Cheerilee's Date for the Grand Galloping Gala

by Blackbelt


Troubled History

Big Macintosh was a stallion of few words. Despite this, whenever anypony asked him a question, he would be able to answer in the affirmative or the negative. And he never needed anypony to repeat themselves when they spoke to Big Macintosh, since he was listening intently whenever somepony spoke to him.


And yet here he was, standing in the middle of the eastern orchard, looking down at his littlest sister Applebloom and her friend Twist, the sturdy workstallion found himself saying something he rarely said. “...would y’all mind repeating yerself?”

“We were wondering if you could become Miss Cheerilee’s very special somepony so that she can have a date to take to the Grand Galloping Gala.” Applebloom said quickly, Twist nodding her head, both of them looking up at the stallion with those accursed big puppy dog eyes.

Now Big Mac’s suspicions were confirmed: She had thought that was what her little sister said in the first place, but....no, it was too ridiculous. I mean, the thought of dating Cheerilee was....

Big Mac began to laugh. It started off as barely a chuckle, but quickly grew. Soon, Big Mac was lying on the ground, rolling around in the dirt, laughing a loud, hysterical laugh, as if Big Mac was laughing at the funniest thing in the world.

The two school foals could only stare at the stallion. Any attempts to break him out of his temporary insanity was only met with more laughter. Realizing that their totally foolproof plan of having Big Mac date Cheerilee was going to go nowhere, the two fillies walked off, heads hung low.

“.....why do I get the feeling we’re mithing thomething?” Twist asked, still confused over Big Mac’s reaction to their completely honest question.

“Hmmm.....maybe.....Honestly, ah’ve never heard Big Mac laugh like that...” Applebloom thought....”Maybe AJ knows something!”

The began to walked to the barn, knowing AJ would be there checking on equipment that needed fixing.

___________________________________


“HAHAHAHAHAHAHAHA!!!!!”

The two fillies once again found themselves staring at an adult, laughing at a joke neither of them understood. Fortunately, AJ was able to get control of herself.

“Now why would you two suggest something like that?” Applejack asked when she was finally able to find her voice again.

“We thought that Big Macintosh and Mith Cheerile would be perfect for each other” Twist said. This gained a few more chuckles from Applejack.

“Now girls, I know both of y’all have the best of intentions -heh- but Big Mac and Cheerilee don’t need your help finding a very special somepony. They’re both adults, and they both know how to find love without any help. Heck, I know Big Mac has to beat back the mares with a stick sometimes, and I bet Cheerilee has stallions courting her everyday. So y’all don’t need to worry.” Applejack said, turning back to the various plows that were sitting against the wall of the barn, inspecting them in case anything of them needed upkeep.

“But sis, why did Big Mac find the idea of dating Miss Cheerilee so funny?” Applebloom asked.

“No reason” Applejack quickly said, her face scrunching up slightly, her eyes suddenly darting around suspiciously. Applebloom and Twist, sensing the incredibly obvious lie, both stared at Applejack until she cracked. This process did not take long.

“Let’s just say some things happened back when Big Mac and Cheerilee were in school. I....can’t say any more than that.” Applejack finally admitted, in a tone that said that this explanation was not to be questioned and she was indeed saying everything she was able to say on the subject.

Unfortunately, Applejack never said anything about the two of them dropping their quest to find a date for Cheerilee.