It feels like this photo was snapped just moments before this jack-o’-lantern destroyed everything in the house.

All this man did was add gloves and a mask to his daily outfit and voilà, he’s terrifying. ae0fcc31ae342fd3a1346ebb1f342fcb Is anyone else getting Clockwork Orange vibes from the gentleman in the front on the right?

This photo, courtesy of the 1921 East Texas State Normal College yearbook, is eerily reminiscent of the final shot in The Shining. 

The longer you stare at this vintage photo, the more horrific it becomes.

Wearing a “sad old lady” costume to a children’s Halloween party is a bold choice in 1939. We understand why those little ones in the background look so uneasy!

This smug, big-headed dummy makes Chucky look like child’s play!

This 1918 photo is one part Wes Anderson film and one part fever dream.

This man’s poker face and refusal to break character make this 1950s snapshot deeply unsettling.

Once upon a Halloween, this gigantic man-faced scarecrow rolled down the streets of Anaheim, California—and he definitely gave kids nightmares.

This wrestler is giving The Undertaker some eerie competition.

Wacky makeup and a crazy ‘do make for a frightening fashion don’t!

Why does this jack-o’-lantern need so many human-looking teeth?!

Could these three be any creepier? We’re not even sure if the one in the middle is human!

How do you even go trick-or-treating in a costume without arm holes?

Jack-o’-lanterns were evidently all the rage at the University of Southern California in 1890.

The shadows, the skull, the smoking cauldron—this costume and photo may be spooky, but at least she nailed it!

This adult Halloween onesie sported by actress Mary Miles Minter in 1921 is, at the very least, a fashion faux pas.

This woman’s toothy grin and mask-covered eyes make her 1928 costume feel more sinister than silly.

This stereoscope is proof that even back in 1889, people enjoyed the thrill of a manufactured scare. And for more spooky entertainment, Here’s the Most Famous Ghost Story in Your State. To discover more amazing secrets about living your best life, click here to follow us on Instagram!

20 Vintage Photos of Halloween That Are Slightly Creepy   Best Life - 7320 Vintage Photos of Halloween That Are Slightly Creepy   Best Life - 24