Rainbow Dash bounced on her way. The sun signaled that it was sometime around late afternoon, but to her that wasn't important. What actually was important was the current topic of her worries.

What if he doesn't say yes? What if he already has his eyes on somepony else? What if I never find love?!

Okay, maybe she was overthinking this just a little, considering her tendency to never really "plan out" these sort of things. Actually she never really planned at all. Maybe that was what had her acting all nervous. Maybe if she just calmed down and took some slow deep breaths she would think clearly.

Big Mac.

Her thoughts strayed towards the pony of her worry. He was rather handsome, though Dash had never really thought about him in that light before. Plus he was likely to be a real nice guy, somepony to rely on when things got rough. What if he turned out to be boring and plain though? Dash had never really been one for ponies that weren't out doing "awesome" things, like the Wonderbolts.

The Wonderbolts.

Wasn't that supposed to be her dream? Getting into the Wonderbolts has been her goal for as long as she cared to remember, and frankly, Big Macintosh wasn't the most spontaneous of ponies, but then again she never had given him any real chance to date before! Yeah. Maybe he secretly lived a double life as some super-secret agent.

Rainbow Dash giggled a bit at that.

He probably wasn't a secret agent, no, he definitely wasn't a secret agent, but the point still stands, what if Big Mac is just too boring? Dash had never thought about including a special somepony in her life. Heck, it was only recently that she had even considered the option.

She stopped in her tracks.

What if she was just depressed? What if the only reason she was thinking about all of this was just because of some lull in her life? Just a phase? But even then, she had thought about this for a while, or at least two days, and that was way longer than she had thought about a lot of things.

Wow, she was really getting down on herself.

It was all just so confusing. Did she want to give him a shot, or was this just some passing moment in her life?

No.

She had already gone down this hole before; she would just end up repressing all of these feelings again. For what it was worth, this was the first time she had been feeling anxious over somepony in a very long time, since high school actually. Was that a good sign? Maybe all of this fussing was just her heart screaming at her that he really was the one!

But first she had to ask him on a date.

Great. That brought her all the way back to what she was previously thinking about. At this point she would just end up thinking herself in circles; now was the time for action!

Come on Dash, you can do this!

Rainbow Dash flew through the clouds rather aimlessly, at least to her. In reality, she dashed through the clouds trying to look for that one blot of red. It was time to act on her thoughts and try something rather new. She had to admit, the last time she had dated was back in high school. That didn't really count though, it was more like she had gone out for a night with a friend.

The stallion's name was Jack Pennypincher. He was part of the hoofball team at her old stomping grounds, so naturally she was going to have a crush on him. In hindsight, he was kind of a prick. Heck, their first, and last, date he hadn't even paid the whole bill.

"It's only fair," he had said.

Their date had been pretty much "by-the-books": a movie at the local cinema (she had paid for the popcorn and soda because it was "only fair"), an unimpressive dinner at a phony fancy restaurant had preceded that (all he talked about was his father's investment company in Manehattan), and at the end of the night he didn't even kiss her! The next day he tried to ask for another date; naturally she had said no.

Bringing up that memory was pretty hilarious to her now, but at the time she had been pissed. It was, all-in-all, a pretty terrible date. So considering her experience in the field, no matter how boring Big Mac could turn out to be he would still be shades better than Pennypincher. The last she had heard of the stallion, he was working for his father's company. Maybe she should call him up again, just to tell him how terrible of a date he was.

Now though, she had a mission, and at that moment her eyes caught the object of her search. He was currently manning his family's stand.

She landed a short distance away from him; he was with a customer right now and it wouldn't feel right to distract him.

He still looked amazing. His muscles were in their holster, so to speak, and his mane was being slightly blown around by small gust of wind, or maybe she was just imagining that. Considering how nervous she was starting to get, the later seemed probable.

Damn, why was she so nervous right now? She was Rainbow friggan' Dash, not some teenaged filly caught up in a crush.

No, this was pretty serious. She was hoping to go somewhere with this pony. Where, she wasn't quite sure, but definitely somewhere.

"Thank ya kindly, 'ave a nice day." He looked down at the bits in front of him and firmly pulled them into his bag. He looked back up to find a cyan colored pegasus approaching the stand.

Oh, gosh. Here goes nothing Dash! You've got this!

"H-Hey Big Mac."

"Howdy Miss Dash, mighty fine day 'ere."

"Yeah, it really is." Why is this so hard? All it is is a phrase, just some words combined together.

"So, uh, Big Mac."

"Eeyup?"

"I was w-wondering if you had any plans for this evening?"

"Nope," he stated flatly.

"Sweet!!! I mean, um, cool. Would you, uh, like t-to go on a, um, a... Well a d-date?"

"Say that again?"

"I said, would you like to go on a date?" Rainbow Dash blared.

Big Mac took a few steps back. This had been one of the only times he had heard Dash yell, and certainly the first time it had been directed towards him.

The marketplace seemed to stop for a minute, which to Dash seemed like an entire week. Had she really just yelled that out loud? For, like, the entire populace of Ponyville to potentially hear? Her face lit up in embarrassment, the undeniable tint of red flushing its way to her cheeks. Was it getting really hot right now?

The marketplace returned to its usual murmur, the outburst of the cyan pegasus long forgotten. Big Mac shook his head a little bit.

"Eeyup," his signature catchphrase let itself out.

Rainbow Dash would have jumped into the air and brohoofed the sun if it was possible, sadly she would just have to settle for a smile. She had to keep up the image, though after her little show it was going to be tough.

"R-Really?" She was on cloud nine right now.

"Eeyup, I got nothin' to do after tha stand. I'll meet ya at yer house?"

She blinked a few times. "Uh, yeah. You know where my house is?"

"Eeyup," once again that often enigmatic word came back. "Around three o'clock er so?"

"Sure, that will be fine."

"Till then, Miss Dash."

Author's Note

Alright, next chapter will be the big date! (Literally)

Thanks for the feedback and favorites! For my first fic I'm still feeling it out, so as time goes on be prepared for the occasional switch in point-of-view or other random thing. Or maybe not. Who knows? :D

The Next chapter should be up pretty soon and I've got some big plans for our two potential lovebirds ;)

Kudos to Corwin Freiss for the fantastic editing!