Eyes of Dominance

Megan groaned in the passenger seat as the car pulled into the parking lot of the local Jack & John’s, much as she had the entire drive from her apartment to the restaurant. She hadn’t truly considered what her reckless wager would really entail until now. Her constant squirming throughout the ride had not helped matters, as the constant movement only served to remind her of what was inside of her. She turned towards Drew with a pout. 

“Y’know, this might not be a good idea. We could always work something else out…” she suggested.

Drew looked over towards her with his signature smirk, playful and somewhat condescending. 

“I’ve never known you to be one to back out of a bet. But we could, if it really bothers you” he answered evenly. 

Megan rolled her eyes and looked out the window. Despite his jape, she knew that the offer was real. He would never make her do something she truly felt uncomfortable with, even as a consequence of her own hubris. The teasing was all part of the game. But he was right, she had never backed down before. Even if he wouldn’t judge her, she could never live down the personal shame of not paying up.

Still, as she glanced out the window, the parking lot was a lot more filled than she hoped. It should have been expected for a Friday night, but that didn’t quell the trepidation in her chest. But there was no use complaining about it now.

“Let’s just get this over with…” Megan grumbled, but Drew held out an arm before she could open the door.

“Isn’t there something you’re forgetting?” he said pointedly. 

Megan sighed, and unzipped her jeans. Drew’s right hand reached across the seat, reaching down and sliding into her pants and panties. Her breath hitched as his fingers trailed down her groin and pressed against the seam of the silicone Bluetooth vibrator tucked snugly inside her pussy. He pressed the button hovering right over her clit, and the device pulsed once in response, signaling that it was now on. 

She bit down on her tongue as his right hand remained in the crotch of her pants, his left tapping through his phone ensuring the toy was properly connected. With a nod, his hand slipped from her jeans suddenly. Though the device inside of her was currently inactive, a single tap on the app on his phone would give him full control of the pattern and intensity of the vibrator.

He gestured towards the building as she rezipped her jeans. 

“Shall we?” he asked.

She rolled her eyes again and exited his car, still flustered by what had just happened. The punishment hadn’t even begun yet, but she found herself thinking that this might be the worst bet she had ever taken.

Megan could not remember what started the bets between herself and Drew. Nor could she remember exactly when they had turned so explicit, transforming their normal friendship into… whatever this was. But they had become a fixture of her life for the last few years, with nearly every new week bringing a new wager or two to the table.

At first, the bets had started small. Tell an embarrassing secret, make dinner for the other person, the usual suspects. At some point the rewards turned suggestive; spend the rest of the night topless/bottomless, perform a strip tease, give a lap dance. Then one drunken night she had offered to give him a blowjob as collateral, and the nature of the bets had shifted forever and their relationship with it, quickly becoming “friends with benefits.” They had barely discussed the change in their relationship that these sexual games had brought, perhaps out of fear that it would alter their dynamic. So she simply accepted the new terms of her life and tried not to think too much about it.

They entered the building and were quickly seated in a booth. Megan quickly felt some relief; being a Friday night, many of the patrons were gathered at the bar, watching highlights of the March Madness games that led to her current predicament. While there were plenty of parties in nearby booths, it was not as cramped as the parking lot outside suggested. Still, she couldn’t help but feel her wounded pride sting a little as clips from the games that sealed her fate played across the room.

Megan had been on a bit of a losing streak over the last few months. Not that she normally won; Drew was careful to mostly take bets he felt confident in winning, and won around 70% of the time. That was secretly fine by her; Megan preferred him being in control, and thus only offered performative resistance to his oft sadistic and slightly humiliating wagers. This ended with her getting fucked most weeks in new and more exciting ways, a more than fair trade for her dignity.

In comparison to his more sexual requests, Megan typically demanded more laborious tasks should she win. She had a penchant for being lazy about domestic responsibilities, and often passed them on to Drew through bets. Anything from cleaning, grocery shopping, to even paperwork she would pawn off to him. That didn’t mean she never made sexual bets; she would always remember the night she sat on his face for hours, grinding out orgasm after orgasm on him as she watched her favorite shows. But she was typically more than content to allow him to dictate the circumstances of their sexual escapades while she snatched up free labor on the occasions she won.

But her drought of wins had left her apartment in a state of disarray, and she really didn’t want to put in the effort to clean it alone. So she convinced him to bet on a number of March Madness games, with the person guessing the majority of won games being the victor. She didn’t know much about college basketball, but she was fairly sure he didn’t either, giving her at least a good shot at winning. 

Her wager was simple: “If I win, you have to deep clean my apartment in nothing but an apron” she had pronounced confidently.

He had agreed, with his own condition: “If I win, you have to wear a vibrator out to dinner, with me in control of it the whole time.”

She was pulled from her thoughts as a familiar girl stepped into view at the edge of their table.

“Hi guys! Welcome to J&J’s! I’m Cassie, can I start you out with any drinks?” the brunette girl cheerfully recited as she always did.

Megan smiled back. This girl had been working here as long as she could remember, and was their waitress fairly often. If she ever remembered them, she never gave any indication.

Megan began to speak, but was cut off by the sudden vibrations emanating from the device within her. Drew’s hand was under the table, phone out of view, but it was clear that he picked this exact moment to turn on the vibrations.

“I-iced tea is fine” she stammered. 

Drew nodded from his seat across the booth, acting completely innocent of what was happening to her.

“I’ll have the same, actually” he replied, giving Cassie an uncharacteristic smile. 

The girl smiled back and quickly went on her way. The second she was out of earshot, Megan glowered at him.

“You think you’re real funny, don’t you?” she accused, glaring daggers at her friend.

Drew smirked and looked down at his phone. “I’m sorry, did you think that I was just going to leave it off all night?”

Megan gritted her teeth as the pulsations began to shift, shifting up and down with the hidden movements of his fingers.

“No, but you didn’t have to do it when our waitress is standing there” she complained.

“Perhaps, but where’s the fun in that?” he smugly replied. “If you don’t like it, then maybe you should pick your wagers better.”

“Bullshit” she growled, trying to keep her voice steady. “You cheated and looked at some betting sites or something to know the odds on the games.”

“A baseless accusation, but one that wouldn’t be against the rules even if it were true” he answered. “Someone’s just salty that she just can’t seem to win as of late.”

“Yeah yeah, just wait until I do” she threatened, before quickly having to suppress a moan as Drew casually flicked the vibrator into high.

“You’re way too compromised right now for threats like that to scare me. Imagine acting tough when I can have you making a mess in that seat in front of all these people with the tap of a finger.”

“You… wouldn’t” she breathed deeply. 

“Really?” he asked sarcastically. “Do you want to bet on it?”

Megan ignored the jest, trying to fight against the pleasure seeping through her being. They sat in silence for two minutes as Drew played with the app controlling her fate. She looked around, paranoid that someone had noticed her predicament. But no one was paying her sudden squirming any mind, and the hum of the vibrator was low enough only to be audible to her without it being turned to maximum power.

Still, she found herself struggling to fight the sensations. This could turn bad for her, and fast. If he wanted to, Drew could make her cum effortlessly, and she could do nothing to stop it. It was only a matter of time before the edge snuck up on her, and then she would be solely at his mercy.

“Alright, new bet, double or nothing” she said with more confidence than she felt. “I win; you turn this thing off, and at least help me clean my place.”

His trademark smirk returned. “Oh, is someone getting nervous that they’re starting to lose control?”

“Shut up. What do you want?”

His smile turned ponderous. “Well, if I win, that thing inside of you will stay on until the battery dies. In addition, as penalty for trying to weasel out of a lost bet, you’ll be receiving as many swats with the paddle as I deem appropriate.”

Megan grimaced. Ever since he had bought that damn paddle, he’s been obsessed with painting her ass red with it. She had spent most of last month sitting uncomfortably at work. Still, it was a risk she had to take.

“Deal. What’s the bet?”

Drew looked around. “Well, there’s very little here to wager on, so we’ll leave it in the hands of another. Whoever the waitress first asks for their order wins the bet. Sound fair?”

Megan nodded, afraid of the noises that might leave her lips if she tried to answer. In spite of the mortification she felt at her situation being noticed, she was getting worked up much faster than normal. Perhaps the mortification was part of the reason she was so turned on, she considered briefly. Her situation with Drew had taught her a lot about herself over the last couple years, but it seemed there were still some things to be discovered.

She saw Cassie walking towards their table, and attempted to catch her eye with a big smile. She needed to win this bet, and quickly. But as the waitress approached them, Drew turned the vibrator up to maximum power. Megan saw stars and doubled over as the device in her pussy obliterated her senses with powerful pulses directly hitting her g-spot. Feeling Cassie’s presence next to the table, she tried to cover her strong reaction with a coughing fit. 

As the waitress stood nearby, watching her with concern, she could hear Drew’s voice. “Sorry, she has asthma that acts up in the spring. I’ll have the chicken tender platter, and I believe she wanted a bacon cheeseburger with lettuce, tomato, and no pickles. As for the appetizers…”

Megan attempted to glare at him, but couldn't protest without letting out a moan. Cassie took their order and walked off again, and the vibrator’s pulsing suddenly dropped back down to a manageable level.

“You… cheated” she wheezed as she caught her breath. That was far too close.

He shrugged. “I never said anything about not putting my thumb on the scale. I saw you trying to get her attention first; don’t act like you weren’t doing the same.”

Megan pouted, not able to deny his claim. 

“Well, at any rate, it appears I’ve won again” he stated plainly. “Looks like you’ve earned yourself a spanking in addition to dinner tonight. Perhaps that was your plan all along… Regardless, I think we’re done with bets for the night.” 

Megan flipped her middle finger at him and  turned away to sulk. She didn’t want to give him any satisfaction from his “victory.” They sat in silence, Drew being uncharacteristically kind and keeping the device on low. But even at a manageable level, Megan could feel herself gradually giving into the sensation. 

Cassie quickly returned with the appetizers. Megan sighed with relief, anything was a welcome distraction at the moment. But as she started to dig in to her salad, Drew placed his phone on the table face up. Curiosity got the better of her and she glanced at the screen. The control panel for the vibrator was open to her eyes, every option for pattern and intensity laid bare for her to see. After giving her a small smile, she was forced to watch as Drew’s finger slid along the bar that controlled intensity, sending her reeling.

She tried her best to fight it. She tried to shut it out mentally, pep talk herself, shift positions, focus on the food in front of her. But the vibrator was unrelenting. Drew sat across from her calmly eating as his other hand subjected her to varying levels of pleasure at a whim. For nearly ten minutes she held out before she felt the telltale tightening of her muscles and the warmth that was quickly spreading through her lower half. The hot bundle of energy within her was priming for release, and she couldn’t ignore the situation anymore. She turned back towards Drew and resorted to begging.

“Drew please, I can’t take it any more. I’m going to cum…” she whined, the desperation clear in her voice.

“Isn’t that supposed to be a good thing?” he asked, still sliding his finger lazily up and down the screen.

She pushed away her small plate of uneaten salad. “What do you want?”

He frowned, though his eyes danced with amusement. “I thought I said that we were done with bets…”

“A trade then. You let me off the hook, I’ll do something for you. What do you want?” she bartered. 

Drew leaned forward, and he tapped on his phone. The constant hum within her changed to quick, intense bursts of pleasure, and Megan had to bite down on her hand to contain the moan threatening to rip free.

“What do I want?” he mirrored her question, ignoring her plight. “I’m not sure, I’m honestly fairly content at the moment. You’re going to have to make an offer.”

She glared at him again from across the booth, but couldn’t speak up in fear of what would come out of her mouth. Drew mercifully turned down the intensity, allowing her to speak. 

“I’ll let you fuck me…” she whispered.

Drew leaned forward a bit more, acting oblivious. “I’m sorry, you’ll have to speak up. I can’t hear you.”

Megan groaned; a new couple had been seated right behind him. Though there was a fair deal of ambient noise with the crowded building and music playing, she was deathly afraid of someone hearing this conversation. But she had no choice but to acquiesce.

“I’ll let you fuck me” she repeated, louder.

He leaned back in his seat. “It’s cute that you think that’s enough at this stage. Try again.”

She gritted her teeth. Now wasn’t the time for modesty. Though the vibrations were barely at a murmur, she could feel her body nearing its limit. She could be sent spiraling over the edge at any moment.

“Fine, I’ll let you fuck my ass” she escalated. A patron two booths down turned his head in their direction, and Megan hoped it was merely coincidence.

Drew’s smile returned. “Better, but we’re still not quite there.”

Megan groaned in desperation. “Drew please, I’ll do anything…”

He looked contemplative. “Anything, huh? Alright then. I’ll be nice to you and won’t make you cum. But there’s gonna be a cost.” He leaned forward again and dropped his voice low as he continued.

“If you’ve got other plans this weekend, you should cancel them. Because after we’re done here, we’re going back to your place, where I’ll be spending the weekend. For the next 48 hours, you are going to do whatever I want, without complaint. I say ‘suck my dick,’ you better drop whatever you’re doing and go right to your knees. I say ‘bend over,’ your going to do it instantly and thank me for whatever I choose to do to you. I’m going to wear each and every one of your holes out so thoroughly that you'll regret ever making a bet you can’t abide by. You’re going to be my good little sex toy this weekend. Is that understood?”

Megan felt herself flush sixteen shades of scarlet. She couldn’t tell if she was more embarrassed or aroused at his proposal. Still, she didn’t have a choice if she wanted to avoid making a very public scene. 

“Okay, I accept” she quickly answered.

“I want you to repeat what I just said” he twisted the knife further. “What are you going to be this weekend?”

“Your good little sex toy…” she breathed, her voice barely a whimper. 

“Good. Now before we-” 

Whatever he was about to say next was cut off by the waitress’s arrival with their food. Cassie stood above their table with two trays in hand, staring down at Drew’s phone screen with a faint look of recognition. 

He quickly swiped the device off of the table, but it was too late. The waitress set down the platters on the table, her eyes quickly darting over to Megan, seemingly piecing together her flushed and disheveled appearance with what she just saw. She stood back up, her mind clearly racing.

And then she flashed a large grin of understanding.

“Here we go!” she said, her practiced cheerful voice laden with genuine amusement. “I hope I didn't keep you guys waiting!”

“Not at all” Drew replied after a quick moment to gather himself.

“That’s good” she said, looking over towards Megan, who’s gaze was affixed to the plate in front of her. “I noticed she hasn’t touched much of her salad; has everything been okay so far?”

Megan’s ears burned at being talked past, but she was too embarrassed to speak up.

“She sometimes gets peckish in public” Drew joked. “But everything’s been fine so far, thank you.”

“Okay! Well if you need anything else from me, just grab my attention. I’m always happy to help!” the waitress said.

Megan risked a peek upwards, and locked eyes with the serving girl’s knowing stare. But she quickly turned and disappeared into the maze of booths and tables.

“Well that’s just great” she grumbled. If the girl hadn’t known their faces by now, she certainly would after tonight.

“There’s no use getting worked up” Drew responded. “The fact that she knew what she was looking at proves that she’s hardly innocent herself. It’s not the worst thing that could have happened.”

“Maybe not for you” she whinged. “And I’ve seen the glances you’ve thrown her way. Maybe you should ask her out and torture her instead of me sometime…”

“She’s cute” he admitted. “But not more than you. And if I asked her out, that would mean trouble for our little games, and that’s not something I want.”

Megan felt herself flush again, unable to disagree with his sentiment, whatever that meant for them. But she pushed those thoughts to the side. There was still a more pressing matter. 

“Yeah, about that. Can you turn this thing off now? It’s hard to eat with it scrambling my insides” she complained.

He raised an eyebrow. “I never said I’d turn it off. In fact, our precious bet still stands. I just said that I’d be nice and wouldn’t make you orgasm. You’ve still got about 70% of the battery to go.”

Megan stared at him slack jawed. “But that’s gonna be so long… We still have to eat, head to your place, then back to my apartment. I’m not gonna last that long, even with it on low.”

Drew looked confused. “Oh, why are we heading back to my place?”

She sighed in exasperation. “Last time I checked, you don’t have any clothes at my place, do you? You’re not gonna be wearing that outfit for the rest of the weekend, right?”

“With what I have planned, I hardly plan on wearing clothes at all” he said with a smug smirk. “But I already packed a spare set of clothes in the trunk, along with a couple fun toys we might need for the weekend.”

Megan stopped mid bite of her burger. “I’m sorry, what? You prepared earlier? We hadn’t even made an agreement yet.”

His smirk widened. “We hadn’t, but I had an inkling that you might try to back out of this bet, and so I brought some stuff in preparation for that outcome. I couldn’t know for sure, but it seems to have payed off.”

As she stared at him dumb founded, Drew picked up his drink and tilted it towards her in a mock toast. “You should know by now, sweetheart, that I always hedge my bets.”