As Rebecca began to pull, stretch and compact your blob-like body between her powerful fingers, you cursed your own stupidity. You had allowed your fear of your high school bully get the better of you and now you were paying the price for it.
You always read over contracts before signing them, why had you neglected to do that this time? You were normally so diligent...
Your beating yourself up was interrupted as Rebecca spoke, walking away from your apartment as she spoke.
“You know... thinking about prom has gotten me all nostalgic. A girl never forgets her senior prom you know, and having you there with me made that night very special,” she sighed wistfully, although you could tell by her tone she was being insincere. “Although you could have worked on the buildup to prom, usually I would have expected to have been asked to prom, not have to ask someone. Although for you I was willing to make an exception. I thought I made asking you pretty romantic don’t you think?”
Ignoring her obvious sarcasm, you were forced to recall the beginning of one of the worst nights of your high school experience...
*****
“So bug boy, will you go to prom with me?” Rebecca asked with a smirk that you could only barely see through the gap between her big and second toes.
Shrouded in the shadow of her hanging bare foot that was dangling a few inches above your head, and being threatened wordlessly with the prospect of it dropping on you in an instant, you had a hard time finding the words you wanted to reply with.
You had been caught by Rebecca when you walked past her table in the lunch hall along one of the tiny walkways that ran along the wall. Rebecca always claimed a table near one of these walkways so she and her friends could intimidate the tinies that walked past, and this time was no exception, as you cowered under the shadow of her bare foot while her friends giggled at your misfortune.
Looking around you, there was no one around that had noticed your situation who would be willing to come rescue you. The teacher who was supposed to be monitoring the tiny pathways running along the side of the cafeteria was currently being distracted by one of Rebecca’s friends, who occasionally gave a sly sideward glance in your direction and grinned at you.
“Come on bug, it’s not a difficult question. A junior should be jumping at the chance to go to senior prom, especially with the captain of the volleyball team,” she fake pouted as her toes wiggled idly. Her foot lowered slightly towards you, and several large clumps of sock lint rained down around you, shaken loose by her wiggling toes. “This offer has an expiry date, runt. You can either come as my date or you can stay down there on the floor where anyone could stomp you flat...” her friends accentuated her point by slowly slipping their feet out of their obviously well worn shoes and sitting their socked feet on the floor, angling their toes towards you and drumming them gently on the tiled floor.
“Ok fine... I’ll go to prom with you, now will you just-” you were cut off as the massive sole above you came slamming down, flattening you instantly.
“You hear that girls, I’ve got a date to the prom,” Rebecca’s voice came through muffled by the tonnes of foot flesh bearing down on you, along with the laughs and jeers of her friends. “Oh but wait, prom’s tonight and he’ll not have any time to get something that will match my outfit.”
You mentally begged her let you go after her realisation, but as her foot lifted off the ground, and you along with it, you doubted you would be let off that lightly, but you had no idea what sort of treatment you were in for.
You were ripped off of Rebecca’s sole like a bandaid and were lifted up to see her smirking face through your one uncrushed eye, the other one folded inside yourself somewhere.
“You know girls, I think Anthony’s lack of preparedness might actually work out in his favour. I know a lot of guys, and even some girls, who would kill to get in to my pants. And I just so happen to be looking for a great pair of underwear to make tonight extra special. As my date I’d like to think you’d want me to be happy, don’t you?” She smiled as she said this, knowing that you couldn’t answer her while squished. “I’ll take your silence as a yes.”
You could only mentally cry out for anyone to save you as Rebecca and her friends cackled at your misfortune. You had been used to patch up underwear a few times in your life, but this was the first time you had been faced with the prospect of being fully turned into a pair of underwear! You had no idea how you’d be able to stretch to fit around Rebecca’s colossal hips!
“Still got a few hours of school before I can go get us ready for prom though, so I think for now I’ll keep you close, wouldn’t want you getting cold feet now would we,” her friends laughed at her joke as she began to lower you towards her stinking gym shoes that she had slipped her foot out of to torment you.
You were dropped with a splat onto the damp, worn insole of her left shoe. The smell, heat and dampness of her insole told you she had probably just finished in gym class. You had flipped over as you fell and were forced to look up as her foot descended towards you.
“See you soon prom date,” Rebecca laughed as she lowered her foot fully into the shoe. Your last sight of the outside world was the some of Rebecca’s friends waving tauntingly at you before your vision was taken up by Rebecca’s toes.
You were scrunched between her big and second toe, and they dragged you along the insole towards the toe section of the shoe in their clammy embrace.
As her foot settled into her shoe, her toes scrunched and wiggled, dragging the remaining parts of your body not being gripped by them into their clutches, where they began to grind and knead your malleable form between them.
As her toes came to rest gripping you tightly, the outside world became muffled to you.
“Well, now that my date’s settled in place I suppose I should get to math, having him down there should hopefully give me something to concentrate on other than Miss Coleman’s boring lesson, and then I can go get ready for prom!”
Rebecca stood up and took her first step, crushing you utterly beneath her weight. The pain was unbearable, but it would be nothing in comparison to being stretched to fit her as underwear, even after a few hours between her sweaty toes...
*****
... or even in comparison to what you would likely experience every day now that you had been tricked into signing your life away to the woman who had tormented you throughout high school.
As Rebecca squeezed you again between her fingers, it brought you out of your recollection and you saw she had reached her car.
“Ah, I love that story. I don’t know why, but you always felt so great to squash, I think it’s because even amongst other Tony’s you have always been exceptionally pathetic. Sure, other tinies are fun to squash, but none seem to conform to the sole of my foot, or the crack of my ass in the same way as you. It’s why when I saw your name come up in an email thread at work I knew I had to trick you, couldn’t let my favourite toy get away again like after prom. Now all I have to do is get this form to the C.T.C offices and then I can use and abuse you exactly as I see fit every day,” Rebecca cackled as she started her engine and put her car into motion.
1) Rebecca heads straight to the C.T.C offices to file your paperwork as soon as she can. Thankfully for you, your sister, Sarah, overheard the bully taunting you on the way to her car, and was in pursuit, but can Sarah save you before Rebecca can file the paperwork?
2) Rebecca decides that filing paperwork can wait, and she wants to go show her new property off to her old high school friends, a group of women who loved taunting you almost as much as Rebecca did.
3) Rebecca continues to reminisce about prom night as she drives, recalling getting you home and trying you on as underwear for the first time.
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