This choice: Jenna "Helps" in Rescuing You From Ashley's Booty • Go Back...Chapter #8When You're in a Hole, Jenna Keeps Digging by: matthias   (Chapter originally created by worstfailure)
This... is going... incredible!
Ashley couldn't believe how much fun she was having clothes shopping with you! You were, like, the best assistant she could've asked for! Or, should she say, like, the best assistant! Ashley giggled at her own joke as she continued trying on the totes most adorbs underwear and bikini bottoms she'd picked out. She had a lot of time to make up for. She'd been putting this off for years. Whenever she'd made the attempt in the past, selecting thongs that she knew would look uber cute on her, she always chickened out in the changing rooms, too self-conscious to try any of them on. But with you volunteering to serve as the guardian between her booty and her underwear, she totally had nothing to worry about! Whenever she tried on a new pair, feeling your body impact her most sensitive hole would let her know that her potential purchases weren't getting, like, super gross and grody with sweat and stink. Plus, the feeling of your body repeatedly slamming against her hole felt, like... really super good. She'd blush and smile every time she felt it happening and even took extra time in modeling her new underwear or "flossing" a bit with them, just to get an extra rush of satisfaction.
After one particularly intense brush against her backdoor, Ashley had surprised herself by letting out a slight moan which she quickly turned into a giggle.
"Matty, you are totes, like, my butt's guardian angel!"
If Ashley thought you were her angel, why was she putting you through hell?! All the sweat and stink that Ashley was so self-consciously protecting her prospective purchases from, she had absolutely no problem forcing you to endure instead! She was treating her potential underwear with more dignity than you. Not that this wasn't the first time you'd ever found yourself in a situation like this before, being eaten usually only ended with one natural exit. And when you'd been lost so many times up a person's crack or transformed into a living thong by your cruel sister's pranks, coming into contact with the obvious end point was inevitable. But just because it had happened before, didn't make this experience any less mortifying! You'd done your best to mentally scrub those memories from your brain but you knew this one was going to haunt your nightmares for a while. It was made even worse because, usually when this happened to you, it was because the woman doing it was unaware! But not only was Ashley, for perhaps the first time in her entire life, fully aware of your current location, but she actually thought she was doing you a favor by using you in such a degrading way! Damn the CTC for poisoning her sweet, simple mind!
Ashley had over two dozen thongs to get through and every one of them she pulled up as hard as she could and as high as she could. It seemed like she wasn't satisfied until she felt your one-inch body being slammed flat back into the gross puckered hole. As you were rendered flatter, your body was also stretched out due to Ashley yanking her thong back and forth, forcing your face to rub against each individual wrinkle over and over. Your body was drenched by limitless beads of sweat as big as your entire body. The earthy liquid stung your eyes, was forced down your throat, or was just absorbed by your squishy body like a sponge. The stench was utterly unbearable as well. Which wasn't a surprise considering what the air that you were forced to breathe in was tainted with.
You thought things couldn't get any worse, but no sooner had you thought that then, during one particularly tight squeeze of a new bikini bottom, Ashley's hole gave way and your flattened head fully popped into her butthole! You were hit with a familiar wave of the most noxious odors you'd ever smelled in your life. Your eyes bulged in shock. Ashley's already muffled voice became almost completely inaudible but you could faintly hear her moan of pleasure as she felt your head enter her body. Horrified at both your situation and that Ashley had actually felt pleasure from this, you screamed even though you were too squished to make a sound and flailed even though you were too squished to move. Even fully formed you'd never been able to overpower an unaffected woman, but that didn't stop you from trying to resist. Your one-inch body's flattening had caused you to stretch out to 5 inches and with mounting fear, despair and disgust, you futilely prayed for mercy as 4 inches of your now 5 inch body was slurped up inside her.
"Phew," Ashley said, wiping sweat off her brow and breathing heavily. Her cheeks were bright red and flushed with excitement. She normally always felt happy and giggly, but now, she felt happy and giggly on an uber high level! From the tips of her toes to the ends of her red hair, she felt... exhilarated. She was actually a little weak at the knees and had to lean against a wall to support herself.
Still smiling, Ashley turned around for her next thong and was saddened to find there were no more left. She'd been, like, so distracted having the totes absolute best time in the whole world with you that she hadn't realized she'd just tried on her last thong! If she'd known it would be the last time, she would've savored the last of your "special shopping time" together as much as she possibly could! She really didn't want your time together to end, but she couldn't think of a way to make it last, short of just taking you home with her. But Ashley knew her bestie respected her intelligence too much to ever believe Ashley would just "forget" she'd left her total hottie of a big bro in her butt. Jenna would have to think she was, like, totally pretty stupid to ever believe that.
"Alright, Matty," Ashley said, trying to pretend she wasn't, like, super disappointed. "I hate to ruin your fun, but that was, like, the last thong. Time to take you out."
Ashley bent over and pulled open one cheek to reach inside with her other hand. Feeling how sweaty the inside of her crack was, Ashley was, again, totes amazed at how good of a job you did protecting her underwear. Knowing exactly where you'd be, she found your feet sticking out from inside her and pinched them between two fingers. Though you could barely hear Ashley in your current prison, you could definitely feel her as she gripped your feet between her fingers. You thanked god as Ashley pulled--and screamed when her fingers slipped right off your paper thin, sweat-slicked body.
Ashley giggled. "I'm, like, flattered you don't want to leave, Matty. I guess it's like they say. All good things must be in an end. Which, honestly, I, like, totally never got until just now," she said, obliviously butchering another saying.
She reached back in to grab you again--and once again was unable to pull you free. Giggling and blushing once more, thinking this was all intentional on your part, Ashley didn't suspect anything was wrong until the tenth time she tried to pull you out and found she couldn't. You were too flat and slick and too far up her butt. She kept trying but her increasingly desperate attempts accomplished nothing but sending you up her butt another half inch.
"O... M... G! Matty, I think we have a problem!"
"NO SHIT!" you screamed, your body reforming enough just to make it possible. Ashley couldn't hear you, but she could definitely feel you.
"Don't worry, Matty! I'll call Jenna, she'll know what to do! She's, like, super smart!"
Just barely making our her words, you felt torn. If Jenna was called, you knew your sister was smart enough to rescue you... but you also knew there was no way in hell she would pass up this opportunity to mess with you while you were trapped in the absolute worst part of a woman's anatomy by the absolute worst woman imaginable! Ashley was so sweet but she was as dumb as a bag of rocks, and Jenna would be able to manipulate her into believing anything. The only... "upside" of this was that, due to how incredibly sensitive this area of Ashley's anatomy was, so long as you could move, you'd get her attention. Her goldfish-like brain wouldn't be able to forget you so long as you kept... stimulating her--oh god, how had this become your life?
"Hey, Bestie, it's yo girrrrrl, Ash!" Ashley read her text outloud as she typed it, trying to downplay how nervous she felt. "Lil problem. Your cute bro helped me try on thongs and he's now totes stuck in my..." Peach emoji. "Can't get him out." Awkward Smiley Face with Sweat emoji. "Any ideas? Love ya!" Heart emoji, Heart emoji, Heart emoji. "Send."
From somewhere far away, a woman was laughing so loudly and hysterically that even you, trapped in Ashley's butthole, could faintly hear it.
Ashley received a text back, "LMAO! Sit tight. On my way."
"Phew," Ashley said, glad that her bestie wasn't mad at her. "Don't worry, Matty," Ashley said over her shoulder, a bit louder so you could hear, "Jenna's on the way! We just gotta sit tight."
Unfortunately, Ashley took the advice literally and sat on the bench, causing the walls of her rectum to constrict around you and other moan to escape her lips and blush to rise to her face.
"Thanks... thanks for cheering me up, Matty," Ashley said, heart beating rapidly. "If... if you'd like to keep cheering me up, I totes wouldn't mind."
Slightly reformed and angry at what you heard, you punched the "floor". Unfortunately this had the opposite effect as Ashley moaned a little more.
Thirty minutes later, Jenna squeezed into the dressing room with a bag.
"What's that?" Ashley asked.
1) Jenna says it's lubricant but it's really a substance called "Tiny Tattoo Glue", a protective coating for tinies that preserves their bodies and keeps their senses in tact. With it, unaffected can stick tinies anywhere on their bodies as living decorations. Jenna plans on coating you with it and leaving you trapped inside Ashley's rectum before freeing you with the solvent... in a few weeks.
2) Writer's Choice  indicates the next chapter needs to be written. |
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