Sissy Diary Locked Away … [Image: 9e44a699-89cb-46e0-8bda-db44f06850a4.jpg] The Buildup: My instinct to submit is woven into my nature, and I felt vulnerable and unworthy with no one to serve. My previous cuckold relationship had ended in what seemed like the worst possible way on paper because my ex fell for a bull. Even worse than that, I didn’t just lose her; I met her bull directly, and he wanted me to submit to him. However, I couldn’t go through with it then because I knew she cared for him deeply, and if they were together, fidelity was essential from his side. But it wasn’t only about faithfulness: we both sought things the other couldn’t provide. She is too nurturing to be truly dominant, and she noticed that I wasn’t happy merely pretending to be male. For a long time now, I’ve been struggling to find balance between being trans while unable to fully express my true self.
Around this same period, Mistress began appearing in my Twitter feed. I read her posts about the sissies she was exposing and their activities, as well as browsing her website before daring to message her. I needed to know if she could be the one to help me become who I really am while keeping me within a safe cocoon.
My first message was tentative; I just said hi because I liked the games she played. I wasn’t quite ready yet, still sorting things out mentally, but she wasn’t like other Mistress figures who would demand tribute immediately or block us if we weren’t prepared. She listened and offered support. I promised to give her a gift for her time when the opportunity arose and was willing to play a small game. It started with a tweet, followed by several games involving some exposure while rules and boundaries were established, before she told me to cage myself. This lasted only a few days, which was good because it had been a while since I last wore my cage. She made me discard my boxers and men’s underwear.
I enjoyed a few days out with some edging, which proved frustrating, before being instructed again to caging for the weekend. After several days wearing the cage, Mistress asked what the longest period was that I had ever stayed locked up—not enough to break records, but who knows about the future? It only reached two weeks, yet it felt very frustrating, so I was a bit worried when she mentioned doing a Retweet (RT) game.
Saturday morning, I woke from a dream featuring a semi-naked man in my bed stroking his cock. Feeling incredibly horny, I had started leaking, which made Mistress smile when I told her about it. It concerned me slightly that I was already thinking along those lines after just a few days, but at least on Monday I could unlock as she had said.
The weekend passed without issues, and Monday arrived early for work; I left still caged. She messaged during my break: “Can you unlock and edge for 5 minutes while off duty?” That wasn’t going to happen because I’d left the keys at home, so I remained in chastity another night. The next morning, I followed her instructions precisely as now I had to wear a bra and stockings to work. I even added my own touch by plugging myself before rushing out the door. Just about to board the bus, I realized I didn’t have the key on me. I remembered picking them up for sure? What if they were lost? I wouldn’t know until returning home five hours later. Mistress found this hilarious and made certain to mock and humiliate me.
Thankfully, when I arrived back, they were there. Later that evening, I begged her for release and permission to cum; she agreed but with a catch: I hadn’t actually asked if I could have an orgasm! So I had to ruin it slightly. She told me to enjoy the next couple of days because by Friday the retweet game would begin, so I enjoyed nightly playtime.
Mistress kept reminding us about the game and teasingly asking how long I could stay locked for, though I’m not sure even she was prepared for what came next.
Friday morning, I packed my cage in my bag to be ready. I had only one more chance to play before noon when the game would officially start. Unfortunately, I missed that chance and got so turned on I didn’t put the cage back either—but Mistress told me not to until she gave further orders. I was apprehensive about the outcome but told her she could begin; it would be a good surprise after work. Oh how wrong I was! And what damage could occur in just those few short hours!
Ten minutes after she posted the game, my count jumped to 21 days. An hour later? It hit 60! I couldn’t believe my eyes. Mistress displayed mock surprise at my fate: “Imagine satisfying someone for 100 days and when they go to reciprocate you’ll be crying because it’s been so long, while that cruel Mistress of yours keeps you locked away…lol x”
I asked if I was still allowed one last time since I hadn’t had my final play yet. Because the hours were adding up quickly, she said yes and told me to enjoy my last orgasm. “Thank you Mistress; I need it otherwise I’ll struggle getting back into the cage x”
Her next message arrived while I was in a dirty public toilet doing exactly that, and I came as I read it: “Lol…not surprised…but have fun my sissy slave…God you’re going to be such a humiliated bitch for me…and sometimes there might be little games just to amuse me…xx”
Mistress sent me a link for a timed lock and instructed me to buy it. I didn’t realize at the time that it was specifically for my cage! The game had finished, but I remained somewhat unsure of the total duration until Mistress asked if I remembered the safe word she gave me. It felt slightly ominous being asked by your Mistress in such a manner, so honestly, I asked her how long and then quickly added ‘wait let me get caged before you tell me x’
I hadn’t meant it quite that way; naturally, she thought I was going to cage myself immediately! “Excuse me!! I fucking said wait until I TOLD YOU to get in your little cage…I think I’ll round your number up to the end of the nearest month. If that doesn’t make sense you’ll see shortly…NOW get in your fucking cage and send the pictures. You have 5 minutes..”
I had never been on the wrong side of my Mistress before, so perhaps this was part of her plan—to make me feel safe first and then take control? “Sorry Mistress I didn’t mean that way,” I argued. “That boat sailed, chastity whore. Get in that fucking cage now!”
I did as told since I really didn’t want even more time added on, and it pleased her to see my obedience. The notification appeared: she had tweeted October 22nd was the total count for others, but because I hadn’t followed instructions properly, I would be locked until Nov 1st, though possibly that might have additional days tacked on. That is fifteen weeks! Way past anything done before!
Then QueenB024 replied to the tweet saying she had missed the game and asked if another seven days could be added onto mine! I think Mistress was expecting me to use my safe word, but since I keep my promises—to serve, amuse, and please her—what else was a sissy like me supposed to do than obey?