1 Googly-Eyes Monkey
A monkey with enormous wobbly googly eyes is instantly silly. The oversized eyes do all the work. It is the perfect goofy starter.
Step 1 draw a simple monkey face. Step 2 draw two huge circle eyes bulging past the head outline. Step 3 add small off-center pupils looking different directions.
Point the two pupils slightly different ways for extra googly goofiness.
Don’t keep the eyes inside the head; bulging them out is sillier.
2 Cross-Eyed Monkey
A cross-eyed monkey looking at its own nose is classic silliness. The crossed pupils are a tiny change with a big laugh. It is quick and funny.
Pro tipPull both pupils right up against the nose for a proper cross-eyed look.
Step 1 draw the monkey face. Step 2 draw both pupils pulled in toward the nose. Step 3 add a wobbly tongue tip and a dazed little smile.
AvoidDon’t center the pupils; crossing them inward is the whole joke.
3 Floppy Tongue-Out Monkey
A monkey with a long tongue flopping out the side is delightfully daft. The floppy tongue sells the goof. It is a favorite silly face.
Pro tipCurl the tongue tip and let it droop for a floppier look.
Step 1 draw the monkey face with squinted happy eyes. Step 2 open the mouth wide. Step 3 draw a long tongue flopping out and drooping to one side.
AvoidDon’t draw a small neat tongue; a long floppy one is funnier.
4 Cheek-Puff Monkey
A monkey with cheeks puffed full of air is round and ridiculous. The ballooned cheeks are a fun shape. It looks about to burst.
Pro tipPush the puffed cheeks out beyond the head outline for a big balloon look.
Step 1 draw the monkey face. Step 2 balloon the cheeks out wide past the head. Step 3 add squeezed-shut eyes and a tiny held-breath mouth.
AvoidDon’t keep the mouth open; a tiny sealed mouth holds the air.
5 Upside-Down Hanging Monkey
A monkey hanging upside down by its tail with a big grin is peak monkey silliness. The flipped face is instantly funny. It shows off the tail.
Pro tipDraw the grin curving the opposite way since the face is flipped.
Step 1 draw a branch line at the top. Step 2 curl the tail over it and hang the monkey upside down. Step 3 flip the face so the grin curves down and the eyes sit low, arms dangling.
AvoidDon’t forget to flip the face; an upright face on a flipped body looks wrong.
6 Banana-on-Head Monkey
A monkey wearing a banana as a hat is gloriously pointless and fun. The balanced banana makes the gag. It is simple and silly.
Pro tipBalance the banana flat across the head like a little hat.
Step 1 draw a simple monkey. Step 2 balance a curved banana across the top of its head. Step 3 add a proud silly grin and eyes glancing up at it.
AvoidDon’t draw the banana held in a hand; on the head is the joke.
7 Wobbly Noodle-Limbs Monkey
A monkey with wet-noodle limbs flopping everywhere is loose and silly. The boneless arms and legs wobble with no structure. It is a fun exaggeration.
Step 1 draw the head and body. Step 2 draw the arms and legs as long wavy noodle lines with no joints. Step 3 let the hands and feet flop at odd angles.
Give the limbs a few soft waves so they look truly boneless.
Don’t draw straight or jointed limbs; wavy noodles are the point.
8 Face-Pulling Monkey
A monkey stretching its own face into a silly shape with its hands is classic mischief. The pulled cheeks and stuck-out tongue are peak goof. It is very funny.
Step 1 draw the monkey face. Step 2 hook a finger in each side of the mouth and pull it wide. Step 3 stick the tongue out and cross or bug the eyes.
Stretch the mouth wide and low where the fingers pull it.
Don’t keep the mouth normal; the stretched pull is the joke.
9 Undies-on-Head Monkey
A monkey with underpants on its head is peak playground silliness. The absurd hat gets a laugh every time. It is cheeky and simple.
Pro tipAdd polka dots or hearts to the undies for extra silliness.
Step 1 draw a simple monkey. Step 2 drape a pair of polka-dot underpants over its head like a hat. Step 3 add a proud, oblivious grin.
AvoidDon’t make it detailed; a simple undies shape reads best.
10 Sneezing Monkey
A monkey caught mid-sneeze with its head flung back is comic and lively. The big achoo pose is full of motion. It is a fun action gag.
Pro tipThrow the head and body back to load the sneeze.
Step 1 draw the monkey with its head thrown back. Step 2 scrunch the eyes shut and open a wide sneezing mouth. Step 3 add a little spray, motion lines, and a tissue in one hand.
AvoidDon’t keep it upright; the thrown-back pose sells the sneeze.
11 Raspberry-Blowing Monkey
A monkey blowing a raspberry is cheeky and rude in the best way. The tongue and spray lines make the sound visible. It is playful teasing.
Step 1 draw the monkey face. Step 2 stick the tongue out flat and low. Step 3 add little spray lines and dots and one squinted, teasing eye.
Add small spray marks around the tongue to show the raspberry sound.
Don’t draw a curled tongue; a flat low tongue blows the raspberry.
12 Hiccupping Monkey
A monkey jolting with a hiccup is a subtle, silly moment. The little jump and surprised face are charming. It is an unexpected gag.
Pro tipAdd short motion lines under the body to show the hiccup jolt.
Step 1 draw the monkey. Step 2 jolt the whole body up a little with motion lines under it. Step 3 add a surprised round mouth, wide eyes, and a small hic bubble.
AvoidDon’t draw it still; the little jolt is what reads as a hiccup.
13 Dizzy Spiral-Eyes Monkey
A monkey with spinning spiral eyes looking woozy is instantly funny. The spiral eyes are a cartoon shortcut for dizzy. It is a great goofy face.
Step 1 draw the monkey face tilting to one side. Step 2 draw spirals for both eyes. Step 3 add a wavy woozy mouth and little stars or birds circling the head.
Circle a few stars or tweeting birds around the head for extra dizziness.
Don’t draw normal eyes; the spirals are what read as dizzy.
14 Caught-in-the-Jar Monkey
A monkey caught with its hand stuck in a jar is a funny little scene. The guilty face tells the whole story. It is charming slapstick.
Step 1 draw a monkey beside a big jar. Step 2 stick one arm deep into the jar. Step 3 add a wide guilty grin, sweat drops, and eyes glancing sideways.
Add a couple of sweat drops to sell the caught-in-the-act guilt.
Don’t draw a confident face; the guilty look makes the gag.
15 Head-Scratching Confused Monkey
A monkey scratching its head in total confusion is relatable and silly. The baffled face and question marks say it all. It is an easy, funny pose.
Pro tipTilt the head and add question marks to show the confusion.
Step 1 draw the monkey standing. Step 2 raise one hand to scratch the top of the head. Step 3 add a puzzled mouth, one raised brow, and floating question marks.
AvoidDon’t draw a calm face; the baffled look is the joke.
16 Banana-Peel Slip Monkey
A monkey slipping on a banana peel is timeless slapstick. The off-balance flail is pure comedy. It is the ultimate monkey gag.
Pro tipThrow the arms up and legs forward for a proper off-balance flail.
Step 1 draw the body tilted back and off balance. Step 2 fling both arms up and shoot the legs forward. Step 3 put an open banana peel under one foot and add motion lines and a shocked face.
AvoidDon’t keep the pose balanced; the flailing tilt is the whole slip.
17 Huge-Yawn Monkey
A monkey with a yawn big enough to swallow its face is silly and sleepy at once. The oversized mouth is the gag. It is a fun exaggeration.
Pro tipMake the yawning mouth take up most of the face for comedy.
Step 1 draw the monkey head. Step 2 open the mouth into a huge oval filling most of the face. Step 3 squeeze the eyes shut, add a little tongue and tonsil, and stretch the arms up.
AvoidDon’t draw a small yawn; the giant mouth is the silliness.
18 Messy-Eater Monkey
A monkey with food smudged all over its face is gleefully messy. The splats and crumbs tell the story. It is a fun, relatable gag.
Step 1 draw a monkey holding a squished piece of fruit. Step 2 smear splats and crumbs around the mouth and cheeks. Step 3 add a blissful messy grin and closed happy eyes.
Scatter a few crumbs and splats around the mouth for a real mess.
Don’t keep the face clean; the mess is the whole point.
19 Peekaboo Monkey
A monkey covering its eyes to play peekaboo is sweet and silly. The hands over the face with a peeking gap are charming. It reads as playful.
Pro tipLeave a small gap in the fingers so one eye peeks out.
Step 1 draw the monkey face. Step 2 raise both hands over the eyes. Step 3 leave a little gap between the fingers with one eye peeking through and a big grin.
AvoidDon’t cover the eyes fully; the peeking gap makes it peekaboo.
20 Banana-Balance Monkey
A monkey balancing a banana on its nose like a circus seal is delightfully absurd. The careful balance pose is funny. It is a charming trick.
Pro tipTip the head back and add wobble lines so the balance looks tricky.
Step 1 draw the monkey with its head tipped back. Step 2 balance a banana upright on the nose tip. Step 3 add a focused, tongue-out concentrating face and wobble lines around the banana.
AvoidDon’t draw the head level; tipping it back sells the balance.
21 Tangled-in-Its-Tail Monkey
A monkey hopelessly tangled in its own tail is a great visual gag. The knotted tail wraps it up like string. It is silly and clever.
Pro tipLoop the tail over and under the limbs so it really looks tangled.
Step 1 draw the monkey. Step 2 loop the long tail around its arms, legs, and body in a tangle. Step 3 add a flustered face, sweat drops, and one arm poking out of the knot.
AvoidDon’t draw a neat tail; the messy knot is the joke.
22 Silly-Dance Monkey
A monkey doing a goofy, uncoordinated dance is joyful nonsense. The mismatched limbs make it silly, not smooth. It radiates fun.
Pro tipPoint the limbs at clashing angles so the dance looks uncoordinated.
Step 1 draw a wonky, off-kilter line of action. Step 2 stick one arm up and one leg out at clashing angles. Step 3 add a goofy grin, motion lines, and wiggly foot marks.
AvoidDon’t make the pose graceful; the awkward angles are the silliness.
23 Big-Nose Monkey
A monkey with a comically huge nose is a simple, funny exaggeration. The oversized nose dominates the face. It is goofy at a glance.
Step 1 draw the monkey head. Step 2 draw an enormous rounded nose taking up the middle of the face. Step 3 shrink the eyes and mouth so the nose looks even bigger.
Shrink the eyes and mouth so the giant nose looks even bigger.
Don’t balance the features; the oversized nose is the gag.
24 Fish-Face Monkey
A monkey making a puckered fish face is a classic goofy expression. The sucked-in cheeks and pouty lips are very silly. It always gets a laugh.
Step 1 draw the monkey face. Step 2 pinch the cheeks inward and pucker the mouth into a small O. Step 3 widen the eyes and add a couple of cheek lines.
Pinch the cheeks in and pucker the lips into a small O for the fish face.
Don’t draw puffed cheeks; sucking them in makes the fish face.
25 Hanging-Off-the-Page Monkey
A monkey dangling off the edge of the page itself is a clever, silly closer. Breaking the frame is a fun visual trick. It makes the drawing interactive.
Pro tipLet the body dangle below the line so it looks like it is really hanging on.
Step 1 draw a straight line near the bottom as the page edge. Step 2 hang a monkey off it by both hands, body dangling below. Step 3 add a strained grin and little effort lines on the arms.
AvoidDon’t draw the monkey standing on the line; hanging off it is the joke.































