Ironically, it would be even more torture to agree to her terms since I'd be enduring intense states of arousal all week without the ability to relieve myself after she had gone. But my obsession, my addiction to pantyhose and especially that uniform she was wearing, killed any sense of reason in my brain. I wanted to kneel before her and kiss and smell those feet after a full shift of work, of walking around in those white sneakers and flirting with the male customers in her tan pantyhose and tiny shorts. 

"Just start kissing my shoes if you agree. We can try it for a week."

"Your boyfriend going to have a problem with this?"

"Oh, he won't know. Besides, we're not cheating. I'm just letting my pervert ex-boyfriend torture himself by worshipping my legs and feet while his cock is helplessly locked away in chastity. I do love the sound of that! I'm going to fuck his brains out tonight!"

My trapped cock pulsed and throbbed inside the confines of the cage, but the thing was surprisingly secure. I kept hoping my relentless attempts for a hard on would eventually break the thing, but it was proving most resilient. 

Despite the discomfort, I continued kissing every inch of her white sneakers, occasionally licking. Looking up, I saw her grinning serenely, a hand slowly going to her crotch and gingerly massaging a certain spot I knew very well from our past relationship. 

"And what will you be doing tonight? Hmm, I suspect as soon as I leave you will continue with your whisky but also continue to torture yourself by surfing for porn. My intuition tells me that while your chastity cage prevents you from orgasm, you still can't help yourself and will try to get off anyway. I guess that's the part that really turns me on. I'm sure if a woman was in chastity she'd be turned on by the thought of not being able to get off for while, but she'd eventually move past it until she didn't notice being in chastity anymore...at least not until someone came and turned her on. 

"But I think guys are different. You're always turned on even if you don't have a hard on. Plus, when guys get turned on, it's an external thing. To have something keep that external arousal from happening must be very violating and humiliating. I can only imagine," she said, stroking herself a little more forcefully. 

She was finishing her psychology degree at college, and it didn't occur to me until this very moment how dangerous that could be. 

"It's almost too much, can't we just..."

Suddenly, her foot was pressing painfully on my chastity cage. 

"Can't we just what? I'm in a relationship with someone, chastity slave, someone who truly knows how to get a girl off with his cock. Not that you didn't do the job, but there is an emotional/mental component for a lot of women when it comes to sex, and I always knew deep down you were just pretending to be on top. Hell, even back then I'm sure you would have loved it if I straddled you every time we had sex and stopped as soon as I was done even if you hadn't cum yet. 

"You're just submissive. You thought you were a switch, but I think you're wrong and you know it. Now, take my shoes off. My feet are hot since they've been in pantyhose and socks inside those shoes all night."

With respect and care, I untied her laces and slid the now perfectly white sneakers off her petite little feet. 

The aroma was incredible. Sweat mixed with cotton and nylon. A normal person would and should be revolted with being presented such a situation. But not for me. For reasons I can't understand, perhaps some cross-wiring in the depths of my psyche, this was an intense aphrodisiac. 

"You're like me in some ways, though. I also love nylons and sometimes fantasize about girls at work getting mad at me and forcing me on the ground to kiss their feet. We play around sometimes, but mostly innocently and it's generally just whipping each other with our table towels after work."

Hmm, that sounded like a fun thing to watch, but I had other things on my brain. Like how, for the millionth time, my cock strained against the chastity cage while I kissed her cotton socks. The more I smelled, kissed, and touched, the more aroused I became while at the same time unable to even get hard. It was like scratching a mosquito bite. The relief felt in scratching, or in my case continuing my foot worship session, was a feigned relief and would, in the end, only leave me more desperate and wanting. 

"So how did you find this thing? I never even thought about this situation before," she asked while continuing to rub her sex. "Oh, and don't mind me...I have an itch," she winked. 

Trying to ignore the fact she was rubbing it in my face how easy she could touch herself while I couldn't, I explained, "I've seen it on some websites while surfing for bdsm porn. It looked interesting and I wanted to see how it felt." 

"Mission accomplished," she said. 

"Believe me, if I had known you'd be the one to discover it, I'd have..." I paused. 

"Yes?" she said raising her right foot to my chin. 

"I'd have ordered it sooner?"

"Good boy," she giggled. "Don't worry, this will be so much fun. This will give you what no actual girlfriend could give you. Girlfriends eventually want sex, but since you're my ex and I have no desire to have sex with you, this could become a true chastity arrangement."

I hated to admit it, but my gut wouldn't deny her statements. All of my relationships eventually failed because of various superfluous reasons, however I was starting to understand the underlying reason was always the same. I didn't want control. I wanted to be controlled. And now, I could be controlled in the most basic, primitive sense; my very own cock could be in someone else's control. 

"I think you're starting to get it, aren't you?" she said. "You can take off my socks now. It's time you get some of that nylon action." 

I knew I was completely finished when I peeled off her white slouch socks. As they came off her perfect little feet, revealing the moist, sweaty feet beneath, I knew I would give her whatever she wanted. 

"I had actually had an agenda tonight, but you just amplified my original intentions by tenfold. You see, my current boyfriend is so testosterone driven that he would seriously die before doing anything that you're doing. When I get home, he makes me get naked and shower before he even touches me! Doesn't like the 'flirt sweat' of other men or some bullshit. Anyway, I've been having this dominating urge lately and I'm sorry to say, you're just an easy target. All I need is my work uniform plus a little present and I knew you'd be groveling on the floor in seconds. 

"But you do still have your ways to surprise me. I mean, I thought I was kinky until I met you and you showed me an entire different world of kink."

Knowing this night would repeat itself several times this week and that I would be able to touch, smell, and kiss her feet again only made the arousing sensations more intense. Maybe she was right. Maybe this was fate. Maybe I really would be more happy not having access to my own cock. 


Chastity with Ex as Keyholder Ch. 02



From what I could remember the following morning, I had definitely done something stupid. My memory became fuzzy after she had left. Just as she had predicted, I surfed the web and looked at my saved cache of porn. Unable to get off on it, I drank more and stayed up later than usual until everything became a blur and I woke up on the couch, still dressed in the corset and nylons. 

Good thing I had the day off. 

Work! How could I deal with wearing this chastity contraption at work? Would people be able to see it? I wouldn't have to deal with this problem for several days, but it was still a problem. Would my ex let me out by then, regardless of that one week deal she had promised? Maybe if I played the work card, she'd agree the game was over and everything would be back to normal. 

Without thinking, I tried dialing her phone, but only got her voicemail. I tried again with the same result. Great, she was ignoring my calls. 

Well, I'd have to deal with this chastity device for the day, plus the next day until she came over that night. 

Showering almost made me forget I was wearing it. The hot water worked its way into the vent holes and rinsed what it could from inside the cage. I wasn't sure if this would be adequate and made a mental note to ask my ex about possible weekend cleanings. Wait, what? Weekend cleanings? What was I thinking about? This was supposed to only go on for one week max, maybe less if I could convince her to let me out the next time she came over. 

Regardless of the future, I had to deal with being locked in this thing in the present. Pulling on some jeans, I studied myself in the mirror. There was a very slight bulge, but nothing too noticeable. In fact, it'd probably take someone actually bumping into my crotch to actually know something wasn't normal. Even then, who's going to bump into your dick and say, "Hey, your dick isn't right!" 

So at least the going out in public factor was going for me. Could I still exercise in this thing? Only one way to find out, I suppose. Although, I'd avoid using the showers at the gym. 

Trying on my loose workout clothes, I could barely make out any sign of the chastity device. Well, how often do people really look at your crotch, anyway? 

Since this was my day off, after all, and I was still slightly hung over, a good workout sounded like the cure. The Ex wasn't answering my calls so I decided to say screw it and go to the gym despite my chastity situation. 

Everything was going normally. I locked my stuff in my locker, then went to my usual machine and started running. Then, as if by some sixth sense, I began to notice each and every female in visible distance, especially the hot brunette in the row in front of me wearing only tight spandex shorts and sports bra 

Without warning, my cock pressed against its cage. Trying to ignore the sensation, I continued with my routine, but couldn't avoid staring at the hot brunette. Her legs were perfect, and the tight shorts hugged her firm ass. Luckily, she was oblivious with her iPod and magazine. I began to wonder if her sweaty feet would smell like my ex's, or if they'd be different. 

Stop, I told myself. Just stop. This is crazy. You're just overly horny and we'll fix this the next time she comes over. 

Regardless of reason, I couldn't help but ogle the hot brunette. Each movement showcased her toned, tight little body. I couldn't see her face so I had no idea how old she was, but she couldn't be more than early twenties, just my age range. 

Shouldn't there be rules that women have to wear knee length shorts and a t-shirt or something? I mean, just wearing tiny spandex shorts and a tank top just invites men (or women) to feast their eyes. It's not my fault; it's really hers, right? She shouldn't be wearing such skimpy clothing to begin with!

At some point, her exercise ended and I watched sadly as she walked away from her machine. Oh well, my own workout was nearly done so I sweated out the last few minutes. Walking back to the men's room, I noticed the hot brunette standing there, as if waiting for someone.

Huh, strange, I thought shrugging it off until I was within speaking distance. 

"Are you a pervert? I don't appreciate being someone's piece of meat," she said, arms crossed, looking directly at me. 

Completely guilty and bewildered, I did the only thing I could think of. I told her the truth. 

"You are right and I am completely sorry. You just have such a fantastic body, I couldn't keep my eyes off you. If having a perfect body is crime, then you're the guilty one, I should say. I really did not mean to offend you, but honestly, how can anyone not admire you?"

Her aggressive demeanor suddenly became more relaxed and she actually smiled. 

"What's your name?" she asked. 

"Jack," I replied. 

"I'm Kara."

"Nice to meet you," I said. 

"And you must have a silver tongue because I was about ready to kick your ass for being such a pig back there. I mean, you must have been staring at me for over twenty minutes straight before I decided to call it quits and wait for you here."

"Guilty. But, my argument is still true. A beautiful woman with minimal, tight fitting clothing will always guarantee the glaring interest of any males in the vicinity. I am guilty of being a male, and that is all I can admit to being guilty of."

To my surprise, she actually giggled. Not to say I never had any luck with women, but I never tried to hook up with anyone at the gym, especially not anyone of Kara's caliber. 

"Okay, I can see you're not a complete creep. You do flatter a girl after creeping her out, so I'll give you that. What are you doing tonight?"

"Hopefully hanging out with this cute brunette I just met at the gym," I said despite myself. 

What the hell was I doing? And how was I being so damn charming? Was my disabled cock sending commands to my brain somehow? Regardless, I had apparently initiated a date that would not be able to end in a one-night stand due to my limited cock access. 

"Meet me at The Roasted Bean tonight at 6. I'll be there catching up on some work. I'm sure you won't stand me up," she said smiling seductively, propping one of her perfectly sculpted legs in my direction. 

And with that she was gone. 

I had neglected to discuss with my ex what would happen if I did, in fact, meet someone! 

Still, beneath it all I couldn't help but sadistically enjoy what was happening. My ex had my balls and cock with lock and key and I would eventually need to ask her permission to have sex with another woman. How many ex's can say they've felt liberated by that situation? 

And to my utter and complete surprise, my cock seemed to hum along with the situation and pressed tightly against its cage. How could I ever make anything truly happen with this hot brunette if my ex had complete control of my cock? 

How ironic that my first day in enforced chastity would result in me meeting a potentially awesome girlfriend. I tried calling my Ex, but she wouldn't answer. I knew I could drive down to the local Home Depot and get some bolt cutters to get the chastity device off, the little lock wasn't indestructible. But, then I'd have to answer to my Ex the following evening and potentially face the wrath of a testosterone driven gym freak of a male. 

Well, I told myself, it's only a first date. She doesn't seem like the type to expect anything on a first date so maybe if I can just play it cool everything will work out. Maybe I can explain it to my Ex and she will understand and we can both move past this whole misunderstanding. 

Later that night, I met up with Kara at the coffee shop. She wore some short jean shorts and a tight black tank-top. 

"Can I get you anything?" I asked approaching her table, my cock instantly trying to produce a spontaneous erection that was hindered by my tight little cage. 

"No, I'm good. Go ahead and get yourself something and sit down."

I'm not one for fancy coffee, so I ordered whatever the house blend was and sat down opposite Kara. 

"So what work can possibly keep you working past normal hours?" I asked, sipping my brew. 

"Oh, nothing much. So what do you do?" she asked. 

"I do some IT work for a local company. We help setup local small businesses and such, help them get their internet, servers, and workstations figured out."

"Sounds stable enough. So do you normally pick up girls from the gym after having them almost kick the crap out of you?" she asked smiling. 

"Normally they kick the crap out of me first, and then I offer to take them out. So this is a first for me."

"Well, you didn't ask me, did you? I asked you here."

"I suppose you are right. So why didn't you just get changed and forget about me?"

"I don't know. Something kept me from signing you off as just another pervert. You had an honest look about you, I guess you could say."

Could her jean shorts be any shorter? God, her tanned legs begged, pleaded for some nylons to encase them in a fetish existence only I could ultimately enjoy. However, at the present moment, I only wished to nuzzle her sexy thighs. They were so smooth and soft looking. The more aroused I became from her legs, the more hard my cock attempted to get inside the cage even though I knew mentally it was impossible. Why wouldn't my cock just learn? 

Suddenly, my phone buzzed to life in the middle of our conversation. It was a text message from my ex...and what it said nearly made my heard stop. 

I want to see it. Send a pic right now, chastity slave, is what she sent. 

"Are you okay? You look like you just got punched in the balls," Kara said. 

"Sorry, can you excuse me for a moment? I need to take this," I said immediately scanning for the restroom. 

"Sure, don't take too long."

Another text came through, What's taking so long? 

I hurried into the men's room and headed straight to the nearest stall. Hands fumbling, I lowered my pants and took out my phone. Despite myself, I snapped a picture and sent it off to my Ex, proving I was still wearing the chastity device. 

Aww, it looks so cute. If you hadn't had it on, you'd be hearing from my BF, fyi...see you tomorrow, chastity slave! she responded. 

I decided to use the restroom while I was there, and took the humiliating position of sitting down to do so. I didn't realize wearing a chastity device would mean no longer standing up to pee unless my cock was aligned just right with the opening at the end. 

Kara was back to her work on her laptop when I came back from the bathroom. 

"Sorry about that," I said. 

"Don't worry, I understand. Duty calls."

It had been a pretty decent evening, despite the slow building torture of the chastity cage. I hope it wasn't just my horniness talking, but I really was starting to like this girl. 

"So you never really said what your job is," I asked, trying to get some more information. She had seemed a little evasive on the topic. 

"Just research for school. I'm a grad student and that means my work never ends. Grading papers, planning lessons, it's pretty boring to talk about."

"So you're a TA?"

"Yep, impressive, right?"

"I should think so. If I hadn't gone into IT, I would've done something academic related."

"Oh really," she said, sitting back in her chair. "Like what?"

"I don't know, history or something along those lines."

Suddenly, the local barista shouted, "Closing soon, finish up your coffees, please." 

It was getting late, and I didn't want to ruin a good thing. Kara looked at her watch and I imagined she was thinking the same thing. 

"So, is this the part where I ask for your number and then don't call for a few days to show I'm not an obsessed stalker?" I asked. 

"It might be," she said writing on a piece of scratch paper from her bag. "Just to warn you, I do have night classes so if I don't answer or can't go out, don't take it personally."

"Don't worry, I won't. I've enjoyed spending some time with you and hope we can do it again sometime," I said honestly. 

Looking up at me, she replied, "Me too. I think I would actually like to see you again, so don't pussy out and give me a call."

With that, she grabbed her stuff and headed outside. I couldn't help but watch her exit, those fine curvy legs hugging those tight denim shorts. And then, just before she opened the door she looked back to catch me staring at her. Smirking with a wink, she stepped through the door and left, leaving me unfortunately aroused with no way to relieve myself and facing a completely new dilemma I hadn't even considered the night before. 

How would my Ex react to this? 



Chastity with Ex as Keyholder Ch. 03



Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. 

Suddenly, my phone buzzed, notifying me of a new text message. 

Send me a pic of you dressed up in that corset and stockings. I want to see it before I fuck my boyfriend in a few minutes.

Quickly, I did as she instructed. Soon, she had a full body shot of me in the tight corset she had given to me as a present, as well as the stockings and high heels I added for extra points. And of course, my cock cage was dead center in front, pulsating with arousal at this humiliation. She would forever have this picture and it was just more evidence she could use against me. 

After a few moments, my phone rang. Who'd be calling me this late, I asked myself. 

And then I knew as soon as I put my ear to the receiver. 

"You're getting fucked hard tonight. I'm extra horny," I hard an unfamiliar male voice say. 

"Oh? And why's that?" it was my Ex! How cruel. It appeared she had called me and left her phone on right before having sex with her boyfriend. 

"You know why, you keep sending your cute Hooters girls friends to my gym and having me work with them in their tight workout outfits. You're just trying to tease me at work...and it's working!" he said. 

"I would never," my Ex said, obviously playing along with whatever fantasy game they were doing. But, she wanted me to hear. And she knew I couldn't help myself but listen to them with my cock all locked up, being dressed up in a sissy corset and nylons, listening to them having sex knowing I had no way of getting myself off. 

"Well, you're going to get it now, you little vixen," the man said. "And you look so hot in that pink corset and matching stockings. You want it extra hard tonight, don't you?

"Oh...God..." my Ex said loudly, "you know I like it when you completely dominate me with your cock, and it's so huge."

"And you're taking it all. That's right."

A loud, feminine moan came next and then I could hear the slapping sounds of this guy forcefully ramming his cock deep inside my Ex. 

"Oh, yes! Fuck me hard with your huge cock, fuck me so HARD!" she said loudly. 

I couldn't help but have the feeling she was being a little extra descriptive, especially with what her boyfriend said next. 

"Well aren't you just extra horny? You never talk so dirty. Fine, I'll fuck your pussy so hard I might need to have seconds with your ass."

"Oh God, yes, please fuck me hard and then fuck my little asshole. Please!"

"You got it, baby," he replied. 

And I heard every thrust and every moan she uttered while he pounded her. All the while. I knelt on my own living room floor dressed up in a sissy little corset and nylons. I knew she was imagining me sitting there, unable to get hard or to cum, listening to some other guy fuck her. And she loved it. I had never heard her moan and groan so much during sex. And apparently, never did her boyfriend. 

"How'd you get so horny, you noisy bitch? Jesus!" he said. 

"Fuck me harder. Fuck me harder with your huge dick."

"Baby, I'll be fucking you until you cum. And then I'll be fucking your ass until you cum. And then, you'll make me cum all over your face. How's that, you dirty cunt?"

"Oh yes, I love it when you talk to me like that!" she said groaning even more loudly. 

Taking a quick drink, I couldn't stop listening. I knew it would only make me more horny, listening to this strange man fuck my Ex...and apparently fuck her in a way I never had done before. The pure humiliation was enough to make me horny, but to add their vivid descriptions was just plain torture. 

"Oh God, oh God, I'm cumming!" my Ex yelled in a loud, whine-full moan. 

"Oh yeah, you cum baby, you cum over my huge cock."

Her breathing sounded very hard after she was done moaning. I could only imagine her naked, sweaty body, so spent and exhausted. 

"You're not done yet, roll over. I told you that I was fucking you in the ass."

"Mhhhmm, yes, please do whatever you want with me with your giant cock, I can't say no."

And with that I heard an entirely new set of groans and moans from her. I could only imagine it, but she certainly provided the sound effects of a huge cock slowly penetrating her tight asshole. 

"Oh God, I can't...I can't...It feels so good, but it's so huge...it hurts, but don't stop, please, I can do it, please, let me feel your cock deep inside my tight ass," she kept saying. 

"You're going to learn how a giant, hot load feels up your ass tonight, baby. And you're going to like it because I know you're just a little cum slut deep down, aren't you?" 

I couldn't believe this guy was talking to her like this, but then I understood why she was dating him. He was dominant and strong enough to exert his power over her, and she apparently really got off on it, just as much as she got off on knowing she was exerting her power over me by keeping my cock locked in chastity, listening to their sex session while wearing my sissy clothes. 

"Yes, yes, keep pushing it in more. I want to feel it all in my ass," she kept saying until finally, "Oh...my...I can't stop cumming!"

"Sounds like your problem since I'm going to fuck your brains out until you can hardly talk," her bull of a boyfriend said. 

"I...oh...I...oh my, yes, I can't stop...cumming...so much, too much!" she shouted. 

"Nope, you gotta take it, baby. You wanted me to fuck you in the ass, so now you have to just take it."

And then I heard him slapping her ass over and over while she cried out in ecstasy, pleasure, and probably a little pain for her ass.

"You ready for this?" he asked her. 

"Guh! Fuck me, yes, cum in my ass, cum hard, I want to feel your hot cum in my ass!" she yelled. 

And then her bull boyfriend gave a huge cry as I heard the slapping thrusts until there was a moment of silence. 

"You are so hot," he said. "I can't believe you're such a sex kitten."

"Mhmmhm," she responded, obviously momentarily paralyzed by their little session. "I feel your hot cum in my ass and it feels sooooo good. I thought you were going to cum all over my face, too?" she asked meekly. 

"Well, I'm going to go wash my dick off and then we'll see how much cum is left for your face."

I heard footsteps and a door close. 

"You still there?" my Ex said speaking directly to me. 

I wanted to be silent and pretend I wasn't, but her smartphone would show we were still connected. 

"Yes," I said quietly. 

"Did you like that? I got so horny knowing you were listening, hopelessly locked up in chastity. This is so great. I know you're probably a little frustrated, but it's only day one."

"Day one? How long are you keeping me like this?"

"I should just tell you as long as I want, but I'll be nice since I'm happy and had an orgasm the likes of which you never gave me nor will you ever have. I will let you out a week from the time I locked you up, but only so you can clean up your naughty bits. I will supervise. You will not get to cum. You will get hard, I'm sure, but you are not allowed to cum. Just because I let you out to clean things doesn't mean I let you orgasm. No, I'm thinking in terms of one orgasm a month if you are lucky."

I could hardly believe what she was saying. Only days before I was used to jerking one off quick before work. I couldn't imagine only one orgasm a month. How the hell would I be able to do that?

"Please, c'mon, this is crazy!" I protested. 

"I did my research today. Orgasm control is key to chastity because the moment you orgasm, you might not want to be locked up anymore. Since I love having my ex as my chastity bitch, I don't want to take that chance. So if you have a problem with the one orgasm a month, don't worry about it anymore because you aren't getting it. I'll just milk you like I read about. Once a week and that's all you'll get. Oh, here he comes!"

There was rustling and then I heard him speak. 

"Don't worry, I washed everything for you. Now, I think I promised you some cum on your face. Get on your knees for me."

I could only imagine my Ex in her sexy outfit, submitting to this huge, muscle bound male. How could he be ready again already? 

Then I heard him groan as the sucking sounds made it to the phone. Though it was futile, I stroked my panties, where my cock should have been, but instead was locked away, unable to be touched. Regardless, I stroked the chastity device willing myself to believe I could feel it, causing only more and more horniness, but never any relief. 

"Yeah, that's good, take it all. I love it when you choke," he said to her. I could only imagine he was stroking her cheek as he said these things. 

On the other end, I still tried in vain to get any relief possible from massaging the outside of the cage, but it was no good. It did its job, keeping me mercilessly teased without any way to get direct pleasure to my cock. 

"Oh yeah, oh yeah," I heard him groan. 

"So you're going to cum all over my face, are you?" she asked sweetly. 

"You know it."

"Are you going to let me wash it off right away?" she asked in between mouthfuls. 

"Hell no, you're going to have to sit there for a few minutes enjoying my cum all over you, and then you can clean yourself up."

There was a surge of intensity after he said this as they both moaned loudly, her because the humiliation was just what she wanted and for him, because she obviously was working her tongue a little extra in anticipation. 

Finally, I heard him utter a loud moan and could have sworn I heard the sound of cum splattering against skin. 

"Oh, yes, I love seeing your face covered in cum, baby," he said. 

"Mhmmm," she moaned. 

"I'm gonna go downstairs to grab a beer. You can kneel here on the floor until I get back," he said as I heard footsteps fading away. 

"How are you doing over there?" she said quietly into the phone. "How's that cock reacting to this? Knowing another man's cum is all over my face and inside my pussy at this very moment."

I could barely stand it. The humiliation, the outfits, the chastity, I was so beside myself I wanted to burst like a piece of popcorn. 

"Please, this...this..."

"This is torture, hon. And I know you're getting off on it just like I am, except the difference is I can't let you cum. Like I said, orgasms are the key, the epicenter of my control. The chastity device is just my means to your orgasm-deprived end. Be glad I'm talking about milking you. At least then you get some measure of pleasure, but it's mostly just to clean you out. My quick research tells me it's nowhere near an orgasm."

"Please, this has definitely gone far enough. Very entertaining and very clever, I admit, this whole setup. Your wits are beyond me at this point and I applaud you for this, but please, this can't go on."

"Oh it will. Be ready for my visit after work tomorrow. I think he's coming back so have a good, chastity teased night!"

And then the call disconnected. 

Holy crap, had I really signed away having orgasms? And why were having orgasms such a big deal to me? Maybe because I was selfish and loved the pleasure it gave me, or maybe it was the release, or maybe it's just biological that males need to orgasm more often than females because we produce so much damn semen all the time. 

Either way, I couldn't fathom what she was talking about doing to me. No orgasms? The thought did indeed make my heart race and my cock come to life inside the chastity cage. Ugh, why did I have to get the small version? I had absolutely no room for any type of increase in size of my penis. 

And my penis wasn't horribly small by any means. It was about six inches when hard, so to keep it confined to this tiny cage was indeed a miracle. 

I loved my orgasms. Who doesn't? I loved having my fantasies acted out in my head and then being able to feel my hot cum shooting through my cock. But, deep down in a dark, secret place, I had a nagging feelings that I would love even more the feeling of constantly being unsatisfied. 

Like Sartre had said, perhaps the journey was better than the destination. Maybe my Ex was right about me. It was hard to admit that maybe I loved the build up to an orgasm more than the actual orgasm itself.



Chastity with Ex as Keyholder Ch. 04



Kneeling before my Ex exactly one week after she had discovered my chastity device and taken the key, along with several compromising photos on her phone, I was ready to do anything she asked. 

I know she had said all those things about keeping me locked up for a month with no orgasms, but I told myself this was only a temporary deal and she'd soon get bored and move on to something else. 

If you end up in this scenario, be warned that the skin under your scrotum will likely be sore and even a bit raw after a couple days in this particular device. The skin needs to become accustomed to the foreign material that has suddenly become its best friend. I even read that the skin is actually stretching in this area, which causes the mild burning feeling. 

Of course, my research also said to explore this slowly and to take off the device periodically to help get through the adjustment period. My Ex had no tolerance for that and said I would just have to take it and maybe after a week she'd let me out to clean everything. I was hoping it'd be an unlocking for good. 

I was ready to do anything to be let out of the chastity device. Everything was making me horny, but all that did was tighten the cage around my cock and balls. The cage was just small enough that I had no ability to get an orgasm. And unbeknown to my Ex, I had actually tried several times with a vibrating massager to achieve some sense of relief, but to no avail. I had actually thought I was getting close with one attempt, but after several minutes I realized I would not be able to get any further. The device was just too restraining. 

She had followed up with her end, coming over after work and allowing me the opportunity to worship her smelly, pantyhose clad feet. Of course, I had to clean her shoes off with my tongue and endure a long session of smelling her socks. 

The torture of arousal caused by the restraining cock cage was never lost, and even long after she had left I would wake up randomly in the night with a cock trying to get hard. I would dream of her legs in those tan pantyhose, only to wake with the rude realization that no relief could be achieved. 

Every time she and her boyfriend had sex she'd call my phone so I could listen, knowing I wouldn't be able to help myself. All the while my cock strained, squeezed, and begged for relief inside the tight confines of the cage. 

Perhaps the hardest part about this arrangement was going back to work and trying to ignore the thing. To me, it felt like I was wearing a huge sign that said, "COCK IN CAGE, PLEASE LOOK!" but in reality, nothing about my crotch stood out any more than it had before I was in chastity. It was all in my mind, but I was still worried someone might see something.

She had also decided I was to wear pantyhose and panties instead of my usual man underwear since I couldn't go to work dressed up as a maid. The sensual rubbing of nylon against my pants plus the knowledge of my predicament almost drove me insane with frustration, but I did have a slight reprieve. 

Luckily, once I was involved with projects at work I was able to forget about the cage and therefore have some moments of peace. However, my Ex would routinely ruin this by sending me random pictures of her feet in pantyhose or full body shots of her in some cute outfit. Always, with a caption referencing my inability to cum or have any say when I get to orgasm again. Sometimes she'd even demand a picture of my locked up cock, forcing me to excuse myself to the nearest restroom and snap one for her. 

And so I knelt before her, dressed as she had requested in my corset, nylons, and heels, completely humiliated, horny, and ready to do anything to get out of the cage. 

"A whole week without an orgasm. This must be a big deal for you, isn't it?" she asked, teasingly. "And I'm sure you're betting that I'm tired of this and will let you out, aren't you?" 

Damn it, she did this when we were dating, too. She was too good at her psychoanalysis. She seemed to know what I was thinking or was going to think before I even had the chance to conjure the thought myself. 

Her nylons were especially ripe tonight. She must have been working a dozen tables, walking extra steps in those socks and shoes. The sweat mingled with the nylon, creating a perfume I couldn't assuage, though I tried in vain with my tongue and lips. 

"Oh my, you have extra enthusiasm tonight, don't you? Is this really what happens when you keep a guy in chastity for a whole week? Really, us girls can go a lot longer than a week without an orgasm before we start acting all squirrely. Men truly are governed by their primitive desire to have an orgasm. You take that away and then you can do whatever you want!" she said with excitement. 

Her legs shimmered in the light of my apartment, and I ravenously fed my fetish for nylons and feet by worshipping every inch of hers. The fact this was my Ex only added to the arousal kept at bay by the chastity cage locked securely on my cock. Without it, I would have been cuming time and time again in this scenario. 

I still couldn't believe she had gotten a job at Hooters until she had let it slip it was her new boyfriend's request. He had said if she was going to be waiting tables, she better be looking hot and making money while doing it. The guy was starting to sound like more of a douche every time I heard a story with him. Still, he obviously had the body and the will to make my Ex his little submissive partner. This, I had been able to deduce, was why she was so into keeping me as her submissive bitch. We had done our power play games when we dated and I could never tell whether she enjoyed being dominated or doing the dominating. 

So I realized I was actually her outlet for the dominant desires she still had and couldn't help but having. Her current boyfriend would never, ever consent to being locked inside a chastity cage and wear sissy girl outfits. But my Ex knew I would be totally into it. Her discovering my experimentation into chastity must have been a glorious moment for her, knowing she had the perfect outlet for domination while keeping her boyfriend happy with his dominance over her. 

"It's just too easy to do this to you," my Ex said. "All I need to do is wear pantyhose and you're automatically at my feet." 

"Please, it's been a week," I tried to beg. 

"Um, no!" was her quick response. "You do remember this is a month long ordeal. You are NOT getting an orgasm today, do you understand me?" she said grabbing my face. 

"I understand."

"This is really your fault," she continued while I continued working on her feet, my cock raging in its cage making every second seem like minutes. "I had only planned on bringing you the corset, dressing you up, and dominating you a little bit last week. I don't get the chance to dominate my current man since he is, in fact, a real man. But, I knew I could break you down enough to worship my feet and maybe even jack off in front of me, especially showing up in my uniform. 

And then you revealed something more kinky and maybe even more unforgiving than myself. The cock cage!" she giggled. "So simple, I wish I would have thought of it! You really can't cum. I'm sure you've tried, haven't you? I know you have vibrating toys around here somewhere. I would know if you had cum. You wouldn't be attacking my pantyhose so vigorously if you had, willing to do just about anything for even the slightest hope of getting to shoot that giant load collecting in your balls," she said nudging my swollen testicles with her other foot. 

I couldn't help but release a whimpering moan as the slightly rough, yet silky material of her pantyhose rubbed against my balls. The shimmery pantyhose seemed to dance in the light as I licked her foot while she continued to torture my sack with her other foot. 

"At least I can rub these," she said, teasingly.

She was silent for a while as I continued worshipping her feet, eventually moving to her ankles. Dribbles of cum continuously dropped on the towel I had put down on the floor before starting our little torture session, collecting in a nice little pool I hoped wasn't seeping through to the carpet. 

"My research says I should probably unlock you long enough to clean that cage of yours. I don't want you getting a bacterial or bladder infection, because then we'd have to start all over again! Don't get your hopes up, chastity bitch. Here's what we're going to do. You're going to crawl do the bathroom, and I am going to supervise your cleaning to make sure you don't do anything stupid. Let's go."

With that, I was crawling through my own apartment to the bathroom, where I knelt on the floor waiting for her to produce the key, my cock excitedly waiting to experience glorious freedom. 

Looking up at her in those shiny shorts, shimmery pantyhose, and spandex tank top, I hoped I wouldn't accidently cum everywhere as soon I was free. 

She lightly kicked my crotch and I looked up at her. 

"Absolutely no cumming. This should only take a few minutes. As soon as I unlock your lock, you get to take over. Clean everything you need to, but within five minutes you need to be locked back in chastity. Got it?"

Five minutes? That was it? After a whole week, and only five minutes of freedom only to make sure things were clean? Well, I suppose it was better than nothing. 

Bending over, she produced the key from somewhere I'll never know and turned the key. I had never been so grateful to hear that 'click' in my life. Carefully, I began pulling the tub, which was proving difficult due to my cock growing rock hard at the same time. I finally got the tube off and couldn't help but admire my now fully erect, unrestrained cock. It seemed larger than I remembered. 

"Oh wow, look at you!" my Ex said, even her eyes were widening. 

I couldn't help but pick up the faintest scent of arousal from her crotch, which was only a few inches from my face. 

"Four minutes, hurry up!" she finally said after we both had a minute to admire the largeness between my legs. 

As quickly as I could, I took the different pieces of the device and put them in the sink while filling it with soapy water. The device had taken on a rather unpleasant odor, and I was glad once it was washed and dried. Taking a wet towel, I wiped off my still hugely erect cock, scrotum, and everything else I couldn't get to while wearing the device. 

The wet towel felt unbelievable against my cock, and it would only take a few strokes to send my cum firing in huge shots all over my Ex's legs. The mere thought nearly caused me to lose it until my Ex grabbed the towel and kneed me in the groin.

"Careful!" she said. "I said no cumming!" 

On the floor, I curled into a ball, but she kicked me firmly again, nailing a perfect shot at my balls. The kick sent waves all the way up the nerves to my kidneys and back. Why was she being so damn rough all of a sudden?

"That ought to bring that raging cock down to a manageable size. Can't get locked back in that cage if you're hard, can you?" she said sweetly. 

After writhing for several moments, I discovered she was correct. My cock had been hard enough to split wood only seconds earlier, but now was shriveled, tiny, and pathetic. 

"Quickly!" she said tapping my balls again with her feet, causing an echo of the pain to reverberate throughout my body. 

Hands shaking, I applied a small amount of lube to the tube and cock rings, I was soon holding the device in place, needing only the lock that would hold it all together. 

"Let me," she said, producing the lock. 

Slowly, she looped the lock through the eye hole on the device and let it sit there a moment, still open. 

"It would be so easy to just not lock this on you and take you into your bedroom and fuck that raging cock. I bet you would cum in seconds, if you even made it to the bedroom," she said tracing a finger along the tube. 

Instantly, the device tightened around my still sore balls while my cock quickly pressed as hard as it could against the confines of the cage. 

"Feeling my hot, wet pussy all the way up and down your cock," she said, still lightly tracing her finger across the device. "Wouldn't you just love to have that release?"

"Yes," I whispered meekly. 

Then I heard the click. My heart instantly began beating rapidly as I felt a nervous, endless pit in my stomach. 

"Nope, not for you chastity slave. This cock cage is for you now. My pussy is reserved for my boyfriend's real cock. Say it!" she said grabbing my chin. 

"Your pussy is reserved for your boyfriend's real cock," I said quietly, never feeling so humiliated, helpless, and horny in my life. 

"Tell me how much you like listening to his huge cock fuck me while you listen on the phone," she said, still lightly moving her fingers up and down the cage. 

"I love listening to him fuck you with his huge cock."

I couldn't believe she was making my do this and say these things.

"Tell me how pathetic your locked up cock is and how lucky I am to have a huge, manly cock fuck me every night while you can't even get hard," she said in almost a whisper. 

"My locked up cock is pathetic. You are lucky to have such a huge, manly cock fuck you every night," I replied. 

"Good," she said. "Now that's out of the way, crawl with me out to the couch and you can put my shoes back on my feet. I need to get going."

Silently, I followed her to the couch and did as she asked, taking as much time as I could soaking up each moment of her pantyhose clad legs and tiny shorts. Soon, she had her jeans pulled up over her uniform and donned her unassuming hoodie. 

"Have a good night, chastity slave," she said from the door. "I know I will."

Like the other nights before, I continued to kneel on the floor long after she had left, trying to come to terms with our new relationship. 

How could I ever get used to this thing, constantly teasing and restricting my cock? This wasn't just a game she was playing anymore. I could tell she was serious about continuing this for the rest of the month, if not longer, and there was really nothing I could do about it unless I wanted my life completely ruined with her incriminating evidence circulating all over Facebook and the internet, not to mention a nice ass beating by her boyfriend. 

I looked down at the tiny cage keeping my cock firmly and securely restrained, so close to my touch yet completely removed from my control. I finally knew the feeling I that had been nagging me since she had taken the key the first day she discovered my chastity device. I was scared.



Chastity with Ex as Keyholder Ch. 05



Almost every time my Ex had sex with her boyfriend I had to listen. My Ex had decided it was mandatory and would quiz me on how many times she had an orgasm just to make sure I was actually listening, not to mention drive home the fact I couldn't cum.

At least, so I thought.

You have to understand that not having an orgasm for over a week doesn't sound like a long time, and I'm sure I've gone longer than that without wearing a chastity device. But, for some reason having a device constantly remind you, especially any time you get hard, see a hot girl jogging around, or pretend not to notice the hot girl at work bending over in a pencil skirt, each day feels like an eternity! 

It's like bondage on a whole new level because it's a type of bondage that lasts almost indefinitely. And the more I wore the thing, the more horny I was getting, which made me realize how hot this whole situation was. Men would pay lots of money for this type of arrangement. I had seen and downloaded many chastity videos where I assumed the guys in those videos probably paid the models themselves! What a racket. It almost made me wish I was a hot girl so I could make a killing by taking advantage of some old, wealthy geezer's unfortunate fetish. 

So somehow, life did manage to go on after the first week. I remained in chastity like a good little slave, although the urge to run to Home Depot and cut off the lock didn't escape me. I mean really, it was just a plastic little cage holding my junk at bay. Late at night when I awoke to midnight woodies pressing almost painfully against the confines of the cage, I worried about the plastic breaking. Granted, it appeared to be some kind of reinforced material, but it could still break. 

Still, the cage held strong and even though I hoped against hope that my Ex would let me cum when she let me out for the second week cleaning, I knew deep down she had no plans for it, although I hadn't counted on her devious teasing. 

When she had clicked the lock open and I finally pulled the cage off my cock, growing inches by the seconds, her cruelty surprised even me. 

"Now, I can't touch you because that would definitely be cheating. I'm sure my boyfriend would love to beat you up for being naked in a room with me, even if I am still fully clothed in my Hooter's uniform," she said turning to the side and bending down slightly, giving a great view of her curves and shimmery, pantyhosed legs. 

"But why don't we play a little game while your cage soaks in the sink? You can stroke yourself when I say 'Go!' but you have to stop when I say so. You are not allowed to cum until I allow it, understood?"

"Yes, ma'am."

"Ugh, don't call me ma'am. Call me princess!"

"Yes, princess," I said sheepishly, not wanting to ruin any chance her actually letting me have an orgasm. 

"GO!" she said, standing over me with her hands on her hips as I knelt on the floor of my own bathroom, stroking my cock. 

Oh, how my cock had missed the simple act of being stroked! Precum was just oozing out, providing my own lubricant. My hand and fingers slid over the shaft and I imagined standing over my Ex, thrusting my cock deep inside her. 

"STOP!" she shouted, giggling at my pained frustration. 

My hand was shaking and my cock was quivering, but I did stop. 

"Go ahead, slave," she said grinning. 

Again, I started rubbing my cock and quickly approached the orgasm boundary, but again she yelled stop just at the last second. 

She allowed me to touch myself several more times until I realized she had no real intention of letting me orgasm at all. 

"I bet you want to cum so bad! Two whole weeks of being locked up sure makes you a lot more agreeable. Hey, maybe if we had found this cock cage when we were dating you could still call me your girlfriend! Hehe, but no. I found a real man with a huge cock to fuck me. How's it feel being a loser? Are you regretting dumping me now? Hehe!"

"Yes, princess. Let me make it up to you!" I said, drunk with my horny desires. 

She just laughed and stepped closer, her legs inches from my cock, shimmering in the light due to those pantyhose she wore for work. 

"You will never have sex with me, I hope you understand that. I am enjoying this way too much. Aren't you glad that you said you wanted to stay friends after you broke up our relationship? I think all you really wanted was for me to be your kinky buddy, so now you got your wish. Aren't you happy?"

She was standing so close, she didn't realize I had oozed precum all over her shoes until she looked down to laugh and point at my cock. 

She slapped me on the face. "You dripped on my shoes! Lick it off, slave!"

I hadn't really ever consumed my own cum or precum, but the cock cage is a great motivator! Without hesitation, I was on the floor licking my precum off her shoes. 

"How's it taste? Do you like it?"

I didn't like it. It stated...weird, I guess is the best way to describe it. Slightly salty, too. 

"I don't like it, princess," I said making a face.

Another slap. 

"Too bad, you will learn to like it. In fact, this gives me a great idea!" she said hopping up and down, her breasts bouncing along for the ride. 

"Put your cage back on and I'll tell you!" 

Looking down on my engorged organ, I looked up at her helplessly. 

"I can't fit my cock in that cage when it's hard like this!" I protested. 

"Excuse me? Do NOT disobey!" my Ex said sternly. 

"I'm sorry princess, I just don't know how you expect me to fit that cage back on my hard cock. It's so hard for you. I'm sure if you let me cum, it would get soft and I could put that cage on right away."

"Oh, you do have a silver tongue, don't you?" she said lifting her foot up to my cock, rubbing the underside of my shaft against her sneaker. "I guess I just need to do everything myself, don't I?"

Before I could even guess at what she meant by her statement, she had lightly kicked me in the balls. It wasn't a hard kick, but it was hard enough to feel up into my kidneys. Pain erupted from my balls and brought me to fetal position in seconds. 

She kicked my exposed balls several more times, careful not to do it too hard, but hard enough to distract me from my hard cock. Before I knew it, my cock was soft and pliable and she was holding the cage in front of me. 

"I said, put this on."

Under her watchful eye, I did as she said and managed to lock the device back onto my cock, which instantly tested the confines of the cage trying to get hard. 

"Your cock just doesn't learn, does it? Don't worry, it'll eventually get used to it," she said giggling, nudging my cock with her sneakered foot. 

"Now, crawl out to the couch with me and worship my feet while I explain my awesome new idea," she said in her cute, bubbly little voice. 

Why had I broken up with this woman again? What was I thinking? 

As requested, I began our ritual of worshipping her feet, starting with cleaning her shoes that I already had licked in the bathroom. 

"You should know I'm getting compliments at work for having such clean sneakers all the time. In fact, a couple girls keep asking what my secret is," she said winking at me. "But that's not my awesome idea...at least, not right now. Although I do wonder if Chelsea and Runa would be into this if it meant keeping her shoes nice and clean."

She couldn't be seriously thinking about bringing more people into this, especially those chatty Cathy-s women from work! 

Regardless, as I kissed and licked her shoes, which smelled heavily from sweat, nylon, and rubber, as always. 

"I think when I come over from now on, we should keep a little saucer under your cock to catch all that precum I know you drip everywhere, especially now after being locked up for two weeks. Then, before I leave, I can watch you lick up all that precum! I would LOVE to see that."

This idea sounded horrible to me, but she was the one with the keys not only to my cock, but to my reputation and essentially, my life. 

"So for next time, I expect you to have a nice little saucer handy to catch all your dripping precum. I mean, it is the closest your cock actually gets to cumming, right? Might as well enjoy it as much as you can...or I will enjoy it as much as I can! Now, continue with our foot worship arrangement and take off my shoes."

As had become our ritual, I carefully untied her shoes and inhaled each shoe deeply as I set them on the floor. 

My cock was raging inside its cage, especially at all this talk of me having to lick up my own precum. I wish I could tell my cock to shut up, but for some reason the humiliation of my Ex forcing me to lick my own precum caused my cock to go crazy. It was pulsing inside its cage with each heartbeat. 

"Aww, look at you. So horny," my Ex said who obviously didn't miss a thing. "Poor you, can't cum and has to lick the feet of his pretty Ex."

Her banter only made me more horny, and her pantyhosed feet would have made me cum instantly if it weren't for the restrictive cage keeping my hard on at bay. 

"I thought you loved pantyhose. Remember when we were dating and you asked me to wear those short skirts and dresses with pantyhose all the time? You didn't ask straight up, but I knew what you really wanted. You wanted to go to shows with the hot girl in a short skirt, black pantyhose, and boots. It's a hot look, I know, but little did I know how much of a fetish it is for you and how vulnerable it makes you! I mean, any pretty girl can make your submissive ass do whatever she wants, but a girl who wears pantyhose around you? Like Kryptonite! And to be wearing a chastity cage while said girl wears her hot Hooters uniform around you? Priceless. Poor you, all locked up and can't get a boner."

All the while, I was licking her feet and smelling her pantyhose, completely incapable of getting an erection, my cock aggressively pressing against its cage. It wasn't painful so much as it was just uncomfortable! I can't really describe it enough other than saying it's a special type of torture to be extremely horny, but have no way to get hard or have an orgasm of any kind. 

And so my poor cock had no relief that night, nor did it the following week or the week after that. 

Finally, a month had gone by and I was agonizing for an orgasm, but again, my Ex's cruelty could not be predicted. 

"I have such a special night for you, slave!" she said as she came in on the night that would have marked one month of being locked up without orgasm. 

"Don't worry, I'm letting you out of that cage for good tonight," she said excited. 

I couldn't help but be excited. Let out for good? Maybe she was finally tired of this game and my cock would no longer be her plaything to control! Alright! Back to normalcy for me!

Unfortunately, like I mentioned above, her cruelty escaped even me. What happened next was probably the most devious, kinky event I have ever experienced. 

"You see," she said pulling out a small bag from her duffel bag she sometimes brought with her, "I have a surprise for you, and if it works, you won't have to wear that plastic cage anymore."

"What?" I asked, surprised. 

She looked at me for a second, gauging my hopeful expression, then let out a bellow of laughter. Normally, it would have been a funny sight to see a Hooter's girl laugh so much with her breasts bouncing with each intake of breath, but I was getting scared. 

"You silly boy, you thought I was done with this and I would be letting you out today, didn't you? Oh, I think you'll shit yourself once I show you what I've brought. Over here, to the couch," she beckoned. 

As per usual, I was knelt before her while she sat there with a smug smile on her face, her tight top stretching across her breasts and legs shimmering in the nylon pantyhose she wore for work. 

"Okay, I can't keep this to myself any longer. I think it's time for this!" she said, pulling a metal contraption out of her bag. "You see, over the past month, sex with my boyfriend has gotten so much better, I'm getting promoted at work, and I got an A+ on my last paper for class. I would like to thank you because I think a large part of it is due to me being able to relieve some stress here by dominating you and knowing I have you here, squirming every day. I don't know how or why, but it's caused a lot of other great things to happen for me. So, I've decided to make this arrangement of ours a little more permanent. 

"You see, I realize you dumped me not because you didn't like me enough or I wasn't hot enough, but because you weren't meant to fit into a traditional relationship. You need to be a slave. Looking back on our dating history, it wasn't so much a girlfriend you were looking for, but someone to completely dominate you sexually, but without partaking in anything sexual! You are quite the psychological conundrum, but I think I've got some of it figured out. You see, I used you as an example and an experiment on my last psychology paper, and the professor loved it. There is a whole other realm of sexuality that is untapped due to the restrictions placed by society for moral and traditional reasons. Don't be mad, but you did this to yourself by showing me your cock cage a month ago and expecting me not to be intrigued by it!"

I didn't know what to say. To know I was the subject of some scientific, psychological experiment was one thing, but to make the radical claim that I didn't want a normal relationship was ridiculous. 

"Wait just a minute, I liked our relationship, but I felt you wanted more than I was willing to give so I felt it was only fair to end it," I said. 

She paused for a moment, my hands holding her foot. Then she held up the metal contraption which appeared to be some type of chastity device and asked, "What is your first thought when looking at this? Honest!" she said kicking me with her foot. 

I wanted to lie and say I didn't know what it was for and that I was done with all of this chastity nonsense, that it was a passing interesting and I was sorry to have ever had her discover my foray into the whole thing. 

But I also wanted to know what it felt like.

"My first thought," I said knowing what it would mean, "my first thought is to wonder what it feels like and how long I could wear it," I said, hanging my head, knowing I was utterly defeated. 

"Exactly. This is a metal cage I had custom made to the specifications I submitted, given my knowledge of the size of your cock. Let's see if it fits." 

Reaching down, she unlocked my cock and presented me with the new cage, which was substantially smaller than even the plastic cage I had been wearing. This metal cage would allow no penis growth whatsoever, where as my plastic cage at least had a tiny bubble of room. This would be complete and utter cock control, more so than I had been finding when I bought the plastic cage I was currently wearing. 

I knew it must have been expensive, so I didn't want to reject it, but I knew what putting it on would mean. 

"Princess, it's been a month...can't I please have the orgasm we agreed to before putting this new cage on?"

Instantly, I regretted voicing my concerns as she reached for her phone. 

"Uploading photos to Facebook now," she said. 

"Wait! Okay, okay!" I said feeling the cold metal against my ball sack as I pushed my junk through the locking ring. 

She had already unlocked my other cage and had been waiting for me to test the new cage. 

Fitting the old plastic cage had been a trick, but this new metal device was something else. I thought I had no room for a hard on before? Think again. She had this device custom made to be the length she approximated me to be when completely flaccid. I felt she was a little conservative with her estimates, but one thing was for sure. The cage was TIGHT! The plastic cage had been small, but this metal cage was just plain tiny. There was zero room for erection, although my cock still pressed against it hoping to break out. 

My Ex twirled the lock in her fingers, looking at me and then looking down at the metal cage. 

"I knew this would be a good purchase. You see, now you can clean yourself in the shower with the way the metal bars are engineered. These weekly cleanings can now be scheduled monthly. Don't worry, I read up on this particular cage online and people only need out once a month because they are able to clean it so well in the shower. 

"If you honestly thought I was letting you cum today, then get used to the idea of not having the possibility of cumming for ANOTHER month. That's right. I think you need to sport this new metal device for at least a month before I decide whether you even deserve to cum at all. And you really can't remove this thing without hurting yourself! It's metal. Plus, I got all my evidence to ruin you and have my boyfriend come over and visit. 

"So, now that your cock is truly mine, I think you should go put on that maid outfit and show me how well you curtsey. You see, I will be having a Halloween party soon and I thought it might be fun to have a little maid run around with a tray and serve all the guests. It's all in good fun, but who would suspect you secretly have a cock cage holding any orgasms at bay with me as the keyholder?"



Chastity with Ex as Keyholder Ch. 06



My Ex knew me. She knew me better than I knew myself. She knew it had been a deep, disregarded fantasy of mine to be a helpless maid amongst a variety of men and women, all dressed up in pretty outfits demanding drinks and snacks from the maids passing by. 

She had, without a doubt, put "the guy" in his place. My cock was completely locked away in full metal, and it would require an ER visit to physically remove the device without a key. I didn't really trust myself with a pair of bolt cutters, especially since the cage was so small and the angle completely awkward. 

All of her friends thought it was completely hilarious, of course. They thought I was just an off-the-wall sort of character who liked attention. And it really wouldn't have been that weird, if it hadn't been me and I hadn't been wearing the metal chastity device. I would have thought it completely entertaining for my hot Ex and her hot friends to have some random guy all dressed up as a maid serving drinks to everyone at a Halloween party. 

I still hadn't completely adjusted to the new cage, either. In fact, I had never really adjusted to the other plastic cage! Any device that keeps the male organ from attaining its natural state of arousal cannot be gotten used to in my book. I wish I could get adjusted to these devices because then it might not be such a slow, constant, torturous experience. 

As it was, I had never dressed in public before. All my dressing had been done in private, maybe amongst a select girl or two who were kinky enough to handle it. This was a completely different environment for me, and I had a feeling certain girls could sense it, especially when I could swear they were whispering to each other after I had walked by.

In reality, I was creating a lot of this in my own head. My Ex had gone shopping and bought me a relatively modest maid outfit for this party. The hem length was long enough and the petticoat offered enough volume to completely hide any trace of a chastity device. Now, if one of the girls got sloppy drunk and started grabbing at my crotch, there was obviously nothing I could do about it. 

The top part of the costume covered my chest and shoulders, but my Ex also bought me a nice push-up bra to give the illusion of breasts. Then there was the wig and makeup. I never really was huge on the wig and makeup piece of dressing, but my Ex decided it would all be a fun part of the show to have me completely done up, head to toe. 

Hours before the party I was shaving my legs and considering my options. Here I was, a moderately successful IT professional with a nice apartment, car, and income. How easy would it really be for my Ex to bring it all crashing down? She apparently had added my boss as a friend on Facebook. He'd add any girl with a cute ass. Could I find another job, delete my Facebook account, desert my apartment, and run away from all of this? 

As I soaked there in the tub, I realized it was a yes and no question -- the same as it had been since this whole thing started. Maybe it was an addiction, an addiction to being denied the pleasure of orgasms while simultaneously being humiliated with wearing the quintessential pieces of what I considered female attire. Would I really want this to end, if I could really make it happen without causing several life altering decision to be made? 

The decision was apparently made as I slid the black nylon stockings up my now smooth, soft legs. The metal chastity device glistened in the bathroom light. It was shorter and smaller than the plastic device, allowing no hardness whatsoever. It occurred to me that my Ex had probably spent a generous amount of cash on a device like this, a bill which she hadn't sent my way. My cock bulged against the confines of the cage, wishing against hope for any type of relief, but the metal held firm. The teasing was constant, even more so than the plastic device. 

Normally, if I had been going to work or doing something mundane, my cock my get naturally flaccid, but tonight was different. I was shaking by the time I had gotten out of the bathtub. Tonight I would be displayed in front of my Ex, her hot Hooters friends, and all of their male guests. I had no idea what to expect. I couldn't even remember the last time I had had an orgasm at this point, but it felt like it had been over a month. I couldn't remember anything but being insanely horny and both loving and hating my Ex for understanding me more after our relationship had ended. 

"I'm going to make you the best looking maid tonight," my Ex said after I had slid the nylons up my now hairless legs. She had her complete make-up kit with her and she was serious. "You do have some nice features, you know, had you been a girl. Might have been a better thing since you won't ever get to use that dick again," she said giggling. "All locked up in chastity, can't even get a boner anymore. Sucks to be you!"

I could only sit there in front of my mirror while she applied the multitude of layers that condone a proper make-up job. The foundation, the blush, the eye liner, the lipstick...and she was an expert. By the time she was done, I could hardly believe the version of me I saw in the mirror. 

I dare to say...I looked almost...hot!

However, you could still tell something was off. If you looked hard enough, you could definitely tell something was amiss, but it wasn't obvious by any means. My Ex had done a marvelous job. 

"What can I say?" she said sweetly. "Now, get finished dressing up and we'll head over to my place!"

Without messing up the make-up, I finished dressing in the maid uniform my Ex had provided. I slid my apartment key off my usual key ring and put it in the waistband of my pantyhose, hoping I would be dropped off at some point. 

"You really want me to go out like this?" I asked, feeling extremely nervous about venturing into the real world with nothing but a maid uniform. 

"Um, yes. How else are you going to get to my party?" my Ex said, opening the front door. "You look super hot and no one will know you're not a girl unless they get up very close."

As instructed, I vacated the safe haven of my apartment and ventured into the real world. The wind grazed my legs and I felt it all the way up to my ass, sending tingles down my thighs and to my toes. The feeling was amplified by the pantyhose I was wearing, the shimmery, tight fabric constantly hugging my legs. 

Of course, my metal cage was holding firm against the numerous attempts by my cock to get hard. Everything felt a little new to me. Sitting in my Ex's car, feeling the wind around me. At a stop light, a couple of dudes tried to flirt with us. I didn't know what to do. I never considered myself gay, but dressed up like this with my cock all locked away, and not having an orgasm in month, I could actually see myself pleasuring a cock. Shake your head in disgust, if you will, but become horny enough and denied orgasms long enough, and you'd be surprised what leaps your brain will make. 

The thought both scared and excited me, but I kept my mind to myself. My Ex did most of the talking. 

"Wait until you see my costume! It's so cute. It's a throw back, but it's always a hit and I haven't worn it in years. Now, when we get there, you need to start loading shots onto trays for when the guests arrive. My boyfriend is working late at the gym so he won't be at the party until later. Does it make you nervous to know you'll meet the man with The Cock?" she asked giggling. 

And yes, it did! 

Like a good little maid, I started filling small paper cups with shots of liquor, allowing me to take my mind off the entire situation. Here I was, dressed up as a French maid, locked up in chastity, and about to serve at my Ex's Halloween party. What could possibly go wrong? 

Someone knocked on the door. I froze, a deer in the headlights, unsure what to do. The person knocked again. 

"Um, get that maid!" my Ex called from the bedroom. 

I steadied myself and carefully walked to the door in my heels. Taking a breath I opened the door. 

I couldn't believe who I saw. It was Kara, the girl from the gym! The hot brunette had decided to be a sexy little Dorothy with black heeled shoes, white tights, and a frilly little dress complete with a small basket. 

"Well, well," she said. "Aren't you going to offer to take my purse?"

My cock was raging inside the metal cage, battling the limits of the chastity tube. I wouldn't even call it a tube, it wasn't long enough to be a tube. My cock had barely enough room to just exist flaccid, let alone constantly attempting to get hard. 

I tried to hide my discomfort as an inability to walk deftly in heels. 

"I didn't know you were friends," Kara said as we walked into the kitchen. "She mentioned someone was going to be our guest maid for the evening. I have to admit, you do pull off the whole maid look pretty well."

"Thanks?" I said, unsure how to respond.

"Oh, it's a compliment!" Kara said, eyeing me up and down. "How did she convince you to do this?" 

Not wanting to admit my Ex had my dick locked up in chastity, I said, "It sounded kind of fun, I suppose."

"Oh, it will be!" my Ex said coming around the corner. 

Now, uniforms are sort of my thing. Hooters uniforms, school girl uniforms, the whole array. My Ex had apparently resurrected her high school cheerleader uniform, complete with the bodysuit and pantyhose. 

"You look so cute!" Kara said, hugging my Ex. 

"I figured it'd be fun to be a cheerleader for the night. Plus, Jack here loves the pantyhose, don't you Jack?"

Blushing, I said, "Oh, you know it!"

The girls giggled, exchanging a slight glance that I almost didn't catch. 

"Then that means he must love my white tights, too!" Kara said. 

"Yeah, Jack's pretty much a hosiery slut, aren't you?"

Had I not been extremely aroused, dressed up, and locked in chastity, I would have been horrified by my Ex's comments. 

"It's a good thing you can't get hard, though, since it would be bad for a maid to be walking around with a huge boner," my Ex said.

What the hell was she doing?

And just at that moment, more people started to arrive. Apparently, they didn't care about knocking. Within the next several minutes, my Ex's apartment was flooded with people. I tried to keep up with the influx of bodies, but my drink tray was always empty. 

No one really cared that I was really a guy dressed up like a maid. Half the people were drunk on arrival and probably thought I really was a girl. Several guys grabbed my ass as I walked by with the empty drink tray. I can't deny it made me a little aroused to know other men were considering me attractive. 

I was surrounded by scantily clad women, some of whom wore pantyhose or tights, causing my poor cock to try and get hard. I had hoped my cock would learn that the metal cage was even more secure than the plastic one, but it didn't. Time and time again I felt my cock push against the boundaries of the metal cage.

My Ex knew exactly what she had done. Here I was, with no way to get an erection, dressed up as a sissy maid, surrounded by hot girls and guys. 

The next two hours passed by me in a blur of serving drinks to drunken people, avoid groping hands, and trying to find my Ex, who had become somewhat hard to find in her own apartment. 

I was refilling the shot tray when Kara came over, who was a little tipsy at this point. 

"So what did she mean that you can't get hard?" Kara asked. 

"Oh, uh, the pantyhose...they kind of keep a guy in his place, you know what I mean?" I said trying to play it off. 

Kara definitely had an adventurous look in her eye. 

"So you get hard wearing pantyhose?" she said, giggling. "No wonder being a maid sounded fun to you! Since you're a maid, would you clean my red shoes if I told you to?" Kara asked, sipping her drink. 

If anyone could be more hot than my Ex, it would have to be Kara. She had these large, doe-like eyes that combined forces with her prominent cheek bones that created this adorable, yet exquisitely beautiful face. I couldn't believe such words were coming from her sweet mouth. 

"I uh, yes, I suppose, since I am a maid and all," I said, kneeling down before her. 

Would my Ex be angry I was worshipping another girl's feet? Without knowing what to do, I knelt down with a paper towel I had grabbed last minute, and began polishing Kara's left high heeled shoe. 

Apparently, several of the drunk people around us thought it was incredibly funny and created a small circle around us. 

"You call that cleaning?" I heard one drunken male voice shout. 

Others began to join in. "Yeah! Use your mouth! Lick it! Lick it!"

Before I knew it, half the part was standing around this display, apparently entertained by the sight of a maid cleaning the heels of a sexy Dorothy, and shouting commands. 

"Yeah, Jack, lick'em!" Kara said giggling. 

Without a second thought, I was licking her shoes. The crowd loved it. And when I say crowd, it felt like a hundred people to me, but there weren't more than twenty people in my Ex's place. I had unwittingly become a central part of the Halloween entertainment. 

"Suck on the heels, maid!" I heard some female voice yell out. And then, everyone was yelling for it. 

I looked up at Kara and she only smiled, pushing her high heeled foot in my face, obviously having fun with the whole situation. 

"How often do you see Dorothy getting to boss a maid around?" she asked the crowd, who was obviously enjoying watching a hot Dorothy give orders to a French Maid. 

And there I was, dressed up as a maid, locked in chastity, licking the high heels of my Ex's hot friend in front of an entire crowd of people. My cock desperately launched an attack against the confines of the metal cage, but it only resulted in precum dribble. I could feel the warm liquid slowly dripping into my panties, but there was nothing I could do about it. 

I loved the taste of her plastic heels. My tongue couldn't get enough. And somehow, I sensed that Kara also enjoyed it. There was something in her smile that was more than just a casual amusement, but I couldn't tell if it was the extreme arousal, alcohol, or intense humiliation that was making me see something that really wasn't there. 

I suppose it's ironic that I was so incredibly horny, yet completely unable to even get a boner in this situation. Here I was, surrounded by hot girls in skimpy outfits, most of them including pantyhose, while sucking on the heels of another very hot girl who was wearing pantyhose while locked up in chastity, dressed as a maid. 

It was completely ridiculous, but the people seemed to be on board with what was happening. Apparently, public humiliation is perfect for intoxicated people. All the while, Kara simply sipped her drink, playing the part of a semi-interested sexy lady. 

My Ex finally came out of nowhere. She said, "Oh good, you found a good use for the maid. Okay everyone, my boyfriend is finally about to come home! So this party can really get started!"

And with that, I had to face the realization that I would finally meet the man with the cock who was currently fucking my Ex...while I was locked up in chastity...unable to get hard or have an orgasm...at least until my Ex said it was allowed. And did I mention I was the one who dumped her? Note to self; be aware of dumping kinky girlfriends for future retribution. 

Just then, my Ex's current boyfriend walked into the room.



Chastity with Ex as Keyholder Ch. 07



The only light came from the crack at the bottom of the floor. I tested my handcuffs as quietly as possible, verifying there was no way to squeeze my wrists out of their cold, metal clutches. I was completely stuck. 

I could hear my Ex on the other side of the door. She was panting heavily. I could only imagine her Boyfriend's cock ramming her inside and out, over and over again. 

I guess I should back up just a little bit, although there is still more to tell about other happenings, but this is the part most readily on my mind. After my Ex's Boyfriend came home, my Ex summoned me to their bedroom. She pushed me into their walk-in closet and forced me to the floor, where she stood over me in her awesomely hot high school cheerleading uniform, complete with pantyhose and the shiny bodysuit. Her pantyhose covered knees were inches in front of me face as she told me what was about to happen. 

"Glad you were enjoying yourself out there, worshipping princess Kara's shoes and all. Don't mind the fact you didn't ask permission. I suppose the humiliation of doing it in front of the whole party is enough, but I think you should still be punished. You see, my Boyfriend was the quarterback in high school and he always had a thing for the cheerleaders. I've never worn this outfit for him before, so as soon as he came home he told me he had to fuck me. 

"So, I figured you would just love to listen to what a real man sounds like when he's fucking me, especially since that tiny metal cage is keeping you from having any pleasure or erections at all. But, just to be on the safe side," she had said, pulling out a pair of police grade handcuffs. 

"Now, kiss my shoes before we start this thing," she said, putting her hands on her hips. 

If my cock hadn't been completely helpless in chastity, I know I would have cum at this exact moment. Here was my hot, beautiful Ex, dressed up as a high school cheerleader with her hands on her hips holding metal handcuffs, ordering me to kiss her shoes. If not for the chastity cage, I would have been cumming all over the place. 

They smelled like plastic and pantyhose, but I kissed her shoes regardless. If the girls in high school had known what it would have taken for me to be their little bitch, I'm sure I would have had a much more interesting experience.

As it was, I worshipped every inch of my Ex's shoe, making it as shiny and new as possible. She seemed to appreciate it as she admired how awesome her bright white shoes were looking. 

"Gee, I should just have you come by more often and do this with all my shoes," she joked. "But this isn't about you, is it?" she said raising her leg, pushing my chest against the floor. 

"You didn't ask permission to worship Kara's feet, so now what can I do? The original punishment I had in mind for tonight seems tame in light of this indiscretion of yours," she said, her pantyhose just inches from my mouth. My cock was desperately struggling to find its way to erection, but the metal cage was more than it could handle. 

"Regardless," my Ex said, pushing me down with her legs, "Enjoy the next half hour."

With that, the door was closed and I could hear her boyfriend enter the room, obviously a little tipsy. He absolutely loved her uniform and the pantyhose. In fact, for a brief moment, I thought I could maybe even relate to this guy on some sort of kinky level until I heard him rip off the pantyhose and start drilling my Ex like there was no tomorrow. 

Meanwhile, my little cock ached inside of its cage. She had called me and allowed me to listen to her getting fucked by her boyfriend multiple times, but being there made it a little different. Being just a few feet away in the closet, hearing every little sound, moan, and groan of pleasure made the experience all the more humiliating. 

Dressed up like a sissy maid, handcuffed, and having been denied orgasm for what felt like forever at this point, with my angry little dick ferociously pressing against the limits of the cock cage, the image of my Ex in her hot little cheerleader outfit and pantyhose—it was almost more than I could handle. The only bit of relief was from the tiny dribbles of precum that oozed out of the tip of my cock. My panties were nice and wet at this point, just like a real pussy. And for some reason, even this thought made me aroused!

Without realizing it, I was moving my hips and grinding my cage against my frilly, satin panties. Reaching around as best I could with my handcuffed hands, I desperately tried to stroke my imprisoned little cock. The metal cage was mostly solid, but it did have some limited access to my tortured, constantly aroused little penis. 

I didn't even want to think about what my Ex would say if she knew what I was trying to do. Yes, my Ex...suddenly, I realized it had gotten quiet on the other side of the door. And then I realized I had no idea where their sex had left off. Did he cum? Did she? Why was it so quiet and I could barely make out their whispers.

"So you remember what we talked about?" I could hear my Ex say. 

"Of course, how could I forget," the Boyfriend said with much less care of being quiet. "Mhmm, I love it when you stroke my cock like that."

Jerk.

"Well, what if we moved things up a bit?" she said, her voice slightly more seductive. 

"I suppose. Is everything ready?"

My Ex giggled and whispered something so quietly I couldn't even make it out. But I could definitely pick out the footsteps. The footsteps were coming towards the closet. I had nowhere to hide, so I simply knelt there like a chaste little sissy boy. 

The door opened. Standing in front of me was my half clothed Ex in what remained of her cheerleader uniform. Next to her was the Boyfriend, half dressed in a jersey and a very, very large cock pointed directly at me. 

"He looks very surprised," the Boyfriend said. "Stand up and come out here," he commanded. His voice was deep and almost soothing. 

Feeling very self-conscious, I did as he said. My hands, cuffed behind my back, made it somewhat difficult to stand up, but I made it out to the middle of the room. 

"God, you almost pass for a girl," he said, his hands groping my thighs.

What the hell was happening? And why was I liking it and getting more aroused? I didn't normally get off thinking about guys, but I guess I had never been locked up in chastity, dressed up, and then fondled by what girls would call a very hot guy-- whatever, putting sexuality aside, he was a hot guy. His abs were ripped, his arms looked like they were molded from a P-90X commercial, and he had these weird eyes that were kind of authentic. 

I tensed as his hands felt up my legs, all the way to my cock cage. He cupped it in his hands, his breath on the back of my neck. 

"All locked up like a good sissy bitch," He said, tapping the cage every few seconds. 

I couldn't help myself from moaning. It did feel good. 

My Ex was lying on the bed at this point, rubbing her exposed clit, biting her lip. 

"This is so hot," she said, watching her Boyfriend grope me through my maid uniform. "If you want any hope at being out of chastity, then you have to do exactly what we say," she said.

"I...I don't understand," I said as the Boyfriend gently pushed on my shoulders until I was on my knees, his cock inches from my face. 

"You don't have to understand," my Ex said. "Just do what you want to do. Just do what is natural to you."

Before I knew what I was doing, the Boyfriend's cock was in my mouth. I had no idea what I was doing, but I couldn't help myself. I had never thought of myself as bi or gay, but being dressed up like this, being denied orgasm this long, and having a giant cock in front of me, it did feel natural to go after it. 

To my own astonishment, the Boyfriend didn't hit me or knock me down. He groaned in satisfaction. 

"Oh yeah, I love newbie blowjobs," he said. "You look so much like a girl, how's it feel to suck a real cock?"

I couldn't respond since my mouth was, in fact, full of his cock. I morbidly didn't want to do a bad job, either. It tasted salty, and slightly like my Ex since he had been fucking her before violating my mouth. 

It was hard and soft at the same time, but mostly hard. Only in my deepest, darkest fantasies had I ever dreamt of experiencing something like this. My Ex, still partially dressed in her cheerleader uniform rubbing her clit while I, the locked up chastity sissy, sucked her Boyfriends giant cock. 

"That's the closest you'll to get to cum in a long while," my Ex giggled, breathing harder and harder while the Boyfriend began grinding his hips, pushing his giant cock further down my throat. Meanwhile, my own cock strained in futility against the metal confines of its cage. At least with the plastic cage I had some hope it might break or split or fail, but this metal cage was completely solid. It would take a hacksaw to get this thing off, and the odds of doing that without hurting myself weren't very good. At least, not good enough for me to have tried. 

Plus, then there was all the blackmail my Ex had against me. Speaking of which...

Flash.

Pulling my mouth away, I blinked, looking over at my Ex who had grabbed a quick picture of me sucking cock. 

"Don't worry, it's just his face," my Ex said to her lover. 

"I trust you," he said, slapping me somewhat forcefully. "You don't stop sucking cock until told so, got it, sissy?" 

Why was my cock responding to this? This was wrong, way wrong. I liked girls. I liked having sex with girls, not sucking my Ex's Boyfriend's cock. Yet, for some reason, being in this particular situation, I couldn't help myself. I was literally the sissy, chastity maid I had always fantasized about, but the reality of it hit me like a ton of bricks. 

He would cum. I would not. End of story. 

And as instructed, I began sucking and fucking his huge cock with my virgin mouth. My lip and neck muscles began to ache, but I didn't want to stop again in fear of what they might do. 

"Oh yes, make him cum in your mouth," my Ex moaned from the bed, rubbing her clit faster and faster. 

"How's it feel being such a little chastity slut that the closest you get to orgasm is sucking the cock of your Ex's Boyfriend?" he said, mocking me as I went down on him. 

I couldn't believe what I was doing, or to the more scary fact that I actually enjoyed it in some horribly kinky way. 

Argh, why was his voice so smooth? It was like silk on my soul. I couldn't deny it, yet at the same time it went against everything I knew. I kept licking his salty, giant cock, reveling in his pleasure vicariously since my own cock was denied any sort of pleasure. 

"You were so worried about me finding out," he said, groaning. "But I bet you never thought I'd be into this, did you?"

Meanwhile my Ex must have reached orgasm on the bed watching this entire scene fold out because she began to squeak and jerk as she touched herself. 

I, of course, remained constantly aroused, teased, and frustrated. 

"You see, I don't think in terms of gender. I think in terms of power. Right now, I have the ultimate power over you, sissy slave. I have the power of your cock and whether you ever get to have an orgasm again, and when that orgasm will be and under what conditions."

Having my Ex as the keyholder was bad, but this was even worse. My Ex's Boyfriend also holding the key to my cock? I had never felt so humiliated in my life. 

"Do you like the taste of cock, chastity sissy?" he asked calmly. 

As meekly as possible, I responded, "Yes."

And I truly did, I had just never known it, and I would never have known it unless someone shoved their cock in my mouth like this. I had always felt that my dressing up had been missing something. I loved the feeling of tights, pantyhose, petticoats, dresses, and everything like that. But once dressed up, it had felt like a piece was missing. Teasing myself and looking at pictures of cute girls in pantyhose helped, but now I knew it wasn't the answer. 

"A little different than the strap-on, is it?" my Ex said from the bed, still slowly rubbing her clit and keeping herself at climax. "I always had a feeling you'd like the real thing, just needed the proper motivation."

And so here I was. I was completely shaved, dressed up like a little French Maid with full make-up, wig, and heels. Apparently I made a hot maid since several of the guys at the party hit on me before realizing I was a guy. Anyway, my Ex was half naked on the bed, masturbating, while her Boyfriend stood over me with his cock in my mouth. Oh yeah, and my cock was locked up in chastity, and no one had said anything about letting me out. 

"I want to see you cum in his mouth," my Ex said from the bed. She looked so hot in her cheerleader top and ripped pantyhose, but giving orders like that multiplied how horny she could make me. 

"I bet you love the taste of cum, especially since you can't make your own now," the Boyfriend said. "Think you can make me cum?"

I submissively nodded my head yes, still unable to even talk about what was happening. 

"Are you sure? I think you might need some additional motivation," he said looking over at my Ex, nodding his head. 

I didn't know what they were up to, but I was curious at this point. What else could possibly happen that would shock me at this point?

I continued to suck and lick the Boyfriend's monster cock. His cock was not average. I had considered myself average, and he was easily twice my size...unless I wasn't as average as I had thought!

I found myself getting off on the way he moaned and shifted his weight as I concentrated on the tip, which is what I had always liked. Circling his head with my tongue while I stroked the base of his cock with my hands seemed to hit the spot for him. 

"This little bitch learns fast," he said to his Ex. I heard her rummaging in the closet, but concentrated on the cock in front of me. 

"Is he doing good?" she said. 

"Hell yes, I might even cum before you get out here."

I continued to focus on his head, teasing it slightly and going more slowly. Maybe if I did a good enough job, they would let me out of chastity and this whole ordeal would end. 

Then I wondered if I wanted it to end. If I was given the orgasm, what would happen? In my brief period of non-horniness, would I grab my crap and demand a ride home? Usually after I had an orgasm, the play time was over and I didn't want to be dressed up anymore. Well, it wouldn't be my decision either way. Judging by the amount of money my Ex had sunk into the chastity device I was currently wearing, she and her Boyfriend would be expecting some decent mileage out of it. 

"Ready!" my Ex said, emerging from the closet. 

She had found her strap-on dildo! I thought she had gotten rid of it when I broke up with her. 

"Of course I kept it," she said, noticing my surprise. "I fucked it almost every night after we broke up. But now, it's going to be fucking you."

"You'll need to move to the bed now," the Boyfriend said, gently standing me up by the shoulders. "God, you make such a hot little sissy."

My cheeks burned red with a mixture of pride and embarrassment. No man had ever openly admitted any sort of attraction to me, but it felt...great, especially since it was because of how well I came off as a girl. 

"I could almost take you out in public," he said, walking over to the other side of the bed while my Ex situated herself behind me. 

The Boyfriend stood in front of me, his cock large and aroused. Precum slowly drizzled out the tip, and I found myself grabbing it suddenly so I could catch it. Salty and warm on my tongue, I couldn't help myself. 

"Oh my, you were so right about him," the Boyfriend said. 

"I know," my Ex said spritely as she slowly pushed her now lubed up strap-on into my ass. 

I moaned loudly as she entered me, inch by inch. I hadn't had anything in my ass for a while, so it was a little uncomfortable at first. 

"Now, you get to fuck my strap-on while sucking cock," she said as she began to move her hips back and forth. 

Suddenly, I felt ooze dribbling out of my own cock. 

"This is the closest you'll get to cum," my Ex said. "My strap-on pushing on your prostate will cause you to jizz, but it won't be the same as a real orgasm. It'll be slow, and it'll be torture, but it'll empty your balls and keep you locked up for us."

I attacked the Boyfriend's cock as my Ex spoke to me. She hadn't been this dominant when we were together, but now she had her Boyfriend to dominate her. And I loved it. 

It was almost more than I could bear. My Ex was drilling me from behind while I sucked on her Boyfriend's cock, with a locked up cock and dressed as a sissy little Maid. I could never have imagined a situation like this. I figured her Boyfriend was some stereotypical Alpha male type who would have beaten the living shit out of me had he known what me and my Ex were up to. 

It was the exact opposite. 

"I'm almost there," he said as I continued to work on his cock. 

Meanwhile, my Ex continued to pound me in the ass, causing ever increasing dribbles of cum to ooze out of my cock. She was right. It was almost like cumming in slow motion. Every few moments, I could feel the cum slowly exit my cock, but it wasn't satisfying by any means. In fact, it made me even more horny, which must have been the torture part she talked about. 

"Yes, yes," he said, grinding his hips. 

And then it happened like an explosion. Suddenly, hot cum shot into my mouth, coating the back of my throat. I kept on stroking and sucking until he stepped away, motioning me to stop. 

It tasted weird, and the consistency was unlike anything I had ever had in my mouth. I wanted to gag at first, but forced myself to take it. 

"What a good little sissy," the Boyfriend said. 

"I think he's been properly milked by my ass ramming," my Ex stated, pulling out of my ass. 

I allowed myself a momentary respite on the bed, laying down after it was all over. 

The Boyfriend had orgasmed, my Ex had orgasmed several times, and I supposed I technically orgasmed, although it didn't feel that way. There was a large pool of cum in my panties, but I was just more horny than ever. 

The Boyfriend and my Ex got dressed in what I assumed were their PJ's. The Boyfriend sported some tight boxers and a shirt while my Ex simply threw a tank top on with her panties. 

"You want a drink?" he asked. 

I nodded. 

The party had ended long ago and the rest of the apartment was empty. 

The Boyfriend poured me a stiff shot of whiskey. 

"You did pretty good in there," he said, almost like we were talking about a football game. "I'm more than impressed. She said you'd be a good candidate, but I had no idea."

Candidate? Candidate for what?

"I bet you're thinking to yourself of where do we go from here? I know you love worshiping my girlfriend's feet, which is what got this whole thing started. You didn't think it was by some accident that she showed up at your place, did you?"

I took a long sip of that drink. 

"I don't know what to think," I said. 

"Of course not. We've been looking for a sissy, if that helps make this whole thing any sense. We met a couple folks online, but they weren't right. And then, you were mentioned. The idea seemed perfect. My girlfriend's ex boyfriend as the sissy! But when she came to see you that day, everything changed. You had decided to explore chastity."

By this point, my Ex had sat down at the table with her own drink. 

"You really did this to yourself," she said, smirking. 

"She needed to act fast and took your keys. We set up the scenario for her come over after work and dominate you, something which we'll continue to do since she enjoys it so much. But the question is does she need to come over?"




Chastity with Ex as Keyholder Ch. 07



I wasn't completely following. 

"You see," my Ex said. "We're thinking about you moving in to our second bedroom and having a live-in sissy slave."

Uh oh. 

"You would still go to work and see family like normal, but when you get here, you'd get into sissy mode. Tights, pantyhose, whatever sissy outfits we want to see you in, everything," my Ex said excitedly. "Once you're here, you'd be completely ours. Of course, the chastity is a staple. We've decided that the chastity is probably the ultimate kink since it keeps you from having any orgasms. So here's the deal. You move in with us. You stay locked in chastity. My Boyfriend and I each have a key. We let you out weekly for cleanings, but absolutely no orgasms. We milk you by fucking your ass. You get to pleasure each of us whenever we want. Sound like a good deal? What do you say?"



Chastity with Ex as Keyholder Ch. 08



"So, that is what you fantasize about? Having my hot boyfriend and me making you our little sissy bitch? Pathetic," my Ex said flipping through the pages of the story I had submitted to her, while I worshipped her sweaty pantyhosed feet per our already established agreement. 

I still couldn't believe an Ex of mine was actually a hot Hooters girl. Being one with a small, tiny, thing for uniforms, I couldn't believe I had let this one slip through my fingers. Regardless, she was making me pay for it now. 

She giggled, squirmed and jumped up and down at certain parts of the story, but in the end, I knew what the result would be. 

"Aw, you are so adorable! To even think my bull of a boyfriend would accept you into our little arrangement is...well...it's cute, but you know it's never going to happen. I know you've had those kinds of tendencies since I first made you suck a strap-on, but it'll be our little secret! Now, lick up, I want my shoes extra clean this week!"

I did as my Ex commanded and used my tongue as her personal cleaning sponge against her white sneakers. I could smell the sweat from her feet, but it only served to further instigate my trapped horniness. Before, with the plastic cage, I at least had the hope of breaking the darn thing, but there was no way my flesh would break the confines of a metal cage. 

Oh, my Ex was a deviant, evil, and completely sexual advisory. 

"Don't you just love this little arrangement of ours?"she chimed, skimming over the pages of my story again, obviously a little more than stimulated. "Despite my boyfriend never being into doing anything other than give you an epic beat down if you disobey me, your story does stimulate some arousing elements." 

As she had commanded, I continued to worship her shoes, kissing and licking every inch of those precious white shoes while I remained naked, save for the metal chastity device keeping my pathetic cock from achieving an erection.

Just then, my phone vibrated on the counter on the other side of the room, but my Ex appeared to not hear it and kept talking. 

"You are creative at times, but also contrived at others. I mean, who would believe any of this crap?" my Ex exclaimed. "You do have an imagination, I must admit. This is a fun arrangement for me, so I think we will keep this going, despite my boyfriend not knowing. I like having the fact I can call him at any moment to come kick your ass in the event you aren't being cooperative with your chastity cage."

My heart sank. Using violence against me now? How could this get any worse? The story I had hoped would guarantee my release was shrugged off, I was living under the threat of violence by my Ex's BF if I didn't follow her commands, which were especially intensified by the fact she had my cock locked up in chastity. 

Not only that, but it had been at least a month since she had first discovered my secret. I could kick myself for having been so careless. 

"Aren't my nylons so appealing to you?" she said, her legs glistening in the light of my apartment. I could only hum in appreciation for her presence. I nuzzled her pantyhose clad thighs with my face while my cock pulsed against its cage, leaking pre-cum all over my carpet. 

"There is something justified with keeping your previous lover locked up in chastity," my Ex continued her verbal torment. "I mean, it's great for me knowing you can't cum or have an orgasm. It turns me on so much knowing how much this is torture for you. I'll admit that when I fuck my boyfriend who has a real cock that I think about your predicament and it helps get me closer to climax...helps, but it's always my boyfriend's cock that does the trick. 

"Your tiny little pathetic excuse for a cock couldn't pleasure anyone, which is another reason I like to keep it all locked up," my Ex said pushing me up to attention on my knees with one foot and lightly kicking my chastity with the other. 

"Do you understand why I'm doing this to you?" she said looking at me in the eye. 

"Yes, ma'am," I said, looking down at the floor, completely humiliated by my clothed Ex, my cock pulsing against my will against the strict confines of the metal chastity device. 

I was so horny I would have agreed to anything. 

"I suppose you have been a good boy, all locked up in chastity for me and listening to me fuck a real man that is my boyfriend on the phone, but I should reward you somehow. Hmm, just how should I do that?"

My cock was bulging in the tight requirements of its tiny metal cage, and I could feel each rhythmic beat of my heart echoed in the constant horniness of my cock. Oh, how did it ever come to this point?

"I don't suppose you still have any of those anal toys we got when we were dating, do you?" my Ex asked. 

Unfortunately, I answered.

"Yes."

"Good, go get that pink, vibrating dildo. I think you've deserved a reward for writing your little story and being in chastity for so long, but you better crawl to get it!"

Humiliated, I crawled to my bedroom and retrieved the toy of which she spoke from my chest of items. My Ex had a memory like an elephant.

As I returned with the items, I couldn't help but feel both extremely lucky and yet so unfortunate. Here I was, locked up in chastity by a beautiful, Hooters girl whose pantyhose fell in line completely with my extreme pantyhose addiction, yet she was also my Ex and cuckolding me in some inverse, perverse sense. 

I was completely at her mercy. Not only did she have my cock under her personal lock and key, but if I did not obey, all she had to do was tell her boyfriend I was messing with her and I'd have a muscle bound moron at my door to contend with. Usually, I prided myself on my intellect, especially due to the requirements of my job, but this was a case where the person wouldn't care if I could subnet a /27 network for them to provide accurate usable address space. 

"Now, since you have been such a good little boy, here's what I'm going to let you do. Since your metal cage has pretty much removed the need to ever take off that device, I'm going to allow you to cum, but only with your anal toys. You should thank me for this. You will not be released from chastity, but you will suck any cum you are able to release from my feet. I don't want that junk on there," my Ex commanded, flicking her hair and looking absolutely amazing.

And again, my phone came to life on the counter and vibrated. My Ex appeared to ignore this again. 

"Now, you know what I want you to do," my Ex said, sitting before me. "I want you to use your little anal toy to stimulate that prostate and ejaculate some cum over my feet. Then, you get the pleasure of licking that cum! Isn't this such a nice arrangement?"

I could only moan into the feet I was still worshipping. 

"Take off my shoes, slave," my Ex said. As she commanded, I removed both socks and shoes from her feet, leaving only a couple of smelly, feet in front of me. I inhaled her slouchy, Hooter socks greedily. 

"Now, take your anal toys and do your best to stimulate your ass while your cage hangs between my feet!" my Ex commanded. "I'll be taking lots of pictures of this, by the way!"

My face, neck, and chest were turning beat red as I did as my Ex commanded. Normally, I wasn't as much into anal stimulation, but being locked up and forced to be kept from orgasms, I was actually glad to have at least some measure of relief from my metal prison, despite it being of the anal variety. 

As she commanded, I displayed the limited variety of anal toys in my collection. This included a bright pink dildo, a small butt plug, and a vibrating dildo/butt plug combination. 

"Actually, I think you should be further disgraced by being dressed up in your maid uniform and pantyhose. Go and put those on, then you can show me what an anal slut you truly are!"

My cock ached within its chastity. Despite my pride, I loved it when she spoke and commanded me like this. As I slid my nylons up my leg, I stroked the poor cock that used to be mine within the bars of its chastity cage. Perhaps, this was what I had wanted all along and never knew how to ask for it. I lived for the degradation, the humiliation, and of course the tease. 

The Tease. The big T. The thing that kept my horniness from evaporating away like mist in the wind was this chastity device. I knew once I had an orgasm, my rational mind would kick into gear and I would resist. Once orgasm was achieved, I knew I wouldn't "want" to be involved in this backwards relationship any further, but until that time I couldn't help myself. I actually wanted any measure of pleasure my Ex would allow me to have, including this humiliating display of anal stimulation. 

I returned, dressed in my pantyhose and maid uniform, completely beaten and on my knees, my cock cage poking out beneath my petticoat and thigh highs. 

"Aww, you are so adorable! Maybe someday I will actually have you come over and clean my place like this, but not right now, and definitely not like in your little story. For now, I'd like to see you fuck yourself from behind. I want to see you hit your prostate and ooze giz all over the place. In fact, I think you better get a saucer to collect it. You'll be licking it off my feet before this is over, don't you worry!"

As she commanded, I grabbed a saucer from my kitchen and kneeled before her again. 

"Good boy!" she said, still looking immaculate in her tan pantyhose, tiny shorts, and compression-like tank top. Her breasts were bulging against her top; I wished she would have let me at least touch them like I used to do. 

"With that saucer underneath your chastity, I want you to start fucking yourself in the ass. You better collect all the cum or else!" she said, her legs crossed and arms folded. 

Even when we had been dating, she was never this mean, but I didn't have any choice now. As instructed, I took the first toy from the coffee table, lubed it up, and began inserting it into my ass, trying not to moan in pleasure. 

But I couldn't help it. As soon as I had the first toy inserted, I exhaled deeply and with a meaningful moan because deep down, it felt awesome! 

"You like that, don't you little chastity slut?" my Ex chided me. "You like that ass being full, don't you?"

Her words did not help, and as I rocked the dildo inside my ass, I felt that twinge between my legs, that unmistakable sense of intense pleasure with the male g-spot being hit. Before I knew what was happening, my cock was leaking cum all over the saucer I had placed before it. 

"Good little slave," my Ex coaxed in a soothing voice, her legs shimmering in their pantyhose excellence against the light. 

The skirt brushing against the pantyhose thigh highs on my legs did not help, and neither did the fact that I was completely locked up in chastity! This was the most humiliating thing I had ever done, being locked up in chastity, dressed up in sissy girly clothes, and forced to fuck my own ass, resulting in the unfortunate leakage of cum onto a saucer which I knew my Ex would want me to clean. 

In addition, the lack of orgasms had made my prostate more sensitive, and I felt my internal probing to be more pleasurable than I had imagined. Each stroke inside and out brought me closer and closer to something I hadn't felt before. Surely, I couldn't orgasm from this, right?

"You are oozing so much cum, this is awesome," my Ex said. "If you can do it like this, then I don't see why I ever need to unlock you, especially since this metal cage allows you to clean it every time you shower. What do you say about another month in chastity?"

Her words were NOT helping. For some reason, the idea of another month in chastity was extremely arousing, and I couldn't help myself from fucking my anal toy even more. 

She was right, of course, which was why she had purchased the metal chastity cage for me in the first place. The metal bars provided a much more convenient cleaning experience, despite my own chagrin. I was her complete slave...and I enjoyed it, despite my best efforts. 

"Oh, I love this!" she exclaimed. "Just keep fucking yourself, this is totally awesome for me. I love seeing your pathetic cock, all locked up in its little cage while you fuck your ass and leak cum all over your saucer. Don't you love it? Don't you love knowing that you'll end up licking your little saucer clean after all of this, and still be locked up in chastity?"

I moaned into her leg, her pantyhosed leg, as I screwed myself in the ass. Luckily, she allowed this and didn't punish me for it. Over the course of a half hour, I had released the same amount of cum I would have shot out had she let me cum like a normal person, Unfortunately, this meant an extremely full saucer of my own doing. 

"I think that's enough," my Ex said as I continued pressing the anal toy against my prostate, causing small orgasm after small orgasm with my locked up cock. It was a torture. 

"Now, I think you have more than enough cum on your saucer to eat. Will this be humiliating for you?"

"Yes, I have no desire to eat this. In fact, it rather disgusts me. Please don't make me do this," I attempted to beg. 

"Aw, the fact you don't honestly want to do this makes it that much more pleasurable to me! I ate your cum all the time when we were dating, so don't be such a big baby about it. In fact, if you take off my socks, you'll even get to lick the cum from my cute little feet!"

As she instructed, I slid off her slouchy socks and discovered her tights weren't fully over the foot. Instead, they were ankle length. 

"Most girls only wear the ankle length tights these days," my Ex explained. "I only wear the footed ones because I like watching you smell them after my shifts. Regardless, you get to lick your cum off my bare feet. No pantyhose to soak up the ooze for you now!"

She was right, as I had the worst of both worlds. On one hand, her legs looked great in their shiny pantyhose status, but on the other, her feet were plain as day and would be the perfect transport from the cum in my saucer to my mouth. 

I gave her the puppy dog look of all time, but she was beyond any begging. 

"I am going to dig my toes into your cum, and you better lick them clean or else I am going to put pictures of you on Facebook!" she threatened, waving her phone around. 

Slowly and diligently, my Ex dipped the big toe on her right foot into the pool of humiliation that was my cum. Teasingly, she stirred her toe around in a circle, forcing me to anticipate what was about to come. Finally, she raised her toe from the saucer and brought it to my face. 

"Lick it, bitch," she said almost quietly, barely above a whisper, not believing herself what was happening. 

Without hesitation, I did as she commanded. The warm, salty, and almost syrupy consistency met my tongue and I almost gagged. 

I know some sissy sluts "love" to eat their own cum, but not me. In fact, for some reason I've always put it in the same category as drinking my own urine, just to give you some personal context. 

Being forced to eat my own cum off my Ex's feet, locked in chastity, and dressed up as a sissy little maid was about the most humiliating act I could ever think to be doing. I only hoped she would finally let me out after this. This should have been the ultimate climax to our little adventure, and I was sure she'd be finished with me after this. 

"Good boy," she said with one of her hands squeezing her breast and the other moving between her legs. "Keep going, you have a lot more to clean off my sweaty feet."

Introductions were over, this time she dipped all her toes in the pool of cum, the white stickiness oozing between each one as she lifted it to my face. 

Again, in that barely audible voice she nearly whispered, "Lick."

It was completely silent in my apartment save for her command and the sound of my tongue against her feet. I wanted to spit out the slimy, salty mess that had come from my own body, but I did as instructed and kept licking. She dipped her foot into the saucer time and time again until the cum was cold. 

Finally, she said, "Kneel down and lick your saucer clean like a little chastity kitten." 

As I put my head against the floor, she pressed her feet on the back of my head, holding it in place in case I had second thoughts. Though her feet had served as a humiliating measure for transport of the cum, there was still a lot left on the saucer itself. 

Instinctively, I attempted to jerk upwards but her feet pressed my face against the plate. 

"Haha, you hate this, I know! I tried to snowball you once, and you nearly threw up. I love knowing this is something you would never do unless forced to do it! It gets me so hot."

I could hear her hands exploring her body as I lapped up the remaining cum on the saucer. Strangely as it sounds, by the end it almost turned me on in a weird, perverse way. I couldn't describe it. 

"Are you done yet? I need to get back to my place because my boyfriend who has a real cock is going to come over soon and fuck me like a real man. You better have your phone charged up because you are going to listen to every thrust. Next time you eat your cum, you're going to imagine it's his like in your little disgusting story. And there will be a next time. In fact, mark this date off on your calendar for your cum eating day because you sure as hell aren't being let out of your chastity device. I was serious when I said another month, so sucks to be you!"

"Please, I just...can we talk about this?" I pleaded.

"No, I am invested in your chastity with that metal device, plus my boyfriend will come beat your ass if I ask him to. Your cock is under my control and don't even think about getting out of this because I also have all the photo evidence. Your life will be over if you resist."

Just then my phone vibrated again. 

"And why is that happening?" My Ex asked, walking over to the counter were my phone was. "I see you've met Kara." 

Oh no...



Chastity with Ex as Keyholder



"Well, I think you've worshipped my feet enough for one night. I'll allow you to kiss each leg up to and ONLY to my shorts. Then, I need to get out of here. Remember, anything above the shorts is OFF LIMITS," she said sternly and waiving her finger in front of me. 

Starting with her right ankle, I took as much time as I could with kisses around her leg. They must have special nylons at her work because I had never found these pantyhose anywhere in local stores. I could smell the lotion she used on her legs after showering with each kiss. Eventually I made it up to her knees and finally up her thighs. I took as much time as I dared kissing each and every inch of her upper thighs. 

Finally, I came to her inner thighs. I could smell her sex through the thin, spandex fabric and realized her rubbing had been a double-edged sword. It would not only illustrate how easily accessible her pussy was, but it would also release those sweet smelling juices that made me want to bury my face deep within her crotch. 

Oh, she was evil alright. More evil than I had ever given her credit for. 

With all the self-restraint I could muster, I resisted the urge to kiss above her shorts. 

"Good, if you had tried anything with my crotch I would have had to tell my boyfriend since I don't think I could've stopped you. And THAT would have been cheating. Well, I should be off. I'll be taking these," she said attaching the chastity keys to her key-ring. "And I will see you the day after tomorrow. I don't work until then so I guess have fun. Enjoy the present!"

She pulled up her pants and jacket and was out the door before I could even get off the floor. 

Ignoring the glass and grabbing straight for the bottle, I took a rather large shot of whisky. 

Did that really just happen?