I'll Be There For You [Destiel]

Something New

I sat up and stretched my arms, Cas still laying on my chest.

"Ugh, why did you have to move, Dean? You're comfy." Cas grumbled as he sat up as well, stretching and yawning.

"My arm fell asleep from your head laying on it." I teased, ruffling his hair. He rolled his eyes and planted a peck to my lips. As he pulled away, I pouted slightly and pulled him back in for more. He leaned in and pressed his lips to mine once again as I pulled him over to strattle my waist. Cas wrapped his arms around my neck, pulling me in slightly. A small moan passed through his lips as I lightly pulled at his hair. I could feel my stomach begin to tingle, my pants beginning to tighten. Cas pulled back slightly and chuckled softly.

"Getting a little happy, Dean?" He teased, kissing my neck. I could feel my face getting hot as an idea came to me.

"I w-want to try something.. New." I stuttered, feeling Cas begin to suck at the base of my neck. He pulled back and look into my eyes, blushing.

"Like what?" He said, obviously a little nervous.

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My stomach tightened as I tried to think of what Dean meant by 'something new'

"Well, we've been dating for about, two months. I think it's time we try something that I haven't done yet. I don't know if you have but I know I didn't." He mumbled, face turning red. I instantly knew what he meant. He wanted to have sex with me. I could feel my eyes widen and my breathing accelerated. It would be my first time, well, with a guy. I've done it before with a girl, that was the night I found out I was gay..

"Um, i- it would be m- my first time with a g- guy.." I said, awkwardly.

"You don't have to do it if you don't want to, I don't want to pressure you into doing anything you don't want to." Dean said, pulling me into a small peck to my lips. I shook my head.

"No, I want to." I said a little more confidently. He smiled and motioned for me to get off his lap. I obeyed quietly as he took my hand and lead me to our room. He wrapped his arms around my waist and kissed me. We moved our lips in sync as he forcefully pushed his tongue into my mouth. They fought for dominance for a short time before he pulled away and began to kiss down my neck. I gasped slightly as Dean began to unbutton my shirt, kissing down my chest as every button was popped. I took off my shirt after Dean had undone the last button. He pulled away and took his shirt off as well, revealing his toned stomach. I traced my hand down his core and stopped at the beginning of his pants.

"You ready?" Dean asked, almost impatiently.

"Mhm." I nodded as I began to undo his belt. He laughed as I fumbled with it nervously.

"Let me." He said, smiling. He undid his belt then moved to my pants button and undid them, no problem. Dean backed up slowly and began to inch his pants down slowly and I followed his movements, slowly tugging mine down as well. A rush of impatience washed over me as I pulled Dean towards me by his waist and pressed my hips into his. I brought my lips to his as I began to kiss him, hungrily. He was suprised at first but began to kiss back as if he was deprived of it. He pushed me towards the bed, lips not leaving mine. Dean broke the kiss and began to kiss down my neck and towards my chest. I could feel my boxers tightening, my natural reaction was to reach down and do something about it. He saw my hand awkwardly going down so he grabbed it.

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"Let me." I said, trying not to sound as nervous as I was.

"Only if you really want to." Cas said, looking away, obviously nervous. I nodded and hooked his boxers with my thumbs and began to pull them down slowly. As soon as they were fully down, I reached for it and took it in my hand. A small moan escaped Cas's mouth as I slowly began to pump his shaft. With my other hand, I pulled him by the waist onto the bed. I hovered over him as I continued pumping, planting kisses to his neck. He moaned into the kiss and pulled me closer.

"D- Dean.." He stuttered as he reached towards my boxers and began to pull them down. His eyes widened as he saw my length. He wasn't as shocked as he was when he first saw it. We both were really drunk and I jacked him off and he did the same with me. I dismissed the memory from my head as I felt Cas's hand wrap around me. I gave a throaty groan as he pumped. I could feel him get harder but he stopped pumping quickly. He looked right into my eyes.

"What's wrong, babe?" I said, a little worried. He looked away and back to me, blushing.

"I think I'm close." Cas mumbled, awkwardly. I smiled and stopped pumping as I stood up. "Where are you going?" I smiled and turned towards my bedside table. He cocked his head as I pulled it open, taking out a condom and lube.

"Turn around and get on your hands and knees." I demanded, hungrily. Cas didn't take it personally and obeyed. I opened the condom with my teeth and rolled it onto me. I squirted a little bit of lube onto my fingers and rubbed it around his entrance. He shivered slightly but remained still.

"It's cold." He chuckled softly.

"Next time I'll warm it up." I laughed and got back onto the bed. "You ready?" I asked as I placed the tip at his entrance.

"Yeah.." He said quietly, clearly nervous. I pushed it in slowly as he winced. I saw him clench the sheets as he moaned. I couldn't tell if it was in pain or pleasure.

"Sorry, sorry. I'll go slow." I quickly apologized as I began to slowly thrust. I could feel myself harden inside him. Obviously he felt it too because he reached down and began to jack himself off. A groan passed through my lips as I started going a little quicker. He winced but moaned as well.

"Dean, I'm really close." He whispered.

"I am too." I said, pressing a kiss to the back of his neck. As I went a little faster, I felt myself reaching my high. I couldn't hold it back any longer so I came into the condom. I moaned at the same time as Cas. I think he came at the feeling of me coming. I pulled out and rolled of the condom, throwing it into the garbage. Cas fell onto his back, groaning.

I won't be able to sit for a week, Dean." Cas complained. I rolled my eyes and laughed.

"Oh well, you liked it."

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I picked up the phone, debating if I should call Cas or not. School hadn't gone well, people kept asking me about my dad. I decided to and dialed his number. It went right to voicemail. I rolled my eyes and waited for the beep.

"Hey Cas, it's Madi. Um, school didn't go very good and I want to see you. I can't stay here any longer. Sam is becoming weird and mean, I have no idea why. Call me when you get this, okay? Bye." I hung up my phone, throwing it onto the bed I was using until I moved in with Cas and Dean. I heard footsteps and turned to see Sam.

"Hey Madi." He said darkly. I backed up and my eyes widened.

"Sam, what's wrong with your eyes?"

(OMFG, I'm not good at writing smut so don't throw tomatoes at me. I looked at the reads on this story and overall, it has 13k+ reads so thank you sososoo much. I would've updated this chapter sooner but I was having panic attacks all day and was waiting until I finally calmed down. Your comments inspire me to write more sooner so keep them coming. I LOVE YOU ALL! This would've been longer but my laptop's dying. c; <3)