Family Ties/Jessica Heather offer to do anything
From Create Your Own Story
"You'll do what?"
You take a deep breath. You just spouted that off in a fit of desperation but it seems to have gotten her attention.
"Oh, um, anything? Really, I'll do whatever you want."
Heather ponders this for a moment then looks away. "...no you won't."
You push yourself off the chair in a huff. "Says you!" you reply defensively.
"Yes says me. I bet you wouldn't do half of the things I could come up with."
You stand there silently, waiting. "Like?"
Heather chuckles to herself and shakes her head before reluctantly sitting up on her bed. The fact that you've convinced her to do something with you - anything really - has your heart pumping with excitement. She pays so little attention to you these days.
"Slap yourself."
Before she has even finished her sentence, your hand is already coming up to meet your face. The satisfying sound of your palm striking your cheek echoes in Heather's room.
You rattle your vision for a moment. Once you sort yourself out you focus on Heather again only to see her mouth cracked open in disbelief.
"...do it again."
You clench your jaw and swing at your face again. After the second slap she continues to stare at you dumbly. So after a brief pause you slap yourself again. And again. And a-
"Woah! Okay!" Heather yells. "So you're willing to slap yourself. Big deal. How about you give yourself a wedgie."
You flex your jaw a little. A wedgie should be way easier than slapping yourself! You quickly slip a hand into your skirt and yank up on the back of your panties. The fabric easily slides over your butt cheeks as it is forced upwards and between them.
"Harder."
Your other hand joins in. With both of your fists latched onto the waist band you pull higher and harder. You start to wince as your panties wedge themselves fully between your ass and begin to grind against your crotch.
"...front and back."
You let go in exasperation, having held the wedgie for at least thirty seconds by now. But you continue to follow orders, stubbornly wanting to prove Heather wrong. Digging deep in the front of your skirt, you wrap each hand around the front and back fabric of your panties and lift with all your might. The crotch of your panties instantly slips its way up into your crotch, grinding and rubbing into your small sensitive folds. Baring your teeth and rising onto your tip toes, you try your best to double wedgie yourself as hard as you know Heather would. Holding out for as long as you can you eventually have to let go, your arms tired and your privates abused.
"Hmm."
Heather rises from her bed and steps toward you. Looking down at yourself you see most of your green panties above the edge of your skirt, the simple undergarment having been stretched and warped thoroughly. You continue to watch as Heather lifts up the front of your skirt. Inside you gasp, wanting to hide your shame. But you manage to keep yourself from covering up as she exposes your wedgied crotch, each side of your kitty almost appearing to grip the green fabric that you forced into parting your sex.
"Turn around."
You obediently make a half turn. The small amount of movement that induces in your skirt allows you to know just how deep the wedgie in your butt is as the flowing fabric brushes over your cheeks. The rush of air hitting them when Heather lifts the back of the skirt doesn't hurt either.
Abruptly you hear Heather walk away from you to close her bedroom door. When she comes back she grabs your arm and spins you around again.