10 Difficult Evil Pumpkin Printables

10 printable difficult evil pumpkin printables — ready to download, trace, and light up the porch.

1. Barred Eyes and Serrated Grin
This wicked traditional face stacks barred triangle eyes with heavy slanted brows above a huge serrated grin, then flanks the mouth with rows of small wedge and diamond accents across both cheeks. Everything is cut through, and the eye bars are thin strips of shell left inside each triangle. Cut on both sides of each eye bar before removing the surrounding pieces, and save the tiny cheek diamonds for last.
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2. Angular Mask and Eight Slits
This menacing bony mask glares through huge slanted eye sockets, flares a split skeletal nose, and bares a wall of long vertical teeth framed by curved fangs at each corner, with angular temple slashes radiating from the sides. The sockets, nostrils, tooth gaps, and slash marks are all cut through, leaving thin ribs of skin as the teeth. Hard-level advice: carve the eight narrow tooth slits with a fine blade and leave the outer fangs until the very end.
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3. Wrinkled Eyes and Uneven Teeth
A mischievous scowling face with arched eyebrows over round glaring eyes, small wrinkle slits fanning from each eye's outer corner, diamond accents dotting the cheeks, and a sweeping smile packed with uneven square teeth. Every cut pierces through, so light streams from all the details at once. A hard carve where the wrinkle slits are the fussy part; cut those hairline slivers with a detail saw before opening the large eye holes beside them.
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4. Leering Eyes and Crooked Nose
Slanted leering eyes with attached round pupils glare above a crooked off-center nose and a jagged sneer packed with pointed fangs, while scattered diamond scars glint across both cheeks. The eyes, nose, mouth, and diamonds are pierced with pupils and fang points left as shell. The hard part is the web of narrow fangs; cut each tooth gap from tip to base and never twist the blade mid-cut.
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5. Double Wrinkles and Fang Grin
Deeply wrinkled brows curl over narrowed eyes with rooted pupil tabs, a flared nose snarls in the middle, and a wide fanged grin full of jagged teeth completes this genuinely sinister face, flanked by small diamond cutouts at each temple. Everything is pierced through, and the layered brow wrinkles are why it rates hard. Cut the thin wrinkle slits with a fine-detail saw before the larger eye and mouth openings weaken the surrounding wall.
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6. Clenched Eighteen Window Grin
Furrowed slash brows press down on angry eyes with squared pupil tabs, over a flat nose, cheek slits, and a wide clenched mouth divided into a grid of glowing tooth windows. Every window is pierced through, and the lattice of rind strips between them is the hard part. Cut the small mouth openings one at a time, alternating sides, so the grid never carries stress from a half finished row.
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7. Heavy Brows and Stitched Smile
Sharp slanted eyes glare from under heavy brows above a narrow triangle nose and a long menacing grin lined with thin vertical teeth. The eyes, nose, and mouth are cut through, and the row of skinny tooth bridges is what earns the hard rating. Cut the mouth outline first, then remove the gaps between teeth one at a time so the fragile strips never take sideways pressure.
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8. Narrow Eyes and Barbed Smile
A sinister jack-o'-lantern face with hooked, narrowed eyes, a small heart-shaped nose, and an enormous crescent smile lined with dozens of needle-thin barbed teeth. The eyes, nose, and grin are cut through, and the tiny spikes along the smile are what push this into hard territory. Carve the long crescent first, then nick each barb outward from the opening with a fine blade so the delicate points do not tear.
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9. Double Zigzag Flame Face
Jagged flame-shaped eyes glare above a huge zigzag grin packed with two rows of interlocking pointed teeth. Every eye, brow flick, and tooth gap is pierced clean through, leaving thin orange spikes of rind that read as fangs when the candle is lit. Those narrow tooth points are fragile, so cut them last, work from the tips inward, and support each spike with your free hand as you finish.
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10. Snarling Split-Mouth Face
This snarling jack-o'-lantern glares through slanted, angry eyes above a flared triangular nose and a huge split mouth bristling with long fangs and jagged lower teeth. The eyes, nose, and mouth are all cut through, while thin skin bridges hold each fang in place against the glow. Rated hard because of those narrow tooth bridges; carve the fangs last with a fine saw and leave extra width until the final pass.
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