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Chapter 17
by
caitlynmasked
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Chapter 16 - Flirting
The second week of being Paris was frustrating. The weekend was nice, not having to wear the damned faja or playing dress up, but with my hair and face I couldn’t exactly go out and enjoy myself. Sleeping in and watching movies was relaxing enough though and recharged my batteries for Monday morning. Sunday Rhea came over and we all talked about how it was going. Neither Grace nor Rhea felt I was doing anything wrong, but we’d all had underestimated just how distracted and busy Mal was. With only a couple weeks of my possible undercover work left, we decided to up my game a bit.
First were the nails. Gone went the stylish French manicure and in came the bright red polish. Next was the decision to up my physical interaction with Mal. I was to start touching him more. Nothing overt, but just casual touches to his arms and shoulders. Maybe that could spur him on to up his own game and touch ME more. Like my nails, my makeup went up a notch. No more dark matte reds or pinks for lipstick. Bright glossy red lips to match my bright glossy red nails. And where I felt ridiculous checking my makeup repeatedly before, it would now be a necessity as this lipstick required constant touchup.
None of us talked about what would happen if this didn’t work, but I think we were all worrying about it. I know I was.
Everybody noticed the differences. Trixie thought the makeup was great and even wanted to know where I got the lipstick from. I saw her wearing the same shade on Thursday! Over the week Jennifer, Claire, and even Margret all made sure to comment on my makeup, my nails, and my new ‘chummy’ relationship with my boss. All disparagingly toward my character of course. On the flip side of that coin, Frank and Thomas both took my change as reasons to up their game, bringing me MORE of their attention. Even Darnell noticed, though he was at least polite and just said he thought I looked better with my makeup and nails like this.
Unfortunately, I didn’t get the response I wanted from Mal. He did seem pleased with it all. His pats to my rear, little side hugs, and pet names increased, although he also started calling me ‘Miss Beaufort’ when he was angry with me. But he never crossed the line. I continued to learn how to be his best possible secretary, which was humiliating in itself. For instance, everybody carried their phone around. I had my new ‘Paris’ phone with its cute girly ring tone. Mal made it clear in his own special way, when he first heard my ringer go off while he was on the phone, that he thought it was inappropriate to hear my phone at all. I’ve had it on silent mode ever since, after I got a new case for it.
I thought I had his coffee down. But one morning when I was in a hurry, I mixed up the cinnamon and nutmeg. Figuring it was close enough, I took it to him and tried to move on with my day. The fucker poured it out on the floor. He even sent away the janitor I called and had ME clean it up on my hands and knees. I was steaming mad and couldn’t even show it as he was watching me and I felt I had to take advantage of the time, so I shook my ass at him the whole time I was down on my knees, as if I enjoyed being his little maid.
And then there was Mrs. Orpheus. I spoke with her the first time on Tuesday when she called looking for Mal. If Mal was rude, she was downright mean. She’d interrupt me even as I was saying hello and would hang up on me as soon as she got the information she needed. Evidently Mal is buying her a new car and she’s being impatient about it. At least I shouldn’t have to deal with her in person.
When Friday finally came and went with Mal not making his move, I had a less relaxing weekend to contemplate what was next. Grace made the point that Mal was likely a several weeks, if not months, away from finishing the McGregor acquisition and therefore wouldn’t be relaxing anytime soon. Rhea reminded me that she could only push off my criminal background and financial background checks for so long. But neither had a suggestion on how to spur Mal onto his assaultive ways without physically inviting it and therefore negating any legal recourse.
So, in retrospect, it’s all my fault really, as I came up with the idea of jealousy. If he saw me being bawdier with the other guys, it might make him want to be that way with me, even if I protested. That might push him to assaultive behavior.
My first opportunity came up with Frank. He stopped by with some sales figures Mal had asked for. It started perfectly normal as he just placed the folder on my desk, gave me an exaggerated wink, and asked if I’d like to spend some time in the copy room with him fixing the copy machine. It was a little tit for tat we’d been doing for a few days, and my normal response was a big smile and a middle finger. He’d respond with some comment about taking me up on my offer to fuck, we’d both laugh, and he’d leave. But as he was making his joke, I heard the door open up and Mal come out of his office. Frank and I had an audience.
Without giving it a seconds thought I arched my back almost painfully, pushing my breasts forward and stretching my blouse nearly to the ripping point. Making sure I spoke in a sultry tone but still loud enough that Mal would be able to hear, I mirrored Frank’s wink and said “It depends baby. How long would you last? Is this a coffee break type thing? Or is it more of a whole lunchtime engagement?”
I could see the underlying sexual message was heard loud and clear with Frank’s eyes opening wider and his smile becoming immediately more lecherous. Unluckily I wasn’t sure if Mal understood what was going on or not as I felt his hand simply land on my shoulder and heard his voice come from behind me, “We’re too busy for you to help anybody in the copy room hun, bring those papers in here and bring your steno pad. Frank, get lost.”
Frank was gone before I could try to salvage any other attempt and I ended up sitting on the edge of Mal’s desk taking notes as he went over the sales numbers our partner company had with McGregor corp.
The next opportunity came up surprisingly with Trixie. She stopped by for lunch on Tuesday, bringing us a big salad to share. In our normal lunch chats I accepted that she liked to talk about sex and for the most part I tried to steer the conversations away from that subject. First, because they turned me on and it made sitting on my tucked back cock all that much more uncomfortable. And second, because I didn’t want to stumble on some normal feminine taboo just because I didn’t know the lingo or culture from this side of the gender fence. But while she was asking me about my change in nails, I caught site of Mal walking back from his own lunch toward my desk. From halfway across the floor, I could already see his eyes wandering over both me and Trixie as she sat on the edge of my desk. Taking the opportunity and knowing that Trixie wouldn’t exactly balk at the lewd conversation I took a moment and jumped in.
Acting like I hadn’t seen Mal I looked up at Trixie, tilted my head, and said in my most Bambiesque voice, “Ya know, I think the red just looks better for sex. Like, when you’re gripping your man and getting him all excited…” I could see Mal getting closer out of the corner of my eye so I brought my hand up and started making a jacking off motion, but instead of working it from my crotch I mimicked jacking a cock off at my own face “…he won’t care what my nails look like around his big cock, but I get to stare at them and I think they look sexier when they’re glossy and red like this. Like, know what I mean?”
I try to keep my voice upbeat, but while I know Mal saw my motions and heard what I said he didn’t even slow down before walking into his office and closing the door behind him. That of course left me with Trixie and finishing the conversation I started. A lunch time conversation finding out that she doesn’t like giving hand or blow jobs but that her boyfriend does. Worse, since I ‘obviously’ like giving them, I had to make up advice on what she could do to make her boyfriend feel better. Yes, I gave advice to a girl I’d love to bang on how to give a better blow job to her boyfriend.
Later that afternoon Rhea calls me, seemingly paranoid, saying that we need to finish this up one way or the other. She seems almost frantic on the phone. After she hangs up though, neither Grace nor I can get ahold of her. She hasn’t been in the office since then and won’t answer her personal phone.
By Friday, I’m at my wits end with both Mal and Rhea. Neither Grace nor I have heard from Rhea and yesterday I needed her for an honest to God HR problem after dealing with Mrs. Orpheus’ new car and the dealership all afternoon. And Mal still hasn’t made a move. I decide that I’m going to make one more push. It’s taken me a while to get it, but I’ve figured out that Mal is most volatile when he’s emotional. I don’t know how to make him happy yet, but I do know how to make him angry and that might work just as well.
When he sends me to get his cup of coffee, I decide to make my move. He’ll expect me back in five minutes or less. That gives me five minutes in the breakroom to set up a scene that he can walk in on. I walk into the breakroom just as Frank and Thomas are heading back to their desks, leaving just Darnell there. That makes it easy who I’m going to set the scene up with, even though I hate setting up something like this with someone as nice as Darnell.
With a deep sigh I put my extra flirty smile on and walk over to the prominent marketing manager. “Hey Darnell, could you help me? I need to get some sugar down from the top shelf and can’t reach it.”
I act reaching up to the top of the cabinet to show that I couldn’t get to the top shelf, knowing full well that it will stretch out my back, pushing both my ass and my breasts out. Dressed as I am in the sleeveless blue blouse and tight black skirt, there’s no way he wouldn’t notice. It seems almost too overt and obvious to me, but I know that this isn’t a time for subtlety.
Darnell’s smile is one equal in kindness and mirth. Walking up to me he gently places his hand on the small of my back and I get a close up impression of just how big he is. His hand, fingertip to the bottom of his palm, reaches all the way across my back. “Sure thing, Paris. I’d be happy to get your sugar but I don’t think you really need me to, do you?”
Darnell is standing so close to me that it’s clear he got the flintiness of my message loud and clear. And while I thought I was ready to have this tall dark handsome man respond to my flirting, I can’t help but swallow and hear a click in my throat. “Umm…” it takes all my concentration to maintain my smile and to not take a step away from him “…I, um, no, I really need the sugar. It’s for Mr. Orpheus.”
Darnell’s smile brightens while he steps even closer to me. “Oh, well that makes sense. I thought you meant it was for you, and I was just going to say that you’re plenty sweet enough as is!”
The line was lame. I’d given some bad flirting pick up lines before and I don’t think I’d ever uttered something quite so feeble. But that doesn’t explain why I feel the blood rushing to my cheeks. Why my smile seems to be stuck on my face. Why I move back down off my tip toes but make no move away from this huge man. When he moves in right up against me, I can feel his chest brush against my breast forms, tingling my own nipples maddeningly, and know that this goes way beyond a little flirting until he backs away with the sugar canister in his hand. “I guess I don’t need to get it down after all. There’s plenty here on the counter. You must have missed it. Glad to help though!”
Having touched Mr. Orpheus’ arm several times a day I can tell that he works out. He has far more muscle tone than I ever imagined having myself. But at the same time, he’s obviously been a businessman for years that keeps in shape. So, when I reach up and touch Darnell’s arm I can easily compare and say that he’s an athlete. I’m sure without the fine shirt and coat covering it, his arm would impress both men and women alike. It takes me aback that such a man, a man that could easily have any woman he wants, would be flirting with someone like me. Sure, I was cute enough, but surely, he would be attracted to someone smarter.
My blank expression must have been all the go ahead signal he needed. “Look Paris, I can see you’re a little taken aback. You know what I’ve found out? Especially in an uptight office environment like this, being a little bawdy can really break the ice. I have a party game that works great, and now that we have the break room to ourselves, we can play at least one round. It’s real simple, just ask a less than polite question that you wouldn’t normally ask a stranger. I’ll even go first.” With a wink and a playful smile, he leans in and asks close to my ear, tickling the hairs on the back of my neck “What position do you like to give head in?”
And here I thought I was going to have to be the bawdy one!
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You're Not The Boss Of Me
Going undercover as a secretary backfires for poor Paris
Paris agrees to help his apartment mate Grace help
Updated on May 10, 2026
by caitlynmasked
Created on Aug 26, 2025
by caitlynmasked
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