Coffee With a Stranger

Awakening to the sound of rain drops splattering against the bedroom window, I stretched lazily and then rolled out of bed and padded across the hardwood floor to the bathroom.  Tucking a thumb into the waistband of my jockey shorts, I held myself with the other hand and aimed.  Watching the strong, translucent stream cascading into the bowl and merging with the water at the bottom, enjoying that feeling of release from the pressure of a full bladder that inevitably accompanies the predictable first thing in the morning ritual, I reviewed my plans for the day.  Little did I know then, plans that would in fact not be accomplished this day due to some intervening circumstances.

Released from the downward pressure of my thumb, the waist band snapped back into place.  I flushed the toilet, washed my hands in the sink and then headed for the kitchen to brew some coffee.  As I reached for the canister on the kitchen cabinet, I could hear the rain steadily falling, splattering on the concrete patio just outside the kitchen.  Pulling off the lid, I stared in irritation only then recalling that I had used the last of the coffee the previous morning and had forgotten to stop off to pick some up on the drive home from work.  “Damn it,” I snapped aloud, slamming the lid back on the empty container.  Well, missing out on a steaming cup of coffee first thing in the morning wasn’t something to even be considered, the rain be damned.

Returning to the bedroom, I hastily threw on a pair of cotton athletic shorts and a tee shirt, put on a pair of socks and my favorite pair of worn Asics.  Grabbing my wallet and keys from the table next to the door, I stepped out into the rainy morning, closed and locked the door behind me.  Sprinting to the car, I retrieved an umbrella.  It was only a little over a block to the neighborhood coffee shop and I decided to walk there and back instead of bothering with the car.  I could replenish my supply of coffee for the house and get that first cup while there.

The coffee shop was nearly deserted when I arrived and walked inside.  Apparently many of the Saturday morning regulars had opted to take advantage of the summer thunderstorm to sleep in.  I grabbed a pound of my favorite whole bean and then walked to the counter and placed my order for a freshly brewed cup of the house blend.  As I was paying the clerk, I started when a brilliant flash of white light was immediately followed by a loud boom of thunder that literally shook the large plate glass windows in front of the shop.  Quickly I decided it would be wise to stay put until the lightning passed, grabbed a loaner newspaper from the counter and headed for a table in the corner.  Taking a sip of the steaming brew, I opened the paper and began scanning the sports page.

I was stirred from my concentration and the baseball box scores when the bell tinkled as the shop door opened to admit an a tall woman wearing a jet black, ankle length rain slicker.  As she entered the doorway, she paused to close and shake out an umbrella before closing the door and leaning the umbrella against the wall.  She strode to the counter, high heels clicking noticeably on the tiled floor.  I noticed immediately that she had one of those deep, sultry voices that some women have, the kind that can immediately transport a guy to favorite sexual fantasy.  I overheard her ordering a latte before returning my attention to the paper.

As I read, suddenly I had that strange feeling you sometimes get when someone is staring at you and looked up to see the woman standing a few steps from my table.  “Good morning,” she offered cheerily, her bright smile revealing large, perfect teeth.  Smiling back, I returned her greeting.  “May I join you,” she inquired, “Seems we are stuck here until the horrid lightning passes.”  “Certainly,” I agreed, rising and standing until she had pulled out the chair across the small table from mine and sat down.  “Mmmm,” she murmured, taking a sip from her coffee flavored drink.  Setting the cup on the table, she extended her right hand, “I’m Emily.”  “Hello, Emily, a pleasure,” I replied taking her hand lightly.  “I’m Kevin,” I replied and then asked, “May I take your wrap?”  “Oh, no thanks it’s fine,” she answered, dazzling me once again with the bright smile before breaking into a giggle, as if amused by some private joke. Her large emerald greens eyes seemed to smile as well as she peered at me from beneath long, thick lashes.

We chatted pleasantly while we sipped our hot drinks, sharing superficial bits of information about ourselves as people are prone to do when meeting for the first time.  Was it my imagination or did she seem genuinely pleased to learn that I had neither a wife or significant other when I politely answered her inquiries?  As I pondered the question silently, suddenly I felt a shoe tip between my parted knees, nudging against my crotch.  Looking down, I noted the tip of her shiny, patent leather boot pressed against the front of my shorts.  The shoe moved up and down lightly and in mere moments I could feel my cock beginning to swell and harden.  She continued casually chatting away as if nothing were amiss, as if it were perfectly normal for a woman you had just met to be rubbing her shoe against your crotch.  Her face did seem a bit flushed at the cheeks as if her actions, directed at arousing me, were arousing her as well.

Just as things were starting to get really interesting and I was starting to throb, finding it hard to form the words to hold up my end of the conversation, bright sunlight streamed in through the windows heralding that the storm had passed.  Attracted by the sudden bright light, she too, half turning, looked out the window and sighed, “Oh, it seems the storm has lifted and its safe to go outside again.” 

She took a last sip from her latte and then removed her foot, to my disappointment and stood.  Her hands casually unbuttoned her slicker.  After parting the coat she slipped her hands inside and then placed them on her hips, holding the coat open.  The way she was standing, facing me, no one else present but I could see why she hadn’t removed the rain coat.  She was dressed in a black, lacey corset trimmed in crimson accents, with matching garter belt, black satin thong panties and knee high stockings that terminated at the tops of shiny, fashionable black knee- length boots with 4 inch spike heels.  Removing her hands from her hips, allowing the folds of the coat to close once again, she began slowly re-buttoning it as she announced, “I should really be getting home now.  I just had a craving for a latte.” 

As if sensing my disappointment, she giggled once again and then asked, “Have you pressing plans this morning Kevin, or would you be willing to escort a lady home?  I live less than two blocks away but I’d appreciate the company on the walk home.”   Caught of guard, I immediately started to accept the offer when it occurred to me that my swollen, throbbing manhood, stirred by her recent ministrations, had not yet subsided to its normal flaccid state.  Immediately I felt heat in my cheeks as they flushed and I stammered, “Um…oh certainly I’d love to…but…well…you see…um…I could use a few more moments before…well standing up…”  As my voice trailed away illustrating my embarrassment, she threw back her head and laughed loudly.  It was an attractive laugh that had me tingling all over once again.  Once she had composed herself once again, she pierced me anew with those sensual large green eyes and stated matter-of-factly, “Oh Kevin love, there are only adults present here.  I’m certain everyone here has seen a boner before.  If you are coming boy…come this minute.”  Something about the way she said “come” had me jumping, albeit a bit shakily to my feet, despite the grotesque tenting effect created at the front of my cotton athletic shorts by my enormously swollen cock.  Giggling again, she turned towards the door with me in tow, like some devoted puppy.  Retrieving our umbrellas from beside the door, I followed her out into the sunshine.  Yes, a little embarrassing I said to myself, but well worth it Kevin my man, because I think you are about to get lucky.

I was surprised to see we were walking in the direction of my own flat but soon we were lost in conversation once again on the brief walk.  She had looped a delicate arm through mine and from time to time I glanced at the long sensual fingers and impeccably manicured nails on the hand she placed lightly on my upper arm.  I continued feel the insistent throb, more than a little confident that we would both soon be naked and cavorting in her bed.  Startled, I noticed as we arrived that we were turning into the gate of my own apartment house.  “You live here?” I asked incredulously.  “Oh, yes,” she relied.  “I moved in here last month.”  “I see,” I responded.  “I’ve just never seen you about and believe me I would have remembered.”  The off-hand compliment delighted her and she giggled once again. 

She directed me to a building next to mine an I followed her up the stairs to a second floor apartment.  She turned the key in the lock, swung open the door and walked in.  Sensing, I had remained standing at the entrance, she tossed her main of auburn hair, as she turned her head to look at me.  “Well, don’t just stand there boy, do come inside and shut the door.”  Something about her tone, both seemingly impatient and authoritative sent chills down my spine and gave me a quick, intense throb in another part of my anatomy.  Hastily, I stepped inside and closed the door behind me.

By the time I turned around, she had shed the rain slicker and stood before me smiling, with what I’d describe as a hungry look in her eyes, wearing only the provocative lingerie I had glimpsed earlier at the coffee shop.  She pounced at me with the quickness or a cat, shoved my back against the door, grabbed both my wrists and gripped them tightly in her long fingers, pinning them above my head against the wooden door.  I felt her sweet breathe for an instant before she pressed her succulent, full lips to mine and began kissing me deeply.  After many minutes I felt her tongue forcing its way between my lips and seeking my own, her desirable hips pressed against me.  She pulled my right hand down and pressed it against her breasts, the other she kept firmly pinned above my head. I then felt those long fingers gripping my throbbing cock and my swollen balls in a tight grip as we continued the arousing, lengthy kiss.  Kevin, I thought to myself, I think you are going to be in for one memorable Saturday morning.  Little did I know at that moment, just how memorable it was to be. 

Having never been in the company of such an aggressive and exciting woman, my arousal had built to the point where I began to fear I might begin ejaculating right then and there before we even got started.  The deep, passionate kiss continued for a few minutes more and then she withdrew her lips, released me from her grip and stepped back allowing my arms to drop to my side.  Ready for more, I started to step towards her when she stuck a hand in my chest.  Not expecting it, I involuntarily took a step backwards, my back striking the door with a thud.  “Not so fast, boy!” she said with a coy smile.  Her hand planted in my chest, keeping pinned against the door.  She continued, “You are a handsome young stud, whom I’m sure I’ll have great fun with.  But, there are a few rules you need to understand before we continue.  If you want to play, its my rules.  I like things my way and its either my way or you can open that door and go home.  Are we clear?”  “Yes,” I answered hoarsely, my voice choked with arousal.  In passing, I noted with surprise how meek my voice had just sounded, almost as if it wasn’t me speaking at all.  All I knew was I wanted this woman more than any woman I had ever known before and was willing at that moment to make a pact with the devil if necessary to have her luscious, hot body.

She continued, “Very well then. Rule number one, you will do what I say immediately when told to do it.  Any argument, any questioning, any refusal to obey, the play time is over and I’ll toss you out that door. In other words, I won’t brook any disobedience. Understand?”  Quickly, I nodded my ascent.  “Okay,” the first thing we need to get straight is when I speak to you boy, you will answer me aloud and not merely shake your silly head.  And, whenever you address me, you will refer to me as Mistress Emily.  Is that clear?”  “Uh, yes…I mean yes, Mistress Emily,” I stuttered.

“Okay,” she said smiling.  “Let’s see what a good boy you can be.  Strip off those shorts and that awful tee shirt.”  Startled by what she had said, I just stared at her dumbfounded and didn’t move.  Swiftly and without warning, her open right hand slapped me hard against the cheek causing the back of my head to snap back against the door.  “That,” she said icily was to get your attention.  You are obviously quite dull and have already forgotten our rules.  Hastily then I jerked off my tee shirt and slipped the shorts down past my knees to my ankles and stepped out of them.  Standing there completely naked before this unusual woman, my throbbing, swollen cock at full attention.  “That’s better boy, but I don’t like a messy boy.  Pick up your clothing, fold it neatly and place it beside the door.”  This time without hesitation I bent down, scooped up the shirt and shorts, folded them as neatly as I could and placed them in a neat stack beside the door.  “Ah, that is much better and you obeyed without hesitation that time.  I think you can be a very good boy when you put your mind to it.”

Pointing her long index finger at the floor she barked, “Kneel boy.”  With rapidity that surprised even me, I was quickly on the floor on my knees in front of her, my eyes on level with the crotch of her black, satin thong panties.  “Would you like to see what is beneath the panties you can’t take your eyes off boy?”  “Oh yes,” I crooned, delightedly only to be almost bowled over by another swift stinging slap.  “Oh yes, what!” she demanded.  “Oh, yes Mistress Emily,” I nearly sobbed, feeling a tear running down my stinging cheek.  “That’s better,” she murmured.  Hooking her thumbs in the waist band of the panties, she gracefully slipped them off.  I beheld the most amazingly perfectly shaped pussy, silky smooth and hairless except for a small triangular shaped tuft of curly auburn hair, at the peak of her mound.  With the panties removed, I caught the sweet smelling scent of her musky, womanly aroma.  The wetness glistening on the outer lips of her pussy, and its puffy swollen appearance that caused the outer lips to spread slightly revealing the pink inner lips inside, betrayed that she too was very aroused.  “You may kiss my pussy, boy.”  Scooting forward on my knees I pressed my lips against her pretty womanly flower, tasting the saltiness of her juices on my lips.  Not wanting to risk another slap, after kissing it lightly, I leaned back to wait until she told me what I should do next.  “Very good, boy.  If you continue to focus and be a good little boy, I may allow you to lick it later.”

“Follow me, she ordered, then she turned, stopping to add, “on your knees, you will crawl.”  She then walked down the hallway, with me pathetically trying my best to crawl after her.  Arriving at a closed door, to what I assumed was a bedroom, she turned the knob and pushed it open.  Stepping inside she directed me to enter and I crawled inside.  I was surprised at what I saw.  The floor was of a masonry tile that resembled stone work.  The walls were pained black and the room was only dimly lit by subdued lighting fixtures resembling candles along the walls.  There were several pieces of rough, wooden apparatus I did not recognize arranged about the room and on one wall, I saw a large pegboard holding a great number of implements, some of which appeared to be restraints of various types, whips and a number of other things I was quite unfamiliar with.  I followed on my hands and knees as she walked over to one of the strange wooden contraptions that looked something like a narrow table with a padded top.  Get on your feet and stand here in front,” she said, pointing at a spot on the floor and I quickly obeyed.

“Bend over and lay your stomach and chest on the top.”  Again I obeyed.  “Now, its time my little bitch boy for you to get acquainted with a few of my toys,” giggling playfully.

First she stepped to the front of the table-like affair and deftly snapped iron manacles, attached to the frame with short links of chain to both of my wrists.  She then went to the peg board as I watched out of the corners of my eyes and selected two items from it and then returned.  I felt her grab my testicles and pull them sharply backwards between my legs, feeling them suddenly snapped into a vise-like contraction, a part of which I could feel resting against the backs of my thighs.  “That’s called a humbler dear boy, in the event you were curious.”  Next I felt her snapping some type of restraints to my ankles that were attached to some type of bar that keep my feet widely spread.  “Excellent,” she remarked with obvious satisfaction as she stood up to admire her handiwork.

Walking around to the front, still positioned at eye level with her pussy, I could now see the wetness running in rivulets down her satiny inner thighs.  Apparently she found this rather strange activity to be quite arousing.   Yet noticing the incessant throbbing of my swollen prick, I grudgingly had to admit to myself that apparently I found it more than a little arousing myself.

Squatting in front of me so that she could look me directly in the eyes, she said coldly, “Your such a naughty little slut, aren’t you Kevin?  I know you thought you were in for an easy lay when I invited you to escort me home.  Isn’t the right?”  Given her ominous tone and my rather helpless, exposed position, without even thinking, I hastily lied, “Oh no Mistress Emily, I never thought that at all.”  Throwing back her head, she laughed again, but not like the woman I remembered from the coffee shop.  This time the laugh took something of an evil character yet it caused my stiff cock to jerk all the same.  “You lie, you little spineless bitch,” she hissed.  “Now, you will learn what happens to naughty little boys who lie.”  Striding quickly to the peg board she took another implement from a hook.  Vaguely I seemed to recall that it was a riding crop.  She walked behind me disappearing from my view.  I felt the unforgiving leather crop slapping lightly against my exposed balls as she remarked, “Oh what a nice large set of balls you have boy, and I just love the purplish hue they have taken on since I clamped them in the humbler.  Let’s see if we can have some fun with those nice big balls.”  I continued feeling the crop landing on my tightly gripped balls, but the slapping sound became more noticeable, and it began to be painful as she increased both the force and tempo of the blows she expertly delivered.  I clenched my jaw and eyes, determined not to cry out but already tears were running down my cheeks has she continued flailing away at my testicles which were hot and inflamed after only a few moments.  I was slipping into a panic realizing how foolish I had been to allow some woman I didn’t even know to render me completely helpless and who know you beat my balls completely off if she took a mind to do so.

Just when I felt I couldn’t endure another blow, actually weeping and choking back sobs, the character of the pain suddenly changed.  What had before been unbearable pains that after a while I seemed to feel spreading through every part of my body, first began to soften and then by some weird manner, it actually began to feel more like pleasure than pain.  Pressed as I was against the table contraption I could feel the wetness on my cock from the pre-cum that was leaking from the tip of my swollen prick.  Suddenly I became aware of the micro spasms shooting through my cock and balls that meant that at any minute, I would helplessly start pumping thick, hot sticky cum all over the table and floor if she continued whipping my balls.  Just as that seemed inevitable, she stopped and laid the crop across my back.

“You took that rather well boy,” she said, now in a sultry voice obviously full of arousal.  She walked to the front of the table and stripped off the corset revealing two perfectly shaped, rounded breasts, with large swollen and erect nipples.  Casting the lingerie aside, she stooped and pulled a small stool from beneath the table, stepped on and leaned forward putting her pussy directly in front of my face.  Without a word, she grabbed to handfuls of my hair, leaned closer and jerked my face into her swollen cunt, literally awash now in her juices.  “Lick me!” she demanded.  “Lick me good,”  Eagerly, I licked and sucked her lips and clit.  I licked up and down the length of her puffy lips and then concentrated my attention on her clit.  Licking it up and down, side to side and occasionally sucking it into mouth between my lips.  Soon her hips were bucking in concert to my efforts and after what couldn’t have been more than a few minutes, suddenly her back arched and she moaned loudly while she continued to slam her pussy harder and harder against my mouth and lips.  The ecstasy finally spent, she relaxed again and was content for me to continue, not reigniting the tight grip on my hair and keeping my face buried in her wet pussy.  Again and again I brought her to orgasm.  After awhile I lost all context of time and lost count of the number of times she had screeched and moaned in pleasure, one orgasm after another.  My jaws ached, my tongue felt sore and I was certain my lips must be swollen from the violence of her punt being slammed against my mouth whenever she climaxed.

Finally, she seemed satiated, appearing even a little unsteady as she stepped down from the stool and released her grip on my hair.  “You are such a good little boy and have such a wonderful tongue,” she cooed.  “I think we will be playing quite often from now on.”  It was not lost on me that she said it as though she had simply decreed it and I had no say in the matter.  Yet even then, I knew even if I had a say, I would be in complete agreement with this amazingly sexual woman.

Again she walked over to the peg board ad returned, passing out of my view as she walked behind me.  I felt some cool, greasy substance being applied to my anal opening.  Then I gasped as I felt myself penetrated with a finger.  “Oh, what a tight little hole,” she laughed.  “I see I have myself a virgin boy, but we will soon remedy that.”  She continued pushing and withdrawing her finger from my bottom.  It was most uncomfortable but not exactly painful at first, but soon, like the experience with the crop, it started to take on new character and began to feel pleasurable.  Satisfied that she had loosened it a bit, I felt more lube being applied and then felt the tip of a soft, but rigid implement pressed against my opening.  Once again I felt discomfort because as it entered me I could sense that it was something larger than a finger.  I grunted as it slipped deeper and deeper into my anus.  Just when I was at the point I couldn’t restrain crying out, she said, “There it’s all the way in, love.”  Walking back to the head of the table, she squatted again and looked me in the eyes, smiling brightly.  “That is an anal plug in your cute little bottom.  In time, I’ll be fucking your tight little ass with my thick rubber dong, but we need to stretch you a bit first.   We will continue a little program of introducing you to larger and larger plugs until I’m satisfied that you are stretched sufficiently to take my rubber cock.”  I was at once appalled and at the same time wildly aroused by her words.  The pre-cum continued to drip steadily from the tip of my swollen dick.  Seemingly satisfied by the wanton look of lust in my eyes, she giggled, stood up and released my wrists from the manacles.  She then walked behind me and I felt here releasing me from the spreader device.  The humbler however, remained firmly in place.  She produced what looked like a dog collar and buckled it around my neck to which she snapped a pet leash.  “Come,” she said, tugging on the leash  I shambled along behind her, unable to straighten up because of the device attached to my balls.  The portion I felt behind both thighs exerted extremely painful pressure on my balls, clamped tightly by the center of the device if I attempted to straighten even slightly.  Stopping beside a high, padded, wooden chair, she dropped the leash and retrieved a wicked looking wooden paddle from the peg board, bringing back memories of the headmaster’s office in the boarding school I attended as a child.  Returning to the chair, she sat down and then grabbing me by the collar around my neck, she jerked me over her knees.  She had surprising strength for someone with such a delicate, feminine frame, seemingly unbothered by my 170 pounds of weight resting on her lap.  I could feel the silky smoothness of her stocking covered thighs where my hard, throbbing cock pressed against them.  The first smack on my tender ass took me by surprise, since she began without warning.  “I must redden that naughty ass of yours for lying to your Mistress earlier,” she announced.   The judgment passed, she was swift to carry out the sentence, swinging the paddle forcefully, again and again bringing it down heavily with a distinctive smack against my butt cheeks.  This time I squealed with every blow, the last vestiges of my male pride now shattered.  But once again, that strange effect, where extreme pain suddenly became dulled and then began to feel intensely pleasurable.  Soon I was again feeling that familiar throbbing and the spasms that seemed to envelope my entire, swollen shaft.  I feared what would happen if I were to cum, but I knew in mere moments the arousal that had been building to a crescendo ever since she had pinned my arms above my head and taken me at the door, would cause unbidden, the thick, hot, sticky cum to start pumping.

Without mercy, she continued flailing away at my ass and then I could no longer hold back I knew that girlish scream emanated from my own mouth when the most powerful orgasm I had ever experienced began to rack my entire body.  I could feel the wetness on her thighs from the volume of cum that had spurted from my tortured cock onto them and I writhed in ecstasy there on her lovely legs.  Finally, my passion and arousal spent, I lay still for a moment and suddenly crashed to the hard tiled floor when she shoved me from her lap.  “You nasty little cunt boy, you have messed my stockings!” she shrieked.  “Come here and clean them immediately!”  Shakily I got to my knees, the humbler exerting excruciating pain on my balls as I moved.  Once of my knees, I endured even greater humiliation as I lapped at the sticky semen covering the tops of her thighs.  Once satisfied, she said more kindly, “Okay, that’s better.  I will not punish you this time because I know you are new to all this, but in the future, I will punish you vigorously if you dare to cum without my permission.”  “Yes, Mistress Emily,” I replied tiredly.

Standing up, she took up the leash and led me towards the door.  “It’s now time for you to go home, my love,” she said sweetly.  “I have much left to do today and so as much as I would enjoy playing with you a little more, we will have to save that for another time.”  I shuffled along behind her back into the entry way.  There she finally removed the humbler and for the first time in hours, I was able to straighten upright.  “Here get dressed,” she said, handing me my shorts and tee shirt.  I pulled them on and then just picked up the shoes and socks, too tired to bother with putting them back on.

She opened the door, kissed me lightly on the lips and I walked outside.  “See you soon boy,” she giggled and then shut the door.  I hobbled back to my own apartment, feeling that I was completely drained as if every single emotion had been pumped from body along with the cum during that amazing orgasm.  Getting inside, I went to the bathroom and stripped off the shorts and shirt to shower.  Glancing in the mirror, I was shocked at how red my ass was from the paddling.  I shook my head in disbelief that hat I had just experienced had such strange and erotic power.  I never would have believed that having my balls tortured and ass beat by an incredibly attractive, aggressive and dominant woman could have made me cum like that.   I had gone there to her apartment, expecting to get an easy piece of ass, but in the end, she had succeeded in raising my arousal to such a feverish pitch, that after a certain point I had completely forgotten any ideas about sticking my cock in her beautiful pussy.  Strangely, thinking about it now, I even felt distinctly unworthy of ever having that experience.  Strange, you begin with the thought of fucking a hot woman and the next thing you know you’re nursing a reddened, tender ass feeling unworthy to do it.  As I stepped into the shower, I smiled wryly, suddenly remembering, that while I might never have the pleasure of fucking that pussy, she certainly had been pretty clear about the fact that one day soon, she fully intended to fuck me in the ass.