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I thought I may take the day off just reusing the caricature of Miley Cyrus I sketched out a few years ago, while testing some new sketching pencils, but upon looking at it again, it wasn’t much of a rendering, so I ended up doing another one digitally.

Final day of Caricature Resolution 2020: Miley Cyrus caricature

The penultimate day of drawing a caricature a day for the month of January is today, and the subject is actor Bill Skarsgård, son of actor Stellen Skarsgård. Famous for his role as Pennywise the dancing clown in the remake of “IT”, his real face seemed even more menacing in […]

Bill Skarsgård caricature

Day 29 for Caricature Resolution 2020 calls for drawing Judy Garland’s kid, Liza Minnelli. There are so many good caricature possibilities from photos of her in her youth and Cabaret heyday, but I want to try to keep all the subjects depicted as current as possible, so I went with […]

Day 29 CR2020: Liza Minnelli

Day 28 of Caricature Resolution 2020 is here, and the prompt list says to draw the son of Martin Sheen, and brother of Emilio Estevez: Carlos Estevez! Also known as Charlie Sheen. I had not done a lazy, black and white pencil caricature yet this year, so I decided to […]

Charlie Sheen caricature

Day 27 brings another celebrity offspring celebrity subject to the month-long caricature challenge: Parks and Recreation and The Office actor Rashida Jones, who is the daughter of Mod Squad and Twin Peaks actress, Peggy Lipton and music legend, Quincy Jones. Another more realism-based art technique applied to some amount of […]

Rashida Jones caricature CR2020

Rufus Wainwright, the singer-songwriter-composer who is the son of folk singers Kate McGarrigle and Loudon Wainwright III is the day 26 assigned celebrity for this year’s January drawing challenge. I chose a younger version to draw, going by this album cover. I first sent it to my Instagram account, with a more overcast […]

Caricature Resolution 2020, Day 26

The famous offspring celebrity caricature challenge for January continues for day 25, giving the subject as daughter of Ozzy and Sharon Osbourne, Kelly Osbourne. For this one, I kept getting a glimpse of the Disney villain from The Little Mermaid, Ursula, the sea witch, but with her hair color and […]

Kelly Osbourne/Disney Mashup

The 24th day of the month-long caricature-a-day challenge lands on the son of actor James Brolin, namely former Goonie, and current Thanos and Cable, Josh Brolin. Trying to go simple and geometric again, I tried to fit the entirety of his features into this pencil eraser-shaped type of block construction. […]

Josh Brolin caricature CR2020

The Day 23 subject for caricature in this month-long list of celebrity offspring celebrities is this actress who is the daughter of late actor, Jeffrey Lewis, Juliette Lewis. I went with a simpler style today, trying to ape the deceptively-simple, yet effectively recognizable style of another caricature artist whose work […]

Juliette Lewis caricature

The calendar for the January caricature-a-day drawing challenge lists day 22 as “Miguel Ferrer.” This actor is the offspring of actor José Ferrer and singer Rosemary Clooney, making him the first cousin of actor George Clooney. I went back to a more realistic style of painting with hopefully enough exaggeration […]

Miguel Ferrer caricature CR2020

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