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I made a bet with a roommate… And lost
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Angry sex appeals to me in some interesting way. It's a seductive feeling to be rightfully enraged with someone and just “fuck it out” of them.

While I was living in the city at uni, I had a lot of different roommates. At one time, we shared a big house with eight or ten roommates. Given so many people, you will inevitably step on some toes every now and then. The guy who shared a wall with me, was particularly troublesome. He certainly had some unique quirks and would bring home girls quite regularly. I didn’t mind that at all. But what I did mind was the fact that it seemed like the perfect time for him to bring someone home was when I had to get up early for something important the next day. I had to stay awake until early morning hours listening to screaming and banging. When I tried to bring it up, he would write me off as envious. That only made me even more angry with him. We found ourselves in yelling contests quite frequently.

This one day, it was particularly important for me to go to sleep early as I had an important internship interview at eight in the morning the next day. I wanted to look my best and be on top of my game. I didn’t bother trying to explain this to my roommate, knowing he would probably try even harder to bring someone home and keep me up as long as possible.

It turned out to not really matter. I woke at about 1:30 a.m. to find Jake had brought someone. The pounding and groans began, but for some reason they suddenly stopped. I then heard voices arguing. I heard my roommate’s room door slam suddenly, and someone rushed down the hall toward the front door. A few minutes later, the front door also slams, and I hear catcalls emanating from some of our other roommates. I had two options then: I could disregard the whole affair and go to bed, therefore ensuring some sleep and enabling me to perform as best tomorrow. OR I could go check if everything was okay with my roommate. Though the thought of checking up on my roommate seemed disgusting at first, I felt like it was the right thing to do.

Before pulling his door open, I knocked softly at it. It had been slightly open, which suggests that he pursued whoever it was that hurried out of here a moment ago.

I said “Hey” and took a step into his room. He was lying on his bed, staring at the ceiling.

"Everything alright?"

He sighted. His eyes locked with mine, and he said, "Yeah she was just being mean." "Are you lost?"

I shook my head and scrambled at him. "I came in to see if everything is okay.".

He seemed amused. "Wow, that's startling."

I said “never mind” and turned around to go back to sleep, but he got up and started chasing after me.

“Wow, this is really nice of you” “Come sit in here with me for a bit”.

We sat down side by side on his bed, and our discussion seemed stifled as if we had no idea what to say to one another. A few minutes later, I mentioned I had an important meeting early the next day and got up to leave.

"Wait," he said, grabbing my wrist, "unless you'd want to take that other girl's place for the night...."

I joked, "You’re not really my type."

"I bet I am, in fact I bet you would really enjoy it," he said.

"I doubt I would even get off,"

With shaking hands, he said, "I will take that bet."

"What do you get if you win?"

For a time, I was startled quiet. He wanted to bet he could get me off! Surprising even me, I did not instantly turn down the offer. It had been a little of a dry spell, and he was smoking hot. At least I would have fun, and it might give me exactly what I need to be on top of my game tomorrow. Worst case is if I actually win the bet, but then I could demand something of him.

Deal. I gave him a shake of hand. Should I win, you can’t have girls in your room for a month. You had to go somewhere else to be noisy.

He shook his head then said, "Fine." If I win, though, I will fuck you whenever I want, anywhere I want, anyway I want, for one week. And I choose the week at a later date to cash in.

"I don't think that's quite fair...," I said.

"A month is far longer than a week. My win will also be enjoyable for the two of us. Your win will only be for you, he continued, grinning wickedly.”

"Deal.."

Again, I moved to shake his hand, but instead he grabbed it and turned me around, dragging my back against his front. As pushed into me, I could feel him getting hard on my ass. He started blowing kisses on my neck and brushed my hair away. "I'm going to make you scream," he said softly. My pussy started to get wet. He drove me onto my knees on the bed by leveraging his hold on to me. He ran his hands over the flimsy pajama bottoms covering my ass. He massaged me a few times this way before hard-spanking my ass. I yelled out, but my pants were on the ground before the sound even finished exiting my mouth. Moving his hands under my pajamas, he said “don’t you wear panties under your pajamas?”

"Not to sleep," I replied.

"That might have been a mistake," he murmured, then grabbed me by the hips and turned me onto my back. He was aggressive.  He leaned in like he was going to kiss me, and pin my arms over my head. I moved to welcome the kiss, but instead he pushed his fingers over and over in and out. To keep myself from screaming, I bit down on my lip.

Come on; you seem to be feeling great. You don’t have to be quiet. He turned me onto my belly and kept his finger assault on my little pussy. I moaned down into the pillows.

He picked me up and changed the position, finding his way to my clit. He started working hard and fast. I groaned as he reached up to grab a hold of my hair. He drew my head back, pulling me by my hair. "I told you I want you to scream for me."

I whined; it hurt that he grabbed my hair, but listening to his strong and harsh voice commanding me to scream, I felt hornier than ever.

He pulled me up against the wall and drove me up on my knees in front of him using my hair. As his mouth went up and down my neck, my breasts were crushed against the wall; his hand never released the hold in my hair.

A minute later he drew my head back once more, the agony causing me to scream. His hands reached to my shirt as he shoved me onto my back. He pulled my bra down to my abdomen so smoothly, exposing my tits. He took one completely in his mouth, teeth sucking and scratching the nipple. It was delight as well as suffering. Again using his other hand, he plugged two fingers inside of me. My juices soaked into his hand, and I shouted out as I came onto it.

Oh cherri.... For an entire week, we will have so much fun….

I started to say something, but he put his hand over my mouth. Drawing my legs to each side of him, he positioned himself to fuck my little pussy. He put his dick inside of me and my mind went blank. Encouraging him to go harder, I put my legs around his waist. He raised me and surrounded my back with his arms. He pushed me up in the air over and over. As he kept drilling his dick into me, he shoved me toward the wall, my back striking against it. He carried on over and over for what felt like hours. He would slam us against the wall every time I started to spiral with an orgasm, the pleasure blending with the agony.

My pussy clamping down on his hardness, I felt him swell inside of me, the increased size taking me over the edge as he finished with me as I neared the brink of yet another orgasm. With each of his last pushes, my back banged into the wall, and the thrill of it all made me lightheaded.

My mind whirled as he withdrew from me, and I slinked gently down the wall.

"So I suppose I will just let you know when that week begins then?" He grinned wickedly, then I nodded still in shock from everything. As my senses started to gently come back to me... A week wouldn't be such a tough loss in the bet, I realized. If every day will be like this night, I am maybe looking forward to it.

And yes. I did crush the interview the next day and got the internship.

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