And if I'm completely honest with myself, a part of me is afraid to give myself to the wrong person. I don’t trust most girls. I just don’t trust the intentions of the girls who approach me for dates and sex. When I first entered college at the age of 15, I was tall and lanky and all of the girls I tried to date rejected my advances. Their repeated rejections of my genuine admiration for them nearly broke my spirit.
Then I met Greyson. He found me through a college mentorship program and took me under his wing. He taught me the importance of a daily morning jog around the city followed by a hard hitting session in the local gym lifting weights. I followed his advice like it was gospel and by the time I graduated college at the age of 19, my body was an example of chiseled manly perfection. All of the college girls who previously rejected me were now fighting over each other to get into my pants. Only, I wouldn’t let them. I will never allow any girl to hurt me again.
Chapter 3
“Asher,” Greyson spoke to me in a kind voice, his volume slightly louder than a whisper. It was the voice he used when he wanted to tell me something important but didn’t want to rip me too harshly away from whatever thought I’d been considering in my mind.
“Did I ever tell you about my first time?” He asked, then paused. “Let me clarify. Did I ever tell you the story of how I lost my virginity?”
I inhaled quickly and said “no” before I held my breath.
“It’s important that I tell you about it.” He inhaled sharply, holding his breath for a few seconds before speaking again. “Beware. A cruel girl can wound your heart. A cruel woman will destroy it.” He spoke the words in his deep, sage voice then set his jaw with the finality of his statement.
“But, your heart hasn’t been destroyed,” I argued with him eagerly like I always do. “You have the love of an amazing woman. Your wife Lori is powerful, soulful, generous and accomplished. You tell me all the time that she’s your everything, your heart.”
“Yes, she is my heart,” He said bowing his head and acknowledging the truth of my statement. “In truth, she’s the woman who repaired my heart. But, unfortunately for me, before I met Lori, I met the powerful, heartless and cruel woman who broke my heart in the first place.”
Greyson lifted his coffee mug, stood up and trekked over to the coffee machine on the opposite side of the work floor. I lifted my mug and followed him as he continued to speak. “Cassandra was my gorgeous MILF’s name. She was forty-two years beautiful with long wavy brunette hair every bit as gorgeous as your Sadie’s.” Greyson lifted up the carafe and poured me, then himself a hot steaming cup of black coffee.
“Cassandra asked me to stay late that day. When everyone else but the two of us had left the building, she called me into her office. She didn’t mince words. She said, “I love you, and I want to make love to you,” the moment I’d walked in and closed the door behind me.
Inspired by her confession of love, I confessed to her that I was inexperienced in love. I told her I was a virgin. In return, she confessed that she’d always suspected that I’d never touched a woman before. She said that my inexperience didn’t bother her, it excited her. She said that she wanted to teach me all about the pleasures of romance and making love. Again, Cassandra repeated the words “I love you” but then added to them “I want to be your first.”
Greyson took a sip of his black coffee as I bent down to open the small office refrigerator and poured half-and-half in mine. “The woman I loved had planned her act of cruelty long before my arrival in her office that fateful afternoon. Her desk was already bare, empty of its usual belongs when I’d scampered into her lair like a love sick puppy. As soon as she revealed that she wanted to be my first, she pulled me close to her and kissed me softly on the lips. I fell for her tender charms and within seconds of our kiss, I confessed to her that I loved her and begged her to take my virginity.”
Greyson paused again to take a sip of his coffee. I simply held my cup in my hand, somehow unable to lift it up to my mouth to take a sip. “The moment I confessed my love to Cassandra, her expression turned from tender to feral. Without warning, she pushed me away from her and ordered me to strip off my clothes and lie naked on top of her desk. Mistaking her aggression for passion, I obeyed her order in haste and soon I was lying face up, naked. She ordered me to scoot up until I was lying with my head dangling off the edge of her desk, my inexperienced eyes looking at the world upside down.”
I took my first sip of hot coffee as Greyson shook his head and continued speaking. “She didn’t even take off her clothes. She just walked up to me and lifted up the fabric of her long wool skirt, draping it over my face and enveloping me in darkness. The air inside the tent of her thick winter skirt was stuffy, and the musky fragrance of her sex overwhelmed my young nose. “Open your mouth” she ordered as she straddled my face and pressed the sopping wet folds of her pussy over my mouth and nose.”
Greyson’s hands shook uncharacteristically as he spoke. He had to put his coffee down on the table because drops were spilling on the tiled floor of the tiny office kitchen. “I was overwhelmed, but I loved her, so I obeyed when she ordered me to “lick” her like a lollipop. She smothered me in her juices, but I did as she bade, darting my tongue in and out of her sex, frantically doing my inexperienced best to pleasure her.
I was so out of breath and exhausted after what felt like hours of drinking down her musky juices and bringing her to multiple orgasms that I recall opening my eyes and grinning like a fool when she finally lifted up her skirt and dismounted me, allowing me to breathe fresh air.
She had a wicked smile stuck to her face when she ordered me to scoot down on her desk until my head was resting firmly on the flat surface. Without ceremony, she ordered me to masturbate myself while she straddled my hips with her thighs, leaned down and whispered “I love you” into my ear over and over again for the next several minutes.
Her words of love sent me over the edge. When my dick began to twitch in my hand, she ripped my fingers away from my cock, grabbed its thickness with her hand and sat down, impaling herself on my dick. I enjoyed three seconds of the bliss of Cassandra’s pussy wrapped around my cock before I shot my load inside her.”
Greyson poured out his cup of black coffee, walked over to the espresso machine and began to make himself something stronger to drink. “And what do you think she did after I shot my load inside her hot cunt?” He asked with a bitter edge to his voice.
“Uh, I don’t know,” I responded meekly.
“She climbed off my freshly come cock, straddled my face and ordered me to clean up her pussy by eating my cum from it.” The espresso machine furiously whipped milk into foam as Greyson asked his next question. “And what do you think I did Asher?”
I looked away, not wanting to meet my mentor’s icy blue gaze as I gave him my answer. “You ate your cum.”
“Yes, Asher, like the foolish love sick idiot I was, I allowed Cassandra to smother me with her pussy again, and I willingly ate my cum from her freshly fucked hole. After I finished cleaning her up with my tongue, the woman who said she loved me just moments earlier coldly ordered me to get dressed and go home. She fired me the next day.”
A wave of nausea crested inside my stomach and bile pushed its way up my throat. I turned away from Greyson and headed towards the bathroom when he reached out and grabbed my arm, stopping me mid-stride. “The moral of this story is don’t be a love-sick idiot.” Greyson reached inside the lapel of his suit, pulled out a thin envelope and handed it to me. “You’ve won your promotion to the executive director position. Everyone on the executive board, including me, is impressed with your work. The position is yours if you want it.”
I took the thin, white envelope from Greyson and ran my fingers over its crispness. The sweet joy I felt over winning my dream job was soured by the acrid taste of the bile sitting inside my mouth. Greyson released his grip on my arm and then spoke again.
“Remember Asher, who you sleep with may matter persona
lly, but it doesn’t matter professionally. Performance is what’s important at work; exceptional performance that the executive board can’t ignore. You’ve earned your promotion based on merit. Don’t allow anyone to make you think otherwise.” Greyson said as he patted me on the arm and offered me a congratulatory “good man” before taking a sip of his espresso.
Chapter 4
Sadie’s white envelope lay unopened and out of site on the edge of my kitchen counter. After listening to Greyson’s horror story about losing his virginity at the hands of his cruel boss, I couldn’t bring myself to open the envelope Sadie had handed me before she left work today. So instead, I opened the envelope I knew contained good news. I opened my job acceptance letter.
“We, the members of the Ocean Dreams Pleasure Timeshares executive board would like to offer you the position of Executive Director/Chief Financial Analyst. We are impressed with your recent contributions to the development of our timeshare property in Orlando. Our company stands to make substantially increased profits due to the model improvements you suggested during the initial planning stages of the project.”
My first mile-wide smile of the day spread across my mouth, and I reached down to pretend fist pump my puppies, Buddy and Max, as they lay curled up sleeping at my feet. I continued reading my offer letter amongst the roaring sound of fans cheering at the NASCAR race playing in the background on my television and the sound of my dogs snoring below me.
“As your first official act as Chief Financial Analyst you will accompany our CEO Sadie Stone to the grand opening of our newest Southern California beachfront timeshare property. While in Southern California, you both will attend an initial planning meeting for our newest theme park area location. Your purpose at this meeting will be to shore up the project numbers and make sure this newly proposed property will be financially viable for our organization.”
When I considered the words “you will accompany our CEO Sadie stone to—Southern California” my pulse revved up, and I pictured myself sweeping Sadie up into my arms and making love to her in one of Ocean Dream’s luxuriously appointed timeshare suites. I imagined myself vacationing with her in the romantic land of sun, sand and celebrity like we were a couple, not merely business associates. Electric excitement shot through my fingertips and into the thin paper of my job offer letter as I laughed out loud, thrilled with the prospect of finally getting my chance to romance Sadie.
Recognizing how foolish I’d been to allow Greyson’s horror story to keep me from reading Sadie’s note, I hopped out of bed and sprinted into the kitchen. I ran my fingers over the handwritten lettering on the envelope that read, Open this when you’re alone.
Well, I’m alone as I’ll ever be, so here goes. I grabbed a sharp knife and sliced open the envelope. My fingers tensed with anticipation as I pulled out the personalized greeting card inside.
The cover of the card read like any other. “Congratulations on your promotion Asher!” I flipped open the brightly colored square and a picture of Sadie and me standing together at the Halloween office party last year fell out onto my kitchen counter. I picked up the photograph and ran my fingers over the picture of the two of us standing together in our Wizard of Oz costumes. In our photograph, my lips were turned up in a goofy smile and her lips were twisted into a sassy smirk.
She stood posing as Elphaba, the wicked witch of the west and I stood next to her dressed as the dim witted Scarecrow. It was a complete coincidence, the two of us dressing up as characters from the same story. Nevertheless, dozens of people asked us to pose for photographs together that night. We were thrust together so frequently by the party photographers that we mutually decided to spend the entire evening at each other’s sides.
It was the first time we’d ever physically gotten close enough to touch. Her skin was as soft and smooth as the finest silk. And its scent was sweet with the fragrance of the freshly baked cinnamon rolls everyone at the party was eating. Whenever we posed for a photograph together, her long chestnut brown curls brushed against my face, and I inhaled the delicious fragrance of her apple spice shampoo.
I adored Sadie’s company. Her manner was warm and welcoming. Everything about her and me together felt so right. For the night, we were the perfect couple.
All that evening we posed for pictures, laughed, talked, and drank hot apple cider together. We even danced in each other’s arms for half a song. I made my mistake during our dance. I kissed her on the cheek. She didn’t pull away from my kiss. Instead, she rested her silken skin against my lips and released a soft lingering moan into my ear.
For a moment, I felt her body blossom open for me, and she was mine. But then all seven members of the executive board approached us on the dance floor. Greyson grinned down at us, and in his booming voice said, “Someone’s fallen under a spell.” Immediately Sadie’s body tensed. Her closed eyes popped open, and her entire body trembled against mine as if she were about to freak out and run off the dance floor.
In less than a second she steadied herself, donned a wicked smile on her face and addressed the executive board members. “Ladies and gentlemen, is there urgent business requiring our attention?” She questioned the board while pulling her body away from mine. When Lori, Greyson’s wife and another one of the elderly female board members answered “yes” Sadie immediately walked off the dance floor leaving me behind.
She didn’t offer me any goodbye. She simply turned and walked away, trailing closely behind the seven mature members of the executive board. She’d turned thirty-three years old that evening, but at that moment, as she trudged behind the more mature members of the board, she looked no older than a child.
I wish the executive board hadn’t interrupted our dance. I wish we’d been able to spend the entire evening together. Maybe we’d be a couple now, instead of just boss and employee. Still, I smile to myself whenever I think of our Halloween evening together. It was like our first date.
It was the evening I fell in love with her. She wasn’t my ball busting tough as nails boss that night. She was just Sadie, the sassy girl who liked to make funny faces into the camera, drink hot apple cider and dance. She was the woman who’d captured my heart the moment she returned my affection by pressing her soft, warm cheek against my eager lips.
With renewed haste, I opened up Sadie’s greeting card and read its contents aloud.
“Meet me alone in my office tonight at 8 pm Mr. Executive Director. I’ll play the witch if you play the scarecrow.”
Damn it, what time is it? My heart leaped into my throat, and I forced myself to look up at the clock on my kitchen wall. 10:05 pm. Crap, she must think I’ve stood her up. I dashed into my bedroom and checked my cell to see if she’d left a message on my phone. Nothing.
She might still be down there waiting for me. I knew it was unlikely that she’d waited over two hours for me. A woman like Sadie waited for no one. But I still hoped she was sitting in her office waiting eagerly for me to knock on her door.
Lucky for me, I wouldn’t have to hope for long. I could run downstairs and in a matter of minutes to check and see if she was still there. I lived on the 52nd floor of the building, and my luxury apartment was only 9 floors up from Sadie’s office. The rent for my 900 square foot one-bedroom apartment cost me a fortune every month, but situations like this one made me glad I paid the exorbitant cost.
I didn’t waste time dressing up in a suit and tie. I threw on a t-shirt, sweats and sneakers. And I ran downstairs the moment I was no longer naked.
Chapter 5
I signed in at the Ocean Dreams security desk on the 30th floor, and the guard gave me a temporary code that allowed me after-hours access to the 43rd-floor executive offices. My heart beat against my ribs as I rode the elevator up to the 43rd floor and the elevator doors opened onto the dark, deserted analyst work floor.
As I jumped out of the elevator, bright lights switched on and illuminated my path as I raced down the long hallway towards the floor to ceiling steel doors that
separated the sea of analyst desks from the executive offices. I placed the palms of both hands against the cold steel doors and pushed them open. They swung open easily, and I ran forward crossing the carpeted threshold with my sneakers.
Geometric tan and black triangles popped off the walls. The triangles stood out, colorful against the stark whiteness of the walls. Every few feet, large random circles overlapped the triangles. The space felt modern and refined, yet retro and avant-garde at the same time.
I took in the sights as I rushed past the empty receptionist’s desk and turned left, sprinting down a long hallway. I had only been in this luxurious space twice. The first time was when Greyson first hired me, and invited me to share lunch with him in his private office after giving me a tour of the entire executive floor. The second time was when the main conference room was being renovated, and I was given the privilege of presenting a proposal to Sadie and the entire executive board in the private conference room that sat adjacent to the entrance to Sadie’s office.
I raced up to Sadie’s office door, paused to catch my breath and rang the doorbell. No answer. I waited thirty seconds and rang her doorbell again. Still no answer. I clenched my eyes closed, unwilling to accept defeat and pressed my finger to her doorbell again. I’m over two hours late. She has every right to be furious with me. She may never answer. I thought as I leaned forward and pressed my forehead against her thick wooden door while I rhythmically pushed the doorbell with my finger for the next eight minutes.
With a sore finger and the pain of defeat burning inside my chest, I leaned into the crisp sound of heels clicking on marble. The door swung inward. Caught off guard, I stumbled forward, my body flying head first over the threshold, and landing with a smack directly into the pillows of Sadie’s breasts. “Sorry” I blurted out as I yanked my head up and away from the softness of her fitted lavender cashmere sweater.
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