Hello, Friends. It’s Friday again. My favorite day of the week.
Let’s jump right into it, shall we? Here’s where I started, another earnest and misbegotten effort to draw a lovely young thing.
You guessed. And you tried, I am certain. But none of you were correct.
Here were your attempts:
- Katy Perry, who wants you to come hither and remove the jellyfish from her hand
- Blake Lively
- Rumer Willis after a couple of absinthe drinks
- Kristen Stewart
- Scarlett Johansson
- Ooh! Is it Natalie Portman?! She actually looks like she might be pretty! Well done (even if it’s not Natalie Portman)!
- Kim Kardashian with a gimpy hand.
- Oh, God. Here we go again.
- Zoey Deschanel. (I have no idea who Zoey Deschanel is, but I figure my guess is as good as anyone’s.)
- Brooke Shields
- Lindsay Lohan
- Michelle Pfeiffer
- Evan Rachel Woods
- I’m less concerned with who this is than what she appears to be holding. Is that a penis?!?
- An enigmatic prostitute
- Emily Rose
- Madonna
- I’m completely blanking.
- def not pink but the other super blond singer pre-babies who admits to hunger strikes before she started pulling her hair back real tight like, but probably johannna scarlett (whatever) with the large breasts and lips. she’s a singer, too, ya know.
- Why do you suck at doing young women? Jenny McCarthy
Apparently, there are only so many men with conspicuous glasses, and apparently all such men have “John” in their names, because the guesses were pretty much evenly divided among Elton John, John Lennon, and John Denver.
A few modifications on the theme included:
- Elton John, accidentally genetically crossed with an orangutan
- I hate to even suggest this, but is it John Lennon? I mean, because, glasses…??? Unless it’s Evel Knievel, because, um, starry collar…???
- John Denver (in “Planet of the Apes”)
- Elton John? With a piranha mouth?
- Paul Simon
- Mike Meyers
- Paul Williams back in his Love Boat days.
- Linda Hunt
- That Asian writer
- Matthew Swanson
- the person who really wrote all the good songs, plays and books while everyone was in mexico, miami, india doing drugs & “free” sex 1963-1973
I am pleased to say that a handful of you were correct in identifying this fine fellow as John Denver.
Next up was my latest attempt at drawing a rugged leading man.
You seemed to get the general theme.
In the category of “close but not quite”:
- Tom Hanks
- Alec Baldwin
- Ronald Reagan
- Mickey Rourke
- David Hasselhof
- Bryan Cranston
- Kiefer Sutherland
- The cop from the Wire, looking adoringly at his gun, off-camera.
- Channing Tatum’s creepy meth-head older brother
- We know it’s not Anthony Weiner, but I really wanted to write his name and we don’t have anything better. ANTHONY WEINER.
- An old Greg Brady.
- Colin Feruson
- George W. Bush
- Still ernest, happy high school hero even though 27 years ago
- Ugh, I know this, I can see him in my head! WHAT IS YOUR NAME???? Ugh, I am just going to go with Mel Gibson, even though I know it’s wrong.

Last, but not least, my favorite drawing of the four. I feel like I captured something essential about this person. Let’s see if any of you agreed.

Here are the guesses that are either not quite right or not at all right.
- Can’t…think…hypnotized by…TEETH
- Jarod Leto
- Cassandra Peterson. Because, again, we have no better answers and we like the name Cassandra.
- Madame Tusssauds waxy version of Joan Cusack (you can see how they aren’t real people by the deadness of the eyes).
- Please tell me this isn’t Mila Kunis.
- She looks like Mel from Flight of the Conchords except for the stringy hair.
- Nancy Kerrigan
- Lindsay Sloane
- Bette Midler
- Sarah Jessica Parker
- CrazyLady ClownEyes
- Eliza Dushku
- Hilary Clinton
- First baby sitter who suggested you have a velamint and a drag of her Newport – at the same time
As much as I love some of the answers above, the only correct answer (as four of you surmised) is Chelsea Clinton. Can you see it? The cheek lines? The tall mouth? Can you see it? Sort of?
And now for the bonus question:
Which of these people do you think could take on Vladimir Putin and win? Why?
- 4 B/c she is wicked smaht!
- #4 could bite his head off; look at the size of those teeth. #1 could maybe tempt him with her feminine/jellyfish wiles, but I wouldn’t hold out hope.
- Chelsea Clinton because of her crafty parents!
- Clearly, Ms. Toothy Grin. Because she’s not drunk or high like the other ones.
- #2. i’m assuming you mean in a shot for shot vodka duel.
- Black Widow. Duh. I mean, she’s an ex-Russian spy so she knows his ways, but she’s now an all-American Kick-Ass Heroine.
- #4 It wouldn’t be a victory through force, but rather through hypnotism.
- Alec Baldwin would definitely win the war of batshit crazy.
- I think the last one with the crazy eyes because crazy always wins. Although, Putin. So…
- In Pictionary? Any of ’em.
- #2 – because YIKES!
- Just to be safe, they should all team up to take on the Shirtless Wonder, because that is a lot of crazy to defeat
- Bette; she has chutzpah.
- Linda Hunt, I feel like she packs a lot of power into a little package.
- Lady with a penis, obviously
- None, because Vlad always makes it so that he is the winner. He’ll just have them killed.
- Number #4 could gnaw his head off with her gopher teeth.
- Hilary Clinton
- Chelsea Clinton because she’s got great genes. And I think her husband is of Russian descent, and Chelsea is capable of anything.
- Matthew Awanson!!!!!!! keen intellect, stealth-agile musculature & martha-meets-macgyver skillz
I do love flattery. The final contestant is the hands-down winner. He/she has my love and gratitude. Until next week, at which point I’ll probably pass it along to somebody else.
Thanks, as always, fair guessers. It has been my pleasure.










Rather proud of myself. Batting .500 at Matthew Draws is every bit as impressive as doing it in MLB.
I haven’t gotten to read all of this cleverness yet, but I must say – you’ve done a perfect John Denver for the Simpsons reality!