After Will and Sam had left, Dean walked over to Holly who was sitting on the couch reading her book, "So…looks like we have the night to ourselves." He said and took a seat next to her.

"I guess we do." She said never looking up, "but just so you know, you got played." She said and glanced over at him.

"What do you mean?"

"I called and asked Sam to let Will stay with him earlier. That's why he came over and Will agreed to it before Sam got here."

Dean looked at her and shook his head, "You mean I paid him for nothing?"

"Yep. Looks like he does learn from the best." She said and closed the book, "so what do you want to do?" she asked and Dean licked his lips, "Besides that Dean. Get your head out of the gutter." She laughed.

"I'm just playing unless you want to."

"I'll pass for now but thanks for the offer."

"I thought you might say that so I have a plan B."

"And what might that be?"

"Go get dress and you will see." Dean said and got up, "We are leaving in 10 minutes so hurry up." He said and walked out of the room.

"Wait at least tell me where we are going?" she yelled but he never answered. Holly shook her head and got up to go get changed. She wasn't sure were they were going or what they would be doing so she dressed in a simple blue knee length dress and a pair of flip flops. Who knew what Dean had up his sleeve.

After she was changed, she met Dean own stair, "Are you ready?" she asked him, causing him to look away from the TV.

"Wow you look great." He said and walked over to her, giving her a soft kiss on the lips.

"Thank you but flattery will get you nowhere buddy." She said teasing him.

"I have more than flattery planned and I think it will get me anywhere I want to be baby."

"Still so cocky."

"Oh you know it now lets go." He said and grabbed her hand. They walked outside and he opened the door for her. She was a little surprised because Dean had never been the one to plan out a date and open car door for her. As she sat in the passenger seat she couldn't help but smiled to herself as he walked around the front of the car. Maybe this time things would be better for them.

As they were driving along the road, Dean looked over at her and she had her hands sitting him her lap staring out the window, "Everything ok?" he asked her.

Holly just looked over at him and smiled, "Yeah….yeah everything is great." She said and Dean reached over and grabbed her hand and kissed it, "Whatever has gotten into you I like it."

"Just trying to be the kind of girl you deserve. Sorry it took me so long."

"Better late than never."

"I love you Holly. I promise to show you more often."

"I know and I love you too Dean. Now where are we going?"

"Just sit back and enjoy the ride." He said and looked back to the road. Holly watched him and thought to herself that he was no more than ever like than man she fell in love with all those years ago.

It was almost seven when they finally pulled up to a small park. Holly leaned up in her seat and looked out the window, "Oh my god…Dean." She said and got out of the car.

"So you surprise?" he asked and got out and walked around the car to her, "I though we would come back to where it all kind of started."

"The park where you proposed. Dean how did you ever think of bringing me here?"

"When I was moving into my apartment, I found a picture of me, you and Will here and it made me think of how much I missed out on the years and I know how much you love it here so, here we are."

Holly felt a tear roll down her cheek and jumped into his arms, "Thank you." She said and kissed him deeply.

Dean pulled back and smiled at her, "Am I getting somewhere now?" he asked.

"Maybe just a little." She said and grabbed his hand.

They walked across the wooden bridge over toward the play ground, "I wonder if it still here?" Dean asked and walked over to a large Oak tree. Just as he thought DW + HS was still caved into the trunk, "I told you it would last forever." He said and looked at her.

Holly walked over and ran her hand along the carving, "I guess you did." I can't believe that was over 11 years ago."

"Seems like yesterday don't it?"

"Yeah but when you cared this I think I was about 3 month pregnant with Will and yelling at you."

"You always yelled at me." Holly looked over at Dean and when she looked at him, she though back to that day he promised her they would be together forever.

Flashback

Holly was quiet as the walked through the park. She looked over and saw a young couple swinging their little girl and she sighed wondering if she would ever have that. "Holly are you ok?" Dean asked her as he leaned against a large tree.

"Yeah it's just…"

"Just what?"

"Dean I don't think I can do this. I mean what do I know about being a mother?"

"Holly you are the sweetest person I know. You are going to be a great mother." As she began to cry, she looked over at the couple again, "Why are you crying?" he asked and put his arm around her.

"Because of that?" she pointed.

"Ok…I don't get it."

"We wont ever have that Dean!" she said loudly, "I mean I have only known you a little over three months and now I am going to have a baby and you are never around because you hunt monsters. Who does that Dean?" she yelled.

Dean pulled her into him as she sobbed, "Listen, everything is going to be ok and who said we cant have that?"

"You did when you told me you were like a freakin ghostbuster."

"Whoa, I never said that. I am way cooler than that."

"You know what I mean. We won't ever have a normal family like that. I will have to be a single mother and I can do it Dean I just… I just" she was beginning to stutter and Dean just smiled.

"Maybe we should get married." He said and couldn't believe those words just came out of his mouth.

Holly pulled away from him and wiped her eyes, "What?" she asked.

"Maybe we should get married." He said and again.

Holly just stared at him as a frown appeared on her face, "Are you crazy?"

"What does that mean?" he asked.

"What don't we just get married? Wow Dean don't put to much effort into it. Plus the only reason you even said it is because I am pregnant so no thank you." She said and turned away.

"Holly wait!" Dean said as he walked up behind her and grabbed her arm, "That is not what I asked you."

"Oh really? Then why would you blurt it out like that?"

"Because I thought it's what you wanted." Dean knew that was the wrong answer.

"Oh don't do me any favors." She said and walked over to the large tree and leaned against it.

Dean sighed to himself and tried to remember this is what May had warned him about, "Holly listen to me…" he said as he grabbed her hands, "I know me blurting it out wasn't the best but incase you haven't noticed, I am not the most romantic guy. I didn't ask you to marry me because you are pregnant. I asked you to marry we because I….well I love you." Holly looked up at him as she began crying a gain, "I thought that would be a good thing?" he said

"It is it's just...I can't say yes to you." She said

"Oh…ok then. I can understand that." He said sadly.

"No I mean I cant say yes because you never asked me to marry you so I never got a chance to say yes and that….that I love you too." She said to him.

A smile appeared across his face as he hugged her, "So are you going to ask because I would like you to before this kid pops out."

Dean looked at her for a second and dropped to his knee, "Holly Spencer, will you marry me?"

"Yes Dean Winchester I will marry you." She said and Dean got up and lifted her into his arms.

When he put her down, Dean placed his hand on her stomach, "Here that little guy, she said yes."

"Little girl Dean." Holly corrected him.

"Yeah like that will happen." Dean said and pulled out his knife.

"What are you doing now?" Holly asked him. He never answered her. She just stood there and watched as he caved there initials into the tree. This would forever be their spot.

End flashback

"I guess this is still our spot isn't it?" He asked her.

"I think it will always be."

"At least I was right." Dean said and grabbed her hand.

"About what?"

"It was a boy. I told you it was."

"Ok well next one will be a girl I am sure of it." She said and Dean looked at her.

"So you still want more?"

"Yeah I would like just one more."

"Well then maybe we should practice." Dean said and wrapped his arms around her.

"Who said anything about you being the father." She said and walked over to the swing set.

"Oh that's cute Holly." Dean said and walked up behind her and gave her a small push.

"Do you think we are going to be ok Dean? I mean do you think we can make this work?" Holly asked and Dean stopped her on the swing. She turned to look at him and he placed his hand under her chin.

"I promise I will do everything I have to do to make sure you are the happiest woman in the world."

"Almost sounds like you are proposing again Dean." Holly said and he smiled at her. Dean walked over in front of her and got on his knee, "Dean you don't…" before she could finish, Dean pulled a ring from his pocket.

"I think this belongs to you." He said help out a small engagement ring. The same one she had mail to him after the divorce, "So what do you say…..care to give it another shot." He asked

Holly laughed at little, "Still aren't the best at words are you?"

"Sue me. So what's it going to be Holly?"

"Yes….I will give it a go with you." She said and leaned over to kiss him. Everything was finally going the way she always wanted them to go.

"So, am I there yet?" Dean asked in between kisses.

"Oh yeah baby you are so there right now." Holly said, "I think we should head home."

"Joke pot." Dean said and picked her up off the swing.

"Anxious are we?"

"Hell yeah I am." He said and carried her over to the car. He was finally getting his life back. This would be his second chance and he wasn't going to waste it.

A/N So happy awww! I know it's been awhile but I hope you liked the sappy update. Just in one of those moods today. Please let me know what you think and also, I just need 8 more reviews and I will hit 100 so please help me out. Thanks a bunch guys for being so freakin awesome!