Self Serve
by Charles Jeffries
Copyright© 2023 by Charles Jeffries
BDSM Sex Story: Caroline takes a job as a waitress for a series of private sex parties. At first the chastity belt and sexy uniform are merely intriguing, but soon she finds her new employer's proclivities starting to grow on her. A story of teasing, denial, and self discovery; note that there is almost no partnered sex, but plenty of sexual activity.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Fa Consensual Heterosexual Fiction Workplace DomSub Light Bond Exhibitionism Oral Sex Sex Toys .
Caroline brushed her long hair in the mirror, glancing at the outfit for her catering gig on the bed behind her. It had been nearly six months since she started working this job, and while it was definitely weird when she started, these days ... well, she wasn’t entirely sure if things had gotten more normal or more weird.
She’d been at a local club on Fetish Night one night, more in the mood to dance than to get picked up. Nevertheless, there she was at the bar, chatting with an older guy she’d never seen before and his smiling partner? wife? She couldn’t remember at this point.
Waiting tables paid the bills, but not well, and she’d been complaining about the long hours, low pay, and lousy behavior on the part of both her boss and her patrons. Something about the way she’d said it made this stranger perk up and start asking her questions, but it wasn’t until the woman with him pointed out her outfit that Caroline realized he, or possibly they, weren’t trying to pick her up so much as they were interested in her choice of career.
Some of that same outfit lay on the bed behind Caroline: black stockings, long satin gloves, and a slim leather collar that passed for a choker when she wore it in public. The overbust corset she’d worn to the club was swapped out for a simple garter belt, and the stompy boots replaced with comfortable shoes that would get her from here to work. She’d deal with the rest of her uniform once she got there.
“Work.” “Uniform.” Words that had changed dramatically after that night at the club. The pitch had been unbelievable at first: a catering gig for kinky sex parties, attended by the well-to-do members of some corner of local society. The fetish outfit they wanted her to wear was extremely specific and clearly designed to be visually appealing to the audience, but the pay was excellent, and she’d been assured that the guests knew better than to cross any lines with the waitstaff. The rest of the job requirements weren’t much different than what she was used to: mingle with the crowd, be pleasant but don’t cause a distraction, fill drink orders for the bar. But do it while wearing less than nothing and serving hors d’œuvres to guests who were themselves in various states of undress.
Mr. Reed was certainly an attractive gentleman, even if he and his guests tended to be a bit older than Caroline usually went for. He obviously had money, because Caroline was far from the only person on staff and she knew they didn’t work cheap. But his parties were full of the kinds of kinky play that you couldn’t get up to in public no matter how permissive the club’s rules were. For Caroline, just having the opportunity to witness the debauchery was one of the perks of the job.
The week before she’d watched a tiny woman get tied up in a full body harness and then fucked by three guys at once. Caroline had delivered a few drinks to that room and then stood there mesmerized, watching for a solid ten minutes while they went at it. It was one of her longest-running fantasies, one she reached for frequently during her private time, and there it was playing out right in front of her. In fact the only thing that stopped her from getting herself off while she watched was the chastity belt that all the servers wore while they were working. The belt was one way to enforce the “hands off the staff” rule, but it wasn’t until Caroline had worked a few shifts that she realized that rule applied to the servers themselves as well.
Fortunately, no one seemed to mind when she got distracted like that. Or maybe it wasn’t that fortunate. Caroline’s hand drifted across her hip, dipping between her thighs as she leaned forward over the bathroom sink. What if one of the guests were to punish her for not doing her job well? She’d seen all sorts of wicked implements over the past few months, some more familiar than others. Would they beat her with a paddle? Or just go for the classic bare-handed spanking, letting her pink cheeks stand out as a mark of shame for the rest of the evening?
The guests weren’t allowed, of course, but Caroline was certainly wet at the thought. She strummed at her clit with two fingers, fast and light, just the way she liked it. Maybe they’d tie her up first. Maybe they’d strap her to a cross and let the whole party have a turn. Or maybe ... maybe they’d turn her into a party favor instead. Blindfolded, tied down to a bed, her head dangling over the side, an endless stream of hard cocks forced into her mouth. Her cunt clenched as she thought about the woman from last week, her screams muffled as she came hard on all three cocks at once. But then the memory of the chastity belt keeping her dripping cunt locked away came flooding back to her, and she reluctantly stopped herself short.
By far the strangest part of the job was the bonus structure Mr. Reed had put into place. Each server got a base rate for the evening, plus a performance bonus that was normally 15% but could go as high as twice that. The weird part, though, was the incentive: staff who managed not to have an orgasm between events got their bonuses doubled. Mr. Reed’s partner had explained the whole thing to Caroline when they set up her payroll: he had a serious orgasm control kink, and just knowing that his staff were denying themselves orgasms was a thrill for him.
Caroline hadn’t managed to collect the bonus yet. Breaking herself of a once-a-day habit had been a challenge, and last week wasn’t even close. As soon as she got home from that event she jerked off twice thinking about that gang bang, then did it again the following morning with the help of a few toys from her personal collection. Nevertheless, any time she was able to exert the willpower to stop herself from getting off got her one step closer to a sizable check the following week, and so with a sigh she pulled her hand away from her aching clit.
She puttered around the bathroom sink for a minute, nervously rearranging a few things to try to take her mind off how aroused she was. Finally, she returned to the bedroom and gathered her outfit in a bag, then put on some comfortable clothes and headed out to the car.
The Reeds’ mansion – there really wasn’t any other word for it – sat in the low hills on the edge of the city. It wasn’t your typical sprawling estate with perfectly manicured lawns and a huge Victorian main house, though. From the front it had the look of a modern home from the school of “clean design”, with an all-glass front and cantilevered patio overlooking the city. Caroline was pretty sure there was one of those “infinity pools” somewhere, but she’d never had the chance to explore the property.
She drove past the front driveway and around to a gate that led to the side of the property, showing her employee’s badge to the guard stationed there. Two full floors down from the main building, there was a second entrance built into the side of the hill that could easily be mistaken for a fancy function hall; all it was missing was an actual red carpet. She waved at the valet and pulled her car into a small parking lot in the back near the servant’s entrance.
Caroline’s pussy pulsed as she got out of the car; it was practically Pavlovian at this point. Part of it was the thrill of not knowing what debauchery she was going to witness on any given night. The outfit, of course, was another part. She already knew she liked to dress up and show off when she went to the club, but the “look but don’t touch” aspect of wearing the server’s uniform and being put on display had turned out to be shockingly powerful for her. The orgasm denial part, though ... Caroline had learned quite a bit about herself over the first few months of working here, but the jury was still out on that one. Maybe she’d have a better sense once she earned her first super-sized bonus check.
The staff dressing room was right inside the door, and Caroline walked straight to the tablet computer at the desk to check herself in for the night. They called this the “locker room”, but it resembled the backstage dressing area of a theater far more than it did the changing room at her local gym. In the center of the room were a few low padded benches and a coffee table with an on-demand coffee maker and an electric kettle for making tea. Around the outside were a series of small cubicles for dressing, each of which had a full-height locker along with a lit-up dressing mirror, bench, and stool.
The check-in computer directed Caroline to bench number four. She nervously exchanged hellos with a couple of servers sitting at the coffee table as she passed; even after working here for a while, she was unsure of how well she fit in among the other servers. They all seemed relatively at ease, chatting away despite wearing the full uniform, all the way down to their black-lined chastity belts with a chrome strap running between their legs.
Caroline sat at her bench and glanced over at the tablet, cheerfully displaying a “Welcome back #29” message on the lock screen. Getting undressed in front of the other servers wasn’t that much different than going to gym and had been easy enough to get used to. Still, she felt the usual butterflies in her stomach as she shrugged off her hoodie and t-shirt, folding them neatly on the bench in front of her, then stood to take off her jeans. Caroline was taller than most of the other servers, and while that often seemed to intimidate people, no one here had commented on it since she’d been working here.
Having not bothered to put underwear on just for the drive, Caroline retrieved her garter belt from her bag and fastened it around her waist. It was a plain black model without any real decoration, which seemed to be what most of the servers had decided on; after all, it wasn’t their job to draw attention to themselves. The sheer black stockings were next, and she shivered as she rolled them up her legs and fastened the clips of her garter belt. Finally, she picked up her collar and slipped it around her neck, closing it in the back and fishing a tiny luggage lock through the hasp. The padlock wasn’t specifically part of the uniform, but she’d gotten a positive note about it after the first time she’d worn it, so it had become a recurring part of her outfit.
The servers weren’t allowed to put on the chastity belts themselves – there was some nonsense about safety and security, but she was pretty sure it was just the Reeds’ proclivities – and Caroline started to sweat a little as she thought about the next stage of preparation for tonight’s event. Inside the locker there was a strappy leather suspension harness that went on over everything else along with an opaque hood. Caroline struggled into the harness, even though it had been sized specifically to fit her, and got the straps pulled tight. She picked up the hood, looked at herself in the mirror to gather her courage, and thumbed the touchpad on her locker to lock everything up.
The door to the dressing room annex had a very large button alongside it, but she wasn’t supposed to hit it until after she’d put the hood on, blindfolding herself. It was supposed to preserve the anonymity of whoever was dressing her inside the room, and sure enough despite her best efforts Caroline had been unable to tell if it was even the same person every week or not. Given how much the impersonal nature of what was about to happen turned her on, Caroline had to admit it was also possible that she was too horny to really pay enough attention to tell, and that at the end of the day it didn’t really matter.
She slipped the soft black fabric over her head, feeling the stretchy material fit the contours of her face and surrendering her vision to the padding over her eyes. Her breath quickened, the combination of nerves and arousal speeding up her heartbeat as well as the pulsing between her legs. She reached out to the wall with one hand, finding the large button and pressing it to signal her readiness.
She felt the door open more than she heard it; a soft breath of cool air emerged from the room inside, brushing against her chest like the touch of a feather. Already a bit on edge, Caroline’s nipples immediately came to attention at the change of temperature and she gasped through the mask.
“Come on in,” said a gentle voice from inside the room.” Caroline stepped into the room, hearing the door close behind her. “One more big step forward, please. Good. Now reach up for the bar.” Caroline did as she was instructed, finding the bar hanging over her head at a comfortable height. “Perfect, now hold it there. Don’t let go.”
There was some shuffling around her, and then the sensation of something being wrapped tightly around her wrists. The same thing happened to her ankles a moment later. Her dresser checked all the straps on her harness, adjusting a few of them and then lifting a net into place that would catch her head when it fell backwards.
A mechanical hum filled the room. Caroline felt her feet sliding apart as the machine pulled at her ankles. She gripped the bar over her head for balance and felt her weight being taken up by her harness as she was lifted. More metal clanking, and then she was being lowered slowly until her feet touched the ground again.
“Were you a good girl for us this week, Twenty-nine?”
Caroline flushed pink, just like she did every week when the dresser called her by her ID number instead of her name. With her sight taken away she could already feel the edge of an orgasm bubbling up to the surface. “Almost,” she whispered.
A finger brushed her lips, effortlessly parting them and sliding through her wetness before coming to rest on her throbbing clit. “Almost?” the voice teased.
“Oh, shit!” Caroline yelped, pulling her hips away from the touch. “Please ... I’m really, really close.”
“I see. Is that a request for enhanced suppression?”
“I ... yes.”
“Very good. Tell me what happened this week, Twenty-nine.”
“I was still so horny after last week’s party, I got myself off twice before I could go to sleep. And, um, then again the following morning. But that’s it, I swear!”
“I see. So, nothing since Sunday.”
“No.”
“Not even an edge?”
“I, um ... I can’t do that. To myself. Yet.”
“Mm hm, that’s what it says here in your file. Well, I can’t give you the bonus this week, but I can mark down that you’re making progress. Out of curiosity, you must have known you weren’t going to get the bonus. What stopped you from making yourself come the rest of the week?”
The heat rose in Caroline’s cheeks. If she hadn’t already been fully blushing, she certainly was now. “I ... was busy. I didn’t even get around to shaving this week.”
The voice laughed at her. A palm cupped her sex, feeling a week’s worth of stubble hair but also obviously collecting a handful of her juices. “Busy? You’re this wet because you were too busy to masturbate this week? I don’t think so.”
Caroline squirmed, but didn’t pull away. “Okay! Okay. I’m ... I’ve been practicing. Trying to, uh, work myself up to it.”
“You really went the rest of the week without getting yourself off?”
“I swear.”
“You’re trying really hard to get that bonus, aren’t you?” The hand pressed more firmly against her crotch, and Caroline found herself grinding against it involuntarily.
“Yessss...” she hissed.
“Is that all?” teased the voice. “Or do you really, really want to be a good girl for us?”
There was that damn phrase again. Being called a “good girl” felt like a wet tongue sliding over her clit. Caroline felt a dam about to burst inside her as her orgasm rushed to the surface. But the hand suddenly pulled away from her pussy and left her hanging there, desperately thrusting her hips forward in search of the touch that would push her over the edge. The waves of climax crested against her skin, searching for an outlet that wasn’t there.
Caroline moaned obscenely. Her dresser chuckled, making more notes on her tablet. “Excellent progress on edging; very close to week-long denial. Very good, Twenty-nine. Keep up the good work and you’ll be getting that bonus in your check in no time. Meanwhile, I agree that enhanced suppression is a good idea for today. Be right back.”
Caroline twisted in her bonds, knowing full well that she’d been chained to the bar overhead and her legs were being held open. There was nowhere to go, and she wouldn’t want to get away even if she could, but it was easier to channel the frustration into struggling against something. In truth, she’d spent the week going back and forth over exactly the same question that the dresser had asked. Was it really about the paycheck, or was there something about denying herself orgasms for the sake of this employer she barely knew that made the frustration even more delicious than the potential payoff?
“Here we go. Enhanced orgasm suppression, plus a little something extra to help keep you distracted.”
Before Caroline could ask what “something extra” meant, the dresser caught one of her nipples between her fingers, followed by the sharp bite of a clamp. Caroline hissed; her nipples weren’t the most sensitive, but at the moment absolutely every part of her was on overdrive. The other clamp went on as easily as the first, and Caroline whined as the dresser tugged on them a few times to make sure they were secured.
“Ready to fly?”
“Yes ma’am.”
Caroline felt a tug at the leather harness wrapped around her body, and she gripped the overhead bar to take the weight off her feet. The mechanical hum started up again and her feet were lifted, moving her around until she was suspended in midair with her arms and legs held apart and most of her weight being carried by the harness. Normally Caroline marveled at how smooth and efficient the machine was, but today every time she moved even slightly the clamps jostled and pulled her attention to her nipples.
With her legs spread wide open like this, Caroline dreamed – not for the first time – about what it would be like to get fucked in suspension. She thought about the woman from last week getting triple-teamed and her cunt clenched involuntarily, begging to be filled. She gasped as a gloved hand touched her between her legs and spread something on her skin. Her denied orgasm skipped back to the surface, but between the clamps on her nipples and the effects of the numbing gel, the sensation dulled quickly. The dresser covered her crotch quite thoroughly, front and back, going back for multiple passes until Caroline could barely feel her touch at all. Even the sensation in her quivering pussy quieted down.
“Very good, Twenty-nine. We shouldn’t have any more trouble.” Caroline could hear her grin, even without being able to see. “At least until that wears off.”
Some water splashed in a nearby basin as the dresser prepared to shave off her public hair. The washcloth was presumably warm – it had been, in previous weeks when the “enhanced suppression” wasn’t necessary – but at the moment Caroline couldn’t feel anything. The scraping sounds of the razor and the splashing of the basin were her only indication that anything was happening. The dresser made quick work of her, leaving her bare-skinned and smooth.
“All done,” said the voice. “I’m just going to apply a bit of aftershave, and then we’ll get your belt on.”
“Okay.”
Caroline heard the ping of the dresser’s tablet, followed by a soft chuckle and the clanking of metal that always accompanied this part of the process. Each belt had been custom-fit for the server, and Caroline’s fit perfectly around her waist. She gasped as the electronic lock closed and the metal belt cinched down snugly. The dressers were generally quite adept at their work and efficient in getting the belts on, but today the strap between Caroline’s legs seemed to go on more awkwardly than usual and there was a heavy silence in the room while the dresser struggled to get everything in place. Finally, the second lock closed triumphantly with an electronic chirp, sealing the belt closed and locking Caroline’s cunt safely out of reach.
“Okay!” said the dresser, a bit of relief in her voice. “You’re all set, Twenty-nine. Have a good night, and remember to come straight back to the locker room if you have any problems.”
Caroline shifted her hips around as the winch hummed to life again and her feet were lowered to the ground. “I, uh, I will, thank you.” Unchained from the suspension rig, the dresser led her to the door. The soft whoosh of air told Caroline it was open, and she stepped forward into the warmer air of the locker room again. Her hands went to her belt immediately, but it felt more or less the same as it had in previous weeks. It wasn’t until she’d fiddled with the thing for a minute that she realized she was still wearing the hood, and finally she pulled it off her head, blinking in the light of the locker room.
A pair of servers were waiting by the door, holding their hoods and waiting their turn for the dressing room. One of them grinned at Caroline as she saw her playing with the belt. “Red belt this week, eh? Your first time?”
Caroline gaped at the server, then looked down. The silicone padding of her waist belt was red instead of its usual black. She’d seen red belts on other servers in the past, but hadn’t ever gathered the nerve to ask what it meant.
“Yeah, uh, first time. What does a red belt mean, anyway?”
The two servers laughed. “Oh, we couldn’t tell you even if we wanted to.”
“It’s a surprise every time,” said the other. “You’ll find out when you get out on the floor, probably. But don’t worry, it’s always a good sign. It means Mr. Reed has his eye on you,” she winked, putting her hood on and taking Caroline’s place in front of the door.
Caroline walked back to her bench, took off her harness, and hung it on its hook in the locker. She sat in front of the mirror, shifting her hips around to try to find a comfortable angle to sit on the chastity belt while she finished getting dressed.
Her tablet pinged at her with a new message. Occasionally the staff would leave instructions or modifications to the standard uniform for individual servers, depending on the particular event and their assignment for the evening. One of Caroline’s early events had been dubbed a “masquerade”, and while the guests all wore masks, the servers that week wore spandex hoods similar to the ones they wore in the belting room but translucent enough to see through. Tonight, though, the note on her tablet seemed to be from Mr. Reed himself.
Twenty-nine,
You have no doubt already noticed the red belt on your apparatus this evening. I have a special assignment for you, and I trust that you are as eager to discover what it is as I am to see you fulfill it.
In preparation for this assignment, you are required to replace your usual collar, as lovely as it is, with the one we have provided. You will also don the red ballgag that you will find in your locker. Make sure to do your makeup both before and afterwards.
You have done very, very well on our staff over these past months. I am sure you will make me proud tonight as well.
— R
Caroline’s hands shook as she reached for her bag to find the key to her collar’s lock. After the experience of being hooded, suspended, told she was a good girl, shaved clean, and belted, she didn’t think she could get any more turned on. But the idea that Mr. Reed might be proud of her did just that. The funny thing was, she was so desperately horny that normally she’d be clenching her cunt and wishing she could fill it with something, but the numbing gel was doing too good of a job. She still couldn’t feel anything down there. On the other hand, that might have been the only thing stopping her from having an orgasm right here in front of the whole room, so maybe it wasn’t such a bad thing.
She popped the lock on her collar and took it off, bunching it up and sticking it in her bag. The collar they’d left for her was a steel circle with three rings spaced across the front and a pinhole closure in the back. There wasn’t an obvious pin to be used, but she quickly discovered that her usual luggage lock fit smoothly through the hole, which seemed awfully convenient.
Her makeup was next. From previous instructions she knew that Mr. Reed liked the servers’ makeup to be on the subtle side. As unsteady as she was at the moment, Caroline found it hard enough not to poke herself in the eye, much less apply her makeup with any subtlety. By the time she finished up and looked over herself in the mirror, Caroline realized she’d gone well past “subtle” and into “eye-catching.” It would have to do.
There were two gags in the locker, a much larger black one and a red one that seemed like a more reasonable size, at least compared to the other one. She held the red one up to her mouth experimentally, trying to get a sense in the mirror of how big the ball was. Finally, she decided to simply pop it in her mouth and try it. To her surprise, the ball fit snugly behind her teeth, preventing her from closing her mouth but not wedging it too far open either. The strap was easy enough to pull tight behind her head and under her ponytail. It didn’t seem like she’d smudged her lipstick too badly putting it on, but she grabbed a detail brush and touched it up anyway, then went ahead and added some darker lip liner to accentuate the effect.
The metal collar came next. The click of the lock as she closed it sent the same shiver up her spine that it always did, but the fact that it wasn’t her collar was an extra thrill. Her gloves went on last, tugged up over her elbows and resting mid-bicep. Satin gloves had always been one of Caroline’s favorite accessories when she went clubbing, and she felt like they worked particularly well on her long arms, even if that meant it was harder to find ones that were the proper size.
The entire ensemble, in fact, was breathtaking. Caroline barely recognized herself in the mirror, but part of her was starting to realize that not only did she like this job and really liked dressing up like this, she probably had an exhibitionism fetish that she hadn’t properly explored. Not to mention the nascent kink for praise-seeking, and how good the submissive aspects of service were starting to feel. What was this gig doing to her? Her fantasies always got extra filthy when she hadn’t been able to come for a while, so she chalked it up to the fact that she hadn’t orgasmed all week.
Caroline sat up straight, checking her makeup in the mirror one more time. The thought that she’d been picked out for Mr. Reed’s special assignment gave her more confidence than she’d felt all evening, and she rose from her bench to pack up her personal belongings and put everything away. Then she turned to the tablet on the bench and clicked the button to indicate that she was finished getting dressed to spec.
Almost immediately, her number popped up on the display above the doorway that led to the rest of the complex. There was a whole group of servers sitting on the padded benches now, and they giggled and waved at her as she walked towards the door.
“You got this!” one of them yelled.
“You look super hot!” said another.
“You say that to everybody.”
“That’s because I’m horny!”
The group laughed as Caroline opened the door. Mr. Reed’s partner was waiting for her on the other side, dressed up like a server: garters, chastity belt, satin gloves, and a collar. Her blond hair was pulled back in a tight bun and her heavy breasts were proudly on display. It wasn’t the first time Caroline had seen her wearing a server’s uniform, but it was more common to see her looking more like one of the guests than one of the staff.
“You look lovely, Twenty-nine. For the purposes of this evening you can call me One, but I suppose it’s really just yes-or-no questions from here on out, eh?”
Caroline did her best to smile around the gag.
“We’ll be back in a separate room this evening, entertaining some of Mr. Reed’s special guests. None of the rules have changed and I’ll be with you the whole time, so you’ve got nothing to worry about, okay?”
Caroline nodded, although the idea of serving “special guests” made her shudder. The fact that none of the rules had changed was comforting, but there was also a part of her that was disappointed. Of course she was still wearing a chastity belt so there was only so much that could possibly happen, no matter what she might have fantasized about while getting herself off after previous parties.
“Fold your arms behind your back for me, dear.” One produced a long leather strap which she wrapped behind Caroline’s neck, down through her armpits, and around back to buckle over her spine. Caroline’s shoulders were pulled back as One tightened down the strap, which pulled her breasts upward. Then One wrapped a set of leather cuffs around Caroline’s forearms, attaching wrist to elbow on either side and using a short chain to connect the cuffs to the leather strap, holding her arms up at a right angle. Caroline felt herself start to drift away as One finished restraining her, but managed to keep her feet steady.
“You’re probably wondering how you’re going to serve anybody anything like this, aren’t you?”
Caroline snapped back to attention and nodded vigorously, but her eyes got wide as she saw what One was now holding: a silver metal tray with chains attached to the corners on each side. The back side of the tray had a ridge that hooked into a matching slot on Caroline’s chastity belt. The chains connected to two of the rings on her collar, and suddenly the whole thing became clear: Caroline was more or less a walking serving tray. Guests would be able to pick up their own drinks if they wanted to, but she was helpless to hand them out to people. Presumably that meant One would be taking orders and mixing the drinks, and all Caroline had to do was be a moving piece of furniture.
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