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Illustrated Nightmares

The Pilots of Last Halloween

The Pilots of Last Halloween

Sep 21, 2026



Lately my mum got into contact with her old pen pal from when she was in primary school. Her pen pale lives in Germany and told her a story about her nephew who works as a delivery boy. Last Halloween he finished work early and was on his way home when he spotted two women by the side of the road, they looked lost, they were also dressed as pilots. Thinking they were on their way to a Halloween party, he stopped and asked if they'd like a lift, they just gleaded at him blankly, he then asked them were they wanted to go, with this they looked at their phones, waving impatiently for the signal to connect. After a while they showed him their phones, he looked and noticed that they had given him directions to a hotel in Cologne, which he knew well, so he let them in his car.

As they traveled, the women said nothing. They were dressed as pilots, complete with caps, and oversized trench coats. Hans, (the nephew), felt slightly uncomfortable, but didn't know why, there was a chill in the car, even though the heater was on.

After about 30 minutes, they got to the hotel, the women just got out without thanking him, feeling upset and frustrated that he had helped them and they didn't thank him, he began to drive home, then he noticed the caps and tench coats. He drove back to the hotel and handed them to the receptionist at the front.

The next day, the hotel called, saying that two men would like to speak to him. He headed back to the hotel were the men hand him back the caps and coats, the women were standing behind them crying. The men turned sadly to Hans, 'These belonged to our daughters, they were pilots. They were both killed in a plane crash last week, not far from here'. Hans looked at them in confusion, 'But, their right there, behind you', he explained, but the women had gone.
pjmock1
VKM Illustrations

Creator

Thank you so much for reading! This story is actually based on a real encounter passed down to me—my mum recently got back in touch with her primary school pen pal from Germany, who shared this chilling experience about her nephew. The illustration above was created specifically to bring this eerie night to life.

#ghosts #Halloween #pilots #planecrash #roadtrip #twistending #spooky #UrbanLegend

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The Pilots of Last Halloween

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