The Scary Smiling Man

This story was sent by Trevor.

About five years ago I live downtown in the major city in the US I’ve always been a night person so I would often find myself bored after my roommate who was decidedly not a night person went to sleep to pass the time I used to go for long walks and spend the time thinking I spent four years like that walking alone at night and never once had a reason to feel afraid I always used to joke with my roommates that even the drug dealers in the city were polite but all that changed in just a few minutes of one evening it was a Wednesday somewhere between 1:00 and 2:00 in the morning and I was walking near police patrolled park quite a ways from my apartment it was a quiet night even for a weeknight with very little traffic and almost no one on foot the park as it was most nights was completely empty I went down a short side street in order to loop back down my apartment when I first noticed him at the far end of the street on my side was the silhouette of a man dancing it was a strange dance similar to a waltz but he finished each box with a nod forward stride I guess you could say Hughes dance walking headed straight for me deciding he was probably drunk I stepped as close as I could to the road to give him the majority of the sidewalk to pass me the closer he got the more I realized how gracefully he was moving he was very tall and lanky and wearing an old suit he danced closer still until I could make out his face his eyes were open wide and wild head tilted back slightly looking off at the sky his mouth was formed in a painfully wide cartoon of a smile between the eyes and the smile I decided to cross the street before he danced any closer I took my eyes off of him to cross the empty street as I reached the other side I glanced back and then stopped dead in my tracks he had stopped dancing and was standing with one foot in the street perfectly parallel to me he was facing me but still looking skyward smiles still wide on his lips I was completely and utterly unnerved by this I started walking again but kept my eyes on the man he didn’t move once I had put about half a block between us I turned away from him for a moment to watch the sidewalk in front of me the street and sidewalk ahead of me were completely empty still unnerved I looked back to where he had been standing to find him God for the briefest of moments I felt relieved until I noticed him he had crossed the street and was now slightly crouched down I couldn’t tell for sure due to the distance and the shadows but I was certain he was facing me I have looked away from him from no more than ten seconds so it was clear that he had moved fast I was so shocked and I stood there for some time staring at him and then he started moving toward me again he took giant exaggerated tiptoed steps as if he were a cartoon character sneaking up on someone except he was moving very very quickly I’d like to say at this point that I ran away or pulled out my pepper spray or cellphone or anything at all but I didn’t I just stood there completely frozen as the smiling man crept toward me and then he stopped again about a car length away from me still smiling a smile still looking to the sky when I finally found my voice I blurted out the first thing that came to mind what I meant to ask was what the fuck do you want in an angry commanding tone what came out was a whimper what the fuck regardless of whether or not humans can smell fear they can certainly hear it I heard it in my own voice that only made me more afraid but he didn’t react to it at all he just stood there smiling and then after what felt like forever he turned around very slowly and started dance walking away just like that not wanting to turn my back to him again I just watched him go until he was far enough away to almost be out of sight and then I realized something he wasn’t moving away anymore nor was he dancing I watched in horror as the distant shape of him got bigger and bigger he was coming back my way he was coming back my way and this time he was running I ran to I ran until I was off the side road and back onto a better lit Road with sparse traffic looking behind me then he was nowhere to be found the rest of my way home I kept glancing over my shoulder always expecting to see his stupid smile but he was never there I lived in that city for six months after that and I never went out for another walk there was something about his face that always haunted me he didn’t look drunk he didn’t look high he looked completely and utterly insane and that’s a very very scary thing to see.

The Scary Smiling Man

Most Popular

To Top