Harry Styles Preferences/Imagines

8.) Best ive ever had

MATURE CONTENT!

"What am I doing wrong?" I whined to my best friend who laid beside me, face down on the queen size mattress. He chuckled a laugh at my frustration.
"Honestly I don't know. I don't understand why he turns you down." He laughed once more, finding my situation hilarious.
"I love how you find this amusing." I rolled my eyes, combing my fingers through my hair as I stared at the ceiling above us.
He smiled delightfully, ending his giggle fest for my sake, "I'm sorry Y/N.. I just find it funny how he's turning down free pussy."
I shook my head, "Normally guys are begging me for it and I'm the one playing hard to get, not the other way around. I don't get why he wants to take it so slow."
"Maybe he doesn't want to rush you into things." Harry told me, and I shrugged my shoulders.
"Well whatever it is, he needs to get over it. Soon."
He lifted his head, looking at me. "Why are you in such a rush to do it? Y'all have only been seeing each for a few weeks now."
"Yeah, but I haven't gotten laid in months and God dammit, I'm frustrated!" I said placing a pillow on top of my face to hide my embarrassment as my best friend laughed hysterically besides me. "I hate you, Harry."
"Y/N.." He said, still cracking up at my current struggle. I removed the pillow from my face, looking at him. "I'm sorry. It's just.. so funny." He started up his laughter again and I rolled my eyes, punching his arm though I know it had no effect on him. "Sorry, sorry.. I'm just saying, if you offered me sex, there's no way in hell I'd turn you down."
"Yeah well, that's not helping me right now." I said to him, and he stayed quiet for a moment.
"Well, why not?" He asked me after a quick silence. I looked at him, not really sure if he was serious or just joking around like usual. And well, he was serious.
"Um I don't know? Maybe because we're best friends and that's like completely weird?" I said, though even I know that I've considered having sex with Harry before.. I mean, he is completely sexy and I knew he had something special from the amount of girls he goes through. But I never let the idea spurr because I knew it'd never happen. We're best friends, I would never want to ruin that.
"Not really." He said simply and I just looked at him, waiting for him to elaborate because I honestly had no idea what to say. "Sex can be just sex. All emotions aside."
"Harry, are you implying that we should have sex?" I asked him, feeling my cheeks heat up as I did. He chuckled lightly, looking at me.
"I'm just saying it wouldn't be weird. But besides, you can't even handle me." He said, challenging me. I knew what he was doing. He was trying to get me to give in. But I wouldn't. I couldn't. We're best friends! But it would be kinda fun to mess with his head.
"Me? Can't handle you?" I asked him and he nodded, "Harry the only reason I haven't had sex with you yet is because I know you can't handle me."
"Oh, so that's the only reason?" He asked me, and I mentally slapped myself. Now he's gonna think he's big shit. But I can't go back on my word now. That'll just make him look better.
"Yup." I said, popping the 'p'.
He smiled, tapping his chin. "So you admit I'm fuckable?"
I rolled my eyes, "Obviously Harry, you're not ugly."
"I know that.." He paused, "But I'm fuckable in your eyes."
I could feel myself blushing like a moron. This was absolutely embarrassing. "Yes Harry. You're fuckable."
He didn't say anything and I could feel the awkward sexual tension in the room. But I stayed quiet, hoping he'd change the subject.
"Let's do it." He said, and I looked at him quickly, looking for some sort of smile or laugh, telling me it was a joke. But it wasn't.. he was completely serious.
"We can't, Harry." I whispered, not trying to sound rude. After all, he is my best friend.
"Why not?" He asked rubbing the back of my hand. "C'mon, you need to relieve some frustration. And I'm honestly in the mood for some hardcore, no emotions, no strings attached fuckin'."
"Because Harry, I love you way too much to risk our friendship over some one night stand kinda sex." I shook my head, looking into his eyes. "We'd never be the same afterwards."
"Yeah we will Y/N. I promise. Just consider it, two friends doing each other a favor."
I laughed, "More like two friends doing each other."
"True." He laughed as well, "But think about it, doesn't it sound good right now?" He whispered huskily. Oh no. He was not doing this to me. Using his sexy voice on me.. No way.
"Harry.." I said, looking at him. I felt myself giving in to him, and he knew I was.
"Please Y/N." He whispered, "It'll be okay."
I stayed quiet, but watched him as he slowly crawled up, hovering over me on the bed. I stared up at him and he smiled down at me.
"I really want to do you, Y/N." He whispered, his breath tickling my lips. I was growing weaker, and I felt my lower area moisten up by the second. I was actually horny for my best friend.. and by the look of his jeans, he was the same for me.
"You promise we'll be the same after?" I asked him, our eyes meeting.
He leaned down, placing a sweet kiss on my lips, and I swear I didn't want him to let go.
"I promise." He whispered against my lips, pulling away to make sure I was okay with it.
I just stared up at him for a moment, before nodding, letting him know to go on.
He smiled, his damn dimples playing on his face. I gave him a small smile, considering I was nervous. I mean, I have had sex plenty of times before but this was Harry. My best friend. My extremely sexy best friend.
He pulled the sheets, covering the both of us, before he kissed me again, this time licking my bottom lip asking for entrance. Of course I let him in, our tongues wrestling with each other. I had to admit that even though this was super weird, he was probably the best kisser I've ever had.
After a moment, he pulled away for oxygen, and in that moment, he pulled off his black v-neck shirt, revealing his chest that was covered in tattoos. God, he was beyond sexy. How the hell have I missed out on this for so long?
He noticed me staring at his body, as a smirk played on his face. I looked up at his eyes, blushing lightly. Yeah, okay sure, he's my best friend but I'm still a girl and we get embarrassed during these kinds of things.
"Like what you see, baby?" He asked me, and I nodded. I reached up, tracing the lines of ink on his stomach, moving up my fingers to his chest. He watched my face as I watched his body, and soon my hand was to the back of his neck, pulling him down so our lips could meet once more.
He kissed my lips, my cheek, my jaw and soon he was sucking on my neck, right on my sweet spot. I moaned out lightly but quickly regretted it and he noticed.
"It's alright Y/N. I like to know when I'm doing something right." He whispered against my neck. I smiled lightly, running my fingers through his curls as he continued to kiss me passionately.
He kissed my neck, to my shoulder and then pulled away looking at me. I just stared at him as I felt him pull down the straps of my tank top and bra. He replaced the space with a kiss, before pulling at the bottom hem of the shirt. I sat up, as he pulled the material over my head, flinging it to the ground, leaving me in my bra and sweatpants.
He stared at my body and the cleavage popping out of my lingerie. I saw the smile on his face as if he'd just won the lottery.
"What?" I said, blushing like crazy.
"I didn't expect them to be that big." He laughed lightly, before leaning in to kiss the part of my breast that wasn't covered with the bra. I ran my fingers on the back of his neck, as he sucked on the skin, probably leaving a mark in the process. I felt him nibble at the skin, and a moan escaped my lips.
"Damn Harry." I whispered and he smiled against my skin.
He kissed down my stomach, stopping right above my waistline where my sweatpants began. He looked up at me, getting some reassurance as I nodded. At this point, I just wanted Harry. No turning back. He smiled, untying the jaw string, letting the pants come loose to my waist. He pulled them down, tossing them to the ground. That's when I remembered the panties I'd worn today.
"Nice thong, babe." He smiled sexily, and I blushed like crazy.
"Glad you like it." I said confidently. Though I was a nervous wreck on the inside.
"Oh yes, I like it a lot." He said, looking at my half naked body in front of him. "You're fucking sexy, you know that?"
I smiled, "You're not so bad yourself."
He chuckled lightly, as he placed himself between my legs, spreading them on either side of him. He leaned in, kissing my lips, and then my shoulder, pulling the bra strap down my arm. I smiled, feeling him reach around my back to unclasp the piece of material covering what's left of my body. He removed the item, throwing it on the ground before looking down at my chest. I watched his expression as he watched my body and I could say he was pleased by the way he was licking his lips.
"God damn, baby." He said in disbelief, "All this time you've been hiding these from me."
I laughed lightly, nodding my head.
"That's just cruel, Y/N." He teased, cupping my breasts slowly as I moaned, throwing my head back into the pillows. He played and massaged them, watching me in pleasure. He licked and sucked, giving each one the same attention as the other.
"Harry.." I whispered and he looked up, meeting our lips.
"Yes baby?" He asked, his eyes full of lust.
"Please." I said, and he stared at me, knowing I was referring to the area of my body he has yet to touch. He smiled, kissing me again.
I reached down, pulling on the belt of his jeans, undoing it as he watched me. I got the belt off, now I was unbuttoning his pants, and he'd help me pull them down. All that was left on either of us were our underwear. By the look of his, he was in awful discomfort that needed to be freed. I pulled at the elastic of his but he took my hand, placing it on my chest.
"Let me, baby. You just relax." He whispered and I nodded, watching him as he removed the last piece of clothing from his body. His member sprung free giving him instant relief as he threw the article of clothing on the ground. I couldn't help but stare at the size of his manhood. It was huge. I couldn't believe it was Harry, my best friend.
He noticed my gaze and smiled as I stared at him.
"Surprised?" He asked, and I looked up at his eyes, nodding.
"Yeah.." I said, "Wow."
He chuckled lightly, kissing me again, this time not stopping. I smiled into the kiss as I felt his member pressing against the inner part of my thigh. I felt his hand pulling at the string of my panties. He stopped kissing me, pulling the material down my legs and tossing it with the rest of our clothes.
I felt my heart rate pick up, as I knew that Harry, my best friend since forever, and I were both naked, under the sheets of my bed, and we were about to have no strings attached, all emotions aside, sex. Not really how I thought my day would go but hey, it's too late for that now.
"You ready?" He asked me, looking into my eyes for some sort of approval, and I nodded.
"You promised." I told him, referring to our conversation earlier. He smiled, nodding.
"Y/N, I love you and respect you. And I'd never fuck you over babe." He reassured me and I nodded, believing him.
"Go ahead, Harry." I whispered and he nodded.
He positioned himself between my legs, lifting them a bit to get a good comfort zone.
"You're so wet for me, baby." He smiled and I blushed, nodding.
He kissed my lips again, and I felt him enter me slowly. I moaned into his mouth, as I had to adjust to his size. I think he was the biggest I'd ever had.
"Oh my God, Harry." I said as he started moving, thrusting in and out of me.. going deeper every time. "Right there, oh my.."
"You feel so good baby." He moaned in my ear, holding on to the headboard as he pushed himself into me.
I ran my fingers through his hair, pulling lightly bringing his face to mine, and I kissed him. I bit his lip lightly, and he moaned into me.
"Baby, I'm close." I told him and he smiled.
"Me too Y/N." He said, and soon enough, we were cunning together.
"Oh my Godddddd." I moaned, leaning back into the pillows.
"That was fucking perfect." He said, pulling out of me and I winced in pain. "Sorry."
I shook my head and smiled, "It's okay."
"Y/N I think you were the best I ever had." He chuckled and I nodded, agreeing.
"Same here." I smiled, holding the blanket to my chest. Harry stayed laying on top of me, just staring at my face. "What, Harry?" I asked, laughing.
"You're just so hot." He smiled, "I can't believe it took me this long to have sex with you."
I rolled my eyes, "Harry, we're best friends."
He nodded, "I know. And that was by far the best thing any friend has ever done for me."
I laughed, "Well you're welcome."
He smiled, and I just stayed quiet as well. I stared at his eyes and his lips, and back at his eyes. And he must have been thinking the same thing as me because he leaned in, placing his lips onto mine.
I reached up to his hair again, tugging lightly and he pulled away.
"Y/N.." He said, and I opened my eyes.
"Hmm?" Oh God, what is he thinking now?
"I'm hungry." He said and I laughed. Wow Harry.
"You want me to make you a chicken pizza?" I asked him and he nodded, smiling like an idiot. I nodded, "Okay."
"But I have a special request on that." He told me and I looked at him confused. Harry usually eats his pizzas with chicken and nothing else. "You gotta make it, wearing my v-neck and that cute little thong of yours."
"Harry.." I laughed, shaking my head.
"Please Y/N. That's so sexy." He whined and I just kept laughing.
"Okay fine." I said and his face lit up.
"Thanks babe." He said, kissing my lips before jumping out of bed and running to the bathroom.
"What did I get myself into?" I asked myself, still smiling like an idiot.