5 Yrs Ago - The Next Morning

Cynthia sat up in the bed and looked around the room and saw no sign of Dean anywhere. She looked around for her clothes and soon remembered they were down by the pool, "Crap." She said and ran her fingers though her hair. Looks like she was going how wearing a sheet. How was she going to explain to Hannah?

Just as she was about to get out of bed and start her walk of shame there was a knock at the door, "Come in." She said.

The doors opened and she saw Jeffery walk in with a simple short black dress on a hanger, "Morning Miss Cynthia. Dean asked me to bring you something to wear while I have you other dress cleaned."

"Thanks. Where is he?" She asked and she figured he had ditched her.

"He had to take a call early this morning but he is waiting for you down in the breakfast area and hoped that you will join him."

"Oh. Thanks."

"You're welcome." Jeffery said and walked out of the room leaving her to get dressed.

Dean sat at the table with his cup of morning coffee reading over the paper checking the stocks. Cynthia walked in and smiled when she saw him there. "Morning handsome." She said.

Dean sat the paper down and smile as he got up from his seat, "Morning beautiful. You look amazing."

"Thanks. How did you know my size?"

"I have a eye for sizes. Well that and I just looked at your other dress." He smiled, "Have a seat."

Cynthia walked over to the table and sat next to him, "I thought you have left me hanging this morning."

"If you were anyone else I would have. There is just something about you that makes me want to see you as much as I can." He leaned over to her and said as he looked into her eyes.

"After one night?"

"Sometimes that's all it takes." He winked, "Now eat up before it gets cold."

"Shouldn't you be getting to work or something?" She asked and took a bite of bacon.

"Nope. I took the day off. I thought I would show you my favorite places in town."

"Maybe I don't want to spend the day with you. Ever think about that?"

"I know you want to." He smirked, "So hurry up because we have lots to do. Plus we have to get you packed up."

Cynthia glared at him, "What do you mean?"

"Well Hannah is moving in with Sam and you are moving in with me."

Cynthia about chocked, "Excuse me? No I'm not."

"Yes you are." Dean said and picked the paper back up.

"Dean, I'm mot moving in with you. I just met you."

"So?"

"So you could be this crazy person that wants to kill me or something."

"If I wanted to kill you I would have done it already. Now eat your breakfast." Dean said and went back to reading.

"Dean..."

"Don't even try to argue. I always win. You're moving in and that's all there is to it."

"So you say."

"So I know." Dean smiled at her. One look into those gorgeous eyes and he was lost. She knew she couldn't tell him no. That was it. She was his after one night and she was happy about it.

Present

It was the next night and Dean stood at the foot of the stairs looking at his watch. They had to be at his parents in half an hour and still no sign of Cynthia. "Can I get you a drink while you wait?" Jeffery asked.

"As long as its taking her I could drink a whole bottle." Dean sighed, "But no thank you. Why don't you take the night off. Go out and have fun." Dean said and handed Jeffery and couple hundred dollar bills.

"Sir I can't take this."

"You can and you will." Dean smile, "Go and and relax."

"Thank you sir. Have a great night." Jeffery said before heading up to his room.

Cynthia was looking over the railing and saw what Dean had done. He was always so good to Jeffery. You would never know he was a servant. Dean had his good moment. She only wished he had more of them

She fixed her dress and put her hand bag under her arm as she walked down the stairs. She was dressed in a light blue baby doll dress with clear heels. When Dean saw her his face lit up. She looked amazing. Sure it wasn't her normal skin tight dress but he liked this one too, "Are you ready?" He asked trying to keep all dirty thought of fucking her on the stairs inside.

"Yeah I guess." She said.

"You look nice. New dress?"

"Sure. If you call three years old new." She said, "Let's go."

"Hold on. What did you tell my mother about us?"

"Why?"

"I just want to know what I'm walking into."

"I just told her we had a disagreement. It the truth. You think its ok to screw your secretary in our home and I think its wrong so we disagree." She smirked, "let's go." She said and walked out the front door.

Dean sighed. It was only a matter of time before his parents found out and they were going to chew his ass.

xxxxxxxxxxxxxxxxxxx

Dean and Cynthia walked up to the door and rang the bell. Dean took this extra moment to pull something out of his pocket and hand it to Cynthia, "Here." He said and she took the small box, "You might need these."

"What is it?" she asked.

"Your rings." Dean said.

Cynthia sighed as she opened the box. When she took a look she noticed there were 2 more diamonds on each side, "Its beautiful." She said

"Happy late anniversary." Dean said and turned back to the door. Cynthia knew that look on his face. It was the look he got every time he had to spend lots of money on something.

She just smiled and slipped the rings on her finger. She may have to hand onto these when all this is over and done with.

Seconds later the butler opened the door and Dean and Cynthia smiled, "Right this way." The butler said and let them into the house.

Mary walked up to them with a smile on her face as the butler too their jackets, "I was wondering when you two were going to get her." She said and gave them both a hug and a kiss, "Sam and Hannah are in the sitting room with your father." She told Dean.

"Sam and Hannah are here already?" Dean asked. He was a little worried Hannah had opened her mouth about the divorce.

"They got here half a hour ago." Mary said.

"Huh well what have you all been talking about?"

"Now Dean sweetie you know they would start talking about the good stuff with out us." Cynthia said as she smooshed his face between her hands, "Relax baby." She smiled and followed Mary in to join the others.

As soon as Dean walked in Hannah gave him a evil glared but Dean just ignored her and walked over to the love seat across for her and Sam and sat next to Cynthia. He placed his arm around her and moved her closer giving Hannah the wrong idea and he knew it. Dean just winked at Hannah and she rolled her eyes. Surly Cynthia hasn't taken him back.

"Can I get you two a glass of wine?" The butler asked Dean and Cynthia.

"Yes." Dean said.

"None for me thank you." Cynthia said and everyone looked at her. They new this was her favorite, "You all know I'm a light weight. One drink and I'll be singing karaoke." She laughed.

"Dinner is ready." The maid said.

"Great I'm starving." Cynthia said and jumped up to headed into the dinning room and the rest followed.

She stood there next to the table watching the last plate being sat down and Hannah walked over to her and grabbed her by the arm, "What is going on?" She whispered.

"What are you talking about?"

"Are you and Dean back together?"

"What? No. He's just putting on a act for his mom and dad. We aren't back together. He doesn't want his parent to know yet."

"Know what?" John asked as he walked up behind them causing them to jump.

Dean looked over at Cynthia was wondering how she was going to get out of this one.

"That me and Dean are getting a dog." She smiled.

"Really? What kind?" John asked and looked between her and Dean.

"Poodle" "German Sheppard" .Dean and Cynthia said at the same time and Sam couldn't help but laugh and Hannah nudged him, "Well we are still talking about it. Shall we eat?" Dean said and look a seat.

The six of the all sat around the table and began to eat, "You know not that a dog isn't a great idea which it is but I think Mary and I were hoping you guys were going to give us some grandchildren but a dog is a good start." John said and Cynthia dropped her fork.

Dean glared at her and then looked at his father, "No not now. Kids are a long ways off but you never know right baby?" Dean asked Cynthia and she just gave him a smile.

"So Sam what about you guys? Any plans for children?" Mary asked.

"Well not this year because Hannah and I have decided to start our own law firm together. That way we can work together and not against each other." Sam said.

"That's wonderful son." John said

"After that kids will be in our future for sure." Sam said and placed his arm around his wife.

Cynthia watched them and smiled. They were still the cutest couple she had ever seem. She wanted what they had.

After dinner was over Dean and Sam followed John out onto the patio for a drink while the girls went back into the sitting room to catch up. While Mary was changing into something more comfortable Hannah thought it was time to catch up with her sister.

"So how's everything going at home?"

"Good I guess. Dean still playing the nice guy roll. He thinks everything is going to be ok and its not ok."

"Just hang in there a few more weeks and it will be over." Hannah said.

While John took a call on the far side of the porch Dean took this time to get a little advise from Sam and he knew he was going to regret this. "Dude you gotta help me out. Nothing I do works for her anymore."

"Try romancing her." Sam said.

"I do that. Hell I gave her a new car."

"Dean you slept with your secretary. Buying stuff isn't going to work anymore. Try doing something romantic. Surprise her."

"Like what?"

"I don't know. Have her go out for a spa day and have a candle light dinner waiting for her when she gets home."

"That's all you got? Dude you suck. I'll google it." Dean said.

"Yeah Dean. You do that." Sam said and turned away. Dean was screwed.

Cynthia got up and walked over to the drink cart and grabbed a water while she waited on Dean. "That's another thing. What's with the no wine thing? We all know you can out drink us all."

"I can't drink." Cynthia said and turned to her sister, "I'm pregnant."

Hannah's eyes widened and she got up from her seat, "Are you kidding me? How could you let this happen? Where? When?"

"Ok slow down. It was 8 weeks ago. Me and Dean had a fight and well made up a few time in his office. I wasn't thinking."

"What is with that man and having sex on his desk? He's like a freakin animal." She said, "Does he know?"

"No and I don't want him to until the divorce is finally. This will just be something he can use to make me stay. You know him. Plus I don't know how he's going to take the news."

"He's going to be pissed you didn't tell him."

"I know but by then I should be moved out."

"Let's hope. Am I allowed to be excited?" Hannah asked her.

"Of course." Cynthia smiled.

"Yay I'm going to be a aunt."

"I know." Cynthia said and gave Hannah a hug. "I'm happy."

"Happy about what?" Sam asked as he and Dean walked into the room.

"About...uh...the dog. I always wanted a puppy." Cynthia said, "Are you ready?" she asked Dean.

"Yeah we can go. Tell mom and dad we said bye." Dean said and helped Cynthia with her jacket.

"Ok. I'll call you tomorrow Cythina." Hannah said.

"Ok. Bye."

"Bye. Bye Jackass." Hannah smirked at Dean.

"Bye Bitch." Dean said to her before walking out the door behind Cynthia.

Once they were in the car Dean sighed and looked over at his wife, "Thanks."

"For what?"

"For not saying anything."

"I wouldnt do that. I know its going to break there heart."

"No only there." Dean said before he put the car in drive and drove away from the house. Tomorrow he was going to win her back for sure.

*OMG sooo close to 100! Im so happy that you guys have made this story so awesome and make it so fun to right. I owe a BIG thanks to Joyce for the help like always. She is my wingman. Ok so please review and lets get 100! Thanks guys. I love you all!