Previous
Next
logo logo
logo logo
  • Discover Art
    • Trending
    • Most Recent
    • Most Faves
    • Most Views
    • Curated Galleries
  • Drawing Challenges
    • See All Challenges
  • Drawing Prompts
  • Artists
    • Most Popular
    • Most Recent
    • Available For Hire
    • Artist Spotlight
  • More
    • Marketplace
    • Art Discussions
    • Resources
    • News + Blog
Login Sign Up
Drawing Challenge

Draw A Stranger

People-watching. It's one of those things that everyone does, but not everyone wants to admit. For our latest showcase challenge, we're going to put those observational skills to the test by prompting you to draw a total stranger in a public place. Any human that crosses your path will do - a stranger in a coffee shop, a sleeper on the train, or that lady who walks past your house everyday with like, four shih tzu's. Simply pick a person, grab a pencil, and do your thing! As always, the more details the better (city, time, place, etc.) and if you're feeling particularly adventurous, dare we suggest introducing yourself to this person with your masterpiece in hand.

VIEW SUBMISSIONS
Draw A Stranger
Sponsor
Doodlers Anonymous

Subscribe to our award-winning newsletter to receive art inspiration straight to your mailbox weekly!

Drawing Challenge Winner(s)

Jenny Kroik Jenny Kroik

Jenny Kroik

Spotted in Chelsea (The proportions are not exaggerated!)

Drawing Challenge Submissions

Dennis Lackey Dennis Lackey
Enlarge
Dennis Lackey

This doodled Dood was sitting across from me in Trident Cafe in Boulder, CO. My partner and I are spending a week visiting family in town and decided to take a morning off from scorching hot hiking to just hang out and drink coffee. I had just finished "After Death" by Scott Snyder and Jeff Lemire and was inspired by Lemire's lines and water colors, so I tried to see this doodle through that lens. I finished him off with a few of the pens that my partner got me for my B-day; I like to think he would fit in among Snyder and Lemire's post-death world in some apocalyptic cafe.

  • 5
Sanna Pyykkö Sanna Pyykkö
Enlarge
Sanna Pyykkö

Teurastamo is a nice area in Helsinki Kalasatama (also metro station name) filled with urban city culture, street food, bars and many happenings. Teurastamo means Buthcer and the area has formerly – from year 1933 – served as department of slaughterhouses. From year 2012 the area has offered a hang around place for the citizens. In summertime there is free happenings with live music. It is a real summer living room and backyard. There is a possibility to grill your own food, repair a bike and sauna for rent. Just to mention few things. This little fellow was seen in a starter happening of summer season. Hanging with his parents around the barrels. A true summer boy with his wild curly hair and bright coloured clothes. It starts to feel like summer, right!

  • 4
lia grey lia grey
Enlarge
lia grey

A pretty teen getting her pic taken in the park, she had a cute dress on and I just glammed her up back in the studio...hand-drawn - pencil and gouache.

  • 16
Paul Lambermont Paul Lambermont
Enlarge
Paul Lambermont

I ride buses and trains everyday. Because I have a low threshold of boredom, I draw strangers everyday. Sometimes, several strangers end up on the same page. I always start drawing with pens, add to the drawing with Caran D'Ache water soluble crayons, then sometimes, watercolor and gouache. And yes, I carry those things in the back pack with me.

  • 30
Jethro Wilson Jethro Wilson
Enlarge
Jethro Wilson

Taking time to read: doodle of a lady sitting opposite reading on the train. Anecdote: I sneezed and she said 'bless you'.

  • 11
Swarna Dey Swarna Dey
Enlarge
Swarna Dey

A stranger I fall in love with! Well, we were strangers when we first met! It’s a story about a stranger who became a part of my life, or should I say became the reason of my existence? In one wintry morning I came across a boy in our library. Although the nature was pale & insipid but mine became radiant & endearing! I felt something in my heart for him; I didn't know if it was love or not, but it was something that I became attached to! The colors represent my indelible memory seeing him! This is my special tale with that unknown person who went on to redefine my life!

  • 5
Jonathan plotkin Jonathan plotkin
Enlarge
Jonathan plotkin

Cafe regular

  • 24
rex riley rex riley Plus Member
Enlarge
rex riley

i brought my sketchbook to weightlifting competition my daughter was competing in. i did a quick sketch of this guy bench pressing. My daughter dead lift 280 lbs. im very proud

  • 5
Pooja Pooja
Enlarge
Pooja

  • 9
gillian gillian
Enlarge
gillian

  • 14
Maria Theresa Termulo Maria Theresa Termulo
Enlarge
Maria Theresa Termulo

Sketching while having tea. I sketched her because I love her blouse and I'm a bit fascinated at how she keeps looking at her phone.

  • 19
Lilia Lilia
Enlarge
Lilia

This is a young girl who I saw in the hotel where I work at on Thursday evening (22.06). She is a random tourist. I've made the sketch in pencil first and then i redid it in Photoshop.

  • 11
Andrea Armstrong Andrea Armstrong
Enlarge
Andrea Armstrong

I kinda wanted to meet this fellow, so I showed him the sketch after I finished. He gave me his name, but darn it, I forgot what it is. I'll have to go back to the cafe and hopefully run into him again.

  • 25
Evan Thomas Evan Thomas
Enlarge
Evan Thomas

Taryn. Not exactly a stranger, in fact she later told me she was actually in a stinky mood. Still rivers run deep, I suppose.

  • 25
Ian Bangs Ian Bangs
Enlarge
Ian Bangs

A doodle done on my train commute into London.

  • 35
Maria Bălan Maria Bălan
Enlarge
Maria Bălan

page from a sketchbook dedicated to strangers that live on the streets

  • 25
Mark Newman Mark Newman
Enlarge
Mark Newman

I sat behind this guy in France for 45 minutes and he never knew I was drawing him.

  • 14
Angeline Yang Angeline Yang
Enlarge
Angeline Yang

I was having yummy sourdough toast and coffee. I had my sketchbook with me. I was prompted to start sketching. I tried not to stare too hard. Hope the girl at the counter didn't find me too weird.

  • 16
Lee greenaway Lee greenaway
Enlarge
Lee greenaway

brick lane in london is a favourite spot to grab a whiskey coke and capture the unknowing hipsters flying by. Great bagels too. ;) tend to pick up one or two colours that stand out to me and leave the rest colourless...this guy had pretty awsome hair.

  • 14
Lotta Lotta
Enlarge
Lotta

As I take a train to work every day, I always get fascinated by a diversity of people that come together for a brief moment of a train ride. Everyone is going to his/her own destination, but we are all riding the same train, metaphorically speaking ..

  • 39
Eli Neugeboren Eli Neugeboren
Enlarge
Eli Neugeboren

I drew a bunch of strangers while at jury duty last week at the Kings County Supreme Court in Brooklyn.

  • 48
Aruna Aruna
Enlarge
Aruna

  • 5
Joey Gao Joey Gao
Enlarge
Joey Gao

a guitar player waiting in front of the liquor store

  • 41
Melissa Hentges Melissa Hentges Plus Member
Enlarge
Melissa Hentges

This was on a train in Italy. I was afraid to look this person in the face, so drew all around him, everywhere but. I know that he knew I was drawing him..when we reached our station, I showed him as we got off. He said, "At least I'm not ugly!"

  • 17
Lise Goossens Lise Goossens
Enlarge
Lise Goossens

  • 22
Emanuela Agrini Emanuela Agrini
Enlarge
Emanuela Agrini

Quick sketch of a woman sleeping on the train in Genova, Italia. I was back home for some time and I went around the city sketching strangers...'cause that's what you do, isn't it? :D Anyway, the woman knew I was sketching her, just it seems she didn't care at all. Loved her shirt.

  • 27
MJ MJ
Enlarge
MJ

As an urban sketcher, I carry a sketchbook and pen with me all the time and often find myself drawing strangers in the subway. Choosing someone who will sit still long enough to capture a nice image is an art in itself. The sketches don't always turn out great, but I lucked out with this one : he was fully absorbed reading his book.

  • 31
Joshua Gambetta Joshua Gambetta
Enlarge
Joshua Gambetta

Drawn on the patio of the Purple Fiddle in Thomas, WV.

  • 23

Frequently Asked Questions

I have the most votes, am I the winner?

Not necessarily. As stated in our guidelines, the public voting from the community helps bring the most popular art submissions to the top. Once the public voting is over, the editorial team at Doodle Addicts (along with the sponsor), will then vote internally from the top group of submissions.

I made a mistake, how do I fix or replace my entry?

You can delete and resubmit your entry anytime before the submission deadline. Just click on the “Replace Image” button below your submission (on the challenge page) to delete your original submission and replace it with your new one.

Am I allowed to have my fans, friends and/or family vote?

Yes, of course. We definitely encourage you to spread the word on your participation in this fun drawing challenge.

There are so many good ones! Can I vote for more than one?

Yes! You can mark one, two, five or all of them as your favorite.

What do you do about cheaters?

Any fake votes we catch will be removed. Let’s keep this fun everyone, the prize is just the cherry on top.

Still have questions?

Make sure to read the guidelines and the terms and conditions, most questions are answered there. If something is still not clear, feel free to email us and we’ll try to help.

Doodle Addicts

Navigate
  • Discover Art
  • Drawing Challenges
  • Weekly Drawing Prompts
  • Artist Directory
  • Art Marketplace
  • Resources
Other
  • News + Blog
  • About Us
  • Contact Us
Newsletter
© 2025 Doodle Addicts™ — All Rights Reserved Terms & Conditions / Privacy Policy / Community Guidelines
Add Doodle Addicts to your home screen to not miss an update!
Add to Home Screen