Kathryn’s boy

by Farfallen

It was about a mile walk from my apartment block to the city centre. An enjoyable journey through a small, safe park and along wide tree-lined streets. In the day time, when the weather was fair, that was. But it was early December, the sky was clear of cloud cover and the night was more than a little chill. Actually, scratch that. It was fucking freezing. My breath gusted visibly from my mouth, my cheeks and ears were starting to sting, and my fingers to numb.

Still, it would all be worth it when I reached the restaurant where Kathryn was midway through her Friday night date. Why? Because tonight my penis would finally be released from its cage after two whole months of chastity – that’s why!

I had barely made it through my first tortuous Locktober when Kathryn had cruelly and unexpectedly thrust No Nut November on me, laughing at the shocked expression on my face and my pitiful attempts to protest as she prescribed me with yet another month of chastity.

‘It will do you good,’ she had chortled as I had knelt nakedly before her. ‘Besides, you made it through one month. Another month should be easy. Plus, it genuinely does make sex feel better knowing that you’re being deprived. You do want my sex to be as good as it can be, don’t you?’

‘I…uhh…I…of course,’ I had stammered from the floor, a watery fluid leaking from the tip of my cage.

‘Then it’s settled,’ Kathryn had smiled, looking down at me from where she was perched at the edge of her bed.

She had then spread her legs, revealing that she wore no panties beneath her skirt.

‘Now crawl to Momma and make yourself useful, cuck,’ she had demanded. ‘It’s only fair that one of us should get to cum.’

My disappointment at not being released forgotten, I had rushed forwards on my hands and knees and buried my face into Kathryn’s clean, waxed pussy.

That had been more than a month ago now. Thirty-five days to be exact, but other than a swollen-balled, leaky-dicked me who’s counting?

Kathryn had been right. The second month had been easier than the first, but I honestly didn’t think I could have lasted a third. My dick was drooling day and night. I was waking up to sticky sheets most mornings. I was distracted at work, in a constant state of arousal, my achy balls always at the forefront of my mind.

Kathryn’s teasing had been tortuous too. Messaging me pictures of her in sexy lingerie, pre-date. Calling me post-date, waking me at two or three in the morning to speak huskily, drunkenly, down the phone. Telling me about all the things she and her date had just done. Fingering herself to yet another climax before hanging up and leaving me in a desperate, sleepy, lust-filled haze.

It was worse whenever I was summoned to her home. She would strap a dildo to my face and ride the girthy toy forcefully, moaning with pleasure as her pussy juices coated the silicone length and as her feminine scent overwhelmed me. Other times she would have me worship her sex for hours, taking handfuls of my hair and mushing my face roughly against her, slipping and sliding her wet pussy aggressively across my face, using me as her human toy. On other occasions she would plug my ass with a vibrating toy, catching the watery threads of semen which inevitably leaked from my penis on a tablespoon and feeding me in the same way a mother feeds her baby.

‘Open wide…here comes the choo choo!’ she would mock as I was made to consume my own seed.

Then there were the times she would call me over simply to hand me a long list of chores, before heading out to her Mercedes and driving away for…well, who knows what? She didn’t explain herself to me she just told me to ‘be a dear’ or to ‘be a good cuck’ or ‘a doll’ or ‘a darling’ and make sure everything was perfect by the time ‘Momma’ got back.

Worst of all (or maybe best of all, depending on your point of view), was when Kathryn had me knelt naked at the foot of her bed, the vibrating butt plug deep in my ass, whilst she lay spread-legged on the duvet, pleasuring herself with her vibrator and really letting her oh-so-evil imagination run wild.

‘How do you think I should let you cum when I finally release you,’ she said one time, between her moans and sighs as she writhed on the bed.

‘M-maybe you could let me hump your leather boots or leggings again?’ I had ventured hopefully in remembrance of the times she had had me do just that.

Kathryn had laughed.

‘No, I don’t think so. Leather’s too kind. You’ll enjoy it too much. Maybe I’ll get you to fuck a cheese grater instead,’ she had said, shocking me even as she let out a blissful sigh.

‘Or an onion…’

‘I’ll slice one in half and rub the pieces all over your eyes then watch you cry as you fuck another like a fleshlight.’

‘Or maybe I’ll buy a blow-up doll and have you fuck it in front of my friends…’

‘Or even one of my dates.’

‘I’ll have you fuck it in the same position he fucks me. First one to blow has to slurp up their own cum…’

‘How long do you think you’ll last after two months caged?’

‘Have you ever eaten your own cum in front of a hot stud before?’

‘Do you think he would find it funny?’

‘Do you think he would laugh?’

‘Do you think he would want to see you lick his cum from me when he finally filled my cunt with his big sticky load?’

Kathryn had me whimpering and shaking like a leaf, my dick-tip drooling an endless stream of slime as she reeled off the horrific and humiliating things she would like to do to me, all the while moaning and gasping and bringing herself to orgasm with her own sadistic imaginings and the softly buzzing toy.

Most of what she said was too farfetched to believe she would ever have me do, but Kathryn saying it still conjured up the awful imagery of it happening, and it drove me wild just to hear her utter the pleasure-steeped words as she lay there, moaning on her bed. Just to know that Kathryn had such thoughts and fantasises about me scared and aroused me to an insane degree, and had me tossing and turning late at night, my head filled with masochistic ideation, my cock straining painfully against its cage, my fingers eventually plunged deep into my asshole as I sought some kind of relief.

All in all, it had been a difficult two months of chastity, but as the end of November had neared and December loomed inevitably ahead, I had started to feel a swell of pride at my achievement and an increasing excitement at my now imminent release.

I had been expecting some sort of ceremonial uncaging on the first of December, just like we had had planned for the first of November, before Kathryn had changed her mind. However, the first day of advent came and went without any mention of my cage coming off. In fact, I hardly heard from Kathryn at all during the first working week of December.

We don’t live together, of course. And we’re not together per say even though Kathryn calls me her cuck. In truth, although Kathryn is a massive part of my life, I know that I only play a cameo role in hers. Therefore, it wasn’t rare for us to not have contact for a few days at a time. Usually when that happened, I just got on with my life, thinking about Kathryn often, always ready to be at her beck and call, but all in all, managing to get by until she saw fit to get in touch. This time, however, it was torture.

At first, I thought that Kathryn had simply lost track of time and didn’t realise that my chastity period was meant to be over. She was a busy woman with a demanding job and had a private and personal life outside of what we had together after all.

With this in mind I picked up my phone and typed out a tentative and timid reminder, only to delete it again and scold myself for being so stupid.

Of course, Kathryn knew that November was over. Of course, she knew what the date was. She had important meetings with important people every day, she travelled regularly to see clients, her schedule was packed, every day was meaningful and unique. There was simply no way that Kathryn would be able to keep all of her myriad appointments and commitments without knowing the date!

Kathryn knew. Of course, she knew. She was testing me. Toying with me. Torturing me intentionally with her absence and with her silence about me still being caged. The worst thing was, I was powerless to do anything at all about it. I knew that Kathryn would not be rushed, and that if I caved-in and brought up my release from chastity I would be falling into some trap or other (and maybe even find my chastity period increased!).

So, there was nothing I could do but wait. And wait. And wait as the week went on. Wait with nothing on my mind but my aching balls, my imprisoned penis, and the increasing frustration and sense of unfairness I felt at still being caged.

Monday turned to Tuesday, and Tuesday to Wednesday, and then it was Thursday, and then I was leaving the office for the weekend with no word from my keyholder at all. Then, finally, midway through my Friday night takeaway with the Premier League’s early weekend fixture being played out on the box in front of me, I received a series of sudden text messages from Kathryn.

Tonight’s date is SO hot, cuck.

Fuck. I can’t wait to get him in my bed.

WALK TO THE RESTAURANT NOW.

Hurry up.

Momma’s in a good mood.

Gonna unlock you.

I stared at the messages, heart pounding, when another came fizzing in.

Quick bitch, before I change my mind, Kathryn had sent.

On my way! I replied as quickly as I could, leaping to my feet.

I didn’t even take the time to throw my bhuna out. Just dumped the tray onto the kitchen counter, turned off the TV, forced my feet into a pair of scruffy, still-laced sneakers and darted out of the door.

I would have run to the restaurant had Kathryn not specified for me to walk. I didn’t want to risk Kathryn not releasing me just because I hadn’t followed her instructions to the letter. (Incidentally, Kathryn had once asked me to run to the shop to pick up a bottle of Prosecco, and I had found myself over her knees and being severely spanked with an old slipper because I had strolled leisurely to the local newsagent rather than running, as I had been instructed.) So, I walked, but I walked as quickly as humanly possible, feet thundering down against the ground as I sucked the piercingly cold night-air into my lungs, unceremoniously overtaking others in my haste to get to Kathryn.

Outside, I sent, panting, and with a small stitch in my side when I reached the restaurant Kathryn had pinned in her WALK TO THE RESTAURANT NOW message.

It was an upmarket Italian establishment that I had never been to but that I knew was held in high esteem in our town. It was a place for couples, and as I never seemed to be part of a couple, I doubted I would find myself in there any time soon. Unless, of course, Kathryn was to order me inside now for my unlocking…

Surely, she wouldn’t do that though…

Not right in front of her date.

Not right in the middle of the restaurant.

Not in public…

…surely?

I felt a blush rise to my face that had nothing to do with the cold. I suddenly felt self-conscious, loitering outside the expensive restaurant in the jeans and hoody I had been lounging around my flat in, and with my shabby sneakers and messy hair, whilst chatting couples and groups strode by in smart dress shoes and high-heels, pea coats and fashionable faux-fur and leather jackets.

I felt like an imposter in this part of town. Like everybody would know at a glance that I had no business being here. Even if I could afford the prices, nobody would want to accompany me to any of the swanky restaurants or bars in the area.

Luckily, I wasn’t felt in limbo for very long as my phone quickly vibrated as I received another message from Kathryn.

Wait in the alley, bitch, she wrote and I breathed a sigh of relief. I was desperate to be released but probably not desperate enough to pull my pants down in the middle of a crowded, couple-filled restaurant!

I entered the alleyway which separated the Italian and its French bistro neighbor. Rather than lurking right at the entrance, I headed around ten feet inside, trying to make myself less visible from the street. I stopped by a fire exit and leant back against the wall, staring down at my phone in an effort to look busy in case any of the passing restaurant, bar or party-goers glanced my way. I hoped that I’d be taken for an employee on a break, rather than a kinky alley pervert waiting to get his cock uncaged.

There was a pair of big metal dumpsters a little further into the alley that I could have concealed myself behind, but I could already smell food waste and garbage from where I was, and I was pretty certain that Kathryn wouldn’t appreciate having to pass them to get to me. I just had to hope she would unlock me in as discreet a way as possible and that nobody would be passing at the wrong time.

Either way, I couldn’t wait to be out of my cage. Being unceremoniously unlocked in a dirty alleyway before Kathryn rushed back to her hot date, wasn’t exactly what I had been hoping for, but it sure as hell was better than staying locked indefinitely. As soon as I got home, I was going to jerk myself silly fantasizing about Kathryn and a perfect alpha hunk fucking each other’s brains out for sure. Afterwards, I would load up some femdom porn, get myself hard again, and masturbate all night long. All weekend long if I wasn’t interrupted!

To be honest, I couldn’t wait. I needed to feel my balls knotting powerfully beneath me again. I needed to feel hot loads of cum ripping up through my dick and jetting out in manly bursts, instead of the constant emasculating dribbles I had experienced over the past two months. There was still a faint hope that Kathryn might supervise an orgasm out here in the alleyway, an idea that both thrilled and terrified me, but if her date was as hot as she said he was, I doubted that Kathryn would want to be away from him for very long on my account.

Either way, I couldn’t dwell on it any longer because I heard footsteps entering the alley from the street. Heels, clip-clopping towards me.

Finally!

Kathryn.

I only hoped that she wasn’t in one of her more sadistic moods and that she was still feeling generous enough to unlock me!

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