Intern Faced with a Huge Problem to solve

NSFWwork [coworker, office, business travel]

I'm a college student, a summer intern at a small marketing firm in Texas. My boss (divorced) is the kind of guy who keeps everything professional and low-key. Always in button-downs, speaks softly, never talks about his personal life. No photos on his desk, no mentions of dating, no office gossip about him at all. Everyone just assumed he was private or boring.

I stayed late a lot  wanted to learn, get noticed, maybe turn the internship into something full-time. One Friday we were the last two people finishing a client deck that had to go out by midnight. Pizza arrived, we cracked open a couple beers from the fridge to unwind (office rule: one drink max if you're staying late). We were both tired but in a good mood  project was solid, we were joking about how the client was going to love it.

Conversation drifted. He asked about college, dating, what guys my age were like. I laughed and said “they're all talk, no follow-through.” He smiled  small, knowing  and said quietly, “A lot of guys are like that.”

Something in his tone made me look at him differently. He noticed. The room felt smaller. He leaned back in his chair, loosened his tie a little, asked if I was seeing anyone. I shook my head. “Not really. Too busy.”

He nodded, took a slow sip of beer. “Same here. It's… complicated.”

I don't know what possessed me, but I asked, “Complicated how?”

He looked at me for a long second. Then stood up, walked to the door, closed it softly (didn't lock it  just shut it so no one walking past would overhear). Came back, sat on the edge of his desk facing me. “I don't usually talk about this. But since you asked…”

He unbuckled his belt slowly  not dramatic, just matter-of-fact. Zipped down, reached in, pulled himself out.

I actually stopped breathing for a second.

Even soft it was big  long, thick, heavy, hanging low. Uncut, smooth, veins already visible. He gave it a couple slow strokes and it started growing  fast. By the time it was fully hard it was easily 9 inches, probably 9.5, and thick enough that my fingers wouldn't have met around it. The head flared wide, shiny with a bead of precum. Balls low and full.

I just stared. Mouth dry. Thighs clenched under my skirt.

He watched my face, calm but attentive. “That's why it's complicated. Most women see it and either freak out or want it too much. I've had both. Neither works long-term.”

I swallowed. “It's… really big.”

He gave a small laugh. “Yeah. Understatement.”

I stood up. Walked closer. Reached out, hesitated, then wrapped my hand around it. Couldn't close my fingers. Stroked slow  up, down, feeling every vein, the weight. He groaned quietly, head tipping back a little. I dropped to my knees on the carpet. Licked the head  salty, warm. Took him in my mouth  jaw stretched immediately. Only the first few inches fit comfortably. I sucked messy, spit dripping, hands stroking the base and balls. He moaned low, hand resting lightly in my hair.

After a minute he pulled me up gently. Kissed me  deep, slow, tasting himself on my tongue. Turned me around, bent me over his desk. Flipped my skirt up, slid my panties down my thighs. Fingers teased me  found me soaked. “Fuck… you're dripping.”

He rubbed the head along my slit. Pushed in slow. The stretch was intense  burning, full, almost overwhelming. I gasped with every inch. He went careful  paused halfway, let me breathe. “Still okay?” I nodded, pushed back. He kept going until he was buried  balls against me, so full I could feel him everywhere.

He started thrusting  long, deep strokes that made me moan into my arm. Desk creaked, papers slid. He reached around, rubbed my clit fast. I came hard  shaking, pussy clenching around him, soaking his cock. He kept going, fucked me through it, pace steady and deep.

Pulled out, turned me around, stroked fast over my face. “Open.”

I did  tongue out. Thick ropes hit my cheeks, lips, chin  warm, heavy, a lot. One spurt landed on my tongue; I swallowed it, looked up at him panting, tie still perfect.

He cleaned me up with tissues from his desk, kissed my forehead softly. “You okay?”

I nodded, still dazed. “Yeah. More than okay.”

We talked after  sitting on his desk, half-dressed. He said he'd been avoiding anything serious because of the size  women either obsessed or ghosted. I told him I wanted more. He smiled. “Then stay late again next Friday.”

We've been sneaking around the office ever since  late nights, locked conference rooms, his desk, even the supply closet once. He always makes me cum first, always finishes on my face or tits (says he loves seeing me marked). I'm still sore after every time, but I can't get enough.

He's still my boss. Still quiet in meetings. Still professional. But now I know his biggest secret  and it's mine too.

 

Posted Feb 23, 2026, 6:05 AM UTC

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