Maggie and The Caretaker

DangerousDarkEyes

Shadow Dancer
Joined
Mar 16, 2003
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He sat there behind his desk for the longest time with a broad smile on his face. A soft brown curl hung loosely out of place between his eyes giving him a cute, yet mischievous look, especially with his eyes gleaming as they were right now. He was 46, but had kept in shape, tall, muscular and firm from his everyday life as well as working out now and then, time permitting, hazel eyes and brown hair, goatee and mustache.

He had been working for the Hooligans for the last ten years, overlooking their estate, managing things on their ranch, and also guardian of their three girls when the Mr. and Mrs. were away, which at times were months at a stretch. Although they did have someone who took care of them while they were younger, he had been mainly in charge of their discipline or any emergencies that might have arisen. Now that the girls had gotten older, needing less attention, that was now becoming unnecessary. Theresa and Krystal had already moved out and their remaining daughter, Maggie had just turned 18 and was graduating high school, but wasn’t too sure about going off to college.

And that was what brought the smile to Mike Dugan’s face as he sat there in his study, his mind unable to give the stack of paper work in front of him much thought when his mind was on her. The other two girls, blonde haired beauties, had been pretty easy to steer in the right directions through the years, both pretty much staying out of trouble. He thought back, remembering only several incidents that had required him to deal out punishment, which after several spankings to their bare derriere’s, they pretty much followed most instructions, his or their other teachers, etc.

But Maggie, she had been independent, wild and a rebel since the day he had met her when she had flashed him an angry look, stuck her tongue out at him and stormed off, protesting that she was not doing homework until she felt like it. Apparently she wasn’t planning on listening to him any better than the mistress that took care of her and at only eight then, he had chuckled, quickly prepared to dish out just a reprimand once he met up with her in her room. To his surprise, it had taken the locksmith to unlock her door after several attempts to get her to, and then to find she had slipped out the window and it was well after dark by the time she arrived home. Needless to say, she got the paddling she deserved, but never once had she cried out, and when it was over, if looks could kill, well…let’s say Maggie has killed him a hundred times over since that day.

Now, her parents had left shortly after her graduation, leaving him completely in charge of her care for several months. They had talked to him about encouraging her in college or at least try to get her settled down enough to marry her off, neither which she was set on doing, he could well imagine. His eyes glowed a bit brighter and his lips curved to a full almost evil like grin. She was eighteen now, nothing was going to prevent him from dealing with her as he saw fit now, whether she liked it or not. He could hardly wait, the anticipation of this moment had been building in him for quite some time, more so every time he saw her strutting around with barely anything covering her young, trim, tight little body, perky nipples and firm rounded ass. His mouth was almost watering with all the visions he had fantasized about of her since she had started to mature into this wild dark haired beauty and he had every intention of getting to know her intimately, in his own sweet time. She had a lot fire in her that he was going to have to deal with first.

IC

After having said farewell to my parents I had put on a short jean skirt and short white snug fitting sweater, skimpy white panties and a pair of heels, then left to go shopping with some girlfriends. I had a good idea Mike probably wanted to talk to me or had things for me to do, but hell, there was plenty time for that when I got back. So what if he was mad, it wouldn’t have been the first time, I thought, laughing to myself. It wasn’t like I was a child any more, and now that I was eighteen, there wasn’t too much he could do about it anyway.

Carrying my bags to the stairs, I noticed his light on in his study and grinned, wondering if he expected me to just waltz right on in just to have him tell me how I should have spoke with him before leaving. I started up the stairs, shaking my head, I had better things to do then listen to what plans he had for me while mom and dad were gone. It wasn’t like it was the first time they had left me here with him and both of us pretty much knew the routine. But now that I was an adult, things were going to be different. No more telling him where I was going, what I was doing, who I was with, what studies I had or chores to do, oh no, no more of that. This time it was going to be different and he would soon see that. He wasn’t my keeper, nor my babysitter, I didn’t need one and after all, he was really only the hired help, living under MY roof and with MY parents away, I was in charge of MY own life.

“Good evening, Ms. Hooligan, looks like you’ve been emptying the stores with all those packages. Mr. Dugan asked me to inform you he would be waiting in his study for you when you got home.”

“Oh he does does he?” I chuckled a bit while passing Gladys coming down the stairs. She gave me a knowing look, almost as if she could read my mind and I choked back a great desire to just laugh at her comment about him. “I’m ordering a pizza for dinner Gladys, so no need to hang around here tonight waiting on cooking for me. Go ahead and take off, treat yourself to something nice for a change.”

I was almost to the top of the stairs and was about to turn to go to my room when I heard his deep voice, a bit gruff, saying something to Gladys, our housekeeper. I turned around at the top of the stairs and saw Mike standing at the bottom speaking to her, with a strange grin on his face, looking straight up at me, his eyes seemed to hold something I hadn’t seen before. Well, other than on a rare occasion or two when he had really been quite happy about something or quite mad about something, I just couldn’t tell which.

“I’m back Mike, but just for a bit. I have a date later.” I intentionally flashed him a dynamic smile, standing there for a brief second longer than necessary knowing full well he could see up my skirt, before turning to head to go to my room.

OCC: Looking for someone to write as Mike Dugan, please pm me if interested and your ideas. This thread will be closed.
 
I watched Maggie walk up the stairs after dismissing me as she always had, teasing me by making sure I saw her flashing. That was a little trick she had discovered in adolescence. However, for the first time I wasn’t upset. After ten years of taking care of her, waiting for her to grow up, and four teasing me, Maggie had finally found the end of my patience. I turned to Miss Hooligan, who had become very familiar with this game.

“Its all right Miss Hooligan, you can take the evening off. It will just be Maggie and I in the house and we can fend for ourselves for the evening." I smiled at her as she wandered away. Eager to take an opprounity to have an evening for herself, Miss Hooligan didn't even look back as she headed out.

I then strode up the stairs, walking straight to Maggie's room, unsurprised to find the door locked. I struck the door with my knuckles twice and demanded entry.

"Maggie, open this door. We need to discuss something."

My growling didn't impress her and the door made no sign of moving. I hadn't actually expected it to so I was prepared. Maggie knew that I had keys to every door, especially after that first incident, but I had never used it for her room. Instead I always sent a maid servant in or called her parents. Beginning today things were changing. I turned the key in the lock and threw the door open, startling Maggie who was standing by her bed, obviously having just bent over to pick something up. I was greeted by her panties stretching across her delectable ass and, as she stood, her rage filled eyes.

"How dare you, walk in here! I'll ..."

"Shut up." I interrupted her tirade with a calm statement. "I will not listen to your veiled threats of what you'll say I did. You're an adult now and no longer subject to my responsibilites. You are correct in that you may come and go as you please."

A triumphant grin spread across her face and I kept a grim face while smiling inwardly. I would see that mouth doing something else in the future.

"However," her face flickered at that word, "nor are you any longer entitled to any handouts as my responsibility is to administer your parents' estate, not pander to a spoiled brat."

I saw the anger in her eyes and shock at being spoken to like this. I enjoyed it and walked forward to stand by her dresser.

"So, you may leave but you had best get a ride from someone." I grabbed the keys laying on her dresser for her father's convertible. It had been her car since she was sixteen but only because he father couldn't bear to take it from her. I could.

I left the room, listening to a short stream of invectives behind me but I returned to the study and locked the keys away, knowing that she would show up for them soon.
 
Maggie

Not only was I shocked that Mike had the nerve to walk in MY bedroom uninvited, but taking my car keys…just who the hell did he think he was. I stood there dumbstruck at first watching him close the door behind him, but felt my anger rising and let out a string of names, ones he had gotten pretty use to.

Damn that man, I thought to myself, pacing back and forth in my room trying to figure out just what I needed to do about him and how to get my keys back. I could always call my folks, I’m sure they would make him give up the keys, but unfortunately they weren’t anywhere they could be reached, just my luck. Then a smile began to form on my lips while an idea started to take shape in my mind.

I made a quick phone call, before stripping off my clothes and jumping in the shower. I couldn’t wait to see Mike’s face when Nick showed up on his motorcycle to pick me up. I might not have a car, at least till I figured out how to get it back, but that wasn’t gonna stop me from going out and having fun.

About an hour later, dressed in a black leather skirt, a red tight fitting tank top and leaving nothing to the imagination without wearing a bra, high heeled boots and a black thong, I walked downstairs, smiling all the way. I was surprised that my date hadn’t arrived yet and even more surprised to hear Mike’s laugh at something on the television in the den.

“I’ll be leaving in a few minutes, don’t expect me back too early.” I said as I strutted into the den where I saw him sitting.
 
Mike

I smiled as I saw Maggie walk into the den.. I was half heartedly watching TV while eyeing her in her boots and leather skirt. I wondered how many guys she had bent over for in that skirt.... well, there would be at least one more if I had my way.

“I’ll be leaving in a few minutes, don’t expect me back too early," she said.

I didn't even bother to look up at her as I replied, "I won't. " A month ago I would have chided her to wear something more decent as her father would have. But right now my thoughts weren't very paternal. From my seat I could see out from the edge of the curtains and saw Maggie walk back and forth on the porch. She seemed to be growing irritated.

Finally she pulled out a cell phone and after a moment on it looked through the window at me, bearing down on me with all her malevolence. I smiled cruelly in response. Almost instantly I heard the front door slame shut as she came half running and stomping into the den.

"You bastard!" was the first thing I heard.

Without bothering to look at her I said, "So, did he relay all of the conversation or just the part where I told him that you were still in the showering washing your previous date's scent from you?"
 
Maggie

I couldn’t believe my ears when I heard Nick’s foul language, calling me a slut among other things, but looking over at Mike, that triumphant grin on his face, damn that man.

“You bastard!” I shouted angrily, after saying a few choice words to Nick and telling him to fuck off before I hung up and walked to the den.

"So, did he relay all of the conversation or just the part where I told him that you were still in the showering washing your previous date's scent from you?"

“You think you’re pretty clever don’t you? What are you gonna do, tell all my dates that just so they don’t come around? That you’re way of keeping me here…” I said, the anger showing on my face, but my words spoken calm and deliberate. Sure, he sits there so smug, thinking he won and why the hell did he want to keep me here anyway. Hell, since when did he think he could even start butting into my sex life for Christ’s sake, but the fact is, he shouldn’t even be talking about things like that with me…oh yessss, that’s it…

Still standing at the doorway, staring at Mike, a soft smile started forming on my lips and my tension started to ease with the thoughts running thru my head. “Well guess it’s just the two of us for dinner, if you don’t like pizza, guess you’re on your own.” I said flippantly as I nonchalantly thru my head back, tossing my hair and putting the cell phone to my ear calling the pizza place.

After placing the order, I walked over to the chair by the window and knelt up on it watching for the delivery guy, but really knowing I was giving Mike a nice peek up my skirt by the way I was leaning in the chair. With a wicked smirk on my face, I glanced over my shoulder, looking him straight in the eyes.

“Oh and by the way, don’t be too surprised if Nick shows up, he wasn’t too happy to find out that previous scent was none other than the man that had given him that delicious insight in the first place.”
 
Mike

I watched Maggie walk towards the window, tossing her hair behind in a very sexy way. She settles in the chair bye the window, successfully provoking me but I force myself to see how her little game plays out. But I wonder if she knows just how far the rules may have recently changed.

As she kneels down I don’t try to keep my eyes from gazing on her ass and the thong riding up, something I wouldn’t have done before. I was not in the least bit concerned about Mikey, Nicky, or whatever the scruff’s name had been. I had seen Maggie the sweet and Maggie and bitch enough to know which had been talking on that cell phone, even if it had only been pantomime on the other side of the window. So, I decided to respond to her earlier statement instead.

Keeping perfect eye contact as she turns around and dismissing her immediate statement, “Thank you for ordering the pizza. You might manage to make a good domestic yet, as your mother wants.”

Seeing the chocked outrage on her face I stand up and stride over to her, standing immediately behind her upraised bottom but ignore it. I know she’s looking up at me but instead I just lean forward and pull the curtain to the side as if I’m inspecting the drive way. If she moves now it will either have to be against me to stand up or nearly scooting onto the ground to avoid me.

“How long is the delivery to take, Maggie?”
 
Maggie

“Should be here soon,” I mutter looking up at him, and that crack about making a good domestic, yeah right, like that’s gonna happen. I had a lot of plans for my future and what my parents, or even Mike for that matter wanted, domesticated was not in any of those plans.

Obviously he wasn’t about to let my comment bother him, but apparently something did since he was right up my ass standing behind me. What the hell was he doing standing there anyway, I could barely move without touching him. Well I sure wasn’t about to let him think it mattered to me either so I went back to looking out the window.

“Hope you like pepperoni and mushrooms,” I said nonchalantly, not really caring one way or another. I leaned closer to the window with my back arched a bit more and grinned when my ass backed against the front of his crotch. After about a minute or so of ignoring the fact that we were touching, I turned my head raising my eyebrows and stared up at him with a smirk on my face.

“You gonna move so I can answer the door when he comes, or did you have something else in mind?” I questioned him, knowing full well he was just trying to make me nervous and I wasn’t about to let him get the best of me. Besides what the hell would he have in mind anyway, after all he was just the caretaker and hadn’t he reminded me that it was my parents estate and not me that were his concerns.
 
Mike

Looking down at Maggie I stare at her smirk and asked with a raised eyebrow. “And if I did have something else in mind?” I watch her face slip from its normal composure for a second before I continue. “We do need to talk Maggie, about the instructions your parents left. Raising you is no longer my concern but I will continue to act on your parents’ wishes as I see fit.” I choose that moment to step back and give her room to stand.

“We can talk about your allowance before or after we eat Maggie, your choice.” Breaking eye contact I turn away and let my hand accidentally slip across her bare ass cheeks so that my pinkie runs across her thong. Not waiting to see her reaction I step away into the den, only looking back once as I turn the corner and see her still there looking at me.

Returning to my desk I’m reminded of how much this really is my office. Maggie’s father had no interest in running the affairs of the house and with all of his travel had left it to my care for many years now. Even Maggie’s father had called it Mike’s office on a few occasions. As I sit down to the wooden desk to review bank accounts I notice that Maggie’s is fairly low. She would normally never notice any excess withdrawal as it would pull from her credit line but that had been canceled this morning. And although I could easily shut down her account, as it was in the estate’s name, I didn’t. It was her money and she could spend it as she pleased.

However, from now on Maggie would have to change her attitude if she wanted something. All she really had to do of course was meet me half way and try to cooperate. But as I remembered my pinkie running across her cheeks and the smooth feel of her skin I was glad she wasn’t the cooperating type.
 
Maggie

I stood glaring at Mike when he walked away from me, touching my ass the way he did, just who the hell did he think he was? Damn, not even my boyfriend had been that friendly, and if I wasn’t mistaken, Mike knew that too. When he turned back around to look at me I was really tempted to stick my tongue out at him, especially considering that look he gave me when he made the comment about having something in mind. Instead, I looked back towards the window where I noticed the deliver guy pulling up in the drive. I scooted back, thrusting my ass out a bit before I got off the couch and then adjusted my skirt, pulling it down from where it had risen exposing my thong.

I dug into my purse that was lying on the table next to the door and took out a $20.00 bill. Opening the door, I smiled sweetly at the delivery guy, enjoying the sparkle in his eyes as he looked me over pretty good and leaned over, handing him the $20.00.

“Thanks and keep the change!” I said to him giggling when he thanked me, obviously overjoyed with his tip, along with the nice view he got from my tits bouncing, nipples poking thru the material a bit when I laughed. I winked at him, his mouth gapping open, not even moving and finally I shut the door. I just loved when that happened…

“Pizza is here, come help yourself. Guess we can talk while we eat or afterwards, it’s all the same to me.” I called out to Mike and carried the carton to the kitchen setting it down on the table. I got out some paper plates and napkins and then got myself a can of beer from the frig, so I wasn’t old enough to drink, it was only beer after all. It wasn’t like I hadn’t drank before, maybe just not in front of Mike, like that mattered now that he wasn’t my babysitter anymore.

Speaking of which, it wasn’t as if I didn’t know a talk with Mike was coming. Seems like there is always something we have to talk about when my parents leave, although, usually it was about following the rules, behavior, yada yada yada. What my allowance had to do with anything, I couldn’t imagine and I had to admit, I was rather a bit curious as to this change in him I was noticing. Touching my ass like that, just who…I thought to myself as my hand rubbed down the back of my skirt unconsciously.
 
Mike

I walked into the kitchen, glad to smell the pepperoni and mushrooms. It actually was my favorite, a fact that I hadn’t expected Maggie to know despite the hundreds of times we had eaten pizza together in the house. I actually was a bit hungry as I walked in and slid a piece onto a paper plate but other thoughts were edging the hunger out of my attention. Maggie was delicious and as she walked the short skirt danced around her thighs in a very distracting manner, exposing bits of her thighs. I let my eyes linger, not caring if she saw.

I noticed that Maggie didn’t sit, but chose to lean against the counter near the table, so I did the same, standing next to her. I looked down at the beer between us that she had gotten out.

Looking at her, “Drinking Maggie? You’ve just turned eighteen, not twenty-one.”

Maggie looked at me disapprovingly but not with the glare I expected. I suspect that she knew how much her parents would disapprove. For all their leniency they were very strict about some things.

“Its all right, so long as your parents aren’t around we can amend the rules a bit. Get me a beer and you can have yours.”

I wait as Maggie walks over to the refrigerator and grabs me a beer. She handed it to me without flourish. I popped the tab and took a swig, watching Maggie as I turned part way to her and caught her eyes. Maggie really does have wonderful bright eyes. Fuck me eyes as we used to say.

“Finish your pizza Maggie. We’ll talk when you’re done. Basically, your parents have concerns about your future now that you’re an adult. And they have left it in my hands to implement the finances of the estate in accordance with those concerns. As an adult they no longer have any legal obligation to you so your continued income from their estate will be dependent upon co-operating with their wishes for your welfare.”

I chewed on the last of my pizza, blatantly watching Maggie as I ate. I saw no reason to hide the fact that she aroused me. I would have to be dead not to want to see that lovely hair in my lap, bobbing up and down.
 
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Maggie

“God Mike, you make it sound like I’m gonna have to get a job or something!” I said, half giggling, half serious. Surely my parents weren’t going to cut me off just because I wouldn’t settle down an marry or go off to college. Hell, they had more money than they knew what to do with, what was the big deal.

I took another bite of my pizza, a sip of beer to wash it down and licked my lips at the same time looking at Mike. I couldn’t help notice how close he was standing next to me, the way his eyes seemed to watch my tits jiggle every time I moved and dropping my eyes down to his crotch, a habit of mine when looking at men, I grinned at what I saw.

“Course, I suppose I could find something to do that might pay me, even keep me from being bored. Hell who knows, maybe waitress, maid, who knows it might even be fun!”

I kept a straight innocent expression on my face when I looked up at Mike, knowing how much my parents would die if I took any type of job like that and finished the last of my pizza, my eyes still focused on him. Actually I was starting to feel pretty pleased with myself, having for the first time noticed the affect I was having on Mike and believe me, it wasn’t going to go unnoticed. Specially when I again let my eyes travel the length of his frame, recalling the way he had touched my ass just a bit ago, feeling that little jolt of excitement when I did. There definitely might be some advantages to this, like bending the rules as he said letting me drink, not to mention what I could do, now seeing that I could arouse him.
 
Mike

I had to fight the urge to laugh as I was chewing when Maggie said that she might become a waitress or maid. She had only the faintest ideas of what these jobs might entail and no experience with the kind of drudgery they required. Taking a swig of my beer, I looked at her, her expression plain but there was a hint of humor in her eyes. Humor at what I wasn’t sure yet, though I had a good idea when I saw her eyes wander down the length of my body. When her eyes lingered on my crotch I smiled and felt a bit more blood rush into my cock as she looked at it.

Stepping away from the counter, I leaned against the table to face Maggie directly.

“Fun? I suppose they might at least be a new experience Maggie. And they would give you some spending money as I cut off your credit line this morning.” I saw the shock register on her face, but only for a split second before she hid it. Still, I hadn’t expected even that much from her.

“Don’t worry though, I paid off all the existing bills so that you can start fresh. Your father suggested a $20 a week allowance, which seems unreasonable to me. I’m going to allow you a bit more, so long as you can be a bit more cooperative. If you want to be a maid you can start with picking up your own room. From now on Ms. Hooligan won’t clean it, you will and so long as it is clean you’ll get $40 a week.”

Maggie’s face was an unreadable grin, so I entertained myself by watching her tits move as she shifted against the counter.

“Of course, if that’s not enough for you, and I do understand that it is quite a change from your existing habits, I’m sure we can find other ways for you to be cooperative around the house that would justify further increases. Assuming that you don’t want to become a waitress that is.”

I left the last statement hang in the air as I reached down to grab a second slice of pizza.
 
Maggie

Cut off my credit limit!!! How could he? What right...

I quickly hid my anger, not wanting to give him that satisfaction as well, when I saw the pleased grin on his face telling me that. And damn $20.00 a week? Even $40.00, that didn’t even come close to what I spent in a week.

“Do you realize, that doesn’t even cover the cost of the undies I buy in a week, let alone any new outfits I need?” I remarked, biting back the anger I really wanted to shout at him. Then noticing the way he was glaring at my tits, I added grinning, “Course, I could always go without, bet you wouldn’t mind that would you?”

As soon as I said it, I wasn’t sure, but the look in his eyes told me I was pushing it, and maybe I better back off.

“Look, I understand you’re only doing your job, but you have to see how unreasonable this all is. First my car, now my money, what next?”

Lifting myself up to sit on the kitchen counter next to him, my skirt riding up my thighs, my legs parted slightly, I let out a long sigh.

“Mike, I’m gonna need more money than that, especially with all the summer activities I’ve been invited to. So what kind of cooperation are we talking about here?” I finally said and without showing how I really felt, gave him a weak, but pleading smile.
 
Mike

I had been listening to everything Maggie said but cared little for her attitude. She was right of course, I wouldn’t mind her walking around without panties but the issue wasn’t her observation - it was her attitude. Of course I looked but only at something she flaunted. Yes, I eyed her but only after she teased. It wasn’t the teasing I minded - it was the belittling. Maggie lifted herself to the counter, showing off her luscious legs with that black skirt and giving me a glimpse of the treasure that laid between her legs.

She sighed, “Mike, I’m gonna need more money than that, especially with all the summer activities I’ve been invited to. So what kind of cooperation are we talking about here?”

Her faint smile wiped the arrogance from her face. At least she was being honest about her agenda - money. And, the civility made is difficult to be cruel though ten years of her petulance had given me fair resistance to her manipulations.

“Maggie,” I began, “I’m not completely insensitive to your situation but I have two considerations here. The first is to your father who left it to me to do things he could not and that is to get you to follow his wishes. This means that you will find additional monies available for doing things that will make him happy. You can start by applying to a couple of the colleges he talked about. And I mean honestly apply and try to get accepted. Whether you actually enroll is between you and your dad when he finally comes home. I’ll take care of the fees. There are other things too but that would be a start. The other consideration is my own. I’ll be living with you until you move out unless I throw you out. And yes, I do have that authority though I have no intention of doing so. But I would find life more pleasant if I found it more pleasurable to have you around the house. How you can manage that I’ll leave up to your discretion.”

After that long speech I looked to Maggie to see her response and only saw her red lips twitch.
 
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Maggie

I listened to Mike, doing my best not to show my emotions, hell it wasn’t like I hadn’t heard all this before, at least about college. Now making life pleasant for him, how the hell was I supposed to do that? And why should I? He sure wasn’t doing anything to make my life pleasant, but I had to give him something, after all, he did sound like he was trying to be a bit reasonable.

I hopped off the counter, straightened my skirt, finished my beer and started cleaning up what little mess there was from having pizza.

“Well Mike, I suppose applying at some colleges isn’t all that much to ask. It still leaves me all summer to enjoy and it is better than marrying one of those snot nose snobs my mother wants me to.”

With my back to him, I was leaning over, wiping off the table and smiling wondering if he was watching me. Without looking at him, I turned back around and gathered up the paper plates and napkins we were done with and tossed them in the trash.

“I’ll see what I can do about making it a bit more pleasant for you around here,” I added, with a cheeky grin, my eyes flashing for just a second. “But, I am going to figure out a way to make some extra cash, and I seriously doubt cleaning up around here is gonna do it, but I’ll take care of my room at least. If you don’t mind, I think I’ll head to my room, I have a few calls to make.” One of those calls was to a friend of mine who was making tons of money where she worked and said if I ever needed some cash to let her know, they were always hiring. I wasn’t exactly sure what she did, but it might be just what I needed.

“You know Mike…” I said seriously, turning back to face him before I left the kitchen, “You’re not always gonna be around to look after Dad’s estate, and neither is he. Someday it will be mine, maybe that’s something you might want to consider teaching me about. Course, that’s up to you and Dad of course.”

Yeah right, once it was mine I’d be hiring someone to take care of it too, but for now it was the only thing I could think of that might get Mike to back off just a bit. And if I could get under his skin enough….well one never knows…
 
Mike

“You know Mike…you’re not always gonna be around to look after Dad’s estate, and neither is he. Someday it will be mine, maybe that’s something you might want to consider teaching me about. Course, that’s up to you and Dad of course.”

I watched Maggie’s black skirt swish across her thighs as she walked away and I considered her words. I was a little surprised. Either Maggie was playing a game or exposing more self consciousness for the future than I would have given her credit for. Regardless, it was an idea with merit and would please her father. Heck, he’d have been happy with far less than her actually having an interest in the family affairs.

Following Maggie I caught up with her in the hallway outside the den. “Maggie, stop.” I knew that Maggie would bristle at a command but I was surprised that she actually stopped without a snide comment. Instead, she turned around.

“Yes, Mike?” Maggie replied lazily, looked at me and absently ran her tongue over her lips. I wondered if she was actually moistening them or teasing me but her eyes didn’t let me know.

“Maggie, if you’re serious about what you said I would be willing to discuss it. We would still have to discuss what you would be doing and about your performance but it can be arranged.” As I was talking I walked closer to Maggie, eyeing her. I still had some reservations about her attitude but the opportunity to have her that close and having to answer to me was too great. “I wouldn’t mind some help and since you would be helping me personally I might be persuaded to free up quite a bit for your expenses. All of this would be dependent upon me being happy with your,” I paused here, thinking about my choice of words, “performance. Think about it Maggie.”

I shot a half smile half grin at her as I turned away. Leaving her to think I turned and walked back to my office, leaving Maggie to think about her circumstances and options and what kind of performance I wanted to measure.
 
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Maggie

I watched Mike walk away with a look I hadn’t recognized before making me a little leery about what I had gotten myself into, although I did my best not to show this. Was there something in the way he said ‘performance’, something about working for him that he wasn’t saying or was that just my imagination that?

Grinning, I turn away and walk upstairs to my bedroom, deciding to wait until morning before I told him my answer or find out any more about this ‘performance’ issue he was speaking of. I mean really, how hard could doing a bookkeeping be or whatever else it was that he did. The fact that he was willing to free up some money for me if I helped him was definitely a plus in favor of working for him. The fact that he also liked looking at me was another plus, only in my favor, I thought, snickering under my breath a bit.

Walking in my room, leaving the door a jar, I quickly stripped off my clothes, throwing them on the chair and picked up my cell phone. I laid across my bed, pulling the sheet just enough to cover the cheeks of my ass and dialed the phone.

I had been talking to one of my girlfriends about an upcoming party for over an hour with my stereo still playing fairly loud even after I hung up, unaware how late it really was getting. I heard Mike pass by my doorway, mentioning something about keeping it down, figuring he was headed to his wing of the house for the night.

“Hey Mike, if I’m gonna start helping you, any specific time you need me up in the morning?” I called out, leaning up on one elbow, a pillow just barely covering my breasts and getting rid of the wide smile I had on my face when he peaked in to answer me.
 
Mike

Having left Maggie in the hallway I retreated to work in my office and did so until about eight. As I ran over finances I also wrote paychecks and made notes to speak with the landscapers about re-seeding the lawn. As I worked I was sure Maggie could learn these things. Despite her behavior, Maggie was a bright girl really though not as world wary as she thought she was and twice as cocksure. It was the other things I was unsure of, the actual labor and what she would do when someone got in her face and yelled at her. But I was getting ahead of myself. Knowing Maggie she might well take a job at a burger hut just to spite her father.

So, at eight, I decided that my duties were done. I retired to my room, on the far end of the house from Maggie’s to read and relax. The relaxing was more difficult than I had supposed it would be. As I passed by Maggie’s room I found her door partially open. The look was casual and meant only to learn if she was in there as I couldn’t hear anything above the stereo. What I saw was a very beautiful woman, lying on her stomach, her cheeks barely concealed by a sheet and the sides of her breasts exposed. I waited for several long minutes, watching and stroking myself through my pants. With that I forced myself to march off.

That evening, the hours crawled by as I tried to read and failed. The curves of Maggie’s ass would not leave my mind. Eventually eleven drew near and I decided that I needed some sleep. So, I dressed in my white robe and went to the kitchen for a glass of milk. As I returned up by the stairs I passed Maggie’s room and heard her stereo blaring. More out of habit than any real concern I told her to turn her music down and continued on my way. So long as I couldn’t hear it I really didn’t care since the rest of the house was empty.

Her voice reached me as I had just stepped past her door, “Hey Mike, if I’m gonna start helping you, any specific time you need me up in the morning?”

I stopped and turned back, stepping inside her door and leaned against the door frame. I held my milk glass and sipped while I looked at her a second, a pillow arranged to hide her nudity, her dark hair cascading around her shoulders. “Eh? So, just assuming that you’ll join in where you want Maggie?” I teased her and kept my tone joking. “Well, we still have things to talk about but I think that I can give you a try in the morning and if we can see if it will work out.” I’d rather work my way in I thought and felt a familiar surge of blood as I watched her, reclined, lying a few feet from me.

“Be ready to work by 7. And yes, in the morning.” She parted her lips, as if to speak and rather than hear her objections I interrupted. “How about this for incentive Maggie, if you can actually take some of the pressure of me by taking some of my clerical duties I will pay you ten dollars an hour in addition to upping your base allowance to fifty dollars a week. If you do well enough we might even arrange a future bonus. How’s that?”

I waited for a reply and waited, finally forcing my attention away from her parted lips, noticing that they were hanging open. Her eyes were cast down and as I followed them I realized suddenly that my robe had been a little more than loose and that the head of erection had slipped free of my boxers and was on display. I considered panicking and then realized that she might as well learn something about me now. Keeping a neutral demeanor I stepped into the room and set my milk on the table at the end of Maggie’s bed. I pulled my robe open and straightened my cock, discretely putting it back inside my boxers though it tented them. I then retied the robe.

Smiling and feigning a slight embarrassment, “Sorry about that Maggie. I should have double tied the robe I guess.” I shrugged casually and walked out, leaving Maggie there as I returned to my room to think about what was under that blanket.
 
Maggie

I was just about to comment on how early he wanted me to start, but was suddenly distracted by what I saw peeking from his robe. OH MY… And if that wasn’t enough, I was speechless watching him open his robe, adjust his cock slipping it back in his boxers…OH MY…

“Sorry about that Maggie. I should have double tied the robe I guess.”

I sat motionless for several minutes, not only had he shocked me with his rather generous offer if I work for him, but he hadn’t even seemed all that embarrassed by what I had just witnessed. Just thinking about what happened, the vision of his erection peeking from his robe flashed in front of my eyes, a smile began creasing my cheeks. I got up off the bed, turned off the music and picked up my clothes, tossing them in my hamper and stood looking thru my closet thinking about what I would wear for my ‘first’ day on the job. With that I giggled, putting my hand over my mouth to stop from being heard, again visualizing Mike and now more than ever sure that I had had some affect on him.

After picking out a light cotton blouse and a jean skirt, I laid my clothes on the chair, finished picking up my room so I it was done in the morning, set my alarm and slipped naked under the covers. As soon as I closed my eyes I again saw Mike’s erection poking thru his robe, damn, talk about me having some affect on him, I was beginning to wonder why that vision kept flashing in front of me and why I felt so warm every time it did.

Sleep didn’t come to easily, but eventually I had drifted off, only to be woken up by that damn alarm. Shit! Getting up this early was almost gonna be like going to school. I slapped the little clock, turning off that stupid buzzing noise and quickly hopped in the shower. Dressed, the blouse a bit tight across my chest showing off my bra just a bit, my skirt short as usual, but still covering the white bikini panties I had underneath, I headed downstairs.

It was fifteen minutes to seven when I made my way to the kitchen for some coffee, passing Mike’s office on the way noting he was sitting behind his desk. I poured myself a cup of coffee, got a rubber band off the counter and put my still damp hair up. Then taking my coffee cup, I went to Mike’s office and instead of my usual barging in, I knocked on the door even though it was already ajar.

“Morning Mike,” I said, choosing to remain by the door, “So, now that we’re awake at the crack of dawn,” I hesitate, my tone light and joking, take a sip of coffee, “what’s on the agenda for today?” I asked then took another sip of my coffee.
 
Mike

I had dragged myself up from bed with greater lethargy than usual. The morning shower had felt good but I still couldn’t get the look of Maggie’s eyes at my accidental exposure out of my mind. The stare was not entirely shock. As I showered I washed myself and carefully cleaned the length of my shaft and my sack as I lathered them but held back from anything more. Ten minutes later I had toweled, dressed in jeans and a black denim shirt and retrieved my first cup of coffee from the pot I had started before the shower.

Heading to the study I heard Maggie’s shower start and smiled. It was a bit before seven when I heard her knock. I was a little surprised but she obviously was trying to put her best foot forward and I looked up from the accounts ledger to see her standing there. I should be immune to Maggie’s dress by now but seeing her there in the short skirt and with her damp hair pulled up reminded me that I wasn’t.

“Morning Maggie.” I leaned back in my chair. “Glad to see that you’re so perky this morning. But I guess the coffee helps, eh?” As I commented on her perkiness I tried not to smile. I had glanced at her substantial chest and wondered at her blouse, which looked just a bit small for her. It slowly dawned on me that there was only reason to keep a blouse like that, for her to show off her chest.

I stood up and motioned for Maggie to come into the study and watched her legs move under her skirt. “Days vary quite a bit here. My job is to do anything and everything necessary to keep the estate going. To be honest the clerical stuff is what I enjoy the least but it also requires most of my time. That is where you come in. Hopefully you’ll learn a bit about how things work but we’re going to start off small.” I cracked a thin smile. “By opening mail.”

I opened the right hand cabinet behind the desk to show Maggie the organizational files. I showed her the in and out boxes on my desk where the house staff placed the mail. I showed her how to open the mail and where to put different categories, for accounts receivable (very few), accounts payable (bills and many), correspondence, where to put pending, and things like that. After that I showed her the ledgers and how she could check to see what I’ve dealt with from the done folders and how to time stamp them and put them in the appropriate month’s folder and the notations to make in the ledger. Finally, I told her that since I kept the only keys to the cabinets in here if she ever wanted to get some work done when I wasn’t here she would need to ask for the keys.

After an hour I had gone over the filing system from receipt of delivery to documentation. “Now, I know its painfully boring Maggie, but it is necessary to keep everything going in this house. So,” I motioned to the chair across the desk from me and handed her a brass letter opener by the handle, “if you’ll start on today’s mail I’ll sit here and finish a few things.”

I powered up the laptop I used for a computer and glanced across at Maggie, her legs crossed but the skirt riding up as she opened the mail. She caught my eyes so I said, “Don’t worry Maggie, if you want to help me in other ways than just in the office I have something more exciting we can do this afternoon if we finish up here.”
 
Maggie

I listened and watched carefully as he showed me the files, what goes in and out, where everything belongs, noting that it didn’t seem all that complicated. Although, just as he said, I did find it a little bit boring and monotonous while I sat across from him opening all the mail and sorting it into several different piles.

When he told me about something more exciting this afternoon, I just smiled, not saying anything, although wanting to laugh. Damn, just about anything could be more exciting than opening all this and filing it, but I have to admit, I’m a bit curious by what he has in mind for this afternoon.

As soon as I have all the envelopes opened and sorted, I get up and move to the drawers, thinking I caught him watching me when I knelt down and started putting the papers in the right folders. When I’m thru, I stand up glancing at him, but see that Mike is busy at his laptop. I walk to where I was sitting and finish my coffee then, leaning over his desk a bit, notice that his cup too is empty.

“I’ll go refill our coffee, don’t want to be fallin asleep on the job now do we…” I tease lightly, when I take his cup along with mine and go to the kitchen.

After filling up the cups and washing my hands, I notice several of my buttons have come on done on my blouse and I grin, wondering if he noticed and just didn’t want to say anything. I think about leaving them like that, considering how tight the blouse is, but change my mind and buttoning them back up, adjust my skirt and walk back to Mike’s office with the coffee and back to work.
 
Mike

I take the opportunity while Maggie takes my coffee cup and walks out to adjust myself. Damn, did she have to lean over like that to get the cup.... but the thought is left unfinished as she returns and I’m disappointed to see that she has fastened the top few buttons that had came undone on her blouse.

I take the cup that she offers and grin, clicking the save button with my free hand and closing the laptop. I take a sip while she sits back down across from me.

“Its pretty dull work but it keeps the place going. Now, if you’re interested in putting in a full day’s work you can join me this afternoon. I have to inspect the fences around the ranch and do some spot repairs or marking sections for replacing. Pay is the same rate as this morning. You game?”

I see Maggie hesitate. I suspect this sounds suspiciously like real work to her so I decide to sweeten the pot. “I’ll even tell you what. Since I’m sure your father would like this I’ll even toss in dinner tonight. Anywhere you want, anything you want. All you have to do is get a little sweaty with me. You might even find you like the work.”

I lean back and smile thinly as I sip my coffee.
 
Maggie

Wow, dinner anywhere I want, and all I got to do is get a bit sweaty, probably dirty too…” I asked, or actually stated with a slight grin and then a giggle.

It was the first time I actually saw Mike bust a gut, laughing, although I wasn’t too sure if I really understood the depth of his humor, but it did seem to relieve some of the tension between us. I leaned over, grabbing my coffee cup from his desk, catching his quick gaze at my blouse for a second causing me to look down, making sure my buttons weren’t undone and then took several sips of my coffee.

“Well at least I can think about where you’re taking me for dinner while I’m getting sweaty and all…” I finally added cheerfully while I stood up and walked behind his desk.

As soon as I opened the cabinet, this time just bending over and started putting the mail in their proper folders, taking my time a bit. My god, was I really gonna go out to dinner with Mike, mean Mike who’s not only been a major part of my growing up, prevented me from certain things when mom and dad weren’t around, but also the one that did his share of spankin my ass for misbehaving as well. I couldn’t help but giggle out loud with that thought, specially with my ass sticking out like it was right now and finally had to remind myself this dinner was really just payment for doing some work. Besides if we were going to be living together for awhile, with out mom and dad, I guess it was better to at least try and be friends.

“Hey Mike, looks like I’m about finished up with this and it’s getting close to lunch,” I said turning to look over my shoulder and smiling at him. I couldn’t tell if I had interrupted him from something, whether it was starring at my ass or what, but it did seem that he had been lost in thought when I spoke, startling him. “Soooo, do you have anything else you need me to do, or should I meet you back here after lunch?”
 
Mike

“Soooo, do you have anything else you need me to do, or should I meet you back here after lunch?” Maggie shot me a look that made it clear that she suspected that I had been looking at her ass. And she was mostly right. I was watching her immaculate cheeks but it was half hearted. More of my attention was set into my memory, stretching back to past years. I wondered briefly if I was really pushing things or if everything had built up to this point on its own.

Coming back into the present I looked into her eyes, “Your duties can wait until after lunch. We’ll meet here. Think about dinner though and I’ll make reservations before we head outside.”

She smiled briefly and turned back to putting away the last file as I watched her. I stood and walked towards her, bent over. With one hand reached out I held the cabinet door open for her while she finished, intending to close it when Maggie was done, unaware that she hadn’t seen me walk up behind her. I stood behind her, my mind wandering again and not recognizing the danger until it was too late.

Maggie had scooted back to straighten her legs out and inadvertently rammed her ass into my crotch. I instinctively shot one leg backwards to balance myself on and reached out to steady Maggie who had lost her balance when I turned out to be in her space. My hand wrapped around her stomach, brushing the underside of her breasts as I pulled her against me, her shoulder tucking under my chin. As soon as I did that I straightened out, rubbing against Maggie as I let her go and she slowly stepped away from me.

“Sorry about that Maggie. I thought you knew I was there.”

Maggie responded, “Accidents happen.” She blushed very slightly, probably from the scare and walked out.

I watched her leave as I gingerly closed the cabinet doors and willed my erection to deflate. It went slowly as I remembered the split second of my pushing the cloth of her skirt between her legs and up her cheeks. And I remembered the look of her smooth thighs as the skirt rode up and I saw down, over her shoulder. Taking a deep breath I strolled into the kitchen to fix a sandwich with the left over ham from the weekend’s dinner. Fixing the sandwich and a glass of tea I leaned against the counter again and waited for Maggie to come down. I wasn’t sure if she would change into anything for working outside but after a full morning of watching her strain her blouse and looking at that short, short skirt I could hardly be even more distracted than I had been.
 
Maggie

Wow, I knew Mike was behind me, well maybe not that close, but I certainly hadn’t expected what had happened. Not just by the stiffness I felt poking my ass when I backed up to him, but the sudden jolt I felt when his arm came around me, his hand brushing against my breasts. It was like every nerve ending in my body came alive all at the same time, not only perking up my nipples but even my pussy tingled. Doing my best to act calm, getting out of their as quickly as possible I sure hoped he hadn’t noticed that affect, that’s the last thing I needed him knowing, or even thinking.

I went quickly to my room, and as warm as I was feeling, I had half a mind to take a quick shower, but instead, I stripped out of my clothes. Standing in front of the mirror, I sponged off a bit while giving myself a pep talk about the dangers of letting Mike get to me like that. It was bad enough he had me working in order to get some money and not even near what I was use to getting just as an allowance. Being pleasant to him, specially after all these years, wasn’t all that bad, and being able to get him hard like that was great, but….

From the sounds of it, the work outside was definitely not the place to be wearing a skirt, unless I was really going to ask for trouble. Not that the thought hadn’t crossed my mind, I smiled thinking to myself, but it also might be pushing it a bit and not necessarily to my advantage. And for some reason, I actually wanted to show Mike that a little hard work wasn’t going to kill me either. It was going to be a rather warm day though and it was never too early to start on a tan, so I put on a yellow tube top and a pair of tight cut offs, that actually covered the cheeks of my ass, but barely when I bent over. With my hair still in a pigtail, I tied a bandana around my forehead, keeping my hair up and out of my eyes, slipped on some knee socks and put on my riding boots. Sure heels might have made the outfit sexy, but if I was going to actually work, boots would be much more practical.

I spotted Mike in the kitchen soon as I rounded the bottom of the stairs, and smiled at him as I strolled in the kitchen.

“Think I’ll fix myself one of those sandwiches, that ham was great!” I remarked pleasantly, walking over to the counter beside him. “Oh and for dinner, how does Ramones, not to expensive is it? I heard they serve a wonderful Lobster Linguini,” I asked over my shoulder looking at him rather innocently, while I reached up, getting a plate out of the cabinet. One of my date’s, quite a bit older than myself, had tried to take me but as I was under 18, we weren’t allowed in. I had heard that apparently besides their food being excellent, the variety of entertainment was quite unique and unusual. I seriously doubted it was a place Mike had heard about, let alone ever went to and having never been there myself, how would I know about any entertainment.
 
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