Turned Into a Slut

This is a repost/reedit of my story. The beginning hasn't really changed but I did add a fifth ending chapter.

*

My girlfriend and I have always been a little kinky. We liked to tie each other up every now and then. We both enjoyed it every time we did it. I didn't realize that it was only the start of something that would land me in the position I am in now, on my knees dressed in a slutty skirt and panties with makeup and a wig, taking her friend's dick in my ass while I ate another guy's cum out of her freshly fucked pussy.

I guess it all started a few months back on my birthday. I had wanted to fuck my girlfriend Jennifer's ass for a while but hadn't wanted to bring the subject up for fear that she would be pissed off at me. It was my birthday, however, and I felt that maybe she would be up for giving me a little extra this one day.

We were making out in my bed when I decided to bring the subject up.

"Babe, since it's my birthday and all, I was wondering if we could, you know, try some anal," I said and added, "just this once," when I saw the look she started to make. She was quiet for a second, I started to worry that I had made a mistake but then she batted her eyes at me and smiled.

"Sure Timmy (that's me), we can try some, but if you expect me to do it then I expect you to also," I smiled and laughed when she said this, thinking there was no way I would let anything like that happen because I was straight and besides, after I did her I could always say no to whatever she wanted, right?

She got up off the bed and began seductively pulling off her shirt and bra. I sat transfixed as she exposed her soft, delicate skin to my eyes. Her long dark brown hair cascaded down over her shoulders. She cupped her breasts and squeezed them together, teasing the nipples to hardness with her fingers. I sat up and whipped off my shirt and shucked my jeans. My dick was already rock hard and jutting out the flap of my boxers. Jennifer giggled as she watched my dick bounce around as I grabbed the lube off the dresser.

A little pressure, lots of lube, and about two minutes later I collapsed on her, panting, as my cock squirted cum into her tight asshole. She smiled up at me, brushing her hand along my cheek and asked if I had enjoyed it.

"That was one of the most intense orgasms I've ever had," I admitted to her. She smiled and said she hoped it was because she planned on trying it again. I smiled to myself and began kissing her, telling her how much I loved her, completely forgetting about the stipulation I had agreed to.

School ended for the year soon after and since I spent so much time studying for the end of the year tests, I didn't get to see her as much as I wanted. It wasn't until a week after school ended, on her birthday, that we got to spend some time alone together. Her parents had left her home alone that night so we could have a few friends over and throw a nice party for her. It was late when we finally kicked everyone out of the house so we could have some privacy. Her parents wouldn't be back for a few more hours but we wasted no time running to her room and jumping into bed together.

I lay on my back with Jennifer straddling my waist when she said, "Hey, for my birthday, I want to tie you up and have my way with you!" I laughed, thinking that this would be almost as enjoyable for me as it would be for her, so why not?

"Sure," I said and quickly got undressed. Jennifer went over to the closet and came back with a few of her thongs. She had me lie back on the bed and tied my hands to the headboard. Then she put a pillow under my hips, lifting them off the bed a few extra inches. She grabbed each of my legs in turn and tied them to the posts at the foot of the bed. It was a little different than what we usually did, my legs were spread wider than normal, but with my dick rock hard and my mind on what I thought was coming, I really wasn't in a position to question it.

When she had me all secured she pulled off her top and bra and leaned over me. She left her hard nipples drag across my chest and up to my face. I sucked on one nipple and then the other for a few minutes before leaning down to whisper in my ear.

"Remember a few weeks back on your birthday when you fucked my ass? I said you could only do it if you let me fuck yours. Well it's time to pay up mister and I don't want to hear any of your complaining, so why don't you suck on these for a while," she said and stuffed her used panties in my mouth. I could taste the sweet juice of her pussy; she must have been wet for a while, I thought. The look of fear and apprehension must have been apparent on my face for she giggled at me.

"Don't worry, if I can take your dick you can sure take mine," and she held up a realistic looking dildo. "I know it's a little bigger than yours but I'm sure it will fit," she said with an evil smile. "Don't even try to tell me you don't want this, your dick is rock hard. Now be a good little slut and relax for me will you?"

Relax? How was I supposed to do that when I was about to get my ass stuffed like a cheap little slut? But I realized she was right, my dick was rock hard, and while I thought about that a wave of euphoria washed over me as she slid her slick, lubed hand up and down my hardon. I gasped into the panties in my mouth, my eyes unfocused and all thoughts of resisting fled from my mind. At first I didn't even notice the lubed finger that wormed its way into my asshole. She slid it slowly in and out, moving it side to side to loosen me up before adding a second. With two fingers in me she slowly massaged my prostate, an organ I didn't even know I had or that gave me so much pleasure until a moment ago. I started moaning while she was fingering me, humping my dick up, trying desperately to get some more fiction on it. But if anything, she loosened her grip and gave me only the barest of touches.

"Hmm, does my naughty little slut like having her little asspussy touched?" Jennifer moaned in my ear. I didn't even know where she was coming up with these things she was saying but for some reason it was driving me crazy and I moaned out in agreement. "That's right, little sluts love having their pussies touched, don't they?" She giggled as she gently stroked the sensitive tip of my penis. "They love having their little clitties rubbed too, don't they?" I whimpered a little at her intense assault on that sensitive place but she let up before it could become unbearable.

"I think its time for something a little bigger now, don't you? I'm sure you can't wait to get your pussy stuffed full of cock. First I have something else for you though," she said, lifting up a slender object for me to see. It was a slender, metallic colored vibrator, about 6 inches long. She spread some lube over it and a second later I felt it sliding into my ass. I relaxed and let it enter, knowing it would hurt more if I resisted. Truth be told, at this point I was beginning to enjoy the assault on my most private place. She turned the vibrator on only when it was all the way in.

Slowly she started to slide it in and out, angling it upwards towards my dick to hit my prostrate on every thrust. She moaned and used her other hand to run up and down her own body, teasing her clit and rubbing her nipples. She lifted up a little and pulled open her pussy.

"I bet you wish you had your dick in here right now, don't you? Too bad you're just a little sissy who likes having her asspussy fucked!" She spat out the last as she jammed the vibrator forcefully into my ass. She gave my balls a little slap as well, sending a sudden flash of pain through me. "I hope you're enjoying this baby, 'cause we are barely started and this is gonna last a lot longer than the two minutes you did," she said, laughing at me as she stroked up dick.

"What's this? Is this a little precum here?" She rubbed the precum off the tip of my cock and smeared it over my lips. I was shocked and tried to pull away but she only laughed at me and looped her hand around my balls, giving them a little tug.

"Don't pull away from me you little slut or I won't be so gentle. In fact, I think this little vibrator is getting too small for your loose little hole." She pulled it out and lifted up the dildo she had shown me when we had started. It was about 8 inches long and much bigger than my own dick. "Timmy, I want you to meet my other lover. He keeps me company whenever you aren't here, but truth be told I think I prefer his size a little more than yours, he just fits me a little tighter than you." I blushed bright red as she said this and I could feel my eyes start to tear up. Jennifer must have noticed, "Ahh, is my baby gonna cry? Your dick doesn't seem to mind being told it's useless. Maybe that's because he knows he is more of clit than a cock huh? Get ready love, I'm gonna stretch you out baby!"

She eased the monster dildo into my ass. I let out a cry as the head pushed through my anal opening, stretching me like nothing had before. I cried into the panties and a few tears rolled down my cheeks as the large cock split my ass. She slid in slowly, stopping every inch to let me get used to it. When it was all the way in, she pulled it out, lubed it again and slid it back in. The second time was much easier and I enjoyed the feeling as it battered my prostate. My cock lurched and precum spilled out and ran down the glistening shaft.

Jennifer slowly brutalized my ass for what seemed like forever but it soon began to feel wonderful. I was moaning non-stop and precum was oozing constantly from my cock. Jennifer has stopped stroking me and instead had both hands on the dildo as she thrust it up in me. Wave after wave of pleasure started to wash over me and I thought I was headed for an orgasm when she suddenly stopped.

She laughed when I moaned in disappointment. "Don't worry love, I plan on pounding that ass a little more but first we have to move you around a little." She untied my legs and moved them up and over my chest, tying them to the headboard next to my hands. I suddenly had a horrible thought as I saw that my rock hard dick was now pointed straight at my face. Jennifer stood up on the bed and bend over me, my ass spread wide for her. She lifted the dildo again and slid it back into my ass in one smooth motion. I was very loose now and accepted the thick shaft with ease.

"Now comes the fun part, my little whore," she said and she smiled down at me. She started thrusting the dildo into me, pounding my prostate with every stroke. I couldn't do anything but sit there and take it as the waves of pleasure built up in me. I looked around desperately for a way out but saw nothing and suddenly the moment had arrived. Jennifer smiled evilly down at me and screamed for me to spray my cum all over my face. I screamed into the panties stuffed in my mouth as my dick lurched, shooting long streams of cum across my face. The first shot landed on my forehead and the rest dribbled out over my nose and lips.

Jennifer was screaming too and I could tell she was having an orgasm too from the shaking of her body. She let go of the dildo and shoved her fingers into her pussy, rubbing her clit as hard as she could. Suddenly, pussy juice began to squirt out of her, drenching my chest and face. It took a few minutes for her to calm down and as she did, all I could do was bask in the afterglow of my own orgasm and taste our combined juices as they filtered through the panties in my mouth. I shuddered as I tasted what I knew was my own cum. Though it really wasn't that bad, I didn't want to be gay. Jennifer untied me a few minutes later and cuddled up next to me as we both recovered from our little experiment.

"You know this changes everything now don't you?" she said in a matter of fact tone. A chill ran up my spine but at the same time I was a little excited. My dick twitched and Jennifer noticed. "I guess you won't mind too much then, huh Timmy, or should we call you Tiffany? Well then my little slut, there are some clean panties over there you can put on in the morning." As I drifted off to sleep I noticed the gentle flashing red light in the closet and knew everything we had just done had been caught on videotape.