Roomies with Benefits

by Amy Brent

At least, I would have until his hand wandered up the inside of my shirt. My stomach muscles tightened as he glided over the sensitive spot between my hip and belly button. He smiled into our kiss. I felt his teeth against my bottom lip. I had never felt so close to him before.

  He ran both hands over my hips and down my back until he could give my ass a good squeeze. I giggled and wrapped my arms around his neck. Then he hoisted me up, his hands working as a chair for me to sit on as I wrapped my legs around his waist.

  He started walking down the hallway. I pulled my shirt over my head and let it fall to the ground. We left it behind, and I unclipped my bra, letting it fall too. I put my hands behind Steven’s head and played with his thick hair. I pulled myself up against him, and he kissed my neck and chest all the way through the living room and into the bedroom.

  He put me down. I stripped out of my pants. Steven hurried to catch up with me. I was naked and enjoying the way his eyes were savoring me; it was like he was trying to imprint the image in his mind.

  I waited until his clothes were off, then I stalked around him and pushed him down on the bed. He didn’t resist. I climbed on top of him, and he ran his fingers over my back. I teased him with kisses down his chest and stomach until I reached his cock. I ran my tongue up and down his shaft while I fondled his balls.

  “Turn around,” he said, his voice deep and husky.

  I put my back to him and straddled his hips. He slapped my ass hard enough for me to yelp with surprise. I arched my back and lifted my ass up for him. He spread me open and then grabbed my thighs and pulled me closer to him so that my pussy was poised above his head and my face was hovering above his cock.

  Then he wrapped both arms around my thighs and pulled my hips down on top of his face. His tongue flicked over my clit. I gasped and jerked away from him. He held me in place, demanding I stay where I was as he ran his tongue up and down my pussy.

  I dropped down onto my elbows on either side of his legs. I ran my tongue over the head of his cock. He moaned into my pussy as he licked me.

  I took him in my mouth, only a couple inches at first, and rolled my tongue around the sensitive spot beneath the head. He moaned again. The sound encouraged me to continue. I slid my lips further down his shaft until my nose was almost touching his balls. Saliva filled my mouth as I held myself there, knowing he loved the feeling of the back of my throat pressed up hard against the tip of his dick.

  When I needed air, I raised up, took a deep breath, and then eased my way back down on him. I continued to move up and down, dragging my tongue along the top of his dick. As I sucked him off, he continued to tease my bud with his tongue.

  I gasped when he pressed his tongue into me. This was something new. Then he pulled it out and licked my clit again. As he worked toward a particularly wonderful rhythm, he slid a finger inside me. He matched the pace of me sucking his cock. I moved faster, up and down, and he met my speed by fucking me faster with his finger.

  When he slid another finger in, I had to stop sucking his dick. I let it fall from my mouth. It rested firmly against his stomach as I tossed my head back and enjoyed the feeling of his fingers, slick and warm, easing in and out of me.

  Suddenly, he stopped moving in and out and paused to flick his fingers deep inside my pussy. I moaned, and so did he. I knew he was so turned on. Even though I was about to go into orbit, I dropped down again, gathering his cock once more in my mouth. The tip of him was wet and salty with pre-cum. I licked it all up and then took him deep in my throat, right as I came. I held myself on his cock, unable to breathe, as my orgasm broke over me.

  When I was done, Steven held my hips again. I still sucked his cock. I had missed it so much. Having it in my mouth made me so fucking horny.

  Steven slapped my ass again. I straightened and looked down at him over my shoulder. I braced myself with one hand on each of his thighs and lifted my hips up so that I was hovering above his rock-hard cock, still slick with my saliva.

  He gripped his shaft and held it upright for me. I lowered myself down, nice and steady until his cock stretched me open and filled me up. Once I had taken all of him, I ground back and forth, using only my hips, focusing on the intense pleasure of his cock pressing against my walls.

  Steven grabbed my ass as I rode him. He squeezed hard. I loved it. It drove me crazy. I lifted myself up so that only the tip of him was in me, then I dropped down again. Steven groaned. I repeated this over and over, keeping my back arched and bouncing my ass on his cock. I could hear how wet I was.

  I watched Steven as he pressed his head back against his sheets. His eyes were closed. The veins in his neck were straining. His shoulders were tight. He was going to come soon.

  I stopped and settled for a slower circular motion on top of him. Steven opened his eyes to watch me. I bit my lip as I rocked back and forth on top of him. Then I turned around so I could face him.

  I sat on top of him and cupped both my breasts in my hands. I played with my nipples and eventually ran my hands slowly down the length of my stomach until they settled between my legs. With one hand I traced slow patterns on Steven’s abs. He flinched and chuckled as I teased him with one hand and began rubbing my clit with the other.

  Then I rode him hard and fast.

  It took only seconds for my second orgasm to build. I threw my head back and rubbed myself faster. Steven grabbed my hips and thrust himself up into me when my legs began to tremble, and I couldn’t bounce on top of him anymore. I exploded and lost all sense of who I was. I was nothing but the ecstasy ripping through me.

  I was falling. Steven’s arms were under my back. He was still inside me.

  He lowered me onto my back on his bed. He held himself above me like he was preparing to do push-ups. I traced the lines of his veins in his forearms, up his biceps, and over his shoulders. I wrapped my hands behind his neck and pulled him down on top of me. We kissed, desperately, both out of breath and both dying for more of each other.

  He thrust slowly into me. I was so wet and so swollen. I moaned and clung to him tighter.

  He lifted himself up and rested on his knees. He put one hand under each of my thighs and pushed my legs up and apart. He rubbed my pussy up and down until I thought I might lose my mind. I clutched the sheets. My back arched. A cry escaped me as the tension became too much to bear.

  Then he buried himself deep inside me again. I came. It was bliss. He pounded me until I couldn’t keep my eyes open. He leaned over me, bracing himself with a hand on either side of my head. I held my legs up for him, making my pussy even tighter. He entered me slowly but deeply; deeper than he ever had. At first, the end of each thrust was painful. He seemed to be aware of this, so he took his time, easing himself in and out, and pausing at the end of each pump.

  I gripped his wrists beside my head. I turned to the side and kissed his forearm, then nibbled on the sensitive skin on the inside of his arms. He shuddered above me.

  “Fuck me harder,” I whispered, my grip on his wrists tightening.

  He straightened his legs out so that nothing was stopping his hips from hitting mine. Each thrust was somehow even deeper than before. He was slow on the first few, but then he went faster.

  I gasped and moaned as he stretched me. I had never been fucked like this. I could feel my nails pressing into his skin. I couldn’t help it. I cried out as his cock hardened and grew as he mounted his moment. He hung his head. I clung to him, paralyzed beneath him as ripples of pleasure shot through me.

  He pumped me full of warm cum. I moaned and trembled below him as he eased his way out of me. When I was empty, I lowered my hand to my clit. It was so taut and swollen.

  Steven stood, his chest rising and falling with each labored breath, and rested a hand on my ankle.

  We stayed like that for a few minutes. We were both recovering but unwilling to not be close. The sensation of his hand on me was a reassuring one. This time we didn’t have to leave each other. I could stay. That’s what he was showing me. He want
ed me there as much as I wanted to be there.

  His hand wandered up my shin, over my knee and thigh, and rested on my mound above my clit. His thumb wandered downward, banishing the fingers I had been using to feel my clit. He rubbed me in a slow circle, his thumb sliding off my clit every now and then and gliding over my slit, which was dripping wet with our cum.

  I quivered beneath his touch. I was so sensitive right now. He smiled, his thumb now focusing on just my clit. His touch was light and feathery, and perfect to bring me back to the brink. His fingers danced as my body prepared for another orgasm. My nipples were hard. My skin was hot. The back of my neck was sweaty.

  When he pinched my clit and rubbed it between two fingers, I came again. He seemed pleased with himself as he continued to stroke me even after the gentlest touch made me flinch.

  Eventually, his hand fell away, and he went to the bathroom. I heard him run the tap and tried to muster up the energy to go in there and clean myself up as well. I was full of his cum, and I knew I should take care of it. But I loved having part of him still inside me.

  Chapter 21

  Steven

  It was strange to wake up with a body pressed up against my side. I hadn’t slept in the same bed as someone since I told Allie I didn’t want to see her. That was three months ago. Now, she was curled up beside me, her body tucked neatly against mine. Her skin was warm and soft, and part of me knew this was what I had wanted. This is the kind of thing she and I were supposed to do in the morning. Cuddle. Sleep. Be close.

  Her ass was pressed up against my crotch. My dick was hard and firm against her, but it wasn’t enough to wake her. I had one hand on her hip, and the other arm was under her pillow. Her breathing was deep and steady. She was peaceful, content, and at ease here with me.

  I should feel the same way. But I didn’t. If anything, I felt anxious.

  Part of this felt right, but another equal part of me was furious for getting sucked back in. Despite telling Allie I had forgiven her, I knew I hadn’t. There was still this nagging anger in the back of my mind about what she had done. I couldn’t shake the feeling of betrayal. I knew it was growing. It was turning into resentment. It was festering. Anger was brewing.

  The sex had calmed the storm, but now that morning was here I had clarity. I still wasn’t over this whole mess.

  I lifted my hand from Allie’s hip and pressed it to my forehead. I had created quite the situation for myself.

  My phone buzzed on my nightstand. I reached out and answered it before checking who it was. I didn’t want it to keep ringing and wake Allie up.

  “Hello?” I whispered. Allie nuzzled her cheek deeper into her pillow but didn’t wake.

  “Morning, Steven,” my mother’s voice said. “I’m calling to make sure you are still coming tonight.”

  “Tonight?” I asked, wracking my brain for commitments I had made and apparently forgotten.

  “Yes,” my mother said slowly, “remember? The cocktail party? I talked to you about this over three weeks ago, honey. Don’t tell me you’ve already forgotten.”

  “Oh. Right. Yes. The cocktail party. What time is that again?”

  “You can come any time after eight.”

  “Okay. Yeah, I’ll be there. Sorry, Mom. It’s been a bit of a hectic week. It just slipped my mind,” I said, sighing and laying back on the pillows.

  “That’s alright dear. I understand. Did you manage to find a date?”

  “A date?”

  Allie yawned and stretched beside me. She rolled over slowly and opened her eyes. She smiled at me, mouthed “who is it?” and then proceeded to rub the sleep out of her eyes.

  “Yeah, Mom. I’m bringing Allie,” I said.

  “Oh, how delightful!” my mother said on the other end of the line. “I haven’t seen her in ages! I’m so looking forward to catching up with her. Tell her I can’t wait to see her.”

  “Will do,” I said. “Is Andrew going to be there?”

  “Well, of course, your brother will be there, Steven,” my mother said. “Don’t be silly. I’m sure he’ll be thrilled to see Allie, too. It’ll be like a little family reunion!”

  “Right. Reunion,” I said. “Alright. I’ll see you at eight, Mom.”

  I hung up the phone. Allie peered over at me. “What’s at eight?”

  “Cocktails at my parents’ place. You know, the annual thing they do with all their friends? Want to be my date?”

  Allie propped herself up on her elbow and smiled at me. She was beautiful in the morning, even with her hair in tangles and her makeup smudged under her eyes. “I would love to be your date. I haven’t seen your mom in forever.” She leaned in and kissed me lightly, then rolled away.

  She stood and arched her back, unabashed about her nakedness. I watched her pad around the foot of my bed. She slipped into the bathroom and turned back to me before closing the door behind her. “I have an excuse to go buy a new dress now. I haven’t been shopping in ages,” she winked and locked herself in.

  I locked my hands behind my head and stared at the ceiling. I was being a manipulative asshole. I knew it. The minute I agreed to bring Allie as my date. I had bigger intentions than attending a stupid cocktail party where I would do nothing but make small talk with people I only ever saw once every year.

  I really was only going so that I could see Allie and Andrew in the same room together. I wanted to know what the dynamic was like. Despite her assuring me there was nothing between them, and that it had been nothing but a juvenile mistake, I had to see it with my own two eyes. A secret that two people kept for a decade was a serious thing. Was I just supposed to take both of them on their word?

  Chance thought I should. He had said it at least a dozen times over the last three months. But it didn’t matter what he said. Or what Allie or Andrew said. If there were still something between them, tonight would help me see it. I would be able to find out once and for all if I could leave this thing behind me.

  A nagging feeling in my gut already told me I wouldn’t be able to. How could I forget and forgive that Allie, my best friend, had fucked my older brother when she was sixteen and wasted? And, on top of that, they had thought they were pregnant. How could two people just bury that and pretend it had never happened?

  The bathroom door opened, and Allie came back into the bedroom. She was naked. She sat on the edge of the bed beside me.

  “Are you alright?” she asked, running her fingers over the knuckles of my left hand.

  “Yeah, I’m good,” I lied, trying to give her a convincing smile. “A little tired, I guess.”

  “Well,” she smiled, “fucking like a wild animal will do that to a man, I suppose.”

  I chuckled.

  “I should head out. I want to call Melissa and see if she will go shopping with me, and I don’t want to be out too late. I need plenty of time to prepare.”

  “I’ll pick you up at seven?” I asked.

  “Seven sounds perfect,” she said, leaning in and kissing me one last time before gathering her pants and panties, and then leaving the bedroom to track down her shirt and bra. She hollered goodbye once she was dressed. I heard the front door close behind her.

  I stayed in bed still staring at the ceiling for a while.

  I was probably asking for trouble with what I was doing. Perhaps I should call Chance and let him talk me out of it.

  I shook my head as if I was having a conversation with myself. No, Steve. You have to know for certain, and this is the only way. If she still wants to fuck Andrew, you’ll sense it when you see them together tonight. And if she does, you can be done with her once and for all. She won’t have you wrapped around her finger anymore.

  I sighed and sat up. I rubbed my eyes with the heels of my hands and got up, not looking forward to working. I showered but didn’t dress up. I was working from home, and I was grateful for that because my nerves were getting the best of me while I sent out business emails in my sweats and no shirt.

  Why was
I so nervous?

  Probably because Chance was right. I cared about this girl. She and I went back a long way, and we had shared a lot. For a while, I had been convinced that she was the one for me. But for all those years, I had been too afraid to do anything about it. I also had thought she would never want someone like me.

  She would want someone like Andrew.

  I hit send on one last email and ran my fingers through my hair. This whole situation was infuriating.

  Andrew was the sweeter one. He had always been considered the nicer brother. He was the one people went to when they had a problem and needed help. He was the one who was always associated with the phrase “he’d give you his shirt off his back if you needed it.” He had proven that he was that kind of guy when he stuck by Allie’s side for those two weeks after their drunken fuck fest.

  I wondered what people would think of him if they knew he screwed a sixteen-year-old when he was twenty-two. What would my mother think?

  I had been the younger brother; the brother who pushed the boundaries and relied too heavily on his good looks and charm to get him by. I didn’t get credit for being smart. I had the same grades all through high school and college that Andrew had. It had always been more interesting for people to make me out to be the bad brother. The rebellious brother. The brother all the girls were advised to stay away from.

  I gritted my teeth and slammed my laptop closed. Fuck that. Fuck all of them. Liars and cheaters and secret keepers. Tonight things would be out in the open. Tonight I would know where I stood with Allie.