My Boss

Story Info
When your boss loves bondage.
2.3k words
4.42
31.7k
24
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
raj2842
raj2842
201 Followers

I work in building operations, which basically means, I work maintenance in a high-rise building. Which is not too bad, I get to dabble in just about everything...electrical, carpentry, plumbing etc... a jack of all trades master of none type guy.

The people I work for are decent for the most part. They realize running around a building keeping everything working.

My boss is Tiffany, she is cool. She is about 5'7", red hair, has what I would assume are some decently big breasts (she keeps them covered well), legs that do not stop, and a butt that always seems to be forcing her skirts/pants to strain just the right amount.

I get called into her office a good amount, not a lot but enough for us to have gotten to know each other. She is 35, never been married-that sort of stuff. When she calls me in, it is usually a legitimate problem, rarely is something like turning it off and on. However, that changed one day.

"Patrick, can you come to my office, I don't have any power and can't get any work done"

"So, you're telling me that you want to do work?" I banter back," sure thing, let me look at the breakers then I'll be up."

"Thanks," Tiffany said.

Breakers turned out to be fine, time to go to her office and see what is up.

As I walk in, I realize something is new. Usually, she would wear clothes that covered her chest nicely, but today she was wearing a white button-down satin blouse, that sure looked like it was a size too small, and a couple buttons undone that showed enough of her pale smooth skin, and cleavage to get the imagination going. Then I noticed that her office was quite warm.

"Dammit Tiffany, can you get it any hotter in here?"

"Well...I could always take off my shirt..."

I swallowed hard, was she serious or was this just some mindless banter? I countered, "As fun as that sounds it might make it a little difficult to any work."

She just raises an eyebrow.

"Anyways, since some of us actually have to do work, where is your thermostat?"

"Hmm over there on the wall."

As I walk of to it, I feel her eyes watching me, something was different today.

"Well, there's one problem...batteries are dead. Easy fix. Now besides you and the AC, what's not working?"

"My computer, printer... everything on my desk...nothing turns on, and yes I've checked to see if it's plugged in," she said with some sass.

"Ok give me a few minutes and I'll see what I can do."

As I walked over to the outlet to check the gfi, I could feel my boss just staring at me. It felt as though she was the predator, and I was her prey.

I checked it out anyways and it was fine.

"You wouldn't happen to have either a power strip or a surge protector around here, do you?" I asked.

She peered over her glasses at me, "Actually I do...right here under my desk."

Had she just grinned a little as she said that? Was it something I perceived or was it real? Regardless of it looked like I was getting on my hands and knees and getting under her desk.

"If you could let me squeeze under there to take a look at what's going on."

She giggled a little, "Sure thing."

As she rolled back from her desk, that was when I saw what she was wearing. Not only was she wearing a satin blouse that was too small, and an extra button undone. She was wearing a tight black leather skirt, that was rather short. It stopped about six inches from her knee. As I looked more, I could tell she was either wearing black pantyhose or black stockings, but I could not tell, and to top it off she was wearing calf high black leather high heeled boots. I audibly gulped.

"Are you going to stare at me or are you going to work?"

I blushed, and said, "I wasn't staring...I was uhhhh thinking." The got on my knees.

"What were you thinking about?"

I cleared my throat," oh the usual...life, liberty, the pursuit of happiness..."

Tiffany responded," Yeah...whatever makes you sleep at night." Then she slowly crossed her legs causing the already high and tight skirt to get higher and tighter.

I crawled under her desk trying desperately to focus on the job at hand and not think about my boss, and that her legs were mere inches from my head. I was so close I could hear the shear fabric rubbing against itself, and the creeping sounds her leather skirt was making on the leather chair. It was HARD to concentrate for multiple reasons.

"Found it! Looks like the cord to got nicked, easy fix."

"Already? I was hoping you'd be tied up with it a little longer..." she said with some seductive emphasis on "tied up".

I turned around to say something smart, but before I could say anything I saw that she had her skirt up higher so that I could see the answer to my question. Stocking, that is what she was wearing, with a garter belt.

"Do you like what you see, or are you thinking about life, liberty, and all that crap?"

I stared at her legs, where her smooth pale thighs met the lace trim of her stockings.

"I'll take that as a no.....so I bet you wouldn't mind this then?"

She swiveled her chair so that her knees were in front of me. Slowly and deliberately, she uncrossed her legs, and slid her hands down to her knees. Then she open her legs and I could see black garter belt match her black panties. She took her hand and grabbed my hair at the back of my head and brought me in close, so that my chin rested on their chair, my nose was just out of reach of her crotch, with her legs barely rubbing me ears, and her luscious smell filling my lungs.

"You like this, don't you?"

All I could do was nod.

"You want this, don't you?"

"Yes"

"You'll do just about anything for this, wouldn't you?"

"Yes"

"Good!" She pushes my head away and looked down at me," don't be sad, we can't do anything at work, I have stuff I need to do, and besides this room isn't soundproof. With the sounds I'll have you make; someone could get curious and come in."

She reached over to her desk and wrote her address on a business card and then stuck it in the front of her panties, just so that a small corner piece was sticking out.

"This has my address and the time you will be coming over tonight...get it if you can."

I reached up with my hand and she slapped them away.

"No touching."

The she reached into her desk drawer and pulled out a pair of handcuffs.

I finally kind of snapped back to reality," woah you keep handcuffs in your desk?"

She stopped for a second raised an eyebrow and said," Yeah and you don't? Put your hands behind your back."

I was too deep in it and too turned on to do anything other than comply. She reached down handcuffed and put the keys on her desk.

"Ok why don't you try again...this time with your mouth."

I started to inch forward...but I guess it was too slow because she then forcefully grabbed my head still and wrapped her legs around my head pulling me in close. My nose now rubbing right up against her panties. I kind of paused just taking it all in... under my boss' desk, handcuffed, her hands on my head, her legs wrapped around my neck, my nose just touching the front of her panties.

"Well...I'm waiting."

I started wiggling around trying to get a good angle to get to the card that was nice snug between her creamy smooth skin, and the shear fabric of her panties. It did not help that I was handcuffed, and it certainly did not help that Tiffany was teasing me. At time she would tighten her legs around my head so it could not move then other time she would use her thighs and push me away. I fought and struggled for what seemed like hours. I could tell Tiffany liked by some small moans she would make when she would clamp her legs or when I had the chance to look up, I would see her arching her back having her breasts push out putting more strain on her shirt, licking her lips. I will not lie; I too was enjoying this as well.

There was a knock on her door, "Tiffany, I need to talk to you about the budgets."

She simultaneously clamped a hand over my mouth, opened her eyes, and yelled back, "Just one second, I'm on the phone."

She then looked down at me with one hand over my mouth, the other gripping my hair, and with her legs wrapped around my head, "Don't you dare a make a sound."

With the she let go of my head with her hands but left her legs. She then grabbed a hold of her desk and pulled herself in. Pushing me back farther underneath. All the way until I was pinned between the back of her desk and her body.

"Alright I'm off the phone, come on in"

The other person came in the room, and they started discussing boring number stuff. It was obvious that it was going to take a while. So, I figured I would work on my original task.

The corner of the card was still sticking out, so I figured that I would just reach up grab it with my teeth and be done. I slowly and quietly moved a little to try to get the angle I needed but was met with Tiffany tightening her legs and keeping me right where I was. Then I tried to use my chin, but that would not come close. Illy last idea was to use my tongue. I stuck it out and barely touched the front of her. Her body jolted a little in surprise, but she did not do anything to hinder me. I had to feel around to find the bottom of the card. I used my tongue flat at first trying to move it up but that just seemed to make turn Tiffany on. So, I then tried making my tongue into a point to get the bottom of the card and push it up and out. Now remember the card is kept tightly between her panties and her pussy. So, every time I went to move the card, I was essentially licking her pussy. The card began to move, and as I got higher, I licked higher. When it was just about out, she brought one hand down and grabbed my hair and pulled me in close and tightened her legs even more so that I was surrounded by flesh and could only breathe in her pussy. It did not feel like she was going to let go anytime soon so I just started to lick her through her panties.

She kept me like that for a few minutes while she finished with her meeting...somehow, she kept her composure the whole time.

The person that had come in and was talking finally left. As soon as the door closed her legs loosened around my head, a little. She backed out from the desk a little, pulling me with her.

She looked down with a wicked smile, "Well I do hope that was as fun for you as it was for me."

All I could do was nod.

"Good! Because you will be doing that much more. I see you got the card out of my panties so now you'll know when and where to meet."

"So, you're got to uncuff me?"

She picked up the keys and seductively ran them across her lips," maybe.: maybe not. First..." she trailed off and then she reached into her drawers again and pulled out a scarf.

"Are you going to tie me up more? I already cuffed, between your legs, under your desk."

Tiffany looked down at me, then started wrapping the scarf around my eyes, "Now you're cuffed, between my legs, under my desk, and blindfolded."

The she forcefully grabbed my head and with a hiss on her voice told me not to move. She removed her legs from my head and backed off a little. I heard some zippers and rustling...could she be taking off her boots? Were we going to have sex in her office? My

Mind began to race with the different scenarios that could happen. Then I heard more zippers. I was totally lost at what she was doing.

I could feel her get close to me. I felt her breath on my lips. Then she oh so gently ran her tongue on my lips. I opened my mouth to kiss more when suddenly she started stuffing something in my mouth, and when it was fully in, she began to wrap something else around my head that secured the gag in my mouth.

"Mmmmmm mmm mm"

"What's that, you seem a little bit gagged," she whispered into my ear then licked it.

"So, here is he deal, Patrick, I'm going to leave you the keys to unlock the handcuffs. I have left the card, a 'gift' for you on my desk, and some instructions for you. If you follow them to the T, then we are going to have a great weekend. I am

Not going to spoil it but it going to involve some nice food, lots of a while, and a safety word we will agree upon, that depending on how turned on I am, I may or may not.... hear"

She came down and planted a long, sloppy kiss with tongue on my gagged lips then said, "There's only one catch.... you have to find the keys first."

I heard the keys jingle, then something hit the wall. I heard her get up.

"Don't leave me waiting too long."

Then she left and I listened to her lock the door and walk down the hall.

raj2842
raj2842
201 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
3 Comments
AnonymousAnonymousover 1 year ago

Interesting premise.

But there's really no sex, save a lick to her panties.

It stopped just where it should have gitten interesting.

Three stars.

AnonymousAnonymousabout 2 years ago

Another fantastic story or rather a great build up to a fantastic story. You really should finish off every story. You could ne one of literoticas great authors as far as I'm concerned.

Share this Story

Similar Stories

Femdom Between Friends Ch. 01 Office friends discover their darkest secrets are compatible.in BDSM
Stranded Myself in Self Bondage Stuck in self bondage, a guy needs his cute neighbor to help.in BDSM
After School Special Todd's mistake gets surprising results from Miss Ross.in Mature
Caught in Self-bondage Ch. 01 Carolina caught me in self-bondage.in NonConsent/Reluctance
She Claimed Him Older dominant female claims her submissive male colleague.in BDSM
More Stories