The Executive – BDSM – StoryVa.com


The Executive

– Part 1 –

“No, god dammit! Your report does NOT include the most recent information from the document I sent you!” Erin berated Sydney. “Write it again, do it right, and get it to me by the end of the day!”

For fuck’s sake, I have to do everything around here! Erin, of course, was used to doing everything herself. You don’t become the youngest Executive Director of one of the fastest growing nonprofits without doubling… tripling your own workload. Erin didn’t complain about the immense hours she had worked to become the ED, but now there weren’t enough hours in the day to begin doing Sydney’s job.

All that being said, Erin loved her career. Leading the charge on women’s rights was her destiny and she was fucking good at it. She was respected and praised the world over. She was loved by her employees and she loved them, except Sydney. I can not wait for Sydney’s internship to be over. Thankfully, Erin would be getting a new intern next year.

Since the age of ten, Erin spent all her time and energy championing women’s rights and chasing her career. Last year, six months after being named ED, Erin found herself empty. She had achieved her major career goal by age thirty. She was powerful, loved, cherished, but the more power and respect she earned translated into draining more and more from some part of her. Erin couldn’t figure out how this void was growing, or why.

A few months after those empty feelings began Erin confided her emotional state to Maya, her longtime friend and confidant. Even though she shared almost everything with Maya, Erin was at all times apprehensive about discussing self doubt, depression, or anything that made her appear to not be in control. However, the various glasses of wine helped Erin admit her emptiness. Maya looked at her sympathetically, fully understanding Erin’s vulnerability in that moment. Trying to uplift Erin a bit with a joke, Maya said, “You probably just need to get laid.” The joke helped Erin’s ego pick itself out of the gutter, but it also made Erin think that was probably true. Jeez, when was the last time I got laid? She couldn’t remember but she did know that it hadn’t been satisfying.

Later that night, Erin’s head swimming in wine, she browsed porn on the internet. Erin rarely masturbated, but she figured rubbing one out might partially fill her emptiness. Even though she was horny, the images and videos she scrolled past weren’t doing it for her. That was until she scrolled down to a photo of a bound and gagged woman with cum all over her face. To Erin’s surprise, a shock wave surged through her body, culminating in her clit. Having not grown up under a rock, Erin knew about BDSM, but considering her life and career, she at all times dismissed it. But something about the woman being powerless aroused her. For ten to twenty minutes Erin followed internet breadcrumbs, plunging her fingers inside herself ever more rapidly. Then she stopped on one post. The title read, “40 [M4F] #BayArea, looking for sub/slave for training.” Erin opened the post, intrigued and aroused.

The post described how the man was looking for a new obedient cumslut that could satisfy his fetishes – bondage, spanking, freeuse, and CNC (Erin had to google what CNC meant). Erin’s pussy throbbed around her fingers as she read. The man concluded his post saying he was an experienced dom and serious inquiries only. After reading the post and as if she was in a dream, Erin private messaged the mystery man, “Your post has really gotten me worked up.”

Her hands were trembling immediately after hitting send, then her heart skipped a beat as a reply came back almost immediately. Her quivering finger hovered over the notification icon, her heart beating faster than she could ever remember. She opened the message and her free hand shot back to her pussy as she read, “You serious about being a good submissive bdsm slut?”

Erin couldn’t believe she was taking it this far, but she was drunk, this was just anonymous sexting, and was just about to reach an orgasm, so she replied, “I’m fingering myself thinking about it.”

The ding from her phone almost sent her over the edge. His message read, “Send me a photo of your pussy, slut.” Oh wow, maybe I’ve taken this as far as I want to go, Erin wondered as the reality of sending a photo of herself hit home. However, the wine, her impending orgasm, and being commanded and called slut made Erin snap a photo between her legs and send it off. He replied within a minute, “I can work with that. But if you’re serious about this I need you to 1) immediately stop fingering yourself. You don’t cum until I say you cum. And 2) tell me about yourself.”

As if someone had physically pulled her hand away, Erin stopped fingering herself. She didn’t figure out it but she wanted nothing more than to follow this stranger’s commands. She wanted to cum so bad, even more so now that he said she couldn’t, but there was no way she was gonna touch herself again until he said so. Following his second command Erin replied, “I’m 30, from Oakland and live in San Francisco.”

She was typing out some more information about herself when he responded, “No, slut. Tell me about your body, what you want, and what you don’t want.”

If anyone in her professional life ever cut her off like that and said some degrading term, Erin would lose her shit. But his message made Erin’s pussy spasm and leak juices down her asschecks. “Sorry. I’m Asian. 5’5″. 32D. Waist 24 and hips 27.”

“Good. Now what do you want and not want.”

Erin closed her eyes and took a deep breath. What do I want? This all started so I could cum and fall asleep. It was all overwhelming, but Erin answered with what she had found most erotic while scrolling, “I want to be tied up, spanked, covering in cum, and filled with cum. I don’t want to know who you are or for you to know me. I want to be a nameless, faceless fuckhole.”

After five minutes without a response, Erin was worried she’d said the wrong thing. She was hoping he would reply with a description of a scene of her getting dominated by him. Then she could close her eyes, imagine the scene, and finish herself off. She figured this was all anonymous internet sexting, but then his message came in. “If you’re serious about this, get a room at the Ocean Front motel next Saturday night. When you book the room, message me for further instructions. I am serious about this. I’m experienced, clean, and professional. I can give you what you want and I’ll fuck your slutty holes until I get what I want. And you better not cum until I say so.”

– Part 2 –

It was ten after five when Sydney slinked into Erin’s office. “Ms. Chen,” Sydney muttered meekly, annoying Erin even more. “I just uploaded the revised draft.”

“Good. I’ll look over it now,” Erin snapped at her. She pulled up the shared directory on her computer and began reading the document. However, she couldn’t focus. Maybe I’ve been too hard on her this week. Sydney anxiously fiddled with her hair, not helping Erin’s focus. I’ve been an erratic mess this week. Skimming the document just enough to see that Sydney had incorporated the new information, Erin looked up at her, trying to put on a genuine smile, “This looks good Sydney. Thank you.”

The tall blond girl – who looked straight out of an Australian surfer babe magazine, her name only adding to Erin’s depiction of her – breathed a sigh of relief and asked, “Is there anything else you need Ms. Chen?”

“No. Have a good weekend Sydney.”

Sydney gave her a warm smile, “You too Ms. Chen.” If only she knew what type of weekend I’ve gotten myself into… Sydney turned, exited the office, and Erin caught herself ogling the young girl’s ass. What has come over me?

The previous Sunday morning Erin woke thinking she had had the most bizarre, erotic dream. The reality that it hadn’t been a dream hit her quickly and hit her hard. She’d actually sent a stranger a picture of her pussy… Actually confessed that she wanted to be tied up and spanked… And she didn’t make herself cum because she wanted to please this strange man. Why did I do that? That was so stupid! Erin could tell herself whatever she wanted, but deep down she knew she wanted to get that motel room. She wanted to cede all her power. She wanted to be a nameless, faceless fuckhole.

Erin’s mind wrestled with itself but her hand found her phone of it’s own accord. Absentmindedly she opened the message exchange and began rubbing her clit. Her focus snapped to when her eyes drifted over, ‘You don’t cum until I say you cum.‘ Just like the night before, it was as if someone else ripped Erin’s hand away from her pussy. She threw the phone down and shot out of bed. Enough of that. Just forget it ever happened.

Erin only managed to put the stranger out of her mind until Monday. While eating lunch at the salad bar place around the corner from her office she gave in and googled the Ocean Front Motel. The google images matched perfectly with a place called the Ocean Front Motel – drab beige color, peeling brown trim, window mounted AC units, a faded sign. She clicked the link for their website. It consisted of one page listing the address, phone number, and one photo of a standard shitty motel room. Yup, looks perfect for dirty cumsluts. Out of pure curiosity on a surface level, but pure lust in her soul, Erin called the number.

One ring and a woman’s voice chirped, “Ocean Front Motel. How can I help you?”

Having an actual person speak the words ‘Ocean Front Motel’ rattled Erin a bit. “Yes… Eh… Do you have a room? I… Eh… a room available this Saturday?”

“Of course. We have rooms with two Queens or one King. Would you like to reserve one today?” the woman answered politely.

Erin couldn’t believe the words that came out of her mouth. “Yes, King bed please.”

“Great! And what’s your name?”

“Er… Erica,” somehow slipped out.

“Okay Erica. I got you booked. Check in on Saturday starts at four.”

“Eh… Ok. You don’t need anything else?” Erin had never booked a hotel room without a credit card before.

The woman read her mind, “Nope. We take cash. Just see me at the front desk upon arrival and you’re all set.” The other end of the line went dead before Erin could say anything else.

Erin slowly lowered the phone from her ear, hands shaking, but pussy throbbing. Just forget about it. I didn’t even give my real name. She couldn’t help it though. The remainder of her lunch break was spent in daydream. When she finally stood up to head back to the office she recognized how wet her panties were.

Her mood after coming back from lunch through Thursday was best described as acrimonious. A major funder had revised significant portions of their donation agreement, and Erin had to work nonstop to ensure everything was completed by the end of the week. Her newfound sexual desires added to her overall agitated state. Images of herself with a ball gag in her mouth and cum dripping down her face gnawed at the back of her mind. She continually reprimanded herself, I’m the fucking executive director of the largest women’s right non profit on the West Coast, god dammit! I can’t also be a dirty cumslut!

It was Thursday night, actually one a.m. Friday morning, when Erin completed the updated contract agreement. She sent it off to Sydney with a strongly worded email demanding Sydney’s synopsis needed to be finished ASAP. Erin leaned back in her desk chair, satisfied with her work, and stared at the dark, empty buildings beyond the floor-to-ceiling windows of her office. Everyone in her department and all the other people in the adjacent buildings had left work hours ago. She picked up her phone, and not for the first time that week, wondered why the strange man hadn’t messaged her. He said he was serious about meeting up. Why hasn’t he checked in with me?

Having the weight of work lifted off her shoulders, Erin decided to treat herself to an orgasm. If he doesn’t want to confirm with me then I don’t owe him anything. She glanced out to confirm no one was in the office then pulled up a porn site on her phone, hiked up her skirt, and began rubbing her vagina over her panties. Pussy juices built up quickly as she watched a hot, young blond devouring a petite Asian’s cunt. She pulled her panties to the side and slid a finger inside her wet, eager hole. The infrequent times Erin did masturbate lesbian porn was a go to, but it never got her all the way to the finish line. There was no climax to it. She loved the female form – their soft, silky skin, their elegant curves, their graceful movements. Lesbian porn was more passionate and sensual. The thought of what eating pussy tasted like aroused Erin, but she’d never, ever considered doing it in real life. I also never considered being a fuckhole cumslut in real life either.

Before the blond-Asian video had come to an end Erin searched ‘cumslut’. The first video on the list was titled, ‘Blindfolded cumslut fucked in ass’. Erin’s pussy immediately contracted around her finger. The video didn’t waste any time getting into it as the first shot panned from the blindfolded woman’s face to between the man’s thick thighs pounding into her asshole doggystyle. His hairless balls swung back and forth rhythmically, her ass jiggled with each pump. Erin aggressively fingered herself, matching the man’s tempo. About a minute in, the man clinched his asschecks, paused thrusting, his cock buried completely inside her asshole, grunted brusquely, and the woman screamed with pleasure. He then immediately resumed thrusting and cum began squeezing out around his cock, then oozed down to her gaping pussy. Normally, that would have triggered Erin to climax, and although she was right at the edge of orgasm, she couldn’t quite get there.

Annoyed, Erin searched ‘cumshot compilation’. I’m so close. I just need continual climax scenes, she thought. After about the fifth time a guy blasted his load Erin was still right on the edge, but nowhere closer to cumming. That mother fucker put a hex on me! I can’t cum because he hasn’t told me I’m allowed to!

Her annoyance turned into anger. She pulled her fingers out of herself and opened the message exchange. “Why haven’t you messaged me about Saturday?!?” she typed out to the strange man, pounding her finger on each letter.

Since it was almost two a.m. she didn’t expect a reply, so Erin adjusted her panties back into place, stood, smoothed her skirt down, and began packing her things in her purse. Her phone buzzed right when she was about to shut her office door. Erin’s emotions flipped on her as she read the message. “Let’s get this straight, slut. I don’t care about you.” I’m so stupid. I disrespected him. The rational, strong, powerful Erin was gone. It didn’t matter that he called her ‘slut’, or that he said ‘I don’t care about you’. All that mattered to cumslut Erin was that her pussy throbbed and she needed him to punish her for disrespecting him.

Unconsciously, Erin had dropped to her knees. She replied, “I’m sorry. Don’t be mad.”

Erin hyperventilated waiting for his reply. She gulped down a breath when her phone buzzed. “I’m not mad. I literally don’t give a fuck.”

As fast as she could, Erin replied, “I booked a room under the name Erica.”

An agonizing five minutes passed before he wrote back. “I will be there at midnight. Leave the door open. Not unlocked, OPEN! Before I enter, you need to be naked, blindfolded, kneeling in front of the bed, with your arms behind your back. Do not say anything to me except if you need the safeword, which is Red Apple. Red means pause, things are too much at that moment. Red Apple means full stop. I will immediately stop. If you are gagged, three taps on my body will mean Red Apple. If you are gagged and bound, three snaps of your fingers will mean Red Apple. If you are a good cumslut I will leave an apple in the room when I’m down with you. If I don’t, never contact me again. Tell me you figure out, slut.”

– Part 3 –

As Sydney’s ass disappeared around her office doorway Erin shook her head trying to break the connection she’d made in her mind between Sydney and the blond pussy eating girl from the porn she’d watched the night before. It didn’t work, her next thought was, I bet her pussy tastes like sea salt and cucumber. Erin rubbed her thighs together, pleasuring in the warmth between her legs, but then her computer chimed with an incoming email. Her client demanded the updated contract by the start of business Monday morning. Fucking pricks change their agreement last minute then make demands to me! She took a deep breath and began her final QA/QC.

A couple hours later, every “i” dotted, every “t” crossed, Erin sent off the contract. She applauded herself for getting everything done before the weekend. Now she could focus on tomorrow night. She pulled out her phone and read the last sent message, “I figure out. Your obedient cumslut will be waiting.”

Ever since she sent that message the night before, Erin yearned for a reply, but was not surprised that her mystery man was still silent. She wanted his approval more than anything, but the absence of any inflamed her desire that much more. She didn’t fully figure out where this newfound sexual longing came from, but she knew it had been hiding deep inside her for years. If Maya hadn’t made that off-handed joke about getting laid then this side of Erin may have stayed dormant for years to come.

Erin’s eyes shot open at the break of dawn. She jumped out of bed feeling like a kid on Christmas morning, and just like on Christmas she was gonna get presents. First, I need a blindfold. Wanting everything to be perfect, Erin wasn’t about to just tie a scarf over her eyes. While eating toast and drinking coffee she googled sex shops nearby. In a sex-positive city like San Francisco the nearest one was within walking distance. However, it didn’t open for hours. Erin bounced around her apartment, angsty energy building and building, until she finally put on her gym clothes and went for a run.

When she finally entered the sex shop she kept her large, dark sunglasses on – feeling a mixture of embarrassment, arousal, and paranoia. Those feelings were partially sparked by not wanting to get recognized, but mostly because she wasn’t wearing panties under her sundress. She scanned the shop and not seeing a familiar face, nor any people paying her any attention, she put her sunglasses in her purse. She turned to the wall of sex toys and her pussy instantly became wet upon seeing anal plugs. Fuck, not wearing panties was a bad idea.

She went to buy a blindfold, but spent twenty minutes browsing every single plug in the shop. There were so many different colors, sizes, and shapes. There were vibrating ones, remote controlled ones, ones with gemstones, ones with tails, and ones that inflated. Erin caught herself various times rubbing her thighs together and madly glanced around to see if anyone was watching. She finally chose a small, silver bejeweled plug thinking to herself, Just pick one before you leak juices on the floor.

Erin paused for a second in front of the paddles and whips, but figured mystery man would bring those toys. There weren’t nearly as many blindfolds and masks as there were plugs. She was intrigued and aroused by the hoods that covered her whole head except for a mouth hole, but she wanted to have her hair free in case the man wanted to drag her around by it. God, I hope he does that. She decided to get a black lace blindfold that would go well with her black hair.

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