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Kailua Erotic Story
A sweet little surprise gift presents the opportunity to experience anal play and really hot sex at my new job.
Riding TwoThat Monday morning was no different than any other and little did I know what the day had in store for me. The extra time it took for me to decide what to wear caused me to run a few minutes late. I am one of those people for which colors and styles have meaning depending on my mood. Someone who knows me very well is certain to guess my frame of mind simply by observing my choice of clothing.
As I hurriedly slid into my black pumps and reached to grab my purse I noticed the huge tear in my black stockings.
Damn. Too late to change now.
Luckily I had shaved my legs the night before and even though autumn was just around the corner my tan was still obvious and the weather still warm. Quickly I slipped out of my pumps, ripped my stockings off and jammed my feet back into my shoes as I once again grabbed my purse along with my keys.
Damn, I hate to be late for work - especially on a Monday.
Swiftly I walked down the hall and to the elevator where a few of my neighbors also waited to hitch a ride down. What a wait. I truly adore my high-rise unit in the midst of downtown but it seems a long transit from the fifteenth floor to the ground level, especially when running behind schedule. One good thing about my place is that it is only three blocks from my job.
Into the building, up the elevator and through the heavy glass door I went. "G'Morning"s were given and reciprocated a couple dozen times as I made stride to my office. Upon entering I noticed the light was already on and there sat a small red gift bag on the desk in front of my computer. Candy stripe tissue and curly ribbon spilled out of the top cheerfully.
Who could this be from?
I was perplexed. It wasn't my birthday and there were no holidays in sight. My two-month anniversary on the job had just passed and I'd barely had a chance to get to know anyone since beginning my work there as an actuary. I picked it up as I tossed my purse on the back credenza and gave it a once over, sure to find a card attached. Nothing.
A rap on the doorway drew my attention to the smiling face of Darren, the senior statistics analyst. "Better grab your coffee and your notebook. Boss is calling the meeting early this morning. Starts in 5 minutes. See you there."
Coffee. Gotta have it. Didn't have time to make it at home this morning.
I placed the little bag on the credenza beside my purse. Just as I started to head for the coffee bar the phone on my desk rang. It was my assistant calling to say she would be in after lunch due to her problematic teenage child. I feigned patience as I listened and "um-hmmm'd" and "oh, I'm so sorry'd". I looked at my watch and thought the impending meeting to be the perfect excuse to cut the call short.
"Listen, Julie, I hope you get that all taken care of. I have to get going, now. The meeting was called early this morning."
I hung up the phone, picked up a notepad and the nearest pen and made way for the door. Briskly, I walked toward the meeting feeling totally discombobulated. That is why I so hate to run late. It throws my entire day out of whack.
Though on time I was the last to arrive at the meeting. Loathing being the center of attention I spoke a "Good Morning" to the group and sheepishly went to the one empty seat at the twenty-foot conference table.
Boss immediately started the meeting by reading over the agenda. As I got situated I felt someone looking at me. I looked up and saw directly across from me the cheerful smile of Darren.
"Well, I see you didn't quite make it by the coffee bar," he whispered. "How are you gonna make it through the day?" Then he gave me a cute little wink. I must have blushed because my face felt hot and he smiled bigger and gave a little chuckle.
Well, that was all it took to distract me from the remainder of the meeting. I am, no doubt, a dreamer. Sometimes I wonder what people would think of me if they could read my mind. My occupation disguises my adventurous nature. The business suits and bean counting do not divulge the truth to the world. That being my intense desire to fulfill every fantasy I can conjure.
Those fantastic scenes include many of the people I encounter through the course of a typical day. The mailroom supervisor to the evening housekeeper to the doorman at my apartment building all unknowingly take part in the most lascivious acts of wicked pleasure with the like of the deli clerk, my assistant, my pharmacist and myself. Such an imagination handily helps to pass the time in meetings so boring as those we endure each Monday morning. As I stared at the notepad in front of me and seemed to take notes my thoughts wandered to a fantasy I visit repeatedly.
I had recently been caught ogling the cycle courier. He is apparently well equipped as he sports a nice size package in his form fitting lycra cycle shorts. Well, it was unavoidable as he was standing at my assistant's desk, which put the goods at eye level while I was seated at my desk nearby. I thought I was far enough away that he wouldn't notice me looking but just as I licked my lips and looked upward I saw him staring back at me. He grinned at me and I looked quickly away as the blush on my cheeks surely betrayed my psuedo-innocence.
In my daydream we some how find ourselves in the stairwell of my building where he confronts me about eyeballing his bulge. Would I like to see it? Would I like to touch it? Soon I am stroking his hardness while seated on a lower step and anxiously preparing to take it into my mouth.
I adore sucking cock. It's hard to explain the feeling I get when I am submissively situated with a pair of balls in one hand and in the other a stiff cock thrusting in and out of my mouth. I love feeling the power of a man delivered through his staff. I so enjoy grasping it firmly and running my tongue up and down the length of it, passing the bulbous head in and out of my wet lips then taking the mass of it down my throat. Hearing a man utter uncontrollable groans while he receives this pleasure from me gets me extremely hot and wet.
As I contemplated such a desirable circumstance a feverish shiver ran down my spine. I couldn't help thinking how nice it would be to stroke my cunt right then. I was wet already and at that moment I realized I wasn't wearing anything beneath my short black skirt. I smiled at my unintended secret. This of course began to feed my fantasy and just as the courier lifted my skirt, licked my asshole and bent me over the railing to fuck me from behind the meeting was adjourned and I was jolted back to reality.
Gathering my things I noticed again someone's eyes upon me. As I stood I saw Darren looking at me with a sort of sinister knowing grin. I wondered if he was as sexy nude as he is in that navy suit. I returned a slight smile and made my exit.
He spoke as I passed. "Good luck with that project. Maybe I'll see you downstairs around lunch, huh?"
I looked back, somewhat confused, "Uh, yeah. Maybe. Thanks."
Project? What project?
I must have really been in the clouds. I had no idea what he was talking about.
Back in my office the morning was filled with phone calls and research. Julie's absence made me appreciate her. Time passed quickly and my growling tummy alerted me that it was lunchtime.
As I reached for my purse the little red bag caught my eye. With the hectic pace I never had a chance to open it. So I decided I would pick up a sandwich from the deli in the lower level and open it when I returned to eat my lunch there at my desk as I often do.
Down I went to Zindhi's deli on sublevel two. It is one of three dining choices we have in the building. As usual it was crowded and the line spilled out the door. Patience was with me as the wait on line gave me time to decide what would whet my appetite. My only hurry was to return to my desk and sate my curiosity of the contents and sender of the gift waiting for me on my credenza. As I thought more about I became a little nervous. I couldn't imagine who could have sent me a gift.
I placed my lunch order and migrated to the checkout counter and then heard someone calling out my name from nearby.
"Chance!"
I looked over my left shoulder and saw Darren rising from his seat, waving to get my attention.
"Chance!" again he said beckoning me over to the little table.
I smiled as I reluctantly made my way over to him.
"Come and sit with me. I would really enjoy the company."
I wanted to get back upstairs to check out my little present but I was still in the dark about the "project" assigned me at the morning meeting. Perhaps Darren could enlighten me. So I took my seat opposite him and began unwrapping my sandwich.
"So," he says, "How is your day going so far? Start on that project yet?"
Pleased he brought it up before I did I replied, "Well, I am having a little difficulty knowing exactly how to begin." This was my shameless attempt at getting a hint from him without admitting my ignorance.
He chuckled softly and said, "I really should let you off the hook. You looked to me like you were in a ‘world beyond' during the meeting this morning. And I must have been right. Chance, there is no project. I was just kidding you."
I blushed embarrassed at falling for such a stunt and that I was so obviously oblivious to what was going on in the meeting.
"Those meetings are so dull and predictable, Darren. I drifted off this morning. Sleeping with my eyes open, I guess. I did miss out on my morning coffee, you know."
"Well, I am really curious to know what you were pondering this morning. You certainly weren't sleeping. The look on your face was telling. You looked blissful. I noticed you were in the same trance at the meeting last week. I suspect that you were escaping right before our eyes."
I could not respond. I do not like to be the center of attention in a group setting and it concerned me that everybody in the room might have noticed my "trance".
"I bet that quiet nature and mysterious eyes hide a whirlwind of a sensuous and daring nature."
I blushed again. Am I that obvious? I've always managed to go relatively unnoticed so this was really throwing me for a loop. I wondered if he could read my mind!
"Well," I said, "I do tend to allow my imagination to run it's course when I'm bored with reality."
"Wow! I would love to have a peek at the visions of that imagination! Have you ever considered allowing those fantasies to create your reality?" he said with eerie enthusiasm.
"Of course, but I prefer not to be labeled as a ‘loose woman' or a ‘pervert!'" I said jokingly, trying to end the conversation at that. He must have taken the subtle hint because he moved on to new matter. We chatted comfortably for a good while about the company and previous work experience before he returned to the initial subject.
"So, Chance, tell me something... Would you be willing to tell me about some of those fantasies? Are you open to exploring them with someone open-minded like myself?"
I was stunned at his forwardness as he went on to say, "I find you very sexy. There is something about you I can't quite put my finger on. I know I am taking a big risk here, talking to you about this, considering we are coworkers and all. And if you are troubled by my words please just say so right now and I will never bother you again."
I was without words. As he spoke I began to feel more and more attracted to him. He was intelligent, good looking and his boldness turned me on. Most men are somewhat intimidated by me so this caught me by surprise.
Then he said, "How did you like your gift? I put a lot of thought into it."
"That is from you? I haven't had a chance to open it yet."
"Oh. Well, I just assumed you had opened it. Who can resist such a temptation? I hope you can accept it in the spirit in which it was given - from one adventurer to another."
With that he picked up his things and got up to leave.
"See you upstairs."
I sat there a little while longer now wondering what the little bag contained. I was somewhat anxious to find out and yet I was afraid to see what was there.
I returned to my office and busied myself. My fear and anxiety prevented me from opening the little gift right away. Finally, I mustered the courage.
I removed the candy stripe tissue and peeked in. I was dumbfounded! Quickly I got up and closed my office door. Inside the cute little red bag I found two small tools of self-indulging pleasure.
There was a battery-operated strap on latex clit stimulator, fashioned as a clamshell, a type of which I'd never seen before, as it was cordless with no switch. Accompanying it was a remote control device and a smallish six-inch purple latex cock with balls along with a small tube of anal-ease lubricant. In the bottom of the bag was a small note and on it was written:
For your treasure two tools to assist your pleasure.
Work away, play all day and let me join you if I may.
-D
I laughed at his quirky sense of humor and to my surprised I wasn't the least bit offended. I felt I'd encountered a kindred spirit in my new friend.
The thought of having such things in my office made me feel so naughty! But these are just the sort of things my fantasies are made of. Of course I have such equipment at home but I had never used them at work before.
Around four forty-five that afternoon I decided to give it a try. I closed my office door and returned to my desk. First I strapped on the clamshell buzzer - easy enough and delightful. I can achieve an orgasm with clit stimulation alone easily. Next I reached in and removed the little cock and the lube. Just a few drops of the clear liquid applied to the toy and I situated it on the chair beneath me. I raised my skirt and slid it into my ass slowly lowering myself until it was fully engaged to the balls. Just a few rocking motions brought on a small orgasm as I heard a knock at my office door!
I quickly turned the little buzzer off and could barely catch my breath to compose myself to announce, "Come in."
Of all people it was my boss! I thought he would never leave as he rambled on and on and I feared he somehow knew what was going on beneath my skirt. He must have stood there for thirty minutes and there was no escape.
He finally finished his endless ramblings and left. I leaned back in my chair with relief. The day was finally over and not soon enough.
Suddenly the device between my legs started buzzing - I checked the remote thinking I inadvertently turned it on but it was not ‘on' and still it was humming away. I got up and went directly to Darren's office and walked in boldly. There I found him sitting behind his desk with a smug look. With his left hand he held up a remote control device identical to the one from the little red bag and he smiled wickedly.
Quickly I closed the door behind me, afraid someone might hear our conversation. Everyone was gone for the day and the housekeeper had just begun her chores.
"Are you crazy?" I asked as I walked across the room.
As I approached his desk I saw his fly was wide open and his right hand was stroking his cock. It was beautiful. It may have been the most perfectly formed tool I'd ever seen or imagined. He stood out at a proud nine inches or so and looked to be healthily thick enough to just fit my fist and my lips around comfortably. The head was nice and fat but no bigger around than the shaft.
Being so near such a gorgeous specimen was more than I could bear. This was obviously an open invitation so I shamelessly reached for it with my right hand and began to stroke it gently.
"Mmmmm", he responded and reached around behind me, running his warm hand up the back of my thigh, beneath my skirt and over my ass. As I bent over at the waist to take his dick into my mouth he grabbed the little dildo in my ass and began stroking away while operating the clamshell with the remote in his free hand.
I knew I was near the edge of a fantastic orgasm when from his lips I heard, "Oh yeah, Baby suck that cock. Take it all the way down. You like me fucking that little ass?"
Maybe it was the intensity of the encounter or maybe it was the fact that we were doing something so forbidden but, whatever the cause, talk like that always catches me off guard and I cum unexpectedly. That one was really intense!
Sucking his cock made me want it deep inside my pussy so I stood up, raised my skirt up over my hips and climbed on. I love to ride a nice big stick as much as I love to suck one. As I lowered myself onto his shaft he unbuttoned my blouse and freed my breasts from my bra. My tits were fondled and licked as I rode him. Then he reached beneath me and took hold of the balls of the little dildo so with every bounce on his rod I was fucking them both.
"Oh, yeah ride it Baby. You like riding that big cock? You like having your ass fucked?"
I felt so full! I never knew my ass could make my cunt feel so good. In what seemed like just a few strokes I came so hard the toy shot out of my ass!
I continued my bouncing stride in absolute rapture with just one thought floating through my head.
One thing would make this perfect and complete - to succumb to his power as he spreads my legs and fucks me deeply.
To my sheer delight, as if he read my mind, he stood me upright, arose and rid himself entirely of his shoes, socks and pants. He placed his hands on my hips and took charge of me, placing my ass squarely on his desk. He leaned in to kiss me and while pushing me back he reached down and grabbed my ankles, extended my legs fully and spread them wide open. Slowly he slid his rod into my gaping wet sex. She devoured him inch by inch contracting and squeezing all the way.
"Damn, that pussy is so hot and wet! Oh, yeah squeeze it. Damn that feels so good!" and with that he began his labor, taking long, hard, deep strokes.
As I leaned back on my elbows I thanked myself for hours of Pilates and Yoga as I enjoyed the glorious vision of his thick cock pumping in and out of my soaked pussy. I reached down with my right hand and began to stroke my clit and his balls alternately.
I watched him fuck me with abandon. He was damn sexy in that position. There is nothing like being so willingly powerless to such raw force! I threw my head back and let out an uncontrollable squeal as I came. He allowed an animalistic groan as he shot his load deep inside me. This drew out one more spasm from my walls deep within and with that we were both satisfied momentarily.
He released my ankles and I sat up as reality rushed back to meet me. A rustling noise behind us drew our eyes to the door, which was now standing slightly open.
Simultaneously we looked at each other and said, "Uh-Oh."
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