You find yourself curious as to what your sister could’ve possibly have heard that would’ve required your assistance.
“Gwen, are you sure you need my help with this? What if the strange sound you heard was just your typical forest animal?” you ask as you walk with her.
“Oh don’t you worry your bookworm head [Anon],” Gwen said cheerfully, “Your precious, sweet, and strong big sister-“ she flexed her arm playfully, “Will protect you!”
She patted your head, “I just need backup.”
Then she flipped the back of your tunic up and launched your tighty whities back up again.
“Plus I need some entertainment!” Gwen added in as an afterthought while you groaned and gasped.
“Will you stop that?!” You grimace with annoyance as you try to pull your undergarment free of your sister’s impish hand while she pulled you along.
She suddenly proceeded to release your underwear, causing it to snap against your rear, a yelp escaping your lips, making you give your sister the stink eye.
“For someone who daydreams about adventure, you have quite the quarterstaff up your fanny~” Gwen said teasingly as she stuck her tongue out at you.
“You’re the one who *flosses* it with my underwear!” You respond, sticking your tongue out at her in response.
She grabs you and before you could squirm free, began to rub her knuckle across your head.
“Noogie!” she said cheerfully while you cried out and squirmed in annoyance.
As you finally slipped free, you tripped and fell onto your butt with a loud tumble!
“Owie!” you cried out as your fat butt cushioned your fall at the cost of said cushions. You rubbed your butt before yelping as Gwen pulled you up by your now twice sized tighty whities.
“Sheesh. All you boys wear the same stretchy briefs. Can’t you wear something more mature?” Gwen asked.
“L-Like what?” you groaned as she sent you to your tippy toes.
“Oh I guess that’s true. If you only have tighty whities wedgies are kinda inevitable huh?” Gwen mused while you blushed as your underwear tickled your neck.
“Though given all those stories of adventure and treasure you’ve read, I’m surprised you haven’t read one where the hero is a wedgie prone bookworm like you. Good thing I’m here to prepare you for that kind of adventure!” Gwen said with a laugh as she hoisted you completely off your feet for a moment before putting you back down on the ground and lead you by the leash.
“Pretty sure that doesn’t make for adventurous stories…” You say, scrunching your face in discomfort and annoyance as you walk to the best of your ability while being led by your own undergarment. All the while, mentally bemoaning at the fact you were stuck with the fact that you were the younger of the siblings.
Just as you and your sister get further into the meadow, however?
An unfamiliar sound reached your ears, causing you and your sister to pause in place, the latter actually releasing your underwear out of surprise.
“W-was that the strange sound you-“
“Y-yes little brother… Yes it was…” She said as she looked around for wherever it was coming from, same as you.
Before you could say anything more, however, something appeared out of the corner of your eye, making you turn your head to see something you never once thought you’d ever lay eyes upon.
Copyright 2000 - 2025 21 x 20 Media All rights reserved. This site is property of 21 x 20 Media
All Writing.Com images are copyrighted and may not be copied / modified in any way. All other brand names & trademarks are owned by their respective companies.
Generated in 0.12 seconds at 5:27pm on Nov 03, 2025 via server WEBX1.
View Portfolio
Visit Notebook
Send Gift Points
Awards
Badges
Send Email
Community Newsfeed
General Discussion
Sponsored Items
Book of Trinkets
Static Items
Books
Groups
Interactive Stories
Audio
Campfire Creatives
Community Notes
Crossword Puzzles
Documents
Folders
Images
In & Outs
Madlibs
Photo Albums
Polls
Product Reviews
Quizzes
Survey Forms
Web Pages
Word Searches
More by this author