I found this great picture of Rosie O’Donnell where she was talking or singing with her mouth wide open.  Seemed appropriate for a caricature.  It’s fun to draw a big ol’ mouth.  Or any big ol’ feature, really.

When I reposted this, I got to wondering where Rosie O’Donnell was these days.  Took a look at her Twitter feed and came away with these impressions:  Yay Tonys, yay daughters, boo Trump and guns.  Social media is a window into people’s lives, but it’s a tiny, tiny window.

 

 

 

Here’s a caricature of Steve Carrell as grumpy Michael Scott from The Office.  I hadn’t seen much of The Office when I drew this.  If I do it again I think I’ll commit to a more stern expression.  With the eyebrow raised he seems to have a little bit of dry wit, but wit isn’t Michael Scott’s strong suite.

This guy was  a drummer from Brazil, about six and a half feet tall.  I had more fun drawing his hair than anything.

Notice the squared-off fingers in the caricature.  If you’re going to draw foreshortened fingers (and toes, too), it’s easier if you’re able to just make them rectangles.  Common wisdom is to draw them as cylinders, but I find it easier to imagine them as blocky shapes, connected like a jacob’s ladder:

If you’re drawing hands from the side, it’s easier to think of them as scoops.  From the palm front, a square sunrise.  But for foreshortening, which is the hardest angle from which to draw four fingers and a thumb, breaking it up into little rectangles is the way to go.

It’s a Samuel L. Jackson caricature, drawn shortly after Revenge of the Sith came out.  We were all used to seeing bald Sam in a robe frowning at Jedis and speaking in a calm, measured tone.  This ain’t your Snakes on a Plane Samuel L.

If I remember right, this was when I was trying to work out how to use skim light and white space most effectively.  When done right, it can look pretty cool and three-dimensional, and it makes a big difference when drawing someone dark.  You can see at least two skin tones blended together on all the colored areas of his face, and skipping those to leave it white is a real time saver.  But when I was trying to figure it out, a lot of customers, mostly kids, would say: “Why’d you leave that part white?  You forgot to color it there!”  So this drawing, I think, was the first time I really left a lot of white space on a black man’s face and was happy with the result.  And no kids have complained about it either.

For some reason, Will Smith has always been difficult for me to draw.  He should be easy, with those ears, unique eyes, wide nose… but he’s not.  Caricatures are a mystery sometimes.

When we teach caricatures to new artists, we spend the most time on realistic proportions.  Every caricature artist should be able to draw someone accurately before they commit to exaggeration.  In my case, it’s a fallback.  This is an old drawing of Will Smith, but I still remember trying several times to capture the likeness, then just falling back to a more realistic sketch and exaggerating the ears.  So it’s still a caricature… but I’ve seen much more interesting versions from other artists online.  What I like best about this one it the negative shape of his shirt.

It’s the original Captain Kirk and Mr. Spock, William Shatner and Leonard Nimoy.  This caricature is from 2008 I think.  I found this great photo of a really young Shatner and a really young Nimoy:

I love the super old phaser in this photo.  Also, I just found out that “Phaser,” isn’t a word in Google’s dictionary.  Surprising!  Guess they don’t have that many nerds on staff.

The light in the photo wasn’t that exciting, so I made up my own.

I’ve said it before:  Drawing a caricature of Johnny Depp as Captain Jack Sparrow is almost like cheating.  He’s a character so covered in makeup and wigs and ornaments and hair that, even if you get the features in kind of the wrong places and exaggerate the wrong things, it still is going to look like Captain Jack Sparrow.  In fact, every time I see a Captain Jack impersonator posing for photos on the Strip, I think, “That’s a pretty good Captain Jack Impersonator.”  This caricature is from ’07.  Looking back, I don’t love the likeness of Johnny Depp.  But even so, it’s still unmistakably Jack Sparrow.

Orlando Bloom is another story.  Always had a hard time making fun of that guy’s face.  It shouldn’t be too difficult… wide face, small lips, sharp cheeks and jaw.  But apparently I’m not alone… an image search for “Orlando Bloom Caricature” turns up several efforts, not of which can be said to nail the likeness.  Hey, some people are just hard to draw.

Keira Knightley is also a challenge.  This is a pretty old caricature, but I don’t hate some of the things I tried with her.  I might try wider instead of taller next time, but I like her nose, chin, and underbite.

Found this caricature from 2007!  Paris Hilton was at the height of her popularity.  I wanted to capture how skinny and elegant she was.  I still like this drawing, but I’m not sure about the chest on this one.  I kind of want to redo it in an more Hirschfeld-esque style.

In 2006, the Jonas Brothers were getting really popular, and I was experimenting with caricatures.  Looking at this now, I wish I hadn’t used any Artstix and instead finished the whole drawing with an ink brush.  This image would be better in black and white, with no tones in between.

But, you can tell who it is, and when it comes to caricatures, anything different is good.  I’ve been at this for a long time.