Best Friend to Master

This is the first time I try to write, so any kind of advice is welcome, also as a little spoiler this story probably gonna get into some trans/sissy story. English isnt my first language so if the writing feel rigid gonna work on that

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It all started one afternoon during vacation, when my friend Andre went from being my best friend to becoming my master.

To give a bit of context, I'm 21 years old, around 1.64m tall, quite slender, with dark brown hair that was shoulder-length at the time. I've always been a bit feminine, never been with another guy but always saw it as an option, and secretly enjoyed cross-dressing in my roommate's clothes. There's something about submission that attracts me, and of course, I've always fantasized about someone dominating me and treating me like the bitch I have inside, although I never thought it would go beyond fantasy -- the kind everyone has but never acts upon.

We were enjoying the last days of vacation, so we took a day to go to a sort of cabin with a pool that belonged to a friend. There were seven of us in total, but the only relevant friend here is Andre. Let me describe him a bit: he's 24, stands at 1.90m, has short hair, and although not muscular, he's the type who exercises regularly to stay healthy and is quite handsome. He's somewhat introverted, so of all people I know, he was the last one I expected to experience what we did.

Initially, we didn't plan to go into the pool, so none of us brought suitable clothes for that. But after a few drinks, we decided to jump in, so we all ended up in our underwear. Consequently, when it was time to change into dry clothes, everyone removed their underwear along with their wet clothes. In other words, I was in shorts with nothing underneath. After a while, we decided to call it a night, dividing into three rooms, and I ended up sharing a room with Andre. The room was of regular size but had only a single bed, so we had to sleep close together. Without much talk, we lay down, and since it was a bit warm, I decided to take off my shirt, and so did he. Since neither of us had pajamas, we just turned off the lights and lay down.

Something interesting about me is that I always sleep facing the same direction -- to my left. It turns out he had the same habit, so he ended up behind me and quite close, because no matter how thin we were, the bed felt small, and we ended up spooning.

I don't know if it was the alcohol, but because of our position, I started fantasizing about him taking me hard while calling me his bitch. Suddenly, I was erect, but everything stayed in my head until he moved a bit, and his crotch pressed against my backside. Remember, neither of us was wearing underwear, so I could feel his semi-erect penis perfectly. I was about to explode, so being a bit more direct, I leaned back a bit, basically rubbing his penis with my buttocks. Doing that, I felt our breaths quicken as I felt him grow; he felt enormous. Suddenly, he placed his hand on my penis and began to gently massage it while kissing my neck. I couldn't believe what was happening, and I was so turned on that I decided to turn a bit, which allowed me to kiss him.

I felt his hand start to pull down my shorts and massage my buttocks, but before anything else happened, I told him that I wanted to continue, but there couldn't be penetration because I wasn't prepared (if you know what I mean). So, he whispered to me so as not to wake anyone else, "That's okay, but you have to help me get rid of this erection."

"Can I help you with my mouth?" I replied.

"Get on your knees and ask properly," he said.

When I heard that, I felt like I could come just from the heat of the moment. Maybe watching so much sissy porn had taught me a few things.

"Can I suck your dick, sir?"

"better," he said.

So, I started unbuttoning his pants, almost maintaining eye contact since there was enough light from the hallway to see his eyes. When I finally saw it in front of me, it felt enormous; my 15cm penis was nothing compared to it, probably around 24cm. First, I started by licking the tip a bit before gradually taking it all into my mouth. At first, it took me a while to get used to it until he told me how to avoid my teeth bothering him, and suddenly, I found the trick, and nothing stopped me. I was in ecstasy, feeling so good pleasing him that I slowly started to touch myself too. Suddenly, he grabbed my hair and, with a small ponytail, began to control the rhythm. This caught me off guard, and I felt so good with him in control. The smell, the sound, the taste -- everything was intoxicating, and my heart couldn't beat any faster. Suddenly, I felt him come in my mouth, and although I choked a bit, the sensation of having his semen in my mouth made me come immediately.

"Let me see," he said.

So, without thinking twice, I opened my mouth to show him I had it all.

"Swallow it."

And while looking into his eyes, I swallowed with a big smile.

Once we finished and settled back down, we talked about what happened. I confessed that I had always wanted to experiment with various fantasies, embracing my more submissive and feminine side. It turned out he was addicted to BDSM and had been looking for a submissive person on forums to train his way. Suddenly, I found exactly what I was looking for, but the story of my first time as a sissy will have to wait.