"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.