The Bet

Chapter eight

Dean's POV
THE SEVENTH DAY. And I'm not doing to well. I mean we are becoming friends. But I'm no where near that kiss or pretending to ask him out. This seriously sucks.

"You suck at bets"Benny said. "Shut it"I said. He laughed. "You do"he through his hands up in defense. I shook my head. "I know I do. But it's getting better"I shrugged. "Dean"he gave me a look. The 'I wasn't born yesterday 'look. "Benny"I shrugged. He gave me a smirk. "Whatever. "He said.

At that moment Charlie started to walk towards us. "Hey bitches"she said. We nodded. "Cassie sure talks about you a lot, dean"she smirked. I shrugged. "He just has so much to say about you. How you are always trying to be his friend. Always being near him. It's kinda cute really"she said.

"..."I looked at Benny. "So can I ask you something?"she gave me an innocent smile. I nodded. "Good"she said. Then she gave me a serious look. "Whatever your planning. Stop it. Or I will end you. Understand?"she warned. "Not planning anything "I said. She gave me a questioning look. "Of my best friend is her and I find out it's because of you. I. Will. End. You"she said.

"Ok"I said. She winked and walked off. "I think I shit myself"Benny whispered. I raised an eyebrow. "No. I'm good"he nodded. I shook my head. "I need a plan for that kiss. And fast"I said. "What about my plan?"he asked. "I'm sorta his friend. But I need another plan. "I answered. "I got nothing. And I don't think a lot of people can help you"he said.

I smirked. "Dean. When you have that smile. You think of something stupid "Benny warned. "I have an idea"I said. He nodded. "Your going to hell"he told me. "Most likely "I nodded. "Let's go"I added.

Few minutes later

"Like I said. When you have that smirk. It's a stupid plan"Benny whispered. Gabriel raised an eyebrow. I gave Benny a look. "So. You want me to talk to my brother Castiel. About going out with you?"Gabriel asked. "Yep"I smiled. "And why?"he asked. "I like him. And he won't listen to me long enough for me to ask him"I answered. I wasn't lying. I barely could talk to the kid.

"Ok. Pretending he said yes. What are you gonna do?"he asked. "Take him somewhere "I answered. He nodded. "I'll ask him. Don't get your hopes up"he said. "Thanks Gabe"I smirked. He walked off.

"Your an idiot "Benny said. "50%"i said. He shook his head. "Let's get to class before the teacher cuts off our head "he said. I nodded.

Time skip

After that class. I ran to science and sat down. And waited for Castiel. When he finally sat down. I looked at him. He raised an eyebrow. I still stared at him. "Um....what?"he asked. "Did Gabriel talk to you?"I asked.

"No.....why?"he asked. "No reason "I looked at the board. Don't worry. Gabriel will talk to him. This bet will be done. And everything will be fine.

After class

I walked out of the classroom towards my locker. "Winchester "I heard Castiel say. I stopped and turned around. "Hey..."he didn't let me finish. He grabbed my shirt collar and dragged my to the guys bathroom. And locked it. But making sure we were the only two, first.

"What was that about?"he asked. "What was what?"I asked. "Staring. Asking me if Gabe talked to me. "He answered. "Talk "he told me. I nodded.

"I asked Gabriel to talk to you about something "I answered. He gave me a look. "I figured that much"he said. "I asked him to ask you out for me"I told him.

He gave me a confused look and smile.  "What?"he asked. "I just told you"I said. "Yeah. But why?"he asked. "I told you. I liked you"I smirked. "Dean. "He whispered.

"I'm serious. I really am"I said. "I'm crazy "he told me. "Everyone is. "I replied. "I'm not dating material "he said. "Same. But we could try"I smirked. "What's this really about?"he asked.

"I like you. Your. Different "I told him. He looked down. "Is that a no?"I asked. He looked up and took a deep breath. And closed his eyes and shook his head. "No. It's not"he opened his eyes. "A yes?"I asked. "No."he answered. I lost my smirk.

"..."he didn't say anything. He unlocked the door and ran out. I stayed still. "Damn it"I whispered. I walked out. And ran to my locker and put my stuff away. "You ok brother?"Benny asked. "No. I failed at asking him out"I answered. "Oh. Figure something else out"he told me.

"No. Benny. This was the only way. And now I'm gonna lose. And have to deal with Jo's flirting "I sighed. "Is that all you care about?"he asked. "Sorta. Mostly he Jo thing"I shrugged. "I would to. But. I think you forgot this was a bet. And just thought you were chasing someone "he shrugged. "That's it"I whispered. "What is?"he asked.

"I need to think of this as me chasing someone. Not being a bet or challenge. Maybe that will work. "I said. "Dean. Not what.....""Thanks Benny"I ran off.

I saw Castiel talking to Charlie and Gabriel. I smiled. I walked towards them. "Hey"I said. Castiel looked at me. "Hey dean"Gabriel said. I nodded. "Listen. I'm sorry that you don't believe me. I am. But I'm gonna ask you again. Will you go out with me?"I asked Castiel.

Charlie smiled and Gabe looked impressed. Castiel smirked. "I already told you"he answered. "Well. I'm not taking no for an answer. "I said. He laughed.

"Castiel "Charlie whispered. "..."he gave her a look. Then looked at me again. "Fine. One date. And if it's terrible. No more"he answered. I nodded. "Deal"I whispered. I smirked.

I walked off. And saw Sam. "I think I might be close"I whispered. He gave me a look. Of disappointment. "Sam?"I asked. He shook his head and walked off. I raised an eyebrow. I'll talk to him later