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  • 8 Pieces That Helped Me Fall in Love With Calligraphy

    September 5, 2025

    by

    Lindsey Bugbee

    Beginner’s Calligraphy, Encouragement, Inspiration, Premium, Roundup

    Before I ever held a pointed pen, these pieces made me *want* to. Here are eight examples that gave me the motivation to start … and still spark creative energy in me today.

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    Floral calligraphy by Phyllis Macaluso
    I’ve continued to feel inspired by Phyllis Macaluso, who created these drop-dead gorgeous envelopes, for over a decade.

    In Lesson 1 of The Beginner’s Modern Calligraphy Online Course, I encourage you to seek out examples of calligraphy that spark your creativity. In that same spirit, I’m rewinding 10+ years to share the pieces that helped me fall in love with the pointed pen. These are some examples that made me think, “I have to learn how to do that”! Today, I’m highlighting eight pieces of early inspiration and explaining why they meant so much to me.

    1. Gold Calligraphy

    Gold calligraphy on envelopes
    Photo credit: Calligraphy by Hillary

    There were two main colors that piqued my interest in the pointed pen: white and gold. I couldn’t help but notice that, when paired with a dip pen, these two colors are dazzling and opaque. This is one of the gold calligraphy examples that crossed my radar in the early days, and I loved everything about it. The calligraphy is casual but skillful and the color scheme elegant. Envelopes like these sparked a passion for postage stamp collages, which is something I still love after all these years.

    2. White Calligraphy

    Kathy Milici Envelopes
    Photo credit: Kathy Milici

    By the time I stumbled upon these contrast-filled envelopes, I had (thankfully!) already figured out how to use white ink. The flourishes were what really made me swoon. I loved the idea of writing addresses that are camouflaged in a jungle of happy flourishes, and Kathy’s work introduced me to that concept. For better or worse, I’ve been flourishing envelopes ever since.

    3. Watercolor Florals + Calligraphy (Basically: Anything by Phyllis Macaluso)

    Photo credit: Phyllis Macaluso

    I first came across Phyllis’ work in 2014, and I still remember the feeling I had when I discovered her Instagram feed. It was a mix of, “More … more … I need to see more!” and “I have to stop scrolling RIGHT NOW and try making something like this.” In trying to choose images for today’s article, that feeling came back. I’m still just as inspired by Phyllis’ incredible creativity as I was over a decade ago.

    Heads up: Phyllis has been taking a well-deserved break from posting her work in order to spend time with her grandchildren. But, before she took that break, she wrote several incredible tutorials for TPK!

    4. Coffee Calligraphy

    Molly Suber Thorpe's coffee calligraphy
    Photo credit: Molly Suber Thorpe via The St. Martin’s Publishing Group

    I first noticed Molly Suber Thorpe’s Modern Calligraphy (affiliate link) in 2014. I was visiting my mom at her house in Kansas, and the book practically called to me from the coffee table. It was hard not to devour every page! Molly was one of the first to embrace pointed pen calligraphy as a tool for modern expression, and her book made calligraphy feel fresh and accessible. After reading Modern Calligraphy, I was inspired to try writing with watercolors, coffee, and gouache. It was through Molly that I found the Brause EF66 nib, which remains my favorite to this day.

    5. Delightfully Imperfect Letters

    Maybelle Imasa-Stukuls calligraphy
    Photo credit: Maybelle Imasa-Stukuls

    While I only recently discovered The Gift of Calligraphy, its author, Maybelle Imasa-Stukuls, has been on my list of inspirational artists for years. When I first saw Maybelle’s work, I was immediately enchanted by her signature style: expressive, organic, and full of personality. Her choppy, sometimes spindly strokes — along with her openness to ink bleeds and spatters — felt like a breath of fresh air. Instead of fussing over every mark, she embraces the spontaneity of the medium, which makes her work feel alive. For me, that was (and remains) a powerful reminder that calligraphy doesn’t have to be rigid to be eye-catching and delightful.

    6. Calligraphy in Illustrations

    eDanae Santa Fe Wedding Map
    Photo credit: eDanae

    I will always love everything about the wedding map you see above: the color scheme, the lettering, the illustrations, and the energy. Danae’s Santa Fe map is what piqued my interest in combining calligraphy and illustrations to make maps, and that’s a project I’ve loved ever since.

    7. Calligraphy + Block Letters

    Angelique Ink Calligraphy
    Photo credit: Angelique Ink

    The example above was a revelation to me as a beginner. It showed me that calligraphy doesn’t have to be complex to be compelling; just one graceful line of script can carry the entire piece. The playful bounce of the names, paired with clean block lettering for the address, strikes a good balance between whimsy and clarity. This calligraphy goes to show: you can keep things simple and still make something beautiful.

    8. Delicate Botanical Details

    Delicate pointed pen details
    Photo credit: Laura Gordon (the calligraphy is by House of Hannah)

    When you first set out to learn calligraphy, it’s hard not to laser-focus on the lettering aspect. Seeing examples of dainty pointed pen botanicals helped me to realize that calligraphy is much more than just alphabet characters! Photos like the one above planted that “think-beyond-the-letters” seed, and now I use the pointed pen to make everything from medallions to woodland creatures to people.


    Three Fantastic Resources for Artistic Inspiration | The Postman's Knock
    This is a spread from Modern Calligraphy by Molly Suber Thorpe.

    Now that you’ve seen what inspired me as a beginner (and, frankly, continues to inspire me), think about what kinds of calligraphy projects pull at you. Let yourself dream a little, and follow those threads. One of the best ways to spark inspiration is to collect examples that make you say, “Yes! I want to do that, too.” Keep them handy as you practice. And if you’re part of the TPK Premium Discord, don’t hesitate to share what you’re drawn to … examples include Pinterest boards, screenshots, or even calligraphers you admire.

    Thanks so much for reading and for supporting this special creative space,

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About the author

Hi, I’m Lindsey Bugbee, the illustrator, calligrapher, and author behind The Postman’s Knock (TPK). Since 2012, the TPK Blog has been a vibrant creative space filled with tutorials and lessons on modern calligraphy, hand lettering, and illustration. After publishing The Calligraphy Book, I wanted to elevate the quality of content even further—so I launched TPK Premium. You can join here to receive access to some of the internet’s best creative inspiration and project tutorials.

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A couple of days ago, I posted a clip from Lesson A couple of days ago, I posted a clip from Lesson 1 of the new Beginner’s Modern Calligraphy Online Course (seriously, join us — enrollment is a *steal* at $5/month, and you get complimentary tutorials [that happen to complement the course] — link in bio)! People seemed to like the story in that clip, so here’s another fun story from the same lesson. Sorry, I can’t confirm who the client was! That was a project with an NDA (Non-Disclosure Agreement). 🤐 Still: a very fun, very cool experience ... I’m grateful that calligraphy has given me cool adventures and connected me to such an amazing community. ✍️

#calligraphystory #moderncalligraphy #learncalligraphy #beginnercalligraphy #pointedpencalligraphy #calligraphy
Lesson 1 of TPK’s Beginner’s Modern Calligraph Lesson 1 of TPK’s Beginner’s Modern Calligraphy Online Course doesn’t actually start with the pointed pen! ✍️ Instead, we ease into it with faux calligraphy and then pencil calligraphy. Here’s a little preview of what the pencil calligraphy lesson looks like. ✏️

If you’ve been wanting to learn calligraphy, join us in this course. It is an absolute *steal* because it’s included with your TPK Premium membership ($5/month - cancel anytime). Once the course concludes in January, you can choose to purchase lifetime access to the videos; or just continue on with us to the next course. For more information, visit the link in my bio!

#learncalligraphy #pointedpencalligraphy #moderncalligraphy #pencilcalligraphy #blackwingpencil #pencilart #letteringart #handlettering #modernlettering #artisticletters #artisticlettering
I’m editing videos for the new Beginner’s Mode I’m editing videos for the new Beginner’s Modern Calligraphy Online Course (🎉 JOIN US! link in profile for enrollment info!!) — and wanted to share this story from Lesson 1. In that lesson, we’ll chat about how to develop your motivation (this story is part of me sharing mine); and we’ll ease into our pointed pen experience with faux calligraphy and pencil calligraphy. Step by step, you’ll develop skills that will serve you for a lifetime ... and surprise and delight those around you, just like my “rent check envelopes” did! ✉️

#mailart #moderncalligraphy #learncalligraphy #storytime #calligraphy #snailmail #snailmailrevolution
Some recipes aren’t just instructions — they’re memories on a page. 💛 I spent some time illustrating one of my favorites, and it turned into the sweetest (literally) keepsake. Calligraphy, watercolor, and a little patience bring the story of a dish to life.

If you’d like to try illustrating your favorite recipe, too, I shared the full process (with helpful printables) on the TPK Blog — link in bio. ✨

#illustratedrecipe #calligraphyart #watercolorillustration #creativeproject #keepsakeart #slowcreativity #handletteringlove #moderncalligraphy #calligraphyinspiration #watercolorart
As much as cooking is an art, illustrating a recip As much as cooking is an art, illustrating a recipe takes it one step further. ✨ In TPK’s latest tutorial (link in bio), I’ll show you how to create an illustrated chocolate lava cake recipe using watercolor. You’ll find helpful PDFs and step-by-step instructions so you can follow along — or use the layout to bring one of your own favorite dishes to life.

Frame it as keepsake art, or give it as a thoughtful handmade gift this holiday season. 🎁

#illustratedrecipe #watercolorart #calligraphycommunity #foodillustration #arttutorial #watercolortutorial #creativeprojects #handmadegifts #keepsakeart #thepostmansknock
✨ One of the most beloved assignments from Lesso ✨ One of the most beloved assignments from Lesson 5 of Hand Lettering 101 was this playful project: design an artistic alphabet where no two letters look the same.

The idea? JUST PLAY. 🎨 I used watercolor and a paintbrush, but many students grabbed markers, pens, or anything colorful on hand. The results were incredible — @adriennelovesletters gave it her own flair, Isabel C. made it three times, and Laura M. created a stunning version too. (You can peek at more inside the TPK Premium Discord!)

If you’re ready to try this project yourself, you’ll find the Hand Lettering 101 eCourse waiting in the TPK Catalog. Just head to the link in my bio to be taken to the TPK website. 💌

#handlettering #watercolorlettering #moderncalligraphy #letteringpractice #creativeplay #calligraphycommunity #artinspiration #calligraphyart #watercolorart #letterlove #tpkpremium #handlettering101
Had the best time writing the latest tutorial on t Had the best time writing the latest tutorial on the TPK Blog — “Drawing Lesson: Elegant Swallows” (🔗 link in bio). If you’ve never drawn birds before, swallows are an excellent place to start. Their shapes are simple once you break them down! ✍️ 

In the tutorial, you’ll find:

🪶 Step-by-step visual instructions for drawing swallows in four different movements
🪶 The “Hand-Drawn Swallows Cheat Sheet” PDF
🪶 A detailed tutorial for making the mail art shown here

On another note, I want to extend a huge THANK YOU to TPK Premium and Premium Plus members ... your support allows me to write cool detailed tutorials like this one. 🙏 You all are amazing, and I’m so proud of our community.

#mailart #snailmail #illustration #illustrationtutorial #drawingtutorial #drawinginstructions #birdart #swallowsart #calligraphy #moderncalligraphy #pointedpen
In June, I kicked off the Hand Lettering 101 eCour In June, I kicked off the Hand Lettering 101 eCourse with TPK Premium members, and wow — it’s been such a joy to watch the transformation.

Over six lessons, students went from that “where do I even start?” feeling to confidently creating their own alphabets, playing with flourishes, and putting together gorgeous compositions. I loved seeing those little lightbulb moments along the way.

Here’s the great news — you can still take the course.
When you sign up, you’ll get instant access to:
📚 All six lessons (9+ hours of video demonstrations + printable PDFs)
🖌 Fun, approachable projects that build your skills without feeling overwhelming
🎯 A “before and after” assignment that’s always such a satisfying reveal

If you’ve been wanting a gentle, step-by-step way to get started with hand lettering, this is it. You can DM me for the link, or search Hand Lettering 101 on the TPK site (link in profile).

#handlettering101 #handlettering #moderncalligraphy #letteringlove #calligraphycommunity #learntoletter #creativelettering #letteringcourse #onlineartclass #artpractice
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