Caged and humiliated

I don't like men, but that doesn't mean I can't have fun with them in my own way. After all, people understand each other by talking, right?

I've been chatting on and off for a few weeks now with a guy who's a bit younger than me: 27 years old, metrosexual, 1.70m tall, gym-addicted and obsessed with his work. Even though I'm a lesbian, I have eyes on my face: the guy has a spectacular body, with all the muscles perfectly defined in a very harmonious way. He also has very pretty blue eyes and, damn, his teeth are perfect... but the guy has a major problem: his teeth are incredibly small. We've talked a lot about his complex and, above all, about his fantasies. He's a virgin. Every time he's tried to have sex with a woman, they've been scared when they saw his cock and even laughed at him. That's how he discovered that he loves being humiliated for having a small one... and what can I say, being able to humiliate a man turns me on for some strange reason.

I already warned you that I am not a typical woman. I remember perfectly how I said it to C:

H: I'm taller than you, I have short hair... I would even say that my dick is bigger than yours, hahahahaha .

And he, far from being offended, responded in an interesting way, using humor and humiliating himself a little:

C: Hahahahaha . It's not very difficult for your dick to be bigger than mine.

The truth is, I always joke with my friends and say that I'm a walking lesbian stereotype. Tall, thin, short hair, and I have a pretty masculine style when it comes to dressing. And it's not like I have a princess-like attitude either. The truth is that since I became a more masculine woman, I stopped attracting 99.9% of men and attracting more women, so I can't complain because that's exactly what I wanted to achieve... but that's a different story.

C and I had agreed to meet that weekend, on Saturday, to have a few beers and see if there was any chemistry . Yes, I know it sounds strange for a lesbian to say something like that, but if by now you haven't realized how weird I am, it's not my fault. Anyway, Saturday came. I put on my leather jacket, black t-shirt, tight black pants and my leather boots (which added a few centimeters to me and made me almost 1.80m tall). I don't wear a bag; I like to be comfortable, feel free and be as practical as possible. I'm lucky to have a girl's face, despite my 32 years, and I don't need or like makeup, so I'm ready in 15 minutes at most; and, of course, I'm extremely punctual; for me, arriving at the agreed time is arriving late.

It was 9:00 p.m. when I saw him come through the door of the bar. A bit shy, unsure, looking for me everywhere. Although he hadn't seen my face yet, I had given him a fairly detailed description of what I was like and what I was going to wear. Besides, I already knew what he was like. I don't do anything at random; I like my relationships to be asymmetrical even in those small details that seem insignificant. Also, I'm not much into taking photos or being an exhibitionist: I prefer to observe.

H: No wonder you don't fuck, are you really coming dressed like that for a first date?

C: Damn, you're going straight for the jugular and I just sat down.

H: Well, that's what you came here for, and I don't like to beat around the bush.

C: I see, I see.

I could see him blushing. He didn't even dare to give me two kisses to say hello. I made it very clear that if he made a move that I considered strange, I would kick him in the balls without thinking twice; so he acted very prudently and respectfully.

H: Have you brought what I ordered you?

C: Yes, I have it in the car, do you want to see it?

H: No, I trust you. It wouldn't be very smart of you to lie to me.

Little by little, we both relaxed. We talked about life, work, our past, future plans, hobbies… the usual stuff. But the more we talked, the closer the moment of truth came. And so it happened: he paid the bill and we walked straight to his car, first so he could prove to me that he had brought what I had ordered, and then to go to a place I had rented. A few days earlier I had sent him a package, warning him that he could not open it, as it was a surprise. I noticed a certain nervousness in him about this detail, but I was sure he would love it. During the car ride, neither of us said anything; he was probably thinking about everything that was going to happen, while I enjoyed the silence, a silence that clearly played in my favor.

We arrived at the place, which wasn't very big but was well kept: it had a sofa, a small table, a television, a bathroom and a bed... it wasn't much, but it was more than enough. I sat down on the sofa and, when he started to sit down, I stopped him:

H: I didn't tell you to sit down.

C: Okay, sorry.

H: You have to understand that you are in my world now, and in my world everything happens the way I want, when and how I want. Do you understand?

C: Yes.

H: Yeah, what?

C: Yes, Ama.

H: That's it. Treat me properly if you don't want me to slap you in the face.

There were a few seconds of silence.

H: Get naked.

He obeyed and began to take off his clothes little by little: first his coat, then his sweater, and finally his T-shirt, finally revealing his torso.

H: Keep going, why are you stopping?

C: Yes, Ama.

I knew why he had stopped. Soon, he would not be able to hide what embarrassed him the most. He took off his shoes, his socks, his pants… and was left only with a pair of black boxers that already revealed what was the most disappointing part of that statuesque body. After a few moments of hesitation, he took them off. He was half-hard and yet his cock was very small. Smaller than I had imagined at first. I couldn't help but laugh: first it was a laugh that I tried to control without success, then it gave way to uncontrollable laughter that made tears fall from my eyes.

H: God. Look, I don't expect anything from men, and yet you've managed to disappoint me.

I stood up to get closer and look at him better.

H: I was right in the end. My dick is way bigger than yours. You should be ashamed of yourself.

I walked over to the table, opened the package I had sent him days before, with all the toys we were going to use inside, and pulled out an 18cm dildo. I showed it to him, then brought it close to his cock.

H: Comparisons are odious. Your cock is ridiculous. You can't give any woman pleasure with this useless and absurd cock.

C: Sorry, Ama.

H: Do you want to give me pleasure?

C: Yes, Ama.

Without wasting any time, I went straight to the box I had sent him days before. Inside, among other things, was the chastity cage. In one of our chat conversations, he had mentioned that it excited him, even though it was more of a fantasy than something real, since he had never tried it and thought it wouldn't be something that would give him much play. But I wanted to show him that it can give a lot of play in the right hands, even though today was only going to be a first contact.

I took out the cage and showed it to him as well. He looked surprised; I imagine he had been thinking for days about what that box could contain, and he never for a second imagined that this was it. Without saying anything else, I placed it in front of him.

H: Look, that makes your little dick look a little bigger. I'm doing you a favor and everything.

I laughed again, but this time I held back.

H: Now fuck me.

C's face was a picture of beauty. His eyes widened at my words, and his face lit up, thinking that he was finally going to make his debut and lose his virginity. But as soon as he noticed his caged cock, the confusion became evident.

H: What's wrong? Obey.

C: Yes, Ama.

C tried to fuck me with his caged cock, but to no avail. It was pretty obvious to me from the start that I wasn't going to be able to do anything with the chastity cage on. I was just playing at frustrating him and it seemed to be working, which I found very amusing. After a few awkward minutes for both of us, I ordered him to stop.

H: I give up on you. You're good for nothing.

C: Fuck, it's impossible to fuck you with this shit on.

The moment his words left his mouth, I slapped him. He stared at me, as if he didn't understand what had just happened, and he knelt before me without me needing to say anything.

C: Sorry, Ama.

H: I gave you a gift, and this is how you thank me?

C: I don't deserve you, Ama.

H: Shut up, I don't want to hear any more nonsense. Now I'll show you what a real cock is and how to use it.

C remained on his knees. I took advantage of that moment to undress and get comfortable, I could see how C kept looking at me from the floor. I approached the table and took out the strap . I knew I didn't need to explain what was going to happen now. I put on the strap with the dildo and grabbed the lubricant I had brought for this occasion.

H: Go to bed, get on all fours.

C complied, though this time I could sense more insecurity in him. It was normal: we both knew he could stop at any time using the safe word we had agreed upon; we had talked about limits and what we were willing to do and what we were willing to try. The truth is that C was handling it much better than I expected, which made me feel proud. His position was not easy: unable to fuck me, unable to give me pleasure, unable to do anything. C was a zero. He gave in to the only way he had to satisfy me in any way: letting me break his ass.

I positioned myself behind him, while I put lube on his ass and on the dildo. He had already explored on his own, he was quite open-minded and playing with his ass was something that he enjoyed quite a bit, and that made me feel much more confident about what I was going to do at that moment.

I started to penetrate him, slowly, very slowly. First to make sure it wouldn't be too uncomfortable for him, and secondly, so he could feel every detail. I wanted to prolong the sensations as much as possible – it's one of my obsessions, to make time stretch or stop. AC seemed like an eternity until those 18 cm were completely inside him. I could feel it: centimetre by centimetre, pleasure and pain; and his ass, completely open for and by me.

I stayed with it all the way in for a few seconds, then I started to slide it in gently, pulling it out almost all the way and then starting again. I repeated the process several times until I noticed that C felt more comfortable; so, when I pulled it out, I started to do it only halfway, not wanting to take it out completely, and then suddenly I pushed it in all at once and faster and faster. Little by little, the gentleness of the beginning faded and my thrusting became aggressive and almost primitive, without any kind of mercy. At first C held back, but soon he started to moan without being able to control himself at all.

I ordered him to turn around and, after releasing him from the cage, I penetrated him again, this time all the way, with both of us face to face. With one hand I held the back of his neck to tilt him slightly.

H: Watch me fuck you. Watch and learn.

I said this in a broken voice, without stopping my thrust. C kept watching how the dildo went in and out of his ass, and between moans, he gave himself completely. He had even started to masturbate while I fucked him, something I didn't stop him from doing.

H: Open your mouth.

I spat on him and made him swallow my saliva, then slapped him.

H: I wish you were a woman. Then you could be my whore.

C: I'm your whore.

I loved that he said that and it made me smile. Shortly after, C came and was completely defeated; I had come several times while fucking him, but I was still hungry for more.

I took off the strap-on. Phew. I was completely drenched in sweat. I walked over to the table and pulled out a black mask. I liked this mask because it only had a hole for the mouth, the rest, nothing. So now I had deprived him of his sight, which made me feel much more comfortable. I turned off some lights to make the atmosphere dimmer.

I walked over to the bed and lay down.

H: There is still something you can do for me and show me that you are good for something.

C: Whatever you wish, Mistress.

I grabbed one of his hands and led it to my pussy. I didn't need to say anything else, because he immediately understood what his mission was. He smiled as he touched my pussy, feeling useful for the first time in his life. Despite his initial clumsiness, educating and correcting him was very easy and he didn't do it badly at all, he was interested in giving me pleasure. However... it wasn't enough. I really wanted him to eat my pussy. The mask and the dim lighting made it easy for me to imagine what I wanted, and I went from seeing him as a man to seeing him as an object. I guided his mouth to my pussy. I like having my pussy eaten slowly, and I revel in the sensations. After all, this is my moment. It makes me feel like a goddess. It didn't take long for me to start writhing in his mouth, asking for a little more, wanting to feel his tongue a little more, right there. I started to move slightly, he let me do it, understanding that I knew better than him what he needed at that moment.

Suddenly, he did something I wasn’t expecting: his tongue went down a little further and he started eating my ass too. Wow, what a surprise! This guy is a fast learner. He ate my ass and pussy with total devotion; he even started penetrating me with his tongue and licking the entrance to my vagina, something that drove me crazy. He inserted a finger while continuing to play with his tongue, but he realized that one finger wasn’t going to be enough, so he inserted two and then three while with his other hand he played with one of my nipples… until suddenly, the first orgasm came – fast and fleeting – and, a few seconds later, the second, which made my whole body tremble.

I was completely relaxed. He lay still between my legs, waiting. I removed his mask and let him rest in that position while I stroked his hair.

H: You know, you're not completely useless after all.