This idea for this drawing was inspired by the way soldiers in the past would post pin-ups onto their lockers or bring them along during combat as morale boosters.
I wanted to focus on the playful but wholesome side of pin-ups. I decided to design a pin-up girl for a modern guy — maybe depicting that special girl next door who shares his interest in stuff like Lord of the Rings, and whose laugh can turn bad days around. I drew an image he might keep in mind to get him through particularly rough days.
I kept the rendering and colors relatively simple because this is meant to go on a shirt. I got the idea to draw it because of the pin-up design challenge on Threadless.
While working on this, I was listening to "You Always Make Me Smile" by Kyle Andrews [link]
It's a catchy, upbeat, happy song that kept me going even when I nearly tossed this illustration completely.I like your messy hair
I like the clothes you wear
I like the way you sing, and when you dance with me
Ready set, here we go
I don't know why, I love you
I just know I can't stop thinking of you
Oh, wait (Oh oh oh oh oh)
It's 'cause you make me smile
(Oh oh oh oh oh)
You always make me smile