A Frightfully Dominant Halloween - Part 1 (Patreon)

Halloween had never been Kelsey's favorite holiday. Other girls took it as an opportunity to let their wild side out for a night, to embrace feeling sexy or slutty or whatever else they wanted to feel. Not Kelsey, though.

For reasons she'd never been able to identify, that particular approach to Halloween had never appealed to her. Some years - especially years where she was single - she skipped wearing a costume and going to parties entirely.

This wouldn't be one of those years, though. This year, Kelsey and her boyfriend Trent had three Halloween parties lined up and she knew he'd be disappointed if she passed on going or if she put together some half-assed costume. Heck, given that Trent's friends seemed to go all-out for Halloween, Kelsey would have been embarrassed to put in so little effort.

The truth was, Kelsey liked Trent. She liked him a lot. They'd only been dating for four months, but the relationship had potential. Lots of potential. Maybe even lifelong potential. It was that potential - and Kelsey's desire to ensure that Trent felt the same way - that had led to her decision to approach Halloween in an entirely different manner.

That's how they ended up at a surprisingly nice pop-up costume shop. It wasn't the first time in Kelsey's life that she'd shopped for Halloween costumes, but it was the first time she'd done so at a store that actually put in a great deal of effort. It wasn't just cheap costumes stuffed into plastic packaging that lined the shelves. It was high-end stuff they were perusing and with prices to match. The cost wasn't an issue, though. Kelsey was quickly rising up the ladder at work - a consulting firm - and she was in line for a big bonus by year's end, so she was more than happy to spend to ensure she had a perfect costume.

"What do you think about this?" Trent asked as he pulled a distinctly slutty-looking secretary costume from the shelf.

Despite the higher quality nature of the costumes, the shop still didn't stray far from the traditional offerings, including slutty versions of just about every female-centric costume.

"Just kidding," he said with a smile and a chuckle. "A slutty secretary is definitely not the right look for you."

He was right about that. Kelsey wasn't about to dress up in a slutty version of the kind of clothes she wore to work on most days. She could certainly see the appeal for Trent - he'd likely have enjoyed having his way with a far sluttier-looking version of her - but she wasn't going out in public like that.

"Do you like the slutty costumes?" Kelsey asked. "Or sexy, I suppose."

He nodded without hesitation. He'd never been the kind of guy to hold back for fear of offending her, which was among his more attractive qualities, at least for Kelsey. She liked that she almost always knew what he was thinking.

"They look great," he replied. "And on you, I mean, Kelsey, you're really fucking sexy, so the slutty kinds of costumes would look really fucking good on you. That being said, I have no interest in pushing you to wear something you're not comfortable with."

Kelsey smiled, leaned in, and gave her boyfriend a kiss on the cheek. "I know. Thank you for that. I'll tell you what, why don't we split up and do a little searching on our own. Then we can try some stuff on. Who knows? I might find something slutty that I really like the look of and you might end up getting lucky tonight."

That put a smile on Trent's face. He even glanced at the secretarial outfit. Kelsey made note of its location on the shelf and figured she'd swing back to grab it. If it looked good on her, it might end up being worth buying just to wear for Trent. It wasn't all that different from buying lingerie, after all.

After another kiss - with Trent grabbing a gentle handful of her ass - he headed for the men's section of the store and Kelsey continued perusing the costume's intended for women.

There were a wealth of slutty options: Nurses, doctors, maids, devils, angels, police officers, dancers, etc. There were also outfits that didn't really seem like costumes so much as they were just clothes for strippers and pornstars. There were plenty of non-slutty costumes, too, though they tended to be towards the ends of the aisles and Kelsey suspected they weren't among the best sellers.

The very last aisle of the women's section was filled with leather and latex costumes. It was the sort of stuff that Kelsey imagined couldn't be found in cheaper Halloween stores, mostly because it felt decidedly adult-oriented. Kinky, even.

Normally, Kelsey would have turned away and headed back towards the "normal" costumes. She didn't, though. Instead, she chose to be more open-minded about Halloween, to take in the full range of costumes that this store offered. Plus, Kelsey was more than willing to admit that there was something intriguing about the costumes that lined the shelves and racks of the aisle.

She couldn't even see wearing it, but the French maid costume constructed of black and white latex struck her as far sexier than the one made from frilly satin and lace. The same went for the red and white latex nurse costume, to the point that Kelsey actually reached out to run her fingers over the shiny material. She took a moment to imagine herself in it and wondered if she'd actually enjoy it or if it would feel annoying restrictive.

Then Kelsey stepped in front of what was labeled as a 'Dominatrix Costume.' It consisted of a high-necked, sleeveless black latex bodysuit, a pair of black latex elbow length gloves, and a pair of thigh high black latex boots.

She stood and stared at the outfit. She reached out and ran her fingers over the shiny black material. She touched the gloves and the boots and she actively imagined herself in it. Kelsey couldn't help but smile as a rather pleasing feeling - albeit one she didn't entirely understand - came over her.

"You'd look good in that."

The voice startled Kelsey and she pulled her hand away and stepped back as her pulse quickened for a few moments.

"Sorry. I didn't mean to scare you."

She turned to see a cute, slightly nerdy-looking guy in a pair of jeans and a plaid button up shirt standing to her right. He smiled, adjusted his black-rimmed glasses and ran his fingers through his tousled, slightly unkempt looking hair in a manner that made him seem just a touch insecure.

"That's okay," Kelsey said with a smile. Then she laughed. "You did startle me a little, though. It's been a long time since that happened."

He stepped closer, extended his hand, and said, "I'm Sid. Short for Sidney."

Kelsey noticed that his hand was shaking just a little. It made her think that he was nervous, a fact that she found far more charming than expected. She offered her hand and they briefly shook. His palm was warm and just a little sweaty, yet another sign of his nervousness.

"I'm Kelsey," she said before smiling and asking, "Do you really think I'd look good in that?"

Sid glanced at the costume, nodded vigorously, and said, "Oh, absolutely. You'd look...I mean, you'd look perfect in that. I'd...I mean...I'd..."

He trailed off before finishing his thought and Kelsey couldn't help but surrender to her curiosity. "You'd what?" she asked.

His voice was far quieter than before as he said, "I'd serve you. I'd...I'd want to worship you."

Kelsey was taken aback, in part because of what Sid had confessed and in part because he seemed entirely genuine and not the slightest bit gross. Despite her surprise, Kelsey wasn't put off. If anything, she was curious.

"Serve me?" she asked.

Sid eyes lit up for a moment before he clasped his hands behind his back and said, "Yes. I'd do...well, just about anything you wanted. I'd give you foot massages. I'd do chores around your house. I'd wash your car. I'd go grocery shopping for you. I'd...well...there are other things, but I don't want to be crude."

"And you'd enjoy that?" Kelsey asked.

Sid nodded vigorously and again his eyes lit up. "Oh, yes, absolutely. More than anything. I really would. I've done it before. It was exquisite."

Kelsey gestured towards the dominatrix outfit - it didn't seem accurate to call it a costume - and said, "And the outfit. That makes you want to serve."

He nodded once more. "I can't explain why. There's just something about it, you know? The latex. The color. I don't really know. It just aids in creating that dominant feeling. I guess I feel like a woman wouldn't necessarily wear that unless she wanted to feel dominant and sexy, so it's really that feeling she'd be emanating that would make me want to serve."

"You said you've served before?" Kelsey asked.

"Yes," Sid said excitedly. "I've served two dommes, actually."

Kelsey stepped towards the outfit and ran her fingers over the black latex of the bodysuit. She was fascinated - and a little thrilled - at the look of intense excitement that washed over Sid's face as she did so. "And did they dress in outfits like this one?"

He nodded.

"And did you serve them in the ways you described to me? Foot massages? Doing chores?"

"I did, yes," Sid answered. "They both enjoyed having a domestic servant, someone that would drop everything to do as they desired. There were times when I would leave work to do something for them. I always found it so thrilling to run the risk of getting in trouble to complete even a menial task for my mistress."

Kelsey was surprised at how utterly fascinated she was by the sweet, nerdy - though not unattractive - man that stood a handful of steps away from her. She'd never met someone that seemed so genuinely into a kink of any kind, let alone one that saw him take pleasure in some of the most boring elements of daily life.

"And what did you get out of it?" she asked. "Out of serving these women?"

"Well, the act of service was pleasurable on its own," Sid explained. "It really was. But also, when I was especially good, they both allowed me the chance to...to worship them."

Kelsey was fairly certain she knew what that meant, but her curiosity required a concrete answer. "And by worship, do you mean...physically?"

Sid nodded. "Yes. I would be permitted to worship their bodies in some form. If I was very good, if I'd made my mistress especially happy, I would be permitted to give her an orgasm. That was fairly uncommon, though. Usually it was worshiping some other part of body to provide her with pleasure. Sometimes she would provide herself with an orgasm, sometimes she would simply enjoy having a submissive use his mouth and fingers to make her feel good without the submissive expecting anything in return."

Kelsey had been so focused on her curiosity regarding Sid that she hadn't recognized the sense of excitement coursing through her. It was there, though, and as she listened to him share his submissive experiences she felt that excitement growing. It was an odd - though not unwelcome - experience and Kelsey couldn't help but want to pursue it just a little.

"Do you know where the fitting rooms are, Sid?" she asked.

He nodded. "Go down to the end of this aisle, take a left, and follow it all the way to the other side of the store. There's a women's and a men's fitting room."

"Thank you," Kelsey said with a smile before turning to the dominatrix outfit and reaching to pull it off the shelf.

"May I?" Sid asked.

Kelsey turned and was greeted with a look of puppy dog eagerness on his face. Though she knew it was a little bit crazy to be indulging in Sid's desires to serve with her boyfriend in the store, Kelsey nodded.

Sid rushed over, took the bodysuit, gloves, and boots into his hands, and stepped back to keep a fair bit of distance between him and Kelsey. "I'll follow," he said.

She smiled, turned, and headed for the fitting rooms with Sid a handful of steps behind her. Kelsey looked over her shoulder to find his eyes glued to her and she offered a smile. She couldn't help but put a little extra sway in her hips, too. She did it without really thinking about it and found genuine delight in the idea of offering him a more thrilling view.

Once she arrived at the entrance to the women's fitting area, Kelsey turned and held out her arms. Sid stepped closer and placed the outfit in them. As he pulled away their hands touched for a moment and she saw a look of intense delight wash over his face.

"Wait here," she said. It was offered as an instruction, really, and again Kelsey saw his eyes light up. There was something so delightful about being able to make him feel so good with just a few words.

Kelsey turned, walked down the hallway, and slipped into one of the fitting rooms. She locked the door, set the dominatrix outfit on the bench, and quickly stripped out of her work clothes. Kelsey glanced at herself in the mirror and was surprised to see a small wet spot in her panties.

She slipped a hand into them and a finger quickly disappeared between her labia and into an intense cauldron of heat and wetness. Kelsey was utterly astounded at her body's reaction to her interaction with Sid, though it explained why she'd let him serve her in a small way by carrying the outfit to the fitting room. That arousal seemingly explained why she planned on letting him see her in it, too.

Changing into the dominatrix outfit proved more challenging than expected, though in hindsight the exceptionally tight fit ensured it wouldn't be an entirely smooth experience.

Kelsey avoided turning to the mirror until she was finished, mostly for fear of looking and feeling utterly foolish. As it turned out, though, that fear was unfounded. Kelsey was stunned at what she saw. The bodysuit fit like a glove - an exceptionally attractive glove - and she was particularly fond of the high neck. The boots and gloves were wonderful accessories and Kelsey was surprised at just how sexy she felt as she turned from side to side and studied herself.

Imbued with newfound confidence, Kelsey stepped out of the fitting room and strode towards Sid. A curtain hid the hallway from the view of anyone waiting outside, so she grasped a handful of it and dramatically pulled it aside before striking a confident pose with a hand on her hip.

Sid was standing - still with his hands behind his back - and his eyes went wide as he soaked in the sight of a latex-clad Kelsey. His mouth hung open and Kelsey was surprised - and surprisingly delighted - to see a bulge quickly form between his legs.

"You look so much better than I thought you would," he said. "You're...you're a goddess. A perfect goddess."

Without warning, Sid fell to his knees and looked up at her. He rested his hands on his thighs and a genuinely devotional look washed over his face.

"I'd give anything to serve you," he said. "Truly. Anything."

He looked so vulnerable. Overwhelmingly vulnerable. Kelsey wasn't sure a man had ever exposed himself to her to such a degree. There was something endearing about it. There was something undeniably exciting about it, too. Something Kelsey couldn't begin to understand, but something she thoroughly enjoyed.

"I've never had a man serve me," she replied.

His eyes lit up. "It can be whatever you want it to be. Truly. I just want to serve. It can purely be chores. I can't possibly explain why it feels so good to me to serve like that, but it does. It really does."

Kelsey couldn't explain why she found the idea exciting, but she did. She wasn't sure it was even slightly realistic to consider, but that's precisely what she was doing.

"I do like foot massages," she said. "And I don't particularly like doing chores."

"I'm very good," Sid replied. "I am. I can do your laundry. I can shop for you. I can even cook for you."

Kelsey realized that some women would have found him to be pathetic. She wasn't sure why, but she didn't feel that way.

"What's going on here?"

Kelsey turned to see Trent standing there with a confused and slightly angry look on his face as he stared at Sid. Then he turned his attention to her and the look softened as his eyes wandered over her body.

"Wow, Kelsey, you look amazing," he said.

Kelsey smiled and gestured towards the man still waiting on his knees. "This is Sid. He's the one that convinced me to try on this outfit. I thought he deserved to see me in it."

Again Trent looked confused. "And why is he on his knees?"

"Because he wants to serve me," she answered as a gentle-but-potent sense of arousal radiated outwards from her loins.

Trent stared at Kelsey for a few seconds, looked at Sid for a few seconds more, and then asked, "What? Serve you? I don't understand."

Kelsey figured complete honesty was the right approach. So she said, "I'm not sure I do either. But, I do know that I feel surprisingly good - great, even - in this outfit. I feel sexy. I feel confident. And I like the way it seems to make Sid feel."

Disbelief registered on Trent's face, and with good reason. He'd come into the costume store figuring that Kelsey would buy a slutty costume and now something entirely different was unfolding. Of course he was in a state of disbelief.

"I like the outfit too," he said. "I mean, you look...you look sexy, and...and dominant, I guess."

To Kelsey's surprise, Trent seemed jealous and a little insecure. He'd never struck her as a man who wanted to serve a woman like Sid - and he probably wasn't that kind of man - but it seemed that her showing even a hint of interest in what Sid was offering had triggered Trent's jealousy.

"He doesn't want to be my boyfriend, Trent," she said. "He just wants to do chores around my apartment and give me foot rubs. You have nothing to worry about."

Kelsey realized she was talking like she'd already decided to let Sid serve her in some way, a notion that was likely not lost on either of the men staring at her.

"This is...I don't know, Kelsey. This is weird," Trent said. "I mean, isn't it weird? Plus, how do you know he's not like a...like a psycho, or something like that?"

He wasn't wrong. From a certain perspective it was exceptionally unusual - and perhaps exceptionally dumb - for Kelsey to even consider letting a relative stranger serve her in any way.

Kelsey approached Trent and stepped into his arms. She kissed his neck and rubbed her body against his. He ran his hands down her back and grasped her ass in the tight black latex. Her lips found his and he squeezed her backside while her tongue slipped into his mouth. She felt his cock press into her stomach, a surefire sign that he thoroughly enjoyed her outfit.

"I'll be safe if my boyfriend is there to protect me," she said softly. "Plus, he could so some of the things we both know you don't love doing. He could give me a foot massage while we watch a movie. He could do the dishes after we have a nice meal together. He could do the laundry while we...well, while we spend our time doing something far more exciting."

Kelsey couldn't believe what she was saying. She wasn't even really thinking about it. The words were just spilling from her lips as if they were crafted by a part of her brain she wasn't in touch with. Every sentence she uttered thrilled her, though, leading to a wealth of desire emanating from between her legs.

Trent grasped her ass tighter - almost possessively - and looked down at Sid, who hadn't said a word since Trent's arrival but seemed utterly enraptured with what had unfolded over the last few minutes.

"You'd really be into that? Into serving like that? Doing the dishes? Rubbing her feet? Doing the laundry?" Trent asked.

"Yes, I would. I really would," he answered. "Nothing would make me happier, in fact."

Trent kissed Kelsey. He squeezed her ass hard as he did. His tongue invaded her mouth. Then he picked her up and she happily wrapped her legs around him as the kiss deepened.

It felt to Kelsey like Trent was trying to assert his place, and to make sure that Sid understood the pecking order. She couldn't tell if his actions were motivated by jealousy or if she'd managed to unleash Trent's inner alpha male, but she found great pleasure in the notion that her actions had spurred Trent to unleash a previously hidden part of himself. It made her feel powerful in an entirely different but still thrilling manner from how she'd felt when Sid dropped to his knees upon seeing her dressed as a dominatrix.

After a lengthy, passionate, deep kiss, Trent put her down and Kelsey turned towards Sid and walked right past him. She sat in one of the padded chairs arranged outside the fitting area, extended one of her feet, and looked at her would-be submissive and said, "I love a foot massage and Trent's not particularly fond of giving them."

Kelsey looked up at her boyfriend and saw a hint of jealousy in his eyes. She felt that same rush of power. It was an unfamiliar sensation for her, but one she was quickly learning to enjoy.

"I'd like you to show me that you give a good foot massage, as I'm not sure what the point of letting you serve me would be if you're not particularly skilled with your hands," she said.

Sid crawled closer and reached up to unzip her boot. He did so slowly, seemingly taking pleasure in revealing the bare skin of her leg. He gently pulled the boot off, set it aside, and took Kelsey's foot in his hand.

"Oh, wow," she said the instant he pushed his thumbs into her heel and ran them up the sole of her foot. He rubbed her big toe and moved his way down the line, giving each toe attention before repeating the process. "Sid, wow, you're very, very good at this."

He beamed with pride. "I've had a lot of practice."

Kelsey smiled at the would-be submissive and then turned her attention to Trent, who looked genuinely jealous despite the fact that Sid was doing something Trent didn't even remotely enjoy.

"Come here," Kelsey said as she offered a hand.

Trent approached, took her hand, and sat in the chair next to hers. Kelsey leaned over and they shared a kiss. This one was slow and sensual and she moaned into his mouth, though the moan was almost entirely because the foot rub felt so good. Good enough, in fact, that Kelsey was convinced that having Sid as a part of her life would be an unquestioned positive.

"If you can't handle this, I don't have to invite Sid to serve me," she said softly while caressing her boyfriend's face.

Kelsey's choice of words was intentional, of course. She was challenging Trent to be the sort of man that could handle it. It worked, too.

"Of course I can handle it," he replied with just a hint of annoyance in his voice. "I mean, it's just a little fun, right? And having someone around to make life easier for you seems like a good thing."

He didn't entirely mean what he said. Kelsey could see it on his face. Trent was trying to convince himself, though, and she appreciated that. Plus, Kelsey was surprisingly invigorated by the notion of convincing Trent to overcome his hesitance and to embrace what she was suddenly quite sure that she wanted.

"I was thinking I could wear that slutty secretary outfit for you," she said softly. "What would you think about that?"

"I'd love that," Trent replied.

Kelsey ran her fingers up his thighs and gently crazed his cock before smiling and asking, "Would you be willing to buy me that naughty little costume and this outfit I'm wearing? Would you be willing to be that generous?"

It was a naked attempt to seize just a touch of control, but Kelsey didn't care.

Trent nodded and he did so without hesitation. There was even a hint of excitement on his face. He was clearly a man caught up in his arousal, but in the moment Kelsey found it thrilling to take advantage of that for her benefit.

"I'll be your slutty secretary tonight, then," she said.

Kelsey grazed his cock once more and Trent moaned just a little.

He leaned in to kiss her and Kelsey gently turned her head and offered her neck. Trent's lips found her skin as she looked down at Sid, who was dutifully providing a different kind of pleasure with a skilled foot massage. He was clearly sporting an erection, too, and the look of adoration on his face was enough to fill Kelsey with limitless confidence.

"You may rub my other foot," she said.

Sid went to work immediately, unzipping her boot and setting it aside before offering her previously untouched foot the same kind of deeply relaxing pleasure.

Kelsey found herself immersed in a sense of utterly unexpected bliss. What had begun as a quick shopping trip had transformed into something that promised to make October an especially exciting month.

It seemed that Kelsey had, in fact, spent most of her life missing out on the unique pleasures that Halloween offered. After all, putting on a costume had seemingly transformed her in unexpected ways.

This year would be different, though. Kelsey vowed that she would take full advantage of the many joys of Halloween that she'd missed out on in years past. She was already off to a great start and she couldn't wait to see how things unfolded over the rest of the month.