40 Hilarious, Yet Terrifying Children’s’ Portrait Drawings That Are Anything But Flattering
I’ve been drawing since I was a little kid, and recently my mom sent me a stack of my old artwork from back then.
Apparently, I had a real talent for… deeply unsettling portraits of her. Big eyes, weird proportions, the kind of “loving” drawings that probably kept her up at night.
So yeah, I have a soft spot for kids’ portrait art that misses the mark in the funniest possible way.
These drawings are hilarious, a little terrifying, and completely unfiltered in that way only kids can manage.
They may not be flattering, but they’re honest, chaotic, and proof that every artist starts somewhere… usually with nightmare fuel.
1. My “Self-Portrait” When I Was 6… It’s Like Looking Into A Mirror
2. When I Was In Kindergarten They Told Us To Draw Our Mom. Needless To Say, She Was The Happiest Person On Earth The Second She Saw It
3. When Your Son Is Sitting There Very Quietly, It’s Usually Time To Worry
4. One Of My Friends Was Drinking At A Haunted Inn In Central NY And Met A Wiccan And A Self-Described Satyr And My Kid Drew Their Portrait
5. My Cousin’s First Drawing Of Her Mum, She’s 5
6. My Friend’s Daughter Had A School Assignment To “Write Once Sentence About A Family Member And Draw A Picture About It”
7. My Little Brother Made A Self-Portrait
8. My Daughter’s Terrifying Self-Portrait In Kindergarten
9. I Went To A Cafe This Morning And After Working For A Bit A Boy Came Over And Handed Me This And Said “I Drew You”
10. Most Kids Draw Dragons And Animals And Battles And Stuff, My Little Cousin Draws Danny DeVito And Dr Phil
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15. Portrait Of Mom
16. Seen On A Wall Of Self-Portraits Done By 4th Graders
17. This Is It. The Pinnacle Of My Existence. A Kid Drew Me And Gave It To Me And Probably The Sweetest Thing Forever
18. Me When I Was 7 And Told To Draw Myself In 20 Years
19. Drawing I Made When I Was 7 Or So. Was Trying To Be Nice To My Chain Smoking Grandfather By Gifting Him A Portrait Of Him
20. Spot-On Portrait Of Myself From One Of My Preschoolers
21. My (Almost) 3-Year-Old Told Me She Was Drawing A Pig… Then Said, “That Kinda Looks Like You.”
22. My Heart Just Melted Like Butter. My Kid Drew A Portrait Of Me
23. A Little Child Who Was Sitting Near Me At The Beach Came Over Very Politely To Offer Me This Portrait She’d Made
24. This Is A Chalk Portrait Of Me That A Neighbor Kid Drew Eight Years Ago
25. A 7-Year-Old Told Me She’d Draw My Portrait. Look At This Stunner
26. A Friend’s Kid Drew This Not-So-Flattering Portrait Of Me
27. 4 -Year-Old Did A Portrait Of Me. I Think She Nailed It Personally
28. Snow Day So Kid #4 Had Me Sit For A Portrait At Her Art Easel
29. A Kid At Today’s Pull-Over Prevention Drew A Portrait Of Me
30. My 6-Year-Old Drew A Portrait Of Me, And Maybe I Need To Be More Joyful
31. This Portrait A Kid Drew Of Me Is Actually Great And Maybe Also Slightly Indicative Of Current Mental State
32. Portrait Of Me
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37. My Daughter’s Birthday Card To Me, Her Dad, Says “Mom” On It And Features A Picture Of My Wife And Her
38. She Said This Was Mommy
39. She Tried To Draw Me, She’s 10
40. I Told My 7-Year-Old Niece To Draw Me Something Because I’ll Get It Tattooed And She Drew This. That’s Me In The Drawing Too, With My Red Hair
