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Chapter 5 by shooeie shooeie

How Do You Start Her Training?

Make Her Your Secretary

Being the new boss, well the new boss-in-training, was quite advantageous. You could set your own hours and use company resources for your own pleasure. Nora was up and awake, cooking you up a late morning brunch for the two of you. Since you were a single income family, there was plenty of time for her to learn the trade of a homemaker.

"I've been promoted to my old boss's job," you finally tell her.

Nora wore a workout top, with some tight yoga leggins that seemed to grab onto her ass. "Really? That's wonderful!" she exclaimed. They've been living a modest lifestyle thus far, but an extra allowance for her would be great. She sauntered over to her husband, planting a small kiss on his cheek and served the two some coffee, eggs and hash browns.

"There are perks to becoming the new boss," you continue on. You give your wife a playful squeeze on her ass, but she didn't seem to mind too much. "I need a personal assistant since the old one is tiring with my old boss."

"They're both retiring at the same time?" she asked. Before she could start on her breakfast, you guide her hand to your morning wood. Nora was a modest girl that blushed at any sexual activity, and she found herself flustered as she could feel your hard member.

"They're husband and wife. It's a tradition for the boss to have his wife as his secretary," you explained, undoing your zipper. Your cock felt her soft fingers wrap around the base of your cockhead as she gently started jerking you off. Still being blue balled from last night, you decided that her breakfast needed some added protein to help start her day better.

You stand up and inch your erection closer to her face. Nora's eyes are mesmerized by your hardness and she gets the idea of what to do next. She brings her face down to waist level and swallow your cockhead whole. You feel a pleasant and warm wetness on you now. She worked her tongue across the surface, as her hands jerk you off and massage your balls. Despite last night being a failure, Nora was showing great effort to get you off now.

You grab a handful of her hair as you feel your cock twitching from the growing pleasure. Nora feels your orgasm coming and tries to push you to the back of her throat, but you don't allow her. You pull out of her mouth and cum onto her plate of eggs and into her mug of coffee. Her mouth had a single stream of drool down her cheek as she pants to catch her breath from serving you.

There is a thick layer of semen covering the eggs and hash browns, which colored the majority of the plate in a pearly white cream. Her coffee mug was now brimming with your seed, offsetting the darkness with a heavy amount of white specs. Nora does not complain nor does she need instructions from you on what to do next. She sits herself down and begins digging into her breakfast.


You looked the part of the new boss, with your confident stride and custom tailored business suit. Your new gait and professional manor was accompanied by your new secretary exactly 3 paces behind you. Nora looked beautiful in her business attire, with a cute beige business top and a soft, delicate tank top underneath. Her skirt barely reached her mid thigh, which you can easily hike up to expose her cute ass any time you wanted.

Nora was excited for the change of scenery from the home life to seeing your work place for the first time. However, she could feel how flustered she was becoming and the tightness of the skirt had **** her legs to rub her clit slightly with each step. This was not the worse of it as you had given her several commands before the both of you left that morning.

She was to not wear any bra or underwear today, which was embarrassing enough, but she could feel her nipples rubbing against the softness of her tank top. Had she not had her business top as well, her hardening nipples would have left a clear protrusion. Nora's bottom half was not spared either. Her cunt had 4 egg vibrators stuffed inside, which you had turned on since the car ride to work. She could feel her love juices dripping all over her outer folds, threatening to leak down her thighs any moment and exposing her in such a sinful act. Even her ass saw some action as well. You had **** a small butt plug into her asshole after arriving to the parking lot, using her juices to lubricate her anal entrance.

As soon as both of you make it to your office, not a second after you close the door do you hear a long and hot moan coming from Nora. You turn back and she stares are you longingly, unknowingly rubbing her two legs together to get some relief for herself. You take pity on your wife and bend her over your new desk before hiking up her skirt.

"Please..." she begs quietly. Her voice was small and frail, devoid of any willpower left. You watch both her holes squeezing on the toys you stuffed inside her.

"Spread," you command, giving her ass a slap. Nora moans with the **** and does as she is told. You begin slowly pulling the end of the butt plug out, savoring the image of her asshole gaping before your eyes. Her cunt begins pushing, as you watch each vibrator coming out drenched and listen to her moan each time she pushes one out. You can see her beginning to sway her hips hypnotically, beckoning you inside her eager pussy.

Although you wanted to plow her for the rest of the workday, she needed some attitude training before you could progress any further. You bring her around to the back of your desk and you show her where she will be working from today on. Nora's eyes widen and you hear an audible gasp from her as she stares in shock at what is to become of her. Underneath your desk was enough room for a small person to fit, but what got her attention were the dildos that stuck out from the floor.

Nora stared in awe at the life-like toy cocks, which she presumed would be inside her all day. She looks to you for affirmation, which you simply nod and guide her down to her knees. Her anal dildo was luckily just a bit bigger than the toy that had been inside her ass, which she felt as she gently slid her pelvis down. Nora's hips moved slowly down, gaining inch by inch until she felt herself bottoming out.

She could feel that the dildo in her pussy was poking at the entrance of her womb and she looks up to you with pleading eyes. However, the look you return would not be for her comfort. Placing both hands on her shoulders, you begin firmly pushing her down. Nora's breathing becomes heavy as she feels her cervix painfully spreading around the latex cockhead. Protesting would not please you so she endures as best she can.

Tears form in the corners of her eyes, but you are quick to wipe them away. She had successfully taken both dildos to the hilt, spreading both the entrance and passages of her sex and ass. You bring her face in for a long, loving kiss, which calms her stress and pain away. Soon your belt is undone and your cock is out and hard. You relax in your chair, pulling forward into your desk and bringing your cock to your eager secretary for her first assignment.

Nora sits there, on her knees, content and happy with her new situation. Her hips begin rocking up and down, as she feels the fullness inside her spreading herself. She gives the top of your cock a deep passionate kiss, working her hands lower to your balls and begin playing with them. Soon your cockhead is in her mouth and she begins blowing you, working her tongue on you and lapping at your precum until a new order is given to her.

I can get used to this she thought.


Please leave any suggestions as how you want to see her develop! Leave a like if you really enjoyed the chapter.

What Else Does Your Secretary Do For You?

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