What Midnight Pedaler Taught Me About My Painting Style

Sometimes the paintings that seem the most complicated aren’t actually the hardest ones to paint.

That’s something I didn’t really understand until I painted Midnight Pedaler.

When I decided to paint a skeleton riding a penny-farthing through a cornfield, I knew I was giving myself a challenge. There was a lot happening in a very small space: a skeleton, an old-fashioned bicycle, rows of dried corn, fence posts, a dirt path, a full moon, a top hat and a scarf, all on a 5 x 7 piece of watercolor paper.

It felt complicated. And honestly, I expected it to be difficult.

What surprised me was how much I enjoyed painting it.

Starting with the scene

I began with the background, building the dark sky, moon, cornfield, fence and path before adding the rider.

Early stage of Midnight Pedaler showing the painted moon, cornfield, fence and dirt path before the skeleton and bicycle were added.

The corn was one of the first clues that this kind of painting might actually suit me better than I thought. There are dozens of stalks in the finished piece, but none of them needed to be perfect. I could build them with loose strokes, different shades of brown, gold and cream, and let the layers create the impression of a field.

A crooked stalk didn’t ruin anything. An irregular brushstroke often made the field look more natural.

That’s very different from painting something simple that depends on clean edges, symmetry or exact proportions. I’ve painted much less complicated subjects that frustrated me far more because there was nowhere for an imperfect line to hide.

Complicated doesn’t always mean difficult

Once the background was established, I sketched in the skeleton and bicycle.

Midnight Pedaler in progress with the skeleton and penny-farthing sketched over the painted moonlit cornfield.

Looking at that stage now, it seems a little ridiculous that this was only a 5 x 7 painting.

But I didn’t have to paint all of it at once.

I worked through it in sections. The hat. The scarf. The skull. The rib cage. The bicycle frame. The wheels. I could concentrate on one small problem at a time instead of thinking about everything that still needed to happen.

And I didn’t need every part of the painting to have the same level of detail.

The skeleton and bicycle were the focal point, so that’s where I spent the most time. The cornfield could stay much looser. The path only needed enough variation and texture to suggest dirt and shadow. The dark sky could simply be dark.

Midnight Pedaler in progress as the skeleton, red scarf and penny-farthing are painted over the finished background.

That seems obvious when I write it out, but it was actually a useful realization for me.

I’ve sometimes gravitated toward simpler compositions because I’ve assumed they would be easier to paint. What I’m learning is that simple and easy aren’t necessarily the same thing.

An isolated object with crisp edges and precise proportions can be incredibly unforgiving. When there are only a few elements in a painting, every shape and every line carries more weight.

A scene like Midnight Pedaler gives me something different. I can suggest. I can layer. I can leave some areas loose and put more detail into others. Texture and imperfect brushstrokes can become part of the painting instead of something I need to correct.

Learning to work in layers

Midnight Pedaler also reinforced something I’ve been learning about gouache itself: I don’t have to finish an area the first time I paint it.

I’ve gotten much more comfortable putting down a base layer and letting it look unfinished. Once it’s completely dry, I can come back and add another layer for shadows, texture or highlights. Each layer can do one job instead of trying to get the color, value and detail exactly right in a single pass.

That has made a big difference in the way I paint.

Gouache can reactivate when it gets wet again, and I’ve learned that the more I fuss with an area, the more likely I am to start lifting and mixing the paint underneath. That’s usually when colors get muddy and something that was almost working suddenly isn’t.

I’m learning to make a deliberate stroke and leave it alone.

If it isn’t quite right, I don’t necessarily have to fix it right then. I can let it dry and come back to it later. Sometimes I even leave a layer overnight before working over it again.

And I’m also learning that I don’t always want to completely cover what came before. Bits of an earlier color showing through can create texture and variation that I wouldn’t get if every area were perfectly smooth and opaque.

I’m becoming more comfortable with imperfections that are simply part of something being painted by hand. The moon in Midnight Pedaler, for example, is definitely not a perfect circle. I could have kept working at it, trying to make the edges more precise, but I decided not to. It’s a hand-painted moon. It doesn’t need to be mathematically perfect.

I think those little imperfections matter, especially now, when we’re surrounded by digitally created and AI-generated images that can make everything perfectly smooth, symmetrical and polished. I don’t want my paintings to look computer generated. I want them to look like someone actually painted them. Sometimes an uneven edge, a visible brushstroke or a bit of texture is part of what makes a piece feel real.

With Midnight Pedaler, that approach worked particularly well. The cornfield didn’t need to be painted stalk by stalk to completion. I could build it through layers of darker browns, ochres and lighter marks. The skeleton could begin as broader light shapes and gain definition later. The bicycle could be constructed a piece at a time. Highlights and small details could wait until the underlying paint was dry.

Instead of asking myself, “How am I going to paint all of this?” I could just ask, “What does this layer need to do?”

That may be one of the most useful things gouache has taught me so far.

The finished painting

Finished Midnight Pedaler gouache painting of a skeleton in a top hat riding a penny-farthing through a moonlit cornfield.
Midnight Pedaler
SZN-012

Midnight Pedaler took me several days to finish, so I’m certainly not claiming that detailed paintings are suddenly quick or effortless.

But it changed the way I think about what is difficult.

I don’t necessarily need to avoid a painting because it has a lot going on. In fact, I’m realizing that atmospheric scenes with layers, texture and selective detail may be a particularly good fit for the way I naturally paint. I can break a complicated scene into smaller pieces, let each layer do its job, and put the most attention where I want the viewer to look.

I still love quieter compositions and plenty of negative space. I don’t think that’s going anywhere. But I’m also giving myself permission to try ideas I might previously have dismissed as too complicated.

Sometimes it’s easier for me to paint a whole cornfield, a skeleton and an antique bicycle than it is to paint one simple object perfectly.

And I’m okay with that.

Midnight Pedaler is a 5 x 7 original gouache painting and part of my Seasonal Collection. You can see it, along with my other seasonal artwork, here.

Why I Started a Literary-Inspired Art Collection

Books have always been a source of inspiration for me.

Like many readers, there are certain stories that stay with me long after I’ve finished the final page. Sometimes it’s a character. Sometimes it’s a setting. More often, it’s a feeling or a symbol that lingers in my mind for years.

Recently, I began exploring a new series of gouache paintings inspired by some of my favorite books.

As I started planning the collection, I found myself asking an important question: Should I paint the characters and scenes that everyone already recognizes, or should I focus on something more subtle?

I chose the second approach.

Rather than creating illustrations of famous literary moments, I wanted to create paintings that capture the mood, symbolism, and atmosphere of a story. My goal is not to retell the book through art, but to create a visual interpretation of what makes that story memorable.

My love of literature extends beyond my personal reading life. While attending the University of Georgia, I completed so many Comparative Literature courses that I was only two classes shy of earning a double major in Journalism and Comparative Literature. Some of my favorite classes explored children’s literature, symbolism, character development, conflict, theme, and perspective.

Those courses changed the way I read. They also changed the way I look at life. They taught me to look beyond plot and pay attention to the symbols, imagery, and themes that give stories their deeper meaning. Looking back, it’s not surprising that those same elements are what inspire me most as an artist.

The first piece in the collection was inspired by one of my favorite books, The Great Gatsby by F. Scott Fitzgerald.

If you’ve read the novel, you probably know the image that immediately came to mind: a tiny green light shining across the water.

That small green light becomes a powerful symbol throughout the story. It represents hope, longing, ambition, and the pursuit of something that always seems just out of reach. Instead of painting Gatsby, I painted the night sky, the water, distant shoreline lights, and that single green light reflected across the bay.

For me, that image captures the spirit of the novel more than a portrait ever could.

One of the things I love most about literature is that every reader brings their own experiences and interpretations to a story. I hope these paintings encourage people to do the same.

This collection is still in its early stages, but I already have plans for additional pieces inspired by some of my favorite classics, likely including The Picture of Dorian Gray, To Kill a Mockingbird, Of Mice and Men, In Cold Blood, The Yellow Wallpaper, Brave New World, and A Separate Peace, and more. Each painting will focus on the symbols, settings, and emotions that make those stories unforgettable.

While the collection is beginning with classic literature for adults, I also hope to eventually explore some of my favorite children’s books and young adult novels in future pieces. Stories such as The Little Prince, Peter Pan, Alice’s Adventures in Wonderland, Charlotte’s Web, Anne of Green Gables, Little Women, Where the Red Fern Grows, The Outsiders, and The Perks of Being a Wallflower have left a lasting impression on me and offer rich symbolism and imagery to draw from.

Just as with the classics, I won’t be focusing on illustrating characters or scenes. Instead, I hope to capture the objects, settings, and symbols that make these stories so memorable. My goal is to create paintings that evoke the feeling of a beloved book while leaving room for personal interpretation and nostalgia.

I look forward to sharing more as the collection grows.

Thank you for following along on this creative journey.

— Allie Jackson