Summary: Voluptuous 18 year-old office flirt Jenny in stockings and garter belt, helps her boss make a decision, and she learns of another woman wanting to meet her for a lesbian encounter.
Tuesday arrives a week after Jenny's 55 year-old grey haired boss says he will discuss giving her a substantial pay rise. He gives her the day off so the staff will not get suspicious of her lingering back late. The women there are already very jealous of her and wish she's get a job somewhere else.
She is to turn up at 6 pm, late enough for the office to be well and truly closed in case any staff member is delayed getting out of the place. Jenny uses the day to carefully prepare for her vital meeting.
She thinks wearing something very executive looking might be the go instead of her usual prick teasing mini skirts that only just cover her firm shapely buttocks.
She wants to be alluring as possible to make him more generous than he might want to be so she decides for sheer stockings and lace garter belt, something she figures any good secretary close to her boss is probably wearing.
Returning home she tries on the sheer pale blue stockings set. Very raunchy, she thinks. Her choice of g-string panties she bought from an adult store is a brand called Daddy's Girl It is skin coloured ultra fine silk that when stretched tight becomes almost see-through.
It fits very tight either side of her well-developed outer vulva lips, pushing the hot centrepiece of her pussy into a prominently upraised position that strains her crinkled vagina lips and well formed clitoris into the flimsy silk as though it could burst through. Now that, she thinks, is stunning; it stirs the undercurrent of passion deep wwithin her.
She knows her boss Raymond is fascinated by her natural beauty, especially her 38-inch firm breasts that turn upwards slightly at the points where her thick two-inch high puffy nipples really stand out behind her transparent bras and white cotton blouses in normal office hours every working day.
Her penchant for showing off her long shapely legs in mini skirts and provocative blouses with such deep low cleavage never fails to enrage the other female office staff where to them, she is the office junior The older women wish the boss would fire her for being so cheeky.
This Tuesday she chooses a new bra to match her sexy panties. It is also skin coloured but made of sheer lightweight nylon with holes where the nipples are exposed.
It fits so perfectly and seems made for her own big puffy points as they jut out aggressively. like something from a 3D artist's handbook. She paints her nipples for a richer and more lustrous appearance. It definitely heightens her sexuality Her natural lipgloss matches her Latina complexion but gives her mouth a sexy moist look around her well-formed lips
She dons her two-piece navy business suit purchased from an upmarket boutique. The skirt zips undone from the back and comes halfway to her knees. The top is made of matching navy with a button up front that goes right to the neck.
For the first time in her office life, Jenny is actually fully covered. No low cleavage, no exposed thighs or see-through blouses. What will the boss think, she wonders as she clips on her tiny ankle slave chain, neck chain, bracelet and ear rings and finally her matching high heel shoes.
Arriving at the office just after 6 that day as arranged, she is ushered into the boss's office where she spies a bottle of champagne in an ice bucket and two flute glasses.
Raymond stands back astounded at his new look junior. The well-endowed teenager has suddenly become the executive look businesswoman – at least that's in his mind at first glance.
"You look splendid Jenny, I haven't seen you before looking so er, business-like."
"Well sir, now your secretary Marilyn is leaving to get married and move away I expect you will be advertising for a new secretary an maybe, just maybe, I could be her." Raymond looks her in the eye and says "Jenny, I've been thinking about that too, but there are certain skills like shorthand and financial things that you haven't mastered yet and..."
Jenny looks sad for a moment, suddenly realising that despite how she is dressed, he will still see her as the office junior "Let's have a drink while we're talking anyway," he says and pours her a glass of French champagne.
After a second glass and small talk the boss says he is considering making her his personal secretary if she qualifies and leave an older secretary to do the shorthand and other stuff that requires several more years experience.
"What does a personal secretary do then?" Jenny asks innocently. "Well mainly just to be there on hand in areas of confidentiality. A boss has to trust someone implicitly and he takes that person away on cross border business trips involving air travel and staying in penthouse hotel suites. Sort of like the Pretty Woman movie, he jokes, but I'm not Richard Gere unfortunately."
Jenny's mood picks up. "Gee, I could do that, if only my stepdad doesn't mind me being away for a while if the opportunity came up." My daddy is pretty strict with me since he raised me on his own after mom died, he's made me into the woman I am today."
The boss pours Jenny a third glass of the champagne and says, "Your daddy will be proud to know you are being promoted because your work is very good. Let's toast the prospect you could soon be my personal secretary and perhaps accompany me on a very important business dinner soon where I hope to close a very big deal I've been negotiating for months." Jenny's eyes light up and she swigs down the bubbly without further hesitation.
"And tell me, how does a nice looking executive personal secretary like my Jenny dress for the office before she puts on her outer suit? Is she conservative as the outside looks," he asks half seriously.
Jenny is already imagining she could soon be like Julia Roberts and the boss like Richard Gere. After all, she thinks, I've got the hair colour and a body just as sexy as her.
"Oh sir, you are so cute. When you told me you were considering giving me a substantial pay rise I just had to come to the meeting dressed sort of businesswoman-like rather than turn up in my usual mini skirts. I will show you if you promise not to tell anyone."
"Go ahead Jenny, you have my word, here let me unzip you at the back". Jenny ducks into his adjoining small bathroom instructing him to shut his eyes until she comes out again. She takes off the skirt and matching top that goes to her neck and returns to his big office dressed in only her bra, g-string panties, stockings and garter belt with navy high heel shoes that matched her outer clothes. "Open your eyes sir, here is your new personal secretary – I hope."
It is not what he is expecting; it's more. His eyes light up as he looks up at her from his lounge seat chair, a stunning sight He doesn't know what to look at first – he's never seen her in stocking before especially sheer nylon with its lace garter belt. She twirls around slowly as if on a catwalk and he gets a good look at the shoelace string g-string running up between her bare cheeks and the front view literally lifts him out of his seat.
Beneath her exposed and projecting hairless mound of Venus her skin coloured sfine silk woven panties grip her outer pussy lips so tight both the already smooth labia are squeezed in from each side and accentuate the high shaped curve of her complete vulva as it sweeps down in a graceful arc between her thighs.
The boss can see this is a tight fit with the vagina and clitoris areas crammed so tight they leave nothing to the imagination. Her painted, upturned thick puffy nipples seem as though they are bursting through the designer holes in the tips of her sheer bra. The boss is almost speechless as he also does a quick bit of navel gazing around the flat stomach of her trim 22-inch waist.
"Jenny, you are beautiful. Do you, know, it is my ultimate fantasy to have a secretary come into my office dressed in skimpy underwear, high heels and sheer stockings. I did not expect this. Here, have another drink and let's celebrate you making a big impression. Please walk around the office for me and let me admire you just the way you are. Just imagine it's a normal working day and I call you into my office."
Jenny walks out the door and re-enters with innocence written all over her face and says coyly: "Sir, here are the reports you are waiting on. Would you like me to stand her while you take a good look at them?" Jenny cheekily cups her hands under each breast as though she is talking about her body, not some imaginary business reports.
She knows her boss is agog at her natural beauty and she wonders where this will end. She feels randy and wishes he could make this all very worthwhile.
She is on her fifth glass of wine now and she feels very liberated as Raymond beckons her to sit on his lap while he discusses her pay rise, her new position and the benefits of working for him in a more personal way.
She plonks her bare bum on his lap and without thinking, puts one arm right around him. Her nipples press into his silk business shirt and he can feel them against his skin. He can't take his eyes away from them, they command his attention with such prominent mounds jutting out one an a half inches from the satin smooth light brown skin of her breasts. This is a dream come true for the greying business owner.
He gathers himself, reminding who's in charge here. "Jenny, first the downside then the upside. The downside, if you can call it that, is that as you are only 18 and by office seniority by age you are still the office junior. There is still so much to learn. The upside is that I am making you my personal secretary, answerable to nobody but me."
Jenny throws her arms around him and hugs Raymond and their lips almost meet. "Sir, I will not let you down, you don't know how much this means to me."
"Jenny, I haven't finished and when I finish you must take notice that your pay, your extra benefits and your title are commensurate with you meeting my terms and conditions. If you do, the job and conditions are effective tonight."
"Jenny is swooning at the prospect of feeling important – like Julia Roberts was to Richard Gere in Pretty Woman, the movie she sat through four times. The difference is that in the movie, thinks Jenny, she was a hooker and I am a personal secretary in a big city office.
Raymond empties the second bottle of champagne and hands her the top-up. "Your salary will increase 500 per cent and I will provide you with a BMW cabriolet, fully insured and maintained by the business as long as you stay with me."
Jenny almost chokes on her drink and splutters at what she heard. "My God, are you serious sir, you will provide me with a European sports car?"