Welcome back, I got another request from Tuckpendelton87. It's a sequel to chapter 206. The request is: Henry telling Emma how Grace reacted when he asked her out, and Emma be the chaperone of their date.

I do not own OUAT or it's character's, just my imagination.

Chapter 209: first dates and a worried mom

Emma leans back into the desk chair, she had just finished her grilled cheese and onion rings from Granny's, now it was time to enjoy her cup of hot chocolate. She was alone in the station, soaking in the quite of the station, while David, her dad, was out on patrol. Although her quite is short lived when a minute later, she hears the front door of the station close, meaning she was no longer alone. Emma looks up, seeing her son rounding the corner, oddly fast "Woah, where's the fire kid?" she teases.

"She said yes…" is all Henry answers, out of breath.

Emma raises a eyebrow, forgetting about her suggestion from the week before at the party "Who, and yes to what?"

Henry sighs "Grace… you said I should tell her I like her… and she said she likes me back."

Emma grins widely "Henry, that's awesome kid, I told you. So, what was the yes for?"

"Well… I kinda asked her about maybe, like a date. I know we're only eleven mom… but…"

Emma nods, motioning for him to come closer. She puts her hands on his shoulders, giving them a small squeeze "You don't have to explain… what kind of date are you thinking?" she asks, taking her hand away from his shoulder.

"I'm not sure… it's not like I have money really to really take her out" Henry shrugs.

"Well, that is when you get creative… she can always come to the loft, watch a movie, we have popcorn?"

Henry nods "But… grandma and gramps are there."

Emma chuckles "True… but maybe they'll have a date that night too."

"Really?" Henry asks hopefully.

"Yeah, really kid. We just need to make sure Jefferson is okay with it, alright?"

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Henry walks over into the kitchen from the space next to his grandma and grandpa's 'room' "I think I found two movies…" he says, approaching the little island that Emma was at.

Emma looks up, after dumping the bag of popcorn into a large bowl for his and Grace's 'date.' "What did you find Henry?"

Henry walks over to stand next to her "I found the goonies and Star Wars."

Emma nods, biting her lip "Well… not everyone is into Star Wars. I'd go with the goonies."

Henry nods "Goonies it is then…" he smiles, setting the movie onto the counter "So grandma and grandpa are out for the night, right?"

Emma smiles "They are having their own date, so yes. They are having dinner and then seeing a movie."

"Cool" Henry nods "thank you for this mom."

Emma gives him a wink, and ruffles his hair "It's no problem kid" she says looking at the time "she'll be here soon… if you want to doing anything else before she comes, you better."

Henry nods, thinking "Maybe I better brush my teeth again… grandma gave me salad today with lunch, I don't want green stuff in my teeth…"

Emma laughs, nodding "Sounds good, you go do that." She laughs as she watches Henry going off to the bathroom. Then she hears a knock at the door. She walks over "Who is it?" she asks, as she gets closer.

"It's Grace…" is heard from the other side of the door.

Emma puts her hand on the door knob, and opens it "Hey… Grace" she looks around "where is your dad?"

"He dropped me off" Grace bites her lip "he had things to do…"

Emma nods, opening the door open more for her to come inside "Henry will out in a minute…" she gives her a smile, "what would you like to drink? We have water, pop, hot chocolate...?"

"Um… pop please?" Grace says a bit shyly.

Emma nods "Alright, we got regular and cheery?" she offers, looking into the fridge.

"Cherry please" Grace smiles, going over to the counter by Emma.

Emma smiles, getting out a cup for her, with the can of pop "Thank you for coming over to hang out with Henry, after everything, he needs some fun."

"I'm glad Henry asked me" Grace smiles, blushing a bit "he's one of the nicest boys in class."

Emma grins, but is interrupted by Henry coming back out of the bathroom "Hey kid, look who is here."

Henry blushes, going to hug his friend "Hi Grace, I'm glad you came."

Grace blushes also, hugging him back, and before fully pulling away she kisses his cheek "You're welcome Henry… I'm happy to be here."

Henry looks over at Emma "Um… is it cool if we...?"

Emma nods "Of course" she smiles, handing over the bowl of popcorn "I also added some peanut m and m's to it to."

"Thank you, Emma," Grace smiles, grabbing her cup, and she walks over with Henry to the couch in front of the tv.

Emma smiles, as she watches Henry and Grace on their 'date'. It felt odd to her, to finally had him mainly to herself, and now he was going on his first date. Granted, he is 11, and it was in the living room of her parents' loft. But still, it felt odd. But also, it felt how it should feel. She was happy, happy to be witnessing this milestone, after missing so many so far.

Grace looks over at Henry as the movie starts "Your mom seems really cool Henry."

Henry smiles "Yeah she is. I bet your mom was too."

Grace looks down "My dad says she was wonderful, I wish I could remember, but I at least have him."

"I'm sorry if I made you sad" Henry says, biting his lip.

"You didn't" Grace says, taking his hand "it's nice talking about it sometimes."

Henry nods "Well, you always can, when you need to talk, you can talk with me Grace."

"Thank you, Henry, that is so nice of you" Grace smiles "not many people tell me I can talk to them…"

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It was now later, Grace having left about a hour ago, as Emma pulls Henry's blanket up over him, covering him to his shoulders.

"So, what did you think of your first date kid?" Emma smiles at Henry, as she moves some hair over off his forehead.

Henry moves his arms, to sit on top of blanket "It was good… there were times I wasn't sure what to say, or if I should just stay quite…"

Emma chuckles "That's something you figure out as you go… it gets easier with time. But quite can be good though… plus I think she was enjoying the movie, so I'm sure she didn't mind it."

Henry nods at that "She did say she liked the movie… and um, she held my hand a few times…" he blushes at the last part.

"I did see that… that just means she likes you" Emma nods "you think you two will want to do that again?"

Henry nods, "I think so… maybe I can ask her again soon."

"That you can" Emma says, as Henry moves to his side, but still looking at her, so she moves the blanket up to his shoulders once again "I better let you get to sleep, we got a big day tomorrow."

Henry nods, letting out a big yawn while doing so "Yeah, I am sleepy…"

"I see that" Emma laughs, she gives his arm a rub, then kisses his forehead "Goodnight kid, I love you."

"Night mom… love you" Henry says, as his eyes where already starting to drupe shut.

Emma smiles, turning the light off next to his bed, she walks over to the top of the stairs, to head back down. She stops turning around to look back at her son a moment. He was growing up to fast, but she was just happy to be here to witness it.

Hope you all enjoyed the one shot. I also hope everyone is staying safe and healthy. And most importantly, STAY INSIDE. Until next time…