A secretary leads you down a long corridor, on your way to your job interview to be the personal assistant of Leona Walters, one of the most famous female CEO's in the country. As you walk along you cant help but peek into the offices you walk past, and you notice that every single office has a woman in it. This is also true of all the office workers you see walking past. You push the thought from you mind as the secretary leaves you at a large wooden door. You knock. "Ah good you're here. Come in, why don't you take a seat and we'll get started?"
Yes ma'am
"Well aren't we feeling nervous? Don't worry I won't bite...harder." She winks at you as she takes her seat behind the desk. She gestures for you to sit in a chair opposite her, and then begins to ask you some questions about your past experience and qualifications.
"Now then," Leona continues after a few minutes of questioning, "let's see...ah yes! What do you think is the most important quality in a personal assistant?" She pauses briefly, eyes narrowed thoughtfully.
Um... W-well... The most important quality, in my opinion, is the knowledge of what the CEO needs at whatever time, and um...
"Hmm..." Leona replies thoughtfully. "That's certainly one perspective. I suppose it's important for an assistant to anticipate their boss' needs, yes." She studies you carefully for a few moments before continuing, "...And how would you handle it if your boss...was female?"
Well, I'd handle it just like a male boss. I'd keep it professional. U-unless the female boss in question wanted that to change... B-but only when not at work I feel a blush start to creep up my cheeks
Hmmm..."Leona raises an eyebrow at that answer, studying you intently. "I see...So you wouldn't have any problems working for a strong female CEO? Because I can assure you, I am very much in charge here. This company practically runs itself with the incredible team of women I have surrounding me."
"Let's see..." She suddenly says, standing up and walking around to the side of her desk. "I think we should perhaps move on to a more...hands-on part of the interview." Without warning, she reaches out and pushes you backwards, forcing you down onto your hands and knees on the floor in front of her desk. Your heart begins to race as she kneels beside you. "Just so I'm clear," she whispers in your ear, breath hot against your skin, "are you sure you wouldn't have any problems working for me?"
N-none, Ma'am... My entire face flushes bright red at the sudden contact n-none at all...
"Good." Leona leans down and begins running her fingers through your hair, massaging your scalp gently. "Now, I want you to be honest with me...about everything. Do you have a small penis?" She asks the question casually, as if it were no big deal.
U-um... Y-yes... It's really small...
Ah I see...Well, that won't be a problem at all." She leans in closer, studying your face intently. "I actually have quite the fetish for small penises," she whispers, breath hot against your ear. "In fact, most of my employees are women because I find them so much more...manageable." She bites her bottom lip thoughtfully before continuing.
"But don't worry, sugar," Leona says with a reassuring smile, "you'll be well taken care of." With that, she reaches down between your legs and begins to stroke your tiny penis gently through your pants, causing you to let out a quiet moan.
"Hmm..." She hums thoughtfully as her fingers work their magic, "It's certainly cute. And quite sensitive too, I see." Leona pauses for a moment, considering something, before she pulls her hand back and tugs at your belt, undoing it easily. "Stand up, sweetheart," she says, guiding you back to your feet. "Let me take a few photos of my new little pet..."
I cling to Leona nervously p-pictures?
Why of course! After all, I wouldn't want anyone to think I wasn't taking good care of my special little plaything now, would I? Now come on, strike a pose!" She grins wickedly and gestures for you to stand in front of her desk as she readies her phone camera.
P-please... D-don't... I-I'm not sure if I...
Leona laughs softly, stepping closer to you. "Oh come now, darling," she coos, reaching up to stroke your cheek with the back of her hand, "I've already seen everything there is to see. And besides...I rather think these photos will end up being quite nice to look at." She cups your face in one hand and brings you close enough that their breath tickles across your lips. "Wouldn't you like me to take some photos of us together, for our special secret album?" Her voice is barely above a whisper now, her eyes searching yours for any sign of resistance.
If you're in them... A-and no one else will see them... I-I guess it's f-fine...
"Oh excellent!" Leona exclaims, the genuine excitement in her voice causing goosebumps to rise on your skin. "Now turn this way, just a bit...that's it." As she takes the photo, she leans in close enough that their breath mingles once more. "Mmm..." She murmurs against your ear, "...You smell incredible. I think we're going to have such fun together, sugar." With a satisfied sigh, she pulls away and takes another photo from a different angle before finally stepping back. "There! All done. You look simply lovely in those photos, don't you think?"
I stick my hand into Leona's pussy
"What are you doing?!" She exclaims, stepping back in surprise as her hand flies away from her crotch. "I didn't give you permission to touch me like that!" Her eyes flash with anger and her cheeks flush slightly. She takes a deep breath before continuing, calming herself.
"Now then," she says more calmly, "perhaps I was too eager to play. It seems you need some training first. If you ever touch me without permission again, you will regret it. Do we understand each other?"
S-sorry... I-I thought... N-nevermind...
"Now then," she continues after waiting for you to regain your composure, "let's get back on track. As I was saying, you will need some training in order to properly serve me as my assistant and personal plaything." She smirks slightly before continuing, her voice taking on a more stern tone. "And I expect complete obedience from you at all times...understood?"
I-I'm sorry...
Ah good. Then I believe it is time we begin your training. Come over here, sugar." She pats her lap invitingly. "It's important that you learn who's in charge from the very beginning." As you hesitantly climb onto her lap, Leona wraps an arm around your waist and pulls you close, her other hand settling on your upper thigh.
"Now then," she whispers into your ear, "let me show you what happens when you disobey..." Before you can react, she squeezes hard, eliciting a small yelp of pain from you. Her grip is surprisingly strong for someone who looks so delicate. "That's right," she says with a chuckle, "I have quite the hold on you. You will never be able to escape my grasp...unless you please me."
She releases her grip slightly before giving your thigh another squeeze, this time not as hard but still enough to cause pain. "See?" she says with a wicked grin, "The power is all mine." With each passing moment, her touch becomes more and more demanding, testing the limits of your endurance.
I kiss Leona in an attempt to appease her
"Ah..." Her eyes flutter closed as you press your lips against hers, the sudden sensation causing her to arch back slightly into your embrace. She continues kissing you hungrily for a moment before pulling away and giving you a satisfied smile. "Very good, sugar. I can see that you have potential."
"Now then," she says with a grin, "let's start with something simple...kiss my neck." Leona turns her head slightly to give you better access, closing her eyes as you nuzzle your face against her throat. Your tiny penis is pressed tightly against her leg, causing her to moan softly.
As she feels the warmth of your breath on her skin and the gentle press of your lips, Leona can't help but think that perhaps this might work out after all...
*Leona soon guides my hands to her pussy
Mmm..."Leona gasps softly as your lips brush against her neck, her hips bucking slightly in response. "That's right...show me how much you want it," she whispers hoarsely into your ear. Her hands move to rest on top of yours, guiding them lower and lower until they finally cup her sex through her skirt. The feel of your small, warm hands against her crotch make her breath come in short gasps.
"Oh yes..." she moans, arching further into your touch as you begin to stroke her gently through her panties. "You're learning so quickly." Her other hand reaches up to tug idly at one of your curls, running it slowly across the back of your neck before brushing against your earlobe. The sensation sends shivers down your spine and makes you even more eager to please her.