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Sexretary (Full Series)

Summary:

You have five different secretaries please you.

Notes:

While this is still fairly average, I consider it to be some of my best so far.

Chapter 1: Karina

Chapter Text

It’s been a pretty quiet day at the office. A slow day is rarely ever a good day, at least to you. Your attention shifts from your screen to your desk as you notice a stack of papers. “Why have a secretary if she doesn’t help you with anything?” you ask aloud to an audience of none. Just then, you receive an email. “What could they possibly want?” you ask as your gaze goes back to the screen. A sigh is released and you open the email. “Fuck,” you mutter as you remember what is important about today. You check your calendar to see if you were mistaken. “All of this has to be done by the end of the day? Fuck my life,” you say and laugh before responding to the email.
In that moment, you realized that something was missing. A hand reaches into your pocket, almost instinctively, and retrieves your phone. You scroll through your messages until you see your secretary’s name. “She’s never here when I need her,” you say and release a more exasperated sigh as you text her. Your phone goes back into your pocket as you begin to file some of the paperwork,
Sheets of paper get moved from the unfiled stack to the stack on the opposite side of your desk. There’s a lot of work to be done, but when it’s time to do the heavy lifting, you always succeed. At least two hours pass before there’s a knock at the door of your office. You look up and smile. “Come in,” you tell the person at the door.
The door opens and you see who has decided to pay a visit to their boss. “You wanted to see me?” the woman asks and closes the door. Your eyes wander all over her body and they stop as she bends over to look you in the eyes, her hands gripping the desk. “It’s a very busy day,” your secretary says, her eyes seemingly staring into the soul of her boss.
“You know what to do, Karina,” you say. She looks at you and shakes her head. “What’s stopping you this time?” You ask Karina and your hands squeeze her tits through her blouse. Your secretary looks down at your hands and then at the paperwork.
“I have an intern to train,” she says. “Did you forget that too?” Karina asks, not afraid of saying such things to her supervisor. “We’ll have to both help her later,” she tells you and looks at the stack of papers once more. Karina makes her way behind your desk and smiles. “Hopefully this will make the time go by faster,” she says and gets under your desk.
As Karina kneels, you look down at her. “Good girl,” you say and laugh. “That’s how you became my secretary and that’s how you’ll stay my secretary,” you tell her. A smile appears on your face as you look at the stack. “I’ll stay late and do the rest of the stack before I go home. Plenty of work to be done online.”
At the moment when your fingers touch the keyboard, Karina unzips your pants. “It has to be ready for me,” Karina tells you and she listens to your fingers making the keys clack. “Remind me to get you a membrane keyboard for your birthday,” she says and takes your cock out. As it’s unsheathed, her soft hands touch it.
“Get to work, dear,” you instruct Karina. Your loyal secretary hesitates and then starts to stroke the shaft. A moan escapes the confines of your mouth and she continues to prepare to do what she does best. “Keep going,” you say and then become laser-focused on the tasks on your PC.
“Anything for you, boss,” she says. These are the last words she says before sucking your tip while stroking the shaft. Some of her saliva drips down the shaft, allowing her hand to go faster. As you work faster, so does she. Karina’s strokes become more rapid and you feel yourself stay at maximum length and stiffness.
You decided that it was time for her to give you the form of stress relief that you’ve truly needed. You look down at Karina and she stops what she’s doing. Eyes meet and she puts her hands on your thighs, letting you decide what happens next. “Make me cum and I’ll buy you an expensive dinner tonight,” you tell Karina.
She feels your hands grip her head and her eyes get wide. Karina’s head slides between your legs almost effortlessly as you guide your cock deep into her oral tunnel. She takes it like the properly trained woman she is and feels your hands guide her head up and down.
“I can’t get too carried away,” you remind yourself and chuckle before your fingers get back to work on the keys. As you type, Karina maintains the pace that you set for her, bobbing her head as your shaft occupied her mouth. “That feels even better than last time,” you say and your secretary bobs her head even faster as she hears your moans.
Karina keeps going, attempting to ensure that she works hard enough to get that dinner that she was promised. Her saliva drenches your length and she feels it throbbing in her mouth. She moves one hand from one of your thighs and brings it down between her legs. While she pleasures herself, she services your cock slower, seeming to savor it.
You feel your orgasm coming as precum leaks into her mouth. Your fingers seem to move even faster, completing forms with ease as Karina keeps doing her job. “Prepare yourself,” you instruct her. Her fingers move just as fast as yours and you look down as she continues to pleasure herself in addition to you.
She feels a hand grab her head as she plunges two of her fingers deeper inside of her vagina. Karina deepthroats your shaft as you hold her head down. A big load of semen fills her throat and her head is held down until no more comes out of your cock. The hand on her head moves back to the keyboard and she swallows the sticky substance.
“That was tasty,” Karina says. She kisses your tip and keeps fingering her slit. “I’m gonna cum too,” she tells you. Instead of screaming in ecstasy, Karina slides your cock back into her mouth. She removes her fingers and her orgasm arrives. She squirts hard, soaking her panties from the inside. “There’s no mess to clean up this time,” Karina tells you and laughs.
You push your chair back and nod. “Cum in your pants more often,” you joke and she smiles. Both of you completed the most important part of the workday, so you decided to let her have some free time. “Go home and change into something for easy access,” you tell her. Your secretary nods, her legs still shaking from the orgasm she gave herself. “Need help?” you ask.
Karina smiles and emerges from under the desk. “I appreciate the offer, but I can stand on my own,” she says, wobbling a little bit. Karina stands up completely and walks over to the door of your office. “Next time, I’ll have the intern get some practice,” she says and gets a nod in response. The satisfied woman leaves the office as quietly as she approached it and goes to prepare for the night she’s about to spend with her boss.
“That bitch drives me crazy,” you think to yourself and chuckle. You send a text to the intern and she replies with a picture of her thighs. “This new girl must have been taught by Karina because she’s already such a tease.” Your brain stops itself from thinking about the ladies for any longer and you reach down to zip your pants before standing up to stretch. You continue working but the dinner and the sex that will come afterwards stay at the back of your mind until the work day is over. “Maybe having a sexy secretary to train sexy replacements isn’t so bad,” you think and keep filling out papers until the sun goes down.