[F][Masturbation][Anal] Young me discovering anal masturbation | 2016

Heyy everyone! <3

This story is about me. I was a younger girl in high school at the time. I was just getting around the age where I was sexually piqued. As my body developed, so did my interests in the sexual sphere of life. I spoke to friends of mine who would describe their sexual experiences. It wasn't that I was desperate to relate. I was desperate to find out more.

A bit less than a week before this story happens, I began masturbating. This came after many fantasies about both boys and girls, and the sexual acts known to me at the time. Primarily, I was a more submissive role in these fantasies. The boy/girl performing the act would often be pleasuring me for many, many minutes on end. Unfortunately, it took me quite some time to discover that I could enhance this experience via masturbation.

I looked up some wikiHow-style articles on the subject. I watched girls talk about it on YouTube, I read articles and even looked at a couple pictures (insane for me a few years ago). I'll write about my first vaginal masturbation at a later time. For now, I'd like to start with this story, because it was a whole different level. It was a much different experience.

The previous day, I hadn't been given much time to relax and play with myself. The next day, I had better luck. My parents, as usual on a Friday, were out with friends. They wouldn't be home until the earlier hours of the morning.

As a young, excited girl, anxious to explore myself, the idea of having the house to myself made me laugh out loud with joy. Upon arriving at home, I made sure that nobody was home. (Note that our house is isolated in trees and that the chances of anyone seeing me were nonexistent).

For your reading pleasure, here's a description of what I look like. I'm 5' 5". My skin is relatively pale. I wear bright red glossy lipstick. My hair is a beautiful shade of blue. I wear it long and well-combed. I've been complimented on my booty more than my boobs, and I would agree that my butt has more going for it, although my boobs are very fun to play with ;).

If you want a more visual idea of who I look like, there's a camgirl named Kati3kat that looks a lot like me. She may or may not be part of the reason my hair is now blue (don't tell my parents!).

Anyways, upon ensuring that the house was empty, I entered the living room and removed all of my clothing. All of it. Underwear, bra, shirt, pants, socks, and shoes. As an extraordinarily horny teenage girl, the thought of being fully nude in my house was fuel for masturbation in itself.

I ran into the kitchen, admiring the way my boobs freely swayed as I ran. I put on some music with my iPhone 6s (George Michael - Careless Whisper. Fight me.). I whipped up a little snack and headed into my living room.

I then realized that the entirety of my backyard was isolated. However, what motivated me, even more, was likely the idea of being caught. The thought of a neighbor spotting me sitting outside my home, completely nude, was an incredible thought.

As a direct, totally reasonable result, I went outside. It was a perfectly mild temperature. It was a little on the colder side. Yes, my nipples shriveled up. You wouldn't believe how interesting I found that. I played with them as I sat outside, eating my snack.

The hormones that led me to this situation led me to do several things. I comfortably spread my legs wide, allowing full view of my pussy to any potential onlookers. Accordingly, I then stood up and did a few things. To name a few, I twerked, I spread my butt cheeks, I farted, and rubbed my crotch against a metal rail. Silly younger me. We have so much in common.

My mind then begged the question "what does my pussy taste like?". To satiate my curiosity, I gave myself a sample. It was pretty yummy, looking back at it.

After a bit of play and some other antics, I walked back inside. If someone saw me, they obviously didn't intend to say anything. I still hope to this day that somebody saw me out there.

I walked past the kitchen, glancing at the cucumber that I may or may not have tried to fit into my pussy. I glanced at several other objects that would make good candidates for pleasuring me, including a banana, some plastic handles, and a comb. Not yet, I thought.

I proceeded to my room with my phone in hand. My mind was essentially repeating the question "what is the sluttiest thing I can do right now?". Nudes. My friends did it, so should I. It doesn't mean I have to show anyone (I did end up showing them. It wasn't sexual, it was a thing we did.).

Using the long mirror on my door, I took dozens of explicit photos. No part or feature of my body was left unexposed in that collection of photos. P.S. You will never know the feeling of showing your friends the photos to realize that there were a select few that you forgot that they COULD NOT see. Guess what? They saw them. Me tasting my panties? Exposed. My shriveled nips? Exposed. Me with a butt plug with a fox tail? Exposed (but that one was taken later).

I fucked around for a while after that. Contrary to my previous belief, I to let some people I knew in on the action that was my nudes. Not the girls I mentioned before, but guys (and a girl) who probably fapped to the pictures. The idea that they got off looking at my body has kept me horny to this day.

As the night drew on, I was only hornier. It was 9 o'clock when I decided to enter the bedroom of my older sister (27) in search of some toys for me to play with, and I don't mean Barbie dolls ;). Surely enough, a not-so-well-hidden drawer revealed that which I was seeking. I didn't know what any of them were, per se, but I got the idea. I only knew what to search for because my friends had talked about their personal toys.

In the drawer were dildos, butt plugs, vibrators, anal beads, lube, and one of those weird pussy-butthole 2-in-1 dildos. There were a few other accessories. There were handcuffs, a couple scarfs (maybe to cover the toys up? She didn't do a very good job...), and some other shit. I withdrew a little of each. With my hands full, I entered the bathroom.

Naturally, I cleaned each of the toys. I wasn't particularly grossed out by the idea of having dried pussy juice in my own pussy, but it was my sister, and that made it weird. I think. Keep in mind that anal was not on my mind at this point. That is until I figured out what the butt plugs were for. Embarrassingly enough, I had to ask a friend. She's my best friend, so it wasn't weird, but I didn't like having to ask her, nor did I like the fact that she probably knew that it went into my ass several minutes later. It was still strange thinking about the fact that my sister frequently inserted these into her asshole. I guess I found out where I get it from! ;)

I figured out the basic idea of what I had to do. I'd never put anything up my butt before, so this was completely new. One of my friends had briefly mentioned having her asshole fingered, and said it was like taking a poop, but I still couldn't imagine the feeling. That was the exciting part.

I turned my butt to face the mirror. I slowly, somewhat nervously bent over and opened up my cheeks. A dark-brown butthole revealed itself, contrasting my pale skin tone. I took pride in the well-colored asshole I sported. In addition to its beautiful shade, it carried an interesting appearance. With closer inspection, I noticed that it was relatively wide. It was a very, very tight pooper, but the darkly-colored portion was wide. It had lines that seemed to form a sort of asterisk. The hole itself was a collection of several flaps of skin, swirling over the entrance to my bowels. I couldn't help but fondle myself a bit on seeing it. I was proud of it. :)

I took the bottle of lubricant in my hands. I squirted waaay too much into the fingers of my right hand, distributing it to my left. I wiped the extra of the left hand all over the surface of my boobs, because why not? They looked nice and shiny. I nervously reached back and spread the lube over my crack as if I was wiping. I went over it several times, paying special attention to the cute little hole. I then slowly worked my index finger into it, introducing some lube into its interior. Even the sensation of my finger entering no more than half an inch was a strong one. It had me interested for sure.

I then lubricated the butt plug. This was it, I thought. I had never been instructed. I didn't know if this was dangerous or illegal or whatever, so I was panicking. That made it even better. I bent myself at the waist, looking back into the mirror, and slowly worked the plug into my butthole. As it entered, I felt the familiar sensation of taking a shit. The feeling of the muscle being forcefully opened instantly made me gasp and become wet. After a few minutes, I made it halfway in. The plug was about 4 inches long. As I continued, I worked it deeper, having to take it out several times. I noted that, when I would take it out, my pooper wouldn't completely shut. That terrified me, but I thought I was being self-destructive and didn't care. After a good amount of time over five minutes, the plug resided in my butt. I turned around and grabbed the 2-in-1 toy, exploring it a bit. It took me quite some time to figure out what its function was.

I exited the bathroom with the plug up my ass. On top of being nude, this added a whole new layer to my slutty whore factor. I LOVED IT. After a small time, I reentered the bathroom with the plug still deep in my bowels. I decided to take it out and play with a new toy. Attempting to shit it out didn't work very well. I acquired a firm grasp on the rim, along with some pressure, and was able to remove it. I took a good look at my butthole. I could see the pink-red interior of my shithole.

I imagined that my asshole was being rimmed in that moment. It was a girl. The one I'd sent my nudes to. I wanted so badly for her to be behind me, tasting my asshole with her soft, warm tongue. I wanted my asshole to be fucked to its maximum width and tasted in its entirety by her. I'd never had thoughts like this. I felt so dirty. I was shaking from nerves at this point.

I then inserted a larger dildo on a similar process. It was a good inch and a half wide. I propped it on the edge of the countertop, rearing myself into it. It slid in a couple of inches. In pain yet turned on by said pain, I forced myself into it. Upon applying some force, the entirety of the dildo's 6 inches entered my pooper. I yelled in pain. It burned. It hurt a LOT. I was probably bleeding. It felt INCREDIBLE. I slowly crawled forward, riding it, and rearing myself back in. A sloppy noise began to occur after a minute or so of this. My anus began to open to accommodate the presence. Dismounting the dildo, I had another look at my asshole. It was even wider. It was almost pornstar-wide, but I didn't think about that at the time. I didn't know if this was normal or okay. I hardly had any idea. I still didn't care.

I considered giving the toys a taste but decided to hold off. I wasn't that much of a slut. This was already far past my supposed boundaries. Instead, I deposited the toys back into my sister's drawer, save for the butt plug. No, I didn't clean the dildo, because fuck her (She's a bitttttch).

That was the last of my anal pleasuring for that evening, but not even remotely the last for the next several days, months, and years. I sat down on the toilet, relieving a massive amount of air from my butt. It was a weird feeling, but it actually felt realllly good (as weird as it sounds). As I thought, there was no shit, it just felt like it. So, if you've ever wondered what anal is like, there's your answer.

Thanks for reading! If you have any questions, wanna chat/RP, or anything, let me know! Thanks! xoxo

PS A few FAQs No, I haven't done anything sexual with my sister, other than a prank where I licked her ass but this was pretty innocent and fun. I still definitely masturbate anally and love it just as much as my pussy loves vaginal masturbation. I've had a couple of sexual run-ins with the girl I sent the pictures to, as well as my best friend. I'll write about them later, but I'll give a few details if you ask

See you later!!