Co-Worker Challenge : Caught By The Boss (F/F)

[Deleted User 2162]

Michelle had worked hard to get where she was today. That wasn’t a mistake. She worked hard, kept herself out of her workplace drama circles, and always held her cases seriously. Michelle worked as a low level private investigator at an agency that specialized in finding people that didn’t want to be found. Michelle had a formal training in policing and even worked as a police officer for a few years but ended up discovering that the job, sucked, to be blunt.

Today was like any other day, Michelle; a beautiful blonde 25 year old woman wearing a white blouse, black skirt, and black high heels. She wore a slightly red lipstick and her hair was tied up in a professional bun. Michelle had left her suit jacket on her office chair and she sat attentive during her department meeting. Her bosses reviewed wanted subjects, high profile cases, and administrative issues. Michelle perked up when she heard her name called, the only downside was that her name was also brought up with the one person in her office she could not stand; Sara Wilkins. Sara was everything Michelle was not; a slacker, a poor dresser wearing black slacks and a barely professional but very tight sweater, and flats. Sara also kissed ass to get ahead and didn’t really care about the company or her place in it.

Michelle listened intently as her boss spoke; “Michelle and Sara, the two of you are going to have to make a decision on the Decker case. It’s a high profile case so whoever is able to solve this case is going to be put in high regard for the company. You two can even work together but remember that a promotion may be on the line…” Michelle bit her lip. There was no way she was going to let Sara get that promotion. Michelle sat intently through the rest of the meeting and quickly got up from her seat and left the meeting room quickly when it was over in a rush to get started on solving the case.

The Decker case revolved around a run-away child of a rich business owner in the city and a personal friend of the CEO of the private investigation company. Michelle smoothed out her suit and blouse as she set down and started to track possible clues to locate the run-away. Michelle worked diligently throughout the day and didn’t even take a lunch break. Michelle didn’t even realize the passage of time around her. She looked up from her computer and realized that her office was mainly empty. Michelle quickly collected her things, saved her files from her investigations, and grabbed her purse before heading for the door, she almost made it out before Sara burst out of the bathroom, cutting her off.

“Where ya going so quick hun?!” Sara laughed as she talked. “Unlike you I work for a living and would like to go home and relax!” Michelle barked trying to move past the annoying woman. Sara grabbed Michelles arms. “Hold on. I want to talk to you about the Decker Case, I know you want that promotion.” Sara glared at Michelle.

This intrigued Michelle and wanted to see where Sara was going with this. Sara continued. “Listen as you know I don’t care for this company too much but I still want our boss to think that I work around here and pull my weight so I don’t get fired. So how about you solve this whole thing for us, complete the final report, and tell our boss I helped but have no interest in the promotion, yeah?
Michelle was boiling at this point. There was no way she was going to let this slacker take some of her credit. “Who do you think you a---“ Michelle was livid at this point but was quickly cut off.

Sara held up a flash drive. “I already found the girl. It was easy. All the information is on the flash drive. So what do you say.”

Michelle eyed the flash drive but bit her lip. She wasn’t going to just let Sara take advantage of the situation. “No way!” Michelle barked; “You should share that information regardless, but I will not do all the work for you!”

Sara was getting irritated and Michelle could tell. “Fine. Your loss” Sara pocked the flash drive and started to walk away.

“Ssss….stop!” Michelle called out. “Is there anything I can do to get that information besides giving you credit you haven’t earned…I wont lie!” Sara stopped and slowly turned around with an evil grin. “A bet.”

“Bet?” Michelle questioned but Sara was already starting; “You see I have been watching a lot of magic shows recently and some of the escape artist tricks really intrigue me. I was wondering, can I tie you up? If you can escape the flash drive is all yours.”

Michelle was even more shocked; “TIED UP?!” Michelle didn’t know what to say. “Sure, just some duct tape around the wrists and ankles and you see if your escape skills are up to the challenge. Hey, it may be good practice that you might need one day!” Sara mocked.

Michelle glared with her focus on the flash drive. Hesitating but eventually relented.

“Ok! Ill do it. What if I don’t get out? Will you free me?” Sara smirked; “If you cant escape I win the bet, I will free you but you must completely solve the case and give me all the credit. Either way you get the flash drive.”

Michelle was irritated that Sara was still trying to get out of her work, but she was confident in her ability to escape some simple duct tape. “Deal” Michelle agreed as she shook Sara’s outstretched hand.
“Ok go to your desk chair and sit down, also put on your suit jacket, the blazer will restrict your movements more.” Sara ordered. “WAIT! We are doing it here?! What if someone catches us!!” Michelle responded. “You agreed, you never made any other requests!” Sara reached into her own purse and pulled out a large roll of duct tape.

“Hand behind your back!” Sara ordered but didn’t really need to as she yanked Michelle’s arms behind her and started wrapping her wrists in tape. Sara quickly moved onto Michelles heeled ankles and started to wrap tape around those as well.

“Ok here I go…” Michelle said as she started to test her bonds. They were tight but she could wiggle out. What she didn’t expect was Sara to take off her own black dress socks and shove them in Michelles mouth and wrap tape around her head several times.

“Yeah I hope you enjoy the taste you bitch!” Sara barked as she pulled the tape off the roll and sealed it to the back of Michelles head.

“WWHMMPP MPPPH MPPPPH?” Michelle yelled through the tape.

“Oh? You didn’t agree to this? Too bad! I am so sick of always looking bad because of your over achieving ass!” Sara yelled as she wrapped tape over Michelle’s breast and back under, securing her to the chair. As Sara talked she continued with round and round of the tape roll over Michelle’s legs and arms; securing her to the chair.

After finishing binding the helpless private investigator Sara reached into her pocket and pulled out the flash drive. She plugged it into Michelle’s computer. Michelle in the meantime struggled, twisted, grunted through her tape, and became more and more frustrated!

“NNMPPGGGHMPPPP!!!” Michelle yelled.

“I got this neat flash drive from a hacker friend of mine. What does it do you ask? Well it is going to download your operating system and all files to the drive. It will then wipe your computer and download a duplicated operating system but with a bonus; I made sure to download loads of bondage porn! Wait until our boss finds you here sexually gratifying yourself in out office! And when IT checks your computer the things they will find! The new operating system is also programmed to launch numerous bondage videos at about 8AM…tomorrow morning! HA! And to think I will have all your files and research from today’s hard work. Thanks Michelle, you’re the best!” Sara gave the bound girl a kiss on her duct taped mouth before grabbing the flash drive and heading out the office, shutting off the lights behind her.

Michelle had been struggling and twisting in her bonds the whole time with little success, and now she was screaming behind her taped up mouth as she watched the clock ticked by. It was 6PM. She had to get out and figure a way to clean her computer’s hard drive before she was found like this!

14 hours to go….

Sara drove into the driveway of her old and cheap townhome. It was great to be at home. She kicked off her shoes at the door and threw her purse and other belongings on the table. She slouched into her chair and flipped through the TV as she relaxed in her recliner. She was daydreaming about all the things she was going to be able to do with the new promotion now that the bitch Michelle was out of the way. Always making her look bad by staying late, going in early, and performing high above expectations not to mention always dressing like such a stuck up business skank in her dress suits. The dress code is business casual idiot! She thought as Sara stopped on a channel involving a TV show that involved some woman tied up in some easily escapable one or two strands of duct tape around the wrist. That was comical, bet Michelle wont have as easy of a job with her escape. No, the bitch likes to stay after? Let her stay there all night. Sara kicked back and relaxed.

Michelle kicked and kicked trying to somehow tear the duct tape that was wrapped around her gorgeous legs. She was sweating at this point from tall the effort trying to free herself, it wasn’t going very well. Her continued fear over what exactly was downloaded on her computer frightened her. She had no idea how anyone would react when they walked in the office at 7AM if she had not still managed to free herself from the duct tape bindings that held her fastened to the office chair.

Michelle had wasted a good deal of time since Sara left screaming for anyone to help her. But today was a Thursday and that meant that no janitorial contractors would be in. So at this point screaming for help through her tightly tape wrapped mouth was just a waste of energy and time. Michelle had even tried to get close to her desk drawer to try and pull out a pair of scissors she knew was in there but the structure of the chair made it impossible to get close enough to pull open the drawer. She was starting to get exhausted her business blouse now drenched with sweat from her efforts.

Michelle wasn’t getting anywhere and it was almost 11PM! She was starting to get sleepy. She had tried every escape technique she knew from her days in law enforcement. Nothing seemed to work on the tight duct tape; it didn’t help that her suit jacket restricted her movements even more. Michelle decided a short nap wouldn’t hurt as she did her best to fall asleep in the more uncomfortable sleeping position she could be in.

“HMHMPPMMMHHH!! MPPPPHHH MPPPPH!!!”

“Theres No Escape Dear!”

Michelle shook from her sleep to the sounds of the grunts and moans of a young woman and the mocking attitude of a man. She opened her eyes and shook her head. As her senses returned panic gripped her, how long had she been out! She looked and now her computer screen blared to life. On it was a video showing a man tightly taping up a woman wearing a business suit much like her own to a chair. OH SHIT! The computer virus! How long did she sleep! She started a renewed struggle against her bonds.

“Eh-hem!”

Michelles blood froze as in her barely awake state she hadn’t realized that someone was standing behind her. She slowly turned her head and managed to catch her eyes with her boss Dena, Dena was a strong woman. Today she was wearing a red dress and black sweater with her auburn hair tied up in a ponytail. She was a strict no non-sense woman and had no interest in excuses.

“So these are the kind of things you are doing at the office with all those overtime hours you claim to work? Getting someone to tie you up while you watch some kind of bdsm thing on company computers?”

Michelle yelled into her gag to try and explain herself “nffmppp plmmffff mllp mpjhhmmmm emmphhhh!!!” But Dena wasn’t hearing it. She reached over and powered down Michelle’s computer and grabbed the back of her chair and started to wheel her towards Dena’s office.

“That’s it, fired for sure and I will never get a job again.” Michelle thought to herself as she hung her head low as she was wheeled into the business leaders office.

“What are we going to do with you Michelle? I thought you were better than this.” Dena looked on in disapproval. “This may be something your into but you cant just do this at work! I mean you don’t see my taping up my secretary just because I think its hot?”

Michelle shook her head but then caught herself; WAIT WHAT!!!

Dena continued to Michelle’s shock. “Its true I am quite the dom myself but never in all years did I think I would come to work and find you of all people tightly taped up in front of a computer playing bondage videos. I’ve always admired the way you dressed and the work you do, but this…!”

Michelle was getting more confused by the second.

“Well in most cases you would be collecting your things but I have a different idea. For your discipline you will spend the rest of your day taped to that chair and in my closet. I will let you out for some breakfast and a quick bathroom break but then you are going right back into those bindings. YOU WILL TELL NO ONE WHAT IS GOING TO HAPPEN! UNDERSTOOD! Otherwise you’re fired. End of story. Now, want to be my prisoner for the rest of the day or do you want to pack your things.”

Dena commanded as she stared into Michelle’s eyes as she made the easiest and strangest decision of her life.

Dena quickly went to work cutting through the tight duct tape bindings that held Michelle to her office chair. She cut away the tape around Michelle’s arms, legs, and upper body. “You can get that gag yourself.” Dena commanded in a stern voice. Michelle reached up and started to work for any spot in tape that would give. She found a corner of the tape and started to pick at it as she unraveled the tape from her mouth – spitting out the saliva filled socks that had been on her rival’s feet all day. Michelle had never been so embarrassed in all her life.

Dena leaned down and unplugged Michelle’s computer. “We will have to have IT scrub this thing.” Dena lectured.

Michelle opened her mouth to explain herself to her boss – to tell her all about how Sara had tricked her into this and was the real culprit. “It wasnmpppphh!” Michelle was quickly cut off by a firm hand being slapped over her mouth. Dena stared at her. “Not. One. Word.” Dena was furious she could tell. “I may be into the lifestyle but this kind of activity by MY employee is unacceptable Michelle. I am giving you the chance to keep your job here – and a kind bathroom and breakfast break, but if you utter one damn syllable to anyone while you are eating or cleaning up I won’t hesitate to tape you to the lightpost out front with a ‘looking for work’ sign hanging around your neck.” Dena glared. “Do you understand?”
Michelle nodded and Dena pulled her hand away. “Good. You have 30:00. Go do what you need to.” Dena took all the duct tape scraps and headed into her office.

Michelle straightened her blazer and skirt before heading to the cafeteria. It was awkward as employees were already starting to file in. A few even tried to talk to Michelle who just shook her head. She felt Dena was watching her on the security camera so she didn’t want to even mutter a lip movement. Michelle ate a quick breakfast and hit the bathroom before returning to Dena’s office the sight she saw surprised the hell out of her.
Sara – that bitch, had been tightly hogtied with black rope and was squirming on the ground, except all she was wearing now was a pair of tight booty shorts, a black sports bra, and sneakers. She had been gagged with a tight cleave that pulled her lips open and showed her well taken care of teeth. Sara bucked in the corner of the office as Dena read some articles.

“So I watched the camera footage…I can’t believe you conned poor Sara here into tying you up. Lucky for me she was using the office gym bright and early this morning so I had to discipline her as well.” Dena accused. Sara knew that the camera system didn’t record sound. “Ok. Lets get one thing straight right now! I want no part of this! Sara was setting me up so I didn’t get that promotihrmmmppp!” Dena crossed the room like a wild animal and in the same action. “I TOLD YOU NOT TO SPEAK!” Dena yelled as she shoved a balled up pair of panties into Michelle’s mouth. She twisted Michelle around. “Spit that out and you will regret it.” Michelle wanted to fight back – to run from here, but she had bills to pay and couldn’t just lose her job.

Dena pulled out some clear packing tape and started to wrap tape around the blonde girls mouth. Six or seven wraps was all it took and Dena tore the strip off in the back of Michelle’s head, in a spot that would be hard to reach. Dena reached around and undid the buttons on Michelle’s blazer and pulled it off her before throwing it to the floor. Sara could only watch in her hogtied state and squirm against her own bindings. Michelle was now left in her tight fitting white dress shirt blouse. Dena picked up a silver roll of duct tape from the table and pulled Michelle’s arms behind her back and started to wrap the now familiar material back around her wrist. Michelle took her punishment as more tape was wrapped around her arms. “Stay there.” Dena ordered. Dena turned to Sara and pulled a scissors from her desk drawer. “I got a wonderful bonding exercise for you girls.” Dena hit a few buttons on her phone. “Bring Persephone in here.” She ordered as she cut away the hogtie and leg ropes that had bound Sara so tightly.
Persephone – a young brunette in her late teens – 19 to be exact was the company intern and was wearing a floral dress that went just above her knees.

“Wow! You got another few volunteers this week?” The intern asked. “No, these two need to be taught a lesson help me bring them out front.” Dena clarified handing the girl the silver duct tape. “You bring Michelle – I have Sara.” Michelle started to freak out. There were probably hundreds of people in their office building and they were going to just WALK THEM OUT – all bound up with tape! To make matters worse anyone could see the panties that pushed Michelle’s jaws wide open due to the clear tape. EMBARASSING!!! Michelle started to blush as she was led into the office space. People started to look and stare but continued to work. Dena probably did this weekly – crazy bitch of a boss! Michelle thought.

Persephone led Michelle and Dena led Sara into the elevator and hit the “L” for lobby. The elevator stopped at a few levels – each one people crowded in with the tightly bound and gagged women. They finally reached their floor and got out.

The walk through the lobby was just as embarrassing. Dena stopped at the security desk and asked for a few cardboard signs be made up – she gave the guard the details. Meanwhile Persephone led the two girls towards the front doors as Dena caught up.

They walked outside into the sunlight. Michelle winced from the brightness. Sara had not shut up the whole time they were walking out grumbling and bitching into her gag. “There should be fine.” Dena pointed at a light pole in the busy city street. Various commuters started as Michelle and Sara were placed back to back with the light pole between. Persephone and Dena went to work wrapping tape around the two - around each of their legs, their ankles and arms securing them to the pole.

The security guard from earlier ran out and handed Dena the signs. “Perfect thank you.” Dena said as she showed each of the girls their signs.

Michelle’s read; “I’m a naughty office bitch who likes to commit time card fraud and watch bondage videos at work while my friends tape the fuck out of me! Will you help and let me go?”

Michelle freaked out at this and grumbled into her panty filled gag various threats that couldn’t be understood. Her tight white blouse yanked against the tape binding her to the pole. Dena placed the sign around Michelle’s neck before showing Sara her own.

Sara glared at the sign in anger. It read; “I’m a lazy office bitch that likes to put my work on others and I help my friend with her on the job bondage fantasies. Will you help and let me go?” Her attempt to curse impacted by the tight gag in her mouth. Dena places the sign where it belonged.

Persephone grabbed the last of the duct tape and wrapped it around the two women’s gagged up faces multiple times. Securing their heads to the pole.

“That should do it” Dena said “let’s go back to work Persephone. Let these two work out their issues and maybe be a little more professional in the meantime. Sorry gals but I won’t have any time to release you today, but that’s what the signs are for! Good luck!”

Michelle and Sara both started squirming and fighting furiously against their bonds. Michelle in her tight business attire thought about how embarrassing this was - she learned to never be so career focused on a stupid promotion.

Sara twisted and struggled in her revealing gym attire and thought how HORRIBLE this plan had backfired!!! She knew they would be screwed if someone didn’t release them.

The two women fought in their duct tape bindings as passerby’s stopped read the signs, took selfies with the poor women, and laughed hysterically as they left the girls to their plight.

“Hmphhhh uhhhhhmppppp!!!” The girls would yell into their gags but everyone must have thought it was a big joke. It soon became lunch time and the girls were still taped to that light pole. Only now their coworkers on their lunch break came to snap the photos.

Michelle would never live this down and Sara was sure she was putting in her resignation the second they got out of this. The two women fought their bindings until 7PM that night when the security guard released them before going home.

Michelle and Sara never said a word as they parted ways but Michelle knew; “Paybacks a Bitch.”

[Deleted User 1665]

Great job! Can't wait to see them get revenge.

[Mouthless]

I’ve read this story before.

[Deleted User 2162]

I’ve read this story before.

Probably. Its been on my Deviantart for awhile. I'm going to start sharing those stories here.

[Mouthless]

No, I mean on this site.

tugstories.com/viewtopic.php?f=8&t=702&p=6215&hilit=Boss+Michelle#p6215

[Solarbeast]

[mention]Hojojutsutengu[/mention]. Yes, [mention]Mouthless[/mention] is right. It was posted on this site before, but because that poster has since deleted their account there is no true way to know who that person was. Even though the other story is still posted to this site, I am glad to see it posted again with an author behind it this time.

[Deleted User 2162]

@Hojojutsutengu. Yes, @Mouthless is right. It was posted on this site before, but because that poster has since deleted their account there is no true way to know who that person was. Even though the other story is still posted to this site, I am glad to see it posted again with an author behind it this time.

Ah. I may have forgotten i posted this before. I’ve rejoined a few times. (Shame On me I know) thanks for the FYI

[Solarbeast]

[mention]Hojojutsutengu[/mention]. There is no shame on you whatsoever, especially since we do not know if you posted it here before or someone else did.

[Deleted User 2162]

Coolio! Thanks for the headsup!

[OkDokey]

Nice story

[gaggedrock29]

Why don't these women exist at my office?!?! LOL