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Chapter 29
by dbzzzzz
What's next?
You push Emily to step up
You make your way over to the bullpen, walking towards the four young women working there. On one side are Sandy and Olivia hard at work, in a different way than you are. You can't help but notice that Sandy is dressed differently than she usually is. Usually found in baggy sweaters and jeans, today she wore a nice, shorter dress. Her blonde hair was still tied up and she still had her large glasses that suited her.
On the other side, further away from you see Jules, standing in just her stocking, garter belt and heels. You can't help but admire the pale woman, looking sexy as hell, her ass accentuated due to the high heels she was wearing, attempting to get work done. Lisa was right, she does look extremely busy. But, closer to you on that side sat Emily, making some notes on her notepad.
As you approached the bullpen, Sandy gives you a little wave, which you reciprocate. The others are too preoccupied with work to notice you. You stop in front of Emily and place a hand on her shoulder gently.
Emily has a little start, frightened for a second. She quickly recovers with a laugh, saying, "John, you scared me for a second" before getting up as a sign of respect, since you were standing.
"Emily, I think it's time you stepped up," you said, smiling, "and started taking on some of the workload in the product team. Have you shadowed Jules as she did the product usage report?" Emily nodded. "Alright, so I want you to do that for me and Lisa right now. I'm sure you can do it" you say, with a smile.
Emily looks hesitant. "What is it?" you ask, softly.
She shakes her head, looking straight down "I'm not sure - I mean, I'm just an intern. Also I have to fetch everyone's coffee from down the street. And I think I'll mess it up, any -"
You interrupt her anxious rambling by putting you hand on her shoulder. "Calm down, Emily. I know that you can do it, or I wouldn't ask you. And I'm happy to remove any roadblocks or provide any, um, incentives, for you to do it. For example, the coffee run, can't we get the order delivered? I've seen you do that before when you're busy."
Emily nodded, "We can. It'll take about half an hour to arrive. But do you really think I can do it? Even with an incentive, when I mess up, I will have to do a forfeit. Like yesterday."
You flash back to yesterday when Emily, Sandy and Lisa flashed you in the conference room after they had guessed the size of your cock wrong.
"IF you mess up. I have faith that you won't. And yes, if you mess up, you'll do a forfeit and you'll learn from it. The lady behind you an attest to that, I can see her double and triple checking her work right now" you say.
Jules looks startled to hear you talking about her. She flushed red. You laugh and Emily giggles. "And if you get it done before the coffee arrives, I'll collect and deliver it to everyone's desks, including yours, does that sounds good?"
"And what if I don't"
"Well," you say thinking, trying to come up with something, "that would mean you failed to shadow Jules correctly. So I think for the next hour, you should shadow Jules as exactly as possible, especially her outfit. And since, you probably don't have the stocking, garter or heels, you'll probably have to do it in nothing" you say, with your old arrogance. You're playing a character at this point. You want to lose. You tell yourself it is to nurture this young woman's professional career, but you're getting off on this.
She hesitates, "For an hour! Then I want more. How about the ladies are allowed to touch during the small talk you make while delivering the coffee. You'll have to tell them they can, of course. And actually stay for a little bit"
"Deal." you say, trying to suppress a smirk.
After Emily placed the order and got to work you enter your office to start your day. You look over your calendar to see that you have 2 interviews scheduled for today. You check the first one, looking at the resume attached to the calendar event. The name on the resume read: Rosa Vasquez. Rosa was a college friend, but she was the girl you crushed on throughout college. She was this black haired, curvy, Hispanic beauty whose smile would level you. Rosa was Lisa's roommate in college, and a good friend of Rachel's. Your desire to date Rosa is why you befriended the pair in the first place!
You can't believe Rosa was going to see you naked. You had always hoped for that, but with the small added factor that in your dreams, she was also unclothed. That would not be true tomorrow, she would be dressed, probably quite professionally and you will stand in front of her, showing off everything you can offer. And considering Marina is in the meeting, and she won the right to touch you wherever she pleases, she would almost certainly would see your cock being stroked. Fuck. Your cock leaks some precum onto the floor in your office.
The second invite is for the analyst position, one of the resumes you had approved. Both are at the end of the day. You decide that you need to get to work, but you can't help but look at Emily every now and then. She looked to be completely engrossed in her work. You decide to get on with some product usage data.
Just as you finish up the report and forward it to Lisa for product improvements, you receive a ping. Emily had sent over a file. It's been 25 minutes. You begin to check her work, but right from the off you tell it's a through and meticulous. You had always seen Emily taking notes and it looks like it paid off. The work is absolutely brilliant and done quite fast, considering how detailed she was being. Emily had made her way to your office, peeking her head in.
You look up at her and smile, gesturing for her to come in. She walks in, excitedly waiting for the results. Strangely, you're very happy she won, the company was doing well, and the consequence was just some embarrassment and teasing from these hot women. You say, "Absolutely impeccable work!" you say, giving her a thumbs up. She smiles widely, the most free and happy smile you had seen from the shy, anxious girl so far. Her phone chimed.
"The order is almost here!" You sigh. You have to go pick it up from the, you assume, delivery girl. Emily looks like she has something more to say, so you prod her, "Do you have something more to say, Emily?"
She looks up and says, "Well, I- uh, I was just thinking that the bet said that you would allow the ladies to touch while making small talk. Is the delivery girl included in that. It seems like - I mean by the letter of the law - that, maybe technically, you know - "
Your cock bobs. You flush red. You think you could take advantage of Emily's shyness and get out of it. But you shouldn't. She had won. She had done such a good job. And maybe, just maybe, you wanted to be fondled by some random girl working at the coffee shop down the street.
"No, you're right, I should offer her a chance as well" you say, feigning a level demeanor. Emily's phone pings again.
"The order is here," she says, "you have to collect it just outside our doors. Since it's on my phone I'll join you for this bit!" Emily says cheerfully.
You and Emily make your way out to the entrance to the office, mentally preparing to give that young lady the most unique tip, she will ever get
What's next?
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Updated on Jun 15, 2025
by TeratonArm
Created on Oct 17, 2015
by TeratonArm
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