My Best Mistake

My Best Mistake

by Rachael DMM

It was almost at the end of my senior year of high school, no one asked me to the prom, I was still a virgin, and I was hella horny. I started out just taking a few pics to put on my Facebook page, then I went a little further. Before I knew it I was naked and taking pictures of my own pussy. I'd shaved it earlier that morning. Shaving my pussy always makes me ridiculously horny.

I checked out the pictures I had taken. Most of them were horrible, but some of them turned me on. I know you're probably thinking I'm beyond weird for getting turned on by looking at my own naked body, but I couldn't help it. That's when I started thinking about my older brother.

I realized how much I missed him since he left for college the year before. We were only fifteen months apart in age, and I'm embarrassed to admit it but ever since around the time I hit puberty I've had a freaky kind of attraction for him. I know it's gross, and I never admitted it to anyone, but I thought about him "in that way" all the time. Even though he was mean to me a lot, he was cool and good-looking. One of the popular kids at school - unlike his younger sister (me). I would always find ways to annoy him by taking his stuff and basically forcing him to wrestle me to get what he wanted back from me. I don't think he had any idea how wet that made my pussy when he'd pin me down and threaten to do stuff to hurt me if I didn't give him what he wanted.

So there I was, looking at my naked pictures after I'd transferred them to my laptop. I confess that I might have been playing with myself a little as I looked at them. I know that I'm no beauty queen, but I do think I have a pretty hot bod. I love my firm tits and big, soft nipples. I heard that some girls don't like having big labia lips and that they have surgery to get rid of them, but I love my pussy lips. They're not ginormous, or anything, but when I stretch them out they're pretty big. I was so horny, and I was missing my brother being around, and I guess I wasn't really thinking straight.

I opened an email, selected his name from my address book, attached this picture, and typed "Thinking of you, my sexy big brother. Love, Your Li'l Sis.' I wasn't really going to send it, but it made me super horny to act like I would actually do something that insanely crazy. The second I clicked "Send" my whole world suddenly didn't seem real anymore. I instantly tried to cancel it, but it was too late. Oh fuck. What did I just do?

Even though I was out of my mind freaked, I was also somehow suddenly wetter than I've ever been I my whole life. I was so stupid I wanted to cry, but I couldn't because I was rubbing my pussy so fast that it felt too good to deal with reality right at that moment. I clamped my mouth shut so my parents wouldn't hear and had an orgasm that made me see colors that I don't even think existed. The second the cloud cleared from my brain, I got a bad feeling in the pit of my stomach.

What was he going to think of me when he saw that picture? What if he told my parents? My God, this was the most stupidest, most embarrassing thing I'd ever done in my life. I was dead. Beyond dead. Life ruined. I'd have to move to another country and change my name. Then I got a reply.

"WTF, Sis? U drunk? Either way, sexiest thing I've ever seen. Whodathunk my little sister had such a fuckable pussy? I'm coming home this weekend, we should talk."

I was scared out of my head, but I kept reading "fuckable pussy" over and over again until I made myself cum a second time. I didn't respond to his email and I wanted to pretend that it would all go away like it never happened. I must have masturbated a hundred times in the four days between then and the weekend. My brother showed up "unexpectedly" just like he said he would.

He didn't say anything about the picture at first, but as soon as Mom and Dad were out of the house, and it was just me and him alone, he came and found me.

"So, about that picture..."

I wanted to curl up and die right there on the spot. I couldn't even speak. My mind was going crazy trying to think of a good excuse to explain what I did, but before I could say anything he grabbed me and kissed me. I'd kissed Billy P. in the 8th grade, but this was my first "real" kiss with tongue and everything. It was weird and creepy and also the greatest kiss I could ever wish for.

My brother's hands went all over my body, squeezing my ass and my tits. I knew I should have told him to stop and pushed him away, but I wanted it. I wanted it so bad. When his hands went down between my legs and he grabbed my pussy through my jeans I knew there was no way I would be able to resist him. It was what I'd been secretly fantasizing about for almost five years.

He stopped and looked at me. My brother's look asked if what he was doing was okay. I just nodded, and he squeezed my cunt harder. It was really going to happen. The rest was all kind of a blur for me. We both knew our parents could be home any minute, and neither of us wanted to go slow. He pulled my clothes off, and I pulled his off. It was close to what our wrestling matches were like when I would annoy him, but way better. My brother pinned me against the wall and I could feel his hard cock pressing against my belly. It seemed impossible, but it was definitely going down.

Somehow we ended up on the floor with him on top of me. The hardwood was cold against my back at first but I didn't even care. We kissed like passionate lovers. I could feel the tip of his cock poking down around my pussy. His hands and mouth seemed to be all over me at the same time. I was insanely turned on and it seemed like I couldn't get enough of him all at once. Then it happened.

A stab of pain shot through me like white-hot fire. He was inside me. Tears filled my eyes, but not because I was upset or sad. Too many emotions were going on at the same time. Then he pulled his cock back and slid it into me again and filled me up inside. This time I felt it. And it felt good.

I grabbed onto my brother with my arms and legs and let him take me. I didn't care about anything or anyone except him and me at that exact moment. My brother was actually fucking me. His cock was for real in my cunt. I wasn't a virgin anymore. He thought I was sexy. He totally wanted to fuck me. My own brother wanted to fuck my pussy. I'd never felt happier or more loved before in my whole life.

Okay, so maybe I am some kind of weirdo or completely abnormal because I lost my virginity to my own brother and because I liked having sex with him more than I wanted to do it with any other guy I knew in my school. But even though that makes me a freak, I don't care. That first time he shot his cum inside of me was the first time I felt like a real woman. I know I'm still a stupid kid and all, but I'm a whole different person after that first time. I'm a whole better person. I decided to go to the same college as my brother, and he promised that we'll be able to fuck whenever I want and as much as I want - which is my perfect definition of awesome.

"Accidentally" sending that naked picture of my tits and cunt to my brother was the best mistake I ever made.

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