You are young [Anon], a young, runty resident of the kingdom of Schackleshire. A farm-boy, you’d been taught to work hard on your father’s farm.
When you weren’t helping with the crops, you were feeding the chickens and ducks. When you weren’t feeding the chickens, you were helping with caring for the horses. Heck, when your big sister wasn’t milking the cow and had to chase a fox away from the poultry with the family dog, you were there to cover for her!
Of course, as important as you knew the farm’s upkeep was? Well… Despite there were periods between chores where you had the time to rest, you also couldn’t help but feel like you were stuck in a loop of sorts.
Even now when you’re finishing with grooming one of the horses of your father’s farm, you can’t help but feel daydream a little bit about life as something else OTHER than a farm-boy.
You could be an explorer, a soldiering knight for Shackleshire, perhaps maybe even a sailor who fought off pirates. So long it was more adventurous than farmwork, you’d like to be exactly that!
As you sigh with a dreamy smile on your face, you’re too distracted to notice a pair of hands sneakily raising the back of your yellow-green tunic (which was admittedly a tad bit on the short side), exposing the back of not only your bare legs, but the only garment you wear underneath your tunic.
However; the perpetrator is thankfully courteous enough to make sure to let you know of your exposure. Albeit, in an unconventional fashion…
*Yank*
You squeak aloud as you feel yourself being pulled up to your sandled tippy toes, the crack of your bum sliced by cotton as you realize too late of what’s happening
“Agh! Gwen, come on, quit it!” You plead with discomfort and annoyance in your tone. You turn your head to face to impish and amused grin of your sister.
As per usual, Gwendolyn (or “Gwen” for short) has a smile that only a taller and older sister would have when pulling these childish (and frankly chaffing) pranks on her ‘kid brother’.
“You make it too easy little brother!” She laughs before hauling you off your feet with a second pull, making sure you were dangling from her grip.
Even with her rather tomboyish nature, she’s still quite easy on the eyes, especially for a young farm girl as her. Her hair was like chocolate, her eyes like sapphires, and her lips like a rose. She was tall with a fit figure from years of farm work; something that was evident with the form fitting blue leggings worn underneath her own red tunic.
She would certainly be a fine catch for a nobleman, were it not for the differences in class.
Well, that and there was the incident in the marketplace where she had an interesting encounter with a nobleman. Because the nobleman had egregiously high standards in regards to the clothing you and your sister wore as well as what you were selling, your sister saw fit to help him lower those standards by ‘raising’ his trousers up and hooking them onto the back of his own carriage.
After a couple of bounces, your sister put you back on the floor of the stables. Just as soon as she seems to releasing your undergarment, she continued teasing you by hooking an index finger onto the waistband and playfully tug them back and forth.
“Will you cut it out?! You ripped one of my pairs last week doing this!” You protest with a childish pout that seemed to only make Gwen snicker as she continued the cheeky tugs.
“And did I also not apologize for it [Anon]?” She chuckled as she used her free hand to affectionally play with your own brown hair while continuing to tug your stretchy underwear side to side with the other; “Besides, you should learn to be more aware of your surroundings. Allow me to help you learn this lesson with a gift… A helmet, for a young aspiring warrior!”
And like that, she lifted you off your feet again with a pull on the underwear. Before you could even tell her to put you down, however…
*Snap*
You find yourself back on the ground, your underwear stretched overhead and hooked under your nose with masterful skill on her part. You grown in pain as you stand there, your undergarment now converted into a rather ridiculous cowl of stretchy white cotton. Gwen giggles mirthfully at the sight as she bends down, kissing you on your left (facial) cheek warmly.
“Heh… In all seriousness however, I didn’t just come here to play with your underwear…” Gwen said as she peeled the underwear off your nose, making sure to peel it all the way up until your head was no longer covered by the cotton.
You cringe as you feel the waistband snap against your rear end, your hand immediately beginning the process of plucking the garment out from between your buttocks.
“Then why did you do it then?” You snark back.
“It was the only way to snap out of your daydreaming little brother…” Gwen says with a smirk; “Anyway, come with me. I thought I heard something strange, and I need your help with investigating!”
Your sister then takes you by the wrist and leads you out of the stables, a look of bewilderment on your face as she leads you in the direction of the-
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