Full day

One night, I'm in bed scrolling my phone when Ken comes into my room

"It's my day off tomorrow, will you be around?" he asks

"No, I have work" I say

"Okay" he says, and he walks over to my bed, and deftly snatches my phone from my hands and flips me over. He sits on my back and does something with my phone that I would later find out was him texting my work that I couldn't come in because I was sick

He pulls my underwear out the back of my sleep pants and grabs my legs, very quickly putting me in a jock-lock wedgie. He the grabs my hands and ties them behind my back before putting my blanket over me, putting my phone in charge, turning the light off, and leaving me to my predicament

Tbh, the wedgie isn't that bad. I'm flexible enough to keep my feet close enough to my back that it's not a full on lip splitting disaster. But it is a little uncomfortable on my whole body. I wriggle a bit but very soon realise that I'm not going to make it out by myself, so I try and just go to sleep. I eventually fall asleep and am woken up by Ken untying my hands and unhooking my feet. After a whole night of being stretched, my underwear hangs out the back of my pants like the world's most embarrassing tail. He passes me my phone to check any messages. Just a text from the boss saying okay to me being sick, and a text from my brother that he tried to free me this morning so I could go to work and Ken ripped his underwear clean off in a nut destroying frontal wedgie before kicking him out the front door to go to work with sore nuts and no underwear.

When I'm done he grabs my underwear by the front and lifts me out of bed into my feet. The tail at the back becomes a tail at the front as the underwear squeaky-cleans my front and back. I consider asking if I should get dressed or at least put a bra on but I think the better of it. Whatever he has in store isn't going to be helped by my asking.

He carries me out by holding both the front and back of my stretched out grannies and I see breakfast already made at the table, with two places. It's bacon, eggs, mushrooms, the whole shebang. Mine even has a small bowl of rice! I eye it a bit suspiciously but he sets me down at the table on my seat and sits at his

"Thanks for staying here today, I appreciate the company and the entertainment" he says, again like it's not low-key deranged.

"Umm, no problem" I say as I start to eat.

*Fuck it's pretty good* I think to myself as I chow down.

We eat and drink and he asks me about what anime I like. I blush a bit, I'm often bullied by people for my nerdy interests but I feel comfortable telling Ken what I like. I think it's because, he'd probs bully me even if I wasn't a nerd, so I'm a way he accepts me. Either way he nods as I talk to him

When we finish I offer to clear the table and he says he's go it

"Oh, but, I'm the maid I should clear the table" I say, hoping a bit of sucking up will save me from more wedgies

"Don't worry, just sit there" he says, and to punctuate his command, he grabs the back of my underwear and hooks it on my chair. I feel immediate regret about my sucking up plan. I also feel my ass getting split by this wedgie, but my panties are so stretched at this point that it's far less threatening than it could be

He puts all the dishes in the dishwasher (that I'm not allowed to use btw!) and comes back to the table. He looks at the crumbs/etc on the table and looks around

"I thought I had something like a cloth to wipe the table here" he says

I look around too

"Oh, there it is" he says

I'm still looking when he walks over to me and grabs the front of my waistband. He pulls it up and uses it to wipe down my side of the table, yanking the stretched thin fabric right into my lower lips. He yanks it back and forth as he wiped the table down, eventually causing me to need to get up as he goes around the table and I'm forced to follow, trying to push my pussy towards wherever he's wiping to reduce the pressure. I want to hold my underwear and give it a bit of slack buty hands are occupied constantly having to steady myself. Eventually he stops and looks at the- now dirty- -well, dirtier- front of my panties

"That didn't work very well" he says thoughtfully.

"Oh, I know!" he says, and turns to me

I'm still panting from trying to follow his hand around in order to keep my pussy intact and I don't really realise what's happening until he puts his other hand on the back of my neck and presses down, while pulling up with the hand on my waistband.

I feel any leftover slack in the back of my underwear floss itself through to the front as his pulling increases. The material already pulled and thin, it's completely slipped between my lips and is forming a razor wire thats pressing directly on my clit. I want to jump away from it, and I want to crumble to my knees from his hand on my neck, but instead it feels like I'm a log being pushed through a log splitter. My hands grab at his and My underwear and it feels like a fly fighting a train, I can do literally nothing. My clit has never seen this much action as the pressure mounts and I look pleadingly into his unbothered eyes, like a cornered rabbit. Quicker than I thought, but still agonisingly long, the front of my panties start to rip. The inner cotton part rips completely and the waistband comes away. I feel a bit of relief as the pressure reduces, even if I can still feel all the cotton still wedged in my clam. Then, he adjusts his grip and grabs the two leg holes. They're the kind with a bit of elastic in the legholes and I can feel it's going to be a lot harder to rip these. His grip strengthens and I feel the two pieces burying themselves in my snatch even further. Thankfully they go either side of my clit so it's a little spared, at first. Then as they're pulled more and more, he starts yanking. I feel them pressing in, and with another tank they're both either side of my clit, trapping it between them. He keeps the pressure on until finally, they snap. First the left, then the right. With no more pressure pulling me up, I fall to my knees. My mouth is hanging open and my hands slowly make their way to my devastated crotch. I slowly topple forward and he calmly collects the scraps of my underwear and uses it to wipe the table down, before tossing the near unrecognisable fabric into the bin