Dear Sir - The Red Room
- Jul 27
- 10 min read
I know most people just read these confessions and wish they were the one living the experience but never do. I know, because I was one of them. I have been following Wild Jamaica community for a while, but it was always just through reading the confessions. I was in dialogue with a Dominant that has been on the inner circle of the Private Community and was invited to The Red Room, to actually witness and be apart of the experience I have only been reading. So, I accepted the invitation, and it was an experience.
I will title this experience “Dear Sir”. To unload my mind and recall my own experience so Sir can see the parts of me that were not able to be shown or spoken.
Well, let me say first that I’ve learned a few new things. Like, about the. . . about the, what should I even call it, about the tools that are used. Because when I first entered The Red Room, I was like, wondering. I know they are like toys, tools, but like what do they actually do? I think it was explained really well, especially visually. but I didn't expect that it would go so in detail, with you demonstrating on me. But I think it was really good.
Did I think that I was gonna end up being fucked. Well, no, not at all. Well, we had discussed consent before. but there was a point where I thought it would never happen, and I was okay with that. And for most of the time, even though I was listening, I was trying to hide. trying to be there but not be seen. But one of the Dominant’s in training kept mentioning me. Like, “you know, you're up first”. Like it's like he's offering me up for sacrifice. And in my mind I was like, "Why does he keep mentioning me?" "Why is he trying to talk to me?" And like, he was waiting to see what was happening with me, but the moment you held out his hand for me come, And I was just like, "Oh my God, he is really serious. He's actually going to do this." And then you're like, "Go, put your legs over here."
Inside, I was Just like, "Jesus Christ, no." If I had a chance to escape, I would most definitely make a run for it. Most definitely. Because, oh my god. Like, once I went and put my knees over the spanking bench, I felt the exposure of my ass, and I was just like, Jesus Christ, like, my whole ass is outside, the entire thing. Because my mind was raising different thoughts. I was just really dying on the inside because of everything. Because of how small I am and even more exposed. I was just dying of anxiety.
I was just hoping for you, but the anxiety was something else, it was like my mind was going to explode. But then you whispered into my ears, and I don’t know, I just like melted. It was Right, your hands on my ass just feels so good. Like, I don't even know how to describe it, but that skin to skin effect had me turned on and had me going crazy. Because I was like, this feels good, like he's touching me in front of people, and I know they are looking at me. It's just like my feelings were fighting against each other. It was turmoil in my head and that first impact with your hand... it was good. I was just in a state like. I'm laughing, because I'm anxious and nervous and I'm laughing because I finally got what I wanted. And also because I know everyone is looking at my ass and I'm just thinking, what the hell am I doing?.
I'm interested in trying new things, but this, this is beyond adventurous I thought to myself. This is so different. This is like, what the fuck am I doing? But then you pulled me back from my thoughts to enjoy those little bits in between. It was so sweet, the thing that keeps making me melt was the care, the whispering, the checking in.... it’s like the calm before the storm. It’s like you calm me down then you filled me with excitement. It felt so sweet, I was not expecting to be spanked. And when I did get my spank, it’s like a rush. Instant turn on, the sharp feeling like goes through my body, it makes me think about other things lol. It's just like, is this it? I want more and it's like with each slap, I'm trying to find that more.
Apart from your hands, I enjoyed the paddle. But there was one thing that kept, you know, I kept wondering why were you keep hitting the same spot on my ass? Like, you do not miss, it’s the same exact spot. I did enjoy the paddle though, but not as much as your hands. The cane is very interesting, like it had that sting, that jolt. Like if you compare it to the electric toy. It's like the electricity for me, but it's not as strong as the actual electricity. Like, it’s tingling, so, I can tolerate the cane, it just feels like a strong structured jolt for me and, I don't know, it turned me on too, but not as much as your hands did.
Now, I think you kept asking me something, and mentioned you didn’t hear me. But Sir, I was way off in my mind. So, whatever you kept asking, I didn’t hear. So, when you kept saying that “You didn't hear me”, I was just so lost in my mind. I was like, wait maybe you ask me something, I'm so confused, like what's happening and you're like “I'm not hearing you” I am like wait, “am I supposed to say something? What am I supposed to say?” and my mind is just racing through it all. But the spanks kept coming, the hits just keep getting harder and I was just like “Yesss!” big smile on my face. I keep getting asked the question, and I was like “am I supposed to say, “Yes Sir”? Like, through all of this I thought let me tried to act fairly calm, but I was just laughing like a maniac on the inside lol. Then I heard you say "Oh, she's a brat!" and I was like, "Wait, no, no, I’m not a brat!" But it was too sweet.
While I received my spanks, I tried to count them but after a while because of everything, the ongoing turmoil in my mind, I lost track of everything. It was just a lot that was going on in my head. I was just trying to wrap my head around like what's happening to me? Why am I laughing like a crazy person? why am I enjoying this? Like I couldn't have just a single thought, I was having multiple thoughts going on in my mind. And then you decided to blindfold me while you kept slapping me with the cane. This only increased the thoughts in my head. Also, when you finally took me down, I was so relieved. I was like, "Okay, my ass is not on display anymore, and this is the end of things, and I'm just gonna slip back into the shadows."
But no, he had different thoughts, as he said to me, "Can you trust me?" still wearing my blindfold. I was like, "What the hell is he gonna do?" And you walked me over to the cross and I was like, "Shit, no." lol Oh my God, when you strapped me up to the cross, and I was like, this doesn't feel like my size. Like, I was stretched, and I felt my shoe being pulled off, my heels being pulled off, and my leg being spread apart. And I'm like, oh my God, this is, it feels like, I don't know if you've ever read about or heard about. Um, what's this? This, um. I don't remember. I think it’s a clan that pulls people apart or something like that. I don't remember what it exactly is. But that's what it felt like on the cross, like I am being pulled apart, you know.
I was being stretched right, vibrator between my legs and you're talking to me, it was overwhelming. I did not expect you to say all of those things. I didn't expect you to actually say all of those things, to admire me like that, it made me feel... I don't know. It made me feel like I did something wrong. Like, It was just like he caught me doing something that I'm not supposed to do, but instead of you punishing me, you're just so excited about it. And I just feel like, wow, this is a lot for me. You know, all those sweet words and I just went, "Oh my god." And I was thinking, "When will this be over?" And you know, I kept hearing you get prompt. It's like it seemed like you fell into your own little world or something. It was like, it was just me and you but like I can hear everybody and I'm aware of what's happening so I'm not totally lost.
And the wand is very interesting. It's like I felt it but I could not feel it because as I told you, the lips of my pussy covers my zone. So I'm feeling it on the outside but not on the inside. You know, it's nice, it just feels like it's massaging me. It just feels like, you know you knocking on the outside of the door and it's vibrating but inside is dying for it to come in. Yeah, that was it, you know. But when bitten on my body, that was really nice.
After I got pulled down from my torture, and I was sitting, I was just staring in space for like a good 10 minutes. And I think... I think maybe your pet... She started waving her hands and asking if I was okay because I was just staring like, "What the hell just happened?" Even the guy asked me if I was okay. And I'm like, "Yeah, fine." Like, my mind was just blank. I was just sitting there. I was there, but not to be there. I was just processing, but there wasn't anything going on. It was just like, I'm rebooting. In my head I said, if he only knows, if he only knows what's happening in my head right now, which is nothing, no thought process, nothing going on up there.
The night carried on until it came to an end and everyone was taking their leave. At this point, it was only the Royals BDSM Family and myself remaining inside the Dungeon. I didn't have the intention of saying anything to you or such, but you had asked about my experience, and then, I don't know what came in my head for me to tell you. But the words released from my lips where that, “I wanted a lot more aggression”. It was like, this sent you automatically into a state, as you surprised the hell out of me. Like, oh my god.
You grabbed me. You grabbed me by my throat, and my body on the inside was just not moving.
Wait, what?
What are you doing?
What are you doing?
I wanted to speak, but I couldn’t. I can’t talk. I thought I spoke, but I couldn’t. I am a softie 🙈. I tried to speak, but you turned me around and you spanked me so hard the noise covered my answer. Still gripping my throat, you then spun me around held me by my head and pushed me facing down and slapped my ass (I was so turned on especially when you slapped my ass), you then reach your hand underneath firmly gripping my pussy. I was just…. I don't know how to explain it, it was like I was becoming undone on the inside. You then slid my panties to the side and you're like “Oh, you're wet”. I was like, wait “I’m wet.. oh why, why is this happening, what is he gonna do?
Why did I say anything to you, oh my gosh! All these thoughts in my mind, but no words would come from my lips. And then the feeling of you taking my underwear off, I was just like, oh my god, wow! Where is my underwear going, why is he lifting me up? (I really thought that was it, The Red Room has ended, but not for me, as you spanned me around and lifted me up I was freaking out on the inside thinking why did I approach fire 🤣) You lifted me up with such ease as you place me to lay down. My pussy now wet, legs spread apart as you stood between my legs. You then secured my legs with the chains, and there I was, I was all yours.
You know when everything's happening in slow motion and you're trying to reach out and connect, that was me. And during all of this you were touching me. It was just like, something has my voice and, in my head, it's like, this is… this is… this is wow. This is just what I wanted, but the other side in my head is like, say something, do something, move! We’re just gonna sit here and watch him take control?
I went home that night with a smile on my face, with rewarding marks on my ass. If anyone sees my ass, they will think that I'm being abused, I thought to myself lol. Only if they knew. The next day at home after finishing up a shower when my mom walked in and there was my ass. She was like, turn around, turn around, there's something on your butt. I was just like “SHIT!”. Lucky, she just ended with “What’s that? are you sitting too long on a chair or something, what happened?” and then she went on her way. I was like okay great
I must say, the Inner circle of the private Community is truly more than a confession being read through a page. Their structure and discipline were admirable. As, while all are about their pleasure, you could see the respect of boundaries and confidentiality being upheld all while indulging in finest of their individual fantasies and pleasure. I am now very much a part of The Community, and I do not regret it one bit.
Thank you Sir.
I knew you were enjoying every bit of it as I watched you that night. I'm glad I get to see how much through your eyes. That after party sounds pretty awesome 😈😈