A/N: Thank for reviewing you guys :) Also just to clear a few things up for ya since some asked. Holly's last name is still Winchester because she just never went and had it changed after her and Dean got divorced. Hope you guys like this chapter!

Two Weeks Later

Dean was finally moved into his new apartment and with Will's help he was almost done unpacking. "So Will, what do you think?" Dean asked and Will looked at him.

"Honestly….it will do for now I guess." Will said and grabbed his drink from the counter.

"What do you mean it will do for now? This place is awesome." Will just turned his back to his dad and looked around the apartment. Dean knew his son all to well and somehting was on his mind, "What's going on in that head of your?"

"I don't know what you are talking about. I am fine."

"Will come here and sit down for a minute. I think we need to talk." Dean said and sat down on the couch next to his son, "Listen just because I moved here doesn't me things are going to change between me and your mom. I am here for you."

Will rolled his eyes and sat his cup on the end table, "You aren't even going to try to get her back?"

Dean ran his hand through his hair, "Will we have talked about this. Me and your Mom tried to make it work but…"

"But nothing Dad. You two never tried to work anything out. You just gave up and got divorced with out even asking me how I felt about it." Will said and crossed his arm, falling back on the couch.

Dean knew the divorced had hurt Will but Holly didn't love him anymore and he let her go so she could be happy. That's all he ever wanted for her. He didnt expect Will to understand at his age.

A few hours later, Dean took Will home and saw a car in the driveway. His driveway,"Great Jacks here." Will grunted out.

"So….what's wrong with that? shouldnt you be use to that by now?" asked Dean although he didn't like the fact that another man was in his house either.

"He is always calling me sport and trying to hang out with me and shit like that."

"Watch your mouth young man or your mom will never let me see you." The though of another man trying to play father to Will bothered Dean more than anything. He was Will's father. Dean had only met Jack once and he knew he wanted to know more about he man who was stealing his life, "Just try to be nice for your Mom ok?"

"Fine" Will said and they got out of the car.

Before Dean and Will got to the door, Dean noticed a familiar face on the porch, "Aunt May?"

The lady turned around and smiled. It was Holly aunt that had been like a mother to her, "Dean Winchester" she said with a smile and walked into the yard, "Its good to see you." Dean hugged her.

"How are you?" He asked letting her go.

"Good but I guess I should be asking you that." Nothing ever got past her.

Dean looked down at Will before looking back at the old lady, "I'm doing fine."

"Well...If you say so. Will your mother is inside and dinner is in half and hour so go get cleaned up."

"Yes ma'ma" he said and walked into the house.

May grabbed Dean by the arm and walked with him toward the front door, "Something told me I hadn't see the last of you."

"I just moved here to be closer to Will. I don't want you to get your hopes up." He said and she stopped and turned to him.

"Lying to yourself will get you nowhere Dean." She said and opened the front door, "We have company" she called out.

Dean walked inside with May and Will just as Holly and Jack can into the room, "Hey there sport." Jack said acting like his was going to fight Will. Will looked over at Dean.

Dean nudged his son and gave him a warning look, "Hey Jack." He said and walked away.

"Dean…it's good to see you again." Jack said and reached out his hand.

Dean stood there for a moment before shaking it, "How have you been Jack?"

"I can't complain."

Holly looked between the two men and was beginning to fell uncomfortable, "Ok well I am sure Dean has a lot to do so…."

"Why don't you stay for dinner?" Jack asked him and Holly tuned to him.

"Oh Dean please stay. We have so much to catch up on." May said.

Holly looked at her aunt, "Dean has a lot to do so…."

"I would love to stay." Dean said and smiled at Holly.

"Great." Said Jack " The burgers will be done in a few."

Jack walked out of the room leaving Dean alone with Holly and May, "What do you think you are doing?" she asked him.

"Holly Spencer Winchester don't be rude." May said to her.

"I am not being rude I just want to know what Dean is up to."

"What? The guy invited me. I don't want to be rude."

"Please…..you just want to find something wrong with him."

"Is there something wrong with him Holly?" Dean asked her.

"You two need to stop acting like a couple of children." Said May.

Holly looked at her aunt and then back at Dean, "No…he is perfect if you must know." She said and walked out of the room.

Dean watched her go and couldn't help but admire just how great her ass looked in those jeans. "See something you like?" May asked him and he turned to her.

"No….well I was just…"

"Yeah I know what you were doing Dean. Thinking to yourself how you could ever let her go."

"No I wasn't." he said and May just glared at him, "What... I wasn't."

"If you say so Dean." Was all May said before walking into the kitchen leaving Dean in the doorway. Dean looked around the room and everything was the exact same as it was when he lived there except for one thing. His and Holly's wedding picture was no longer hanging on the wall. This was going to be a long night.

Dean was sitting in the living room watching Will play his video game when Jack walked in the room, "Hey Dean you mind helping me out. Grilling isn't really my thing."

"Umm….sure I guess."

Both of the men walked through the kitchen, past Holly and into the backyard, "Something wrong Holly?" May asked.

"Why do you always think something is wrong?"

"I know that look on your face."

"What look?" Holly asked as she continued to cut the potatoes.

"You're nervous about something."

"Of course I am nervous. My ex husband is out there having a beer with my fiancé and they are laughing no less."

"That a good thing."

"No its not!" Holly snapped out, "It's weird. I mean what could they be talking about anyway? They are nothing alike."

"You're right. They are nothing alike." May said and walked around her.

Holly knew her and was dying to say something. May always had something to say, "Go on….spit it out."

"I don't know what you are talking about."

"You want to say something don't you?" Holly said and walked over to the sink. Her and May stood there looking into the back yard at the two men. Holly sighed as she washed off the potatoes.

"He didn't keep his part of the bargain" May said never looking at her.

"And what bargain was that?"

"To spend the rest of his life worshiping you." May said and looked up at her.

Holly looked at here aunt only for a second before going back to what she was doing, "We all make promises we can't keep. It's just part of life. People change May."

"But true love dosent." May knew that her niece was still hurting. A broken heart was something that takes longer than two years to get over when you were as in love as Holly and Dean was for years. Love like that just doesnt go away and she was going to make them see that one way or another. Sure May liked Jack but what could she say, she was team Dean/Holly.

**Dinner should be fun : ) I will have a flashback in the next chapter of Dean and Holly meeting. I think May and Will are going to make a great team lol. Please review Also just to add, Sam will be back soon dont worry**