Manufactured Misfortune/Day1-Anatomy-Med/Setup a dare for tomorrow
"You know what Em, I just remembered that we haven't set up a dare for a later date at all, even though we went through all the trouble in the beginning to decide on it. So, I think I'll go ahead an do just that. What do you think?"
"I don't care," she said, bouncing from foot to foot as she nervously looked around the backyard. "Just hurry up and decide, I can see the swings in the McKinney's yard moving!"
You're stretching out the moment before her dare on purpose of course; watching her squirm out of nervousness of getting caught is far more enjoyable than you thought. You may have asked X to leave Emily out of this strange adventure you've both begun, but seeing your cute little sister acting like a shy maiden is starting to get the grow on you. And leaning over a little confirms that yes, the swings are moving in the neighbor's yard, meaning those pervy twin boys are outside and one fence away from seeing the sight of their preteen lives.
But, enough is enough.
"Okay, your dare for tomorrow, spelled out in exact wording." You pick up your phone and begin a text to your sister, just so she can't find a loophole later. "Tomorrow you are forbidden from wearing underwear. No bra, no panties, not even shorts under your skirt. You will both go to school and spend the whole day wearing nothing but your blouse, skirt, and socks. That's it, nothing else. Oh, and try not to act suspicious.
"What do you say?"
"Deal!"
Without even thinking she agrees, bringing your game to an end and darting away from the door, hands instantly moving to cover her boobs and vagina. Once in the safety of the kitchen she lowers herself into a squat, undoubtedly trying to calm down after coming so close to being seen. You take the opportunity of privacy to slide your boxers back on followed swiftly by your pants and shirt. After a moment Emily stands once more but keeps her cute backside facing you.
"So," you begin. "I believe that you owe me five hours of service in total and have a dare to complete tomorrow. I must say Em, this really wasn't your best game."
At your prodding she turns to glare at you, the effectiveness of which is severely undercut by the fact that she is a) completely naked, and b) obviously embarrassed.
"Oh just you wait Ron, you may have come out on top but next time, there will be no mercy."
At her defiant statement she starts marching past you, holding her head high and uncovering herself once you can't see her front.
"Forgetting something?"
Emily pauses in place for a second and looks down at her naked body, before whipping her head over to the back door, which she just so happened to stop in front of. With an adorable squeal she hastily covers herself again and runs from the room fast as she can. Moving to the kitchen window you look outside to see the McKinney twins, Eddy and Clyde, peering over the fence with dumbstruck looks plastered to their faces. They may have been a minute too late to see the goods, but you have no doubt in your mind that they won't forget seeing Emily's naked profile any time soon.
You smirk to yourself. Who knows, maybe they'll get lucky again sometime soon.
You wait for them to duck out of sight before entering the dining room and cleaning up the remains of the game, reflecting on what transpired. Things went from zero to a hundred real quick, and although you got a taste of your own medicine by getting locked out by Em, you still came out on top with five hours of servitude from your dear sister on top of a very interesting day to look forward to tomorrow.