Illustrator Mingjue Helen Chen imagines the appearance of several female comic characters, if their clothing was more street wear. The characters retain much of their original style and clothing, but receive touches and turns by the artist to get a more casual clothing/street wear look.
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Disney Princesses Styled as Game of Thrones Ladies
Disney Princesses habitually show a lot less skin than the ladies in Game of Thrones, but then the princesses don’t live in a world as cruel as Westeros. Illustrator Sam Tsui illustrated thirteen Disney characters and princesses as women from A Song of Ice and Fire. It’s just about a month before Game of Thrones returns to the television, and “The Wonderful World of Westeros” series is just about the meeting of odds and the cruel twists we expect from the series.

Humorous Illustrations by Nacho Diaz

Illustrator Nacho Diaz has a series of humorous and witty illustrations that are a treat to behold. Hit ahead to checkout some of the illustrations. You can get the illustrations as prints and T-shirts on RedBubble.

Disney Princesses Dressed & Illustrated as Fashion Models

Russian design student Sasha has illustrated Disney Princesses as fashion sketches that look ripe for the runway. Of course, turning the characters into conventional fashion illustrations changes the look, but the artist has made an excellent effort in keeping close to the original.

Witty Illustrations by Eduardo Sales

Artist and illustrator Eduardo Sales takes a shot at our obsession with modern technology, and a few other points of life with his series Cinismo Ilustrado (Cynicism Illustrated). The witty series sees simple illustrations accompanied by a bit of text to drive the point home.
Game of Thrones Illustrated In Feudal Japanese Style
Artist Sei-G has a set of prints set in feudal Japan, and representing the events from Game of Thrones. Illustrations have been done in the traditional Japanese woodblock style, and the characters have been given a bit of appearance change to fit into the narrative of the Japanese style. Prints available on RedBubble.

Animals Illustrated With a Touch of Human Personalities
Animals are human, well, they’re not but if you put them in clothes and have good finishing touches, they might as well be. Illustrations by artist Kim Nguyen put animals in human clothing, with expressions and style similar to humans.

Disney Princesses as Dudes
A series of illustrations by TT of Let There Be Doodles imagines what Disney Princesses would look like if they were male. The dude princesses/princes of Disney were inspired by another series named Gay Disney.

Animals From History
Animals play the famous personalities of history in this set of illustrations by artist Christina Hess. Walking the line of a previous set of illustrations by the artist, this set is currently finished in graphite in bristol. The artist intends to have them in color for her Animals From History book, and is currently looking for a publisher.
Humorous Conceptual Illustrations by NaBHaN
Oman based artist Nabhan Abdullatif (NaBHaN) has this series of very humorous conceptual illustrations. Several of them are also available as T-shirts.