Here’s the prize for Caption Contest 7, which was won by Ashton. It’s a drawing of his father’s friend, who’s very ill. I think it was extremely generous and thoughtful of Ashton to think of his dad this way, I really hope they liked it. It turns out that drawing trees in ink is very hard.

If you want to win your very own professional black and white illustration of whatever you like (within reason), make your entry for Caption Contest 9: The Poetic Pooch going on right now!

Come up withe the best, funniest dialog for this caption, and you’ll win your very own custom black and white illustration of whatever you like (within reason) from professional illustrator Jeff Hebert!

For instance:

Top Balloon: I used to hear dogs talking to me, but now they’re writing?!
Bottom Balloon: I’d say he’s the smartest dog I ever saw, only he’s too stupid to remember you can’t read. Pity.

The rules are: 1) No more than three entries per person; 2) Keep it appropriate for a broadcast TV sitcom (i.e. no swearing); 3) leave your entry in the comments to this post.

Good luck everyone!

The winner of Caption Contest 8 is … Coyote!

I always was a sucker for that scene in “Wrath of Khan.” Coyote has won a custom black and white illustration of his or her choice, drawn by yours truly. Thanks to everyone who entered; here are a couple of my favorite other entries:

First: The time is now…
Second: IMA CHARGIN’ MAH JACKHAMMAH!

I thought I was clicking on porn…
…but I got Rick-rolled!

Top Balloon: Just because I have this stinkin’ eyepatch, everyone thinks I’m a pirate: Captain Hook, Long John, Blackbead, Abraham Lincoln…
Bottom Balloon: MY NAME IS GREG!!!

If you want to win your very own professional custom illustration, keep an eye out for Caption Contest 9!

The HeroMachine Caption Contest 8 has now begun! If you come up with the funniest caption for this comic book panel, you’ll win a custom black and white drawing by professional (and startlingly bald) illustrator Jeff Hebert, creator of HeroMachine:

A sample entry might be:

Balloon1: Bosun, this periscope only has a RIGHT-eye socket, you idiot, I can’t use this!
Balloon2: I DRINK YOUR MILKSHAKE!!

Here are the rules:

1. Enter by leaving your caption in the comments to this post, and no more than three entries per person.
2. Clearly indicate what dialog goes in which balloon.
3. Keep it clean — anything that would fly on your average broadcast television sitcom is fine.

Good luck to everyone, it’s going to be hard to beat last week in terms of either quantity or quality!

The winner of Caption Contest 7 is … Ashton Jakobson’s not-so-jolly Green Giant!

I think what really sold this one was how much the guy over the green dude’s shoulder really does look like he’s taking a bite. Ashton will win a custom black and white illustration of his choice by yours truly. Many thanks to all of the entrants, it was an impressive showing. Some of the Honorable Mentions that made me laugh were:

1. “This isn’t like the Axe commercials at all!!”
2. Green Guy: Go to the Emerald City they said. See the wizard they said. Damn munchkins…
3. Barbarian repellent my keister!

Great work everyone!