Halloween 2025

Brandnewbuddy

Literotica Guru
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Seeing the candy out so I figured, why not go ahead and kick things off

Common ideas that get suggested each year;

1. The costumes influence what people act like on Halloween (like the Buffy episode)

2. Costume mix ups/mistaken identity: people hook up in costume but don’t realize who they hooked up with till after or at all, one person knows but the other doesn’t, etc.

Couple ideas of my own:

1. (Loosely based on a roommate) a couple has one member who adores horror, one who doesn’t. The horror lover is fine having a hobby partner won’t be a part of as they get along well otherwise. But their partner wants to hang out with them on Halloween when they do a marathon with their friends.

Horror lover comes up with an idea: they snuggle up und a blanket during the movie and everytime things start getting too tense, horror lover slides their hand under their pants and starts pleasuring their partner. They eventually get more bold and go down on them or even fuck them, which helps keep their partner from being too scared.

Only problem: they now have switched their partner’s phobia to a philia: they now have a horror fetish


2. Scaredy cat is tired of being picked on by his friends so he decides he’ll go to a haunt, by himself, so he can prove to them he’s not scared.

Only thing is, he doesn’t know much about haunts and time is running out so he finds one on Halloween that has a pretty steep fee and he goes in. To his shock, the other guests he goes in with are picked off one by one and dragged away by the various monsters.

Hiding in the last room, he hears a rustling of skirts and sees a gorgeous woman in a velvet dress walking towards him. She flashes her fangs and pets his face, letting him know he’s very brave for coming here willingly and disrobes. Scaredy cat can see no way of escaping and accepts his fate, making love to the obvious vampire before she presses her fangs to his neck and drinks his blood

…only, he didn’t understand the situation at all. The haunt was a special event a local brothel puts on: the workers fill up the haunt and they get to pick who they take to bed. It’s a time where the script gets flipped and t everyone has a good time.

Lead however didn’t realize this, signing the the waivers but not reading them. When he leaves later that night, not a vampire, and sends a photo proving where he was, his friends are impressed, but not for the reasons he thought
 
Had an idea for awhile where a seance at a haunted mansion goes wrong and the Medium accidentally contacts sex demons looking to possess them.

The Medium quickly tells the other participants sitting at the table that they are safe, provided they continue to hold hands.

Hearing the commotion, the maid runs into the room, immediately gets possessed and starts to sexually attack one of the men at the seance, going under the table and sucking his cock; the guy is powerless to stop her without breaking the circle.

Another maid rushes in, same thing happens and she starts fucking with the Medium, pulling her tits out in front of everyone and then playing with them.

One of the guests gets freaked out by this, tries to run but gets possessed and contributes to the problem.

Having lost part of the Circle, to maintain its spiritual integrity, the seance participants now have to stand, partially leaning over the table leaving them physically vulnerable to the possessed, who quickly take advantage of this, stripping them.

The Medium is struggling to recite an exorcism cantrip to dispel the spirits, but she has difficulty finishing it, as one of the possessed is trying to French kiss her as another one is working on her ass and pussy.

Not sure how I'd end it.
 
I was thinking about a 'Night at the Museum' idea at a wax museum. A nerd who works there is infatuated with one or two of the exhibits and finds a spell that can bring them to life. However the spell goes a little wonky and while he's fucking Cleopatra and Catharine the Great, it awakens the exhibit of someone like Blackbeard or some other murderous cutthroat. This rather meek fellow has to figure out how to defeat the sword-wielding madman, and protect his awakened sex slaves.
 
I was thinking a story about a virgin girl and her (non-virgin, female) friends.
While making halloween decorations they are complaining about men. One of the friends just got dumped and they are all talking how there are no good men. As they create a scarecrow as decoration they all say they wish it would turn into the perfect man. Of course halloween magic does it's thing and their wish is fullfilled.

The scarecrow turns into a dream man, handsome, muscular, the perfect man. Naked he walks towards them, the most promiscuous of the friend group immediately says she wants him and willingly runs into his arm, nearly drooling in excitement. They all watch as the scarecrow strips her naked, touching all the right places, she already orgasms twice before he starts fucking her, she has orgasm after orgasm, losing her sanity more with every one of them. The girls watch in excitement at their friend, who's in absolute bliss.

However after the scarecrow cums and is done with her, she falls to the ground, still spasming, completely out of her mind. Now they notice the portal behind the scarecrow and demons have come out of the portal, they drag the naked girl towards them and start fucking all her holes, the girl starts moaning in pleasure again but this time under the touch of the most horrific demons.

The friends are horrified and run away, however one of them is caught by the scarecrow and is the next one to suffer this fate. The others discover that the house is completely locked up, there is no escape as each of the girls is picked off one by one, being put in absolute sexual bliss by the scarecrow before being used by the demons, at that point willingly. The scarecrow knows all their kinks and weakspots and utilizes them perfectly.

The last one is of course the virgin girl, she isn't tempted by the scarecrow and he can't seduce her. However she doesn't want to stay behind alone. She offers herself to him, the scarecrow smiles and accepts her, speaking for the first time. He tells her not to worry and that he will be gentle. He also promises her that she and her friends will all be fine and to just enjoy. He takes her virginity, without any pain. She experiences the most blissfull experience of her life. After which she falls asleep peacefully. The next morning all the girls wake up in the basement of the house, naked. All of them, except the virgin girl, covered in cum. All of them, including the virgin girl, having cum leaking from their pussies. (The others allso from their assholes)

A happy end, but heavy horror influenced. Moments of tension, lots of sex.

Don't know if I have the skill or even the time to write it, but it's an idea I have been playing with.
 
Halloween is a perfect setting for cross-dressing stories.
 
Halloween is a perfect setting for cross-dressing stories.
Indeed! While not a Halloween idea originally, I think I could spin one it this idea:

As a joke, guy decides to crosssdress. Nails the look and feel even does some vocal training. He hits a party and gets quite few compliments. He sees a former bully and manages to get bully to dance with him, but him drinks, etc.

He pushes his luck and goes upstairs with bully, ready to do the big reveal…but bully reveals he knew the whole time and originally came to apologize for being such an asshole but now that guy is into him, he has a much better way of making things up to him. He tosses him on the bed, hikes his dress up and kisses a trail down his belly to his now erect cock


I’d do a woman cross dressing as a guy impressing some women…but most of the women I know love a hot butch/futch already.

I think one idea that would be fun (and I have seen some good examples of on this site) would be a couple cross dressing. Girlfriend is impressed and a little turned on by her sheepish boyfriend and boyfriend likes the more confident side his girlfriend is showing as a guy
 
He and She find an old spell book. Not realizing that it is real, they try a gender swapping spell...
 
Bobbing for Apples.

I just find the image of wet tops arousing, to the extent I thinkk I used it as a detail in a larger story, but have never come up with a plot that focuses on it.
 
Bobbing for Apples.

I just find the image of wet tops arousing, to the extent I thinkk I used it as a detail in a larger story, but have never come up with a plot that focuses on it.

The girl who is shy and demure... but has a competitive spirit so wants to win the bobbing-for-apples contest... and doesn't notice that it makes her white top cling to her breasts and become mostly see-through. It also means, once she realizes what's happened, she needs to quickly change into something dry. The party host take her to his sister's room (or his GFs closet?) to pick out something to change into and he takes a peek at her while she's trying on a couple options. Or maybe she HAS to switch to the other top that went with her outfit... the one she passed on because it was too sexy.
 
Maybe there is a theme to the party? Or maybe couples are randomly (or not randomly) assigned costume themes? Our demure shy wife would never choose it, but, makes the best of "police officer and the sexy burglar". She'd never been into bondage, but, she had to admit, when her husband man handled her a little as he cuffed her hands behind her back, she got a little wet. During the party, a friend of her husband, dressed as a prison guard, took some liberties jokingly "returning her to her cell for a spanking", and dragging her by her handcuffs into a side bedroom. She had to admit it made her breathless and horny as hell, even if a little scared he might go through with it. Her husband laughed with everyone else along as it happened... which made her just pissed enough at him to play along when the friend jokingly said, "ready for your spanking?" and she turns around to present her ass. She was surprised how wet she got when he actually spanked her. They returned from the side bedroom to much laughter, including from her husband who, along with a few drinks, was getting into being the life of the party, even if it was because the other guys there were all checking out his hot wife. Later in the evening, he joked about her taking forever to get ready and that's why they were late. She joked back, "Well, then, you should slap those cuffs back on me and send me to jail!" Everyone laughed and he played along. Again she was surprised at how wet she got having her husband cuff her in front of everyone... and how much hotter it was when he looked around the room for his friend the prison guard and handed her over to him with instructions to "take this naughty girl back to prison to be punished." This time, with more confidence from additional drinks and the husband's seeming permission, he wasted no time taking her to the side bedroom, spinning her around, lifting her short skirt and spanking her. She spent the rest of the night provoking her husband to "arrest" her, each time looking forward to the "more severe sentence for repeat offenders".
 
A friend of my GF once dressed as a "twister board"... basically a white dress with big colored spots added to it, including a dot on each boob and her ass... and she carried around a spinner. This of course led to guys asking for a spin. Left or right hand yellow or red were the most popular and, she could easily hold the spinner to put them at the bottom for the cute guys.
 
I'm not sure what costume would replicate the key elements of this:

...maybe she's an amazon working stacking boxes? Though, that doesn't explain the holes in the box. Maybe the box is labeled "Danger, live animal" and the holes are for "air". She didn't anticipate that everyone would want to reach in to pet the live animal and/or figure out what kind of wild animal she has "in there".

Or, maybe an "illusion" costume like this:

...but, maybe the illusion is something like a magician in a top hat carrying a cage with a cute little bunny. She's so cute as the bunny that everyone feels compelled to reach into the cage and pet her... by the end of the night it's openly groping.
 
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Maybe she dresses as something like this: https://www.costume-works.com/fortune-teller-machine.html#google_vignette


...but doesn't realize until too late that patry-goers will put a quarter in the slot (or pretend to) and then reach into the return tray looking for a "furtune" to grab, but, instead grabbing her breasts.

Word gets around amongst the men and she spends the whole night being fondled right out in the center of the party.

When she first realizes, she attempts to avoid the situation, but, by the end of the night, she gives in and finds she enjoys it.
 
Here's one that I bet will actually be popular this Halloween: "CEO & mistress at a Coldplay concert"

Maybe the theme of the party is that everyone gets instructions for their costume but are not told that they are part of a pair. The "game" of the party is to figure out what your costume is and find your match or matches during the party.

She gets instructed how to dress, though it doesn't seem like much of a costume... until she finds the hot young guy who is dressed as the CEO.

Once they find each other, they are, of course, encouraged and obliged to act out the scene... forcing her to spend all night in an intimate embrace with her hot young CEO.

Aside from getting turned on, she also "leans into it" to try to get her husband's attention. He was initially very jealous of her... until he figured out that his KC football jersey wasn't a match with another guy dressed as Patrick Mahomes as he assumed, but, rather, a woman dressed as Taylor Switch to match his Travis Kelce.
 
Another variation of the "find your match" party theme above. She is assigned "dog" as her outfit. She makes a cute and sexy dog with a little brown nose paint:

...and then, all night, several men pursue her trying to "claim" her as their match... the dog catcher, another male dog, the farmer. She is surprised to find that all the attention is a turn on... including "Tom Sawyer" who claims to be a generic "boy" and obviously a boy needs a dog. Also a guy dressed as some movie character insists he's obviously just a "man", and who's a man's best friend? They all try to claim her (and take liberties petting and scratching her and rubbing her belly. She's also surprised to be turned on by the fact that whichever one "has" her at the moment leads her around by a leash attached to her collar.
 
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The party host first asks everyone what the latest book they read was, without explaining why. Then, the host tells each couple they must come as characters from the book. The "game" will be for everyone else to guess the books. Our favorite couple has just finished a dystopian book (along the lines of Handmaid's Tale?) about a man who sells and/or rents women to other men for the purpose of breeding in this dystopian future. Costumes are judged at the end of the night by not only how many other books you named, but also if yours was named alot because you pulled it off well, and especially for being "in character" all night.

So, they, especially she, is embarrassed by her skimpy outfit, but also embarrassed as the husband has to act like he's selling her to other men and she has to act like she's a willing possession. As in the book, the highest bidder gets to lead her away with a leash attached to her collar. She's received that, also as in the book, she can scold any other men who try to cop a feel (which they do when they see her looking so hot and submissive), telling them only her owner is allowed to do that, and since they haven't paid her "manager", they can't do that. Unfortunately, as in the book, a new man can outbid the current owner and take possession of her. Throughout the night, several men keep outbidding each other, taking possession of her and, increasingly trying to whisk her away to a dark corner of the party to avoid someone new prospective owner coming to claim her.

As with the variations above, she finds herself unexpectedly turned on by the attention and lust from the other men, the collar, and the liberties they take fondling their "property" (something she HAS to allow to remain in character). The husband unexpectedly finds himself a little turned on and feeling like a stud since his wife is so desired by the other men. He finds himself agreeing to requests for additional liberties when they have possession of her. For instance, one guy, asks to pay extra for "travel privileges". In the book that means being able to travel with your woman. At the party he explains, he wants to be able to take her upstairs or maybe outside to avoid some of the competition.

The wife is surprised and miffed at first when a new owner explains that her husband had sold him the right to take her upstairs. And she stops the next guy from kissing her, but he says, "It's ok. I paid your manager extra. He said I couldn't fuck you, but, I have the right to do THIS..." as he kissed her again.

She didn't have a chance to check in with her husband because her "owners" kept her to themselves as much as they could. She couldn't believe he was giving these men permission to touch and kiss her like they were. But, she had to admit, she was dripping wet from it all... and her husband would definitely get to reap the rewards tonight when they got home.

Then, as the night went on, and the men kept upping the bidding, and buying more rights, eventually, her favorite of them came to claim her again and led her outside to his car. She said "Hey, wait, what's going on?"

"Nothing to worry about my pet. I splurged and paid a small fortune to buy 'breeding rights'. Get in the car."

In the book, breeding rights were quite expensive. She wondered if her husband had been collecting real money all night and wondered how much. As in the book, she knew it would be rude and inappropriate for her to ask how much he'd paid. The book was also quite clear that breeding rights were expensive... and totally binding. She didn't have a say in it. And, it would be shameful to be unappreciative of the "honor" by not willingly giving the man what he'd paid for.
 
Zombie Walk

Two people dress as zombies to participate in a Halloween "zombie walk". They have sex without knowing who each other are:
does the reader know?
is it incest?
a married couple "cheating" with their spouse?
boss and employee?
teacher and student?
????
 
I'm not sure what costume would replicate the key elements of this:

...maybe she's an amazon working stacking boxes? Though, that doesn't explain the holes in the box. Maybe the box is labeled "Danger, live animal" and the holes are for "air". She didn't anticipate that everyone would want to reach in to pet the live animal and/or figure out what kind of wild animal she has "in there".

Or, maybe an "illusion" costume like this:

...but, maybe the illusion is something like a magician in a top hat carrying a cage with a cute little bunny. She's so cute as the bunny that everyone feels compelled to reach into the cage and pet her... by the end of the night it's openly groping.
love the box! then again, I love most boxes ;) think it could be an interesting spin, for someone to bring that box out at a party! the person in the box can decide to go exposed or not. Think most guys would get rock hard and jealous if his wife put that on and a buddy was enjoying the box ;)
 
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