When I was an intern I had sex with my boss [FM]

God, I hate how cliche this is, especially because I was a 21 year old law student at the time and he was considerably older. Whatever.

I want to go back and back and write about how we got together because it was pretty hot, but I’m skipping ahead slightly to my favorite part of the story.

First just let me say: kids, please don’t fuck your intern. It never ends well.

Alright, disclaimers aside…

He was my boss and designated “mentor.” We had hooked up the week before. We had palpable sexual attention and after weeks of cat and mouse, I went back to his place. The next morning he IMMEDIATELY wanted to declare our relationship to HR and I refused because I did not yet think we had a relationship.

[sidenote: now that I’m older I get his reasoning a bit more here but I was literally 21 when this happened and did not quite understand what he was risking. This is another reason not to fuck your intern]

Anyway, he got pissed and ignored me for a week, but kept working super late and stayed in the office after everyone else had left and I coudln’t help but think it was on purpose. Finally, I stayed late too and stopped by.

“What do you want?” He asked when I got to his door.

“I’m checking in with my mentor.”

“Can I help you with something?”

“Um… Not specifically, no.”

“I have a lot of work to do.”

I sighed as I watched him type furiously. “Are you angry at your keyboard?”

“My keyboard is not the one I’m angry at.”

“Good god, man. I wasn’t prepared to declare a relationship and now you’re icing me out?”

“I’ve been busy,” he huffed without letting his eyes leave his screen.

“You want to know what I think?”

“Not particularly.”

“You’ve been the last one in the office for three days in a row. I think you’ve been staying late because you were hoping I’d stop by.”

“I stayed late because there’s work to be done.”

“Let me help you then,” I shrugged. “You’re still my boss, aren’t you?”

I shut the door behind me and approached his desk. As I reached for a stack of papers he grabbed my wrist. “I have a very specific filing system. I don’t want these messed up.”

“You have a system?”

“Yes, a very specific one so if you don’t mind-”

I cut him off by reaching my hand over and pushing his stack of papers off of his desk. He gaped at me as they spilled onto the floor.

“What the hell?” He shouted as he stared at the mess below.

I let my smile fade. I couldn’t tell how mad he actually was and part of me worried I had gone too far.

“Fuck you,” he finally gasped, still staring at the papers at his feet. I would find out later he actually is super intense about his files and was really mad, but I decided to keep going.

“Sure,” I smiled as I stood up and started unbuttoning my shirt.

“That is not what this is!” He yelled but I watched his gaze wander to my cleavage.

He shut his eyes for half a moment as if trying to fight it and then stood up suddenly and came around to face me, immediately lifting me backward onto his desk and pushing my legs apart. “You’re going to pay for that,” he mumbled as I reached to take off his jacket. “No,” he said firmly. “You don’t get that.”

Instead, he pushed my skirt up and reached to remove my underwear, pulling them down with a single motion and throwing them to the side. I let out a small moan and his hand shot up to my mouth. “Don’t fucking speak.”

I gave a nod and instead let his fingers wander into my mouth so I could suck on them gently. He lost it a little then as he pushed them past my tongue and down my throat. “Fuck,” he whispered as his eyes rolled into the back of his head.

“So you are still into me without an HR declaration?” I laughed.

“Fuck you,” he said firmly as his eyes snapped back open. He undid his belt and let his pants fall to his knees as he moved me to the edge of his desk. When he finally slammed inside of me I laid back, throwing my head up as my body shook beneath his. He bent over me, thrusting over and over again as the intensity built quickly between us. I grabbed his shoulders and pulled him deeper as we both came hard.

“I’m still pissed at you,” he grumbled while he was still inside of me.

But yes, we continued to hook up all summer and I have more fun stories.

Source: reddit.com/r/gonewildstories/comments/p6t2gz/when_i_was_an_intern_i_had_sex_with_my_boss_fm