I recently started a new blog (Dandy Vintage Ads) and I designed the icon and masthead using a 1949 Jantzen ad, which you can see in better detail at the blog. I loved the artwork but wanted something in color.
I got a lot of practice colorizing in photshop when I built my website. One of the things that inspired me for the site (aside from the unsubtle nod to Edward Gorey) was when our instructor said, "Don't use cliche things--like, if you're a writer, don't use a pencil or pen for your logo." And I decided that I'd use as many of these cliches as possible and put a dark twist on them. A typewriter falling on a cat, a mouse trapped in a prison made of pencils and an unseen writer who, rather than using a single feather as a quill, writes with an entire bird. But let's be honest. I'm not a great illustrator, and when it all came together, the result was just plain whimsical. Here's an example:
The top layer is the illustration.

Then the color goes on the layer below.

And together, we get this.

Same basic idea with the illustrated Jantzen ad.

The bubbles go on their own layer because they need more opacity.

In full color.

And complete with the background.


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