Chastity with Ex as Keyholder Ch. 02

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Ex continues humiliating me with chastity.
2.3k words
4.3
153.9k
64

Part 2 of the 8 part series

Updated 11/01/2022
Created 09/21/2011
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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?

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AnonymousAnonymousabout 1 year ago

Her BF would be so upset she's screwing around with her ex that he'd drop her. Stop seeing and talking to the bitch and be done with it. If she continues to harrass you, get a restraining order and send her to jail the next time she bothers you. What a cunt!

KodJak22KodJak22almost 2 years ago

Nice slow development. Looking forward to how this plays out.

devilspy2001devilspy2001over 10 years ago
Oh the pain, the pain, the sweet pain.

I have dealt with a number of cuckold sissy's and even a few in chastity. Their body just has to expel the sperm building up in their balls. Leaking sperm or precum or goo is normal. In chastity, that is the only way to expel it. Most boys in chastity after a week or so will leak and drip their goo when they are made horny. He does not sound like he is far from leaking his. That is why for health reasons it is best to milk the sissy like a cow to empty his balls or jerk him off, etc. If they are leaking as I fuck their pussy or they suck my cock as their wife or gf watch, I like to make them lick it up. Adds to their submissiveness.

AnonymousAnonymousalmost 11 years ago
Your ex?

Would be laughing her ass off at how you've seeming lost your sense of pride and self-worth. She'd know that she'd done the right thing in dumping your wimpy ass. You really a man?

AnonymousAnonymousover 11 years ago

I liked this, except (as a woman myself) I don't find his attempts at "charming" to be any less creepy than the staring. I could see what you were going for, but that part needs a little work. (Hint: women don't like to be told it's *their fault* when guys creep out on them.)

Other than that, I liked this--the tension is building over him wanting to get laid and having his cock caged, and I'm intrigued by his ex making him send her pictures. :)

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