No; it earns her a spanking

“A good girl, might have that privilege,” I refuse to concede anything, “but you're a very naughty young woman. Did you or did you not just cum all over my face when I was sucking on your twat?” When Alison nods shyly, I smile and continue my domination of the lying secretary. “Do you know what happens to naughty young women in my company, Miss Miller?” She shakes her head nervously, but I'm pretty sure she knows where this is going.

“Naughty young women need discipline,” I tell her sternly, getting into this fantasy of having a pretty young employee completely at my mercy, “and you have a lot of misdemeanors to account for.”

“You can't be serious, Sir!” Alison protests are undercut by the way her ass is wiggling in the tight pencil skirt.

“Turn around, young Lady!” The way she jumps to obey the sharp command is very gratifying; we are well off the Harlequin script now and I like this much better than the vanilla version that had Alison so excited. This time instead of just lifting her skirt, I unzip it and slide it down her legs letting her step out of first the skirt and then the black panties. “Put your forearms on the desk, Miss Miller, and we'll see how well you take your punishment”

I've seen Alison's pretty little ass before of course, but I have to say it looks particularly fine with her in the dark stockings and high heels. I don't particularly want to hurt my young tenant, but I do want her to know she is being spanked so I swat her hard and often enough to turn her pale skin a nice rosy color. Her little yelps of pain are accompanied by a series of wiggles that indicate I've got the **** and frequency just about right. One of the things that has always tempted me about young women Alison's age is how smooth and soft their skin is, unlike my flesh that has all sorts of sunspots, wrinkles and coarse hairs growing out in odd angles, Alison's derrière is unblemished in any way.

It does not take long though before my palm is resting longer and longer on her ass between spanks and when my fingers curl into the widening gap between her thighs I am not surprised to find a trickle of moisture running down her inner leg. I step between her high heels and kick her legs open even more until they are a little more than shoulder width apart. With her legs spread like this the crack between Alison's buttocks widens enough that I can see the puckered star of her anus and the pink labia that mark her sex. The pose is so blatantly sexual that there can be no doubt about what is going to happen next.

“I thought you said you were a virgin, Miss Miller.” I growl cruelly, rubbing her sex with my fingers and gently thumbing the little strip of skin between her pussy and anus, “It looks to me like you're nothing but a randy little slut.” Clearly my young tenant has never had a man finger her perineum like this and when the ball of my thumb strokes against her puckered ass she jerks in a mixture of alarm and delight. Mostly though, I concentrate on the other end of her dripping slit; it is to early in this relationship for any kind of anal penetration, but it never hurts to get her used me expanding the boundaries of her erogenous zones. “Only a bad girl would get off on having a man spank her.”

“No, Mr. Patterson!” Her denial only makes me want her more, “I really am a good girl, please don't make me do this.” I cannot even begin to tell you how good it feels to have my hand wedged into the gap between her smooth thighs with my fingers teasing open her petals. Alison's wicked portrayal of the innocent young secretary who is being **** well out of her comfort zone is spot on. She knows she should stop me, but can't find the strength to deny her demanding boss. By now I'm more than ready to finish this shared fantasy with a bang and judging by how slick her labia are she wants this as much as I do.

“You might be a good girl right now, but certainly not for much longer.” The rasp of my zipper opening sounds particularly loud in the empty office building as does Alison's whimper when she realizes what is about to happen. I wonder briefly if Walt ever had the chance to fuck any of his elegant secretaries on this desk like I'm about to. Neither of the two receptionists I remember from my visits were anywhere as young and hot as my Miss Miller, but they were fine-looking women and I wouldn't be surprised if one or even both had ended up bent over his desk just like Alison is now.

“Is this how you'd take that poor secretary, Mr. P?” Alison momentarily drops her roleplaying when she feels me positioning my cockhead in that gap where my hand has just been. “Would you really deflower her like this, Sir, where she can't do anything but clutch the desk as you open her with your swollen member?” She lowers her tits to the smooth wooden surface and grabs the far end of the desk even as her ass wiggles in anticipation. “Of course you are. What man wouldn't?” She cranes her neck so she can look back at me wide-eyed and eager. “Are you going to be gentle with the innocent Miss Miller, or are you going to make her squeal as you tear her open?” Before I can get a chance to answer, Alison has reverted back to the role of the secretary from the Harlequin.

“It's too big!” She's responding to the feeling of the thick bulb pushing into the tight young slit and the heat from her pussy as it stretches to accommodate my size makes my cock throb painfully. “Please don't do this, you'll ruin me!” This is of course bullshit, a woman is not ruined when her hymen is ruptured but that isn't the point of this little scenario. The taboo element that has us so fucking excited is the power difference between the billionaire and his innocent secretary who has **** but to let him take her most cherished treasure.

Really the only thing that remains to decide is the question she posed to me just seconds ago. Am I going to be gentle with my **** virgin, or do I want to drive in as hard as I can.