Dean backed the suburban up into Charlie's driveway and unbuckled Henry. "Okay big guy, you're gonna sit with Charlie's mom okay? Be good." Dean said as he carried Henry up to the front door.

"Ok daddy."

Dean gave a quick knock on the door and went inside. "Dean! Oh it's good to see you sweetie." Charlie's mom said coming up to the two.

"You too Mrs. Bradbury. Okay buddy remember what I said." Dean said setting Henry on the ground.

"Do you want to help me make cupcakes?" Mrs. Bradbury asked.

"YEAH!" Henry yelled and immediately took her hand so she could lead him to the kitchen. Dean chuckled and headed towards Charlie's old room. Charlie and her dad were already filling boxes when Dean walked in.

"Dean, would you come with me to the apartment so I can finally get the rest of my stuff and leave my key?" Charlie asked.

"Of course, I'll see if I can drop Henry off at Bobby and Ellens."

"Nonsense. Leave him here, we'll take care of him." Mr. Bradbury huffed.

"Are you sure? He can be kind of a handful…"

"Gertrude will have him busy making cupcakes. It'll be alright." Mr. Bradbury assured Dean.

"Alright, thank you sir."

"Enough with the sir kid. I've known you since you were you were in elementary school."

It didn't take long for them to get everything loaded up into the suburban and Charlie's bug. Dean followed Charlie into the kitchen and told Henry that they would be back soon and reminded him one more time to be good.

They unloaded everything off back at Dean's before heading to the apartment. Once they arrived Charlie led Dean up to the second floor to her old apartment. "I'm going to have to rent a storage unit. I'm not going to bring everything with me to your place."

"That's fine." Dean told her.

"She can keep the furniture. I don't even care. I've got everything I want/need." Charlie said once they had the last load of things packed.

"I need a drink." Charlie sighed after they unloaded everything into a storage unit."

Dean laughed, "2 months to go red. One for Cas."

"True. Don't think your cop boyfriend would buy for minors would he?" Charlie teased.

"Probably not." Dean chuckled, "let's go pick up Henry and go home."

"Daddy! Look!" Henry yelled once he saw Dean walk into the kitchen.

"Inside voice." Dean reminded him, "those look good. Did you have fun?"

"Yeah, I got to lick the frosting spoon." Henry grinned.

"Did you now? Were you good?"

"He was an angel." Mrs. Bradbury smiled and handed Dean a plate with cupcakes.

"Thank you for watching him and the cupcakes." Dean said.

"Oh no problem, we can watch him anytime." Mrs. Bradbury smiled.

"We'll meet you at home Charlie."

Cas came home around 6:45 and apologized for the delay. He had gotten caught up in paperwork and lost track of time. "It's alright Charlie is still getting ready." Dean said taking the pizzas from Cas so he could go change.

By time Cas came back downstairs Dean was already cutting up a slice of the cheese pizza for Henry while Charlie was eating a slice of the meat lovers. "Hey. Paws off my dinner." Cas huffed.

"Just taste testing. It's good." Charlie grinned.

"I know it's good now get out of here." Cas frowned.

"We won't be long, I know you have to work in the morning." Dean said giving Cas a quick kiss before doing the same with Henry.

"Take your time. We'll be alright, won't we?" Cas asked Henry, who just nodded, too focused on his pizza.

"Papa can I has milk please?" Henry asked shortly after Dean and Charlie left. Cas filled up a small glass and handed it to Henry, where as most of the time he did drink out of a sippy cup, there were trying to get him to learn how to drink out of a normal glass.

"What are we going to do tonight?" Cas asked.

"Can we watch Coco?"

"Sure thing buddy." They finished eating and while Cas put leftovers away, Henry slid off the chair and into the living room to play while Cas cleaned up.

Cas grabbed a bag of M&Ms and shut the light off before heading to the living room. He pulled up Disney+ and queued up Coco, told Henry to put his toys away and come sit next to him. They shared the bag of M&Ms and Henry was out like a light before the movie was over. Cas loved times like these, when it was just him and his son, of course he loved it when Dean was here too. But, something about just being the two of them was special.

Cas carefully picked up his sleeping son and made his way upstairs. Knowing Henry wouldn't be able to do it himself since he was so tired Cas quickly brushed his teeth and got him into his pajamas. Once Henry was tucked in Cas kissed his forehead and whispered, "goodnight Henry. I love you."

He was almost out the door when Henry whispered back. "Love you, papa." Cas smiled and quietly shut the door before heading back downstairs to watch some tv before Dean and Charlie got home.

A couple hours later, Cas heard the door being unlocked and he could hear Dean and Charlie giggling. "Oh. I didn't think you'd still be up." Dean said when he noticed Cas on the couch.

"It's only 10:30. I was going to head up to bed soon anyway." Cas shrugged. "Did you guys have fun?"

"Yes, it was a much needed night out." Charlie sighed as she took her boots off.

"Good. I'm glad you guys had a good time." Cas grinned and pulled Dean down on his lap.

"Well, I'm going to bed before you guys start making out." Charlie teased.

"Goodnight!" Dean and Cas said at the same time.

"Did you and Henry have a good night?" Dean asked.

"It was surprising a very quiet night. He fell asleep not long after supper."

"Wow. Charlie's mom must have really worn him out today." Dean chuckled. "At least he'll be well rested for school tomorrow."

"I'm sure he will be." Cas said while rubbing Dean's back.

"Cas." Dean said softly after a few minutes.

"Hmm?"

"Once I'm in the clear, I want to start trying for another pup again."

Cas' eyes flew open, "are you sure? Because there is no rush."

"Do you not want to try again?" Dean asked.

"Of course I want to try again, I want as many pups as you're willing to give me. I just want you to put your heath and your mental health first."

"I know. And I want this. I want another pup."

"What ever you want. But, maybe we should get married first? That way we can enjoy a nice honeymoon?" Cas said carefully.

Dean looked at his ring, "honestly, I forgot we were engaged. We've been together for so long now that I already feel married to you."

Cas laughed, "I feel the same way, but let's make it official. And I'm going to take your last name. I don't care what people say."

Dean looked up, "you want to be a Winchester? Why?"

"Because I was no longer a Novak 4 years ago. I had the name but I wasn't legally a Novak and I don't want the name anymore." Cas explained.

Tears welled up in Dean's eyes, "I'm still sorry for that."

"Hey. My father was an ass, I honestly do not care that he's not in our lives."

Dean wiped his tears and just stared at Cas. "Stare any harder and you'll burn a hole in my forehead." Cas grinned.

"Sorry." Dean whispered, "I just…"

"Just what?"

"I want you so bad." Dean whispered.

"Oh." Cas gasped a little. "Well, there are certain other activities that would be safe." he grinned.

"I like what you're suggesting, take me to bed." Dean winked.

Cas stood up and picked Dean up in his arms to carry him up the stairs to their bed.