A/N: Yes, I did get the inspiration for this story from Taylor Swift's song of the same name. Set 5 years after the Season 5 finale. Emma and Regina were married but separated a year and a half after their wedding. Henry finds a letter in Regina's attic and sets out to reunite his moms. Flashbacks are in italics!

Chapter 1: Two Towns, Two Moms

Henry Mills sat quietly in the backseat of his mother's yellow volkswagon as they travelled the 4 hour distance to arrive in Storybrooke, Maine from Boston. He hated the commute but he wasn't going to pass up the chance to see both his mothers on a weekly basis. Every Friday he left his room in Boston and arrived the next week to his room in Storybrooke. His moms had been married but separated a year and a half later. It's now been a year since the separation and Henry is used to it. Emma left Storybrooke to join the police force in Boston while Regina stayed in Storybrooke as the mayor. No one really had an explanation as to why his mothers had left each other nor was it ever discussed between them. Henry had asked but both women were reluctant to share any information. So Henry eventually had stopped asking, and was just content with the fact that he still got to see both of them.

"Henry?" Henry looked away from the window to meet his blonde mother's eyes in the rearview mirror.

"Yeah Mom?"

"Make sure to remind her that you're spending an extra day with me next week so that I can help you with that project." said Emma. That was another thing. His mothers only referred to each other as "her" or "she" and didn't dare breathe the other's name.

"Yeah I will. And thanks for the help." replied Henry.

Emma smiled as they passed the Storybrooke sign and headed down Main Street. The car parked in front of Granny's Diner and they stepped out.

"It's colder here than it is in Boston." mentioned Emma as they walked up the stairs to the diner and entered.

"It usually is, but that's a good thing!"

Emma waved to Ruby as they sat down in a booth. "Why is that a good thing?"

"Because it means you can buy me hot chocolate…"

"With cinnamon." finished Emma as they laughed.

"One hot chocolate with cinnamon and a coffee and bearclaw coming up." said Ruby as she came to stand at their booth.

"Ruby you're wonderful." said Emma as she stood up to give the girl a hug. Ruby laughed.

"I know." replied Ruby as she went to go fetch the order.

"So what are your plans for tomorrow?" asked Emma.

"I'm probably going to be helping out at the stables." said Henry. A few months after they had dealt with the latest crisis in town aka the Evil Queen, Regina had decided that she would teach Henry horseback riding. Realizing that Regina and the Evil Queen could never be separated but needed to learn to coexist was easy. Rejoining Regina and the Evil Queen was easy. Regina learning to be at peace with herself and her dark self was somewhat less easy. She still struggled with it occasionally. Teaching Henry horseback riding was definitely not easy. Many tantrums had been thrown and there had been a 3 month period where he absolutely hated horses. 5 years had given him a lot of time to practice though and it was now a pastime that he quite enjoyed.

"That's good." said Emma as she smiled back at Henry. Their order was placed in front of them and Emma took a sip of her coffee.

"Are you going to be working on that Henderson case this week?" asked Henry.

"Yeah, but don't worry I'll keep you updated kid." said Emma as she checked her phone. 'It's 5:50, I'd better get going." said Emma as downed her coffee in one gulp and got up to leave.

"What about your bearclaw?" said Henry as he pointed to the pastry on the table.

"I'll take it on the road. Love you." replied Emma as she leaned in to give Henry a kiss on the head and walk out the door of the diner. Henry watched as his blonde mother got into her car and waved to him. He waved back and checked his phone, 5:55. He leaned back into his seat as he texted a friend from school. At 6:00, he heard the familiar click of heels across the diner's floor and looked up to see his brunette mother settling into the seat across from him.

"Hello Henry." said Regina.

"Hi Mom." said Henry as he smiled back up at her.

"How has your day been?" asked the brunette as she smoothed down her silk blouse.

"Good, I biked around the city earlier this morning and then I slept most of the drive here." replied Henry as he drank the last of his hot chocolate.

"Are you finished?"

"Yeah."

Regina stood up from her seat as Henry used a napkin to wipe his mouth then got up from his seat. "Let's go home." said Regina as she put her arm around his shoulder.

Cutlery clinked together as Henry moved around the dining room setting the table.

He placed a cup and a fork on the table and then entered the kitchen.

"Table is set!"

Regina didn't look up from the chicken she was slicing as she replied "Alright, thank you. I'll just finish this and then I'll bring it in. You could grab the vegetables and potatoes though."

"Okay." Henry grabbed the bowls of vegetables and potatoes into the dining room and placed them on the table as he sat down. A few minutes later Regina entered with the chicken and seated herself.

"How's Storybrooke been?" asked Henry as they started eating.

"Fine. Running a town is not as fun as I had originally hoped when I cast the first curse. Sometimes I wish for another quest or curse but then other times I don't mind the peace and quiet." replied the brunette.

"Yeah, I think we're good without any curses for a while." said Henry as they laughed.

"Anything special you want to do this week?"

Henry swallowed a piece of chicken as he replied: "Yeah, I wouldn't mind going riding for a whole day. We haven't done that in a while."

"I'm sure that can be arranged. The only other plans I had this week was to clean the attic. I was going to do it last week but I figured I would wait so you could help me." said Regina.

"The attic?" questioned Henry.

"Yes, it hasn't been cleaned in forever, and I need to clear some space around the house anyways."

"I've never been up there" mentioned Henry.

Regina smirked. "That's why I wanted your help. I have some things I've collected from your younger years that you might want to see."

"Oh no. Please don't tell me we're gonna spend the whole day looking at my handprints/footprints or something." retorted Henry.

Regina rolled her eyes. "Really Henry?"

"Ok fine, I'll look at my cute baby stuff with you if only to save you from the stacks of paperwork you have." quipped Henry.

"That's my boy." said Regina as she ruffled her son's hair.

Let me know what you thought! Reviews are appreciated.