I walked back into my office, and my boss, Diana, was standing waiting on me, Diana and I get on great, well usually, and while she was technically my boss, we have a very relaxed manner with each other, and very little she ever said to me was taken seriously, it was just the relationship we had with each other, I had been at the job long enough to know what to do and how to do it, and she generally left me to it, anything she needed to be done, she knew I would get done for her, and the very odd occasion she needed to be serious... well I knew when she was being serious.
Her being in my office waiting on me didn't shock me at all, I just figured she was either in for one of her general chitchats, which probably took up a good quarter of my day, or was in to ask me to pick something up for her, which chances are I had already on my radar, or else was already done.
"Where the hell were you, I needed you like five minutes ago, the formulas are messed up and I need them sorted now."
"Gee, sorry Di, I was taking a break why don't you just chain me to the chair sure," I say as I sit down and start to pull up the sheet she's talking about, to see what is wrong with the formula.
"Oh don't you go giving me ideas mister, you wouldn't want to know what I'd do if you were all chained up to that chair," she quipped back, just the normal banter that we seem to be having more and more frequently recently.
I laugh out loud, "that sounds like a real fun challenge there Di, you just make me work late some night and you never know your luck I might just let you chain me to the chair and do whatever you please, the formula is fixed, somebody changed a couple of cells about, no idea who or why they would, but hey easy fix."
"Thanks, Z," Diana starts to walk out of my office, "Oh, and be a dear, and get me a cup of tea please."
I can't help but laugh at this and start to get up, "Sure, what did your last slave die of."
Diana gives me a sultry smile, licking her lips lightly, "Oh far too much pleasure, and I'll leave what kind of pleasure up to that wonderfully wicked mind of yours," and walks back to her office.
I shake my head and laugh to myself, as I go and make her a cup of tea, I really didn't quite know what to make of the interactions with her recently, I mean I have always found her to be attractive, I mean who wouldn't 5ft 4 shoulder length brown hair that she constantly wore down, piercing green eyes, and while she never dressed provocatively, she seemed to have a wonderful figure, that I would be lying if I ever said I hadn't imagined what she would like naked.
I would of never in a million years think that she would have been interested in me, I mean...I'm a good 15 years older than her, somewhat overweight but not in an obvious way, but recently the flirting and teasing have become more intense, and a lot more frequent, and she has been finding more and more excuses to be in my office.
I sigh to myself and take the tea and lightly knock on her door, before opening the door, "tea's ready mistress," I say smiling at her setting it on her table, "I'll be my office if you need anything doing to you....er sorry for you" I say shooting her a mischievous wink with the deliberate slip. I do like teasing her and flirting with her and feel like until she says something no harm no foul and walks out laughing to myself.
The next day when I come into the office I have to take a 2nd look, ok being honest a 3rd or 4th look at Diana, cause a 2nd look at her is a fairly common occurrence, normally she dresses very conservatively, jumpers, high neck tops, and always in jeans or trousers. Today for whatever reason, she was in a blouse, while still buttoned up to where she was not showing anything, it was a marked change to how she normally dressed, but the biggest change was she was in a skirt, plaid just above knee length, with stockings on, and for a real change she was wearing makeup. Something that in the 3 years we had worked together I could probably count on one hand the number of times I had seen her wearing any, and I could never remember her wearing a skirt, I have to say, she looked amazing.
"My, my, my your looking well today Di, got any nice plans after work," I say smiling walking past her.
She looks over at me and smiles an impish smile "Well it all depends, you never know what might come up between now and then."
Work seems to go a lot slower today partly cause Diana is constantly finding excuses to come into my office with different bits and pieces of work for me to do, and well after she leaves it is a good five or ten minutes before I can get my head out of the gutter to focus back on work, the intensity and the frequency of the flirting is at an all-time high, and well its getting harder and harder to stop fantasies flying through my head.
Just as I am finally getting finished the night, with plans to go home and ashamedly take care of myself, Diana walks into my office and leans over the desk, I can see immediately that she has opened a couple of buttons on the blouse to where I can see some cleavage, and I immediately feel myself getting hard, I don't know why but well I've fantasized about this kind of thing happening often enough I suppose it was an ingrained reaction.
"Hi Zack," she says smiling, "Would you mind being a real dear and working late tonight, I have something that I would love your help taking care of."
"Sure Di, you know me, eager to please in any way I can," I say, thinking to myself that it will just give me more images for my bank later that night.
"Oh good," she says and hands me a credit card "head out to Jimmy's and get me the Number 2 special and get yourself something to eat as well," she says as she turns around and starts to walk out, stopping at the door to turn around to add, "and get us a couple of drinks as well it could be a long hard night."
I hoped that she hadn't caught me unashamedly looking at her ass as she walked away, something I always did, but in that skirt, it for some reason was even more eye-catching
I wasn't 100% sure what her plans were, while working late wasn't normal, it wasn't abnormal...but being sent out for food, that was totally new, normally when working late it was a case of sort yourself out if it was after a few hours, plus generally any time work needed done late she was first out the door.
When I got back, she called out to me, "I'm in your office, bring the food in with you," I didn't think anything of this, Jimmy's was a burger joint, finger food if there was ever finger food. I went for the number 2 special as well. To be honest it was my usual from Jimmy's anyway so was a pleasant surprise when it was what she wanted as well.
I walked in and took me a second or two to realize she had music playing, and it happened to be one of my favorite songs just finishing, I was wondering if she had put on one of my playlists, but while I recognized the next song starting, I knew for a fact it wasn't one of my playlists.
I then realized that she was sitting on my deck, my monitors had been wheeled away from the deck, and the laptop and keyboard had been set away leaving my desk clear. I naively thought that she had cleared the desk till we eat, and would reset it for work once we were done.
I walked around setting the food beside her and went to sit down when I noticed that handcuffs had been attached to the legs of my chair, I wasn't sure where tonight was going to head or what her plans were, but I was very excited to find out. I stood at the chair before sitting down and said, "So are you going to finally show me what you would do if I was actually chained to my chair, or are they there just to tease me even more Di."
Diana slipped off the deck smiling sweetly, "well why don't you go ahead and chain yourself up and we will see what happens," she said, moving the food back and leaning almost bending over the deck, to start taking the food out of the bag. She looked behind her to see me looking at her ass she smiled, "come on, chop chop, sit down and get them legs cuffed up mister," she said turning back around to finish sorting out the food, "be a good boy and there will be plenty of time to ogle me later"
I can only gulp at this, I have wanted this so often and have dreamt about this so much I almost have to pinch myself to ensure that I not dreaming, I sit down and reach down to close the cuffs around my legs, leaving me attached to the chair that it would be near impossible for me to walk off anywhere, I could still stand...but that would be about the height of it. I wondered what her plans were for my arms as there were no cuffs about for them, so I ask, "I getting to keep use of my arms or do you other plans to keep them occupied mistress Di?"
"Well now Z, you will need your hands to eat, and to get any kind of work done won't you." She replies
We eat the burgers quickly, she sits on my desk during this time with her feet lightly resting on my thighs, the skirt riding up slightly, not enough to let me see her panties, but enough to show a lot of her thighs, and again I feel myself getting hard.
