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Learn to draw realistic, expressive portraits in just 35+ video lessons for a total of 4 hours of guided lessons.
Learn to draw realistic, expressive portraits in just 35+ video lessons for a total of 4 hours of guided lessons.
 
START LEARNING TODAY

You know that feeling when you scroll past a portrait sketch on Instagram and just stop? You stare at it a little too long, then think "man, I wish I could draw like that."

Honestly, same. Almost everyone hits that wall the moment they actually pick up a pencil and try to draw a face. You start second guessing the proportions, the eyes come out weird, and the whole thing just doesn't look right. It happens to basically everyone who's ever tried.

But here's what I've learned: drawing isn't some gift you're either born with or not. It's a skill, like anything else. Once someone shows you the process, it just clicks.

So if you've been stuck not knowing where to even start, this is exactly what got me moving. Step by step, breaking portraits into simple stages so you always know what to do next. Learning how to actually see a face, sketch it, and build it up with real confidence.

That "I wish I could sketch like them" thought? This is the moment that starts to change.

Ever looked at stunning art on social media and thought, 'I wish I could sketch like them'?

You’re not alone. Most people struggle the moment they try to draw a face: overthinking proportions, and ending up with something that… doesn’t look right.

But drawing is not just a talent; it’s a skill you can learn.

And once you understand the process, everything starts to make sense.

If you don’t know where to start, this course will guide you step by step, breaking portrait sketching into simple, clear stages you can follow.

You’ll learn how to see, sketch, and build faces with confidence.

So if you’ve ever thought, “I wish I could sketch like them”…
This is where you start.

Turn Admiration into Creation

I used to spend days on one portrait. Then it was 20 hours. Then 10, then 4, now just minutes. I got there by learning from others, drawing constantly, and slowly trading raw technique for real judgment. I want to show you exactly how.

The kind of sketches you've always loved aren't out of reach. You just haven't been shown the process yet. Once you are, it stops feeling like magic.

Let's get into it. ✏️

JOIN THE COURSE NOW

Hi, I'm Jeff

I'm the guy behind @PlayingWithPencil. A few years ago, on a flight to Tokyo, I sketched a flight attendant just to make her day a little brighter. That small moment ended up going viral, reaching millions of people, and it taught me something I still think about: little gestures really do matter.

Since then I've been sketching strangers wherever I end up. Cafés, the MRT, random street corners. Just trying to capture people's expressions and personalities. Every sketch turns into its own little story, its own little moment of connection with someone.

Now I want to hand you the same techniques, tips, and mindset that let me sketch confidently anywhere, so you can start creating portraits that feel expressive, personal, and alive too.

BY THE END, YOU WILL BE ABLE TO

Build Faces from Scratch, no Guessing

Construct heads and place features where they actually belong.

Nail the Details

Draw eyes, nose, mouth, and hair so they look right and actually work together as a face.

Use Light & Shadow to Bring Depth

Shade your portraits so they feel three dimensional and real, not flat.

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More Than 500 Students Already Joined the Course!

Here Is What They Say:

“What I love most is how simple Jeff makes everything feel. Instead of getting overwhelmed by every little detail, I’ve learned how to focus on the shapes, features, and expressions that actually make someone recognizable. I’m sketching much more freely now and actually enjoying portraits instead of constantly second-guessing myself.”

COURSE STUDENT 1

"I used to struggle so much with getting the proportions right. My portraits would always look a little ‘off,’ even when I couldn’t figure out why. This course helped me understand what to actually look for when sketching a face. Now I feel much more confident starting a portrait, and my drawings finally look like the person I’m trying to capture.”
 

COURSE STUDENT 2

“I honestly thought being able to sketch a recognizable portrait quickly was something that came from years of talent and practice. Seeing Jeff break down his process step by step completely changed that for me. I’m still practicing, but I can already see a huge difference in my proportions, shading, and confidence with every portrait I draw.”


COURSE STUDENT 3

IN MY COURSE YOU WILL LEARN

 

The course has 7 modules, about 4 hours total, with exercises built into every lesson so you're not just watching, you're actually doing. Pause it, rewind it, go at your own pace. It's for anyone, teens or adults, and it moves from the basics up to a more intermediate level, so it's best taken in order.

Practice is what makes it stick.

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COURSE MODULES

WHAT'S INCLUDED IN THE COURSE

Fundamentals & Materials

We go over the tools and basic techniques together first. Before jumping into anything new, it helps to actually know how to use what's in your hand.

Practical Exercises

Theory only gets you so far. What actually makes you an artist is practice, lots of it. You'll get plenty of exercises to work through, plus a few tricks that'll make your drawings feel like they're truly yours.

Lifetime Access

Once you're in, you're in for good. Come back whenever you want, however long it takes. No deadline, even five minutes a day works.

Flexibility

Watch on any device, anywhere, as many times as you need. Couch at home or a quick lesson on the train, doesn't matter.

A Community of Artists

You'll be joining people on the same path as you. People to swap ideas with, ask questions, and just be around others who love this as much as you do.

My Support

You're never doing this alone. Message me anytime and I'll get back to you with feedback. Drawing can feel intimidating sometimes, and it's completely normal to doubt yourself. I'll be right there with you, step by step.

Unlock all the benefits...

GET STARTED NOW

BONUS:

Extra content that you will get for free with the course

Full Portraits: Real-Time Sketching

Follow complete portrait sketches from start to finish and see how each stage comes together, step by step, in real time.

 VALUE: SGD 67 FREE

Drawing Material Recommendations

Discover the pencils, sketchbooks, and drawing tools I recommend to make your practice smoother, simpler, and more enjoyable.

 VALUE: FREE

Portrait Workbook: Facial Features

Practice eyes, noses, lips, and facial structure with guided exercises designed to strengthen your portrait drawing skills and confidence.

 VALUE: SGD 37 FREE

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TWO OPTIONS TO ACHIEVE YOUR ARTISTIC GOALS:

SPECIAL SGD 70 WEBINAR ATTENDEES DISCOUNT

Start drawing portraits with me today!


Here you can find two options that only differ in how you want to pay! The first option is a one-time payment, and the second is a monthly option with three payments.

The price displayed below is in SGD, but you can pay with ANY currency.

 Let's master sketching people together! ✏️

One-Time Payment

SGD 257
SGD 187

SPECIAL WEBINAR ATTENDEES DISCOUNT

  • 4 hours of content
  • 35+ video lessons 
  • 7 modules
  • 13 artwork exercises
  • Private online community
  • Certificate of Completion
  • 14-day money-back guarantee
  • Bonus 1: Full Portraits, Real-Time Sketching (SGD 67 FREE)
  • Bonus 2: Personal Drawing Material Recommendations (FREE)
  • Bonus 3: Practice Workbook: Facial Features (SGD 37 FREE)

Total Value: SGD 361

Special Price: SGD 187 

START NOW

Three Monthly Payments

SGD 87
SGD 77

SPECIAL WEBINAR ATTENDEES DISCOUNT

  • 4 hours of content
  • 35+ video lessons 
  • 7 modules
  • 13 artwork exercises
  • Private online community
  • Certificate of Completion
  • 14-day money-back guarantee
  • Bonus 1: Full Portraits, Real-Time Sketching (SGD 67 FREE)
  • Bonus 2: Personal Drawing Material Recommendations (FREE)
  • Bonus 3: Practice Workbook: Facial Features (SGD 37 FREE)

Total Value: SGD 361

Special Price: SGD 77/M

START NOW

My Promise To You

If this course isn't clicking for you, you've got 14 days for a full refund, as long as you're under 40% through it. No hoops to jump through. I just want everyone who joins to actually be glad they did. Try it out, there's zero risk on your end.

Frequently Asked Questions

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