Mad Like Alyce

Nightmare Before Christmas Character Wine Glasses

Whether serving wine or Fog Juice Punch, these glasses make great party glasses and decor. The list of characters you do is completely up to you! I chose to just do four and stuck to some of the main characters, Jack, Sally, Oogie Boogie, and the Mayor. That said, you can do Sandy Claws, Lock, Shock & Barrel, The Clown with the Tearaway face, the creature that came from the lake, the vampires, the list goes on and on! Even if you don’t feel like you are the most artistic person, these characters all have distinguishing features that make them quickly identifiable, especially as a group.

Nightmare Before Christmas Character Wine Glasses

glasses feature

What you will need:

  • Clear Wine Glasses
  • Acrylic Paint (Gloss, if possible)
  • Paintbrushes
  • Clear Spray Paint
  • Colored Spray Paint (optional)


Jack Skellington

Colors Used: White, Black

1. This is one where I used white spray paint since I had it on hand and I wanted the entire glass to have a white base. When using spray paint, place the glass on braces (spare 2×4 boards or really anything stable, you could use wooden pencils too) to keep it off your painting surface. This allows you evenly coat your glass without part of it getting stuck to your dropcloth or painting surface.

jack glass 1

2. Allow to dry according to paint instructions. If painting with acrylic paint, no braces needed, instead just evenly paint the glass. I painted them upside down over my hand so I could paint the whole exterior of the glass in one go.

3. Once the paint is dry, you can use a fine-tipped brush and paint on jack’s face! I did a few coats of the black, just to make sure it was nice and solid, allowing paint to dry in between each application.

4. Give glass a final coat of the gloss spray to protect the paint and ensure they are nice and shiny.



Colors Used: Teal, Red, White, Black, Orange

1. First, I painted the solid blue for her face on half of the glass, then painted the red for her hair on the other half. Once it dried, I applied the scars and facial details afterwards, adding the dress on the base of the glass and curving the hairline in over the face.

2. For the nose, I mixed a small amount of black with the blue for a darker blue and drew on her nose. For the pink half of her dress, I mixed some white and red.

3. Coat with clear spray paint to protect the paint on the glass.

mayor glad


Colors Used: Orange, Grey, Yellow, Blue, White, Black, Red

1. In my version, I thought the step of the glass would be perfect for his hat, so I decided to do him upside down. You can certainly do him right side up, I would just modify the look so that there was a “mayor” badge on the base of the stem, keeping the stem black as is. I would then just add a ring of black around the rim.

2. I started by painting half of the glass orange, and the other half grey, only painting the glass. Then paint the stem black.

Happy Mayor

3. Once your colors have dried, I went through and added the black part of his eyebrows, eyes, and nose. Next, paint the white in the shape of his exaggerated smile and let dry.

4. Fill in the left eye (facing the glass, as shown in picture) with blue, and outline the eyebrows with yellow, and the outside of the swirl for his right eye. Make a yellow pupil at the bottom of the blue left eye.

5. Outline the white smile in red, then draw in the teeth in black with a fine-tipped brush.

mayor sad

Sad Mayor

6. Draw on his eyes in yellow and the frown in white and allow to dry. In this picture, the light washes out the left eye, but it is the same color and size as the one on the right.

7. Outline the mouth in green, and use black to draw a zig-zag line for the teeth. Add pupils in black, and draw a circle around each eye with a worry accent in each.

8. In the picture I was referencing, he also had a bit of an outline in black around his mouth, but i didn’t like how it turned out, so I almost completely hid it on my glass. If I did it again, I would simply not add this detail.

9. Coat with clear spray paint to protect the paint on the glass.


Oogie Boogie

Colors Used: Green, Black. Option 2: Yellow, Black

1. Paint the glass a solid green, and allow to completely dry.

2. Using a fine brush, paint the facial details in on black.

3. Coat with clear spray paint to protect the paint on the glass.

Another Option: You could paint a large yellow circle on the front of the glass and do Oogie as a shadow on the moon in the “This is Halloween” intro scene.

oogie moon

Finally, once the final coat of paint has dried, gently wash with warm water and soap. Do not scrub.

Fill up your cup with Fog Juice Party Punch! Bottoms Up!


Hi! I'm Alyce.
Spooky friends unite! Join me as I take my home from 1990 to "Halloween Chic," share spooky. home decor and outfit inspo, create my favorite cosplays and play with SFX halloween makeup.

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