Sunset's Bet

You are a pretty normal student at Canterlot High, except for your hidden talent for playing chess which most don't really know about. Though you only ever played it more for a hobby rather than pursuing it. Not like you didn't have a lot of friends to play with anyway, that is until Sunset Shimmer who was the school's biggest bully who turned over a new leaf invited you to her friend group.

It was definitely awkward for a bit since you were hanging around all these popular and beautiful girls, so to say part of it being awkward was because of all the jealous stares you got from the other guys would be an understatement. Though you did start getting bullied by some of those guys your new friends would always show up and defend you, none more than Sunset. You had started developing a huge crush on her and not just because you thought she was hot, but because ever since she got with her friends she seemed to grow into a strong woman.

Ever since that Homecoming, she seemed more mature than her age, and how she handled situations was what did it for you. Since she had brought you into her friend group she really did show you how much she had changed, and as you grew closer to her the more you liked her. Though you found it difficult to tell her your feelings and it is why you had thought of a plan, even if it didn't pan out the way you wanted.

You knew Sunset was a good chess player and so far you've managed to avoid playing with her and instead you've been studying how she plays. Though you knew this wasn't fair it was an essential part of your plan. Granted you knew she might see through your ploy but you also knew she would be too prideful to back down from the challenge.

"Hey! Sorry, had to help Twilight return her last pile of books!" Sunset said as she walked up.

"No probs, did you get everything done?" You asked as you leaned against a pillar.

"Yup, so what's up?" Sunset asked giving you a warm smile that made your heart flutter a bit.

"Um, well I was thinking about playing a game of chess and wanted to see if you wanted to be my opponent?" You asked which got her to raise an eyebrow at you.

"You know how to play?" Sunset asked with an inquisitive tone.

"Hmm, you could say that but I just don't want to play a normal game. How bout a little bet?" You suggest making Sunset give a little smirk.

"Depends on the bet." Sunset replied through her smirk.

"Well, let's say the loser has to do anything the winner says for about a week. I know it's a pretty basic bet, but I think this'll be fun!" You said as you looked at her. She was wearing her normal jacket with her purple sun shirt and orange skirt.

"Hmm, yeah I think that's fine," Sunset said with a bit of a mischievous look but you weren't too worried.

"Alright, so wanna come to my house to play? My parents are out of town for the next two weeks," You suggested making Sunset give a little sideways look before she gave you a smile.

"Sure, let's go so I can kick your ass and have you do my laundry!" Sunset said as the two of you started walking toward your house.

It didn't take too long since you only lived about four blocks from the school in a nice two-story house which still seemed to impress Sunset every time she came over. Unlocking the front and entering you offered her something to drink which she took up, and after getting the both of you something including a snack you got your chess set. Sitting it down Sunset whistled as you opened the case.

"This is a Starswirl original, these things cost a fortune!" Sunset said sounding very impressed. "Shit, if Twilight knew you had this she would be begging you for it. You might even get her to do anything for it."

"Uh-huh, but yeah it actually belonged to my great-grandfather first and it's been passed down since. So, you ready to play?" You ask making her give you a confident smile as you both start setting up the board.

As you put your last pieces in place the game started and the room fell silent except for the sound of the pieces being moved as the both of you were in extreme focus mode. Thirty minutes rolled by without signs of who was winning as each side took their time with their movements. Once both sides start to widdle down Sunset piped up.

"So, about this bet... When you said the loser has to do anything the winner says, are there restrictions to what the winner can ask?" Sunset asked making you smile.

"Well, nothing illegal, but other than that you can ask anything and the loser has to do it. Granted you don't have to do it if really isn't something you're comfortable with of course," You replied, and as you looked up from the board you saw how she sitting with her legs spread open a bit where you could see up her skirt. To your surprise, she was wearing a pair of purple panties as well and with the little view you got you could feel yourself stiffen a bit.

"Hmm, well can't wait!" Sunset said as she moved her piece into the position you were hoping for. Though it took a second for Sunset to scan over the board and realize the trap she had just fallen for. "Well shit, I guess this is game."

"Yup, check and mate!" You say as you moved in.

"Ugh, well guess I will be your ever-humble servant for the next week!" Sunset said as she stood up to stretch, which revealed how short her shirt was on her as it went pretty far up on her. "So, what do you want me to do?"