Destiel One Shots ~Smut~

The Sex Talk.

Inspiration behind this one shot :
-I saw a screenshot of a post that was made by deadpai on Tumblr (I believe) and it gave me an idea for this one shot.
-Also inspired by S9E8
Imagine innocent, socially awkward, virgin Cas. It starts slow, but it gets smutty I promise!
This isn't my best work...

Sam and Dean had decided that since Castiel was interacting with a lot more human's it was time to give him the 'sex talk' and Dean was assigned the job. "Sam come on he'll figure it out on his own eventually...I did!" Dean complained. "Dean would you like him to go out there and get someone pregnant? Who knows what what would come out if that happened" Sam argued. "Why do I have to do it?" Dean groaned in annoyance. "You share a more profound bond remember" Sam responded sassily with a smirk. Dean let out a forceful sigh and gave a nod of agreement. "Okay Sammy... you got it" Dean rubbed his face with his hands, just as Castiel entered the room. "I'll leave you guys to it" Sam smiled and waved walking off down the hall.

"Leave us to what?" Castiel asked in confusion as he entered the library. He pulled out the chair beside Dean and sat down, watching him intently with a slight head tilt waiting for a response. Dean shifted in his seat, he really didn't know how to say this and just wanted to get it over with. Dean cleared his throat and looked Cas in the eyes "Do you know what sex is?" he asked straight to the point. It took Cas a few moments to respond but eventually he did "Of course, it's when two or maybe even more people have intercourse... for pleasure or to make children" Castiel answered proudly. Dean was relieved that Cas understood at least a little bit about what sex was.

"Since you're around humans more, me and Sam thought it would be a good idea for you to learn more about sex. You might end up having it one day" Dean went on to explain. Castiel's facial expression remained emotionless before he nodded "Okay, but it's not that hard to understand Dean" Cas laughed, scratching the back of his neck. "Do you know about safe sex and protection?" Dean asked curiously, raising his eyebrows. "I won't be having sex with my enemies, so I will be safe...and I can bring my angel blade for protection" Castiel responded in confusion. Dean face palmed with both hands and dragged his hands down his own face with a small chuckle.

Dean went on to explain about condoms, consent, lube, etc for the next 10 minutes.

"Okay, do you understand now?" Dean smiled already feeling exhausted from this conversation that he never thought he'd be having.
"I understand" Castiel nodded with a smile. "Perfect" Dean grinned slapping his hands on his knees, and standing up to leave.

"What does it feel like?" Castiel asked as Dean turned to leave. "What?" Dean turned back around with a confused expression wondering if he just heard that right. "What does sex feel like? People enjoy sex and I would like you to tell me how it feels" Cas smiled, holding his hands in his lap, he looked so innocent. "What do you want to know?" Dean sat back down in his seat, folding his arms over his chest and made himself comfortable. "What does it feel like to have sex with a woman?" Castiel asked as he watched Dean closely.

"Hmm" Dean hummed, biting down on his bottom lip. "Sex has always felt...I don't know, good, really good. There is always the initial sensation when entering the woman, a certain warmth, that tickles the nerve sensations up and down your shaft. Well, the initial feeling when you first go inside is unreal. Especially when the pussy is really tight and wet. It's a bit like the feeling of heat when you open an oven on a cold day" Dean started to explain.

"That sounds nice..." Cas gulped, shifting in his seat. Dean narrowed his eyes looking Cas up and down. He noticed the nervous expression on the angel's face and smirked. "Once you're in, the soft, spongy tissue envelops your dick beautifully with a warm and wet sensation. As you being to thrust, each zone of your cock gives a different sensation. All very enjoyable" Dean explains in a low husky voice, looking Cas directly in the eyes. "And what about anal sex...with a man?" Castiel whispers his cheeks flushed red.

"Oh, I'm glad you asked" Dean smirked, enjoying the reactions coming from Cas. "Having another male inside of you is a very intimate thing. It's special, and very pleasurable. Anal sex feels so fucking good for the receiver. Prostate stimulation is...amazing, wether by massage, or by a cock inside of you stimulating the entire area with thrusting" Dean leaned back in his seat taking in the view of the nervous angel in front of him.

Castiel squeezed his hands into fists, hanging onto every word that left Dean's mouth. His cheeks a deep shade of red. Dean watched the shift of Cas' thighs as he squeezed them together. The hunter knew what he was doing to the angel. He noticed Cas' semi hard cock beginning to grow the second he started explaining. He wanted to see how far he could take him, if he could bring him over the edge.

"Now let's talk about giving anal sex...It's almost as you feel with a woman except much much tighter. Men tend to be a bit stronger and more aggressive than women so expect more wrestling and groping, touching each other, everywhere. Fucking an ass is so overwhelming... in a good way" Dean continued explaining making sure to maintain eye contact. "There's a lot of noises involved in sex...but don't be alarmed most of the time they're noises of pleasure" Dean glides his tongue over his bottom lips.

"How do I know if it's a sound of pleasure or not?" Cas asks nervously, he wasn't sure wether or not he should've asked that question with how Dean was making him feel already. "Let me give you an example. When someone feels good they might sound like this..." Dean smirks and continues to let out a string of low husky moans. He begins mimicking different sex noises. Castiel's eyelashes flutter, at each noise Dean makes. Cas is sweating, Dean is hard in his jeans and he's not going to stop until one or both of them tip over the edge.

"D-Dean" Castiel stutters his cock twitching in his pants with every sound. Cas instinctively rubs his thighs together desperate for some kind of friction. Dean watches his best friend squirming in his seat, his own jeans becoming uncomfortably tight. "Have you ever touched yourself Cas?" Dean whispered, Castiel shook his head quickly in response. "I think I should give you a lesson what do you think?" Dean mumbled lowly. "Y-Yes Dean" Cas stuttered, with wide eyes."But it's just demonstration, no touching...just watch and learn" Dean grinned, and started to unbuckle his own belt. He opened it up, and popped his top button. Cas' eyes were glued to Dean's crotch, waiting in suspense. Dean lifted himself up shifting out of his jeans , tugging his underwear down with them, letting his hard cock spring free. Cas' lips parted letting a soft whimper escape as he watching Dean grip his length with his right hand.

Dean spat on his dick, and leaned back relaxing into the seat. He began stroking his hand up and down his shaft letting out a low moan "Oh fuck...yeah" Dean breathed out shakily. "You just slide your hand up and down, gripping as tight as you need...Oh it feels so good Cas" Dean groaned tilting his head back. Castiel's breathing was shaky as he watched the hunter in front of him. Cas' hands were clammy, his legs trembling as he shifted in his seat. He listened to Dean's moans, studied his facial expressions... it was getting too much. He rubbed his thighs together creating heat, and friction. Their eyes locked together as the feelings were building for Cas. Dean couldn't stop, he was enjoying this too much. His cock was already leaking precum, he just had to last longer than the angel.

The feelings built, and built and built until Cas finally released. Dean watched as his best friend came in his pants with a shaky gasp, and wide eyes. This sent Dean over the edge, he sped up his hand jerking himself as fast as he could. Just seconds after Cas Dean gripped onto the arm of the chair with his freehand, cumming hard all over his hand. "Cas!" He moaned out loudly. Dean loosened his grip on his cock, and relaxed his body.

Castiel looked down at the wet patch in his pants, and back up at Dean. "Was that..?" Cas began to speak "You had an orgasm...felt good right?" Dean smirked grabbing the box of tissues in the middle of the table. He wiped off his hand, and pulled up his underwear and jeans buckling his belt back up. "It felt really good" Cas admitted still flustered. "You better go get cleaned up... and we repeat this to no one" Dean warned sternly. "Does that mean we can't do it again?" Castiel frowned. "Oh we're gonna do it again...we'll do a lot more than just this" Dean smirked.

....
"How did the sex talk go?" Sam asked later that evening. "Oh it went perfectly" Dean mumbled under his breath.