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A Boss, A Mentor, A Lover Ch. 01

By: johnwhoknew



I was 23 when I landed my dream job at ADM Advertising and Marketing, a national firm. I had graduated from college over a year previously so I was getting pretty desperate to find a job to further my chosen career, one that didn't involve waiting tables or mowing lawns. My first boss, the guy who hired me, was on his way out the door, just months from retirement. When he left, a co-worker in my department took over his job as director and became my boss. Her name was Carrie Sterling, and I was happy that I'd be reporting to her.

She had treated me well in the several months since my arrival, and I believed she'd make a good supervisor. She'd been with ADM for five years and had impressed management from the day she started. Her promotion was inevitable, and she was earmarked to continue her rise through the company.

Carrie was six years older than me, but never came off as condescending or haughty, even though I was a bit green, this being my first corporate job. Over the next couple of years I tried to learn as much as I could from her and my co-workers. I grew into a reliable idea and creative guy, and I learned pretty quickly. When they finally let me begin pitching concepts to both current and potential clients, the true art of our jobs, I was generally cool under pressure though a bit timid. I needed to learn aggressiveness.

This, Carrie decided, was her responsibility and she took it upon herself to take me under her wing. "Stillman," she said one day after a client meeting, "you've got a lot of potential, but you need more balls. I'll teach you. From here on out, you're going to meetings with me." It was this kind of good-natured ribbing and tough love I'd come to expect from Carrie. She was definitely tough as nails and expected everyone who worked with and for her to be the same way.

She wasn't unfair by any means, but she had no problem ripping into people if they didn't perform up to potential. She'd never chewed me out for anything before, perhaps she'd given me some honest criticisms here and there, but she never called me out, embarrassed me or questioned my intelligence. Instead she allowed me to mature in my role, without undermining my confidence.

Because of this, I respected Carrie a great deal. And I got a lot better at my job while she was mentoring me. Over the next year and a half, I attended every client proposal meeting with her. At first I was a bit intimidated, but soon enough we built a work rapport that was something to be reckoned with.

Our success rate slowly grew through the roof. In high-pressure meetings, Carrie would play the role of aggressor while I'd temper her hard-ass routine with wit and humor, putting clients at ease. The result of this good cop/bad cop routine was that clients knew we had good creative ideas with their best interests at heart, but we also meant business. So we consistently got great results and made damn good money for the company.

"Jim, I gotta tell ya, you're getting better every day," Carrie said to me as we were leaving a particularly good initial meeting with a potential client. "Thanks Carrie," I replied, "I really feel like I'm getting the hang of this."

"Oh great, only took you, what, four years?" Her ball-busting had become more frequent the more successful we were. I didn't mind it at all. I had really grown to like Carrie, and truly there was a lot to admire about her. She was a great boss, a good motivator with solid instincts who was loyal to her team. She was driven and also took good care of herself. She exercised regularly, packed a healthy lunch for herself every day, and consistently had great energy and mental strength. She was average height, about 5' 5". Her exercise regimen left her toned and sleek, but not in the least bit unfeminine. In fact, she had soft curves, especially in her waist, hips and backside.

She also dressed impeccably, and chose fashionable clothes that complemented her lean, toned body well without being inappropriate for a business environment. She wore a modest amount of makeup, and kept her light brown hair shoulder length and informal, so that she never looked overly done up. And she never overpowered her light green eyes with too much eye shadow or mascara. The result was that she came across as confident, but not full of herself, and as you got to know her you realized how sexy this made her.

She had married her husband Paul five years prior; he was a lawyer several years her senior. They made a good couple, but every time I was in their company, I couldn't help but feel that he was a bit stiff and cold. Sure, Carrie was a hard-ass in business, but she had a humorous and mischievous side to her that softened her personality. I never sensed that from Paul. While Carrie was serious about her career, she was also down to earth and grounded. Paul always seemed a bit full of himself.

"Oh whatever," I responded to her barb, "you'd be nothing without me."

"Ok, you got me there. Sterling and Stillman, we're a helluva team."

She was hailing a cab to take us back to the office. We worked in a pretty big city, not a major metropolitan but fairly large. My apartment was outside the city where it was calmer though. I chose to live nearer to the small town where I grew up and commute into work. Personally, I liked some elbow room. During the cab ride back, Carrie gave me some good news.

"All right Jim, I've debated telling you this, I'm really not supposed to..." She paused leaving me in suspense.

"Well, hell, you have to tell me now," I replied.

"Right, so... we have a killer meeting with a national phone service provider next week. They've been a client of a competitor of ours forever, at least 10 to 15 years, and they've always denied our requests for a face-to-face. Until now. We have no idea why they've granted it to us, and management is pissing their pants right now. No one wants to jinx it. So, here's the thing, they've offered me the meeting."

"No shit," I gasped, "that's huge. Congrats!"

"Yeah, well... you up for it, Stillman?" I couldn't believe my ears. I'd prepared presentations for, and gone on, dozens of initial meetings, but never with potential clients this big, with this much money at stake.

"Are you serious?"

"You know I wouldn't have offered if I wasn't."

My initial reaction was to be terrified. This was way bigger than I was used to, and it was intimidating as hell. Sure I'd been at the job for about four years, but this was the kind of opportunity that went to people with a lot more experience than me. But then again, Carrie had spent damn near two years teaching me to be more aggressive and confident so I couldn't let her down now that she'd given me this shot.

"Yeah Carrie, I'm up for it."

"That's what I wanted to hear," she said smiling at me. Our cab pulled into our office parking lot and we both got out. "Ok, good meeting today. Go home early and get your head together. Tomorrow we start our crunch planning for the big one next week."

"Ok," I replied. She began to walk away, but turned when I called to her. "Hey Carrie... thanks." She nodded in understanding, and continued walking toward the door. I turned to start walking to my car, but stopped to watch her walk away. Her skirt hugged her hips and ass tightly, creating a soft, curved w, creeping just slightly into her crack. Her heels elongated her shapely calf muscles, and made her ass swing back and forth in a delicately feminine, pendulum-like manner with each step.

Admittedly I had begun to look at Carrie like this more and more every day. I had remained single and unencumbered throughout most of my 20's, mostly for my job's sake. I just didn't want to be tied down. Sure I'd had my share of sexual partners and dalliances, some more adventurous and strange than others; I was definitely getting mine. But most were fleeting and temporary; a girlfriend just hadn't entered my thoughts.

This fact came much to the displeasure of my sister, who was also my best friend, who wanted to see me settle down. I knew I would eventually, but for now I wanted to be unencumbered. This lifestyle offered me freedom, but it also created its share of cravings.

When I first started working with Carrie, I was a bit intimidated and in awe of her. I never allowed myself to fantasize about her or think of her at all in a sexual way. It was hard not to, she was gorgeous, but I buried those thoughts away when they cropped up for my own damn good. As our rapport grew stronger though, and our successes became more frequent, a confidence was growing inside me and I began to see her in a new light.

I'd take notice every time she stretched or yawned, watching the way her clothes clung to her curves. I'd admire her legs when she crossed them or swiveled in her chair, her feet when she'd kick her heels off and go barefoot later in the day. When she'd remove her jacket, I'd admire her small, but very pert breasts, or her lean arms when she rested her head on her hand. She was quickly becoming a fantasy for me, an unattainable goddess I could merely admire from afar.

I admired her in secret because I respected her far too much to ever betray her trust. She was a consummate professional, and my career owed a lot to her mentoring and direction. I knew in my head that I would never do anything to risk hurting our professional relationship. I would never say anything suggestive to her, or, god forbid, make a pass at her. But it was becoming more and more difficult not to lust after her.

Just recently I'd seen something that was permanently stuck in mind. We had stayed late to work up some concepts. It was only she and I left in the office by around 8:30 and we were both pretty burned out. I'd taken off my tie and jacket long ago and she had removed her jacket and kicked off her shoes. We were sitting in a conference room trying to hammer out one more idea, but were getting nowhere. "God, Jim, I am so fried," she said as she leaned back and stretched, yawning. "I dunno if there's anything left in my brain."

After saying this she finished her yawn and stretched her legs up onto the table. I was sitting next to her, and her feet landed just in front of where I was resting my head on my hand, reading through some notes from earlier. Without turning my head, I gazed discretely at her feet; they were small, feminine and cute, but her toes were actually quite long in proportion to the size of her overall foot. She had light, tiny little hairs growing on the knuckle of each toe, and for some reason I found them strangely arousing. Her toenails were painted red; this was the closest I'd ever been to them so I drank in every detail about them. I don't have what you would call a foot fetish by any means, but I appreciated how sexy Carrie's feet were.

After a moment of admiring her feet and toes, I turned my head slightly and was greeted with an incredibly beautiful sight. I was looking down the length of her leg, up her skirt. She had leaned back in her chair and put her hands behind her head, reclining her head back to look toward the ceiling. I sat there resting my head on my hand looking up her skirt at her creamy, white thighs. She wasn't the tanning type, so her skin was always soft and creamy white. Her skirt was modest, cut just above the knee, and today she'd decided against wearing pantyhose. I couldn't see very far up at first but as she reclined further, she began to subtly spread her legs just a little more. It could have been my imagination but it felt as though she was doing this on purpose. I could now see her upper thighs, and the sensation was making my head spin.

She was inhaling deeply through her nose, and had her eyes closed, relaxing. After several moments, she yawned and stretched again. This time she spread her legs even wider and gave me a clear view of her silky white panties. They were smooth and thin, trimmed with a delicate floral pattern, and they hugged the curve of her mound and pelvis softly. My heart was now pounding in my chest. I was overcome with a deep, driving urge to run my tongue up her leg and over those beautiful silky panties. Without opening her eyes she moaned and murmured, "I think it's time to call it a night." I was struck by the desire to say, "Actually, I think it's time we really made the most of this night." But instead I just said, "Yeah, you're right."

When she leaned forward and opened her eyes, I think she could tell that I'd been admiring her. She said nothing but gave me a quick, knowing look. After that we packed up and headed home, and the image of her soft, smooth thighs and delicate silk panties had been burned in my mind ever since. The contrast between the hard, business-like exterior, and the soft, sexy, panties that lay beneath was haunting my mind, cropping into my thoughts at random moments throughout the days when I was with her.

The next few days were filled with long meetings to prepare for our big face-to-face. Two days before the scheduled meeting, Carrie dropped another bombshell on me. "We have to drive to Philly for the meeting. We'll be there all day so we might as well get hotel rooms and not worry about driving back after." Of course this idea thrilled me but I didn't let on. I just said it was no big deal.

The day of the meeting we made the several-hour drive to Philly reciting our gameplan. We stopped at the hotel first to check in, then took a cab to the clients' office building. When we met with the execs, the process could not have been smoother. We worked our routine masterfully. We learned that the clients felt mistreated and were unimpressed by their current marketing firm. They said it seemed like the company they'd used for years had grown complacent and no longer seemed to see them as a high enough priority.

By the time we left, we'd convinced them that complacency was the last thing on our minds and consequently they were singing our praises. The outlook couldn't have been brighter. We offered to buy their executive team dinner but they politely declined. It looked like they were going to make us sweat a little bit. But still, I'd never seen Carrie so ecstatic as when we walked out of that meeting. We hit the street and she was gushing.

"Fuck Jim, I mean holy shit! We rocked, we absolutely fucking rocked! Nothing is in the bag and we can't count any chickens yet, but fuuuuck! Holy shit, seriously..."

I'd never seen her this excited before. All level of decorum was completely forgotten. I felt great too. "Damn right Sterling, we slayed today, absolutely slayed."

"You were awesome, Jim. You so had your shit together. Even when they pushed on you to see if you'd crack with your 'good cop' routine you just fired right back. You really earned their respect in there."

"Thanks Carrie, you were amazing, this was all you."

"No, Jim," she said grabbing my arm and stopping me, "I'm really proud of you." She threw her arms around me and hugged me. "That was so awesome."

"I owe it all to you," I replied. Her embrace sent shockwaves through my body. We held each other for a moment and I realized this was the most we'd ever touched. All we'd ever done prior to this was the occasional high-five or fist pound, certainly we'd never hugged. Even at the annual Christmas parties we only ever did the one arm shoulder hug at most. Or every once in a while she'd touch my arm or graze my leg just for a second. Those few fleeting moments were a special treat, and I'd gotten a thrill out of them. But now I absolutely reveled in this embrace and enjoyed the feel of her body pressed against mine.

This was no arm hug; our whole bodies were pressed together, almost in relief. Like we'd both wanted to press against each other like this for some time, and the relief of surviving the meeting had given us reason to. I know I had craved this embrace, but I couldn't tell for sure if she felt the same. We hugged just a little longer than I would have expected, but when she broke the hug she grabbed my arm and we kept walking. Finally I said, "Hey, where are we going anyway?" I had never been to Philly and had no clue where we were.

"Fuck it, Jim, we're walking back to the hotel. I'm too excited to sit in a damn cab and it's only a few blocks anyway. We'll enjoy the city of Philly more this way and we'll get dinner at that restaurant in the hotel when we get back. Whatdya say?"

"Sounds great," I said. And it was. The walk back to the hotel was almost magical. The city was beautiful on this spring night and Carrie was gorgeous in her outrageously celebratory mood. She even held my hand at one point and swung it back and forth as we walked. At another point I carried her on my back so that her feet could rest. She was wearing heels and I didn't want her to hurt her feet or get blisters. I also loved having her legs wrapped around me, to have her on my back with her arms around me clutching me. I could smell her sweet perfume, and her hair smelled incredibly sexy as the breeze blew it into my face. "We did it, we so pulled it off," she kept saying. I would just laugh and say, "Of course we did; we're the shit," in reply, and she would squeeze me tighter. I almost didn't want the walk to ever end.

We arrived at the hotel and she crawled off my back, smiling. "Thanks, He-Man," she quipped, gripping my bicep. Again my heart skipped a beat. We got to the restaurant at the hotel and were lucky to get a table. It was a weeknight, otherwise the maitre'd assured us we wouldn't have been so lucky. Carrie had calmed a bit as we sat down to eat. She was gazing at me admiringly with her stunning green eyes. She had settled into a euphoric, satisfied calm after she made the call to her boss, our regional manager, to give him the good news. Now we were relaxing sitting across from one another in an atmosphere not unlike afterglow. I imagined this must have been what Carrie looked like after orgasm. She had an alluring, satisfied smirk on her face. 

"Can you believe we did it?" she asked me calmly after we ordered a bottle of celebratory champagne.

"I'm just so proud to be here, so happy to have been a part of this."

"Well, I'm going to let you in on another little secret. When they offered me this meeting, our higher-ups made it a point to tell me not to get my hopes up. They figured the whole meeting was just a way to get that other company to buck up and start paying attention again. Truth is, we only thought we had maybe a 10 percent chance at best of actually landing this deal. I didn't tell you before because, quite frankly, I thought we were good enough to make big things happen. And together we did. I know nothing is final yet, but we're in, I can just feel it. You really shined today, Jim."

"Thank you, Carrie," I replied, stunned. "You've really made all this happen for me."

"Bullshit, Jim, you made this for yourself. I've never given you anything; you've earned it all. You've really grown over these last four years. I don't wanna sound like a mom, but you've made the most of every opportunity."

"Ok mom," I teased. "You're not going to give me warm milk and a cookie and send me off to bed later are you?"

She laughed. "No Jim, I'm not your mom, and I don't see you as a son. With how incredible you've been lately, I couldn't look at you like that. As for sending you off to bed with a cookie though, well that'll just depend now won't it?"

"Will it now? Depend on what, might I ask?"

"On if you're a good little boy of course." She laughed again after saying this. This suggestive flirting was new; we had never flirted like this. We joked around all the time but there had never been any suggestiveness in it.

"I'm always a good boy," I replied smirking.

"You are." As she said this our champagne arrived. We toasted our job well done and one another repeatedly. When dinner arrived, we discussed the meeting in detail as we ate, replaying all the big moments over again. The give and take between us was comfortable and jovial, and the champagne started going to our heads.


A Boss, A Mentor, A Lover Ch. 01



As I poured the last few drops into her glass she said, "Why don't we get another bottle of this and continue the celebration upstairs."

"Great idea," I replied. I ordered another bottle and paid the check with the company card. We stumbled a bit walking to the elevator, clearly we were both feeling the champagne after such a physically and emotionally draining day. In the elevator she rested her elbow on my shoulder and leaned into me for balance. At 6' 1" I was a bit taller than her, but not enough to make it too awkward for her to lean on my shoulder. 

"C'mon lightweight," I teased her, "you're not falling over are you?"

"Nnnnnnope," she replied, poking me in the chest with her index finger. "I can go all night so watch who you're calling 'lightweight,' kid."

"Ok, I'll be careful," I said, smirking. We shared a moment of very meaningful eye contact, both smirking as we gazed into each other's eyes, but the moment broke when we reached our floor and the elevator doors opened. 

We arrived at her room first and she let us in. She immediately kicked her heels off, threw her suit jacket on the floor, opened the top button on her shirt, and fell onto the bed. I took a seat on the rolling chair at the desk and poured two glasses of champagne into the cheap plastic glasses the hotel provided. "Classy," I joked as I handed her a glass.

"Whatever gets the job done," she joked and immediately began to giggle, almost uncontrollably.

"What is going on with you over there?" I teased her. "You're giggling like a third-grader!"

"Oh one minute I'm your mom, now I'm a third grader?"

"Well, I've just never seen you like this. It's really cute."

She snorted at the word "cute" and took another sip of champagne. "I guess I just haven't been this happy in a while."

"Shit, you land huge deals all the time, who are you kidding?"

She giggled again and said, "Oh please, not this big. Besides, maybe that's not why I'm giddy."

We both took sips at the same time and made eye contact again, causing us both to laugh into our cups. There was a shared energy and an understanding between us at that moment, like we were both in the one place we wanted to be, with the one person we wanted to be with. I knew this was how I felt. Carrie, on the other hand, could be tough to read. I wasn't used to this feel-good, laid-back Carrie. It was incredibly sexy, but very unexpected.

We joked around as we drank the bottle of champagne, laughing freely about everything. She was reclined on the bed, rolling this way and that, resting her head on her hand and smiling at me as we talked. She looked so impossibly gorgeous laying there, luring me with her eyes. Her skirt riding up her smooth, creamy legs; her shirt hanging open, revealing tantalizing glimpses of cleavage. I was burning for her, but was afraid to show her anything that would tip her off. When we reached the end of the champagne, I poured the rest evenly into our glasses and proposed a final toast for the evening. "To us... we can do anything we put our minds to... and our minds together... are capable of..."

She was snorting trying to stifle a laugh. When I paused she cracked and busted out laughing. "Ok, that's it, nice job, you fucked up the final toast!" I joked.

"Oh whatever, you were lost, you were rambling and totally full of shit!"

"No way, bitch, I was going to give the toast to end all toasts, the one you'd remember for... yeah ok I'm full of shit. IIIII'm drunk – I had nothing." We both laughed. After a moment I rolled the chair close to her and simply said, "Well, to us then." We tapped glasses and swallowed away the last of the champagne.

"Good final toast, Stillman," she said with finality, gazing unblinking into my eyes. "Short, sweet and left 'em wanting more."

I smiled. "But there's no more to be had," I said.

"Isn't there?" she replied. She still had that gaze fixed upon me, and my heart began to race. We stared at each other in silence for a moment, until I couldn't take it anymore. I knew she could hear my heart pounding in my chest. I held up the empty bottle, "Not a drop," I said.

"Just as well," she said, "it's gonna be a long damn ride home as it is."

"Ok, ok, Sterling, I can take a hint." I got up and walked toward the door. "You're tired, you can just tell me." I gave a joking quality to my voice to let her know I was kidding around, but in truth I was scared shitless and had no idea what to say or do next. She, however, dropped her giddiness immediately and grew instantly serious. She jumped off the bed and came toward me saying, "Hey what the hell, leaving already?"

"Well you said you're tired and..."

"I never said I'm tired. I am very far from tired."

"Oh, well, I... thought you meant..." I hesitated. I had no clue what to say next. I settled on something sincere, and put my hand on her arm. She inhaled quickly, reacting to my touch. "Today has been incredible, Carrie."

She stepped closer to me and put her hand on the door to keep me from opening it. "Yes, it has, Jim." She was right in front of me, close enough that I could once again smell her perfume and feel the heat emanating from her. She was staring up at me, refusing to break eye contact. I let my hand drop from her arm to her waist, to where her shirt was tucked into her skirt. Again she inhaled quickly, this time licking her lips. My knees grew weak. It was up to me to talk and I could only be sincere once again.

"Thank you, Carrie, for today... for everything."

"You've already thanked me." She kept her gaze fixed on me, not breaking eye contact for a moment, and not making the situation any easier for me.

"I know, but I just want you... I want you to know how grateful I am and how much respect I have for you."

"Why do you think I wouldn't?"

I hesitated, terrified to say it. But I knew it was the only thing I could say. "Because... because I'm afraid you can see into my mind right now. And I'm afraid... I'm afraid you can see how badly I want you." The words escaped my lips before I knew I was saying them.

"Oh Jim," she gasped. Her breathing became heavy, and I could hear her heart beating rapidly. Mine was as well. After several deep breaths she asked, "Why were you afraid of me knowing that?"

My next words again spilled out of me before I could think. "I dunno. Because you're amazing. Because you're unbelievably sexy. Because you're married. To an incredibly successful lawyer, I might add. Because every man at the company, and every man we've ever worked with, wants you."

"Oh please, my husband is one thing, but you don't honestly think I give a shit about the trophy collectors? The ones who want my ass to frame on their walls and brag about on the golf course. You don't think that maybe I'm better than that?"

"No, I know you are." She was missing my point. I felt she was too good for me, above me somehow.

"Then don't you think I'd be more attracted to someone who appreciates me for who I am, and everything that makes me me? I've watched you, Jim. I've watched you watching me. And I've loved it. I know it's wrong and it's crazy but dammit I've loved being desired again. It's made me feel... alive. And I admire you as well. You are everything a man should be. And god knows I have reveled in making you want me. The twisting, the stretching, the spreading my legs for you. Like I said, I know it's wrong. I know it's crazy. But I wanted you to see me, I wanted you to admire me, I wanted you to want me."

Hearing her say these words blew me away. I was practically dumbstruck. "I never wanted to disrespect you. I've always just admired you quietly. I guess I just never thought... you'd see me like that... or that I'd be worth..."

"Oh for christ's sake, Jim," she interrupted, "what have I been trying to teach you all this time? Aggression, confidence, balls, you need to be able to..." I decided in a flash, with barely even a conscious thought, that it was now time for me to interrupt her. With my hand still on her waist I grabbed a handful of her shirt and the waistband of her skirt and pulled her hard into me. With my other hand I simultaneously ran my fingers behind her ear into her hair and pulled her mouth onto mine, kissing her with every ounce of passion in my body. She gasped audibly as I did it, but after a single moment of surprise she moaned into my mouth and began kissing me back feverishly. 

She wrapped her arms around my back, pulling me into her. She opened her mouth and pushed her tongue aggressively into mine. She began swirling it in circles in my mouth, moaning as she did so. Her breath was sweet from the champagne, with a pleasant, fruity taste. She was eager and fervent with her tongue, darting it in and out of mouth. It was driving me wild. I let my hand on her waist slide down onto her ass. It was heavenly, soft and feminine on the surface, but as I squeezed it I could feel the taut muscle underneath. The feel of her ass was everything I'd dreamed it would be, watching it so many times as I did, swinging back and forth as she walked, her skirts and suit pants riding into her crack giving her sexy wedgies.

Suddenly I realized exactly what it was I was doing at that moment, and the realization made blood rush into my cock, instantly hardening it. I couldn't , for the life of me, believe I was making out with my boss, her tongue deftly searching every inch of my mouth. I squeezed her ass again and pushed her gently but firmly into the closed door, pinning her to it, our mouths locked together, kissing passionately.

My mind was becoming void of everything but a single thought: To have her. Have her completely. To know every inch of her, every detail of her. To experience everything she was. And to give her pleasure.

To be continued...



A Boss, A Mentor, A Lover Ch. 02



It was a dream coming true. Here, alone in a hotel room, with my boss – a woman I had lusted after for years. And to have her pinned up against the door, kissing her passionately.

She broke off our kiss suddenly. "Oh god, Jim," she gasped, "this is so fucking wrong." I stared at her intently, just inches away from her face. I waited for her to tell me to stop, to get away from her. Instead she pressed her nails into my back and urged me into her. I pressed my mouth back onto hers and pushed my tongue into her mouth. We both moaned hungrily. I massaged her tongue with mine and was overwhelmed when she proceeded to suck on my tongue as if she were performing oral sex. She was working it delicately with her mouth, sucking up and down its length. Finally she let it go and I exhaled deeply. "I know it's wrong, but I want you so bad, Carrie. I have for a very long time."

"You've hidden it well. You've never made comments, never tried to flirt. I was beginning to think you didn't want me."

"Are you kidding, you drive me crazy, Carrie. All those nights working together – all those times alone. We'd be trying to work and in my head I would fantasize about what it would be like to just throw caution to the wind and take you."

"Take me now, Jim, I'm yours." Her words were music to my ears. I stepped back so I could drink in the sight of her. I'd waited so long and fantasized so many times hoping to hear her say that. She was leaning back into the door with her legs spread widely. She was breathing deeply in anticipation, her nostrils flared and she held her chin slightly up, defiantly gazing at me, daring me to finally look upon her openly appreciating her sexiness. Her chest heaved with every breath, her nipples erect and standing prominently beneath the light, slightly transparent fabric of her shirt. I made her wait a moment while I looked up and down her beautiful body. She grinned wickedly at me and I knew our wishes were both the same. This moment we were sharing might be wrong, but it was what we both craved.

Without a word, I slid my fingers between the buttons on her shirt, lightly tugging it out of her skirt where it was tucked. She had taught me to be aggressive and it was time to show her just how well I'd learned. Taking hold of both sides of her shirt, just above her breasts, I violently pulled each side in opposite directions, sending the buttons flying all over the room. "Oh fuck yes," she gasped. I pulled her mouth back onto mine and kissed her deeply.

I slipped the shirt down off her shoulders and looked at her body. I had assumed her tits were a bit small, and that she must have accentuated them with her bras, but looking down at them I knew immediately I'd been wrong. Her breasts were full and heaving against her lacy bra, which was thin and tight and certainly offered no accentuation. The tits she boasted were all hers, not huge but larger than handfuls, probably B cups. The lacy bra was see-through and I could clearly see the dark outline of her erect nipples.

With a deep breath I leaned down and kissed her between her breasts, smelling her sweet, soft skin, making my way up to her neck. She began moaning lightly as I kissed and licked the nape of her neck, over her earlobes, and onto her shoulder blades. I took my time in every place, moving excruciatingly slowly. I let my tongue run down her shoulder, onto her arm, kissing and licking the soft flesh of her arm at the crook of her elbow. I made light kisses down her forearm to her wrist, admiring the sexy, downy hair on her arm. I'd always admired these soft hairs, and found them indescribably sexy for some reason, and I was thoroughly enjoying the feel of them brushing softly against my lips. I kissed and licked her wrist, for no other reason than I loved its dainty little curves, and it smelled strongly of her sweet perfume.

I then kneeled before her and lightly kissed her belly. It was immaculate, like her ass. A soft flesh blanketed muscle beneath, and it was heaven to kiss its soft firmness. I circled her navel with my tongue several times, before sinking it in slightly. "Mmmm, that's so nice," she cooed as I lightly probed her bellybutton. I ran my hands up the backs of her legs, under her skirt and up over her ass, squeezing as I licked her navel.

My hands squeezed her bare ass under the skirt and I knew she must be wearing a thong or G-string. Her ass was warm and smooth; my hands sunk into its soft flesh. I absolutely could not wait to see her sexy panties, to lick them and pull them off with my teeth, just as I'd dreamed of for so long, since the day I'd gotten that tantalizing glimpse up her skirt. But I wanted to keep stoking her fire first; I wanted her to burn for me the way I had for her.

I removed my hands from under her skirt and ran them up her back, kissing higher on her belly as I did so. My fingers found the clasp of her bra and unhooked it deftly with one clean twist and pull. I stood up in front of her, her bra now hanging loosely. I gazed into her eyes as my fingers slowly grasped the bra straps beneath her shoulders. I was going to do this agonizingly slow and let her revel in it. She had seduced me so well for so long; it was now my turn to return that favor. I pulled the straps ever so slowly toward me and freed her breasts from the cups. I then moved the bra slowly down her arms, and dropped it gently to the floor.

I broke eye contact and stared longingly down at her breasts. They were gorgeous teardrops standing pertly on her chest. Even now, in her early 30's, she had not begun to sag at all. Her tits were at attention, the hard, light brown nipples pointing out from the sea of creamy white skin. I stepped into her and dropped my mouth onto her right breast. I circled her nipple with my tongue, not licking it just yet. I was admiring its tautness; light brown and puckered with a small areola.

Carrie leaned her head back against the door, submitting to my administrations wordlessly. After several circling licks I couldn't stand it any longer and sucked her taut nipple into my mouth, flicking it repeatedly with my tongue. Immediately Carrie squealed in delight and gasped, "Fuuuuuuuuck." I sucked hard on her nipple, knowing this was fueling the fire deep within her. I squeezed both tits, holding her soft flesh in my hands. I began to work my mouth onto both of her breasts intermittently, sucking, nibbling lightly, and pinching her nipples between my both fingers and teeth. She was moaning almost non-stop now, but still I was going to make her wait. I wanted to drive her crazy. I continued licking and biting her rock hard nipples for several minutes, squeezing them between my tongue and teeth, flicking them repeatedly.

Finally I stood and stepped back again to look at her. She was leaning on the door, absolutely panting. Without a word I stepped toward her and wrapped my arms around her back. I ran my hands over her ass and found the zipper to her skirt. I pulled it down immediately and even the sound of it unzipping made her gasp. I could tell she was primed. I pulled down on the waistband of her skirt, slipped it free of her hips and it fell softly to the floor. I stood and stepped back once again. Her panties were black and silky. The material covering her pussy was a small triangle, attached with a G-string nearly as thin as dental floss, running in a slightly diagonal line over her hips, around to her ass. Seeing her standing there in front of me, naked, toned, and exuding raw sexuality was making my head spin and my legs rubbery.

"You're a goddess," I said simply, without pretense.

"I'm going to do things to you no goddess ever would. Evil things."

"Not before I do them to you," I replied. I knelt down before her and grabbed her by her hips. I looked up in her eyes, her hips held in my hands, her sex inches from my face. She was gasping for air now. "Yes Jim," she moaned. I bent down and softly, lovingly kissed the inside of her thigh several times. She raised her leg and put it on my shoulder. I ran my tongue from her knee all the way up to an inch from her crotch. I inhaled deeply and could smell the musky wetness of her sex. I dropped her leg off my shoulder and pulled the other one up, repeating my long lick from knee to crotch. When I stopped this time, mere centimeters from her pussy, she let out a groan that was simultaneously ecstasy and disappointment.

I wasn't going to go easy on her, or just give her what she wanted. I was going to make her crave it. And I knew I'd succeeded. I bit gently into the soft, creamy white flesh of her thigh and sucked it into my mouth. I held it there for a moment, sucking gently. Then I let it go and looked up into her eyes again.

"Carrie," I whispered softly, "do you want me to kiss your pussy?"

She both laughed and gasped simultaneously, and her knees buckled when I said this. She pushed herself back into the door to regain balance and said simply, "Yes."

"No... say it, Carrie. I want to hear you say it." I maintained eye contact, staring at her with my face hovering just inches from her mound, daring her to defy me. The sweet, pungent aroma of her sex, mixed with both her perfume and a day's worth of her sweat was overwhelming and I could feel the heat emanating from her chasm.

She met my gaze for a moment defiantly. But then her lips curled into an absolutely wicked grin I'd never seen her wear before and she relented. "Please kiss my pussy, Jim."

I returned her grin, then slowly pressed my face into her panties. They were soaked clean through with her juices, and my lips and nose were instantly covered in them. I inhaled deeply and savored the smell. It was sweet and musty, and clouded my head of any coherent thought. I began perversely kissing her through her panties. Kissing up around her pussy, feeling stubbly hairs lightly pricking me through the delicate fabric. Then kissing lower down along her lips, feeling the thick flesh of her labia moving around beneath. I was smothering her mound with kisses everywhere. "Ooooooooooh," she moaned.

I could control my tongue no longer. It darted out between my lips and began lapping away at her panties. They tasted much like the smell they were emanating, sweet, dank, salty and heavenly, and I was running my tongue in long licks from the bottom of her pussy to the top. The tiny triangle of silky fabric was soon drenched with my saliva and her juice. It was time to tease her no longer.

I looked into her eyes again. "Carrie, do you want me to lick your pussy?"

Without hesitation, nearly screaming at me, she replied, "Fuck yes, lick me Jim, eat me. You have your revenge, I'm going crazy." So she had read my mind and knew exactly what I was doing. Without pause I looped my fingers around the waistband of her panties, bit into the fabric covering her mound and pulled as much of it as I could into my mouth, then tore them down her legs with both my fingers and teeth. I slipped them around her ankles and feet and pulled them off her. I held them to my nose and sniffed them again once more before tossing them aside.

Then I turned and stared at her gorgeous pussy. Her jet black pubic hair was trimmed to about a quarter inch, and shaved in a landing strip just above the cleft of her clitoris. I pushed her right leg up and placed her thigh on my shoulder. Her smooth, shaved vagina lay wide open before me. Her outer labia were dark brown, covering soft pink inner lips. Her inner labia protruded slightly but did not hang. I put both of my thumbs on either side of her outer labia and spread them open. As I did so, her smooth, pink inner lips peeled open and revealed a thick stream of milky pussy juice.

I descended on it hungrily and lapped at it. "Ohhhh fuuuuuck," Carrie moaned as my tongue entered her cunt. I began licking away at her pussy lips greedily, getting mouthfuls of juice with every lick. No matter how much of her nectar I lapped up, she seemed to be making more and more. The clear fluid was as thick as syrup, and tasted almost as sweet. There was a tinge of saltiness to it as well, and my mouth and throat were becoming thick with it. I had never experienced a woman this wet before. It was as though there was a constantly flowing fountain deep within her vagina, and I was drinking from it.

I stopped for a moment and looked into her eyes. "You are so fucking beautiful down here, baby; you are so pretty." She smiled at me.

"I'm really flowing. Am I too wet; it's not weird for you, is it?"

"Of course not, are you crazy? I'm savoring every drop of you. You're sweeter than candy, Carrie. Why would you think it would be weird?"

"I dunno, some guys don't like..."

"Yeah well fuck that," I interrupted before she could finish the sentence. I didn't want to hear the rest of that thought. "Your cunt is so fucking pretty." I licked it deeply. "It's like a creamy pink flower. And your nectar is like a sweet and tangy juice. It's warm and thick and I just wanna drink every fucking drop out of you and swallow your essence."

"That's so hot," she moaned. "That is the hottest fucking thing anyone's ever said to me."

I opened my mouth widely and sucked hard on her entire vulva, licking it softly and keeping my tongue thick to cover more flesh with every lick. Then I sucked as much of her soft flesh into my mouth as I could. I had a mouthful of her sex and I just sucked on it softly, massaging her swollen labia gently with my tongue. After several moments of this, I felt her knee giving way slightly, causing her to lose balance. I released her flesh from my mouth. "Lay down on the bed, baby;" I told her, "let me please you." She complied, dropping her leg off my shoulder and pulling me up by my hand. She laid on her back on the bed and spread her legs wide. I crawled onto the bed between her legs, amazed by how beautiful she was. I stared down at her pussy and whispered, "So fucking sexy."

"You are unbelievable, Stillman," she laughed as I laid face-down between her spread thighs. I lowered my face into her cunt and ran my tongue from her taint all the way up to her clit. I repeated this motion several times, enjoying her moans and squeals. I then ran my hands beneath her ass cheeks and lifted her up off the bed slightly to meet my mouth. I used my thumbs to push her labia apart, and buried my tongue into her hole. I lapped greedily away at the opening to her vagina, taking as much of her juice into my mouth as I could, but much of it was now running in a steady stream down into the crack of her ass. Her moaning had now become one long groan, "Mmmmmmmmmmmmm..."

I pulled my tongue from her vagina and followed the stream of her juice down to her ass. I wanted better access to her so I lowered her butt back onto the bed and pushed her knees up onto her chest. She complied willingly, hooking her arms around her knees to hold her legs up, and spreading them as wide as she could. She was incredibly flexible and was practically doing a split. I let my face dive deep down into her ass crack.

The stream of her pussy juice had collected in a little pool in the indentation of her asshole, then trailed down the back of her ass onto the bed where it had made a small, dark, wet spot. I followed the stream from her pussy to her taint, licking it up, until I reached the delicate pucker of her dark brown asshole. I circled it lightly with my tongue teasing her. "Oh... my ... god," she squeaked.

I pressed my tongue into her hole, lapping up her juice. She squealed with delight and what seemed like disbelief as I circled her hole over and over again, pressing gently inside it. The thoughts racing through my mind were making my head spin. Never in my wildest dreams could I have ever imagined I would be doing this, administering this treatment to my boss, the one woman in the world I thought I could never have, and the one I wanted most. But here I was licking Carrie's asshole, her beautiful body quivering beneath me. She was repeating my name over and over, "Oh god Jim, oh Jim, oh yes..."

I tongued her asshole deeply for a few moments more. Her droning, almost incoherent, moaning of my name convinced me it was time to give her release. She looked so beautiful lying there, and I had teased her enough. I pulled my head up from her ass and she looked down at me. "God Jim, that felt soooo good. I can't believe you did that."

"Did you like it?"

"Oh fuck yes, it felt incredible."

"Then I'm glad I did." Without another word I descended once again on her vagina. I buried my tongue deep into her, licking her inner walls. Her cunt was tight and I had to push hard with my tongue to enter her. But I didn't want to continue teasing her for long. I tongue-fucked her softly for several moments, then withdrew gently. I wanted to please her, to give her release.

I placed my mouth on her clitoris, kissing it softly several times before licking it. I licked it lightly at first, not wanting to over-stimulate her sensitive bud. Soon I could tell she was clearly losing herself in my administrations, as her moaning became an incoherent repetition of my name again, so I increased the frequency and intensity of my strokes. She reached her right hand down and, using two fingers, spread her cleft wide open to give my tongue better access to her clit. This freed my hands to further please her.

I slid my middle and index fingers into her cunt, not breaking the rhythm with my tongue. I pushed my fingers forward on the roof of her vagina until she gave a shudder letting me know I'd found her spot. I gently massaged her with my fingers in the same rhythm with which I was licking her clit. I reached my other hand up onto her tit and squeezed hard on her nipple, twisting it. The effect was instantaneous. Her entire body bucked and flexed. I could tell she was beginning the final stretch into ultimate pleasure.

Her legs squeezed my head and she bucked her hips up further into my mouth. I sucked down hard on her clit and drew the bud into my mouth, where the sucking action and licking of my tongue could drive her to her destination. Her free hand grabbed her other tit and squeezed the nipple, her bucking now becoming steady and rhythmic with my sucking. Finally I felt her vaginal muscles tighten and then spasm as her orgasm engulfed her. Her entire body twitched and shook with her climax, and she let out a long, loud, "Ohhhhhhhhhhhh..."

I licked her clit gently and lightly until her convulsions slowly subsided, letting her experience the full effect of a draining orgasm, but not exerting too much stimulation on her now engorged and hypersensitive clitoris. When the spasms passed, I pulled my fingers slowly out of her cunt and pushed myself up to lay next to her.

She pulled my mouth into hers and kissed me deeply, letting her tongue lick all around my mouth and lips, tasting her juices. I pushed my still soaking wet fingers into her mouth as well to let her lick her nectar off of them while we kissed. She lapped at them greedily, savoring her own taste, and it drove me insane. My cock was rock hard in my pants; I could feel it pulsating and leaking pre-cum profusely. She finally broke the kiss after several long moments. "Oh my god, Jim," she said, "that was unbelievable. It's been years since anyone has eaten my pussy until I came. I forgot how incredible it felt."

"Are you serious? That's crazy."

"Well, like I said, some men don't appreciate eating pussy quite the way you do. Actually very few do, that was seriously fantastic. You're... a fucking professional, truth be known." Her thoughts seemed to scatter for a minute, before she shook her head and gathered herself. "So anyway, yeah, I haven't cum from being eaten in years." I had no interest in asking about her husband or finding out what that story was. It was enough to know I'd given her such pleasure, especially since she'd been deprived of it for so long.




A Boss, A Mentor, A Lover Ch. 02



"God that's a shame," I replied, "because you're absolutely delicious."

She laughed. Then she looked down at me and said, "What's wrong with this picture? Here I am naked, basking in the sensations of an incredible orgasm, and you're still fully dressed. This just won't do. Stand up for me, baby."

I did as she asked and stood by the side of the bed, watching in anxious anticipation as she crawled across the bed over to me on her hands and knees, slinky and sinewy like a kitten, with that absolutely wicked little grin on her face. She sat up on her knees when she reached me and unbuttoned my shirt.

She pulled it off me and immediately untucked my undershirt and pushed it up over my shoulders. I put my arms up and pulled it off me. She dug her fingers into my chest and kissed and licked me all over. I work out regularly so I stay pretty fit; she seemed to be enjoying my body as her fingers dug into my muscles and her tongue made tracks all around my chest and mid-section. She pulled each of my nipples into her mouth in turn, flicking them with her tongue. As she sucked greedily on my nipples, her fingers found my belt buckle and opened it.

Her mouth dropped to my navel and she circled it with her tongue, just as I'd done to her, for several agonizing moments. She then unbuttoned my pants and pulled down on the zipper, rubbing the pulsating bulge in my pants as she did so. I heard her gasp as her hand felt my hardness. She looked up at me with her gorgeous green eyes and said simply, "Drop 'em."

I pushed my pants to the floor, ripping my socks off as well as I did so, and stood before her in my underwear. I wear boxer briefs so my erect hard-on was obvious as it pushed against the light gray fabric, and my leaking pre-cum had left a dark stain at the tip of my cock. She looked at my bulge then smiled up at me. "Now that is sexy," she cooed.

She reached down with her right hand and stroked my dick through my underwear. I moaned as her stroking sent electric waves up and down my spine. She then lowered her head and began kissing and licking my covered shaft, teasing me much like I had teased her. Her mouth was tantalizingly hot and wet and I ached to feel it on my bare dick. After another several agonizing moments of this, she finally hooked her thumbs over the waistband of my boxers and pulled them aggressively down. My stiff hard-on twitched before her, aching to feel her soft, warm mouth.

I shave my pubes with an electric razor once a week to stay trim. Carrie clearly seemed to like this because as soon as my underwear was down she began running her palm over my shaved crotch and pubic area, smiling as she rubbed my dark stubble.

Then she turned her attention to my throbbing hard-on, caressing it gently with her fingers. I wasn't particularly impressed with my own cock, it was pretty much average, between six and seven inches, depending on how aroused I was, and about as thick as the cardboard in a paper towel roll. Carrie seemed quite impressed though. She was admiring it and smiling. "Beautiful," she said, "so fucking beautiful." Then, after several moments of unabashedly studying my twitching hard-on and grazing its length lightly with her fingertips, she looked up at me, that wicked grin returning to her face, and said, "So Jim... do you want me to suck your beautiful cock?"

"Carrie, I have dreamed of you sucking my cock," I replied, my knees weak with anticipation. 

"Then say it," she replied.

"Please suck my cock, Carrie." She smiled brightly and wrapped the fingers of her right hand around the base of my cock. She bent it down gently to put it in line with her mouth, then leaned her head back so that she didn't block my view of what she was about to do. Still smiling up at me, she kissed the head of my cock several times. I could see my pre-cum glistening on her lips as she began kissing down the length of my rock-hard member. When she got to the base, just above my scrotum, she gave it a final long kiss, then opened her mouth and let her tongue caress the underside of my dick. She then craned her neck and licked slowly but steadily from the base all the way to the tip. I groaned with delight, feeling her soft tongue massaging my cock for the first time, an impossible dream coming true.

She smiled again hearing my groan, then opened her mouth and pushed the head of my cock into it. Again I groaned as she started sucking with intense pressure on just the tip of my hard-on. She used her tongue to circle and massage the head. Then slowly and patiently she began to take my cock further and further into her mouth, mere centimeters at a time. As my cock sunk slowly deeper, she kept her intense suction steady, while lapping the underside of my cock with her tongue. The sensation felt incredible. I'd had my cock sucked many times, but I'd never wanted it as badly as this, and no one had ever relished the sensations they were giving me the way Carrie did. She kept looking up at me, and I could see the smile curled on the sides of her lips, despite the fact that her mouth was filled with my member.

After several moments of taking my cock deeper and deeper into her mouth, she was nearing my hilt. But I could tell she was also running out of room in her mouth because she was forced to look down and was concentrating on not gagging. She didn't stop her progress though and soon I felt my dick pushing on the back of her throat. She removed her hand from the base of my dick, took a deep breath through her nose, and pushed her head further down my cock. I felt the tip push deep into her throat as her lips pushed onto my scrotum.

She now had my entire cock in her mouth and down her throat. She let out a long, satisfying moan that vibrated throughout my entire shaft and against my balls. I moaned as well as the sensation sent electric shocks through my body. My moan further excited her as she grabbed my ass with both hands, pulled me into her, and forced me even deeper down her throat. She moaned louder, increasing the vibrations of her humming. I couldn't control the volume of my voice as I yelled down at her, "Ohhh fuck, Carrie, that feels amazing!"

She let my cock slide out of her throat but maintained suction on the tip. She smiled up at me again, then closed her eyes and bent eagerly to her task. She began bobbing her head forward and back in a quick and aggressive manner. She was taking my cock deep into her throat, then backing out all the way to the tip, then deep into her throat again. I could tell she was concentrating with all her might not to gag. All the while she was licking my shaft vigorously, putting intense pressure on its fleshy underside. The sensation was unbelievable.

I was moaning her name uncontrollably just as she'd moaned mine. I knew I would come within seconds if I didn't stop her. I grabbed her face on both sides with my hands and pushed her gently off my cock. As soon as it slipped out of her mouth I bent down and kissed her aggressively, pushing my tongue into her mouth and making her massage it the way she'd just sucked my cock. We kissed each other hard and sloppily for several moments, tongues lashing each other, spit spilling from the sides of our mouths. I broke the kiss and stood up. I touched her face with my hand, and let my thumb gently massage her cheek. She looked up at me longingly.

"Carrie, we have to make love. I'm burning for you."

All she said in reply was, "Fuck me now." I cradled her head in my hands, savoring the moment. We smiled at each other, then in an effort to catch her completely off-guard, I pushed her aggressively down onto the bed by her shoulders. "Oh fuck yes, baby," she cooed, "do you want me? Do you want to fuck me?" She was crawling away from me to the head of the bed as she asked this. I crawled onto the bed following her, like a tiger stalking its prey.

"You know I do, you know I want you."

"Oh yeah," she taunted, "you want this body? You want this sweet pussy?"

"Yes. I wanna feel it."

She laid on her back and spread her legs wide. I crept between them and began kissing her thighs.

"Oooooh do you really want it now? Do you want to put your cock in my delicious pussy? You said it was delicious didn't you, baby?" I sensed that her teasing questioning was her trying to gain some authority back over me. I didn't mind it at all, and actually found it quite sexy that she felt she had to even try. She must have felt a certain vulnerability when she climaxed; now she wanted to assert some dominance. It was hers; it always had been, so I would gladly give it back to her.

I looked up into her eyes, my head between her legs, just inches from her cunt. "Your pussy is so fucking delicious, Carrie." I broke eye contact and dived into her soaking pussy. I pushed my tongue as far into her vagina as I could. Her juices immediately began streaming from her chasm. I licked vigorously for several moments, but she was beyond ready. She was sopping wet and swollen, ready to be fucked. I kissed her pussy a final time then ran my tongue up over her belly, over her tits, and up to her neck. She grabbed my face with both hands and pulled me into a kiss, licking her juice off my face as she did so.

Then she looked in my eyes, and said in a soft, sweet, and very serious voice for the second time in the night, "Take me, Jim." She wrapped her legs loosely around me. I swiveled my hips several times, letting my cock rub between her labia and get wet with her juices. Then, once it felt warm and slick, I settled it between her pussy lips and gently thrust forward. We both held our breath, anxiously anticipating the beautiful moment.

I felt my cock separate her inner lips gently and rest just at her opening. We stared deep into one another's eyes. The moment had arrived; the one which I had dared not dream was even possible. I dipped my shoulder just slightly and ground my hips gently forward, not breaking eye contact in the least. We both exhaled savagely as the tip of my cock pushed past the gentle resistance at the opening of her cunt and I let my dick sink torturously slowly into her pussy, inch by inch.

She gasped, "Oooooooohh fuuuuuuck, Jim," as I simultaneously groaned, "Ohhhhh Carrie, oh god, baby." Once I had buried my cock in to the hilt, I slowly withdrew it out to the tip. I entered her again, this time a bit quicker. She moaned my name again, and it officially became time to dispense with the slow, sensitive thrusting. I put both of my hands on her tits and pushed myself up, squeezing them hard. I began thrusting with my hips, long and deep strokes from tip to hilt. She wrapped her hands around my neck as I increased the rhythm of my thrusting. She used my neck for a bit of leverage as she began bucking her hips to meet my every thrust.

Our bodies' meeting was making a wet slapping noise, and my mind began to swim. I increased the speed and depth of my strokes even more, becoming a mindless machine bent solely on fucking the woman I had desired for years as hard as I could. Every moment of longing I'd known for her, every second I'd wanted her but thought I couldn't have her, was now erupting from me in a fury of unadulterated passion.

All semblances of pretense and decorum disappeared from Carrie as well. She said things in the heat of passion that I never imagined she would even think, much less ever say to me. She was punctuating our fucking with a string of filthy talk that I found to be the most arousing quality about her I'd discovered so far. It was a tantalizing reflection of the way she'd teased me and busted my balls at work years. "Fuck me hard, baby, fuck my brains out. Oh god, you are so fucking good. I've wanted to fuck you like this for so long, why didn't we do this sooner? You're filling my pussy up, god your cock is so fucking huge. Ohhhh you feel so good inside me."

Usually I found women talking to me during sex annoying, but Carrie was very different. First of all, I could tell she was sincere. She wasn't bullshitting me thinking it would turn me on. I could tell she meant every word, and that it was adding to her pleasure in the moment. Secondly, this was so out of character with Carrie that the juxtaposition between the professional Carrie and the sexual Carrie was incredibly arousing. We'd barely ever even flirted in our time of working together. She never revealed that she had a dirty side and I couldn't have guessed that there was any freak in her. So now, to hear her telling me to fill her pussy with my hard cock was driving me absolutely out of my mind.

I couldn't hold out with this hard, fast rhythm for long so I broke it and pulled my cock unexpectedly out of Carrie. It was a bit of a power play, but I was enjoying having her under my control. "Hey, bring that cock back," she moaned breathlessly. "Sorry," I replied, "you've been the boss long enough. I'm calling the shots now, gorgeous."

I smiled at her to let her know I was just being playful. She smiled back and said, in a very obedient voice, "Ok, boss, what do you want me to do next?" She punctuated her question by straightening her legs, pulling her knees up, then stretching her legs wide into a spread-eagle position, her pretty pussy splayed open before me. Clearly she was comfortable in our balance of control. I looked down at her pussy and smiled. I took a deep breath and could smell her pungent juices. Then I looked up at her and said, "It's time for you to ride me."

She giggled in anticipation as we switched positions, giving her a bit of control back. I laid on my back, my hard cock sticking straight up. As she was twisting into position she shocked me by suddenly dropping her mouth onto my dick and sucking it aggressively. She was letting spit spill out of her mouth onto my member, getting it sopping wet and ready to enter her again. She pulled off it and smiled as she straddled me. She maneuvered my cock into position and sank slowly onto it. I entered her and the soft, familiar warmth engulfed me. I whispered, "Fuck me, Carrie."

She wasted no time in obliging. Her hips swiveled in a tiny circular motion with each thrust. She was working her abs and glute muscles every time she bounced on my cock; her entire lower body flexing as she fucked into me over and over again. She was moaning with every thrust, and it was my turn to talk dirty to her. "God, Carrie, your little pussy feels soooooo good. It's so fucking hot and wet on my cock. You are so fucking tight, baby, it's making me crazy."

She responded to my filthy talk with renewed vigor, almost defying gravity with her deep thrusts. She was balancing herself with her hands on my chest. Between dirty talk I was craning my neck up to suck on her pert, shapely tits, gripping and squeezing her taut nipples between my teeth. Her groaning had become a low, animal-like grunting. Abruptly she arched backward and leaned as far back as she could. My dick was buried to the hilt inside her and she began bucking violently on it. Her tits pointed straight toward the ceiling and I ran my hands over them, squeezing her hard nipples. I felt her approaching another climax. But before she allowed herself to cum, she stood suddenly, letting my dick slide slowly out of her.

She stared at me, both of our hearts pounding, our breathing heavy. Without so much as a word, she spun 180 degrees and leaned forward on all fours, her legs spread widely, presenting her sex to me. She stayed in this position and turned her neck to the side to look back at me. She was still breathing heavily and her sweet cunt twitched with every breath as I stared at it. Even her sphincter was clenching, making the tiny rosebud of her asshole pucker with her twitching.

I pulled myself up into a kneeling position behind her, ready to take her doggy-style. I spit into the palm of my hand and ran it over her cunt to lubricate it. She moaned softly with the stroke of my hand. Then I spit into my hand again and rubbed it onto my cock to prepare myself to enter her. I pressed the head of my dick into her folds, feeling them push aside to welcome me. Then again I hit her soft threshold and paused, feeling its muscular resistance. But with a gentle push it relented and my cock slid smoothly into her velvety sheath. We both groaned as the feeling of our coupling engulfed us. I began slowly pumping my cock in and out of her hole. Her chasm was still wet and lubricated with her juices, and my cock glided smoothly in and out of her.

I couldn't keep my rhythm slow for very long. Soon the gentle caress of her tight, muscled vagina and the sight of her ass cheeks rippling with each thrust were sending me over the edge. I grabbed her hips for leverage, increased my rhythm and began fucking her hard and deep.

Her breathing was deep and her moaning was heavy. "Oh god, fuck me, Jim, fuck me haaaarrrd," she gasped. I obliged by increasing the depth and frequency of my thrusts. Soon I was pumping her hard and fast and we were both moaning and swearing with the intensity of our fucking. The slapping noise as my pelvis slammed into her ass thrust after thrust was driving me over the edge. I knew I wouldn't be able to hold out much longer. I reached my right hand down beneath her and began stroking her clit in a circular motion. She sucked air in through her teeth as my fingers massaged her bud. "Oooooh fuck yes," she gasped.

The entire day was nearing its triumphant climax within me. I woke this morning wondering if we had what it took to complete a pretty improbable business deal. Now here I was in the evening, not only having completed that deal against all odds, but sharing an intense session of lovemaking with my boss, a woman I'd secretly desired for years. The moment was building to its climax and I began to feel the pressure mounting uncontrollably in my balls.

"I'm gonna cum soon, baby," I groaned.

"Wait for me, Jim, I'm so close." I could tell she was rapidly nearing her second orgasm. Every muscle in her body had tightened and she was thrusting her ass aggressively back into me, meeting every thrust I gave her. She reached her own hand underneath mine on her clit and began rubbing it aggressively. Her breathing had become quick gasps of air as her fingers spun in tight, quick circles on her clit. I reached the hand that had been stroking her clit behind her head and used it to pull her hair. She arched her back as I gently pulled her hair and the position sank my cock even deeper into her. The sensation was incredible and it drove me so close to the edge. "Mmmmmm, Carrie," I begged desperately.

"So close, so close..." she implored. I was fighting the urge now pulsating in my balls. I could feel the explosion building within me; I forced it back with nothing but willpower, wanting nothing more than to save it for when Carrie came. After several agonizing moments, finally Carrie moaned, nearly shouting, "Ohhhh, awwwww, oh god... I'm going to... cum with me Jim, cum with me now baby!"

I gave her two long, deep thrusts and let the orgasm within me explode into her. We both screamed in ecstasy as we simultaneously climaxed; our shouts a mingle of swears and moans. "Oh fuck, oh yes, oh god, fuck yes," each as loud as the other as we shouted our pleasure to one another. I slowed my rhythm to a steady, deep, in and out motion as jet after jet of my load shot out of me into her. She collapsed down onto her belly as her own orgasm enveloped her. I sank down with her and we continued to grind into each other in a slow, circular motion. I could feel my semen slowly but continuously spilling into her.

After several glorious moments of ecstasy, my cum finally tapered to drops leaking out of me. I let my cock relax, still deep inside her, as I collapsed on top of her, kissing the back of her neck and shoulders. She pulled her hand out from under her and reached back to stroke my lips with her fingers. I kissed and licked her fingers, tasting her sweet nectar. Her cum was thick on her fingertips and I reveled in its oily, sweet taste. It was the perfect dessert to end a perfect evening.




A Boss, A Mentor, A Lover Ch. 02



I finally rolled off her after several minutes of catching my breath, kissing her shoulder once more as I did so. Once I was on my back she leaned in and kissed me deeply on the lips, then rested her head in the crook of my shoulder, reaching an arm across my chest. "Good night, Stillman," she said, "and congratulations."

"Good night, Sterling," I replied, "and for what? The deal?"

"No, for giving me the most mind-blowing night of sex I've had in a very long time."

"Oh, right," I laughed. "The pleasure was all mine." I kissed the top of her head, rested my arm around her shoulders to hold her, then laid my head down on the pillow. I was exhausted. The day was an emotional roller coaster from start to finish, and the evening had been a marathon of incredible sex. I fell asleep immediately. 

When I awoke the sun was already up. Normally I can't sleep in one position all night, much less with a woman sleeping on top of me, but the day's emotional draining and the night of unbridled sex had sapped me of all energy. I lifted my head slightly and this woke Carrie up. I craned my neck to look at the time on the clock radio but Carrie said, "Don't worry, I told them we wouldn't be in until the afternoon."

I laughed and kissed her forehead. Almost immediately I wondered if that had been a mistake. What if she wanted to forget what had happened last night? What if she was regretting it and wanted it to never be acknowledged? My fears were put instantly to rest though when in reaction to my kiss, she held me tighter and kissed my neck. I dozed back off to sleep.

A while later Carrie stirred and woke me. She rested her head in her hand, leaned on my chest, and stared into my eyes. "Last night, yesterday, everything... it was all amazing," she said.

"Yes, it was," I replied. After staring at her and smirking for a moment, I knew there was something I had to say. "Carrie, I just want you to know that everything is fine between us. I mean, I understand discretion, and I respect our working relationship, and your marriage, and... I'm just saying, I'm ok. Everything's ok."

She smiled at me. "I know, Jim. I know you know all that and I know you respect everything about me and us. Believe me, I wouldn't have made love to you if I didn't know that beyond a doubt. I just don't do what I did with you last night. Not with anybody. I've never fooled around on my husband and even before I was married I didn't do that stuff recreationally."

"No, I know that. I just... I just don't want you to see me, or last night... as a mistake."

"Oh god, Jim, no, I don't think that and I never will. Last night was unbelievable. It was so good; I mean, I fantasized about making love to you so many times but that was so beyond my fantasies it's crazy."

"Well, in fairness," I teased, "only about half of last night was making love, the other half was unbridled fucking."

"You've got a point there," she laughed and pounced on me kissing me deeply. She broke off the kiss after a moment and said, "Jim, there's something I want you to know. Last night I said you're everything a man should be. Well... I wasn't just blowing smoke up your ass or trying to seduce you. I mean that. I don't know how else to say it, except to tell you this: Last night, Paul would have taken a taxi back to the hotel."

She didn't have to say anything else; that statement said it all for me. I stared deep into her eyes for a moment, then I pulled her into me, kissing her mouth deeply. We kissed hard for several moments before finally breaking apart. We showered together and got ready to make the drive back. We never really addressed what was supposed to happen next. We didn't really need to. I respected her life, her marriage, and our work relationship. We settled back into our professional personas and did our best to not make the other uncomfortable in any situation, work, social or otherwise.

It wasn't long after our huge deal that Carrie got a promotion and continued her move up the ladder. I would have her again, getting to know her incredible body and passion, several more times. But those are stories for another time. It was enough that day to have gotten to experience my fantasy, my unattainable goddess. My boss, my mentor, become my lover.



A Boss, A Mentor, A Lover Ch. 03



The major deal Carrie and I struck with the national phone service provider put her in line for a promotion. The northeast regional director was retiring, and Carrie was the front-runner to take his place. I was rooting for her to get the position and continue her ascent, but secretly I was somewhat disheartened that I might not be working with her directly anymore. The regional director, while still assigned to the same building I was, would be reporting directly to corporate and would mostly just oversee my department, not work directly with us. Because of this, I was a bit torn.

Carrie had been a great boss. Professionally she was fair and even-handed, and she'd mentored me and helped boost my career in unimaginable ways. But personally she was even better. Not only did I trust her completely, but after we'd struck that big deal recently, we spent the evening celebrating our success by sharing an unbridled night of passionate lovemaking.

The sex had been incredible; it was something I'd never imagined we'd do. I'd lusted after her for years, but I didn't realize she felt even close to the same for me. When the moment arrived that we forgot our inhibitions, the result was an unabashed, sensual feast – we let years of longing and fantasy explode out of us. It was a night I would never forget.

In the time since, though, we'd never brought it up. We didn't flirt or acknowledge that that passion had ever existed between us. We both just went back to work and carried on as before. Business as usual, so to speak. At times this could be torturous, but I knew it was for the best. She was married after all, and I didn't want to do anything to jeopardize her marriage, or her career.

Now Carrie was openly interviewing for the regional director spot and the outlook was good. She called me aside after a meeting one day to speak to me alone. "Hey Jim, listen," she whispered, "if I get the regional position it's going to leave my job open. I want you to apply for it."

This took me by surprise. "Seriously? I don't know if I'm ready. You really think..."

"Oh shut the hell up, Stillman. You're ready. You know you are. And I'd put in a recommendation for you."

"Thank you, Carrie, that... seriously... means a lot."

We shared a moment together after I said this. Our eye contact was meaningful, and the air grew thick with tension between us for the first time in the weeks since we'd fucked. Carrie finally broke the moment when she said, "Well, I can't go counting chickens just yet, let's wait and see if I get the position. You might just be stuck with me for a lot longer."

"Christ, would that ever suck," I joked, giving her a devious half-smile.

"Asshole," she retorted, returning my smile before she spun on her heel and walked away, her gorgeous ass swinging seductively with every step. She looked back after several steps and winked. She knew I'd be standing there admiring her perfect form. The gesture filled me with a momentary pang of both lust and sadness. I was going to miss this comfortable, teasing rapport we had together if she got the director job.

And sure enough, any trepidation she may have had about not getting the position was relinquished just three days later. Corporate chose her to be the next regional director; it really had been inevitable. The team was incredibly happy for her, myself included, even though I was a bit sad to lose someone who meant as much to me as she did, both professionally and personally. But I was committed to not letting her know this. I was going to show her only how happy I was for her. Then there was the situation about me applying for her job. Corporate had decided she'd stay in her current position for two weeks to help interview her replacement and get the last few logistical matters in place before she went to her director position. I turned in my application and made my intentions known.

Several days later I had my interview with her. When I entered her office I got a bit of a shock. Carrie was wearing a new suit. She had always dressed impeccably well, but this particular suit was something new entirely. She'd clearly stepped up her game. She must have gone to a high-end store in Manhattan and gotten this one tailored specifically for her. The steel gray suit clung perfectly to every curve, accenting her hips, waist and ass as she rose up off her chair to greet me. Even the jacket hung off her shoulders perfectly, and draped casually over her breasts to accentuate them. The skirt stopped about an inch above the knee, sexy yet not unprofessional, and revealed black pantyhose on her lower legs. The effect was breathtaking. She looked simultaneously stone cold professional, yet erotic. She'd even tied her hair back tightly behind her head, so that it lay perfectly flat, to complete the tough as nails business look. As we shook hands I'm sure she could tell how taken aback I was. I stammered a bit, much more than I should have if this were merely an interview with someone I'd worked with for years, and her slight, knowing smile affirmed for me that she understood why I was flustered.

The rest of the interview went well though. At points she would swivel in her chair and cross or uncross her legs, giving me glimpses of her well-shaped ankles, calves and thighs just above the knee, all accented perfectly by the tantalizing pantyhose. I glanced down every time, enjoying the beautiful views offered to me. I knew she noticed me admiring her, just as I knew each view was a little gift just for me. But I answered all of her interview questions honestly, and we had a great professional give and take conversation.

She informed me that corporate would probably call me in for a second interview, but that she would report favorably on our meeting. I thanked her and got up to leave, but paused for a moment after our handshake. I wasn't sure if it was foolish, or if the timing was absolutely wrong, but I couldn't stop myself from saying, "And by the way... amazing suit." I looked her up and down as I said it, drinking in the effect the suit created. I didn't do it in a lascivious manner at all; it was an honest compliment from one friend to another.

Even so, her breath caught for a split second as she exhaled, and I knew she had appreciated the compliment. She nodded slightly and replied, "Thank you, Jim," as she smiled at me. I returned her smile and left her office. It was yet another deliciously awkward moment between us. As I returned to my desk, my mind was momentarily flooded by images of when I had undressed her in that hotel room, my hands under her skirt squeezing her soft, shapely ass, tearing the buttons of her shirt open, ripping her panties off with my teeth. I quickly pushed these thoughts from my mind and got to work; I was going to have to get over that shit quickly now that she was leaving. That little fantasy was not going to happen again.

Two days later I had my interview with corporate. It went very well, but I couldn't quite tell how they felt about me. They had been complimentary and very supportive, but they didn't give anything away. The next day Carrie called me into her office. She had another impeccably tailored suit on, not quite as perfect as her gray one, but still it sent my mind spinning. She must have gotten several new suits in preparation for her new gig. I'm sure they must have cost a fortune, but they served their purpose. It was clear she intended to up her game and send the statement that she was in complete control of every aspect of her life and job. I quickly regained control of my own head so as not to betray how turned on she always got me. God how I loved an intelligent woman who knew how to handle her power, and Carrie was the absolute epitome of this.

She explained that corporate had narrowed her replacement down to two candidates: me and a guy named Martin Wells from our Kansas City office. They would make their decision by Friday, her last day. Martin had a few more years of experience on me and was generally well-liked in the company. "Look, I put in a good word for you, and told them they'd be crazy not to go with you," she said. "I raved, actually. Really the only thing I didn't tell them about how phenomenal you are is how incredibly well you eat pussy." She laughed but hearing her say this sent a whirlwind of excitement through me. I felt my cock twinge instantly when the word "pussy" escaped her lips. The shock of it sent me reeling for a turn, but I tried not to show it. I laughed as well, albeit somewhat awkwardly, and smiled at her, wondering if she noticed the twitching in my crotch. She returned my smile with her wicked grin and said, "But I would have if I thought it would better your chances of getting the job."

"Well, thank you Carrie," I finally stammered after a moment. "You've done more than I could have ever asked for. I don't know how I could ever repay you." I turned to leave her office, but stopped at the doorway and said, "But let me know if you ever want me to prove how good I am down there again," nodding my head and lowering my eyes toward her crotch. "I mean, you didn't even let corporate know? Come the fuck on!"

I laughed to let her know I was kidding, but Carrie put both hands on her desk to steady herself and I noticed her legs spreading slightly. "Don't... fucking tempt me, Stillman," she replied, putting a heavy emphasis on the first word. Both our eyes narrowed into a longing stare. This was the first time we'd acknowledged our sex since the night it happened, or the palpable desire still lingering between us. I smiled and started to walk away, but she called to me, "Oh and Jim... good luck walking around with that, by the way." She nodded toward my crotch just as I had to her a moment before, and the irony certainly wasn't lost on me. The reference to my rather obvious hard-on was comical and quintessential Carrie.

"Yeah thanks," I replied, "I'll just be at my desk trying to subtly jerk off unnoticed – hold my calls, please." We both laughed and I left her office. God, was I ever going to miss her.

On Friday, we threw a going away party for her in the afternoon. She had the brazen audacity to wear that perfect gray suit one last time while she was still my boss, the one I had complimented her on during my interview. I was sure this was no coincidence; she wanted to torture me just once more before she left. She could always be counted on to bust my balls; it was one of her most endearing qualities.

As we were about to enter the conference room where the team waited with her congratulatory cake, she pulled me aside. "Listen Jim, I just got off a call with corporate two minutes ago. They're going with Martin; they want me to let the team know. They're going to call you later personally to explain. Jim, they love you. They think you're great. They just want that little extra experience Martin has. I'm really sorry."

"No, Carrie, don't be. I'm so grateful for everything you did to try to help me get the position. And Carrie, I'm unbelievably thankful for everything you've done for my career, everything you've taught me. I never could have gotten to this point without you. And I'm fine, seriously."

"Are you sure? This really sucks. I'm pissed off they didn't take my recommendation."

"No don't be, I'm fine, really. C'mon, you've got cake waiting for you." She complied reluctantly as I pushed her into the conference room where everyone was waiting. She received a rousing ovation as she entered; everyone on the team respected her. Even though she could be a hard-ass, she never did it disrespectfully. We were all going to miss her, no one more than I. 

During the party I kept thinking about how I'd lost out on the position. I wasn't unhappy, but I was definitely disappointed. That disappointment was adding to a day that was already going to sting; losing Carrie was tough enough. She kept shooting appraising glances at me during the party. I could tell she was wondering how I was handling the bad news. I kept trying to show her convincing smiles, but I wasn't sure how well I was doing.

Toward the end of the party, Carrie announced that Martin from Kansas City would be taking over as manager of the department. Much to my surprise there were some disappointed groans and glances in my direction. I hadn't made it public that I had applied for the position, but it was a small office so I'm sure most people knew. And to hear these subtle signs that maybe some folks had been hoping I'd get the position actually made me feel a bit better. But Carrie did a good job of being diplomatic and assuring everyone that Martin would make a good manager and that we were poised to continue accomplishing great things. She had interviewed him by phone and said that in her dealings with him in the past he had proven to be smart and very capable of good leadership. I hoped she was right; she was going to be a tough act to follow. She was the consummate professional: fair, even-handed, intelligent and creative, all wrapped up in an incredibly shapely body, complemented by an impeccable sense for fashion and carried around with an air of confidence – it's no wonder I lusted after her so badly. She epitomized the word "sexy" to a tee.

The party ended and the team made their way up one-by-one to congratulate Carrie and wish her well. I cleaned up the plates and silverware and was the last one left in the room after everyone else had personally thanked her. She approached me and said, "I can tell you're disappointed, Jim."

"Is it that obvious?"

"No, I just know you too well. I can tell." She took another step toward me, giving another appraising look. She did know me too well. "You should be disappointed; you have every right to be. You did enough to earn this position and I honestly think it should be you."

"Thanks, Carrie."

She nodded. "Just don't get discouraged. Keep doing what you're doing; keep getting better day by day. Everything I've heard about Martin is that he's a great team player. I'm sure he won't stand in the way of your growth, so just keep progressing. And you'll do great things." She paused for a moment, then added, "You already have."

The atmosphere in the room grew thick. We stood only about an arm's length apart, and our eye contact was fixed and meaningful. I didn't quite know what to say, so I went with sincerity. "Thank you Carrie, once again, for everything."

"You're welcome, Jim. Thank you as well."

"And thanks also..." I hesitated, not sure how, or even if I'd be able, to say what I wanted to say next.

After a moment, she broke the awkward silence. "For what, Jim?"

"Because you look so impossibly fucking sexy in that suit." I blurted it out uncontrollably, every syllable rushed so that it became almost like a single, drawn-out word. She exhaled sharply. After a moment she broke eye contact, looking me up and down, and stepped suddenly close to me. I grabbed her by her hips and pulled her into me authoritatively. She pushed her face into my neck and wrapped her arms around my back. I wrapped my arms around her as well and squeezed her tightly. My cock became instantly engorged. She pushed herself into it and held me tighter, feeling the full length of my erect shaft between us, her breath hot against my neck. I pressed my face into her hair, smelling its sweetness.

I ran my hands down her back onto her hips again but then pushed her slightly away. I was intoxicated, barely in control. I just wanted to grind my crotch into hers, feel the softness of her mound against my hard cock. But I couldn't, not here, not now. As she pulled her face from the crook of my neck I bent down slightly and our cheeks brushed together. Our lips brushed against each other as we passed, but at that moment we became keenly aware of where we stood. If anyone passed by the hall to the conference room they would see us pressed together through the window, our lips brushing against one another. We both took a step back and exhaled deeply, trying to catch our mutual breaths. I was battling the desire to pick her up and throw her on the table, and tear that incredible suit off of her, now a symbol of how badly I yearned for her, yet would never be able to have her. After several tense moments of calming our breathing, I finally said to her, "I'm going to miss you, Carrie."

"I'm not dying, Jim. I'll still be here in the building, just, you know, on another floor."

"I know," I replied, "but I'll miss you just the same."

"God, you are so sweet," she whispered. She reached out her hand and I took it. But instead of a handshake we stood holding hands for a moment, staring into one another's eyes. The moment was indescribably sexy.

After a minute, I lifted her hand to my lips and kissed it softly. "Good luck, Sterling," I told her, and, smiling, walked out of the conference room. I didn't have the strength to turn around and look at her again; the moment had overwhelmed me. I ached for her, but it was time to let her go. Walking out of that office was one of the hardest things I'd ever had to do.

Things were a bit strange over the next few weeks without Carrie around, but I can't say they were bad. Martin joined the team after Carrie's departure and he was a damn good boss himself. He mainly stayed out of my way; I think he recognized that I had good experience and knew my role well. Early on he looked to me for advice on how to work with the team, and he often sought my guidance on some tough decisions. I really respected him for that. It would have truly sucked if he had come in and tried to be Mr. Swinging Dick around the office, barking orders and trying to intimidate everyone. But that wasn't his style or his personality. He treated everyone with respect and soon the team was working quite well together.

I missed Carrie though, badly. I'd see her on occasion around the building, and she'd always stop to talk. She was very busy so our chats were usually pretty brief, but it was always a pleasure to see her.

After several months I started to notice a slight change though. When I'd see Carrie, she was now starting to look more strained. I could see a certain tension in the way she carried herself, the way she walked, that I had never noticed before in my years of working with her. I chalked it up to the added stress of her new position and blew it off; after all, I only really saw her on occasion anyway. How could I judge what she was feeling?

Then one day, about ten months after Carrie had taken the regional director position, an unexpected opportunity presented itself. The phone service provider that Carrie and I had won as a client was looking for a new pitch. It had been a year since we'd started working with them and they were ready for a new campaign with fresh new ideas. Martin called me into his office to explain the situation.

"So here's the deal, Carrie has hand-selected one person to work the account, Will Myers from her team. And she's asked me to select one person from my team to work with the two of them. This one's a no-brainer, you're the guy. You cool with that?"

"Of course, yeah, I mean, I've worked that account before obviously."

"Yup, it's a can't-miss from where I'm standing. So I'll let Carrie know you're on it, and she'll probably call you to set up some meetings so the three of you can get ready for the pitch next week." The plan sounded good to me, and it would be great to get to work alongside Carrie again, even for a brief time. I didn't particularly like Myers much; he was a bit of a prick, but if Carrie recommended him then I'd get past my shit and be professional.

Carrie did call me to set up the meetings, but she sounded rushed on the phone so we didn't talk much. During the meetings, though, it was just like the good old days. Carrie and I had great energy as we bounced ideas off each other. Myers, to his credit, did add some solid creative stuff, when he could stop fixating on himself long enough to think objectively for five minutes. But for the most part he just stayed out of the way while Carrie and I did our thing, brainstorming and throwing out cool, creative ideas.




A Boss, A Mentor, A Lover Ch. 03



When the day came for the big client meeting, the plan was much the same as it had been a year previous. The three of us drove to Philadelphia together and got hotel rooms in the same hotel we'd stayed in nearly a year before, since the meeting was probably going to last all day. I certainly didn't fail to notice that Carrie wore the very same gray suit that she knew would drive me insane. I was going to have to spend all day with her, her tight little body squeezed into the sexiest piece of clothing she owned. I was so fucking pissed. How was I supposed to concentrate with a permanent hard-on all day? Plus she was wearing the same pair of black pantyhose beneath, the sheer fabric making her legs glisten in the light.

I tried to put her sexiness out of my head, doing my best not to glance down at her shapely legs in the passenger seat as I drove. During the drive the three of us went over our gameplan. Myers, as annoying as he could be at times, seemed on-point and prepared. I could tell why Carrie had selected him now.

And sure enough, Myers found his zone during the meeting. He worked well within the "good cop/bad cop" routine Carrie and I pulled off so proficiently. As strange as it seemed, he tempered our little act by identifying with the clients on a personal level. He had a "good old boy" way about him, with an ability to talk about golf, cigars and cars. He used it well. Our major priority during the meeting was to show the clients that we didn't feel complacent about them, that we wanted to do great things for them, and we had a strategy about how to do it. We accomplished this mission with flying colors. I played the role of sympathizer, the one who understood their needs completely. Carried played the hard-ass role, letting the clients know that despite the fact that we were willing to work hard to satisfy them, we wouldn't be bent over by them – we would still be compensated fairly. Myers was the good old boy, cracking jokes and playing upon their sentimental sides.

By the end of the meeting, the clients had once again declared their love for us, and that jackass Myers had even been invited back to play a round of golf with them sometime. Once again, Carrie's instincts had paid off and the day was a success.

This time though, the clients treated us to a nice dinner at a fancy French restaurant in downtown Philly. After our last meeting they'd declined dinner, wanting to make us sweat, but this time the working relationship was solid enough to break bread together.

The dinner was a great time. I sat next to Carrie and she made fun of me trying to order dinner from the menu written in French. I'm not entirely sure what I ate that night, but it tasted good, and the time spent joking and laughing with Carrie and the clients made for a memorable evening. The wine flowed freely as well, and by the time dinner ended we were all flying high.

The entire time though, I couldn't shake the idea that there was still something off about Carrie. She laughed freely and often, but there were times when I'd see her looking off into the distance at nothing in particular. And when I tried to make eye contact with her, she'd sometimes look away quickly, as though she was afraid I'd see something in her eyes that she didn't want me to see. This worried me, but I didn't let it show. The day had been a success and overall I was very happy.

The three of us took a cab back to the hotel. We congratulated each other profusely on a job well done, and a thoroughly successful day. We stumbled through the lobby of the hotel, all a bit tipsy and loud as we laughed at the little jokes about the day. In the elevator up to our rooms, I finally made eye contact with Carrie and she didn't look away. Myers was babbling about some silly golf story or other he'd told to one of the clients, when Carrie's and my eyes finally met.

She was leaning against the wall of the elevator to keep balance. She stared back at me, and I could see the subtle signs of strain on her. There were tiny stress lines under her eyes, and her shoulders seemed tense even though we were drunk and the meeting had been wildly successful. But she tried to hide it and smiled at me, just turning the corners of her lips up slightly. Then she flicked her head a bit to toss a tendril of hair out of her face, and lightly bit her lower lip in her teeth. I smiled widely and laughed, glad to finally see the real Carrie under all that strain she'd been carrying. Myers thought I was laughing at his story and clapped me on the shoulder affectionately.

Just then the doors swung open, it was the floor my room and Myers' room were on. We got out but Carrie stayed in. "I'm on a different floor, actually," she said as we turned and looked at her questioningly. The look in her eye told me the irony of the statement wasn't lost on her, and we held the look until the doors swung shut, closing us from one another. "'Night, guys," she added just before the doors shut.

At that moment, I was thankful I didn't have to share a room with Myers. There was a longing burning within me that I knew was going to drive me crazy all night. Will and I walked to our respective rooms next door to each other. Along the way, he tried to pep talk me into going out on the town. "Dude, you're not going to bed, are you?" he asked. "It's early, man. C'mon, let's hit the mini-bars in our rooms to pre-game, then go out and see what Philly's got for us tonight."

The idea actually made sense. It was pretty early, and if Carrie was going to disappear I figured I should get shit-faced and hit the town, maybe even get lucky. But my heart just wasn't in it. First of all, I didn't like Myers enough to go drinking with him. Secondly, I had Carrie stuck in my head and I knew I wouldn't be able to shake her. "Nah, man, I'm beat. I'm just gonna crash and watch Sportscenter. Thanks though."

"Haaaaaa, you pussyyyyy," Myers joked. "You're seriously just staying in tonight?"

"Yeah, just feel like crashing."

"C'mon dude, look, if you really wanna stay in I would suggest we find Sterling's room and double-team her, but I doubt that ice queen's legs have spread in years, if ever." He gave a goofy sounding laugh as he said this.

"Yeah right," I replied noncommittally. It annoyed me a little that Myers would say that, but not because I was somehow above locker room talk. As a guy I definitely joked about women that way, it was just a harmless "guys being guys" sort of thing to do. It was more that Myers was a big enough douche to think Carrie didn't have another side to her. Or that he couldn't show her a little respect after she pulled him in on this deal that had turned out to be such a huge success. A little gratitude wouldn't kill him, instead of talking about fingercuffing her. "She's a helluva boss though, so maybe we should just appreciate that," I said, to put him in his place.

"Oh dude, no doubt, great boss," he backpedaled. "Just saying I'd like to sink my teeth into that sweet ass, is all. But it ain't gonna happen though cuz that bitch is fri-gid." He emphasized the last word for effect and laughed again, elbowing me in the ribs as he said it, and what little respect I had for him pretty much evaporated on the spot. Not just because he could objectify Carrie like that, but because he clearly had no fucking clue about a lot of things. If he only knew... but then again, the things douchebags don't realize about women could fill an encyclopedia.

"Right, yeah," I replied again noncommittally.

"So, our best bet is to hit the town, pound some brews, and find some bitches. Let's do this."

We reached our rooms and I slid my card in to open the door. "Nah dude, I'm staying in."

"All right, have fun crying into your tampons all night, sucker, I might just go out by myself – score some hot Philly ass. I'll try not to keep you up banging the headboard into the wall all night; I know you need your beauty sleep."

"Yeah yeah, blow me. Have fun tonight, man," I retorted, stepping into my room.

"Later, Maria," he jibed, as I closed the door. I threw off my jacket and undid my tie. After kicking my shoes off I fell flat on the bed and started thinking about Carrie. What was going on with her? Something didn't add up but I had no idea what it was. I felt bad for her. I wanted to help, but did she actually want help from me?

I didn't even know where she was. She didn't bother letting me know her room number. I could call the front desk, but they probably wouldn't give that information out. Maybe I could talk them into it, but would she want that? It might piss her off to have me knocking on her door unexpectedly or calling her room. And I didn't have her cell number. She might have access to mine since she's a director, but I had no access to hers and she had never given it to me. I decided if she had wanted to see me, she would have let me know how to find her.

The thought annoyed me somewhat, but I didn't want to become a clingy asshole. Carrie had her own life; she didn't need me trying to invade it. And, quite frankly, for my own sanity I needed to start getting her out of my head. So I tried to do just that, staring at the ceiling trying to clear my mind and push her out of my head. But the more I tried, the more I realized how hopeless it was.

She kept creeping back into my thoughts. Just images, memories, fleeting glimpses of a night of passion shared a year ago. The downy hairs on her arms, the soft skin of her tiny wrist, her smooth lips and warm tongue, her taut brown nipples pushing against the transparent fabric of her bra, the short tuft of jet black pubic hair shaved into a landing strip just above her crotch, the warm, salty-sweet juice flowing softly from her sweet, pink chasm...

I shook my head trying to rid myself of these thoughts, but it was no use. I knew I'd be plagued with them all night. I knew I'd crave her; we were under the same roof but I couldn't go to her. Couldn't throw her against the wall, press my mouth into hers and suck on her tongue. Couldn't run my hands over her curves, feeling her soft, muscular ass. Couldn't squeeze her breasts in my hands, feeling the ample flesh spill out of my grip. Couldn't taste her sweet cunt, pushing my tongue deep inside her, her tight walls gripping it firmly...

I jumped up off the bed and ran into the bathroom. These visions were driving me mad. I splashed water in my face, trying to get a grip on myself. My cock was rock hard in my pants; I figured I should just jerk off now and get it over with. That was the only way I'd get any rest tonight. Just as I had cupped another splash of cold water in my hands and thrown it into my face again, I heard my phone buzz on the nightstand. I dried my face and hands and went out to check it. I clicked it on and there was a text message from a number I didn't recognize. I opened the message and it read simply:

Room 542, NOW, please. 

-Carrie

My heart leapt as I read these words. So she had gotten my cell number. My first thought was that I should make her wait, let her sweat it out for a bit. But it only took a moment before I realized how crazy that was. I knew I couldn't wait another second, and she had reached out to me, why would I be a dick about it? I grabbed my room key, threw my shoes back on, and headed for the elevator. I arrived at room 542 and knocked gently. She opened the door still wearing that same damn gray suit; she'd even left her heels on. How could she have not gotten comfortable; it had been at least a half hour since we parted in the elevator? My heart began pounding in my chest seeing her in that suit, but I controlled myself and just said, "Hey," in barely more than a whisper.

"Hey," she replied back and pushed the door open to let me in. When I got into the light I could tell something was definitely up with her. Her shoulders were practically shrugging she was holding so much tension in them. It really worried me seeing her like this and I knew I had to come right to the point.

"Carrie, what's wrong?"

"What do you mean? Nothing."

"Nothing? Sweetie, you look like you have the weight of the damn world on your shoulders." It was the first time either of us had ever used a term of endearment with one another, at least at a time that wasn't in the heat of passion. I knew she'd noticed it by her surprised reaction of raised eyebrows. But I didn't care; something was wrong and I was concerned. I ignored her reaction and pressed a little more. "I know you well enough to know something is up."

She exhaled deeply, puffing her cheeks in exasperation, and started to pace back and forth. "Shit, Jim, I don't know. It's nothing and it's everything. It's like... I feel like..." She was clearly uncomfortable about something, but unable to put it into words. I needed to put her at ease somehow, and the best way to do that, I felt, was to remind her who I was.

"Carrie," I interrupted her, "do me a favor, ok?"

"Ok."

"Kick off the heels, lose the damn jacket, lie on the bed, and just fucking talk to me. It's just me, Sterling, I won't judge you. You know you can talk to me."

When I said this, a change came over Carrie almost instantly. She smiled at me, and did exactly what I asked. She kicked her heels off one by one, swept the jacket off her shoulders and dropped it unheedingly on the floor, unbuttoned the top two buttons on her blouse, and collapsed onto the bed. I could see a slightly reddish color coming from under her semi-transparent blouse, and I wondered what kind of bra she had on. I quickly dismissed this thought from my mind though; there were bigger issues at hand and I was too worried about Carrie to be blinded by my libido. I rolled the desk chair over next to the bed and sat in it. "So what's up?" I asked her.

She propped herself up on her forearms to talk to me. "I don't know if I like the director job, Jim." She exhaled as she said it, as though it was a huge, embarrassing confession.

"So what? That's no big deal," I replied. "I mean, it is a big deal, but it's fixable. What don't you like about it?"

"Well, as a manager I got to be directly involved in creative decisions. I got to work with the team, I got to think about things, I got to come up with ideas. It was challenging, it was fun. Like working this account with you; I barely ever get to do this now. As a director it's all about strategic planning and budgeting and logistical bullshit. I dunno."

"Then just go back to manager level. You kick ass as a manager; the company would let you do it in a heartbeat rather than lose you. You can totally call your shots on this and be back in a creative role that you love."

"I know, I really believe the company would be cool about it. But it's not the company I'm worried about."

"What do you mean?" I felt like we were really coming to the heart of the matter now, and Carrie's increased nervousness seemed to confirm my theory as she fidgeted slightly on the bed.

"Well, the day I got the promotion to director, Paul took me out to dinner to celebrate." Paul was her lawyer husband who I respected, but didn't particularly like. "During the meal, he told me that now that I was finally executive level, it was time for him to think about running for public office. See, Paul has always wanted to get into politics, and I told him he could start whenever he was ready. But I never realized him being ready hinged on my career."

This actually was a bit of a bombshell to me, and I was beginning to understand what was eating at Carrie. "So what are you going to do next?" I asked.

"That's the problem, Jim, I have no fucking idea." She sighed and collapsed her shoulders back down onto the bed. "Since then, we've been going to these goddamn dinner parties, and fundraisers, and social functions with all sorts of 'important' people." She raised up finger quotes when she said the word "important." Her tone became a bit fiercer now as well. "It's all about him pressing the right palms to be prepared to run in the next elections. But he introduces me as 'an executive with ADM' like that's some sort of fucking religious title or something. Like I'm important now, like I'm one of them. Before I was a nobody, now I'm a big deal. Yeah right. It's all for show, Jim, all of it. It's all just blowing smoke up each other's asses so that they can feel important."

The tension had returned to her shoulders. She was hunched up again and clearly pissed off. Without a word, I reached down and picked her legs up by her feet. I rested her feet in my lap and began massaging them. I was beginning to realize the predicament she was in. "I'm sorry, Carrie."

She rolled over slightly to look at me. "Why?" she asked. "You've never been anything but good to me. Even now."

"Well, I'm sorry because you feel trapped. That is an awful position you're in. I understand why you've seemed so tense, so distracted. I just..." I paused, unsure of if I should say what I thought. I continued to gently massage her right foot, pushing my fingers slightly into the nylon fabric between her toes to better squeeze them.

"You just what?" she asked, prodding my leg with her left foot.

"I just think... it's unfair, Carrie. You're a great professional and a phenomenal marketer. Your career should be yours and no one else's. Paul can do what he wants with his political ambitions but they shouldn't depend on what position you have in your career. You deserve to be happy when you go to work every day. With your intelligence and your ability, you should be in the driver's seat. I just don't think the title of your position should make any goddamn difference. It doesn't change who you are; you're great either way." I refused to look her in the eye when I said this. Instead I concentrated more on her foot in my hands. It was so small and thin and feminine. The pantyhose wrapped tightly around it gave it a sleek, sexy shape. I rubbed the sole of her foot softly, pushing into the muscles gently with my thumbs.

Several moments of silence passed as I stroked her foot, until finally she again nudged me with her other foot. I looked up at her. She smiled at me and I smiled back. "You're so sweet," she whispered.

"I'm not that sweet," I replied, grinning mischievously.

"Oh, but you so are. Why do you always know the right things to say?"

"Stop, Carrie, you knew all that, what I just said."

"Of course I did, Stillman. I just needed to hear someone I respect and admire say it. I'm sick of people aggrandizing the position and making me seem like a damn demi-god or something just because I got it. I mean, it's just a fucking job."

"Yeah seriously, you're not that big a deal, Sterling," I joked.

She laughed hard at my jibe. It was great to hear; it made me feel like one way or another she'd be all right. "You're such a dick," she yelled between laughs. That made me laugh as well. When she regained composure after a few moments she said, "Anyway, recent insults aside, saying the right thing all the time isn't the only reason you're sweet, Jim."

"Really? Why else am I?"

She didn't respond, but instead looked down at my hands on her foot, a naughty half-smile on her lips. She watched me massaging her for several moments before saying, "That feels really nice. You have no idea how badly I needed that."

I smiled at her and switched to her left foot. "Actually, I kinda did," I replied, looking back down at the delicate foot in my hands. I admired the light hairs on the knuckles of her toes, barely visible beneath the fabric of her pantyhose. Her toenails were painted red, providing a sexy juxtaposition to the creamy whiteness of her skin beneath the hose. "Just lie back and relax," I told her.

She did so, resting her head on the bed and staring up at the ceiling. I continued to knead the tension out of her foot, squeezing it gently, enjoying the feel of her soft, feminine toes curling in my hand. After several minutes her breathing became steady and relaxed. She inhaled deeply through her nose and out through her mouth. I began to let my hand venture up over her ankle onto her calf. Her calf muscle was impressive. It didn't detract from her femininity in the least, but it was taut and well-defined. As I kneaded it gently, she finally broke the silence. "That's so nice, Jim," she whispered.




A Boss, A Mentor, A Lover Ch. 03



"I hope it's helping you relax," I replied.

"Well, yes and no," she said. "You see, I'm struck by a thought."

"Goooooo on..." I replied, in a slightly mocking voice.

"Well, you see, I've been to many fancy, little social functions over the past year, like I told you. And in so doing, I've met many, many important, influential people." Her tone was also slightly mocking as she said this, dragging out each syllable, and over-pronunciating to make herself sound haughty and high-brow. "Fancy lawyers, and businessmen, and bankers, and politicians, and the like."

"Oh my yes," I joked, "sounds so very significant." I made sure to emphasize every syllable of the last word just like she would.

"It so is," she continued. "And in meeting said influential people, I've also been subject to a great number of very distinguished come-ons, you see."

"Have you now?" I raised my eyebrows in mock shock.

"Indeed. You see I'll be introduced to a rather significant someone or other and then a moment or two later my husband will be called away into another very important conversation. And then that distinguished individual I've just been introduced to will seize this moment of privacy as his opportunity to tell me all the things he'd like to do to me. Usually it'll be on a yacht or at a summer home or at some swanky secret apartment in the city. But it's always the same offer: he'll eat me this way, or he'll take me that way, or he'll fuck me just so and blow my mind. As if my mind is that easily blown. As if once you put a boat under my feet, I'll spread my legs for you. As if once you show me how much fortune you've acquired I will automatically suck your dick on the sheer principle of the entitlement of wealth alone."

When she began her rant, she still had that snarky sarcasm in her voice. But toward the end, her tone became serious and angry, and I detected a distinct note of sadness in it as well. I stopped massaging her calf and looked at her, my jaw now hanging agape.

"So do you know what I realized, Jim? Being important, being influential, sometimes just leads to a sense of entitlement. That they're entitled to me. Paul has now officially entered us into their circle, so that must mean that I'm somehow offered up for the taking. Is that the price of becoming part of the inner circle? Your wife's ass is fair game for any takers she'll have so that you can be one of them? You scratch our back, we fuck your wife's?"

Her eyes became distant as she finished her rant. Silence reigned for several moments as I struggled to find the right words to respond. My hands still rested on her calf, and I was absentmindedly running my fingertips back and forth over the soft flesh just behind her knee. "Carrie, I... I'm..." I stammered not knowing what to say. But she let me off the hook when she propped herself up onto her elbows and spoke for me.

"So you wanna know what makes you sweet, Jim? Here it is: you've never taken anything from me I haven't offered. And you never would." 

"Oh, Carrie..." I wanted to say something meaningful but I couldn't find words.

"It's really that simple, Jim. With you, I have never, would never, and will never have to sacrifice the one thing that matters most to me. My dignity." She whispered the last word to give it dramatic importance. "Can you understand that?" As she asked this question she lifted her right foot up out of my lap and ran it slowly up my chest until it rested just under my chin, her toes curling along my clavicle. As she lifted her leg I caught a glimpse of her upper thigh and saw a dark floral pattern circling her leg. I realized she wasn't wearing pantyhose at all; she was wearing stockings. I wondered what other surprises she had hidden under that suit.

"I... do," I stuttered, still not knowing what to say. What she had just revealed sent a number of thoughts swirling through my head at the same time. Just how unhappy was she? How could this shit be happening to someone who carried herself with such self-respect and aplomb? What was she going to do to make her situation better? These questions gnawed at me, but the one overriding emotion that consumed me was desire. She had complimented me. Her foot was gently massaging my chest. Her suit clung to her curves, the stockings revealing a tantalizing glimpse into what wonders might lay beneath it. My head began to swim.

"You don't need to feel uncomfortable, Jim," she said softly. She must have sensed I was nervous. "I didn't tell you any of this to make you feel bad. On the contrary, you should feel good."

"I always feel good around you, Carrie," I told her matter-of-factly.

She laughed. "Good, I feel the same way about you. Which is why I want you to know something. Something important." As she said this, she shifted her hips on the bed and pushed herself forward toward me, squaring her body to me. "Like I said, with you I always have my dignity. The respect between us is unquestioned."

"Unquestioned," I repeated, nodding. Her foot still rested on my chest and my head was dizzy with desire.

"Right," she smiled. "And that's why I realized something tonight. Something fundamental, yet profound. Everything just clicked suddenly in my head and I knew what I wanted. Jim... I would let you do anything to me." She emphasized every syllable of the word "anything," saying it slowly for effect.

Her saying this to me was excruciatingly sexy. As she said it she lifted her left leg, which I still held in my hands, and put her foot onto my chest next to her other foot. She began massaging just below my chin with that foot as well. "So many of the men I encounter want to possess me, Jim. They want to own me, their little plaything to do with what they please. But because they think I could ever be their possession is exactly why I would never be."

After saying this she pushed her right foot higher, rubbing it along my neck and up onto my cheek. It took every ounce of willpower within me not to run my mouth over her foot. I wanted to desperately, but she had reached a point where I was dying to know what she was thinking. I just stared at her, my breathing becoming heavier and heavier.

"You're different though, Stillman," she continued. "You have never pushed me, never forced anything on me. You don't seek to possess me." As she said this she ran her toes slowly across my lower lip. "So I'm giving myself to you, completely. I'm your slave, Jim. Do with me whatever you will; I won't deny anything you desire of me."

This was by far the sexiest thing any woman had ever said to me. I was overcome in the moment; I grabbed her foot and began kissing it tenderly, feeling the sexy smoothness of her stocking as I ran my lips over her toes. I kissed my way down the sole of her foot; she curled her toes around my forehead and nose as I progressed. Once I reached her Achilles' heel, I stopped kissing and rested her foot on my shoulder. I looked into her eyes. "Carrie... I..."

"Don't say anything, Jim. I'm your slave; you don't need to say anything. I just want to please you. Whatever you want." As she said this she spread her thighs apart, still keeping her feet on my upper chest. Her suit skirt rode up her legs as she did so, revealing a pair of candy apple red panties. This explained the slightly red color under her blouse; she must have a matching red bra on as well.

I also noticed two thin black bands of elastic running vertically along the top of her thighs and attaching to her stockings. My heart leapt with the sudden realization that she was wearing a garter belt. The sudden rush of my blood to my brain temporarily made me lose focus, but I quickly regained control and took in the sight. The panties formed a soft V where they covered her mound, and as she spread her thighs slightly wider, I could see a vertical line of darker red running between her lips where her moistness had seeped through the material.

My breath caught in my chest; I was rendered speechless. I was dying to strip her down and enjoy the full effect of her sexy lingerie. I looked up from Carrie's crotch back into her eyes. She smiled mischievously and whispered again, "Whatever you want." I gently and slowly slipped her feet off my chest to either side of me. Once her legs were safely around my waist though, I pounced on her savagely, grabbing her face in my hands and pressing my mouth hungrily onto hers.

She had revealed so much to me tonight. Her revelations explained why she had been so distracted lately, so not herself. She had shown me both her strengths and her weaknesses, and I was honored by how much she trusted me. And I had never been as attracted to her as I was in that moment. I pulled her mouth onto mine, pushing my tongue into it. She met my aggression equally, massaging my tongue in her mouth and digging her fingernails into my back. I had her once again: my boss, my desire, my goddess, her body at once taut yet yielding beneath me. Now she was my slave by her own admission, to do with what I pleased. And I had so many things I wanted to do to her.



A Boss, A Mentor, A Lover Ch. 04



My mind raced. Could this really be happening? Was I really on top of Carrie, her legs wrapped around me, her fingernails digging into my back, our mouths pressed against each other, tongues dancing in unison? Did she really just admit to me that she was my slave, willing to do anything I wanted, anything I asked of her? It didn't seem possible.

I broke off our kiss and looked Carrie in the eyes, my fingers curling into her hair. "I just want you to be happy, Carrie, you know that's all I want," I told her.

"Bullshit," she replied calmly and matter-of-factly, not changing her expression in the least. "I know you want me to be happy, but I also know that's not all you want. In fact, I'd be very unhappy with you if it was. C'mon Jim," she coaxed, running her fingers through my hair as well, "you know you want me to do things, and you want to do things to me. So do them. Let your slave please you."

I bent down and kissed her lips softly. If she wanted this master and slave arrangement, I was game. I broke the tender kiss off rather quickly and got up off her. I stood beside the bed admiring my little gift slave. Carrie lay before me legs spread widely, her black pantyhose fastened to a garter belt I couldn't yet see. Her mound was covered by a pair of candy apple red panties which had a thin vertical line of wetness running directly down the center between her pussy lips. With her legs spread this widely, the plump flesh of her outer labia had begun to push out of the fabric of her panties as they crept into her crack.

"Stand up," I told her. I hated to put an end to this lovely view, but it was time for the game to begin. She pushed herself off the bed, but her motion was quick and too eager. "Wait, stop," I said. "When I ask you to do anything, slave, you will do it slowly. I don't want you moving too quickly; I want to enjoy your sexy little body when you're doing things for me. Is that understood?"

Carrie's eyes narrowed into slits. I thought for a moment she would challenge my authority as master, but she half-smiled a moment later and her features softened. I had provided the first test in our little game, and she allowed me the indulgence. "Of course, master, I want you to enjoy looking at me," she replied submissively. But despite her submission I could still detect a faint hint of impudence in her voice. Good, I thought, I love how strong this woman is. It's what defines her. I want her to defy me and test me, without that strength she wouldn't be the woman she is. Thinking of the power she wielded just turned me on more.

"Excellent. Now please stand up slowly," I told her. I added "please" to reaffirm the respect I had for her; it wouldn't be easy to treat her as a slave completely. She stood up slowly and the bottom of her skirt fell back down to knee-length, covering her panties and her sex. She stood before me, arms at her side. "Good. Now I have just one question for you, and you'd better answer it honestly, do you understand that, slave?"

"Yes, master, I understand," she replied.

I took a deep breath. This was a dangerous question, but she was offering me a great deal of power, and I needed to know she wouldn't resent me wielding it. She had been mistreated lately, perhaps all her life, in her pursuit of her goals, and I needed to know my actions would be a healthy release for her, not something that would further degrade her. I let the question out slowly, in barely more than a whisper. "Why me, Carrie? Why, when you've been so insulted, so affronted, would you want me to be degrading to you?"

Her expression didn't change in the least. "I've already told you why, Jim. But if it will make you feel better, than know this: Many men want to control me. Many want to degrade me, as you say, and cut me down to keep me below them. You, however, respect me as I am. Therefore I offer you control, freely and willingly. Please don't deny me this; it is not a degradation. And please don't question why I might find you worthy. Just indulge me... indulge yourself... and enjoy this. Being with you is the purest form of enjoyment I've felt in a long time, let me revel in it."

I reached up and stroked her cheek. This was all I needed to know. I gave her a soft look to let her know how much I both respected and admired her. But then, in a single moment, I switched. I let some of the primal animal I had roaring inside me come out. I flared my nostrils to breathe deeply the scent of her as I stepped closer to her, now just inches away. "Take off your blouse," I commanded breathily.

Without stepping back or breaking eye contact with me, she defiantly reached up and undid the first attached button, lifting her chin proudly as she did so. She had already unfastened the top two buttons earlier, so this third revealed a good deal of cleavage, as well as the connecting piece of fabric between the two cups of her bra resting between her breasts. She reached for the next button but before she got to it I reproached her, wielding my control. "Slowly," I reminded, "make it exquisite."

This word must have pleased her because she half-smiled again knowingly. "Of course, master, I'm sorry." With both index fingers she pulled lightly in opposite directions on the blouse to reveal the tops of her breasts. She then slid her fingers slowly down the fabric and undid the next button. The blouse slipped tantalizingly off her tits and revealed them to me. Her red bra was semi-transparent and unadorned with a pattern, a perfect match with her panties, and I could see her taut nipples standing erect beneath its fabric. She exhaled heavily as she exposed them, revealing her nakedness to me for the first time in nearly a year. I exhaled as well; I had craved this for so long. It took all my willpower not to bend down and put my mouth onto her nipples. They called to me: tight little light brown treasures aching to be sucked, licked, bitten... but I fought the urge.

She undid another button and the blouse slipped free of her shoulders. She pulled the bottom of it from out of her skirt where she had it tucked, and unfastened the last button. Before it slipped to the floor I said, "Wait, let me." I caught the delicate fabric in my hands. "Turn around," I told her. She spun slowly around and I slipped the blouse down her back and off her arms. I brought it to my face and breathed deeply, inhaling her sweet perfume on the fabric. I did this right next to her ear so she could hear exactly what I was doing, enjoying the scent she left behind. I then dropped it to the floor.

Wordlessly I ran a line with my fingertip from one of her shoulder blades to the other. Her muscles tightened slightly, but she relaxed just as quickly. I then grazed the four fingers of my hand from her neckline all the way down to the small of her back. I heard her exhale audibly. "You don't mind if I touch you, do you, slave?"

"Of course not, master," she replied.

"Do you like it?" I questioned further.

"I do, master."

"Say it then."

"I like it, master."

"What do you like?" I prodded.

"I like it when you touch me, master. I like having your hands on me."

"Good." I then ran my fingers back up her back, barely grazing the skin. This time she moaned, a very soft, "Ohhhhhh," from deep in her throat that was barely audible. I stepped in very close to her, my breath warm on her neck. I took both sides of the clasp of her bra between my fingers and pushed them together quickly to surprise her. The clasp popped free and both straps dangled down her back. She let out a little squeak of surprise. I leaned in slowly and nuzzled my face into the hair just above the nape of her neck. "Turn around again," I whispered softly into her ear. I heard her exhale sharply as my breath tickled her, and she shrugged her shoulders slightly.

She spun around again slowly. The unfastened bra was now held on by only the shoulder straps and her breasts had fallen just slightly. The fabric under the bra had slipped free from under her tits, and it seemed like the bra was now defying gravity hanging there.

"Take it off, slave," I whispered hungrily; I was eating her alive with my eyes. She kept her chin lifted slightly, delectably defiant still. But she obeyed my command as she lifted both hands slowly and hooked her thumbs into the shoulder straps. She paused for a single, teasing moment before pulling forward on the straps and releasing her tits from the fabric. The bra slipped forward onto her arms, and she dropped it to the floor, leaving her arms at her side.

Her perky teardrop breasts, small B cup-sized, hung proudly, the nipples taut and at attention. I drank them in with my eyes, unabashedly leering at her pert form. I stepped forward and put both hands on her upper arms. She inhaled deeply, anticipating my touch. But instead of indulging her by running my hands over her, I whispered, "Turn around again." She pushed her lower jaw out slightly to illustrate her annoyance with being told to spin around and around, but again she relented and simply replied, "Yes, master," in a submissive whisper. She spun slowly around again and presented me with her soft, creamy white back.

I ran my fingers down her again, from the nape of her neck to the small of her back where two firm muscles ran vertically on either side of her spine. Her heavy exhalation told me she enjoyed it and had been craving my touch. I got down on one knee behind her, my fingers tracing a line horizontally along her lower back along the top of her skirt. This skirt had taunted me. It was a symbol of the attraction I had for her, and the power she wielded over me. It symbolized my lust for her, wanting to have her but not being able to take her. I had craved this moment from the very first time I'd seen her wearing this suit. This was the moment I would finally be taking it off of her.

Silently I put both of my hands onto her ass cheeks and squeezed. I had longed to feel her muscled ass beneath the fabric of that skirt, and it didn't disappoint. The soft flesh yielded invitingly at first, then became taut and hard when I reached the firm muscle below. Her workout regimen and commitment to a healthy lifestyle had created the ideal female behind, yielding yet firm, supple yet strong. It was heavenly. But I removed my hands after just a single squeeze. I waited several moments, not moving. I wanted to build her anticipation of what was going to happen next. She stood defiantly still, but I could hear her breathing heavily.

After several moments I used a single finger to delicately remove the tiny handle of her zipper from where it was tucked into the folds of fabric. Very lightly, and very slowly, I tugged down on the zipper. The buzz it made as it slid slowly down her ass was barely audible, but I heard Carrie's breath quicken as it went. When it reached bottom, I simply let it go. The two sides of the skirt fell open, and for the briefest of moments it defied gravity, hugging her rounded hips against all odds. But with the slightest tug on the bottom of the hem, it slipped languidly off her and fell slowly to the floor.

She exhaled deeply. My own breath caught in my throat as I drank in the sight of her. The panties formed a small, red triangle at the top of her ass, and the thin G-string fabric rode deeply between her cheeks below, revealing her bare ass to me, fine little hairs lying lightly on each cheek. The black garter straps ran in a vertical line over the very outside of her butt cheeks, hugging their curves. The straps connected to a lacy black garter belt which clung to her waist just above her panties. The muscular shape of her ass, and the creamy whiteness of her skin, created the appearance that each cheek was a perfectly rounded scoop of vanilla ice cream perched on a cone; the dark stockings giving her thighs their cone-like appearance.

The fine, light little hairs on her cheeks were beckoning me; I wanted so badly to put my mouth on her ass. To kiss it, bite it, lick it, to run my tongue along those garter straps and pull the elastic into my mouth with my teeth, to lick those cheeks like the ice cream scoops they were, tasting the sweet juice flowing between them. But I had other plans and this indulgence would have to wait. I stood up slowly behind her.

"Turn around," I whispered again into her ear. This time she spun around quickly and slapped my chest, clearly revolting against this game I'd made of spinning her around again and again. She bit her lower lip in defiance and I cherished her impudence; I loved how she would only be pushed so far. But I wanted to continue the game. I caught her hand on my chest with my left hand, and grabbed her waist and pulled her into me with my right, her breasts pushing tantalizingly against my chest.

"Bad slave," I scolded, "you must never hit me." I held her body against mine, our faces just inches apart, her tits pressed against me. "But I'll forgive you this indiscretion, for now, because I have a chore for you." She was still biting her lower lip, but I'd piqued her curiosity so she relented.

"I'm very sorry, master, what chore do you have for me?" she asked.

I released her and walked over and picked up her heels. "Put these on, please," I asked politely, handing her the shoes. She obeyed wordlessly, and the sight of her stooping over to hook the heels over her stocking-clad feet, her tits gently bobbing with each motion, made my cock stiffen in my pants.

When the shoes were on, she stood proudly and asked, "What next, master?" I was thoroughly turned on now and hearing her say this forced me to conjure every ounce of willpower I could muster to not throw her on the bed and fuck her savagely and deeply right there. I had plans, and I wanted to see how far she would take this master/slave game, but she looked so remarkably sexy in her stockings and heels. I shook my head clear and focused.

"Well, Carrie," I explained, "it's been a long day. I think we could both use one final drink to cap off our success. The mini-bar must have some good liquor in it, but the problem is we have no ice. Me, I prefer my drinks on the rocks." The look on Carrie's face began to become very questioning. "Every floor in this hotel has an ice machine," I continued, and she shot me a very devious, very knowing look as I said this. She was catching on to my intentions. "So would you please be so kind as to take that bucket on the desk over there and run down the hall to get us some ice for our drinks?" When I finished my question, Carrie's breathing quickened to a furious pace. Her shoulders were practically shrugging up and down with each breath. But she maintained composure and kept her gaze defiantly on my eyes, not looking away for a second.

"I'm naked, master," she said after a moment, "may I cover up before I go?" I'm sure she knew the answer to the question before she asked it, but she wanted to hear my response.

"No, I'm sorry," I replied. "The ice machine isn't far, so you probably won't meet anyone in the hall this late, but even if you do you're just going to have to let them see your sexy little body. Consider it penance for always wearing that suit," I nodded to the jacket and skirt lying on the floor, "knowing how it turns me on every time I see you in it." She exhaled heavily after I said this and blinked her eyes slowly.

"Yes, master," she relented, "that's fair." She walked slowly over to the desk and retrieved the ice bucket, then made her way to the door. She turned the knob and opened the door slowly, shooting me a defiant, indescribably erotic, look over her shoulder as she stepped through the door and out into the hall.

I couldn't believe she was actually doing it. She was a well-respected professional, this was crazy. I had fully expected her to refuse, to say the game had limits and that this went beyond them. And of course I would have relented; I wouldn't have pushed. 

But she hadn't refused; she was out the door. Sure, the odds of her being seen by anyone were small; she'd only be gone a short time. And yes, even if she was seen it was doubtful anyone would make all that big a deal about a woman being half-naked in a hotel hallway at midnight. But still... she was risking a lot doing this. It was illegal. I was really just kidding when I suggested it. I expected her to refuse so I could use that refusal as ammunition for other things. Her carrying the request out was completely unexpected.

I walked quickly, nearly running, to the doorway to watch her. It wasn't easy with the erection I had raging in my pants. She was several steps down the hallway when I arrived at the door. Her ass cheeks bounced slightly with every step, the muscles flexing and contracting. She must have heard my deep exhale from the doorway behind her because she looked over her shoulder again, cracking a devious grin at me as she walked.

She reached the nook in the hallway where the ice machine was located and disappeared from view. I heard the hinges on the machine's door creak as she lifted it, then I heard the crunch of the ice as she scooped several spoonfuls into the bucket. After a moment of silence the door thumped as she closed it and she reappeared into view walking toward me. Her naked breasts bobbed and swayed slightly with each step, her nipples taut and erect. She was still wearing that wicked grin as she kept her gaze fixed on my eyes, never breaking eye contact or looking away.

Suddenly, when she was about ten feet away from where I stood in the doorway, the elevator dinged. Someone was about to get off on our floor. My eyes darted to the elevator and back to Carrie. I expected her to ditch our little charade and run back into the room. But she didn't; she refused to quicken her pace in the least and continued to walk leisurely toward me.

The elevator doors rumbled open and I heard the voices of a man and woman talking lowly inside. Just as they stepped out of the elevator, Carrie crossed in front of me and slipped back into our room. I turned to look at the pair exiting the elevator; the woman had looked toward me immediately after stepping out. I'm almost certain she must have caught a glimpse of Carrie as she walked by me, the woman's eyes seemed to widen in surprise for just a split-second. But I don't think the guy noticed, his gaze never turned toward me. I nodded to them as I stepped after Carrie into our room. The woman shot me a quick, knowing glance and a smirk, while the guy merely nodded back. I closed the door behind me.

"Holy shit, Sterling," I laughed once inside, completely breaking character. "That was fucking crazy!" I turned, laughing, to Carrie expecting her to be laughing as well. But she stood stoic and defiant in the middle of the room, the ice bucket still clutched in her hand.

"I just do exactly as my master wishes," she said calmly. She was serious about playing her role.

I stopped laughing, but continued to smile at her. "Well, you did a wonderful job, and you looked incredibly sexy doing it. You have some serious balls, Carrie, and you've earned a drink." I went to the mini-bar and checked out its contents. "Come here, pick out whatever you want," I told her. She brought the ice bucket to the desk and put it down, then came to the mini-bar and bent to look into it. From it, she pulled two little bottles of Dewar's scotch.

"I think we've earned the best," she said, "as long as master agrees."

I ran my fingers through her hair, and tucked it behind her ear to get it out of her eyes. "Of course I agree." I grabbed two cheap plastic glasses off the desk, filled both with ice, and returned to her. She twisted open both little bottles and poured each into the glasses. I raised my glass to her. "I'd like to propose a toast," I began.

She lifted her glass to mine and smirked. The last time I'd tried to toast us it was a comical event. Her saucy smirk told me she hadn't forgotten the incident.




A Boss, A Mentor, A Lover Ch. 04



"Don't worry," I assured her, "this one will be better." I lifted my glass. "To the best damn team ADM has ever had," I said simply.

"Here, here," she replied, tapping my glass with hers. We both took generous sips of the scotch, feeling the enjoyable burn as it made its way down our throats. I loved the fact that Carrie wasn't a girlie-girl and had chosen the Dewar's. She could handle a real drink; she barely even winced as she swallowed her mouthful. Overtaken by my affection for her in that moment, I leaned in quickly and kissed her aggressively on the lips. She was surprised at first, then returned my kiss enthusiastically. I broke it off and looked at her.

"As your master, I can kiss you whenever I choose," I said.

"Of course you can, master," she replied demurely, smiling as she did so. I leaned in and kissed her deeply again, our tongues dancing in one another's mouths, her breath sweet from the scotch. I broke the kiss again.

"Would you come with me, now?" I asked. "I'd like to show you something. Bring your drink." I took her by the hand and led her across the room to the windows. I opened the blinds and her room's windows overlooked the city. The room was on the 5th floor, putting it several stories above the thriving thoroughfare. It provided a nice view, but it was not so high that no one could see into the windows from the street below, or from other buildings. There weren't a lot of people on the streets at this hour, but Philadelphia was a big city with an active night life. There was still activity bustling below.

At first she hesitated when I threw open the blinds, wanting to keep her nakedness from the windows. But I pulled her hand gently, urging her closer, and she relented and stood next to me. "It's a beautiful city, isn't it?" I asked.

"It really is," she replied, looking out over the twinkling lights and buildings. We weren't so high that we got a long view, but the view we got was pleasant enough.

"And you look beautiful in it," I said, looking at her. She turned to me and looked into my eyes.

"Thank you... Jim," she replied sincerely. I was glad she dropped the "master" in this instance.

I leaned in and kissed her bare shoulder. "Just relax and enjoy your drink," I told her, "while I enjoy you." She exhaled heavily as I said this. I planted another kiss on her shoulder and stepped behind her. I kissed a line from her shoulder to her spine, along the nape of her neck. Then I leaned down and slowly kissed a trail from her neck all the way down the top of her ass, where her panties formed the small red triangle. Her breathing quickened as I made my way down, and I heard her take another long sip of scotch.

I dropped onto my knees and admired the sweet little ass before me. I had waited a long time for this. I slowly placed my hands on both of her hips, squeezing her gently. Then I leaned in and lightly grazed her right butt cheek with my lips, placing a soft, gentle kiss on it, feeling the little hairs tickling my lips and chin. She held her breath in anticipation. After a moment's pause, I leaned in again and kissed her ass in earnest, pushing my lips into her soft flesh. I placed a number of kisses on both cheeks, pulling her into me with my hands on her hips. She responded in kind by arching her back and pushing her butt into my face.

Then, finally, after the long wait I'd endured, I allowed myself the indulgence I'd long been craving. I heard Myers' words echoing in my ear, "Just saying I'd like to sink my teeth into that sweet ass, is all. But it ain't gonna happen though cuz that bitch is fri-gid."

"Eat your goddamn heart out, Myers," I thought to myself as I opened my mouth widely and sunk my teeth gently into Carrie's ass cheek, letting my tongue tickle the little hairs on the flesh I sucked into my mouth. I bit it gently for several moments, then ran my tongue horizontally across her ass, into her crack, over the thin fabric of her panties there, and onto her other cheek. Again I bit gently into her other ass cheek and licked the soft flesh I sucked into my mouth. I nibbled her ass again for several moments, urging her into me with my hands on her hips.

Carrie moaned softly and pushed her ass further into me. I released her flesh from my teeth and began licking her ass cheeks again. I heard her let out a gentle laugh, enjoying my ministrations. Then I heard the ice in her cup tinkle as she drained the last of the scotch from it, and she bent over and put the cup on the floor. She smiled at me as she bent over, and I got up with her when she stood. "Turn around," I whispered again in her ear.

This time she laughed out loud when she turned to face me. I smiled, laughing with her, then pulled her into me and kissed her. I pulled her hair gently back to break the kiss after a moment. "It's time for my slave to do something for me, something I've wanted for a long time," I said.

"Anything, master," she replied, the scotch heavy and sweet on her breath.

"I want you to get down on your knees and service me, right here in front of this window, so that the whole fucking city of Philadelphia can see the sexiest woman in the world sucking my cock."

She exhaled deeply after I said this and grabbed my face in both hands, pulling me into a deep kiss. She pushed her tongue savagely into my mouth, swirling it in circles and pushing it into my own tongue. I kissed her back and pressed my tongue against hers until she relented and sucked it into her mouth, simulating fellatio on it for several moments until she pulled her mouth away. I prayed that I wasn't pushing her too far in our little game. I wanted to dominate her, to play the role of her master well, but without pushing it to the point of disrespect. Her kisses let me know that so far I was walking that fine line perfectly, and what she said next put me even further at ease. "Of course I will, master, anything for you," she said after breaking our kiss. She said it softly and meekly, but with a mischievous gleam in her eye. 

After saying this she dropped slowly and seductively to her knees, running her hands down my chest as she went. My cock was throbbing in my pants; I was already rock-hard in anticipation. She reached up and undid my belt, slowly but with deliberation. She then popped the button on my pants and unzipped them, letting her knuckle massage my shaft as she pulled the zipper slowly down. I groaned slightly as she did this, I had been anxiously craving her touch. She smiled up at me upon hearing me groan.

Once the zipper was down she spread the open halves of my pants apart and admired my erection poking out at her. It was stretching my boxer briefs obscenely, threatening to tear right out of them, and my pre-cum had soaked through them at the tip. Carrie grinned at the sight, then pulled my pants down to my knees. Once they were down she put her hands on either side of my hard-on to frame it and inched her face closer to it. When she was a fraction of an inch away, and I could feel her hot breath on the tip of my cock, she looked up at me and raised her eyebrows.

"Do it, slave," I told her, and immediately upon hearing this she descended hungrily onto my cock. Her mouth felt exquisite even through my boxers as she licked and gently bit my hard-on. When the tip pushed out of the side of her mouth as she kissed and licked the underside, I could clearly see the pre-cum soaking through the boxers over almost the entire head of my cock. Her warm mouth felt incredible working its way down the length of my shaft, but I knew I now had to feel it against my bare flesh. "Take off my boxers," I demanded between breaths.

She smiled again and obliged, hooking her fingers over the elastic waistband and heaving my boxers down to my knees in one quick push. My erection stood proudly before her, and she grabbed it at its base. She looked up into my eyes erotically as she pushed the tip of my cock slowly, seductively, into her mouth, swirling it in a circle several times around her lips, moistening them with pre-cum. She then licked her lips to taste my pre-cum and swirled her tongue in a circle over the tip of my cock, teasing me. After several circles she pushed the tip of her tongue into the hole at the tip of my cock. The effect of her ministrations made my knees go weak as she continued to trace circles around the head, then push her tongue into the hole of my raging hard-on.

She then turned her head slightly to the side of my cock and ran her tongue down the underside of my shaft. I looked out the window and realized that if anyone were to see into the windows, they would get a perfect view of Carrie working her tongue along my shaft. I wondered if she was thinking the same thing because it was almost as if she was deliberately displaying her motions to an unseen watcher somewhere outside. She ran her tongue up and down the underside of my cock several times, her upper lip massaging the top of my shaft with each motion. She kept constant eye contact with me as she moved, and I encouraged her with my eyes.

My cock was dripping wet with her spit now and she pulled her mouth off it and started stroking it with her hand. "That feels so good, Carrie," I whispered. She smiled up at me again, then turned her head to look out the window. I could see our reflection in the glass, my hand curled in her hair, her hand skillfully jerking me off. But I could also see lights in the windows of buildings beyond, and the headlights of cars on the streets below. "If they're out there," I said, "and they're watching, every one of them is wishing they were me right now."

She grinned up at me deviously as I said this, then dropped her head immediately onto my cock, taking its full length into her mouth. She began bobbing her head back and forth the length of my dick, still gripping it tightly with her hand. The feeling of pushing deep into her mouth was amazing, her tongue pressing firmly onto and massaging the soft underside of my cock. I groaned deeply, reveling in the luxurious feeling of having Carrie, the woman I desired most in the world, expertly and enthusiastically sucking my manhood. Upon hearing me groan, she began to twist one way with her hand while swiveling her head in the opposite direction on each thrust in and pull off. This felt so unbelievably good within just seconds I began to feel my cum boiling inside me. I couldn't let her go on, a few more strokes like this and I would explode into her mouth. It was too soon for that.

I grabbed her gently on both sides of her head and urged her off of me. My cock made a loud slurping noise as it slipped past her lips out of her mouth, a trail of spit leaking from the corner of her mouth as it did so. "I can't, baby, you're gonna make me cum my brains out," I told her.

"I want to make you cum your brains out, master, for the whole city to see," she said, wiping the trail of spit off her cheek with her forearm.

"And you're going to, just not quite yet," I assured her, taking her by the hand and helping her up. "Follow me," I said as I led her away from the windows to the bed, taking small steps with my pants still around my knees. I was going to miss being by the window; it was a source of particularly arousing exhibitionism, but I had another idea.

When we arrived at the bed I reached up and stroked her cheek, running my thumb over her soft lips. "Your mouth feels so incredibly good, Carrie, I want to feel it some more," I said as she parted her lips and began sucking my thumb just as she had my cock, massaging it perversely with her tongue. "But I don't just want to feel your mouth; I want you to deep-throat me."

Her eyes widened when I said this but she continued to suck my thumb. The look she gave me was one of both intimidation and lust, telling me she both wanted to please me and indulge my fantasy, but was also a bit frightened by the prospect of having my cock so far inside her. I pulled my thumb out of her mouth and she smiled at me.

"I'll do it... for you, master," she said confidently, emphasizing the words "for you." I knew this meant she was only allowing this indulgence because it was for me, and that this was an offering of complete trust. For anyone else she wouldn't have been as willing. It meant so much to me. I wasn't sure what I'd done to be so lucky, but I knew I would cherish this gift.

"Thank you," I whispered, and I kissed her softly on the lips. She broke the kiss after just a moment, giving me a wicked look as she climbed onto the bed. She turned her back to me, then laid flat on it, her head dangling upside down over the side of the bed beneath me.

She looked up at me from her upside down view and said calmly and evenly, "Deep-throat me, master." Hearing her say this was incredibly sexy, and my cock throbbed hearing the words. Her eagerness to please me was wildly arousing. I untied my shoes quickly and kicked them off, then ripped my pants, underwear and socks off in a flash and maneuvered myself just above her head, my balls dangling just over her forehead. I pushed my dick straight down with my thumb until the tip pressed against her lips. She parted her lips and opened her mouth slightly, letting the head slip into it. Then she opened her mouth wider and I pushed my cock gently and slowly deeper into her mouth, her tongue now softly massaging the upper side of my dick.

She was breathing through her nose, and despite the fact that my cock was only halfway into her mouth, I could tell she would soon begin to struggle with its length. While my dick was only about average size, somewhere between six and seven inches when fully erect as it was now, that was still a lot for her to take that deeply down into her throat. I reached my hand down under her head to help cradle it and make it a little easier for her to hold it up. Then I thrust my hips slightly and pushed my dick deeper into her mouth. She moaned loudly as I thrust, but as I sank another inch deeper the tip of my cock met its first resistance at the back of her throat, and her moan ended instantly as she fought the initial pangs of her gag reflex.

Immediately she grabbed my waist with both hands to keep me from thrusting deeper. I relaxed and stopped my dick where it was. I didn't want to hurt her or make her uncomfortable, but the tight feeling of having her entire mouth wrapped around my cock was incredible. I still had several inches of length left, and I wondered how much more, if any, she would be able to take.

I reached my free hand up and squeezed her tits, pinching her nipples between my fingers as I did so. She looked so unbelievably sexy sprawled on the bed beneath me, my cock buried into her throat. She began moaning again as I kneaded her tits and tweaked her nipples, so I decided to try to get deeper down her throat.

I thrust gently again, pushing lightly against the back of her throat. At first Carrie was holding me at bay with her hands against my waist, trying to make sure I didn't push too deeply or too fast, but soon she was able to relax and I felt my cock sink deeper. Her breathing steadied and instead of pushing against me, her hands reached around to my ass and began squeezing me to urge me to thrust deeper. Again, I thrust gently as I squeezed hard on her tits; we both groaned simultaneously as the final inch of my erection pushed past the resistance in her throat and sank into her.

I reached my other hand out from under her head onto her other tit and squeezed both in my hands. She groaned again as she now had the entire length of my hard-on down her throat. As she groaned, her throat sent vibrations that felt incredible along the length of my shaft. I moaned as well feeling this, pinching her nipples tightly between my thumbs and index fingers. Then I began to run my hands down her body, over her stomach, and onto her sexy garter, pulling up on both her garter and panties. The tight, gripping sensation of her throat closed around my cock was driving me wild, and the intense perversion I felt made me hunger for her pussy.

I leaned forward slightly over her body, and pulled my dick back a bit out of her throat. She inhaled through her mouth as my cock backed out and opened her throat to air. I ran both of my hands over her mound and kneaded the cleft of her sex hungrily in my desire. She moaned deeply and I thrust my dick deeper into her throat, hearing her breath catch and a low, guttural sound escape as my cock slipped into her throat again.

Her cunt had soaked all the way through the crotch of her panties from above her clit down to where they thinned and ran into her ass crack. My fingers were getting moist as I massaged her mound, and the smell of her wetness was heady and thick as I inhaled deeply her aroma. I kept my cock buried in her throat as I leaned down just inches above her pussy, smelling her sweet juice and pressing my fingers between her lips through her panties.

I flexed my hips backward again and backed my cock out of her throat. She took another deep breath and groaned as my fingers pushed her panties into her cunt. Her outer labia had now sprung completely free from around the elastic and were glistening invitingly, sopping wet from her flowing juices. Seeing her panties wedged so deeply into her cunt drove me over the edge; I had to taste her immediately. I leaned down and licked both of her labia over and over again, tasting the sweetness of her fluid and feeling the soft bristling of her trimmed pubic hair pricking my tongue. She moaned long and loudly as I licked her and the vibrations felt incredible on my cock. I thrust again down into her throat, her moan immediately silenced and replaced by a choking gag.

My thrust caused her to involuntarily swallow, and the walls of her throat gripped and massaged my cock. Even her tongue and mouth instantly sucked tighter, so that the entire length of my erection was pulled into a tight, soft embrace by her mouth and throat. The feeling was unbelievably intense and enjoyable, but I worried that I was overwhelming her so I backed my cock out of her throat to let her breathe.

I craned my neck to look at her upside-down to make sure she was ok. She opened her mouth wide as my cock backed out of her throat and a line of spit ran down her cheek. But to her credit, she reached her hands up and grabbed both of my ass cheeks, urging me to throat fuck her deeper. I couldn't believe it; she was taking this like a champ. The thought of how willing and eager she was to give me such intense pleasure through such physically challenging means only turned me on more. I sank my dick deep into her throat once again and buried my face in her crotch.

I pulled her panties savagely to one side of her cunt to allow me to lick her bare flesh. Over and over I gave her long, flat-tongued licks across her entire vulva, beginning at her clit and finishing by pushing my tongue into her vagina. Her guttural gags were as close to moaning as she could muster with my cock in her throat, but I could tell the sensation of having her pussy eaten was driving her mad because she grabbed my ass with both hands and squeezed hard. Every time I flicked her clit with my tongue she would playfully slap my ass to let me know she was enjoying it. This invariably made me thrust deeper and I would be rewarded with her gag and involuntary swallow, squeezing my cock in her throat's tight, soft embrace.

But soon I realized that I had violated her long enough. She had taken my cock into her throat eagerly and I was impressed and grateful. I gave her pussy a final long lick, then pushed myself gingerly up off of her. I pulled the length of my cock slowly out of her throat. It was soaked and spit ran down her cheek as I withdrew it. When the head popped out from over her lips, a long string of spit ran from her bottom lip to the tip of my cock. It was insanely dirty and sexy seeing her with the spit running down her face. But I also noticed tears in her eyes and it reminded me of how hard it must have been for her to take my entire cock down her throat. It was an incredibly selfless gesture to put herself through that just to pleasure me.




A Boss, A Mentor, A Lover Ch. 04



I cradled her head in both my hands to support it. "That was so unbelievably sexy, Carrie," I told her. "You are so fucking amazing." I kissed her lips from upside down; they were warm and wet with her spit, and I ran my hand over her cheek to clean the trail of spit there.

"Did you like it?" she asked.

"Holy shit, yes, it felt incredible. So intense, so fucking good."

"Then I'm glad I did it," she replied. It was the very same thing I had told her after I'd first eaten her out a year ago. The fact that she remembered that moment almost a year later spoke volumes about the kind of person she was. I kissed her again passionately. Then I supported her under her shoulders and helped her twist her entire body onto the bed so she could relax. Once she was positioned on the bed she smiled up at me and asked demurely, "What next, master?"

"I'll tell you what next," I replied. "Now you're going to lay there and relax while I eat your pussy until you cum for me." She laughed as she exhaled and excitedly pushed herself back on the bed, smiling. I crawled onto the bed after her and ran my hands up her legs, over her silky smooth stockings, from her ankles to her upper thighs. There I let my fingers trace the floral pattern on the stockings momentarily, before I moved my fingers further up to the waistband of her panties. I hooked my fingers into the elastic waistband and pulled the candy apple red panties off her crotch and down her legs slowly and seductively. She watched me do so with a coy look on her face, the index finger of her right hand hooked just inside her lower lip, her tongue out just over her teeth to lick the tip. She looked so impossibly sexy like that; I knew I had to put her in her place before she completely weakened me.

I slipped her panties down her calves and over her feet. They were warm and moist; her flowing juices had soaked through the cotton panel of the crotch, and most of the thong part, leaving them wet to the touch. I found this incredibly arousing and wanted to show her how much it drove me wild. Plus, I also wanted to reaffirm my role as master.

"Your panties are soaking wet, slave," I said accusingly.

"I know, master, I'm sorry," she replied. "You make me so hot I can't control how wet my pussy gets."

"Well, I just hope they aren't ruined," I prodded. "They're so sexy and delicate; it would be a shame if they didn't come clean. Look, do you think they're okay?" As I said this I held them in front of her face. I wanted to tease her, to make her see her wetness on her panties and smell her heady aroma. She looked at them and I could see her nostrils flare as their scent hit her nose.

"I think they'll be just fine, master," she said heavily, "they should definitely come clean."

"Really? Do you think so?" I asked as I pushed her panties into her face just under her nose.

"Oh god yes, I think so," she moaned, as I stretched the saturated crotch of her panties over her upper lip with two of my fingers. She was taking deep, slow breaths in through her nose and I knew she could smell the dank, delicious aroma of her cunt. I leaned down over her mound as I slowly dropped the soaking cotton fabric of the crotch of her panties over her mouth.

"Then clean them, slave," I demanded as I pushed her panties against her lips. At the same moment she opened her mouth and pressed her tongue onto her panties, I let my mouth descend hungrily onto her vulva, so that as she licked her panties it was as though she were simultaneously licking her own cunt. The more she licked the panties, the harder I licked her pussy, so that she could make love to herself at the pace and intensity she desired. I matched every lap of her tongue on her panties with an identical lap of my tongue on her warm, wet cunt.

Her moaning became deep and hungry, almost a growling. She pulled the hand I held her panties in closer, bringing my fingers into her mouth as she licked and sucked her underwear. This was quickly turning into one of the most intensely erotic moments of my life, and I began to wonder if there was anything this woman wouldn't do to please me. I sucked greedily on her clit as she sucked her panties, coaxing loud and desperate groans from deep within her.

After several minutes of intense pussy eating, I needed both air and to clear my head. I pulled my head out from between her thighs and my fingers out of her mouth. When I removed my fingers though, she bit down on her panties and they remained behind in her mouth. Only a loop of the waistband dangled from the corner of her mouth, the entire crotch and thong parts remained inside and she continued to suck on them. I reached a finger up and looped it into the elastic dangling from her mouth.

"Do you have any fucking idea how unbelievably sexy you are, Sterling?" I asked as I slowly pulled her panties out of her mouth by the elastic band inch by inch.

"You awaken something in me, Stillman," she replied after the panties finally slipped completely out of her mouth, "what can I say?" I grinned mischievously as I twirled the panties on my finger several times before tossing them to the ground. This woman, the one I respected above and beyond nearly all others in my life, had willingly become my sex slave. She had let her defenses down and allowed me to fulfill my deepest desires. Not just allowed, but had met my every whim with eagerness and zeal, inspired to please me any way I wished to be pleased. But it was pleasure for us both I truly desired, and the time had come to delve into that mutual pleasure, and explore the myriad possibilities it promised.



A Boss, A Mentor, A Lover Ch. 05



Carrie lay on the bed staring up at me seductively. She propped herself up on her elbows, and opened her legs widely, revealing her gorgeous sex to me. She was naked except for her silky black stockings and garter belt, and I could see glistening wetness shining between her legs. It was time for me to pleasure her, to pay her the same level of devotion she'd just shown me.

I unfastened the top button of my shirt. It was all I still had on; I'd removed my pants long ago when Carrie had sucked my cock so gloriously. "Do it, slowly," she prodded, "make it exquisite." It was the same demand I'd made of her earlier, and she was trying to get a rise out of me. I gave her no such pleasure.

"Only the master can make demands of the slave," I retorted, though I curled the corners of my lips up in a devious smile. "Now tell me you're sorry, and rub your clit in penance." The same wicked grin crossed her lips when I said this, but she didn't resist me.

"I'm sorry, master," she said submissively. As she said it she raised her right hand to her lips and licked three of her fingers, getting them dripping wet with her spit. She then lowered her hand between her legs and began rubbing the top of her pussy in a circular motion. Her breathing sped up slightly as she did so, but she kept her eyes fixed on mine.

I unfastened each button on my shirt slowly watching her. I could feel my cock twitch as it hardened watching Carrie masturbate. She noticed as well as her gaze dropped from my eyes to my crotch. Once completely unbuttoned, I threw my shirt on the floor then stripped my undershirt off quickly and tossed it aside. I stood naked before her, my cock hard and throbbing. Carrie squeezed her clit between her index and middle fingers as she made long sweeping strokes up and down her cunt, her eyes once again staring into mine.

I knelt down beside the bed. "You are so fucking sexy," I said in a deep and throaty voice, desperate with desire. "Get over here." As I said this I grabbed her behind her knees and pulled her toward the edge of the bed. She moaned at my aggression and fixed her gaze deep into my eyes as I gently rested her thighs on each of my shoulders and lowered my face agonizingly slowly into her sex. I maintained eye contact with her as I kissed her pussy lips softly, and pressed my tongue between them. Her stare was intense, as though she were urging me to eat her with her eyes. When my tongue grazed over her swollen clit she finally broke eye contact, dropping her head onto the mattress and arching her back to meet my soft, slow licks.

"Time to cum for me, slave," I whispered hungrily between laps of my tongue.

"Anything you say, master," she whispered back. As soon as she said this, I sucked down hard on her clit, engulfing it within my lips and mouth. I sucked it greedily and made soft, flicking licks over it repeatedly, maximizing the sensations for her. Carrie arched her back further, and reached her hand down onto the back of my head, grabbing a handful of my hair and pulling my face deeper into her. I put my hand just under my chin and pushed two fingers into her pussy. Her lips gripped my fingers tightly, and I hooked both fingers upward inside her searching for her G-Spot. When I found the tiny, soft, granulated area on the roof of her vagina, she bucked her hips in reaction and grunted.

I knew she was entering the throes of ecstasy now. I began a steady, unrelenting pace of long, hard licks from the entrance to her vagina up over her clit. As I licked, I massaged her G-Spot with soft, swirling strokes, working my fingers slowly into and out of her. Her clit was engorged and swollen, almost pulsating as I licked and sucked it fiercely. Carrie was moaning my name and swearing in a steady string of sexy profanity. "Oh Jim, oh fuck, Jim, fuck... me..."

I kept my pace steady and rhythmic, coaxing her toward her peak. As she neared climax, she bucked her hips into my face repeatedly, keeping her hand behind my head to hold my mouth firmly down on her sex. Her juices became thicker, and my mouth began to fill with her heavy fluid. Her breathing became frantic and quick; I knew she was about to cum in my mouth. But just as the moment seemed ready to engulf her, she put both hands on my cheeks and pushed my mouth off of her, sliding her hips back away from me suddenly, my fingers slipping out of her cunt.

"No!" she gasped breathlessly. "No, Jim, make me beg for it. Make your slave earn her orgasm." She lay on the bed panting, gazing up at me with pleading eyes. I knew how badly she wanted to cum, but still she was gearing this encounter for my pleasure.

"Ok, slave, come here and kiss me then," I told her, knowing full well that her pussy juice was heavy and thick on my face. She scooched herself forward on the bed and did as I asked, leaning forward and kissing me passionately, her tongue lapping her nectar off my lips and chin. After a minute of long, wet kisses, I affirmed my authority once again. "Now... beg me to eat your sweet pussy until you cum."

"Please eat my sweet pussy until I cum, master," she implored. I pushed her shoulders gently back down onto the bed, and stood above her.

"First... turn over, slave," I commanded. Her eyes widened for a split second, but she obeyed instantly. She flipped over onto her stomach and raised her hips up off the bed ever so slightly. I hooked my fingers into the straps connecting her garter belt to her stockings and pulled gently upward. Carrie got the hint and pushed her ass up toward me. I knelt behind her and squeezed her ass cheeks, kneading my fingers into the soft flesh. Then I lowered my head slowly and ran a long, wet lick up the length of her ass crack.

"Oh... my... god," Carrie cooed in disbelief as I ran my tongue over her, putting heavy emphasis on the last word. It was the same utterance of disbelief she'd made the first time we fucked and I turned my attention to her ass. I guessed she wasn't used to being pleasured in such a way. I squeezed her ass with both hands again, this time spreading her cheeks gently apart. The taut, dark brown, little rosebud of her asshole puckered suddenly when my warm breath hit it. I flicked it lightly with the tip of my tongue several times, drawing little squeaks of pleasure from Carrie with each flick. Then I descended on it hungrily, lapping at it with hard, long strokes, getting it soaking wet and soft. She buried her face into a pillow to stifle her loud and guttural groans as I placed my palms flat on both of her cheeks and spread her as wide as I could, giving my tongue unhindered access to her tight hole.

She reached her hand up under herself and began to stroke her clit furiously. I hardened my tongue and pushed it as far as I could into her asshole, tongue-fucking her as deeply as I could go. Her groans began to border on screams as her fingers increased their intensity on her clit and I pushed my tongue furiously into her ass.

After several minutes, I finally pulled my tongue out of her ass and flipped myself over underneath her so I could lick her clit again. Carrie pushed herself up slightly so that she was sitting on my face. I pushed her hand out of the way and sucked hard on her engorged nub. She pulled her face out of the pillow and groaned as I licked her clit. "Oh fuck, I am so close, Jim," she cried. Hearing her say this I knew it was time to give her the pleasure she'd delayed so long. I reached my hand up and pushed my middle finger into her pussy and rested my index finger at the entrance to her asshole. I swirled my index finger around her hole several times, pushing very gently against the tight muscle holding it shut.

"Do it," she whimpered, letting me know she was ready to be entered. I pushed my finger in just past the muscular resistance, and left it inside her only as deep as the first knuckle. I swirled it gently around inside her ass as I stroked deeper into her cunt with my middle finger. I didn't want to hurt her by going too deeply too quickly. She, however, wanted no such courtesy. "Fucking do it," she demanded imploringly. At her request I pushed my index finger deeper into her asshole, all the way to the second knuckle. She groaned approvingly.

I then began stroking both fingers into and out of her, my middle finger in her cunt and my index finger in her ass. My fingers were separated by just a thin sliver of flesh, but it amazed me the difference in feel. Her pussy was tight and soft, but the velvety flesh yielded welcomingly and opened to my touch. Her asshole on the other hand was tight and muscular, and it gripped my finger firmly, almost resisting my entry. I could only imagine how heavenly it would feel to have her little hole wrapped around my shaft, to feel the strong ring of muscle squeezing my cock, while her soft, silken interior enveloped it with a warm, smooth sheath.

I continued to suck savagely on her clit as I sank my fingers even deeper into her. Soon both fingers were buried to the hilt and I was swirling them inside her to raise the intensity of her sensations. She bucked her hips wildly and moaned incoherently; I could tell her climax was nearly imminent. Just when I thought she couldn't possibly stand any more, she suddenly reached both of her hands down under my head and pressed her pelvis into my face so hard she cut off my breathing. Her orgasm washed over her like a wave and she punctuated it with a long, loud, "Ohhhhhhhhhhhh!" until even that was cut off by her pulsations and became just several rhythmic huffs of air involuntarily escaping her lungs. My fingers were buried as deeply into her as they could go, as the spasms of her climax caused the muscles of both her vagina and her asshole to pulsate rhythmically, squeezing hard on my fingers. It was as though her entire sex now had a pulse, and each beat sent wracking waves throughout her body.

I gradually slowed the intensity of my licks on her clit, and the swirling of my fingers inside her, as her orgasm began to subside. She released her grip on my head and freed my airway to breathe normally again. After several moments I slipped my fingers slowly out of her, and slid out from underneath her. I again stood by the side of the bed and looked down at her. She was on her hands and knees and looked back at me seductively.

"Baby, you came so hard," I said, almost in disbelief. It was true. Carrie's orgasms were very intense. Perhaps more than any other woman I'd brought to climax, Carrie's orgasms seemed to grip her entire body, as though she had pent-up energy, aggression and desire stored inside and they all came erupting out of her simultaneously.

"I know, baby," she replied, "you drive me so fucking crazy it just makes me explode."

"I love the way you explode," I told her, then I reached my right hand down and began stroking my cock. It was rock hard by this point and I was dying to put it inside her, to feel her warm, moist softness. She watched me stroke myself with wide eyes for several moments, her jaw hanging agape.

Finally she said, "If you don't fuck me now, I'm going to go absolutely insane." I wanted to dive right into her immediately, but I couldn't resist continuing our little game.

"How many fucking times do I have to tell you to ask me nicely when you want things, slave?" I asked tauntingly. Her eyes flared momentarily, her brows furrowing impudently. But again she relented and appeased me.

"Please fuck me, master. You made me cum so hard, I just want to please you now." Upon saying this she reached both hands underneath herself and ran her fingers along either side of her pussy. She used her index fingers to spread her petals apart and open her cunt widely. It was such an incredibly beautiful sight; the entrance to her vagina was dark pink, almost red, engorged as it was from her orgasm. Her lips were puffy and swollen, and her wetness glistened invitingly.

After drinking in this beautiful sight for a moment, I kneeled on the bed behind her and positioned myself just above her. I pressed the head of my cock against the entrance to her vagina, and teased her once again. "Beg for it, slave."

"Please fuck me, master," she cooed.

"I'm not convinced you really want it. Convince me."

"Please fuck my pussy, master, I want it so bad."

"I'm almost fucking convinced, baby; tell me your pussy is wet for me."

"My pussy is soaking wet for you, master."

"Now tell me you've wanted this all day."

"I've wanted this all day every day for a year."

"Oh god baby, me too. Now tell me you wore that suit to make me want to fuck you."

"No," she replied matter-of-factly and turned back to look me in the eyes. "I wore the suit because ever since that day you told me how sexy I look in it, every second I'm wearing it around you I get soaking wet between my legs." She jutted her lower jaw out and flared her nostrils in defiance when she said this, expecting me to hold it against her, to force punishment upon my slave for not doing as I asked. But the realization that came with hearing her say it, to now know that she desired me as badly as I did her, made a wave of affection wash over me. I forgot our game and instead reached my left hand out to grip her hip and pull her gently into me. With my right hand I guided my cock past the tight resistance at her entrance, and sank it deep into her cunt, gently and smoothly.

Carrie gasped for a moment when my cock pushed into her, popping past her threshold and spreading her open. Her eyes rolled up for an instant as I entered her, but then she looked deep into my eyes again, urging me to take her completely. As I sank deeper we both moaned contentedly, our bodies reunited at last. I thrust as deeply into her as I could, then held my cock still inside her. I wrapped my arms around underneath her, and pulled her body into mine. I buried my face into her neck and whispered in her ear. "God, I've dreamed about this moment."

"Oh, Jim," she moaned. I ran kisses along her earlobe and down the nape of her neck, flicking my tongue in her sensitive areas to turn her on. I backed my cock out slowly, all the way to the tip, then sunk it in again just as slowly. After I'd repeated this slow, smooth thrusting several times, I began to quicken the pace. I leaned back behind her and grabbed her hips with both hands, guiding her motions as I began thrusting in and out of her quicker and quicker. Carrie swirled her hips in a circular motion with my thrusts, meeting my rhythm stroke for stroke. The sensation felt amazing, our bodies in sync and working perfectly together. I pulled her close to me and ground my hips against her thighs, her ass pressing into me.

"Fuck, Carrie, you feel so fucking good," I moaned.

"Mmmm, do you like the way I feel inside?"

I buried my cock to the hilt and pulled back on her hips, pinning her ass to me with my cock plunged deep into her pussy. "God yes," I said, "you're so warm and tight." I began swirling my hips and Carrie followed suit. She twisted around and put her hand on the back of my neck, pulling me down to kiss her. She pushed her tongue into my mouth and swirled it around, mimicking the motion of our sex. I sucked her tongue and massaged it with my own, never breaking rhythm with my thrusts. After kissing passionately and aggressively for several moments, Carrie finally broke the kiss.

"You like me nice and warm and tight?" she asked breathily.

I kissed her again several times. Between kisses I said, "God... yes... I just wonder..."

Carrie broke off our kiss again. "Wonder what?"

I leaned back and slid my hands from her hips onto her ass. I squeezed her ass cheeks in both hands and pushed them wide apart. Carrie's jaw swung open as I spread her, and she jutted her lower jaw out and fixed her gaze upon me as though she could read my thoughts. I ran my finger in a little circle around her asshole, pressing gently against her soft, sensitive flesh, still moist from my earlier ministrations. "I wonder... how warm and tight your little asshole must be," I said lustily, letting my finger slip slightly inside her, her muscle gripping it tightly. I slowed my thrusts into her pussy down to an excruciatingly slow and deliberate pace, teasing her. She continued to thrust her hips back and forth into me, sliding my cock in and out of her. All the while she maintained eye contact with me, willing me to fuck her harder.

Finally, after several moments, she said, "Then why don't you find out?" When she said this, I pushed my finger deeper into her ass, and leaned down and kissed her mouth again. This time I pushed my tongue into her mouth, and she massaged it with hers. I pulled back gently and my cock slipped slowly out of her pussy. I broke off our kiss then made a trail of kisses and licks down her back until I came to her ass crack. I pulled my finger out of her asshole and replaced it with my tongue, swirling it in circles and pushing it gently inside her. Carrie dropped her face onto the bed and groaned throatily. I ate her ass lustily for several minutes, moaning along with Carrie as I lapped at her hole.

Once I had her ass dripping wet again, I raised myself up behind her and pressed the tip of my cock into her crack. "You want me to find out how tight your little ass is?" I asked her.

"Oh god, yes, do it," she moaned.

"Do what? Tell me, slave."

"Fuck my ass and see how tight it is for you."

"It's for me?"

"Oh fuck yes, it's all yours." Hearing her tell me her asshole was all mine drove me over the edge. I spit onto my palm and rubbed my saliva over the tip of my cock, which was still wet from Carrie's pussy. Once I rubbed it with my spit it became slick and lubricated, ready to enter her. I then pressed my cock forward against her hole, guiding it with my thumb on the tip. She gasped as her hole opened and enveloped the tip of my cock. I paused before letting it sink any deeper, knowing she would need a moment to get used to its size. I kissed the back of her neck softly, reassuring her that I wouldn't move too aggressively and hurt her. She moaned in response to my kisses, then urged me to give her more. "Do it," she prodded, just as she had earlier.

I thrust my hips forward gently at her request and groaned as my cock sank slowly and deeply into her. Her sphincter muscle clenched tightly around my shaft, gripping it firmly. Once inside her, I let her ass cheeks go so that they would tighten around my cock and provide a cushion for my thrusting. I put my hands on her hips and pulled her back into me, providing leverage so that I could bury my cock into her ass as deeply as it could go.

"Mmmmff," Carrie spluttered as the girth of my cock sank deeper into her. Her breathing had become shallow and I knew she was adjusting to having something as big as my cock inside her. I willed myself to hold still so that I didn't hurt her; it wasn't easy with how warm and satiny her tight little asshole felt on my dick. After several moments her breathing steadied and she reached her hand back onto my hip, willing me to give her more. I relaxed at her urging and plunged my cock into her as deeply as it would go. This time she moaned contentedly as I filled her, adjusting completely to how stretched her hole was to accommodate me. She arched her back and growled into my ear, "Fuck me, master."

I grabbed a handful of her hair to keep her back arched, and slid my cock slowly out of her to the tip. Then I sank back into her, slowly but determinedly. She groaned with my thrusting but it wasn't from pain. She was adjusted to my size and I could tell it was starting to feel pleasurable for her. I slowly increased the rhythm and depth of each thrust until we were fucking loudly and aggressively. Carrie was grunting on every thrust into her, almost shouting with intensity. "Uh... uh... uh... fuck yes!" she yelled.

I, in turn, groaned into her ear on every thrust, a sound primal and animalistic from deep in my throat. It felt so unbelievably filthy and naughty to be fucking this woman in her ass. On one hand, Myers was right. She did come off like an ice queen at work. Based solely on how she acted in the office, one couldn't possibly imagine she would be willing to take it in the ass. She always had control at work; she always knew the answer to everything and she insisted on being one step ahead in every matter. She was calculating and exacting, not cold exactly, but she always wanted to be in control and she always commanded unequivocal respect. It was impossible to imagine, knowing her solely professionally, that she would sacrifice her control this much. That she would open her most secret place and share it willingly and lovingly. Yet here I was, balls-deep in her asshole, thrusting into her with wanton abandon.




A Boss, A Mentor, A Lover Ch. 05



Finally, after several minutes of unbridled, animalistic fucking, I slowed our pace down. I let her hair go and she relaxed her back. I kissed the back of her neck and settled into a slow grind, swirling our hips in unison. I reached my right hand underneath her, and ran my palm from her belly down onto her sex. I ground the heel of my hand against her mons, feeling the short bristles of her pussy hairs tickling it, before curling my fingers over her vulva. "Mmmmmmm," she moaned, as my fingers massaged her labia and the soft hood of flesh just over her clitoris. She reached her arm back and wrapped her hand around my head, pulling my face down into her neck. I nuzzled her and kissed her neck as my fingers spread her pussy lips apart and exposed her clit to my ministrations. 

I swirled my index and middle fingers in tight, little circles over her clit as we continued our slow, rhythmic pace. I grabbed her hip with my left hand and pulled her closer to me, allowing my cock to slide as deeply into her as possible. Her ass felt indescribably good. Her hole was tight and unplundered, the muscle rigid and taut gripping my shaft. Her insides were warm and satiny, massaging the length of my cock as I thrust slowly in and out of her. The toned muscles of her ass cheeks clenched with every thrust, tightening her grip on my manhood and driving me to the point of ecstasy. I wouldn't be able to hold out long before I exploded and I needed her to know it.

"Fuck, Carrie, you feel so fucking good," I groaned into her ear, practically slurring every word in my lust for her. "I won't be able to hold out long." Even as I said it I felt the cum boiling up inside my balls, nearly ready to spring forth out of me.

"Stay with me, baby," she moaned back, "don't cum yet. Just keep fucking me."

I willed myself to calm the eruption building in my loins. It wasn't easy; her ass was soft and tight, and the slopping noise of my cock thrusting in and out of her hole was nasty and alluring. Keeping my head clear and holding out for her was becoming a struggle. "You have to cum with me, baby," I pleaded.

"Just keep fingering me, oh god yes, just like that," she moaned. I increased the quickness of my fingers swirling over her clit just slightly in my eagerness. I longed to cum in her so badly, to let my load shoot out of me deep into her. I was beginning to lose the battle of willpower; I could feel my orgasm building. It was a fight now to hold it off.

"I'm so close, baby, I'm so fucking close," I moaned desperately. It felt as if my cum had risen to the tip of my cock and was ready to boil over. She buried her face into the pillows and groaned loudly.

"Don't stop, oh fuck me hard, don't fucking stop," she cried. I was now swirling my fingers over her clit frantically. Her bud was swollen and engorged and I practically pinched it between my fingers in my exuberance. She thrust her hips back and forth desperately as her climax built like a volcano ready to erupt. Finally after several excruciatingly long moments it was as though something exploded inside her and her entire body twitched and convulsed. She pulled her head out of the pillows and let out a primal wail. "Ahhhhhhhhhhnnnnggg... now baby, cum with me!"

I took three quick thrusts in and out of her then sank my cock as deeply into her asshole as it would go. I released the cum boiling inside me, and my orgasm enveloped me. I felt spurt after spurt of my cum shoot deep inside her, filling her with my seed. "Ngaahh, ngaahh, ngaahh," I groaned on every spurt, as a deep and satisfied calm began to rush over me.

Her body convulsed below me as her second orgasm overwhelmed her. She twitched and shuddered as wave after wave of pleasure washed over her, bathing her in satisfaction and release. After several moments I slowed my stroking of her clit to let her begin to calm, not wanting to overstimulate her sensitive bud. Her breathing began to slow and her moans became soft, contented sighs. She eased herself down onto the bed and I collapsed on top of her in exhaustion, my cock still buried deep inside her warm, soft ass. I swirled my hips gently and lovingly, feeling the last few drops of my cum spilling into her.

I kissed the back of her neck tenderly as we both gasped for air. Our simultaneous orgasm had drained us both of energy, and I lay on top of her trying to catch my breath. My cock began to soften inside her. After several moments, our breathing finally slowed to normal. With one final kiss on her neck, I propped myself up and rolled slowly off her. The length of my now softened cock slipped slowly out of her ass as I laid down beside her, and her moan almost sounded disappointed that I was no longer inside her.

She rested her head on my shoulder and I wrapped my arm around her to hold her. I kissed her forehead and said, "That was fucking unbelievable, Carrie."

"Yeah," she replied, "that was intense." She smiled and chuckled. She seemed very at peace and content. Still though, I wanted to know things were ok between us. We'd just played a very erotic game, one in which I had to be very aggressive, and I wanted to be sure I hadn't offended her.

"Listen, Carrie," I began, not knowing how to say what I felt. My conscience was going to weigh on me if I didn't clear the air. "I want you to know I respect you. I want you to have faith in that. And I want you to trust me. What we just did, I only wanted to please you. That's all I ever want. I just want you to be happy. I want to satisfy you."

"Jim," she interrupted, raising her head to look deep into my eyes to make sure she made her point, "shut the fuck up." She said it authoritatively, and then kissed my mouth deeply. We kissed passionately for several moments before she broke the kiss off. "You made me feel so good tonight, so alive. So don't let your brain mess that up. This night was incredible; being with you is incredible. I really needed this. And wanted it. So relax, ok?"

I smiled at her. "Ok," I replied. It was good to know she thought so highly of me and the passionate time we spent together.

"Good," she replied, "and don't let this go to your head or anything, but that's the first time in many years I've given up my ass. And it's the first time I've ever gotten off from it. So be happy, Stillman, for god's sake." I smiled silently. It did feel good to know I was special enough to be offered her trust. That she'd opened herself to me and was able to receive pleasure from it. "Now, if you'll excuse me," she continued a moment later, "I have a lot of you inside me right now, and I have to take care of it."

She snickered and pushed herself up and walked to the bathroom. I watched her naked body as she walked, her lithe, supple form moving gracefully across the room. "How the hell did I get this lucky?" I asked myself silently, wondering what stroke of luck had blessed me and allowed me to have such an extraordinary woman. I still wasn't entirely sure why, but Carrie, one of the most remarkable women I'd ever known, and I shared an intense sexual attraction, and every moment alone with her was erotic and arousing.

She returned from the bathroom several moments later and lay next to me, her head resting against my shoulder, her arm across my chest. There was nothing more to say; the evening was perfect. I kissed her forehead and eventually we both slipped off into sleep.

When we awoke the next morning, the sun was already shining brightly. I wondered when we'd have to get on the road, and almost as though she'd read my thoughts, Carrie said, "We've got another couple hours. I emailed and said we wouldn't be in until later. A little reward for our success."

I laughed. "Thank you for that," I told her and nuzzled my face into her neck, giving her soft, little kisses. We relaxed for a while in bed, cuddling against each other. After a while she started fidgeting under the covers. I wondered what she was up to and got my answer a moment later when she pulled a stocking up from under the covers and tossed it on the floor. She then fidgeted again, and I realized she was stripping the stocking off her other leg. She tossed that to the floor as well then lifted her hips up off the bed and pushed down, and a moment later she pulled the garter belt up from under the covers.

"That was fucking sexy," I told her, laughing.

She snorted in response and jumped on top of me, nibbling my ear. Then she pushed herself up off of me and grabbed my hands, standing beside the bed.

"Come on, Stillman," she coaxed, "shower time."

"Already," I pleaded, "I thought we had lots of time?"

"Oh we do, but you stink and I can't stand it anymore," she joked.

"Oh really, do I now?" I joked back climbing out of bed. "And I suppose you smell like roses, huh?" I asked, grabbing her by the waist and pulling her naked body into mine, pretending to smell her.

"Of course, I'm a delicate, fragrant flower!" she laughed.

I scooped her legs up in my arms and lifted her. She squealed and threw her arms around my neck and held me tightly. "Yeah, you're my delicate flower, all right," I laughed, holding her in my arms and carrying her to the bathroom. She nuzzled her face into my neck as I walked.

In the bathroom she threw open the curtains to the shower and I put her down on her feet in the tub. I stepped in next to her as she turned on the hot water. We had showered together after our first night of lovemaking and it had been a sensual affair. This time was no different as we took turns lathering one another's bodies, cleaning every inch of each other. I ran the bar of soap over her breasts repeatedly, then I knelt down and let it slip between her labia, up into her ass crack, and over every secret curve of her feminine form. She, in turn, ran the soap under my scrotum, into my ass crack, and along the length of my cock, showing me the same caring attention I'd shown her. I felt so close to her, as though no secrets existed between us here beneath the warm, rushing water where our hands caressed every inch of each other. We held and kissed one another passionately and deeply, our bodies sliding slickly against each other, our tongues dancing together, before finally rinsing off and shutting down the water.

We stepped out of the tub and toweled one another off. When we walked back into the room she stooped over and opened her traveling bag. From it, she pulled out a pair of panties, a bra, jeans, and a light, blousy t-shirt. She threw the clothing on the bed and dropped the towel she had wrapped around her torso to the floor. "Wait," I said, stopping her before she could begin to dress. "Can I help you?" I asked.

She stood naked before me, her hair wrapped in a towel on her head and a surprised look on her face. "Really?" she asked.

"Yeah, I've never done that before. I mean, I've undressed you, but now I want to dress you. Is that ok?"

"Yes," she replied after thinking about it for a moment, "I'd really like that actually."

I smiled and walked over to her. I picked the panties up off the bed first. It was a semi-transparent black thong, the spaghetti strap running from the crotch up her crack barely thicker than dental floss. I kneeled down and looped her feet into the leg holes, then lifted the panties slowly and seductively up her legs, rubbing her calves and thighs as I did so. When I hoisted them to her crotch, I slowly and softly worked the fabric between her legs and over her sex, pulling up on the back gently as well to work the thong into her crack. My face was just inches from her mound, and I could clearly see the top of her labia and her landing strip of jet black pubic hair through the semi-transparent material. I resisted the urge to push my tongue against her clit through her panties, and raised myself up reluctantly to stand before her.

Next I grabbed the bra, black and semi-transparent to match the panties, and stepped behind her. I held it up so that she could loop her arms into the holes, then pulled it tightly against her. I lifted each breast tenderly and placed them into the cups. This was probably unnecessary but I wanted to squeeze her soft flesh again. Then I fastened the clasp in the middle of her back, and I stepped back in front of her.

I picked the jeans up off the bed and kneeled before her. She lifted each foot in turn, and I pushed her leg into each pant leg. This wasn't easy because the jeans were almost skintight on her. But I slowly worked the waist of the jeans up her legs until I got them all the way up. I made sure to caress each leg to make sure the fabric was straight and not bunched up. Then I stood and grabbed the waistband in both hands, pulling up and snugging the jeans over her waist and ass. I ran my hands over her waist and butt to ensure the jeans were on straight, squeezing her playfully as I did so. Then I buttoned them and pulled the zipper up seductively.

The whole time Carrie just watched every move I made with a wry smile on her face. She was enjoying this as much as I was, and despite the fact that it was a kind of tongue-in-cheek joke to be dressing her like this, the moment was also very erotic.

I leaned over and grabbed the blousy, light blue t-shirt. I held it open so that she could push her hands into the arm holes, then I lifted her arms over her head and pulled the shirt down onto her, grazing her breasts as I did so. I then pulled the shirt down and straightened it, pulling the shoulders straight and even as well.

"There you go, Sterling," I said once done, "dressed and ready to face the day."

She stood before me, fully dressed but breathing heavily through her nostrils. After a moment of staring at me she asked, "So are you as turned on as I am right now?"

"You tell me," I said and dropped the towel I had wrapped around my waist to the floor. My cock was fully engorged and throbbing. I couldn't believe how intensely erotic it had been to dress Carrie, and I was completely turned on. She gasped when she saw my erection standing at attention before her.

"Holy shit," she whispered hoarsely. Without a word I stepped into her and tore open the button on her jeans. I pulled the flaps aggressively in opposite directions and the zipper slid quickly down. She moaned as I kneeled and grabbed the waistbands of both the jeans and her panties, and tore them savagely down to her ankles. I pushed her back onto the bed and lifted her legs up. I could see her wetness glistening between her lips. In one quick, fluid motion I stepped into her and pushed the head of my cock into her wet pussy. She groaned deeply as I entered her.

"Not exactly what I had in mind when I asked to dress you," I said as I began thrusting in and out of her. Her wetness quickly coated my cock and lubricated each thrust.

"Yeah, kinda defeats the purpose," she said breathlessly.

"I can't help it, Carrie, I just want to fuck you every minute of the day." I pushed her legs up so that her knees were on either side of her head. This let me plunge deeply into her, and I kept my pace rapid and deep, looking at her from over the bunched jeans and panties around her ankles.

"Fuck, I know," she panted, "I want you all the time too." She bucked her hips up to meet my thrusts, and our sex made loud, wet slapping noises. We fucked quickly and aggressively for several minutes. We were both intent on a singular goal. This wasn't relaxed, attentive, or caring lovemaking. This was fucking, unbridled and animalistic. I grabbed her hips to gain leverage and fucked her as hard and as fast as I could. She reached down between her legs and rubbed her clit, practically growling as she met every thrust into her with a roll of her hips.

"You gonna cum in me, baby?" she teased.

"Right after you cum for me," I told her.

"You want me to cum for you?"

"Fuck yes, baby, I want you to."

I ground my hips into her, giving her the full length of my cock. After several minutes she closed her eyes and started bucking uncontrollably. The orgasm erupted out of her without warning and she screamed in pleasure. Just as her convulsions began to subside she gave me the most devious look and pushed the fingers she'd just been masturbating herself with into my mouth. Her fingers were soaked with her thick, pungent juices, and the taste and smell hit my mouth and nose simultaneously and overwhelmed me. The orgasm exploded out of me in an instant. I felt jet after jet of my seed filling her cunt as I sucked her juice off her fingers. I had completely lost myself in her sexiness and I collapsed on top of her.

We caught our breath and after several minutes she said, "Well, that was unexpected and awesome."

I laughed breathlessly. "Yeah, that was ridiculous." We both laughed together.

"Ok Stillman, you know I hate to end this, but we gotta round up Myers and get out of here. They'll be expecting us home soon."

"Right, I know." It wasn't what I'd wanted to hear, but I knew it was true. I stood up off of her, and let her legs down gently. I walked around the room and collected my clothes, watching Carrie hoist her panties and jeans up as I dressed.

"God, you are so unbelievably sexy," I told her as she buttoned and zipped her pants.

She smiled and walked over to me. "You make me feel so good, Jim," she said, and leaned in to kiss me. We held our kiss for several moments. I broke it and said the inevitable.

"All right. I'll go down and rouse Myers."

She sighed, looking somewhat downcast. "Ok. Meet you downstairs in like 20?"

"Sounds good." I kissed her deeply once more and made my way to the door. I opened it and gave her a look over my shoulder. She half-smiled and waved. I smiled back, then left the room. I didn't want our time together to end. The electricity and magnetism between us was palpable and it was such a pleasure to be in her company. I realized how truly happy I was when I was with her.

I made my way down to my room. As I slid the key card in, Myers popped his head out of his door. "There you are, man, where the fuck you been?" he asked.

"Oh I went out for coffee, you know," I replied, thinking of the easiest lie I could.

"You shoulda woke me up, I'da went with you. I need some coffee after the night I had. While you were crying into your pillow all damn night, I went out and scored with this sweet college girl. She goes to Temple, majoring in... uhhhh... fuck if I know. She's a hot piece of ass, who cares what she's majoring in. Name's Lindsay Somethingorother. So I get her back here and I..."

I really couldn't care less about his stupid conquest story, and it probably wasn't true anyway, so I cut him off. "Will, I gotta shower, man. Carrie called and said we're leaving in 20 so you should do the same."

"Right yeah, cool. I'll hit the shower. I'll tell ya the story later or something. Girl was like a Hoover fucking vacuum man, I'm telling ya."

"Sure, right," I replied half-heartedly as I entered my room. Part of me had wanted to put him in his place. To tell him that while he was in his room conjuring up a fictional story about Temple student Lindsay, I was upstairs fucking Carrie's brains out. But screw it. Let him think I spent the night crying in bed instead of between Carrie's legs. I would never sell her out like that and I didn't give a shit what he thought anyway. But boy would it be nice to put him in his place. Some other time, I thought.

I showered quickly, packed, and met up with Carrie and Myers in the lobby. We checked out and got on the road. Once on the highway, we stopped at the first rest station to gas up and get breakfast. While I was pumping gas, Carrie ran inside for coffee and food. I filled the tank and hopped in the backseat. Myers was driving this time and I figured I'd let Carrie have shotgun. A couple minutes later she came out with three coffees in a carrier and a bunch of packaged snack treats. She came to the open backdoor and dumped the treats on my lap, then handed me the coffee carrier. I looked at the snacks excitedly.




A Boss, A Mentor, A Lover Ch. 05



"Holy shit! Ho-Hos, Coffee Cakes, Twinkies, Sno Balls... nice haul, Sterling! Breakfast of champions!" I exclaimed.

"Yeah, I know the best, Stillman," she replied laughing, "you're traveling with a pro here." She hooked her hand into the "oh shit handle" in the backseat and swung her head into the car smiling. I leaned forward and for a split second we both leaned in to kiss each other. Then just as quickly we realized Myers was in the front seat fiddling with his iPod, so we caught ourselves and backed away from one another, somewhat awkwardly. I couldn't believe how comfortable and affectionate we'd grown toward each other. We had almost just lost our heads.

Myers turned and looked in the backseat. "No way, throw me up a Twinkie, dude!" Carrie and I made eye contact and chuckled. I gave Myers his coffee and Twinkie, Carrie jumped in the front seat, and we were on our way. The ride home was pleasant. We reminisced about our job well done, and Carrie totally made fun of Myers when he told the story about his night on the town. She poked holes in every facet of his story until finally he admitted that he didn't really score with a college girl.

"I totally could have though," he protested. "I was talking to a bunch of girls. If I'd had a wingman I could have landed one! Too bad Jim was such a pussy and had to get his beauty sleep." This surprised Carrie. She raised her eyebrows and turned to look at me in the backseat.

"So you wussed out, huh, Stillman?" she asked, smirking at me with a twinkle in her eye. "Not cool enough to go out and score some chicks with Will?"

Myers laughed thinking Carrie was busting my balls. Little did he know she was actually joking about something much different. I let him have his little moment.

"I guess I'm just not that good with women, what can I say?" I said with mock shame in my voice. Carrie locked my eyes with hers and gave me a meaningful, deep look.

"Well, don't give up, Jim," she said smirking once again, "I think there may still be hope for you yet." I returned her smirk and bit my tongue, causing her to giggle. Oblivious to the humor of the situation, Myers just snorted.

"Ha! Nah, he's just a pussy," Myers blurted out, "don't go all easy on him, Carrie. You busted my balls hard, now bust his too." At this, Carrie laughed out loud. I did too but I tried to contain myself. She looked back at me again.

"No, Stillman doesn't want me busting his balls," she said, lowering her eyes to my crotch seductively as she said it.

"I can take it," I retorted, "I'm a big boy." Again she laughed out loud and bit her lower lip looking at me. But Myers changed the subject a moment later as he began recounting a "true" story about another one of his conquests. So the rest of the trip went. We were all pleasantly joking around and happy.

When we arrived back at the office, we unloaded the car and put our luggage in our respective vehicles. We walked into the building and Myers split off toward his desk. Carrie and I paused together. "Well, I'll see you soon, Sterling," I said, not knowing quite what to say.

"Yeah, see you soon, Stillman," she replied reaching her hand out. I shook her hand in a business-like way, but I held it a second longer than I should have, grazing her fingertips with mine. She smiled.

As I turned to walk away, I whispered, "I'll miss you."

I barely heard her say as she turned, "I'll miss you too."

I made my way to my desk and started working. It wasn't easy at all. I was completely distracted. It was the same way the next day. And the day after that. In fact, the entire week was pretty much a waste; I got next to nothing done. It was early the next week that I realized I had to do something. Carrie was all I thought about, and I couldn't stay this unproductive and fixated forever. By that point I would have preferred to have her tell me to let it all go then to be stuck in this limbo, this in-between state where we knew we cared about one another but had never defined what we were meant to be to each other. It was gnawing at me. All of a sudden I knew I had to do something. But what? I couldn't march into her office. I couldn't request a meeting with her. So what to do?

Then it dawned on me. I had her cell number saved in my phone from when she had sent me a txt message. I could send her a message and go for broke. She had set up the rules during our night together. She had wanted me to be her master, to lose herself in submission and give her trust over completely to me. Maybe she would do it again.

I checked her schedule for the day and found that she had an hour free in the afternoon. I wasn't sure my plan would work. It was possible she saw our affair as a mistake, that she wished I'd leave her alone and let her forget what we'd done. But at the same time I longed for her, and I worried about her situation.

Summoning all my courage I typed the txt message to her. "Master has not forgotten his slave. U have free time today @ 3. U will meet me at Holiday Inn on Fairmount Blvd. I will send room #." It took all my strength to hit the send key. As I did, I exhaled. It may have been a huge mistake, but I had laid my cards on the table. Minutes seemed like hours as I awaited her response. Or would she even respond? Would she just ignore me to let me know whatever we had was over? After about an hour and a half of excruciating waiting, finally my cell phone buzzed on my desk. I looked down and saw that it was Carrie's number. This was the moment of truth. Would she shoot me down? Tell me to leave her alone and end this exquisite attraction that we shared? I picked the phone up agonizingly slowly, torturing myself. I was afraid to know what the message held. I didn't want her to be out of my life. Again I summoned my strength and clicked the message open.

"Whatever you say, master," it read simply. I exhaled in relief. She did still care about me! My heart raced in my chest. Once again I was distracted but this time for a much better reason. I practically counted the minutes until our afternoon meeting.

I left work at 2:45 and made the quick drive over to the hotel. I rented a room and sent a message to Carrie with the room number. I propped the door open just slightly so that she wasn't locked out, then sat on the bed waiting anxiously for her. My heart beat rapidly but I tried to stay calm. Finally, several minutes later there was a light knock on the door and it swung slowly open. I stood up from the bed as Carrie entered the room. "Hi," I said softly, barely more than a whisper.

She stood still at the doorway for a moment, then stepped into the room and let the door swing shut on its hinges. She looked into my eyes for a single beat, the air thick between us. "What took you so fucking long?" she said quickly, then crossed the room in three quick steps and threw herself into my arms. I ran my hand into the hair on the back of her head and pulled her mouth onto mine. We kissed passionately for several minutes before she pushed me backward onto the bed. She jumped on top of me and stripped off her jacket, tossing it aside. Within seconds we were dry-humping each other furiously, our pent-up desire erupting out of us uncontrollably.

We fucked each other like animals that day, barely even undressing ourselves in our eagerness. And so began our routine. Once or twice a week for the next three months I would send Carrie a txt telling her to meet me at various hotels. I always checked her schedule to make sure she had free time, and she always wanted to see me when I asked. It wasn't always sex. Sometimes we would talk, and she would tell me things she said only I would understand. Things about work or about life in general. Sometimes we'd just hold each other and take a quick nap as a release from the stressful day. Sometimes one of us would just please the other for fun, with our hands or mouths. It was an arrangement without rules, where we simply enjoyed one another's company in any way we pleased.

Then one day in our third month of meeting up, the company had a bit of a setback. One of our major clients was dropping us for one of our competitors. Carrie had assigned the client to a couple of people on her team that were very competent, but somewhere along the line they had dropped the ball. It wasn't clear how much of the blame would fall on Carrie, but it was a tense time. I hadn't talked to her since the fallout happened, and one day word came around that several members from way up in corporate were coming to meet with her. I checked her schedule that day and saw that she had a long meeting booked in the morning. I sent her a txt that read, "Know u have a big meeting this am, if u can and want to I can meet in pm." After just a few minutes her reply came through, "Yes, pls."

I booked the hotel room and sent the room number to her phone. She never replied back so I feared maybe she wouldn't come. But true to form, she came through the door just minutes after our scheduled meeting time. Her shoulders were somewhat slumped but otherwise she looked ok. I met her at the door and hugged her. "You wanna talk about it or no? It's up to you," I said.

She gave me her patented half-smile. "It's ok, Jim. I mean, they're not happy. Shit, I'm not happy. But they're not blaming me."

"Oh, well good," I replied. "That's... a relief." I kissed her forehead.

"You were really worried?"

"Well, yeah. I know how much pride you put into your job. I didn't want to see you take a hit on this."

"That's sweet, Jim." She raised herself onto her tiptoes and kissed me softly.

"Don't start with that sweet shit again," I joked. She laughed. "You gotta be pretty pissed though, huh?"

"Yes," she replied in a short and almost venomous tone. "I specifically told Neely and Tompkins to bend over backwards for this client, and to keep me in the loop about everything. But did they? Nooooooo. They decide to keep things to themselves and play it cool, so this is what happens! I'm left dangling in the wind for them. Dammit!" She ran her fingers through her hair in exasperation. I took her by the waist and guided her to the bed.

"Come here," I said gently, "have a seat and relax." She sat on the bed and I sat down behind her. I removed her suit jacket and began to massage her shoulders. "Listen," I told her, "vent if you want to vent or don't if you don't want to. I know this morning had to be trying for you."

"Thanks, Jim," she said softly, leaning back into me as I massaged her. She then told me the details of what had gone down. At times she got heated, but for the most part she was just getting everything off her chest. I was glad that the bigwigs weren't blaming her. They chewed her out a little bit and told her to keep a shorter leash on her team. That wasn't really Carrie's style but all in all it wasn't such a bad thing. She'd just have to be more aware in the future. 

After several minutes she began to relax and the tension began seeping out of her muscles. She closed her eyes and moaned contentedly as I massaged her. A few minutes later, out of the blue she said, "Ya know something, Paul didn't even know I was having that meeting this morning."

I didn't know how to respond to that. "Why not?" I asked.

"Well, I tried telling him the story the other day, but he changed the subject to something going on in his little political world. It was pretty clear he wasn't paying a bit of attention to what I was saying. So I just didn't bother explaining."

I didn't stop massaging her. I also didn't speak. There was nothing I could say to that. Here I was doing anything I could to spend mere minutes with this woman, and every minute I spent with her was the highlight of my week. And he had her there with him every night, and he just didn't care. The thought angered me. He had all this time to be with her, and enjoy her, and he simply didn't give a fuck. I was lost in this thought when suddenly Carrie shifted her weight and lay back onto the bed. She smiled at me as she did so and I just smiled back, admiring her from above. Then she lifted her legs slightly onto the bed, and slowly, seductively, hiked her skirt up. When the hem of the skirt rose to the top of her thighs, she slowly spread her legs and revealed her sex to me.

She wore a pair of blue and green striped cotton panties. They were incredibly cute. Most of the time she opted for sexy lingerie, silky and seductive, but these were simple and lovely. They had a very "girl next door" quality about them, and as soon as I saw them I looked up at her and smiled.

"They're my lucky panties," she said, blushing slightly. "I've had them for way longer than I'd like to admit. But I kinda thought I might need them today." She bit her lip after she said this, expecting me to poke fun at her. But that wasn't my intention at all. Seeing her in her lucky panties just further humanized her for me. It told me she had a vulnerable side, and I liked that she was willing to show it to me.

Instead of making fun, I smiled at her. Then I took the hint and lowered my head slowly into her crotch, not breaking eye contact for a moment, and kissed her warm mound through her lucky panties. She groaned loudly and I could smell and taste her wetness through the panties. I reached up and pushed the crotch of her underwear to one side so that I could lick her bare pussy. And that was how we spent that meeting time. I ate her out, slowly, deliberately, and passionately, until she came for me with an explosive orgasm. My sole wish was to please her, thoroughly and completely.

After she came she said, "God, that was just what I needed, Jim."

"I thought so," I replied. "You had a rough day; I hope that helped make it a little better."

"You have no idea," she whispered. I held her for a few minutes after her orgasm. She would have to return to the office soon, but I wished we could have longer together. I buried my face in her hair and inhaled the sweet fragrance of her shampoo. I cherished every second I spent with her. After a few minutes, she sat up and kissed me softly on the mouth.

"I gotta go, sweetie," she said softly.

"I know. Have a good rest of the day," I said as I smoothed her hair behind her ear. She smiled and stood up off the bed. She put her jacket on and headed to the door. She turned the handle, opened the door a few feet, then stopped. She was silhouetted in the door frame by the bright lights in the hall outside. She turned her head halfway back toward me, and said simply, in a calm and even voice, "I love you." Then she turned and looked me in the eye for a split second, and walked out the door.

The air in the room felt still as the door swung closed behind her. I sat on the bed for several minutes, my heart pounding. I knew everything had just changed. And I knew, beyond any shadow of a doubt, that I loved her too. I had for a very long time, but I could never be honest with myself. I chose to have her any way I could, but I knew deep down inside that it wouldn't be enough. I was in love with a woman married to another man. And now, as the reality of my love for her sprang out of me, I feared I would never truly have her.

I made my way back to work and finished the afternoon in a trance. I went to bed early that night without eating dinner. I had no idea what to do next.

The following day I made up my mind. Honesty, pure and simple. I cared about and respected her too much not to give her that. So I sent her a txt message. "Please meet me today. No games. No master. No slave. Just want to talk to you."

After a few minutes came the reply, "Of course." I waited anxiously in the hotel room that afternoon. I was always anxious with anticipation as I awaited her arrival, but usually it was from excitement. This time, it was fear. Not because I feared what she would say, only because I feared this might be the last time I would ever be alone with her. The thought weighed on my heart like an anchor.

She walked into the room slowly, like she always did. She gave me a weak smile, as though she too had feared this moment. I stood and went to her. "Listen, Carrie, just let me talk for a second, ok?" I asked.

"Ok," she whispered back.

"Ok..." I paused not knowing how to begin. Several times I started but then something kept holding me back. Courage, I needed courage. Finally I looked into her eyes and her beauty stilled me. I knew what I had to say. "Ok, I'm just going to be honest with you, because that's all I've ever been."

She nodded.

"I love you, Carrie. I have for a long time. I thought I could be strong and not fall for you but now I realize I was a fool for ever thinking I could do that."

"Oh Jim," she whispered.

"Hang on, I gotta get through this," I interrupted. "So I just want you to know that, above and beyond everything else. I love you. I love you because you're the most amazing woman I've ever known. You're smart, you're funny, you're crazy, you're sexy, you're gorgeous, you're just... amazing, Carrie."

She laughed and bit her lower lip.

"And I just want you to be happy. So I'm going to leave you alone. I'm going to give you whatever space you need to live your life the way you want to. Because if I left it up to myself, so help me god I'd sweep you up right now and take you away from here, somewhere far away and just keep you to myself forever. But I can't do that. I have to let you go so you can do what you need to... whatever makes you happy."

A single tear welled up in Carrie's eye. "What if what makes me happy is you?" she asked in barely more than a whisper.

"I don't know," I replied, "but I know it's up to you now. I'm letting you go. I have to. But before I do, I just have to say one more thing. Don't ever settle, Carrie. Don't ever compromise anything that makes you who you are. Because who you are is an incredible person. And I don't ever want to see you sacrifice that. Not one little bit."

I pulled her into me and kissed her forehead. When I stepped back, the tear trickled out of her eye and ran down her cheek. I hated seeing it. "I'm sorry," I whispered.

"Don't be. Thank you, Jim. Thank you... for everything." She lowered her head, unable to look me in the eye. "I'm sorry," she said back to me and took a step toward the door.

"Please don't be either," I said. "I have cherished every minute I've spent with you, Carrie. And I always will." After I said this she reached her hand out to me. I took it. Still she was looking straight down, refusing to look at me. She squeezed my hand then let it go suddenly. She paused for a moment, then looked me in the eyes. Tears had welled in her eyes, and my heart broke seeing them. But after a single moment, she turned and opened the door. My heart sank when she stepped through it, and let it close behind her.

I stood in the middle of that hotel room for almost an hour in shock, refusing to believe what I'd just given up. But I knew it was for the best. I could have fought for her, could have pleaded, begged, yelled, demanded. But what good would that have done? I had to let her go and I did, even though it was one of the hardest things I'd ever had to do in my life. After a while I steeled my nerves and went back to the office.

In the weeks and months that followed, I finally got my strength back and became a creative force once again at work. It wasn't easy though. I had to watch the woman of my dreams walk away from me, and the image of that door closing her from me was permanently etched into my mind. It took a terrible toll on my heart, but in the end it made me stronger.

It would be quite some time before I saw Carrie again. We went our separate ways and gave one another space. I would see her on occasion in the halls and we would nod pleasantly to one another, disguising our feelings. After some time, we could even smile at each other and wave.




A Boss, A Mentor, A Lover Ch. 05



It was a bleak time for me, waiting for her. But time can be a strange friend sometimes. Because with time, some things you thought impossible can suddenly become real. It was a long time before I'd have Carrie again, and longer still before she would become my wife and the mother of my child. But I learned that with time, many things can become possible. And although it may have been a bleak time, one in which I did some crazy and foolish things, it was a necessary one. And it made our eventual, inevitable reunion all the sweeter.