Big Macintosh woke up early the next morning, even before the early rising Applejack and Granny Smith. As always, he went through each thing in his head like a checklist of what he had to do for the day.

Big Macintosh thought to himself,

"Ah need t' make apple cider deliveries to Sugarcube corner and town hall, and then Ah".

A small grin appeared on Big Mac's face as he remembered.

"Ah need to go to the boutique in town where that purty filly Rarity will fix Applejack's torn hat".

The big red stallion had really been looking forward to this since he learned about it the night before. It was a chance to interact with the mare of dreams. He never got a chance to see her normally, other than when Applejack invited her over. The few times Rarity was at Sweet Apple Acres, his eyes were always fixated on her. But Big Macintosh was simply too shy to approach and talk to her, the only dialogue being a simple "howdy" or "sol long".

"Why would the purtiest filly in all of Equestria want t' talk to a dirty farm pony like me?"

But today was different. Big Macintosh could feel confidence surge through his body like a wildfire sweeping through the forest. Today would be the day. He would express his feelings for Rarity, and hope for the best. He wasn't sure how we was going to do it, what he was going to say, but it felt like the right thing to do. There will never be a better opportunity than this,

"Ah'll probably never be able t' talk t' her alone again" Big Macintosh said out loud to himself in a worried tone.

Big Macintosh was almost proud of the Cutie Mark Crusaders' mischief. If it wasn't for them, he wouldn't be getting this opportunity.

….

The big red stallion walked over to the barn, hitched his horse-collar to a wagon carrying two barrels of apple cider, tossed Applejack's ripped hat into the wagon, and took off down the road towards Ponyville.

….

A little while later Big Macintosh arrived in town and made his cider delivery to the Mayor's office without incident. When Big Macintosh arrived at Sugarcube Corner to make his delivery there, he knocked on the door and was immediately greeted by the hyper pink mare.

"Hi Big Macintosh, How are you? What are you doing here? How is…" Big Macintosh just put his hoof over Pinkie's Pie's snout, as was standard to do when the hyper pony talked.

"A'hm fine Pinkie pie, so is Applejack and the rest of the Family, A'hm also here t' make this cider delivery t' ya"

"Oh thanks Big Mac, here's your bits for the cider, I guess you'll be on your way then back to the farm then,"

"Yeeup Ah reckon I should, there's always work t' be done around the farm, Bye now!"

The stallion turn around and started to trot away from Pinkie Pie, his real destination still in mind. Then he stopped and thought for a second. Maybe he should talk to Pinkie Pie about this. Pinkie Pie knows EVERYTHING about EVERYPONY in town. She might know how to approach Rarity. He may only have one shot at this, and he wanted to know the best way to approach it.

Big Macintosh stopped in his tracks, turned around, and headed back towards Sugarcube Corner. Pinkie Pie, who was still outside, was just hopping around randomly with no particular destination in mind. When Pinkie Pie saw Big Macintosh walking back towards her, she was confused but still happy to see him again.

"Hey silly, Sweet Apple Acres is the other way!"

"Ah know, I came back t' talk t' y'all about somethin, but y'all has to promise not to tell anypony about it alright?"

"I promise, Cross my heart and hope to fly, stick a cupcake in my eye!"

"Alright, so Pinkie Pie, ya know everything about everypony in town right?"

"Of course silly"

"We'll here's the thing, Ah kind of… have feelings for somepony, and Ah'm no good at these sort of things, so Ah'm not really sure how to approach her, I was hoping you could help me."

"Ohhhhhh you have a crush on a somepony? I could totally help you! Who is the lucky filly?"

"Lucky filly? It's me who'd be lucky to have her, Ah feel so undeserving, Ah'm going to see her right now t' get Applejack's hat all fixed up."

Pinkie Pie saw Applejack's ripped Stetson hat in the back of Big Macintosh's wagon he was pulling, and she instantly knew.

"Ohhhhh you have a crush on Rarity! Oh this is just wonderful you two would make such a cute couple!" Pinkie Pie nearly yelled. Luckily it was still early so there was still hardly anyponys out to hear her.

"Shhhhh remember what Ah said 'bout keeping it a secret?"

"Oh yeah, my bad"

"Well how do ya reckon Ah should approach her?"

"Well, like all fillies, they want to feel wanted and appreciated, so make sure you do that, and with Rarity especially. You need to remind her all the time that she's at the center of your world, and that you think she's the most beautiful filly in the world. If you do, I can almost guarantee she will return her affections toward you."

"Alright Ah guess that shouldn't be too hard"

"Oh and Big Macintosh, don't doubt yourself, you are a big strong handsome Stallion, be confident. Tell her how you feel! I know of several fillies that would love to be with you, silly!"

"Ok thanks Pinkie Pie, Ah really owe ya one, this has really helped me out a lot, Ah feel much better about this now."

"Don't mention it, oh Big Mac and Rarity! I'm going to throw a party for you and Rarity when you're together, now go to her now and talk to her!"

"Alright, bye now Pinkie Pie! Thanks for everything!"

With that, Big Macintosh turned around and headed towards Rarity's shop, The Carousel Boutique. "When you're together" Big Mac kept saying over and over again in his head. Pinkie Pie seems t' think Ah have a good chance, Ah sure hope she's right.

I felt like the chapter where Big Macintosh meets Rarity should be the next chapter from this one. Don't worry, it's coming soon!