Executive Asst Caught in a Moment of Self Pleaure

Font Size

Yvonne was every man’s dream administrative assistant. Ifirst met her the day I interviewed in a large nationwide company. Standing all of five foot four, she filled out professional work attire like no other office worker in the company. Yvonne was pretty and she knew it. Although there were other well- dressed administrative assistants, Yvonne had a special talent for making sure she took care of those who took care of her.

Every morning, when I would step into the office, Yvonne would be there to greet me with a “hello” and a cup of coffee. I never asked for the coffee, but somehow, she figured out what I liked and how to make it perfect, every time.

Yvonne had her own cubicle, off in a corner of the executive offices, a little secluded, but always accessible. I did my best to respect her privacy and used the office intercom to communicate with her. Yvonne was a consummate professional and she strived to make sure everything ran on time and without any issues.

One day, we had a serious operational issue in one of our units in Louisiana. Because I was the corporate communications director, it fell to me to handle the media inquire and work with outside counsel to mitigate potential risk exposures. The operational unit was under a lot of pressure because of some issues, not directly related to the operation, but which affected it drastically. The local media had converged on the location and I knew that first thing in the morning, there would be a ton of inquiries, not just from the media, but from upper management, to include the CEO.

I asked Yvonne if she would mind staying late to help me prepare a statement, based on the latest events, as we knew them. Yvonne didn’t hesitate to stay.

“As soon as you have the details,” she remarked into the intercom to my office, “let me know and I’ll type up a statement.”

Seven o’clock came and I buzzed Yvonne and asked her of my contact in the field had called or emailed.

“No sir,” Yvonne responded.

Eight o’clock came and I was getting antsy.

“No sir,” Yvonne answered to my repeated questions.

At nine o’clock, I buzzed Yvonne and told her she was free to go home, since I had no idea what time my field contact would call or email.

“I can hang,” Yvonne replied. She was a trooper and I felt bad for asking her to stay.

“Well, then order us a pizza,” I replied. “This might be a while.”

At about 9:45pm, Yvonne buzzed my office and said she was going downstairs to get the pizza. A few minutes later, she buzzed my office and asked if I wanted to eat in the office or the conference room.

“The Conference room sounds good,” I replied.

I settled into a high back leather chair at the elongated walnut conference room table. Yvonne entered a pizza box in hand.

She sat the pizza box down on the conference room table and turned to leave.

“I don’t like to eat alone,” I remarked.

“Are you sure?” she inquired. I nodded my head.

Yvonne replied that she would get a couple of Cokes from the refrigerator and be right back. I watched as she sauntered past me and out the same door she had just entered. I could imagine what it would be like to grab her cute butt and squeeze it.

Yvonne rejoined me in the conference room. The pizza was great comfort food and a common denominator. In the space of a few minutes, I leaned that Yvonne only lived with her boyfriend out of necessity. She didn’t make enough to cover the rent and while she and her boyfriend had once been torrid lovers, their living arrangement was more of a necessity than a convenience. Yvonne confided that she and her boyfriend hadn’t had sex in more than a year, which according to her was perfectly fine, since he was “a bit immature”.

“If I could ever find a real man, “I’d dump him in a heartbeat,” Yvonne confided.

Ten fifteen came and went. I tried to email my contact. I also tried to call him. Yvonne yawned and I told her she was free to go home. She leaned back in the leather chair.

“I’m here for the long haul,” she remarked. Yvonne leaned back in the conference room chair and closed her eyes. I slipped out of the conference room and back into my office.

About eleven thirty, I peeked into the conference room. Yvonne had dimmed the lights and I could see she had covered herself, partially, with her blazer. I was about to leave when I noticed her move, ever so slightly. Her eyes were closed. It was at this point, I noticed Yvonne’s button-down blouse was untucked from her skirt and several of the top buttons were unfastened, exposing a good portion of her black brassiere and her cleavage. Yvonne’s skirt was scrunched up around her waist and her hands were buried deep into her underwear. I didn’t dare move, afraid she might notice me.

I grew excited watching Yvonne pleasure herself. Suddenly, her huge brown eyes flickered open and upon seeing me standing just a few feet away, she shrieked.

“Oh my gawd!” she exclaimed, quickly trying to re-arrange herself and grabbing her blazer to cover up.

“I’m so very sorry,” she apologized, “I don’t know what came over me.”

I smiled as I approached where she sat. I pulled up a conference room chair and sat down directly in front of her.

“Are you going to turn me in?” Yvonne inquired, clutching her blazer in her fists.

“No,” I remarked, “as long as you don’t turn me in either.”

“Why would I do that?” Yvonne inquired.

I reached out and lightly pulled at her blazer, which she dutifully clutched in her fists, up under her chin.

“We’re both grown adults,” I remarked. “If you have a need, I might have an answer.”

I pulled again on Yvonne’s blazer. Yvonne let go and I placed the blazer on the conference room table. She crossed her arms over her partially exposed breasts. She crossed her legs at the ankles and pulled them up under the chair in which she sat. I leaned forward and placed a lone finger on her knee.

“I think you may have a special need I can help you with,” I remarked.

Yvonne sat in silence, unsure of what to do or say.

“Look,” I remarked, “You don’t have to . .if you don’t want to.”

I could tell she was nervous. In truth, I was the one who was nervous.

I was decidedly bold. I stood up in front of Yvonne and held my hand out, palm up. Yvonne placed her hand into mine and I helped her to her feet. I placed my hands on her sides and sat her on the edge of the conference room table, the slit in her skirt exposing a good portion of her right leg. I slid my hand up the inside of her thigh, and looped a finger into the elastic waist band of her panties. Yvonne placed her hands on the table and arched her butt up, as I slid her panties down her thigh, past her knees and over her stilettos. I slowly unbuttoned the remaining buttons of her white blouse, slipping it off of her shoulders. I slipped the spaghetti straps of her push up bra off of her shoulders and past her elbows. Yvonne bit at her lower lip, as I slowly undressed her.

I tapped her inner thigh and slipped between her parted legs, which dangling over the edge of the conference room table. I wrapped my hands behind Yvonne’s back and pulled her in closer to where I stood- my erection pressing up against her. I reached behind her back and unsnapped her brassiere. It fell into the space between us. I slipped my hand over her right breast, as she took in a deep breath and exhaled.

Leaning forward, I gently breathed on to Yvonne’s neck, as I pulled her long black hair to the side. Yvonne seemed to melt right in front of me. I pressed my lips to hers and instantly, I could feel the unbridled passion as our tongues confessed untold secrets never before spoken with words.

Yvonne wasted no time in digging for her prize through the waist band of my trousers and boxer shorts. I unzipped my trousers, giving her the access she so desperately wanted.

“You’re huge,” Yvonne remarked, feeling my erection for the very first time.

I stepped back from the conference room table and allowed my trousers to fall to the floor. Yvonne slid off the table and knelt in front of me. She pulled my boxer shorts down, freeing my eight inch cock from its confines. She took my cock in her hand and then proceeded to inspect it. She rubbed her thumb up and down the length of my shaft and lightly squeezed the backside, right where my foreskin usually folded. She placed the tip end of it into her mouth and looked up at me.

I nodded my head in approval, as she slipped her pink lips past the bulbous end and on to the shaft of my cock. I watched as she took me in, inching her way down the shaft, forcing more and more of it inside her mouth. I thought for sure she would gag, but she didn’t. Finally, she reached the very bottom of my shaft. She eased my cock out of her mouth and proceeded to plant kisses on it, the entire length of it. She rubbed it against her rosy pink cheeks and smiled. She placed it back into her mouth and as her head began to bob back and forth, I could feel that sensation that was all too familiar.

“Save it,” Yvonne commented, sensing the inevitable. Pre-cum leaked from the tip end.

Yvonne stood and we kissed. Her kisses were sweeter than chocolate.

She turned and hiked up her skirt.

“Put it in me,” she pleaded. I rubbed the tip end of my cock around the edges of her shaven pussy. Yvonne did her part to provide the opening, using her red tipped finger-nailed fingers to spread open her vagina. I pushed up against her clit and playfully teased her.

She grabbed my cock and directed it into her steaming hot pussy. I pushed forward, the walls of her vagina clamping down on the shaft of my hot rod.

“Ohhhhhmyfuckinggawd,” Yvonne exclaimed, “Hold up.”

I waited. After a few seconds, I eased further inside of her, at her urging.

“Give it to me,” Yvonne pleaded. She hummed as I pushed deeper into her womb.

My pelvis pressed against her ass. I was all the way in. She matched my hip thrusts, her hands balled up in fists.

“Ohhhh. . . .ohhhhhhhh. . . .yes! Yesssssssssss!” she extolled, panting in an effort to catch her breath.

Suddenly, Yvonne shimmered and her entire body quivered.

“Ohhhh, fuck me, fuck! Fuck! Fuck!” Yvonne extolled in rapid fire succession, as a cataclysmic orgasm rocked her hot body.

I couldn’t hold back. I unloaded forcefully, deep into her pussy. I loaded her up with so much cum, that it leaked down her leg and dribbled on to the carpeted floor of the conference room.

Yvonne slid forward on to the conference room table, her butt totally exposed to me.

“Oh . . .my . .fucking . . .gawd,” Yvonne exclaimed. “This was wild!”

She turned and collapsed into one of the high back leather chairs. I did the same, right next to her. The light on my cell phone, which was sitting on the conference room table, blinked. We both looked at it.

“Perfect timing,” I replied, knowing the email alert was the message we had been waiting on.

Yvonne slipped on her blazer, as I retrieved my boxer shorts and trousers. I slipped my shirt back on, but left it unbuttoned.

I watched as Yvonne stood and stumbled out of the conference room. I followed her to her desk. She took a seat and checked her email, as I leaned over her shoulder and watched.

“No new news to report,” read the subject line. “Next update at 7am.”

“Well fuck!” I responded. Yvonne swiveled in her chair. She tossed her hair back over her shoulder and smiled.

“Can I come in late in the morning?” Yvonne inquired.

“Only if you spend the night at my place,” I replied.

“You’d like that, wouldn’t you?” Yvonne teased, twirling a finger in her hair.

I couldn’t deny it. I was hooked.

Yvonne gathered her stuff, as I shut down my office computer. I looked up and Yvonne was standing in the doorway of my office. She still hadn’t put on anything under her blazer, which parted in the center just enough to reveal her shirtless self.

“Are you going like that?” I inquired, taking note of her risqué attire. Yvonne looked down and smiled.

“Does it matter?” she asked.

“No,” I replied. “I’m fine with it, if you are.”

It was well after midnight, as we walked out of the main lobby. I took Yvonne’s hand in mine and together we disappeared into the summer night. 

Published 10 years ago

Leave a Comment