Disclaimer:

I do not own any characters from any shows.

All mistakes are my own, although I obviously try to avoid them.

Not sure how long this will be, but it will stay around the T or M ratings.

Regina Mills was proud. Terrified, but proud. Her son had graduated high school. Her perfect, little prince had grown up so much. It's all she could think about whilst she sat in her study, glass of wine in her hand, watching the fire place. She could hear the radio playing soft music through in the kitchen but she honestly didn't mind it. Most nights she would have gotten up and turned off the unnecessary noise, but tonight she allowed it. She allowed herself to swim in the heat of the fire, the smell of her wine and the low hum of the jazz tunes floating in the air. She began feeling her eyes droop when her phone suddenly shot to life on the table, buzzing away noisily. Placing her wine down on a coaster she glanced down to see who would be calling this late, before smirking and sliding to answer.

"Miss Swan, to what do I owe the pleasure?" She stood up walking over to look out the window over the garden, rubbing at her tired eyes.

"Miss Swan? Really? Is this just because I called you late?" Emma spoke with the same amount of exasperation, but both could tell neither really was serious.

"Well it is almost ten you know?" she could hear Emma chuckle on the other end and then groan slightly.

"Ugh, you can be a royal pain you know that right?"

Regina smirked at Emma's obvious play on words, "I could easily say the same about you, you know?"

"Yeah, yeah whatever, listen are you free next weekend?" Emma let herself slump down onto the couch, playing with the stitching on a pillow.

"Well possibly yes, but I won't say anything definite until I find out why you're asking."

Emma gave out a light laugh before continuing, "Well I was thinking-"

"I'd be careful, you know what happens when you try new things.", Regina cut in with her usual sarcastic comment.

"Ha Ha, very funny. Anyway, I was thinking maybe you and I should take Henry away for the weekend. No where major, just maybe to New York for a couple days, or Boston? I just know a lot has changed for him recently and it must be tough for him, you know? I just think it could do him some good to get away for a bit."

Emma sat for a some time waiting on Regina's response, but nothing came. She could hear her breathing on the other end, but began to wonder if she couldn't hear Emma.

"Did you hear me okay?" There was another beat of silence before Regina's rushed voice came through the phone.

"Yes, sorry, I was just thinking. I would love to do that, but are you sure this is what Henry wants?" Regina asked cautiously, well aware of how her friend could react. It had been a few months since Emma and Hook had decided to break up, but anytime anyone attempts to bring up Emma's feelings she either snaps and storms away or brushes them off. Regina had only tried the once, knowing fine well that Snow was doing enough probing without her starting too. Of course her mother meant well, but it didn't mean she was helping her much.

"Well I think he'd like it, yeah. I mean I get he wants to hang out with his friends but-"

"No, Emma, I mean are you sure it isn't you who wants to get away for a bit?" Regina bit her lip, rapidly speaking hoping that Emma didn't hang up on her.

"Oh..." She trailed off and left silence hanging in the air for a moment before finally speaking, "Well I guess I'd like it too. I mean, I haven't really spoken to Killian in a while and when I see him around town it does kind of suck." She trailed off once again thinking over what Regina had said. It was then she realised how little she has spoken to Regina about the whole thing.

"I mean my mom does try to talk to me about him, but it just feels weird, you know? We were supposedly 'true love', but everything just felt so forced. I will always love him, and he will always love me. We both know that but, we were never really in love. No, thats not true we were. We were in love. We just kinda drifted I guess." It was then she started laughing to herself, the laughter building up more and more until she was sitting there laughing hysterically.

"What's so funny?" Regina asked taking a sip from her almost forgotten wine.

"We drifted. Drifted. Like a boat, and he's a captain. Oh my God. Oof, okay. I'm done now. I'm good." She breathlessly attempted to explain and wiped the tears from her eyes, not bothering to focus on whether they were of happiness or sadness.

"You sure about that?" Regina asked, not sure if Emma had just lost her sanity for a second.

"Yes, really I'm okay. I just needed to vent a little, that's all. So, next weekend?" She gave out a sigh, feeling the weight she had been feeling lessen slightly.

"I will clear my schedule. Who's going to tell Henry?"

"We both can. Come over to mine tomorrow afternoon to get things booked and then we can all go to dinner at Granny's to tell him then?"

"Sounds like a plan, have a good night Emma."

"You too, say 'hi' to him for me."

"I will do, I'm just heading up just now anyway. See you tomorrow." Regina closed the curtains and turned to put out the fire.

"See ya."

The phone beeped and the line went dead. Regina placed her phone in her pocket before clearing up the things she needed, and turning out the lights. Once turning the radio off, along with the rest of the downstairs lights the slowly ascended the staircase. At the top, she stopped outside Henry's room hearing him talking quietly to someone on the phone. She lightly knocked on the door and waited to hear him answer.

"Two seconds my moms at my door." She heard his sudden hushed whisper and chuckled to herself at how secretive he was being when he then replied for her to come in.

"That's me heading to bed now, sweetheart." She smiled, pretending to not know he was just on the phone.

"Oh okay, cool. I'll eh see you in the morning then." He stuttered on his words trying to remain calm.

"Uh huh. Just quick, I was talking to Emma and I am going over there tomorrow for a bit and then we are all going out for dinner together, okay?"

"Oh, so can I go hang out with some friends for a bit?"

"As long as you are at Granny's for five thirty then yes, you may. Would you like your blankie in bed with you tonight?" She raised her brows, suppressing her laughter when his face went bright red.

"Uh what? What do you mean?" he scratched his head and attempted to cover the phone discreetly, failing greatly.

"Oh it's just that I know you normally sleep with it and your favourite teddy but I put Snuggles in the wash, so I presumed you'd need blankie tonight?" She continued, feigning innocence.

"Goodnight Mom." Henry said, getting redder by the minute, obviously catching onto her little act.

"Night sweetheart, tell Violet I said hello and I want you off the phone by eleven. Oh and your mother said 'hi' as well. Sleep tight with your blankie!" she shouted through, as she shut the door, hearing him groan and going back to his conversation.

Waltzing back through to her bed, full of triumph she sipped her wine and shut the door, very pleased with herself. It wasn't until she was changed and under the covers she fully felt the extent of her tiredness, and she quickly fell into a peaceful sleep.