Draw A Stranger

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.


Spotted in Chelsea (The proportions are not exaggerated!)

Art by: jkroik

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

By: Evan Thomas
25 Votes

By: Aruna
5 Votes

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.

By: Lilia
11 Votes

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.

By: MJ
30 Votes

By: Pooja
9 Votes

a guitar player waiting in front of the liquor store

By: Joey Gao
41 Votes

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.

By: lia grey
15 Votes

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

By: Maria Bălan
25 Votes

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.

By: Andrea Armstrong
25 Votes

Cafe regular

By: Jonathan plotkin
24 Votes

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 ..

By: Lotta
39 Votes

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

By: Mark Newman
14 Votes

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!

By: Swarna Dey
5 Votes

A doodle done on my train commute into London.

By: Ian Bangs
35 Votes

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

By: Jethro Wilson
11 Votes

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!

By: Sanna Pyykkö
3 Votes

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,

By: Melissa Hentges
17 Votes

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

By: rex riley
5 Votes

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.

By: Paul Lambermont
30 Votes

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.

By: Emanuela Agrini
27 Votes

By: Lise Goossens
22 Votes

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.

By: Maria Theresa Termulo
19 Votes

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

By: Joshua Gambetta
23 Votes

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

By: Dennis Lackey
5 Votes

By: gillian toothill
14 Votes

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.

By: Lee greenaway
14 Votes

Washington Square. New York City.

By: David Young
49 Votes

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.

By: Angeline Yang
15 Votes

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

By: Eli Neugeboren
48 Votes


  1. Sorry that this uploaded sideways. I hope you will turn your head as I can't fix it from here!

  2. Hi

  3. Hi

  4. so many good ones! :)

  5. Great work everyone! It's so much fun reading the descriptions behind each drawing. Thanks so much for participating.

  6. @MKeith No worries. We corrected the rotation for you :)

  7. Wish so badly I'd made an entry, but these doodles totally inspire me to make one for myself any way! Great job, everybody! :)

  8. How do you vote?

  9. @jahina Just click the "star" or "asterisk" below each submission.

  10. @okat Ah! Great, thanks. So we can vote for more than one?

  11. @jahina Sure thing. Just mark your faves.

  12. I love them

  13. @okat Thank you!!!!!

  14. Fantastic! Its an art to draw quickly and a subject that will move at any moment. Well done to all!

  15. What a joy to be part of this group. What a joy to see such wonderful perceptions.

  16. I'm so excited that I won!! Thanks guys for voting for me! :D

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