After having had wonderful sex several times with my new girlfriend, she surprisingly told me: "You know, you actually don’t last very long, babe". I looked at her in surprise during the short break before she continued: "No complain. I was just curious if you’d like to take your experience to the next level. I love it when you are ecstatic."

Though a bit hurt, I still took it with the confidence and thick skin when growing up. I definitely could stand my man. So, I asked: "Do you have any suggestions?"

My girlfriend did have something on her mind indeed. She challenged me to endure what she called 'Locktober'. I had never heard of that term before, but apparently, it’s being held in chastity for a whole month, your little man being tightly caged in steel. I have to admit that was a challenge indeed. While she held the keys and enjoyed her teasing in the first days, I got incredibly horny, getting closer to becoming insane. As if being a young man didn’t feel like a bitch in heat most of the time wasn’t enough, but this brought my arousal to never known peak. Only after day fifteen I felt my horniness drop to lower level again, but nagging me constantly.

My girlfriend did start to show some pity and help me out by then though. She convinced me to go running and take some cold showers. That really helped. And she stopped kissing me passionately ever as often as she still did at the start of the sentence. Not at all towards the end even, just some rare slaps on my naked buttock when I left the shower. Fortunately, she had chosen such a cage that she managed to clean my little man without opening it. I had little issues with the cage as so many others complained about on the Chaster.app Discord server we both joined. She’s great.

We also tried some other proposals from Discord to let off some steam. I have to admit, I did enjoy our little spanking session. She had bought different implements just for the occasion, and was treating me quite lovely, including some roleplay. Never done that before. If I had known how sexually open and curious this little experiment would made her, I had proposed it myself and way earlier. One little detail which helpful effect I only noticed later was a sound file she made me listen to several times a day for the last two weeks, often accompanied by some relaxing treatment, like massaging my scalp while she watched her favorite show. I nearly fell asleep several times because it made me so comfortable and at peace with everything.

There was just one thing that puzzled me. Hadn’t she proposed that this helped me to last longer? So far, everyone on Discord gave me the impression they risk cuming spontaneously by the slightest pleasure, even by stimulated in the ass! Though, also people reported that the first orgasms after chastity were much better, correlating with the length of the sentence. Hence, I was really looking forward to that experience with my lovely girlfriend by the last day of 'Locktober'. She had told me that she would care for our Halloween costumes, as a sexy surprise and to not cause me any cage pain.

She had be bound to the wall and blindfolded, still caged, while she was putting on her costume. I heard her coming near by the clicks of the heels she must have put on. And then she whispered close to my ear, feeling her breath and giving me goosebumps within the blink of an eye: "If I offered you to jerk off, right here, right now, with your blindfold taken off, and me giving you the best support in my sexy costume, how long do you think you need to cum?"

She had caught me off guard. What a question! I had to think about. She said she wanted me to last longer. But I had read and really believed I might cum in an instant. Also, was she playing with me and put on an ugly costume that would totally turn me off, or the opposite? I know how mind-blowing my girlfriend could dress and pose. Would she challenge me to last longer than I said, or give me the chance to cum within a strict time limit? I had read about such tasks. Overall, it was the last day of 'Locktober', so it wasn’t over yet. Would she really release me early? The more I though about it, the more desperate I was to finally jerk off and cum again.

She took off my blindfold before I had answered. There she was right in front of me, giving me the chance to check her out in her costume. She had pulled her hair together into a strict ponytail. From the neck down she was covered in tight, shiny, black lacquer, her long legs ending in laced heel boots.

My erection immediately squeezed painfully against the steel. "Five minutes," I responded, "… Mistress," using a commonly used term I had picked up on Discord. We had not only tried out some roleplay during the month, but she had also given me a strong impression of how much she liked it.

Her gaze on me went ice cold, given me shivers on my spine. She was an excellent actress. I loved every second of the scene. Then she smiled: "I’ll give you fifteen, starting right after I released your hands and your little man. But on one condition: if you cannot cum within that time, you’ll be mine. Completely."

Was she kidding? I probably could blast off twice, at least twice, the state I was in, especially right at that moment. Oh, it was happening, I was going to come again, leaving that month long experiment with an even stronger relationship, a sexually awakened, even hotter girlfriend, with us both having gained so much experience in pleasure. Oh, and that roleplay. I had read about those fantasy. Full-time domination, slavery, TPE, meaning total power exchange, even CIS, meaning complete irrevocable submission. It was one thing to read about these fantasies, but they seemed highly unpractical, and very rarely done. Who would let go full control of their life, all free time ever, finance, etc.?

She still played the act but with some slight, sweet emotion in her voice now: "You may reject. Tomorrow, Locktober is over. Not even a full day. But before you agree, I need to know you are serious about the consequences. You better see it as betting your leg. Fifteen minutes, Mister, and if not, I own you." She was looking me dead in the eye before she continued: "Tattoos, piercings, branding. What and where I want." As far as I know she wasn’t into that stuff at all. We had tried some naughty body-writing once and it made us laugh a lot. We weren’t laughing at all now, as she followed up: "You are gonna be my little bitch, please and serve me however, whenever, wherever I say. No restrictions. I might beat you. Hard if I like. Hurt you. Brutally."

My girlfriend, the little sadist? I doubted it. She was putting it to the extreme, but at least it made me suddenly aware how serious she was about that challenge. She would go through with it, and so would I should I lose. There was no way I could lose. Her little monologue made me even hornier than before, although I wouldn’t have thought that was possible.

She insisted with something I did believe her indeed: "I will control your finance, your work time, clothing. All my call."

I loved to buy her things, but I was a bit troubled with her criticism on my fashion. Admittedly, she did make me look much better listening to her advice though.

I nodded. Seriously, there was no chance I wouldn't cum. Fifteen minutes. I will cum three times by that time, especially when you make it so easy to me dressing that sexy, my little Mistress. I started to grin in anticipation while she was still releasing my cock and hands. She even took her time taking some conscious steps, stopping in front of me, showing off her booty and posing for me, and only then pulling out her phone to start the counter. She showed me the timer: fifteen minutes as promised. And the timer ran down. I had started jerking off all the while from being able to. First slow, not to haste and overdo it or hurt me. I definitely didn’t want to lose that challenge by any chance. But soon I had sped up to the high pace I was used to. It felt incredibly good to finally touch myself again. Oh, how I would cum so bad any moment. My breath went wild. I started to loudly moan in pleasure. To my surprise, I was very close but not there yet. Soon. Very soon.

But I didn’t came as expected. I slowed down a bit and my pleasure curve started a bit back not far from the point of no return. Quickly, I was so close again. She still did pose for me, giving me nearly a horny headache. Five minutes gone. That usually was enough to get me going all the length, but now I felt like an eternity. Under these circumstances I believed I should have cum by a long shot already. I was starting to get worried.

Then she stepped towards me again, leaving the phone on the counter. Turning her back to me, she pressed her ass against me and opened a zipper between her legs. I felt like I could explode any moment. Would she …?

Yes, she pushed her buttocks against my hip, letting my cock easily slide inside her. She was wet and hot like I had never felt her before. Her head turned to me: "If you are not cuming within the time, this will have been your last time inside me."

You may not believe me, and I wouldn’t have myself very short before, but that actually turned me on a lot, if that was even possible in my state.

I became a wild beast, humping her relentlessly, only getting some mind back shortly before she began to tease me: "Do you remember when we read about pegging a man and you said you never wanted to even try that? I won’t mind anymore. I think I might enjoy that a lot." She smiled.

How serious was she? I nearly lost my mind fucking her tight hole at my own pace and pleasure, but without fucking cuming, damn it. What was wrong with me? Had I been cursed? I didn’t know where it came from, but I slowed down for a moment and asked her: "May I please cum, Mistress?" It actually felt good to ask that.

She burst out in laughter and shouted a clear: "No!"

Obviously, she also had her fun in the act, because she started to moan loud enough for me to hear it despite myself roaring in despaired lust. In a staccato between her deep breaths, she pointed towards a collar with leash on the table: "That ... is gonna … be your … Halloween … costume … besides … your cage … and cuffs … nothing … else." She screamed in ecstasy.

'No, no, no, no, no, no, no,' I thought, 'I am gonna cum. I am gonna fucking cum!' I went nearly deaf from some kind of horny rage, trying to make it within the last minutes.

She said something, but I only overheard "Cal’s curse" and "cuckold".

Then the timer beeped …