I’m Venessa, 23F. I’ve always been a meritorious student since I was a child. In fact, I was considered to be a nerd throughout my school days. I never had many friends, nor was I one of the popular cheerleader girls in the sophomore year. I spent my days reading about different subjects and enhancing my skill sets. I am going to share my experience about a passionate fling with my mentor.
College was no different for me. I moved to Chicago when I got into one of the top universities in the country with a degree in Finance. I indulged in meaningless conversations with classmates during lunch, keeping the interactions brief. I did feel secluded at times, but couldn’t care less. I just wanted to secure the best grades. I was growing older and being a 22 year-old virgin, bothered me at times. I spent the weekend watching a Sci-fi movie, while my roommates brought boys over. I knew I shouldn’t have been worrying about it since no guy finds me attractive.
I passed college with flying colors. However, life took an unexpected turn. I had applied to top companies. I visited home for a few days, expecting a call from the companies. Meanwhile, my mom decided to give me a makeover. She took me to her regular salon. I got a new haircut, a new wardrobe, and a brand new makeup kit. I couldn’t recognize myself in the mirror anymore. I did look like one of the Vogue models, capable of seducing any man.
Soon enough, I received a call from one of the leading companies, offering me a well-paying opportunity in NYC. I was excited to start my new life in the corporate world. I bid farewell to my close ones; little did I know about the passionate fling which awaited me in NYC.
My First Day at Work-
I appeared just on time to my 9-5, prepared for what’s coming next. I introduced myself to a few coworkers, and some introduced themselves to me. The formal meeting was scheduled later that afternoon where I would be assigned work and my mentor.
The meeting began around 3, and the HR had me complete the paperwork and other formalities. That’s when Mr. Jacobs walked in. Another employee introduced me to him, and declared that Mr. Jacobs was supposed to be my reporting manager and mentor.
Jacobs was a good looking, well-built man who didn’t look more than 35. He was over 6 feet, wheatish in complexion, probably a Spanish or Colombian. He had dark piercing eyes and wavy hair of the same color. He was someone girls in my college would have called ‘Daddy’ at the first glance. But to me, he looked intimidating. Like the kind who would not message around with his work and have me suffer the consequences of not being able to deliver the needful. He threw a cold smile and nodded at me. I smiled back.
After the meeting, I went over to his cabin where he introduced me to my daily responsibilities. But I couldn’t help staring at his sleek collarbones and the skin peeking out of the unbuttoned areas of his white shirt. I shifted my gaze downwards, studying his strong arms and slender figure. I dropped upon his below-the-belt bulge and daydreamer about unbuttoning it.
‘Are you okay, miss?’ His deep, dreamy voice interrupted my trail of thoughts.
‘Ugh. Ye.. yes. I mean…Absolutely. Why?’ I blurted out like an idiot.
He grinned and continued to do his part.
I was embarrassed. Did he decode my thoughts? Of course he did. He is a complete hotshot and must be used to girls objectifying him all the time. I was pissed at myself. I tried focusing on the first ‘training session’ as much as possible so I could get rid of the awkwardness.
He trained me for the following week, until one evening I walked into his cabin after office hours since he was supposed to be at a board meeting the entire day. Everyone had left by then and his secretary informed me that he would arrive in a while before signing off. I waited patiently, examining the surroundings. The photo frame at the table caught my attention. It was him, smiling with his family. A gorgeous wife and a kid who appeared to be around 10. Of course he was married. What else was I expecting? I felt guilty about my last day’s encounter with him. Just when I was about to leave, I saw a notification flash on his computer. It was supposed to be from an AI porn generator application. I clicked on it and found a naked, big titted AI model flashing at me.
“So finally, you’re aware of my dirty little secret, I guess.” He whispered in my ears.
He had creeped in while I was going through his screen and was closer than ever, right behind me. I turned around, blood flowing to my face. I was nervous and guilty. Before I could react, he grabbed me by my hair and pushed his tongue into mine. I liked it and kept smooching him until my lipstick was smudged. He made me kneel before him and grinned “Are you sorry?”
“No,” I answered back.
He unzipped his trousers and pushed his huge dick into my mouth, choking me until I couldn’t breathe. I kept sucking on it like a hungry beast waiting to be fed. I tasted his pre cum down my throat. He pulled me back up and bent me over on the edge of his table. “Mr. Jacobs please” I begged him to fill me in. He lifted my short skirt up and slid my panties to thrust his dick inside my wet pussy. I moaned in pleasure. He kissed me on my mouth and went deeper. I continued moaning his name as he tore the buttons of my shirt and pinched my nipples while fucking me as hard as possible. I was bleeding but enjoyed it too much to stop. He choked me and increased the strength and speed of his strokes. His big cock banged against my delicate walls and we both came at the same time. His warm semen gushed out of my pussy. We broke the touch with a passionate kiss.
This was just the beginning of the passionate fling with my mentor. We hooked up in secret for the next couple of months until he switched the company to move to Europe.