I think these portraits by Heather Buchanan of Heatherfuture is mighty fun! Apart from cute illustrated characters, she also sells original paintings like the last one, titled Martha which has a lot more character. Don’t believe me? Here’s part of her description:
Martha could have spent her entire youth roller skating. She’s a little too old for it now, but will occasionally wear a pair of white knee socks with two navy stripes at the top under her work clothes. This is the same pair of socks she wore the day she met a dashing young man on the path by the river.
I love stories like these!