From the start I was a sissy.

Hello! How are you? I'm new around here. I'll tell you my story.


I'm Nico, 35 years old, and I'm a sissy. I love wearing sexy women's clothing, lingerie, stockings, tight dresses, minis, I don't know, the whole combo.

While I was deciding to write these lines, I thought about when I started being one. Then some images came to my mind from when I was a kid. My parents worked all day and I would be taken care of by a maid who, in general, didn't pay much attention to me because she had other tasks to do. For a while, I would take advantage of the fact that the woman was busy doing something else and go straight to my mother's underwear drawer, pick out a few pieces, and lock myself in the bathroom for hours. I would try on different outfits, corsets, bodices, some other things, and pose and look at myself in the mirror for a long time. Now that I'm thinking about it again, I imagine that the woman who was around back then wouldn't be indifferent to this. Would she notice? Probably yes, but good, at that moment I was convinced she wouldn't.

When I entered adolescence, that spirit died out in me. During all that period and until I was around 20, nothing like this crossed my mind. I dedicated myself to watching heterosexual porn and jacking off a lot. At that time, I blocked out all my essence. In fact, I had several girlfriends and my first sexual experiences.

Until I was 28, after breaking up with a girlfriend and being single again, I discovered this page and the Sissy Captions. A sudden flashback came back to me. I connected with the desire to wear sexy clothes and see myself as a goddess, slut.

I went through several lingerie stores, suffering from immense shame, and bought my first thongs and stockings with garters. By then, I had the opportunity to take pictures of myself. I sent a high-quality book full of hot stuff.

Over time, I discovered sissy hypnosis and the fact that seeing a cutie being dominated in sequence, with Britney Spears music playing in the background, was sending a message about being deeper in my brain. I had to be like those girls, submissive, used.

It resulted that by browsing I created a profile on a dating site where it was possible to have an identity as a crossdresser. So I talked to many guys, who were captivated by how hot they looked in my photos and wanted a piece of me. However, I didn't get too excited about their minds. I wanted a well-built man with a good brain, or at least some functioning neurons. I wanted someone morbid who wouldn't stop until he drove me crazy. It cost me a lot to find him, years. But I was patient. I went back and forth on the site in my intensity until Juan appeared. A married guy who was almost 20 years older than me but had an infinitely incredible mind. After chatting with over a hundred guys, going forward and backward in intentions or possibility of concrete action, one time found me decisive and, luckily, I crossed paths with him. A type that interested in me, took the time to chat with me and discover what moved me to be in these situations, and made me feel convinced that all my morbidities would blow my head off with him, making it real.

I got excited and decided to make it happen with him. Let him get started.

He left it clear in the last chat on the site that from now on we would refer to me as female. So I stopped being Nico and started being Anto.

We had agreed to meet at a quiet corner of a neutral neighborhood at 9 am. I had lied to work that I felt bad and wouldn't be there all day. I didn't know how much the event could handle, so I didn't want to be the one who made things go wrong. I didn't know what situation Juan was in and wasn't going to ask. I was going to be the girlfriend of a married man, full on.

I saw the car approaching that I had identified as him from his description In the chat and I felt like my heart wanted to escape through my throat. I had the urge to turn around and run away, avoiding that whole situation of finding myself face-to-face, dressed as a boy, with him who had taken out my most slutty side behind a screen. I no longer had the screen protecting me, I was exposed. I was carrying a backpack full of lingerie and porn. The car came up to where I was waiting and didn't give me time to decide whether to run. Opening the door of that car and getting in there was like entering a portal where I would live as another version of myself somewhere in the multiverse.

- Hi Anto, how are you? - he greeted elegantly -

My legs trembled at the same time as I leaned my Booty on the seat and a mixture of new car aroma and strong perfume from a successful man penetrated my nose.

Nerves were giving way to heat.

- Hi, Juan. Here. haha. - I replied full of nerves -

- Yes, we're here. Luckily. Relax, it's going to be great - he told me as he leaned his hand on my thigh, squeezing it with just the right firmness not to go overboard.

Now what was trembling was my pussy.

The trip to the hotel lasted something like 5 to 10 minutes. Juan took care of making it not feel like an eternity with his relaxed conversation, making me relax and understand that there was nothing wrong with what I was doing, despite having felt terrified just a moment before.

When we arrived at reception, the guy took care of everything without exposing me in the slightest. He worried about making me feel cared for and confident.

He parked in the garage and waited in the car until the gate closed, so no one could see us.

- After you, ma'am - he said pointing to the room door -

- Thank you, sir - I said putting on my best slutty voice -

I grabbed my backpack and got out of the car, heading straight for the new portal I had to cross, the one that let in the room where I was going to be deflowered.
- I'm going to the bathroom and I'll be right back - I said, anxious to get Nico's clothes off and throw all my lingerie upstairs -.
- Go quietly. Take your time. I'll be waiting for you here - he said, giving me tranquility, for the umpteenth time in 30 minutes -.
I entered the bathroom, turned on the light, closed the door, quickly opened my backpack and threw everything out onto the floor.
I took off my clothes and looked at myself in the mirror. I posed facing forward, and then turned around to see myself from behind. I had depilated everywhere for the occasion, and I felt proud of how I looked.
I put on a black body that fit me well and even seemed to make me look like Lolita, which amused me. From behind, it was well-placed in my tiny ass, exposing my stopped-up nipples born in the gym. On top of that, I put on some shiny stockings that simulated a thong that gave an extra sensuality to the outfit.
I put a handkerchief around my neck because I felt like it made me look more feminine, and that Juan would like it.
To complete the outfit, I put on some logging boots, which from the shoes I had, were the ones that could most resemble a slut's.
I did a quick outline, a bit of blush and painted my lips with a furious red, as if to leave a whole cock marked with rouge. I completed my aesthetic with cheap glasses I had bought on the street, without any magnification, which left my face less masculine.
From the start I was a sissy.

slutTake a step back, I looked at myself in the mirror and recognized Anto in it. It only lacked taking her out there.

I left the bathroom with some timidity, as if not wanting to make too much noise. Juan was already naked, sitting on the edge of the bed, with his back against it. I gave him a fleeting glance and recognized a body that, despite having been used several times, remained in shape and I appreciated that. But my eyes immediately went to his cock, which was sleeping in one of his hands. What a treat!

He still hadn't realized he had come out of the bathroom, and I wanted to be seen, I wanted to be recognized.

- Hello, daddy - I said as I left, with the sweetest, most submissive voice that could come out.



Leave many little dots and comments if you want me to keep telling the story. Kisses.

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