My CEO and I worked out together in our underwear

I was assigned to be the intern for the CEO of Gatwick Industries to complete my business degree. He turned out to a horny hunk who set his sights on me, Jude the virgin nerd at 20 years old.

  • Score 9.1 (28 votes)
  • 1062 Readers
  • 1654 Words
  • 7 Min Read

I was brought into the CEO's office by his secretary. She knocked and two moments later, he bid us to come into his office. The secretary announced, "This is Jude Maple.

"How do you do, sir?"  I looked at him behind his huge desk. He was a hulk of a man. His secretary left. He stood up and gave me a firm handshake. The handshake went on for a minute too long. His eyes never left mine.

Mr. Gatwick must have been six foot five. Broad shoulders. Big chest. His light brown skin matched his brown eyes with flecks of gold. He wore a black suit, black tie and black penny loafers. As he spoke, he walked around me like he was checking me out.

"You are not here to hobnob with employees. I have your ass for I am the only one you answer to. Your only boss. Explain why you are here?"

I smiled. I study this man and his entire life. "You built your corporation from the ground up. You graduated from college and went to work selling sub-pumps, then industrial pumps. Then you bought the company and began manufacturing oil pumps, gas pumps and one of your pumps was on a recent space shuttle.  Your ingenuity, dedication and hard work impressed me. I wanted to learn from the best. I guess, I have a man crush on you ..." Quickly adding "in regard to business." 

"Impressive Jude. Take off your suit jacket." I did. He placed his hand on my chest. "You work out?"

"Yes, sir." 

"The far door leads to my private gym. You're welcome to use it. There's also two showers, a sink and a toilet in there as well."

Though I was a classic nerd, my handsome face and gym-honed body made people look past my dorky personality. The physique came from my roommate’s insistence that I join him at the gym since freshman year. Four years later, I would stare at my reflection in shock—I had muscles, a defined chest, and biceps, and I actually looked good naked. I was no longer the skinny, weak-looking nerd. And Mr. Sydney Gatwick had noticed.

Two weeks later Mr. Gatwick caught me at my desk after hours. "Jude, what hell are you still doing here?"

"I'm compiling all the variables for tomorrow's meeting, costs, returns, reliability of product along with future projections."

"Have you had dinner?"

"Uh, no."

"Dinners on me. Come on."

We went to a place called The Gentry. By the look of it, a very expensive restaurant. I'd never heard of it before. Mr. Gatwick wanted to know everything about me. I told him everything. My family. Why I went into business school. As our salads came to the table, I looked around the room. Something was odd. I couldn't figure out what, but something was off. 

My Chicken Parmesan was flawless. We had a bottle of wine.

"No lady in your life?"

"No. I'm not seeing anyone nor dating anyone. I never have."

"You're a virgin?"

Shyly I spoke. "Yes. I don't want anyone interrupting my work or my goal's.

"What are your goals?"

"To work for you. I admire you. You single-handily build this company up from nothing.' There was a silence. I abruptly excused myself, "I need to use the rest room."

"Of course."

As I walked, I realized every patron was male. The staff were all males. Could this be a gay restaurant? As soon as I thought that. A waiter carrying a tray looked at me. "Excuse me good looking, tray coming through."

"Was Sidney Gatwick gay??" I asked myself.

I did my business and returned to the table. I said nothing neither the waiter's comment nor my observation.

When he dropped me off, he placed a hand on my thigh. You're doing a great job, kid. See you tomorrow. 

As I undressed myself, I realized that my 'man crush "was really a ... romantic crush."

As I fell asleep, I thought of Sidney. I pictured him naked, what it would be like to be kissed by him. I started jacking my cock. I hadn't masturbated in months. With his naked body dominating my mind, I came immediately, panting and breathing hard. I cleaned myself up and went to bed.

The next day Friday morning, Mr. Gatwick came to my desk and asked me a point-blank question.

"Jude, would you like to work out with me after closing time? Maybe get a pizza?"

My voice took control, "That would be great. But I don't have gym clothes."

"We'll figure it out."

When five o'clock rolled around the office personal were out of the building quickly, it being Friday and the weekend. I was called to Mr. Gatwick's office. 

When I walked into his office, he had just hung up the phone. “C’mon, let’s go to the gym,” he said, opening the door as we stepped inside. He turned to me and asked, “Do you mind working out in your underwear? Nobody has a key but me. I’ll strip down to mine too if it makes you feel more comfortable.”

"Okay." I got down to my white Calvins. And to my surprise he was wearing white briefs too.

Sidney took me through his workout. I kept up with him, didn't get tired. I felt energized. 

"Well did you like my workout regime?

With a big smile I said, "I loved it. It was challenging. I feel energized."

"C'mon let's hit showers."

I panicked as he took off his briefs and turned on both showers. I removed my underwear, reminding myself, “Don’t look at him.” Grabbing the soap, I began washing myself, keeping my eyes fixed straight ahead.

"Here. Turn around. I'll do your back." From the crack of my ass to my shoulders his hands were all over me. My dick got hard. Really hard. He was touching me.  No one had ever touched me. I turned my back to him as I washed off the soap. He passed me and grabbed towels. I put one around his waist. He turned round and immediately saw my hardon. 

"Nice dick., Jude you're pretty big."

"I'm sorry."

"You have nothing to be sorry for. You're not the only one." Sydney removed his towel. His black cock was huge, a darker shade than the rest of him.

"Let's get dressed and head to my house for pizza.  Would you like to spend the night with me?"

Faintly, I said "I'd like that."

In minutes we were in his red Ferrari headed to his penthouse. 

His home was beautiful. "Did you have a professional interior designer?"

"I did it myself."

"Impressive." 

For the first time since knowing him he became shy, like a little boy.  "Look I hoped you'd visit with me and I ... thought if you ever did stay overnight.  It might be spur of the moment. So, I went shopping. Your waist 30. You're five foot-seven inches." He led me to a bedroom. On the bed were clothes still in packages. Underwear, sweaters, two pairs of jeans, socks and t-shirts. just for me."

He ordered a pizza and opened a bottle of wine. We sat on a sofa. The lights of the city were everywhere. He cleared his throat, "In the month since meeting you, getting to know you ... I have found myself falling for you. "

"I can't lie. Meeting you. Working with you. Learning from you. It's something I have never felt before.  I ...."

And then he leaned down and kissed me. . . I have never been kissed . . . his kiss went on until the doorbell rang. The pizza was here. 

We ate. Sydney opened up another bottle of wine. I washed the dishes. He put on some romantic music. I was tipsy from the wine but grateful for loosen me up. I knew what was coming ... I couldn't wait. I wanted him. I wanted him in me. For the first in my life, I said to myself. You're gay. End of story.

I was shocked when he picked me and took me into his bedroom. he laid me on his bed. 

He took his shirt off and dropped his pants. Then he took mine off. He unbuckled my pants, pulled them down. We were just in underwear. He kissed me, played with my body. Turned me over on my belly. He gave me a brief back rub. I could feel his giant cock laying on my ass crack. 

"I'm going to go slow." He put lube on his cock and bent me over his tongue zeroed in on my virgin hole and started licking and kissing my boy hole.  

"If gets too much, tell me to stop and I will."

I felt his cockhead at the ring of my anus. Slowly he fed more of his cock to me. I was shocked I wasn't in pain. He was so big! Three inches up my hole. The pain did not intensify it was replaced by fulfillment. 

"I'm in all the way. You okay."

"I'm in heaven."

"I'm going to start slowly fucking you. Let me know if it hurts."

After ten minutes it was pleasurable. I never thought making love would be so awesome. Slowly he fucked me with love and care. Kissing me. He moved a hand under my body gently taking hold of my cock and started jacking me off. As my breathing increased, he picked up his speed. He kissed my nipples and nibbled on them. He pushed the rest of his cock into my hole. I groaned. I was getting close to Cumming. He increased his movement. And started picking up speed. 

I howled as I came. He pulled out of my ass and began jacking himself above my face. Then he blasted his cum into my opened my mouth swallowed all of his sweet salty cocktail.

I was in Love.

Report
What did you think of this story?
Share Story

In This Story