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Published at 10/18/2025 - 02:14 AM
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Description

I realized as I was putting together this caption that I tend to write a lot of bondage centric stuff for the holidays (both Halloween & Christmas)… And with that said you can expect more to come this month lol

Art By: Issa Castagno

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Transcript

Kassandra prowled down the street, the cool autumn air a delightful contrast to the warmth some cheap vodka she had downed earlier was providing her. It was Halloween night and with it being a college town that meant there were tons of places to hit up to have some fun. She decided to wear the same costume she had worn last year; leather thigh highs, a pair of denim booty shorts which she clipped a prop demon tail to, some plastic demon wings with straps that looped around her chest and shoulders, a demon horn headband, and an adhesive bra that came with the rest of the demon themed costume she had. All of it was black, from black leather to black plastic, hell the booty shorts were even a black dyed denim.

As she bound down the street, turning when she met the street corner, her eyes scanned for houses which looked alive with party. But as her eyes scanned the rows of houses she only spotted one unfortunate house that seemed to have any action going on, the Kappa Sigma house. It was a loud, raucous energy on the otherwise calm street. As Kassandra walked by the frat house her ears were assaulted with an incessant thumping bass while her nose was assaulted with an overwhelming scent of cheap beer. Nestled on the porch however, hidden amongst a littering of many discarded red cups, was a plastic jack-o'-lantern bowl brimming with candy. The sight of the unattended bowl and her general dislike for the members of the frat house gave her a devious idea.

With the blaring music as cover Kassandra sneaks her way up the steps of the porch and over to the orange bowl. She hovers her hand over the bowl, pretending as if she's picking out which piece of candy she wants but she was actually glancing to her side to make sure the coast was clear. The front door was left slightly open, letting her see into the party but also letting the partygoers see out onto the porch so she had to play it safe. Once the constant stream of partygoers grows thin Kassandra makes her move as she grabs the entire bowl and turns to run off but- THUD She collides with the chest of one of the frat boys, nearly dropping her ill-gotten goods as she bounces off of him. He was carrying a plastic bag filled with more red plastic cups, candy surely meant to refill the bowl once it got low, and some other miscellaneous supplies. Behind him another frat boy towered over Kassandra carrying in both hands a box of beers.

“Well, well,” The guy you bumped into spoke. “What do we have here? Looks like a little demon is trying to steal the whole bowl of treats?” His deep voice had a tinge of sarcastic playfulness to it.

“Woah guys! Let's not get too hasty. It was just a harmless prank.” Kassandra frantically tried to disarm the situation as she slowly backpedaled towards the table she had stolen the bowl of candy from. The two very large frat bros only stare her down, clearly unimpressed and unamused. She turns away from them but before she can right her wrong and place the candy bowl back she feels a large hand grab and press down on her bare shoulder.

Her apology evaporates in the chilly air, completely ignored. The frat bros grip on Kassandra’s shoulder tightens, causing the poor girl to go wide-eyed. “A prank, huh?” His low rumble of a voice pauses. “We like pranks.”

Kassandra let out a sigh of release as she heard that with every muscle in her body going from tense to relaxed. But she misunderstood what the frat guy meant. He worked fast, catching Kassandra off guard he pulled out a roll of toilet paper from his grocery bag and began wrapping it around her body. “Hey! What are you-?!” She couldn't even fight back as the second guy had dropped the bottles of beer and moved in to help keep her in place. They didn't drag her inside, instead opting to manhandle her right there, right now. Her mouth and a majority of her head were wrapped up tight, leaving only her nose, one eye, and a bit of her hair free. Next they yanked her arms behind her back and began wrapping them securely to her torso. Of course as they wrapped up her barely covered chest, forcing the plastic decorative bits of her adhesive bra to dig into her breasts, they left a good bit of her soft, flushed flesh exposed. Lastly they forced her down onto her knees where they wrapped her bent legs together, ensuring she wouldn't be able to stand up until she was freed.

“There we go. You look perfect!” They took a step back from Kassandra to appreciate their work with the one she had bumped into framing her in his fingers like he was capturing a photo. “And seeing as you love candy so much.” He grabbed the bowl of candy Kassandra had tried to steal and dropped it onto her lap which caused some candy to fall out and scatter about on her thighs. “You can hand out the candy for us. But remember, everybody only gets one.” With a boisterous laugh the two boys pick up their stuff and enter the party, leaving Kassandra blushing with humiliation all alone on the porch.

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Kassandra had no idea just how long she had been left out there like that, just that enough time had passed for the air to grow cold and nip at her skin. Her legs screamed for a moment's rest as her entire body weight pressed down onto them, crushing them into the wooden floor of the patio. Her hair was a bit of a mess, unkempt and damp with sweat from her previous struggling in an attempt to free herself. She didn't expect toilet paper to be so durable but with how many layers they wrapped around her and how tightly they bound her she could barely move an inch. What little of her face one could see was flushed with embarrassment and frustration. With her one uncovered eyes she thought she was staring daggers at every trick or treater who approached her but to them it looked like she was pathetically begging. Her breathing was heavy and slow causing her prominent breasts to rise and fall with each breath.

At this point countless trick or treaters had made their way up the frat house's porch, most of them simply made a comment about the muffled girl, grabbed a piece of candy, and left but a fair few had been a bit more cruel. Called things such as ‘whore’ or ‘slut’, groped and squeezed much to her dismay, and one guy even dropped a handful of candy into her cleavage before leaving. Her only hope was the fact she could feel how light the candy bowl was so surely she was almost done.

The sound of the porch steps creaking alerted Kassandra to the next batch of trick or treaters she’d have to deal with. Once in view she made out a tall, lanky guy who was dressed up as a zombie and clinging to his side was a girl dressed up in a nurse costume.

“Woah!” The guy blurted out. “These meatheads really outdid themselves this year!” He reached down and grabbed a chocolate bar from Kassandra's lap. “I can't believe they got some chick to agree to this, isn't that right babe?”

The girl meanwhile was eyeing Kassandra up, her eyes wandering with a fierce envy. She squirmed where she stood, rubbing her thighs together as she practically drooled at the sight before her. “She’s so lucky.” She clearly missed the fury in Kassandra's eyes. “To merely be some jocks decoration…” She shivered before reaching down to grab a piece of candy from Kassandra’s lap. As she bent down she kept eye contact with the bound girl, even giving her a sly wink as ascended back upwards.

They left just as abruptly as they came. As they walked down the porch steps Kassandra could barely make out the girl asking her boyfriend if they could do that next year. What a weirdo!

Kassandra wasn't left alone for long as the frat bro who caught her red handed came out the front door. “How's everything been going?” Kassandra couldn't see his face but she could hear his smirk in his voice. “Let's see how you’ve been doing.” He squatted down, confirming Kassandra's suspicion of his shit eating grin as he grabbed the bowl from her lap. “Wooh! Looks like somebody was popular. Everybody only took one, right?”

Kassandra stayed silent, thinking the question was rhetorical. But as the silence drew on she realized he actually wanted an answer. She meekly nodded, honestly unsure of how many each person took because she didn't care to check.

“Hmm… that can't be right.” Kassandra couldn't see but he was shaking his head at her answer. “It hasn't even been 2 hours and the bowl is empty. People clearly took more than one.”

“Only 2 hours!?” Her outburst came out as an indecipherable muffled mess as she began wiggling furiously against her bindings. That meant it was, at max, barely 9PM! The night had hardly even started but at least she handed out all of the candy so surely she’d be let go now.

Her hopes were dashed however as she heard plastic tearing above her followed by the soft clinks and thuds of candy filling the bowl back up. The frat guy squatted back down to place the refilled bowl back onto Kassandra's lap and as he rose he patted her on the head. “Make sure everyone only takes one this time.” And off he went back inside to enjoy the party. Kassandra was going to have a long night ahead of her it seems.