Do You Dare 1

©2019 Sal De Klerk & enf_cavalier, All Rights Reserved

Authors Note:

This is a 2020

National Nude Day Contest

story, so please vote. It started as a Role Play in the forums and I thought it was too hot not to share.

Warning:

This story contains adult content including exhibitionism, voyeurism, spanking, oral sex, masturbation, ENF, Bukakke, and cum eating. If this isn't your kind of smut, please find something else to read.

8========D

Ch. 01 The Players Meet

Ashley Channing sank into the barstool and sighed as the cares of the day ebbed away. Taking her Pinot Noir, she turned to look over her fellow patrons. A handful of business types, relaxing after a long day of meetings. Some sports fans watching the ball game, and a smattering of couples, on a romantic getaway.

Ashley glanced at the big screen TV to see what was so fascinating. The Rangers were up 3-0 in the bottom of the first, and the Rangers were batting. She decided to watch for a bit. She watched two more runs score before the Astros got the third out. As Rangers took the field, she felt boredom wash over her. She turned away from the TV and began to think about Scott. He worked in the local office and was hotter than an accountant should be. She had considered inviting him to her room for 'cocktails', but she didn't want to become grist for the rumor mill.

It had been a long, frustrating, tiring week. With the help of Scott, she was attempting to put together a package to buy out their biggest competitor. The deal would make her stock options double in value or more. She had spent 15 hours a day, six days a week, for the last two months on this project. Then, at 3 pm today, thirty minutes before the two CEOs were to sign the paperwork, the lawyers canceled the deal. All those hours, the stress lines on her face, the missed meals, all for nothing. She was glad that she had decided to spend the weekend. A sort of mini-vacation. She didn't have to fly out until Sunday evening. At least now she had a half to explore the city before flying back home to Boston.

Ashley stretched her neck, trying to ease some of her tension. She ran her hand through her straight, shoulder-length, brown hair, and sighed. She closed her eyes and took a sip of her drink, savoring the flavor, before swallowing.

As she did, Ashley found herself glancing at the entrance to the bar, waiting. What she was waiting for, she didn't know. For that matter, she wasn't too sure about the 'why' either. But she couldn't shake the feeling that she was waiting for something. Or someone.

( ¥ ) ( ¥ ) ( ¥ )

Jennifer checked herself over in the lady's room. Her bikini hugged her curves emphasizing her taut lean 28-year-old body. It showed enough skin to get attention but wasn't quite indecent. With the way she planned to celebrate National Nude Day, indecency charges were a very real possibility.

She gave her top one last tug, exposing a bit more cleavage. She finished off her outfit with a translucent wrap tied around her waist. Satisfied with how she looked, she picked up her phone, opened an app, and made sure it was ready to go. Deciding she was ready, she headed into the hotel bar, subtly nodding at the handsome bartender who winked back.

The hotel bar was about a third full with the usual crowd. A quick scan showed there weren't any familiar faces from her prior shenanigans. She looked around for a mark, and her eyes landed on a professional female in her mid-twenties. She was sitting alone at the bar looking bored. She was from out of town since she was ignoring the in-state rivals battling for supremacy on TV. Even those who didn't like the sport would glance up to check the score from time to time.

Jennifer walked over to her mark and sat in the barstool next to her. "Manhattan, please," she said to the bartender, flashing him a flirtatious smile.

Then she glanced at her neighbor and gave her a bigger smile, getting a shy smile in return. Jennifer pulled her cell phone out of her purse and unlocked it. Some tinny-sounding music played, attracting her neighbors attention. A sultry mechanical voice said, "Jennifer: do a naked catwalk."

Jennifer's face flushed as she looked around to see if anyone heard. It seemed no one, except the woman next to her, heard her phone. She looked down at her drink to hide her face.

Ashley almost did a spit take when she heard the phone. Even though it wasn't aimed at her, the color in her cheeks matched the deep red liquid she was drinking. She looked around and saw the other patrons were busy with their own stories, and ignoring hers. Ashley took another sip of wine to hide her confusion, as she realized that her body was reacting to those words.

Glancing over, for a split second, she realized the stranger was still sitting next to her. Ashley's eyes darted away again and she played with her brown hair that had fallen over her left ear. Her breathing quickened and Ashley wondered if the woman noticed her reaction.

Ashley closed her eyes for a second and replayed what she'd thought she'd heard in her head. As the words danced across her mind, she opened her eyes again with a start and almost gasped out loud. In her mind, she'd imagined the phone calling out her name. Calling out a dare for her to do. Calling out for Ashley Channing to stop being so damned boring, to let her hair down and go wild for once.

Feeling an irresistible urge, Ashley turned to face the stranger, while toying with the top button of her blouse. Ashley gave her a weak smile and then found refuge by looking at the phone instead of maintaining eye contact.

"Hi," Ashley said, in almost a whisper. It didn't quite seem enough though. "My name's... Ashley. I, ahhh..., I like... your phone," Ashley stammered, "Can you suggest any apps for me?"

Jennifer heard the woman next to her introduce herself. A large predatory smile flashed across her face. She got it under control and put on an innocent expression. "Hi, Ashley. I'm Jennifer, nice to meet you," she offered the other woman her hand. "Let me buy you a drink, to apologize for disturbing you with my stupid ass phone. I downloaded that app for a party months ago. I forgot I even had it."

Jennifer signaled the bartender for another round for the two ladies as she shut off her phone. Ashley drained the last of her wine, and smiled again at the woman, in an unspoken thanks for the drink. Placing the now-empty wine glass on the bar, Ashley gave Jennifer a thorough looking over. She seemed to be wearing a swimsuit that clung to her body. Ashley's mind began to swim through a sea of half-thoughts and strange possibilities. Try as she might, she couldn't get those words she'd heard out of her mind.

'What kind of parties did Jennifer go to?' Ashley wondered. She had been to parties. Normal parties, safe parties, boring parties. Parties where everyone talked, drank, danced, and then talked some more. Ashley had been happy with her place in the great chaos that is life. And yet, recently there was an itch, a desire for something more.

Recently, Ashley had been having some other thoughts. Some altogether naughtier, more daring thoughts. She'd put it down to the stress of her job. Between the insane hours and lack of social life hadn't been helping. Ashley was in desperate need of something other than the drudgery of her routine. She felt surprised by the sudden sense of disappointment that swept through her. What did she want? What was her subconscious trying to tell her that she needed?

The bartender placed drinks on the bar in front of them and Ashley awoke from her daydreaming with a start. She realized she must have been staring at the woman for a full minute, without saying a single word in reply.

"I..." Ashley started, "... umm, thanks for the drink. Are you staying here long?" Before Jennifer even had a chance to reply, Ashley pressed on, "I'm leaving on Sunday. I've been here for work. It's been a long week," she said, with that last part almost more to herself than to Jennifer. Ashley snuck a quick look at the phone again. 'Why not?' She thought. She had a little over a day in this city before she headed home to the safety of her life. Why the hell shouldn't she take a risk?

"Don't worry about the app, and I like parties. Can't say I've ever been to one that needed that app though." Ashley tried a laugh to make light of her nervousness. She couldn't believe she was saying this to a woman she'd known for less than 5 minutes.

"Besides, I'd love to go to a party and play those kinds of games." As Ashley spoke, fear and excitement broke down the shield she used to keep her wanton desires at bay.

'She's a live one,' Jennifer thought to herself. "I'm an event planner for WNBA players, TV personalities, and corporations. I also do bachelor and bachelorette parties. I could tell you unbelievable stories about what I've seen and participated in."

Jennifer finished her drink and ordered another. "I'm always up for a good time. What do you have in mind, Ashley?" She looked the other woman in the eyes, challenging her bravado, to see if she was serious or not.

Ashley lowered her eyes for a moment and felt her breathing quicken once more. She could hear the challenge in the woman's tone. Her imagination leapt from one scenario to another with wild abandon. She felt her face flush. Yet, underneath it all, she also felt something else rise from the depths of her soul. Something more primitive. A beast held at bay by the bounds of acceptable social behavior.

Ashley took a sip of her new drink to calm her nerves. After she swallowed, she heard a familiar voice break the silence that had enveloped the two women.

"A game," the voice continued. Ashley's eyes widened as she sensed where her mind was going with this.

"A game of dares..." Ashley looked back at Jennifer and felt her mouth go dry, prompting another sip of her drink. She'd known this woman for how long? Five minutes? Who the hell suggests what she thought she was about to say, to a woman she'd known for five minutes? She wasn't the same Ashley Channing who walked into the lounge fifteen minutes ago.

"Do you have some kind of game we could play?" Ashley asked, knowing exactly which game she wanted to play. She closed her eyes as if having them closed would make what she was about to say less real.

"The...the win... winner submits to the loser for an hour, as a consolation prize. Then the winner owns the loser for 12 hours."

Ashley wasn't stepping out of her comfort zone, she was boarding a flight to parts unknown.

She'd had dreams though. On and off, for years. The faint recollections of her dreams began to paint a vivid picture of her possible future.

Ashley had no idea who Jennifer was. For that matter, Jennifer had no idea who Ashley was. Nobody here knew Ashley. That could be why she felt so free to get wild. Ashley looked at Jennifer, almost expecting her to dismiss what she'd said as insane. Conflicted, Ashley almost didn't know what response she'd prefer. To have her bizarre fantasy come true, or to continue living her normal, boring, unexciting life.

"Intriguing, I am competitive and love to get a bit wild. The app you heard has a way to rate each dare. We could do dares and rate each other. The winner is the first one to get, say, fifty points. Does that work for you?"

Ashley took a deep breath and wondered what that app might have in store for her. A thousand different, embarrassing possible dares jumped to the forefront of her mind. She swung around on her stool so her back was now to the bar and looked out on to the two dozen or so fellow hotel guests. She wondered how they would react to a naked catwalk. Ashley bit her lip and wondered if she could do that, and how far she could go.

Ashley had never exposed herself in a group setting. She'd always looked down on women who wore skimpy clothes to get attention. At least on the outside. In Private, she'd envied their free-spirited wanton nature. Looking back at Jennifer, Ashley's breath became ragged as she managed to squeak out, "Yes. Yes, let's do that." Ashley pushed back her shoulders in an attempt to show some bravado as her hands fidgeted with the hem of her skirt.

Jennifer walked over to the jukebox and dropped in a few quarters. She selected a fast song and began to do what could only charitably be described as break-dancing. As she flounced around her wrap flew up to expose her bikini bottoms. More interesting to the guys watching, she didn't try to cover herself or hold the wrap down. When the song ended, Jennifer sat down breathing a bit heavy and finished her drink. "Now you get to rate me on a scale of one to five."

Asley's eyes never left Jennifer's and her shameless exhibitionism. At the same time, she knew that the others had appreciated Jennifer's 'performance'. One thing was sure, the spectators were not watching for her artistry. The way her wrap and swimsuit moved over her body, though, that did not go unnoticed.

The laughter soothed her nerves for a moment. When she realized it was her turn, the started again. "I think you earned 5 stars on the performance." Ashley almost stopped herself from finishing the sentence. A thought flashed across her mind that she should score her opponent low, so she didn't lose. 'No', she thought to herself. That wasn't in the spirit of the game. As her heart pounded away in her chest, she realized she didn't even know if she wanted to win.

After entering the score, Ashley tapped the screen to get her dare. The dare appeared on screen and Ashley read it aloud, "Ashley: Sing a Brittney Spears song."

"Get up and sing your heart out, lady", Jennifer told Ashley.

Ashley trudged over to the dance floor. Without realizing it, she stood exactly where Jennifer stood to start her dance. She looked over at the jukebox but decided not to select a song. She wouldn't hide her singing behind the loud music or vocals. Closing her eyes, she visualized the song in her head. She'd sung it a few times before, but only in her shower, never in front of anyone, especially in a bar full of strangers.

She swayed her hips, keep time, and felt the stares of her fellow hotel guests penetrating her soul. In a voice quieter than she intended, she started singing. "Yeah, yeah, yeah, yeah, yeah, yeah." Her voice cracked for a moment, but she recovered and pressed on, keeping her hips swaying, "I think I did it again. I made you believe, we're more than just friends..."

Ashley tried to let the lyrics carry her away from the embarrassment of singing in front of these people. As people watched her, she felt amusement, interest, irritation, and surprise from the crowd.

"...Oh, baby. It might seem like a crush..." Ashley put more power into her voice. Her confidence grew from getting past the first few lines. Ashley had a sense that she might get off the stage in one piece. A few men were more interested in her swaying hips than her singing, giving her an illicit thrill.

Looking in Jennifer's direction, Ashley forced herself to get more expressive. She powered through the lyrics, swaying and turning around. She didn't know what she was doing and doubted her moves were sexy like Britney's, but she owned that crowd.

As she sang the final verse, she paused for a moment as silence settled back in. There were only a few scattered claps and a couple of women giving her disapproving looks. Still, as she stood there, Ashley surfed a wave of pride from having completed her first dare.

Breathing deep and regathering her composure, she marched back to the bar. Swinging back on to her seat next to Jennifer, she even allowed herself to arch an eyebrow as she said "Well, rate that!"

Jennifer laughed and clapped at her new friend's performance. "I would have given you a 5 if you'd had better moves, but the singing wasn't bad." Looking at the phone Ashley saw the score in the top right corner...

Jennifer 5, Ashley 4

"Now let's see what fate has in store for me," Jennifer laughed, as she tapped the phone screen. 'Jennifer: put on a nice slow romantic song. Slow dance with Ashley'. Jennifer stood up, said to her partner, "Meet me on the dance floor in a minute," and walked over to the jukebox. She fed it more change and selected 'You're Beautiful' by James Blunt.

She walked over to the dance floor and wrapped her arms around Ashley. As the music filled the room, Jennifer led Ashley in a romantic dance around the floor. Every male eye in the place was on the two weird chicks who were making a spectacle of themselves. Jennifer rested her head on Ashley's shoulder and dropped her hand down so she was cupping Ashley's firm ass.

As Jennifer's hand squeezed her ass, Ashley felt a shiver sweep over her. A small involuntary gasp escaped her lips at the intimacy of the moment. Hesitantly, she caressed Jennifer's back and worked her hand into the wrap. She felt the smooth material of the bikini bottom and the heat radiating from Jennifer. Ashley flushed as she fondled Jennifer's butt.

She was acutely aware that everyone around them was staring at them. The break dancing and the singing had drawn notice. Now the dancing was making the two ladies the center of attention. As the music filled the air, Ashley followed Jennifer's lead.

Her smile worked its way from nervous, to shy, to excited. She felt herself getting lost in the dare as the song reached its conclusion. With the final notes hanging in the still air and an audience transfixed, Ashley found she was holding on to Jennifer. Seconds past and the two women stayed in their embrace, in the now silent lounge.

Finally, a cough broke the spell that had taken hold in the lounge. Ashley pulled away and whispered in Jennifer's ear, "5 stars Jennifer. 5 stars," and headed back tot he bar.

Jennifer 10, Ashley 4

Jennifer sat down and ordered another round before looking at the phone. It was Ashley's turn.

Jennifer said, "I think we need to ramp this up a bit," and went into the game's settings, deselected clean dares.

Before Ashley could object, Jennifer hit the GO button. The screen displayed, "Ashley: you are writing a love letter to Jennifer. Let's hear it."

Ashley's eyes widened as the nature of the dare hit her. The previous dares had required physical displays and exhibitionism. This new challenge required emotional vulnerability. Something Ashley had not prepared herself for, given the nature of the game.

She didn't have any paper or a pen for that matter. She fumbled around, wondering how to get started. Then a flash of inspiration struck her. Giving a small smile to Jennifer, Ashley picked up her phone and started to write the letter on her phone.

Now she had something to type on, she didn't know what to say. Ashley bit her lip and looked at Jennifer again for inspiration. Jennifer sipped her drink and saw a spark of inspiration in Ashley who began to tap away at her phone.

"Dear Jennifer," Ashley started. "The past ten minutes have been magical for me. You've awakened something inside of me that I didn't know existed." Pausing, Ashley lowered her eyes from Jennifer's stare, feeling exposed and somewhat embarrassed.

She continued, "when we danced, I slid my trembling fingers over the curve of your butt, something stirred within me. Feeling the jealous eyes of the crowd while I cupped your firm, soft asscheek left my heart racing, and my panties soaked through..." Ashley couldn't suppress a giggle at the over-the-top descriptions.

"You are a beautiful woman. I hope I see more of you, and I hope you would like to see more of me. I've never danced with a woman before, but dancing with you felt so right." As Ashley wrote, she found the emotion of that dance resurface. She could feel the sensations of their movements replay over and over again.