Two Bad Bosses_An MFM Menage Romance

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by Sierra Sparks


  The way he instructed me to lock the door— this time and every time I entered his office. The way he told me to call him “Boss.” The way he made me walk to the side of his desk and pick up the files. I know he was watching me, even if he doesn’t know that I know.

  I remove a folder from the accordion file and look at the clock above the kitchen stove. Jimmy is usually home by now. I don’t want to get too engrossed with work before we have the chance to talk, but I also don’t want to stall too much, just waiting for him.

  I’d come home earlier than I’d planned, since this morning I’d promised him we’d talk after work. I want to make sure we’re on the same page this time, so that he stops blowing up my phone when I’m at the office.

  I’d wanted to rehearse a nice but firm speech in which I explained to him once again that we’re over and that it’s for the best. But I’ve been so busy thinking about Asher that I just haven’t had the time.

  Now I’m wondering if Jimmy actually took my advice and is spending the night at his brother’s. It doesn’t appear that he took any of his stuff. But maybe he just decided to leave with the clothes on his back.

  I open the folder and I’m immediately impressed at the caliber of the first case that Asher wants me to work on. It’s a commercial litigation case between the owner of a technology firm and some of its disgruntled former partners and shareholders. It’s definitely not a typical first year associate type of garden variety automobile accident or landlord/ tenant dispute case.

  There’s a note in the back of the file, written in the same neat, purposeful handwriting as the note that Asher had dropped in front of me earlier and it’s on the same folded piece of expensive, personalized stationery.

  Madilyn –

  Please review and type up a brief summary of the case proceedings to date, based on the docketing statement. Tomorrow we will go over your understanding of the case, and I will provide further instructions and specific assignments.

  – Asher

  That’s pretty short, sweet and to the point. And it’s something I can easily do.

  So why do I feel disappointed?

  I guess I was expecting more of a challenge.

  Write a twenty five page motion by 8 a.m., maybe.

  Or maybe something less professional and more personal?

  Stop it, I will myself.

  It’s good that he’s keeping things professional. Good for both my professional and my personal life.

  I open the firm billing software on my laptop to enter 1/6th of an hour for reviewing the “memorandum” from Asher. I know that a top priority at the firm is billing, and I want to impress the partners with my billable hour entries on my first day.

  I notice that Asher has already added six files into the billing system and approved me to bill to each one. I’m glad that I already have so much work, although I feel a little nervous and overwhelmed at keeping up with six cases from Asher, let alone whatever cases other partners choose to give me to work on.

  I open the other files. Each are equally impressive cases. And each has a very similar, handwritten note on the same stationery with the same instructions.

  I enter .1 in each case to bill my time.

  All right. So five cases to review and summarize by tomorrow.

  I’m not sure what time tomorrow, so I’ll have to assume he means first thing in the morning. Then once we discuss my thoughts, I’ll presumably have time to start working on new assignments for the rest of the day in my office— I mean, my cubicle.

  That’s quite a bit of work to do tonight, but not an impossible amount. I knew what to expect when accepting a job offer at a large firm, with a correspondingly large salary as compensation for all those anticipated hours. And I’m glad that Asher is helping me to hit the ground running by assigning me good cases and instructing me to get up to date on them right away.

  I take a moment to reflect on things. The cases were purposefully chosen, as if to impress me. The notes were written up with advanced care, as was the note he’d put in front of me earlier. He’d obviously chosen me as his mentee some time ago and put a lot of thought into it.

  So why me? What exactly does he want from me? And what is the sixth case?

  Each case was entered by its client name and matter number, but the sixth case is only marked with a “P.” It’s empty except for that.

  I look at the manila envelope, the last item in the file for me to open.

  A chill runs down my spine. I have an idea that things are about to get interesting.

  Chapter 15 – Madilyn

  I look again at the clock. I’m inviting a delay, a reason to put off opening this envelope. But Jimmy still isn’t home. And I have a lot of work to get started on.

  My hands tremble as I reach for the envelope. I slide out the contents, feeling soft mesh under my fingertips, just as I’d somehow expected.

  It’s black lingerie. And not just any lingerie, but some sort of BDSM outfit. I’ve never seen anything like it. The bra portion and the panty portion are held together by skinny straps; the same sort of straps wrap around the neck area.

  The bra has snap- off openings over the nipple area, and the panties feature the same sort of contraption covering the crotch area. There are also mesh stockings, with a garter belt and leg garters to hold them up.

  At the bottom of the envelope is Asher’s trademark note on the folded over piece of engraved stationery.

  Madilyn –

  Please wear this with another of your conservative yet well-fitting skirt suits and come to my office at 7 a.m. tomorrow for further training sessions. Bring your memorandums as explained in the instructions for the case files. Please bill all your time and work to this project under the “P” file.

  – Asher

  My heart pounds, with a mixture of emotions I have never felt before. I shove the lingerie back into the envelope, and try to name each feeling, to make some logical sense of the chaotic emotions cluttering my mind.

  Anger.

  How dare he think he can order me around? Tell me what to do?

  Defiance.

  Is my job dependent on wearing this crazy lingerie? What will he do if I don’t? I’ll show him I’m not some sort of floozy trying to sleep my way to the top.

  Confusion.

  What kind of time and work does he want me to bill to the “P” file? What does the “P” file stand for?

  Flattery.

  The Barbies would be pulling out their perfectly- styled hair if they could see me right now. Asher really did choose me over any of them. He must like the way I look.

  Embarrassment.

  He wants me to wear this? To work? He wants to see me in it? I could never!

  Excitement.

  But what if I did wear it? How would I feel when he wants to see me in it?

  Naughtiness.

  He wants to do things to me that Jimmy never has. I can only imagine what he’d do to me when he sees me in this outfit…

  Suddenly, Jimmy bursts through the door, adding fear to the mixture of emotions I’m feeling.

  I jump. Then I shove the envelope into the accordion file and stuff the other folders in the file as well.

  I try to look nonchalant. I remember I’m upset with Jimmy. I remember he has no business barging in on my life. And that whatever is going on with Asher has nothing to do with him.

  But I also remember that we’re supposed to talk, and talking to Jimmy is the last thing I want to do right now. My head is still spinning from Asher’s latest and most interesting instructions. I know I have to deal with the issue that’s in front of me but all I really want to do is think about what Asher wants to do with me in that outfit.

  Chapter 16 – Madilyn

  Jimmy sits down in the chair next to me, seeming not to notice the files or what I was doing, thank goodness. He doesn’t say anything, likely expecting me to ask him where he’s been or what he’s thinking.

  The old Madilyn would have done that. But
that was before we broke up. I don’t want to lead the conversation for once. He’s the one who was calling me incessantly at work. He’s the one who wanted to talk.

  “Madilyn, I know you didn’t want me to be here tonight, and I tried to stay away, but I just have to talk to you,” he finally says.

  “Okay. Go ahead,” I tell him.

  My mind is set; I don’t want his words to soften my resolve. But he has to hit me where it hurts.

  “Do you remember the day we met?” he asks.

  Of course I do. The day I met him was the worst day of my life and, back when things were kind of good between Jimmy and me, I also used to think it was the best day of my life too.

  My father had just died. On Valentine’s Day, of all days. Being single, I was in the grocery store buying sweets to comfort myself with when I got the phone call from my mother. He died from a completely unexpected heart attack. Just the kind of thing fate likes to deal out as a cold, cruel twist.

  My father was always very athletic and healthy. He ran marathons and would constantly tell me I should watch my weight, slim down a bit, eat less and exercise more.

  To be honest, it was annoying. I’d tried to tell him I accepted myself for who I was and that I felt he judged me based on appearances instead of health, since I’d never had anything wrong with me medically. But he always insisted I should try harder.

  I think he wanted a skinny, pretty daughter who liked to work out and cared about looking like some fashion model. I would never be that type of person. And it hurt, because in every other way, I wanted to be like my dad.

  My father had a successful career as a financial planner. I admired his ambition. He always encouraged my education and career goals— unlike my mom, who was a homemaker who thought women should stay home with their children, and who questioned why I was even going to college.

  My dad was always proud of my educational achievements and professional aspirations, but clearly they weren’t enough for him. He also wanted my physical appearance to be different. To be his definition of “perfect,” which isn’t as objective as getting straight A’s or being first chair in the symphony.

  I resisted all attempts of being something I’m not physically. But I guess that’s why I’ve always worked so hard at school. I had to prove to myself that I was worthy for other reasons aside from looks. I had to prove my dad wrong. And it’s hard for me to give up any control because I always need to be the smartest, brightest and best at anything that I do have control over— namely, my intellect and ambition.

  But regardless of our differences, I loved my dad. And that day in the grocery story, my mom wailed into the phone.

  “He had just run a 50 mile race,” my mom was saying into the phone. “I always told him he was running too much. That couldn’t have been good for his body, his heart. But he never listened to me. Your father was so stubborn and pig-headed…”

  “Mom!” I’d interrupted, leaning against a display full of reduced priced items and grasping a metal rack to steady myself.

  To this day, I remember how the shelf felt cold and sturdy in my hand, and how I was relieved to focus on that texture instead of my mom’s words. I know it’s stupid, but the rack just felt steady compared to the whirlwind news my mom had just delivered. I felt lonely, sad and afraid, and I never wanted to let it go.

  “Mom. I’m in a store. I can’t really deal with hearing about your resentments towards Dad right now. Can I call you back once I’ve had a chance to…”

  “Oh, you can’t deal with hearing me talk about it?” she’d exploded, yelling at me through the phone. Despite my best efforts to hold back my tears, they started flowing. “You’re not the one who has to live in this house after he up and died on me like that, without ever thanking me for all the things I’ve done for him. You’re not the one who devoted your life to him for thirty-five years!”

  If I hadn’t been so upset, I would have rolled my eyes. Leave it to Mom to be overly dramatic and make everything about her.

  Here she was claiming to have devoted her life to him. Even though she and my dad had had a tumultuous relationship for most of my adolescence and adulthood. Even though each of them was always complaining about the other to me and both of them had told me they would get divorced if their religion allowed it.

  I could see right through her. I knew that she stayed with him not only out of obligation but also out of fear. She had never worked anywhere, never knew how to save or spend money, didn’t even know how to balance a checkbook. She would have no clue what to do without him.

  And he stayed with her out of financial fears as well. He had admitted as much when he told me he’d gone to see a divorce lawyer but was advised that he’d have to pay her alimony and half of his retirement savings. And so, with religion being his ostensible excuse or not, it made more financial sense for him to stay miserably married than to divorce.

  I never wanted to be like them. I didn’t want to have to depend on anyone for my financial survival. Nor did I want to have to financially support someone I didn’t love.

  So I had vowed not to entangle myself financially with anyone, or even to commit to the point where it could become an issue. I also thought I had dealt with my problems with my parents and separated my emotions enough that I could talk to them without letting it affect me too much.

  But unlike the grocery shelf I had been leaning on that day when I received the call about my dad, I’m not made of steel. Nothing could have prepared me for my father’s death, and my mother’s anger at me although I suppose neither thing should have surprised me. Parents die. My mom rages. But still.

  And then there was Jimmy. Apparently a stock boy had seen me in shambles and had told Jimmy, the assistant manager of the store. And that twist of fate started our long and convoluted relationship.

  That one vulnerable moment led me to a series of other moments, which brought us to the here and now. The point at which I am trying to break up with him and he is trying to convince me not to, by reminding me of what originally brought us together. And as usual I am feeling guilty because I know he was there for me when no one else was.

  Meanwhile, a seductive piece of lingerie from my new mentor lies hidden in plain sight on the kitchen counter where I once wanted Jimmy to rip off my suit, tie me up, and take me. This time is different from the other times.

  Because I know what real raw lust feels like, and I know I don’t have that for Jimmy. I have it for Asher, even though I know I shouldn’t. It feels so good to be bad and I don’t want to go back to my boring life with Jimmy.

  Chapter 17 – Madilyn

  Jimmy came over to me that day in the store, to find out why a woman was leaning on his display shelf and crying her eyes out. He was very kind to me, and I will never forget that about him, even though this is the end of us.

  “It’s okay,” he’d told me that day, as I’d crumbled into his arms.

  In any other situation, it would be weird. In fact, it would have been totally understandable if he’d have been weirded out. But he wasn’t. He’d hugged me and patted my shoulder.

  “Everything will be okay,” he’d repeated.

  I’d looked into his kind, soft eyes. He was clearly trying to make me feel better, but all I’d felt was sadness and anger.

  “Everything will not be okay,” I’d told him. “My father died. And my mother is crazy. And I’ve spent my twenties trying not to be like her. Trying to show her I don’t need a man, I don’t need anyone. And now… I don’t have anyone. And I do need someone.”

  “How about a stranger who happens to help manage this grocery store?” Jimmy had asked, without missing a beat, and I couldn’t help but laugh.

  “Well… that’s definitely someone,” I’d told him.

  From then on, we were inseparable. Some would probably say we’d rushed things, but it had felt right at the time. Jimmy had cooked for me, cleaned for me, brushed my hair for me when I didn’t have the strength to do any of that for myself
.

  He did everything but fuck me.

  He’d even flown with me to Maryland for my dad’s funeral.

  “Look who finally got a boyfriend,” my mom had remarked snidely.

  But I’d just ignored her. I’d felt comfortable with Jimmy by my side, more confident around her while holding his hand.

  I suppose from the beginning that Jimmy’s and my relationship had always been more paternalistic than romantic. He liked that I needed him, and I liked that I could just let go and give in to the feeling of needing someone for once.

  But it clearly hadn’t been meant to last. Had it?

  “Jimmy,” I say now, looking into his eyes, remembering that first day between us in the grocery store. “I really appreciate everything you’ve done for me. I just think we might have… outgrown each other.”

  “So now that you’ve graduated law school and moved on to some big, fancy job, you don’t need me anymore?” His eyes look hurt. He isn’t even trying to hide his pain. “You’re just going to leave me in the dust.”

  I sigh. He knows it’s not like that. Doesn’t he?

  I think with guilt about the naughtiest lingerie I’ve ever seen that is laying on my counter and that I was seriously considering wearing for Asher up until this very moment. I’m not leaving Jimmy in the dust to move on to some depraved relationship with my new boss, am I?

  “Jimmy, you know I’ve been feeling this way for some time. Far before I started this job.”

  Before I met Asher. Before I was… propositioned? In one of the strangest ways ever?

  He nods, and I appreciate the fact that he’s being rational.

  “All those therapy sessions with Mary, all the ‘talks’ we’ve tried to have…” I remind him. “We’ve done our best, but we just haven’t been happy, you know?”

  “I guess you haven’t been, but I have.”

  He stands up and crosses the room to pour himself a glass of water.

 

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