Dean was stretched out in the recliner, almost asleep, when he noticed that his younger brother was awake and was restless. He watched as Sam tossed and turned on the sofa bed, then as he stood up and walked into the kitchen. Dean could always tell when something was bothering Sam, so he stood and walked into the kitchen as well.

"Sounds like a good idea." Dean said, as he nodded towards the beer bottle in Sam's hand. "It's five o'clock somewhere."

Dean walked over to the fridge and grabbed a beer, then sat down at the table across from Sam.

The younger man took a swig of beer and avoided any eye contact with Dean.

"What's up Grumpy?' Dean asked.

"Nothing."

"Bull, now spill it."

Sam didn't reply, but Dean knew what the problem was. It was what the problem normally was when Sam was concerned.

"Look." Dean sighed. "I ain't too good at this chick flick crap, so I'm only going to say this once. Dad loves us, he really does. But he can be a major dick at times. He wants things done his way, and only his way. But that's just him trying to protect us."

"I know." Sam sighed. "But I really wish he was here."

Dean nodded, then finished his beer in one long gulp. "Go to bed, remember you've got to get up early in the morning to see Allen, Ruth, and Kayla off."

"Yeah." Sam said, feeling better.

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Dean was sitting in the recliner, having just woken up a few moments ago. He heard the faint sound of an alarm clock buzzing from the bedroom. A couple minutes later, Kayla walked out of the bedroom. She was still wearing a pair of pink silk pajamas and her hair was stuck up in a few places.

"Morning." Dean said.

"Morning." The young teen returned the greeting. She looked at the sleeping Sam and Jess with a smile. "Dad told me to wake them up."

"Did he say you had to wake them up nicely?" Dean asked with a grin.

"No Sir. In fact, he was smiling when he said it." She walked over and knelt down right beside Sam, her mouth inches from his ear. Then she let out a loud pitched scream.

Sam and Jess both instantly woke up and sat up quickly, looking around in confusion.

"It's time to wake up." Kayla smiled.

Dean laughed and Sam and Jess glared at her.

"That does it." Sam growled, climbing out of bed and stalking towards the young teenager. "You asked for it." He stood in front of her, towering over her and glaring.

"Bring it on, Sasquatch." Kayla said, smirking.

Sam made a grab for her, but she giggled and backed up. She had been so focused on Sam, that she failed to notice Jess climbing out of bed and standing behind her. So she was a little surprised when her retreat was blocked.

Jess grabbed her little sister's wrist and held her until Sam grabbed her by the waist and lifted her off the floor and slung her over his shoulder.

"Hey!" Kayla protested. "Two against one is totally unfair."

"So Jess." Sam said. "Trash can or toilet?"

"Hmmmm." Jess said, as if she was deep in thought.

"Mooooom!" Kayla yelled and Sam instantly sat her back on her feet.

"You win." He said, holding up his hands in surrender. "No need to call in the Calvary." Then he smirked and added in a whisper. "Just wait till I get you alone, where your Mom can't hear you scream."

Dean watched them with a large smile on his face, he loved seeing Sam happy. His little brother had finally found the normal life he had craved his entire childhood, and Dean was thrilled for him. But he was also saddened. He wasn't sure where he fit into that normal life. It had always been his job to watch after Sam, but he feared that his little brother didn't need him anymore.

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An hour later, Dean and Sam said their goodbyes and Jess took her family to the airport. Dean and Sam were sitting in the living room.

"Jess is an amazing woman." Dean said.

"I know." Sam agreed with a sad smile.

"What's rattling around in that enormous brain of yours?" Dean asked.

Sam reached into his pocket and pulled out a small jewelry box and handed it to Dean. The older Winchester opened the box to reveal a diamond engagement ring.

"Sam." Dean said, staring at the ring. "This is so sudden, Dude. I…I'm so sorry, but I don't swing that way. I mean you're a great guy and…"

"Shut up, Dean." Sam growled, but he couldn't help but smile at his brother.

"So you're going to pop the big question?" Dean asked. "I think that's great, like I said, Jess is an amazing woman. I'm sure you two will be happy together."

"It's not that simple." Sam said with a sigh.

"Why not?"

"A marriage based on lies will never work." Sam said.

"You plan on telling her about the family business?"

"Yeah."

"So not a good idea." Dean said, shaking his head. "Jess will call in the dudes in white coats to take you to a padded rubber room."

"I can't lie to her about my past." Sam argued.

"Then don't lie to her, just omit certain topics."

"Dean…." Before Sam could finish the sentence, they hear a knock on the door.

Sam stood up and walked over to the door, opening it to reveal Bobby.

"Bobby." Sam exclaimed with a smile. "What are you doing here?" Sam hadn't seen the older hunter since he was seventeen.

"You invited me to your graduation." Bobby said, as Sam stepped aside and let him enter. "Sorry I couldn't make it in time, had complications with a hunt."

"What kind of complications?" Sam asked, as Bobby pulled him into a tight hug.

"Are we alone?" Bobby asked, as he released Sam and gave Dean a quick hug.

"Yes Sir." Sam said.

"Damn poltergeist had a few new tricks up its sleeve."

"It's good to see you, Bobby." Sam said. "Thank you for coming."

"You're family, boy." Bobby said in a gruff voice. "Course I'm here."

"You made it in time to help me talk this kid out of doing something stupid." Dean said.

"Which is?" Bobby wanted to know.

"I'm going to ask Jess to marry me." Sam said, giving his brother his best bitch face.

"What's stupid bout that?" Bobby asked Dean. "I thought you liked the girl."

"I do, and I think it's a great idea for them to get hitched."

"Then what's the problem?"

"I want to tell Jess the truth." Sam said. "About everything. I don't want our marriage to be based on lies."

Bobby thought about it for a moment, then looked at Sam. "You're right."

"What?" Dean asked, confused. He was certain that Bobby would be on his side.

"Husbands and wives should have their secrets." Bobby said, "Especially about their ex-girlfriends." He gave a lopsided grin and added. "Found that one out a little too late." Then his expression grew serious. "But they shouldn't have secrets this big, it can rip a marriage in half."

"I guess you two are right." Dean sighed. But he wasn't thrilled about the idea. He knew it was highly possible that Jess would think Sam was completely nuts and that their relationship would be over. He knew that that would crush Sam.

The front door opened and Jess walked in.

"Jess." Sam smiled, wrapping an arm around her waist. "I want you to meet a very good friend of mine, well actually he's more like family. This is Bobby Singer."

"It's a pleasure to meet you, Mr. Singer." Jess smiled and shook his hand.

"Nice to meet you too, and it's Bobby."

"Bobby and I were just leaving." Dean said. "But we'll be back."

"I'm making pot roast for supper." Jess said. "So you both better be back by seven."

Bobby and Dean both gave Sam an encouraging smile, then left.

"Jess." Sam said, trying to summon up the courage he needed. "There is something very important I need to tell you."

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I will post again as soon as I can, hopefully tomorrow.