Story: I Won't Let You Die a Virgin
Author: Aruuuu
Disclaimer: I DO NOT own Supernatural, I am merely writing out of pure fun hahaa.

NOTE: Season 5(spoilers?) The beginning was taken directly from the 4th episode. Most of the dialogue is correct. A few errors here and there because I did it from memory.

ALSO. I AM BACK BABYY :] Got my mojo back recently and I'm trying to adapt to my new style of writing. It's changed some over the years I've been gone

Enjoy the dream I had a few nights ago hahaha.

"Well it's your last night on earth…What are your plans?"

"I just thought I'd sit here quietly" the angel replied completely serious.

"Dude common…anything? Hmm? Booze… Women…anything?" the oldest Winchester raised his brows waiting for an answer from the angel. The angel diverted his eyes from the human at the word women, slightly embarrassed.

"…You have been with women before, right? Or an angel at least?" Dean questioned as the angel proceeded to rub the back of his neck nervously.

"You mean to tell me you've never been up there doing a little cloud seeding?"

"I've never had an occasion, okay?" the angel responded quickly.

Dean paused in disbelief at what the angel had said.

"Alright. There are two things that I know for certain. One. Burt and Earnie are gay. Two. You are not going to die a virgin. Not on my watch. Let's go."

Castiel hesitated as he followed the hunter into the bar. Dean strolled right in like he did this every day. He walked over to an open table, gesturing to Castiel to sit down. The angel's eyes darted back and forth, side to side, scanning the room and all the people in it. He swallowed in nervousness as all kinds of women walked by.

"Hey, what's your name?" a voice whispered into his ear. Castiel had no idea how to react. He gave Dean a nervous and perplexed look as if pleading for help.

"It's Cas. His name is Cas." Dean smirked looking at the woman who had wrapped her arm around the angel's shoulder. "What's yours?"

"Chastity" she smiled.

Dean couldn't help but snicker at the girl's name. "Chastity?" he repeated in a humorous way.

"I'll show you a good time" the woman giggled pulling Castiel to his feet and dragging him toward the back room. Again the poor defenseless angel pleaded for Dean's help. The hunter could only smile and laugh, handing Castiel a wad of cash, watching him get dragged to the back room.

It had only been about five minutes since Castiel had gone off with Chastity, when the shrill shriek of a woman ran through the halls of the hooker bar.

Dean quickly made his way to the end of the hallway where the rooms were hidden from the bar. A very agitated and horrified Chastity was scrambling away from the half undressed angel standing in front of the room they had entered.

"Screw you asshole! Screw you too!!" she screamed at Dean who had not registered what had just happened. She pushed her way out of the hall and out of sight.

"What the hell did you do to her?" Dean was trying his best to hide his amusement.

The angel tilted his head in confusion before speaking. "I merely looked into her eyes and told her it was not her fault that her father, Gene, had run out on her. He just hated his job at the post office."

Dean could not hold his laughed in, "dude, this whole industry is built on daddy problems! How could you possible know that?" Castiel could not understand what exactly had gone wrong or what was so funny either.

"Common, we better get out of here" Dean said quickly, grabbing Castiel's hand and pulling him out the back door before the security guard could push his way through the crowd of people. The hunter laughed his whole way out and to the Impala, tears threatening to fall from his eyes. They quickly got into the car and drove away.

"Haha, man, Cas. I've had more fun in the one day I've been with you than the whole time I've been with Sammy in a long time" Dean chuckled glancing over at the puzzled angel who still could not grasp what he had done wrong.

They drove on chatting for a few hours. It was now past 2 in the morning and Dean thought it would be a good idea to stop and rest for the night at the next motel they came across.

After checking into a room, the Winchester led the angel into the room, setting his bag on the couch by the door. He cursed loudly as he surveyed the layout of the room. There was a small television against the wall, one bathroom, a table with a couple of chairs, a dusty looking couch, and one bed.

"Dammit. I asked for two beds…" he left the room for a second to talk to the owner, returning seconds later pretty upset. The owner had left the office for the rest of the night assuming that no one else would stop by in the middle of the night looking for a room. They were stuck.

Castiel had been silent since they got out of the car. He stood in the middle of the room, eyes fixed on the bed.

"Cas, you can have the bed. I'll take the…couch" Dean mumbled loud enough for Castiel to hear. When he got no response he stopped unpacking his booze into the small fridge next to the television. He turned to look at the angel who still had not moved an inch since he had step foot into the room.

"Cas, what's wrong?"

"Dean." He replied.

"Yeah?"

"Dean" he repeated.

"Cas, what?" Dean moved to stand infront of the angel. His eyes scanned the angel's for any sign of injury before meeting the piercing blue orbs that belonged to Castiel.

They were silent.

After a few moments Dean dragged his gaze away from the other's mumbling something like "you're acting weird today".

As he turned to get back to what he was doing, Castiel's hand darted out from his sides, grabbing Dean's hand in his own, pulling him back to him. The sheer strength of the angel dragged the full grown man back to his side. Dean lifted one brow in confusion.

"Dean" he paused. "Please tell me what I did wrong back there…Why did that woman run? I don't understand…" the angel admitted.

Dean was silent. He grinned slightly, "It's nothing Cas. She just…had to use the restroom really bad, you know human stuff."

Castiel held his gaze on Dean for a few seconds. He hesitated before asking, "D…does this mean I'm still a virgin?"

Dean bit his lip to keep himself from howling with laughter. The things this angel said he just couldn't take it anymore.

"Yes, haha. From what I saw you didn't get too far with her. We can try again some other time."

"But Dean…I might not be here tomorrow. Rafael will surely destroy me…again."

"Don't say that. I know we were joking around before but don't. You'll be fine. I'll make sure nothing happens to you." Dean could feel his hand clench into a fist.

"There is nothing you can do. He is far too strong for a mere human to do anything."

"Cas-"

"I want you to teach me, Dean."

Dean stared at the angel, mouth hanging slightly open in disbelief. What did this angel just ask him?

"Cas, what th-"

"Dean…" the angel locked his eyes with the older Winchester's. "I…don't think I can trust anyone else with this. I need you to do this for me. Please."

Dean felt a shiver shoot down his spine as the blue eyed angel looked into his eyes. It was as if he were looking straight into his soul. He had only felt this way a few time before this. Each time he did, Castiel had always been asking him for some sort of favor and he could never refuse. Just the other day the angel had convinced him to lend his treasured necklace to him as well. He could not resist then nor could he now.

"…fine" he pulled the angel's body up against his. "Come here."

Dean grunted slightly as the warmth of the angel's body pressed against his own. He swallowed hard, taking a deep breath. He could not believe what he was just about to do. They were both men and Castiel was an angel for heavens sake. This had to be a pretty big sin, not that he cared. What would Sammy think?

"Dean…What should I do?" Castiel muttered, breaking the silence.

"…Kiss me"

TBC

A/N: AHHH I'm soooo sorryyyyy I had to end it here haha. I could not write a lemon with all the nonsense at the beginning hahaa. Next chapter will definately be alllllll sexxxxxxx hahaha

Hope you enjoyed. Stay tuned for the next chapter!