This chapter is for Quladi with the prompt: "Blind dates, more exactly Henry is trying to get Emma and Regina to date by setting them up on blind dates with each other." Your original prompt was much longer and I didn't want to have it all here, but I'll be using the whole thing.
"You need to dress up tonight," Henry said, walking into the station.
"Why?" Emma asked. "You're at Regina's tonight. We're not doing anything, are we?"
"No, but you're going on a blind date," Henry said simply. "I've already arranged it all, so don't even think about making up an excuse."
"Why am I going on a blind date?" Emma asked.
"Because you've been moping, and you need to be happy," Henry said. "So I thought that I'd try to set you up with someone nice."
Emma sighed. "You're not going to let this go if I don't go, are you?"
"Nope," Henry said, smiling. "So you might as well go."
"Fine," Emma grumbled. "Now get home before Regina yells at me."
Henry shrugged. "She won't yell at you now. You guys are pretty much best friends."
"Yeah," Emma said as Henry left. "Just friends."
"Mom, do you have plans tonight?" Henry asked after he had hung up his backpack.
"I don't think so," Regina said. "I assumed that you and I were going to do something since it's my night with you."
"I have something better in mind," Henry said.
"You do?" Regina asked in confusion.
Henry nodded. "You have lots of nice clothes. So getting dressed up for a date should be no problem at all."
"A date?" Regina asked. "Henry, what are you talking about?"
"I set you up on a blind date," Henry said. "You haven't had anything romantic in a long time, so I thought that maybe you'd like to try this."
"Blind date?" Regina asked. "What is that?"
"It's where you go on a date with someone that you've never met before," Henry explained. "Lots of people in this world do it."
"I am not going on a date with someone that I don't know," Regina said.
"Please?" Henry asked.
Regina sighed. "Fine. I'll think about it."
The next night, Emma walked again to Granny's. Her date had stood her up last night. After about a half an hour of waiting, Emma had ended up texting Henry and telling him that she was just going home. He had apologized, and had said that he was sure the next one wouldn't be the same.
The problem was that the next one was today. Emma had gotten called out on a last minute case, and was currently running 10 minutes behind schedule.
"Hey Em," Ruby greeted her as she came in the door. "Having another blind date tonight?"
"Unfortunately," Emma said. "Henry insisted that this one would be better. I am late though."
"I hate to tell you this, but there's no one here for a date," Ruby said.
Emma sighed and ran her fingers through her hair. She was being stood up. Again. "Maybe they'll come later," she said hopefully.
Ruby watched her as she sat in a booth for half an hour. And then an hour. And then two. Emma eventually sighed and got up, leaving the diner without a word.
Ruby sighed. Why wasn't Emma's date showing up?
"You haven't been going on your dates," Henry said at dinner.
"I told you, I'm not interested in going on a date with someone that I don't know," Regina said. "No matter how good of a match you said it would be."
"But what about the other person that you keep standing up?" Henry asked. "How do you think she would feel?"
"She?" Regina asked. "Henry, who did you set me up with?"
"The point of a blind date is to not know," Henry mumbled.
Regina looked at him pointedly. He sighed. "I set you up with Emma."
Regina's eyes widened. "Emma?"
Henry nodded. "And she's shown up the past two nights, waiting for you to show up."
"Oh no," Regina mumbled. "Tonight is my last chance, isn't it?"
"Yeah," Henry said. "So you better show up."
"Oh I will," Regina said. "Now I just need to pick out my outfit."
Emma sat in her room, tracing the flower tattoo on her arm. Was love really going to be a reality for her? Granted, it was pretty hard to have a relationship with someone when you still lived with your parents.
Regina suddenly appeared right next to Emma's bed, dressed up as if she was going to a date.
"Regina?" Emma asked in surprise. "What are you doing here?"
"I believe you're missing your blind date," Regina said, reaching out her hand. "Let's go."
"What?" Emma asked. "I'm not going to it. I've been stood up the past two nights. I'd rather not make it a third."
Regina winced. "Sorry about that."
"Wait, the blind date is you?" Emma asked. "Henry set me up on a date with you?"
Regina nodded. "I didn't want to go on a date with someone that I didn't know. So I just didn't go."
Emma laughed. "That doesn't surprise me at all."
"So?" Regina asked. "Are you ready for our date?"
"Yeah," Emma said, taking her hand. "I definitely am."
