Summary:
Two swinger couples add a BBC and things get wild.
Note 1:
This is a 2024 Halloween Contest Story.
Note 2:
Thanks to Breezy for a pretty crazy idea.
Note 3:
Thanks to
Small_Island
for editing and Shuj for proof reading.
Halloween Bisexual Orgy
For the past ten years, once a year, on Halloween, Stephen and Allison drove six hours away from their very small and conservative town to a farm to meet up with Scott and Cynthia for a swingers' foursome.
This being the ten-year anniversary of their first encounter, Cynthia had promised Allison she had a Halloween treat guaranteed to make one of her top fantasies come true. But she refused to tell her swap-sister what it was, and the anticipation was getting to Allison, as all sorts of naughty things kept coming to mind.
During the past nine years, they usually just swapped husbands, but each year the lesbian aspect had increased from kissing, to feeling each other up, to fingering each other, to fucking each other with toys and in the last two years, doing a 69 as the men recovered from their first loads.
While they only saw each other once a year, Allison and Cynthia chatted on the phone regularly and shared fantasies, so Cyn had plenty to choose from, including some Ally hadn't told her own husband.
Since it was a Halloween gathering and they'd first met in person at a costume party, they'd built a tradition of dressing in complementary costumes for their get togethers. Of course, the costumes they wore for each other had also gotten racier over the years, just like the girl-girl sex. This year they agreed the theme would be Marvel after last year's Flintstones' theme where Cynthia dressed as Betty, Scott as Barney, Stephen as Fred and Allison as Wilma. A highlight had been Allison/Wilma, after taking the first load from Barney, making a slight costume change and coming back out as Wilma's daughter Pebbles, all grown up and ready to also screw her father's best friend. Scott had really Bam-Bamed her hard that time.
While all four sincerely loved their spouses, each also loved something about the other's spouse. Something blatantly sexual.
Stephen loved Cynthia's 40DD tits as he was a tit man, but his wife was an average 34B. One regular highlight for him was running his 8-slender-inches in between Cynthia's succulent globes.
Scott, conversely, loved Allison's thick thighs and fat booty... loving the way her ass cheeks bounced as fucked her from behind. The fact that Allison did the one thing his wife wouldn't do... anal... also helped. While his wife had huge tits, she was a petite thing and couldn't take the rough poundings that Allison could.
Allison meanwhile, loved Scott's cock. At seven inches, it was actually shorter than her husband's, but it was fat as fuck. In fact, she called it Thor's Hammer. The fact he was built like Thor and drop dead gorgeous also enhanced her libido. Lastly, unlike her husband who just couldn't pull off a dominant persona, Scott knew how to treat her like a slut.
Lastly, while Cynthia enjoyed the extra inch Stephen had over her husband, what she really loved was his attention to detail. He was the best male pussy eater she had ever experienced; he bathed her tits with excessive attention, something her husband had come to take for granted over the years, and basically worshipped her entire body.
This year, as another sign of how this relationship had expanded each member's personal sexuality, Stephen decided to finally let his biggest fantasy... to dress like a girl... come out. He didn't want to suck a cock or get fucked or anything, although those curiosities did occasionally pop up in his fantasies.
He'd been wondering how to present this idea to his wife, when the two factors already unique to this year gave him an idea. Allison's choice to dress as a very sexy version of Captain Marvel and how clearly excited yet frustrated she was by Cynthia's promised surprise.
The idea had made him uncharacteristically join his thirty-five-year-old bride, one year older than him, on her annual search for costumes. "You know," he said, "for me you'd usually pick out your character's husband or love interest, like me being Fred to your Wilma last year. But in the current movies, Captain Marvel doesn't really have a love interest."
"True," pondered Allison. "But in the comics doesn't she get with War Machine?"
"Rhodey Rhodes, yeah, I think so. But a War Machine or Iron Man costume wouldn't really be good for our costume party, would it?"
"No, no it wouldn't it," she agreed, recognizing that soft lycra would always beat hard plastic when it came time to get busy.
"But don't a lot of people think Carol Danvers is or should be bisexual if not a full-fledged lesbian? What if I went as your female love interest?"
"Pardon?" Allison asked, not sure she heard him properly.
"Wouldn't it be funny if I dressed as a woman?" he said. "If Cynthia's got some big surprise lined up, how about we play our own Halloween trick by me showing up as Valkyrie or maybe Black Widow?"
Allison pondered for a bit. Usually, Stephen avoided participating in the costume choosing, which was actually kind of annoying. This year, however, she'd insisted he take part and had been pretty surprised when he'd agreed without any whining. And now he was offering a pretty unique solution to a question that had actually been stumping her: which Avenger should her non-body-builder husband be?
"Think it would be funny?" he asked again.
"It could be interesting," she mused. Then she was struck by a thought: her husband had a real thing for nylons and even last year when she was dressed as a Stone Age Flintstone, he'd insisted she wear nylons even though they were not invented for centuries after that... Cynthia too, although she'd never had a problem with his fetish. Now Allison wondered if he was doing this just to be able to finally wear them himself. Before she could finish that thought, he piped up again.
"Yeah, fuck it, let's do it," he enthused, like he was trying to paint himself into a questionable corner before good sense stopped him from pulling off a good, albeit risqué, stunt.
Allison looked around and said, "I'm not sure I see a Black Widow outfit here."
"Let me figure it out," Stephen said, having already looked into it and had all the items he would need in a basket in his Amazon account.
"You sure?" Allison asked skeptically.
"You have never been what I would call," she paused pondering the right word to say, "reliable when it comes to being organized."
"Trust me," he said, knowing that was true, "I have this all figured out."
"You already have it figured out?" she questioned.
"I mean I will," he corrected, not wanting her to know he had been thinking about this for a while.
"Okay," she said, "but if you are not dressed up in theme, I'm not going to wear nylons with my very sexy costume."
"I'll be dressed," he said, thinking how hot his wife would look in nylons with a Captain Marvel costume.
"Okay," she nodded, as they headed out after purchasing the costume for her.
.....
Stephen and Allison took Halloween off, like they always did; stopped at a terrible looking diner on the side of the road in the middle of nowhere for lunch and had an amazing meal like they always did; stopped at an adult store in the last city before the farm and purchased a couple of new toys like they always did, before arriving at the farm just after six.
The couple were greeted by Scott living up to Allison always calling his cock Thor's hammer by dressing up as Thor... an outfit that made Allison's pussy dampen as it showcased his built frame a like a construction worker... which made sense since he had worked on the farm since he was twelve.
Meanwhile, Cynthia was dressed as Wanda Maximoff in all red. However, this Scarlet Witch's skirt was cut open in the front to expose red lace panties and thigh high stockings for Stephen.
They had a drink and a pot gummy, like they had the past couple of years which definitely made the girls kinkier and had led to their first 69... before Stephen and Allison went to the guestroom to change into their outfits. Allison's was way too slutty for public consumption, and she hadn't been so sure about Stephen going into the diner and stores in drag. Plus, Stephen had said he wanted to keep his outfit a secret until the last moment... including from his wife.
Stephen went to the attached bathroom and began to put on his outfit. He was slim for a guy his height, at 150 pounds and not overly built, and as such had more than once been called feminine in his looks. He had always hated that but for this special occasion he'd decided to test just how feminine he could be since he had begun to wonder what it would be like to be treated like a female, to be ogled and objectified and perceived as nothing more than a receptacle for men's attentions and desires. Not that he wanted to experience the physical aftermath of that attention, of course, just the attention itself.
"What's taking so long?" Allison asked through the bathroom door, her own outfit taking very little time to get into. One of the perks of slut day, which is what her dad always called Halloween, there wasn't much to the outfits (especially considering the ridiculous cost of them).
"Looking pretty takes time," he answered, as he put the black thigh high stockings on the legs he had shaved last night and miraculously kept from his wife... even saying no to sex since he wanted to be, "fully loaded for Cynthia."
"You never appreciated that line when I used it," she pointed out.
"Well, now I understand what girls go through to look good for a bunch of hairy brutes," he said, looking at the red painted toenails he had done himself that morning in their home office after watching a few YouTube videos.
"Those are words I never thought you would say," Allison joked. "Well, do you need any help to finish up, Natasha?" she teased, trying to picture her husband as the deadly femme fatale.
"Just go back to the living room," Stephen said, "and instead of Natasha, you can call me Stephanie."
"Stephanie?" Allison questioned.
"Yes," he replied, as he caressed his own nylon-clad legs.
"Okay," she said, shaking her head as she headed to the party. She could definitely use another drink.
It took almost another twenty minutes later before Stephen was all dolled up, including make-up and wig... YouTube videos again showing him the way to transformation. As he admired himself in the mirror, he was shocked at just how feminine and pretty he looked. He adjusted his dick in the thong he was wearing, wondering if maybe he shouldn't have opted for a man's banana hammock, but unable to deny how wrongly sexy it looked to see his swelling manhood wrapped in ladies' lace. Literally and figuratively girding his loins, he sauntered out.
