Sloth: Thanks to all those who reviewed the last chapter. I hope everyone is enjoy the big twist. Of course, this is just a small taste of what's to come. I'll try to put clues and hints to what the big climax will be and what's really going on. Hopefully someone will be able to place to clues and find out what's going on. I just love it when people try to solve the mysteries.

Also, please do check out my other Adam fic, The Life of a Teenage Superhero, where Adam is a superhero fighting crime in a suit based on the gold ranger from Power Ranger. ...Sorry, I just had an image of Jake Abel in a skin tight spandex suit. Expose me while I go write the chapter of that story -poofs-.

I don't own Supernatural!

That Awkward Moment When Your Brother Is Possessed By Your Ex-Girlfriend

"Oh it's good to be back," Azazel said with a smirk on Adam's face.

Cas took the opportunity to fly in front of the demon and pressed his hand against the pentagram. In a bright light, the ink shifted and realigned themselves into a Devil's Trap. With his powers cut off, Azazel could no longer hold Sam and Dean against the wall. The brothers fell to the floor as Bobby came running in from the kitchen.

"I can't leave you boys alone even a minute without something going wrong, can I?" Bobby asked as he looked over the scene.

"Well isn't this nice," Yellow-Eyes said with a smirk as he looked around him. "I gotta say, you've boys have grown up. And an angel? You boys know how to make friends with the strangest people."

Dean walked next to Cas, eyeing the demon that was now inside Adam.

"Cas?"

"I don't know."

"What do you mean you don't know?" Sam demanded. "Azazel is possessing Adam!"

"Uh, standing right here, Sammy."

"Well you're not exactly in the position right now to be threatening to us," Dean snarked as he glared into the yellow eyes of one of their greatest enemies.

"Azazel," Cas started as he stepped forward. "How are you inside the boy? You should be dead."

"Oh I was," the demon said. "I still remember that cold night when Dean shot me right in the chest. Oh how it hurt."

Dean glared at the demon's mocking tone. He watched as Azazel examined Adam's jacket. "You don't think we were dumb enough to let him keep something sharp on him did you?"

"Guess you boys have gotten smarter. But I'm just checking out the merchandise. I mean if I have known John had a third son…" The smirk on the demon's face told them what would have happened if Adam had been discovered by the demon. Sam marched forward, his eyes radiating with so much hate that it brought a smile to the demon.

"My oh my, Sammy. You're such a big boy now."

"Get out of him," Sam growled. "Right. Now."

"Oh, I wish I could Sam, but we're all kind of stuck in here."

"We?" Bobby asked, not really wanting to know the answer. Azazel smirked and blinked. Adam's head twisted left and right before snapping back and he blinked, his eyes their normal innocent color. He looked up at everyone in front of him. He looked down at the floor and saw he was standing in the middle of a Devil's Trap. A look of confusion appeared on his face.

"Guys? Why are – agh!" Adam's head twisted and he grunted before it snapped back and he opened his eyes, revealing pitch black eyes and a sweet smile. When he spoke, his voice was lighter and almost flirty. "Hey Dumbo. Miss me?"

"Ruby!"

"Oh this is wrong on so many levels," Dean cringed as the image of Ruby using Adam's body to do things came in his mind. "After this is done, please do a mind wipe on me, Cas."

"Agreed."

"Oh come on Sam, don't look at me like that," Ruby/Adam pleaded with a smile that was really disturbing.

"We killed you."

"I know, and I'm sorry I tricked you, but I really did love you."

"Oh that's just gross," Dean commented. "Do us a favor and get out of our brother and take Yellow-Eyes with you."

"I don't think she can," Cas said. "She's most likely trapped inside Adam."

"I beg your pardon?"

"He said we're trapped in here," Ruby repeated with a roll of her/his eyes. She crossed her arms. "I see you haven't gotten any smarter."

"Ruby, what do you mean you're trapped in Adam?" Sam asked.

"I don't know. It's part of some big plan. I – " Adam's head twisted back and forth before his eyes snapped open and revealed a set of white eyes with black irises that caused everyone in the room to jump back. When Adam spoke, he had a thick southern accent, "Don't ya dare tell them anything, Ruby!"

"Alistair?"

"Hello Dean. Have you been takin care of yerself?"

"What's going on here?" Bobby asked. "There ain't no way someone can be possessed by more than one demon, let alone a bunch of demons that you boys killed."

Alistair smiled. It was a sick, twisted smile. One that Dean remembered from his time in hell. The demon stepped forward, but the Devil's Trap held him at bay. He stepped back and examined Adam's body. "Normally we can't. But anything is possible in hell."

Adam's head twisted and turn and this time pure, milky-white eyes appeared. "We have so much fun down there. And it's even more fun in Purgatory."

Cas's head perked up. No one noticed because they were focused on the familiar white eyes staring at them out of Adam's head. "Lilith," Dean murmured bitterly as he watched the demon examine Adam's nails.

"One hundred souls…" Cas mumbled to himself. "Michael and Lucifer used one hundred souls from Purgatory to fuel their bomb. "

"And now we're all in here, tearing little Adam bit by bit. Reminds me of the ghouls I hired."

Sam and Dean stared wide-eyed at the demon. Her/his face had the biggest grin they had ever seen on Adam. It looked almost inhuman. Sam stepped closer to the trapped demons, using his height to his fullest, towering over Adam.

"What are you talking about?"

"Did you're angel not tell you?" Lilith asked as she looked over at Castiel, who looked just as confused as the brothers. "One of the seals for Lucifer's cage. Blood of the righteous man, devoured in seven days and seven nights. I hired those ghouls to break the seal. And I enjoyed watching every minute of it."

Sam lurched forward and took ahold of Lilith by the neck, tightening as the demon gasped. He ignored Dean and Bobby as they tried to pry him off their brother's body.

"You bitch! You knew about Adam!"

"It makes sense doesn't it?" Lilith choked out. "Each Winchester playing a grand design in breaking Lucifer's cage. –cough- Dean started it. Adam was the midpoint. And you broke the last seal. You boys got so much in common I'm surprised you haven't figured things out yet."

Sam reached back ready to throw a punch, but with Cas help, Dean and Bobby managed to pull Sam off and Adam fell to the floor as control of his body shifted again. As the souls fought for control, they could all hear Adam muttering to himself as he clutched his head.

"Make them stop. Make the voices stop."

Sam cautiously walked over to Adam. Cas stopped him before he could get too close and stepped over to the whimpered boy. He took ahold of Adam's hand as it thrashed near the angel and pressed his hand against Adam's chest. Energy pulsated from the angel's finger and right into the blond's chest. Adam gasped before he fell limp, breathing heavily on the floor. Cas stood up and gave Sam room to scurry over to Adam.

"Adam?"

Adam blinked as he stared at the ceiling. "I can hear them…"

"What?"

"I can hear them. They're all in my head. Lilith. Ruby. Zachariah. They all want control of my body."

Adam turned to Sam, fresh tears rolling down the blond's eyes.

"Don't let them take over me, Sam. Please."

….

…

..

"Thanks for your help Casey," Bobby said to the young Wiccan.

"It's no problem Bobby. I owe you for saving my boyfriend. I'm sorry I couldn't help any more than I could." She said from her car window. She started her engine and waved to Bobby before driving off his yard. The old Hunter sighed before readjusting his cap and going back inside. Once inside, he heard the sound of Dean pinning Cas to the wall. When he didn't see Sam or Adam in the room, Bobby figured the giant Hunter had taken the boy to the room they shared to sleep.

"You said you could fix him, not let him get possessed by a bunch of demons we already ganked!"

"I had obviously miscalculated the severity of the situation."

"Miscalculated my ass! Did you not see how scared he looked? Didn't you hear me tell you to stop?"

"I was concentrating on getting the souls out. We couldn't risk having them stay inside Adam for too long."

"Like hell you were," Dean growled. He let go of his friend and took a few steps back, not trusting himself not to sucker punch the angel and possibly breaking his fist. "And what was the deal with Lilith? Was she telling us the truth? Was Adam a seal?"

Cas didn't look his friend in the eyes and Dean knew the answer. Dean glared at the angel as he diverted his attention from him. "Did you know about him?" When Cas didn't answer, Dean stepped forward, and in a low, dark tone, repeated, "Did you. Know about him?"

"I did not know about Adam…But I knew of the seal. And I believe my superiors knew of Adam as well. If I had known, I would have tried to save him."

Dean kept watching Cas. "Anything else you want to tell me Cas?"

Cas stared into Dean's eyes. Eyes usually filled with such charm and life was now filled with distrust and rage. Cas knew he couldn't tell Dean the truth. If his friend knew that he had been trying to take some of the souls inside Adam, he would lose the friendship he had created with the other man. He didn't want to risk it.

"No. Nothing at all."