Hugh Hefner’s Watchbox from Hell

Chapter Three from The Watch Whisperer of Redondo Beach


When I got home, I collapsed into a dream-heavy sleep—the kind you don’t choose but fall into like a trapdoor.

I dreamed I was back with the Watch Master, only this time we were in a cave—his new lair, apparently—where flickering monitors lined the stone walls like cursed flat-screens. Each displayed a parallel universe, a version of me shaped entirely by my watch collection.

One screen showed me with a massive, vulgar collection: gold bezels, diamond indices, stainless steel bracelets so chunky they could anchor a yacht. In that reality, I was obese. Bloated. A Las Vegas lounge lizard with a double chin, a sprayed-on tan, and a wig styled into a pompadour so high it had its own zip code. A gold-plated microphone dangled from my sweaty fingers as I crooned like Elvis, Tom Jones, and Michael Bolton—simultaneously. Around my neck: ropes of gold. On my wrist: a diamond-studded Rolex that practically screamed for an exorcism.

When I opened my mouth to speak, no words came out—just a guttural, distorted sound, like a demon gargling battery acid. I had abandoned my family. I lived in a velvet-curtained grotto that looked like Hefner’s afterlife man-cave. I wasn’t just a parody of myself. I was a possession.

That’s when I woke up—slick with sweat, lungs full of dread. But the nightmare wasn’t over. I could still feel him—it—the beast version of me, 300 pounds of ego and regret, pressing down on my mattress. The sag was real. I swear it. My bed bowed like I was hosting a sumo wrestler from the spirit world.

Later that night, I sat at the Watch Master’s kitchen table and told him the whole thing while he sipped from a chipped mug under the soft glow of moonlight. His gaunt face lit up with delight. He laughed—not cruelly, but knowingly.

“Textbook,” he said. “You’re a classic case. A fractured soul, split by overexposure to bezel lust. Watch addiction creates avatars. You’ve conjured a grotesque mirror of your worst impulses. The doppelgänger is real, and he’s hungry.”

“What do I do?” I asked, sounding more like a haunted child than a man who once justified paying four figures for a dive watch he never actually dove with.

The Master leaned back and cracked his neck like a man preparing to file a warranty claim on your soul. “You ever hear the saying, ‘You’ve got to go to hell before you get to heaven?’”

I nodded.

“Well,” he said, rising slowly, “That’s where you are. Right on schedule.”

“Can you be more specific?”

“Later. Right now, just hearing your dream has worn me out. It’s not just the nightmare—it’s you. Your whole aura is exhausting. You radiate crisis. Come back tomorrow, same time. We’ll discuss logistics.”

And just like that, he disappeared down a hallway, leaving me with my own haunted watch box, and the question of whether I was still awake—or just in a deeper layer of the dream.

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