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Dean always found a way to perplex me: his occasional flirtation, sarcastic comments, and lack of self-worth, covered by comedy. It was intriguing. Dean was complex, a poster boy for humanity. I always found him amusing, thinking he had control in a situation where he had no power, trying to stand up to beings that could snap, and he’d disappear in an instant, being stubborn in situations that risked death. It was admirable. It was also extremely irritating.
Dean started to get more comfortable with me ever since he started to believe I was genuinely on his side. While this was an objectively good thing, it caused him to often forget my true power over him, leading to constant arguments.
“Look, Cas, I get it, man. You’re needed for your angelic duties or whatever, but what do you think is more important? Doing fuck-all in heaven, as a little errand boy, or stopping the fucking apocolypse?’’ Dean spoke with a glass of alcohol in his hand, clearly inebriated.
Dean was in a state of anger. I was absent for days prior, completing duties heaven required so as not to raise suspicion on my inquiries with the Winchesters. Dean, of course saw this as me “bailing out” on them.
“I suggest you watch your tone with me, boy.” In this moment, I inched forward, towards Dean, inside of some inexpensive, grimy Motel where the Winchesters resided.
“I raised you from perdition, I can throw you back in,” I spoke nearly inches away from Dean's face. I noticed the surge of blood flow reach Dean’s facial skin. I knew this bodily reaction was caused by emotional states, including embarrassment, anxiety, or stress, which releases vasodilation to the area. I figured I was properly reminding Dean of my power, in turn, causing emotional stress. I did not feel remorseful in this moment, I was angry at Dean’s words. In a sort of blind rage, I grabbed Dean by his jacket lapel and pushed him up against the motel room's wall, causing the glass in Dean's hand to fall to the floor. This was done to reinforce whatever emotion he was currently feeling. I gazed upon his eyes, filled with surprise and another emotion I couldn’t decipher.
“I rebel for you and you repay me with blatant disrespect?” I tilted my head as I spoke, mirroring my response in confused states. Dean set his head on the wall behind, as if beginning to relax. I was not getting my point across. I lifted his body away from the wall and slammed him against the wall again. He winced at the impact, looking me in my eyes.
“You have no power in this situation, Dean. I am trying my best to help you here. Take what you can get,” I spoke, inching my face slightly onward to his. As he stared, I couldn’t help but feel something in my stomach, but I chose to ignore it. Before I could berate him any longer, I felt a hand grab my wrist.
“Cas, let me go,” He spoke. I glared in response. I swiftly took both of his hands and pinned them above his head. This maneuver was intended to incapacitate him, causing more loss of power, and hopefully resulting in his compliance. This was indeed not the response. Dean, more inebriated than usual, began to smile cunningly at me, his gaze alternating between my eyes and lips. I was now completely unaware of his intentions. My intent was not to please him, but to degrade him. This response was unusual, so I tilted my head and gave a puzzled look. Dean’s gaze now alternated between each of my eyes, leaning forward a little, until his lips met mine. This sudden action caused me to weaken my hands holding his wrists. He laid his newly freed hands along the back of my neck, pulling my head closer to his, deepening our embrace.
Dean was clearly in a poor headspace, and it would be wrong to indulge his behavior, especially any sort of sexual behavior. Angels partaking in any sort of lustful behavior was strictly forbidden, especially since the case of the Rebel Watchers, but I couldn’t seem to pull away. The way Dean’s lips moved, he knew what he was doing. I eventually broke away to breathe. The feeling of doubt flooded my mind as I stared at Dean’s perfectly sculpted face.
“Are you sure?” was the only question I managed to speak out of the thousands of thoughts roaming my headspace.
“Abso-fucking-lutely,” was the response Dean gave, regaining his smirk. I sighed and stood for a moment. Suddenly, a feeling overcame me, and I initiated the second kiss. This time it wasn’t as tame, as Dean knew I was on the same page as him. This sudden urge overcame me, and I pushed Dean harder into the wall, causing a groan to escape his vocal cords. This sound only reinforced this feeling in my chest. I moved my hands from Dean’s lapel to his hair. I gripped it slightly as our mouths moved. He eventually broke away to breathe, surprising me as he immediately rejoined our lips. This time, he moved his legs, walking forward, causing me to walk backwards with him. My inner knee eventually reached the edge of the bed, placed behind us. Dean pushed me onto the bed, causing our lips to depart from one another. I lay there as Dean stripped off his shirt, exposing his anti-possession tattoo located over his right collarbone.
He joined me on the bed, spreading his thighs to sit atop of me. He began to remove my blazer, following my trench coat, and loosened my backwards tie. Before he could fully undo my tie, he kissed my lips again, slowly moving away from my lips, to my jaw, eventually making it to my neck. While he kissed and eventually started to bite my skin, he began undoing the buttons on my white collared shirt. When he reached the end, he stripped me of my tie and shirt, discarding them to the side, off the bed. His lips then moved from the sternocleidomastoid muscle down to my collarbone, biting skin I know would eventually bruise. I couldn’t help but let out a whimper at the deeper bite he placed. I felt the smile on his lips on my skin. He then began to explore the rest of my torso with his mouth. He descended my body with precision only a surgeon could obtain. He knew the spots that would make my lips depart with sound echoing from them.
This vulnerability is a feeling I’ve never felt before as he neared my hip bones. He gazed up at me, almost asking for permission. I looked down and merely nodded once, before he was undoing the belt of my black slacks. I made quick work of discarding my shoes while he continued undoing my pants. He eventually got rid of them and began kissing the skin above the iliac crest. This touch filled me with pleasure as I moved my head back, exposing more of my neck. He eventually gripped the elastic of my boxers with his teeth and let go, letting the elastic collide back with my skin. He then arose from his position to cast aside my boxers. When he did, I felt more exposed than ever. I confess I was filled with embarrassment. I had a full-blown erection from the foreplay. Dean did not seem to share my feelings of embarrassment as he went down to kiss my inner thighs. This motion made my eyebrows furrow. He eventually began to kiss the sensitive skin along my shaft, and when he did, I let a moan escape my lips. As embarrassing as it was, this only seemed to fuel Dean more, and he began to lick up and down. I moved my hand to cover my eyes and grip my forehead. He ultimately worked up to the tip of my member and licked along the slit. This sent my head backwards in a sense of pleasure and sensitivity I have ever experienced.
“You good, Cas?” I heard Dean ask, breathing above me.
“Yes,” Is all I could reply with. As soon as I responded, Dean took me fully into his mouth. This resulted in a hoarse moan released from my lips. My left hand gripped the bedsheets below me as my right grabbed my hair, furthering the messiness it maintained.
Dean began bobbing his head up and down, each time causing another sound to release from my lips. The pleasure overwhelmed me, as I began to sweat. Dean picked up his pace, even taking me further into his mouth (not without a couple of gags here and there), causing me to go blind from the foreign sensation. My body began to build up to a climax when Dean suddenly pulled off of me. I dreaded the lost sensation of his lips on me, but was quickly taken over by a kiss applied to my lips. Dean pulled away and began stripping off the rest of his clothes. The sight was truly one to remember. His body was perfectly sculpted, he had beautiful thighs, the most divine arms known to man, and a waist I could only pray of touching. He was bewitching.
He eventually went back between my legs, gave my erection a couple or more licks, and came up to kiss me. His hands rested on the pillows on either side of my head. I had a thought to reciprocate the feeling of gratification given to me. I grabbed Dean by his waist and flipped him below me. I was now the one on top of him. He tried to fight the sudden switch in position, but I kept him still.
“Comply, Dean,” I said. I stared deeply into his eyes. He eventually stopped fighting me and relaxed his body. I began to reenact the scene played out for me. I kissed Dean’s jawbone and began making my way down his body. Dean let out more frequent, smaller noises as I proceeded. It was intoxicating. While I was still somewhat clueless about what to do, I knew the human body well enough, so I let the knowledge guide me.
When I explored Dean’s body with my hands, I only felt familiarity. I re-sculpted Dean’s body with my own hands. I knew every inch of his body as I did my own. This drove me to strive for Dean’s absolute pleasure. I replicated Dean’s moves more feverishly. I kissed harder than he did, I lingered longer, and I bit harder. This seemed to excite Dean as I heard him curse under his breath when I did so. I began biting the sensitive parts of his skin, starting with his neck, making my way down to his nipples, resulting in a surprised yelp as I did so. While I was busy exploring, I felt Dean’s dick get extremely more excited as I inched closer down. I eventually made it down to his thighs and began mimicking Dean’s previous movements. I kissed the insides of his thighs, all while glancing up to see Dean’s satisfied face. It’s rare you ever get Dean Winchester to shut up and let someone else take charge. This pleased me the most.
I mimicked Dean’s licking up and down of the shaft, causing the expected moan to escape Dean’s mouth. Except it wasn’t just one. Whenever I moved my tongue, Dean let out a series of moans, displaying his extreme pleasure. This caused a smile to form on my face as I licked the tip of his member. The consistent moans only caused further determination on my end. I eventually took Dean into my mouth, causing a moan louder than the others to come out of Dean. I mirrored Dean’s bobbing head motions, causing more and more moans from Dean. I began to feel the need to touch myself, so I did. I grabbed onto my erection and began to stroke up and down. This action caused a moan to escape from my own throat, which only excited Dean more. The occasional fuck or other incohearent profanity proceeded out of Dean’s mouth as I began to suck as I went up and down. I matched the pace of my stroking to the pace of my sucking. I heard Dean say my name louder and louder as he neared his climax. I gazed up when he screamed my name louder than before. His back arched as he came into my mouth. I made it my mission to leave no trace of any liquid behind, so I swallowed as much as I could.
When I eventually took my mouth off of Dean, I sat up and gazed upon his beauty. His back began to relax as he came down from the high. He locked eyes with me.
“Cas, you’re so fucking beautiful.” I smiled at this comment. He gazed down at my still hard Dick. He sat up and took it into his hands, and began to pump. I moaned as he used his hands, grazing over the slit. Not long after, I eventually came as well, Dean still pumping as I also came down from the high. He licked the substance off his fingers, raising a smirk from my lips.
I straddled his waist with my legs and began kissing him again. Our mutually sweaty bodies colliding. Dean eventually pulled away.
“You’re hot when you’re angry, you know,” Dean said.
“You’re hot when you comply,” I replied.