My First Time – Enter The Darkness by Destiny 1961

Writer: Destiny1961

Subject: My First Time – Enter The Darkness

Link: Email LS666 / 30.07.2022

Author Notes: I am writing two stories, one for someone on Fetlife that inspired me, who has an email basically named “Christ Killer”, and am going to forward after sending it to him and one am going to try and write in a different style. it will be kind of short as it is an actual happening about my first time, but with how I felt added so you may have to do an edit to help my style; as there will be times that I will be writing my thoughts — but not sure how to put that it is my thoughts.

My First Time – Enter The Darkness

I am putting myself out there as this is the story of my first time and how it brought the darkness into me. I was a small person all my life and was cursed with a servants heart. This is an account and not changing the names as it is what it is.

I am in my first year of high school and about five foot tall and maybe one hundred pound. Yes the size of a girl and even had long hair and feminine features. I even had some weird feelings due to being called a sissy and girly so much. I was also blessed with a great imagination and mind that was ready for programming. I was raised catholic but like many found a weird interest in the occult. I was always the smart kid nobody wanted and wished could be one of the cool kids.

I am friends with a guy named John who was also an outcast. He was in Junior High, but he knew a couple guys that were cool. I remember copping out of school at one point and we got beer and finally a cool kid. I even smoked weed with them and it was like my mind was starting to let the dark in. One day I met John at his school and we decided to skip school.

So we walk around and hit the local fast food joint, but we could not stay long, as we could get caught being truant. We go to the local park and it is Winter so it is cold. We get to a pond and there is a nerf football in the pond. John reached over and tried to get it and fell in. Being soaked we needed to figure out how to get him dry and his house was close.

His parents were not at home and his sister was in school. He said he would go and change his clothes. There was the sound of loud barking as the family had two nasty dogs locked up in one of the rooms.

It was still early and his mom had liquor — so we drank some — we started to joke about being horny as we sat on his bed. He leaned over and kind of guided me down and laid on top of me and started to grind against me as if we were having sex together.

It was the start. I felt something weird as he took a more dominant role with me as I lay beneath him. It felt good feeling his bulge against mine — it was as if I was the girl — before I knew it, we both exploded in our pants. It felt good, but now I had messy jeans. But it felt so good. I felt like his bitch. And to be honest — I liked it and was curious about my own feelings. We cleaned up and I went home. I kept thinking about it in some sort of feminine mindset. It was like something was guiding me.

About a week later we skipped again and he suggested his place, and again some liquor. Something was coming over me; as he was horny and I felt like I was too. He suggested doing it again and I told him maybe we should get naked, as we wouldn’t mess in our pants. I remember this weird feeling inside as I got naked to pleasure another boy. I sat on the bed as he got naked. I saw that his dick was hard with excitement. As he laid on top of me, my mind picturing him in my mouth and in my ass. Other sexual thoughts began to spring to my mind as he started to grind against me. I moaned as I felt his hard dick against mine; his slight body against my body; as we both began to fervently rub against each other.

I had masturbated many times and knew what semen felt like. He started to pick up the pace and push against me harder and harder —  almost as if trying to enter where there was no hole — then it was like I felt something in myself, in my spirit — It wanted him to cum as if we were his. The thought made me explode and not too long after he did. But we did not stop rubbing as we had the delicious mess between us.

A different type of excitement hit me. John got up and went to grab a towel and as he left the room. I found myself rubbing a finger in the mess and tasting it. I felt this chill and tingle in my ass. Something was taking me to a dark place as I started to wonder who I was … as felt like a horny girl. Thoughts in my mind of sexual things girls would do … like sucking him or more, but I knew this was nasty and a moral sin.

So we chilled for a few weeks and I found myself thinking about dark things and reading satanic things. I had a book of dark stuff and would think of serving the darkness. I saw about sodomy and stuff like that and saw things about transsexuals and all and thought coming to mind that maybe ,just maybe. But then I kept having dreams of Joh  on top of me and how it felt and wondered what it would feel like if?

It has  now been a few weeks and John asked if I was okay. In the meantime we had skipped and did some weed with his friend and I was feeling the wrong spirits guiding me. John asked if I wanted to have a drink at his place again and I knew what was on his place. But now my mind went to something new. I felt in order to truly please I must take him in. But how to approach it. So John put the dogs in the room and we he a drink and he made the suggestion again.

I made a reference to actual sex and he said something about that meaning penetration and he wasnt that way.I joked and said he had dogs and he said the oy way would be as he does the one the other sould be loose and rip me apart since they were nasty. Out of nowhere I offered him my body and he asked if I really wanted to do it. He gave me a few times to back out.Something was telling me it wanted him in me and it was some sort of demonic spirit. So one last way out as he said he had no lube. He said the only slick thing would be soap. I told him that was fine.

So I sat on the bed in some sort of spirit as he grabbed soap and felt something inside tell me we were a whore as we liked the other times and the only way was to fully submit. He came back and I lay on my belly as I felt his body on mine. I felt the head of his soapy dick touch my hole then push into me. The shock made me jump and moan as the combination of shock and slight pain of the soap  had me.

He told me he would stop but I urged him as I needed it and he slid back in and slowly took me. I was his little prostitute or whore. I had a mans sick inside me like a bitch and fucking me. There were dark spirits in that room as when he got deeper and quicker I moaned from being opened up  It was a mix of pain and pleasure and the moans turned him on.

Before long he was panting and breathing heavy as he was pounding into me like I was his. I was moaning and each time he pounded harder. I could heat his body slapping off my ass and I could picture girls in porn and I was that girl. The  the inner demon took over as I was grinding back against him forgetting who I was and wanting to be bred. Something inside told me to get his seed and then it happened. That time where a man pauses between deep shoves before shooting and he went deep.

I felt that inner door open and he shoved as I moaned. Then a moan from him as he paused and filled me. I did not feel him actually cum but it was like I felt a chill as what was inside was pleased. He lay there on top grinding in my sticky hole as a guy would his girl after and then realized and hopped off. All these emotions were hitting me as he said he was sorry, for one he forgot who was under him and two because he did not pull out.

I never said or showed it but wanted more and this demon inside was smirking and I knew it. I felt her tell me I was now hers and would never be the same. Again John went for a towel and this time I slid that finger into my wet hole, which felt like a used pussy and even tasted the cum. I felt a voice tell me go ahead as we have a long future together. I now realize I never ever squeezed it out after as I left with his seed still inside me growing.