"Fuck!" That fucking hurt, my braid must have caught on the bed springs. I try moving forward, but that just makes it worse, the hair at the nape of my neck hurts so much I get tears in my eyes when I pull. I had crawled under the bed to fetch a butt plug that rolled under there from my stash; I had just pushed my favorite shower toy inside me for some anal masturbation after a long day of classes when one of the bigger plugs fell from my toy box. I felt the towel slip from my back, leaving my butt exposed.
"Maddie, do you have the engineering design textbook for prof... Oh My God, I'm so sorry for barging in, I didn't know you were... What are you doing?" my flatmate Jess asked. I have never blushed as hard as now, I think I'm red all the way down to my toes! I stammer out "I-I I'm stuck, my hair is caught in the bed springs."
"Okay, and can you explain the big box of sex toys on your nightstand, not to mention the one in your butt? I thought you were a shy little virgin?"
I feel her leg brush against my thigh and hear her rifling through the box. I think I even heard a low "Wow".
"I-I AM a virgin. I've never been with anyone, not really, but e-ever since I discovered sex I have only really liked playing with my a- butt."
I feel her kneeling down behind me and place her hands on the outside of my butt.
"It is a really sexy ass, I know if I had something this hot easily available I would play with it all the time too." I feel her wiggle the toy inside me, making me moan, as she asks me "So are you such a butt-slut that you walk around with this all the time, or have you just put it in?"
"Mmh, oh god, I just put it in, I was going to go use it in the shower. I wore the little metal one to class, I love the weight of it." Why did I confess that? The little movements of the toy was making it hard to think. I heard some more movement.
"Oh, it's still warm. Mm, and it tastes of your ass. I've fantasized about tasting you since you moved in."
"You havOOhhh fuck?!" I was so taken aback by her confession, but then she surprises me and pulls the toy almost completely out of me before plunging it to the base again. The ridges feel so fucking good as they pass the rim and I just moan. Jess spanks my ass, making me yelp, and then she starts fucking my ass fast and deep. The pleasure, the slight pain, the situation, it all gets to me, and all of a sudden I am cumming so fucking hard. My body quivers and I accidentally jerk my head, the pull on my braid bringing tears to my eyes. The pain only serves to prolong my intense orgasm, which leaves me breathing hard, struggling not to fall to the floor as the aftershocks run through me.
All of a sudden Jess is in front of me on the floor. I feel something warm and fluttering deep in the pit of my stomach as I look into her eyes. She grins widely, gives me a peck on the nose and says "That was fun!"
She reaches up and starts untangling my hair as I struggle to find my words.
"I-I can't believe you did that to me!"
"You know something? You wanted me to; you didn't ask me to stop or leave, you didn't even try closing your legs and didn't ask me to help you get unstuck, did you?"
I blush even more and want to look away, but I can't turn my head while she is untangling my braid. "Okay, no, maybe I wanted something to happen. I've been... I've been thinking, fantasizing, about you too. You are so strong and assertive and umm, hot."
Jess smiles widely up at me and gives me a quick kiss.
"Hot, strong and assertive, huh? So I'm guessing you are submissive?" I nod and she continues, "Do you want me to domme you after I get you out of here?" I look her right in her eyes and nod again, as I don't trust my voice.
"God, you are so fucking cute!" She pulls my head down so my face is buried in the crook of her neck, licks my ear and whispers, "You are going to look even cuter covered in my pussy juices, Maddie." I feel a new wetness between my legs and my butt contracts around the toy still in my ass at that statement. I think I even whimper.