Many years ago when I was growing up, every Thursday nights were designated to a night in which my family would participate in some form of group activity ever since I was a child. It could be something as simple as going to the movies, heading out to eat at a nice restaurant, or even a local sporting event or concert. This time around it was decided that we would partake in bowling for the next few weeks in an impromptu league. It seemed ideal for the rest of my extremely close, yet oddly competitive family. When we started, I pretended to like the sport, but I secretly detested every second of it. A first for me, as I have always enjoyed whatever happenings all of us chose to indulge ourselves in. I would soon be twenty one and my interests started to wane towards matters away from these childish activities. My attention was more fixated on grown-up things like independence, partying, and most importantly, sexual endeavors.
Before too long I had figured out a bevy of different ways to exclude myself from attending bowling night. Mom Dad and Cheryl, my twin sister, bought every excuse without question. Personally, I just preferred staying at home while everyone else was gone for the night and entertaining myself. Of course, the ways I kept myself entertained were always less than pure and far from innocent. I could finally be alone to succumb to my own sinister whims.
On one particular night, I was feeling a bit more naughty than usual. I decided to creep into my sister's room to explore her territory again. We were both unnaturally close being twins so there wasn't too much we kept hidden from each other. The venture almost seemed pointless, but I carried on the exploration. My trek soon found me in her dresser where I knew she kept her intimates. Curiosity soon had me rifling through all of her silky under-things. She always had so much pretty stuff to wear. I was nearly tempted to try a few articles on just to see what it felt like. As far as I can remember, I've always had an oddly strong feminine side and often wondered what I would be like if I was an actual female twin to my sister.
Just then, I had come across some of my sister's darker pantyhose and couldn't resist slipping my hand and forearm deep inside one of them. She did after all, had the most gorgeous and shapely dancer's legs I had ever seen. I knew they were my own flesh and blood but every time her or Mom wore any type of hosiery or a short dress, I was instantly mesmerized by their long, silky, nylon-encased gams. I began to dive further into the drawer and found more seductive lacy bras, panties, and a few things I wasn't sure were still even clothing. I started to fondle a few of the silky bra cups and they felt wonderful. My Sis didn't have the biggest breasts in the world. They were really not the first thing you would notice about her, but they seem to fit her body in proportion quite nicely. She was thin like me with a slight build but much more toned.
As I continued to dig I heard something heavy hit the back of the drawer with a low thud. I grabbed the object and pulled it out causing a slight cascade of nylons and panties to tumble forth. I couldn't believe what I was holding. It was long, translucent, purple, and shaped just like a penis. It was smooth, about an inch and a half in diameter and just over a foot long. It was pretty evident what this thing was. I just held it and stared at it like I had just pulled the sword from the stone. It was fairly solid and had a certain balance as well as an impressive heft to it's construction. It was a magnificent object to behold.
"That little shit." I muttered aloud.
I couldn't believe my sweet and innocent sister would have such a thing in her possession. I was also stunned she kept this a secret from me. Not that this should be common knowledge between siblings, but definitely conversation worthy. The both of us would always discuss every detail about who ever we were dating at the time. The two of us were practically virgins and were always less than candid in our individual sexual experiences since day one. I knew the two of us haven't been seeing anyone for over two years now but I never imagined she would resort to one of these. Upon closer examination I discovered a few small buttons located at the base of the object. I pushed the larger of the two and the device had sprung to life. As I held onto it, it began to shake my hand and arm almost uncontrollably and I nearly dropped it. The purple device vibrated in a tight powerful rhythm with a faint steady hum. The more I held it and tried to control it, the more curious I became. The urge to do something with it in some form was overwhelming and I couldn't resist it's hypnotic allure.
Something in my head snapped and caused me to race to my room and grab a small bottle of fluid I used as a personal lubricant from time to time. In the past, I have admittedly enjoyed inserting a few random things into my rectum now and then. The feeling was always wonderful and it always did gave masturbation a little extra something. Sometimes it was finger, small bottles, or the occasional vegetable, but this was going to be the root-cause of a whole other world of erotic sensation. I went back into my sister's room and flung my shorts off and across the room. Although I had the entire night to my self I was still quivering in great anticipation to get the purple alien inside of me. I sat naked in the middle of her bed facing the headboard so I had something to hold on to. With a few squirts of the lube on two of my fingers I smeared the goop across my anus. Taking a deep breath I poised the toy at my opening and slowly pushed it in my puckered drippy hole a few inches deep.
With my other hand I managed to hit the large button like before, and once again the object began to shake. The feeling was indescribable! Sliding it further inside myself just made the sensation that much better. When I inserted it deeper, my finger must have hit the other smaller button making the toy squirm even more intensely. My entire lower body felt as if it were being shaken apart. I have never felt any sensation like this in my life. I could somehow still hear the thing whirring from inside my own body and I fell into it's undulating rhythm. In seconds, I found myself mastering the combination of buttons to really make the thing dance and send me into a state of pure anal bliss. The large purple phallus was clearly milking my prostate and pre-cum was oozing from my hardened shaft. I didn't even realize that the contraption was almost entirely engulfed by my greedy anus. It felt like my body was being electrified by some kind of orgasmic full-body quake. I continued to ride the magical tube for several minutes and enjoyed the sensation almost to the point of personal orgasm.
"I fucking knew it!" someone shouted from behind me.
In a panic I tried to cover myself. The lubricated love toy I was enjoying shot out of freshly stretched anal cavity and landed on the floor still warm and twitching. My sister stepped out of a darkened corner to bend over and shut the thing off. She picked it up and shook it at me in warning.
"I knew it was somebody!" she said firmly. "So YOU are the one sneaking in here and messing around with my clothes and this thing aren't you?"
I was still stunned not knowing what to think, what to say, or just how long she had been there. I just sat with my heart in my throat trying to cover myself with a small pink blanket. Cheryl then walked over to her drawers that I had defiled earlier and just sighed in anger as she began scooping up undies from the floor.
"What the hell are you doing in here anyways?" She demanded slamming the drawer shut.
All I could come up with was "What are YOU doing here? Shouldn't you be bowling?"
"Yeah but I hate it and I wondered why you kept getting out of going. Now I know why. You would rather be up here going through my stuff and shoving my dildo up your ass!" she spouted.
"No, I wasn't and I never knew you had one of those." I shot back still trying to awkwardly cover my nakedness. I really had no defense that would exonerate me and the big purple dildo.
"Well, it was in your ass so it looks like it's yours now." Cheryl said handing back to me as she sat on the other end of the bed. "So what are you gay now?" she said grinning. Do you want a REAL dick in your ass?"
"Oh ha ha, just because you put something up your ass doesn't make you instantly gay." I said defensively.
Cheryl smiled "I know, I'm just messing with you. I just couldn't bring myself to use it like you. This used to be Mom's then she just up and gave it to me a few weeks ago." She said chuckling.
