Jack's enjoying his new office surroundings after recently getting promoted to C-suite: corner office with a view of the river, plush furniture, a dream come true after years of laboriously climbing the corporate ladder. Still relatively young at 48, in great shape, full of testosterone, and sporting a nice, thick eight-inch cock, Jack's more than ready to assume his new responsibilities. And he's so ready to take on fucking the staff pussy... discreetly of course. It's one of the perks of being promoted to the C-suite, or so he's been told by his mentors.

His assistant, 44-year-old Diane, is in the process of going through a divorce from a real jerk of a husband. They have two adult children. Diane's in great shape, a real workout warrior, regularly in the gym, keeping her slender, curvy body nice and firm. She's also had a boob job done recently, probably because she plans to get back on the "market" after her divorce is finalized. The new set of titties is the reward to herself. Jack plans to soon christen her enlarged rack with one of his thick semen loads.

Two other staff members that Jack has his eyes on easily pass the 'boner test.' In fact, he likes to think of them when he jerks off at night, just before going to sleep. His huge cumshots are always the great thing about jacking off to those two!

Anna is a twenty-something young account manager. She's brunette, short, vivacious, and has a killer figure. Like Diane, she's well-endowed; unlike Diane, all natural. She loves to wear sexy business attire and looks great in heels. Jack wants nothing more than to drop Anna's panties and pound her senseless.

Hanna is the summer intern from the local college. She's Anna's cousin and her assistant. Jack always chuckles at the Anna/Hanna name thing; however, Hanna looks nothing like Anna. She's slender, long blonde hair, small boobed, tight-assed. Hanna looks like the classic college coed, a young fuck doll.

All Jack can think is, "I'm going to raise her tight ass in the air and fuck her hot little slit, then maybe even taking her, what I presume is, anal virginity away."

"So, where to start?" he muses.

Diane saunters into his new office to review some financial spreadsheets with him. He notes a subtle shift in her attire now that he's her boss. The blouse has one more button undone than usual, and her skirt is a bit shorter than usual. Also, she has heels on instead of flats, a good sign there. As she briefs him, Jack laughs to himself thinking, "Yes baby, soon your beautiful long legs are going to be spread wide on my fancy desk with big cock buried deep in your 'numbers.' Gives a whole new meaning to 'reviewing spreadsheets.'" After Diane finishes her presentation, Jack casually asks her if she'd like to get a drink after work.

"Are you asking me for a date?"

"More like a casual after-hours business meeting."

"Well, in that case, okay."

As Diane leaves his office, Jack swears she's swaying her hips a bit more than usual.

"Step one accomplished," muses Jack.

After work, Jack and Diane meet at a hotel bar a few blocks from the office. Jack notices Diane's breasts are riding a bit higher than earlier, a push-up bra maybe? She's also changed her blouse and skirt to something more casual, colorful, and playful.

"Hmm, she keeps a change of clothes at the office, interesting."

Jack and Diane talk shop as he works his game on Diane, slowly, however. He wants to subtly build the sexual tension up between them. Tonight's not the night to make a move. He wants Diane to go home and think about him, maybe even getting her vibrator out to masturbate to thoughts of him.

"I really liked your outfit tonight, Diane. Maybe wear something like that tomorrow to work?"

"Well, I can wear something similar, just in more conservative colors, if you'd like."

With that, he gave her a gentle hug, and they parted company.

And Jack turns out to be correct. If he could see Diane in her bedroom later on that night, he'd been treated to the sight of her legs spread, vibrator working her clit, plenty of moans, and before long, her hips bucking as she comes hard. It's the best orgasm Diane's had in quite some time. Now she really wants Jack's cock inside of her. She runs her tongue along her lips thinking about sucking, what she hopes is, a very well-hung boss.

The next day at work, dressed as he'd requested, Diane goes in to "review more numbers" with Jack. His cock hardens as he stands close to Diane while going over the spreadsheet. He's grateful his boner is hung up in his jockey shorts; he doesn't want Diane seeing him hard, not just yet.

Jack glances down at the back of Diane's skirt, noticing the faint outline of her panties. It sure looks like she's got stylish underwear on underneath her skirt, another good sign. Dressing the way he requested, to include sexy panties, looks like "indicators of interest" to him that Diane might be DTF-down to fuck, even today maybe.

"I like it when things are trending up," Jack says with subtle innuendo.

"It's hard to keep it up for long, but if we can manage it, it will yield lots of dividends," purrs Diane.

Jack gently rests his hand on Diane's ass after the way she says "dividends," she allows it to remain there as she continues her presentation.

Diane purses her lips as she "tries" to keep her mind on the numbers.

"How about we do lunch, Diane?"

"Okay, where?"

"A special place, I think you'll like it."

Jack and Diane go to a place with a secluded entrance that leads to a wonderful setting inside. It's very plush and has great mood lighting. The Maitre D escorts them to a secluded table in the back. The waitress comes up and Diane thinks, "This is no ordinary waitress," as she looks over the buxom blonde in a revealing white blouse, skimpy black bra with a bit of areola showing, black skirt, and black stockings. She sees Jack looking the waitress over with a hint of lust and it makes Diane horny seeing Jack getting horny.

"So, I saw you checking her out. Does she turn you on, Jack?"

"She does, if I'm being honest about it, but not as much as you, Diane!"

"Haha, flattery will get you...everywhere," Diane feels her pussy moisten as she says this.

After lunch, back at the office, Diane stops by for some more "going over the numbers" with Jack. Her vagina is already moist with anticipation of what might be to come.

"Will he make a move on me?" she wonders.

She's in luck. Jack decides it's time to "do a number" on Diane. His shaft is already hard and swollen with semen. As Diane leans into the desk reviewing the numbers on the laptop, Jack bends in close to look at them. As he does so, he places his hand on Diane's beautiful ass.

"Quite forward of you!" Diane giggles.

"Not as forward as this," as Jack presses his trousered hard-on against Diane's skirted butt cheek.

"Wow, that thing feels big," says Diane.

"Bigger than you think, baby!"

"Oooh, I like a man so confident about his manhood," she laughs.

That does it for her, she spins around, faces Jack, takes off her reading glasses, and lets him kiss her. Things heat up fast as their tongues wrap together in French kissing. Diane reaches down to unbuckle Jacks belt and lift his cock out. She now sees firsthand how big his penis actually is and gasps, "Wow, you're quite the stud Jack!" They both chuckle at this as she licks her lips and lets her fingertips glide down his thick shaft.

He wastes no time getting Diane out of her blouse, bra, and skirt. However, he leaves the sexy patterned panties on, heels too. He wants to enjoy sliding his fingers inside the fabric, teasing her dampening pussy a bit before removing them. Diane moans as Jack's long index finger glides over her glistening labia. Finally, he removes her panties, sliding them down her legs and over her heels.

He leads her now naked body to his big mahogany desk, plants her butt on the edge and spreads her legs. Diane's cunt is staring back at him, now all his to do with as he pleases. Jack fingers her, then bends down and thrusts his tongue deep into her hot pussy. Diane moans and presses her tits together, lifting and spreading her legs even wider for him as Jack goes to work on her clit.

While he's eating her pussy out, Jack's stroking his now engorged cock to near ejaculation. He pulls back just in time to preserve his load. Rising up from Diane's now soaking wet cunt, he momentarily pauses to get a condom out of his trousers, then has her sit up to wrap his cock. She expertly sheaths him, playfully snapping the rubber in place.

Jack lays her back on the desk, spreads her legs, inserts his thick head into her tight pussy. Diane grabs her tits and moans with pleasure as his fullness slides all the way in, balls flush against her lips. Then he starts to pump, slowly at first, picking up speed as he goes. Diane groans as she loses herself in the motion of his big prick.

"Fuck me boss," Diane murmurs, "Take me!"

They hump hard for a good while in missionary on the desktop, then switch into doggy position on the side of it. The view of Diane's upper body lying across his desk, her big breasts pushing papers and folders around as he moves her a bit every now and then to adjust his penetration angle, is a real turn-on and gets him pounding her even harder. Before long, her pussy is making that familiar fap-fap-fap sound as cock and cunt become one.

Diane just moans and groans between gasps of, "Oh god, oh god" as his bone mercilessly pounds her now completely dominated womanhood.

He eventually pulls out, pausing momentarily to stroke his cock while taking in the view of her rosebud and vagina stacked on top of one another, just waiting for him to enter. He considers whether he wants to try anal or not today but decides to save it for later. He doesn't want to do everything during this first fuck, wanting to leave something for their second fuck, and there will be a second one and plenty more after that.

Jack's makes a mental note to self: bring a butt plug and bottle of lube to the office for next time. He may have to train her ass a bit if she's never been fucked anally before. Who knows with these married, soon-to-be divorced, women and their weak-ass hubbys?

As Diane kneels on the floor, she removes his condom, with his big cock twitching its approval at being unsheathed. She begins sucking his rod fervently, slobbering all over his head, shaft and balls; spitting and moaning as she fingers herself toward orgasm.

"Damn she's good!" he muses, "This bitch is a real cock whore!"

With a yelp, Diane starts cumming, the site of her mouth contorted in an O-shape, hand wrapped around his cock, holding on to it like a handlebar, causes Jack to groan as he sees her lose herself in the pleasure of orgasm. This site causes his cock to erupt, with large ribbons of cum hitting her open mouth, as he quickly lowers his shaft and head to coat both breasts, having enough jizz left to "paint" both tits.

Diane moans and whispers, "Oh fuck, fuck that was good" as she runs her tongue along Jack's cock licking the residual semen off of it.

Jack raises Diane up and gives her a big kiss, then he raises up to her lips one breast at a time for her to lick his sperm up.

"Fuck, that was a big load," Jack muses as he admires the amount of semen momentarily slathered on Diane's tongue before she swallows it.

"Well, boss," Diane purrs, "What's next after this?"

Kissing her one more time, he slaps her round ass firmly and says, "Back to work."

"But one thing, Diane, we're going to be regularly reviewing your numbers together from now on. Come prepared. Dress appropriately!"

"Yes, sir!" Diane gives him a playful left-handed salute, scoops up her clothes, and heads to his private bathroom to clean up and change.

As Jack watches her ass swaying on the way to the bathroom, he thinks to himself, "One pussy down, two to go!"

To Be Continued