100 Days of School Shirt Idea: Bugging My Teacher for 100 Days! (2024)

This 100 Days of School shirt idea is just *crawling* with coolness!

Show off how your kiddo “bugs” his/her teacher in this simple and fun project!

100 Days of School Shirt Idea: Bugging My Teacher for 100 Days!

My oldest son is in Kindergarten this year, and that means lots of fun school year projects for us.

We’ve already updated his annual back-to-school shirt, donned a Vocabulary Parade costume, whipped up a gravity-defying Easter hat, and created a Love Train Valentine box, so this was right up our alley.

His class is marking their 100th Day of School this week, and his teacher sent a letter home asking that each student join the celebration by doing one of the following:

• Dress up as their future 100-year-old self
• Create a sign with 100 things
• Wear a shirt with 100 things

Rowan and I thought the shirt idea sounded fun, and since he’s all boy, bugs were the name of the game!

I think he was really just excited about the extra bugs that didn’t make the shirt that he and his brother get to play with now…

Regardless, his “Bugging My Teacher for 100 Days” shirt turned out amazing, and here’s how I made it in no time!

Other 100 Days of School Shirt Ideas

UPDATE: My youngest son is now in kindergarten and just celebrated his 100th Day of School.

We decided to incorporate him *into* the shirt design itself, and his “Clowning Around” for 100 Days of School shirt turned out sooooo cute!

It was also super simple and inexpensive to throw together.

Back in October, Brayden was also asked to create a shirt to celebrate 50 days of school, and he rocked this ‘Make no MISnake’ 50th Day of School shirt!

100 Days of School Shirt Supplies

Here’s what I used to make this bugtastic 100 Days of School shirt:

• Black sweatshirt
• 100 plastic bugs
• Hot glue gun & sticks
• Silhouette Cameo
• Heat transfer vinyl (HTV)
  • Apple green
  • Lime green
  • Orange
  • Light blue
  • White
• Craft tweezers
• Cricut EasyPress
• Cricut EasyPress mat
• Sheet of multi-use paper

“Bugging My Teacher for 100 Days” Mockup

Since I’d be cutting out the text in various colors of HTV with my beloved Silhouette Cameo, I first created my mockup in Silhouette Studio.

Cutting Out the “Bugging My Teacher for 100 Days” Design

Once the “Bugging My Teacher” design was ready, each of the pieces of HTV were cut out, one at a time.

Applying the HTV “Bugging My Teacher for 100 Days” Design

After weeding and trimming the HTV cuts, it was time to apply them to the front of the sweatshirt.

For all of my other projects using my Silhouette and HTV, I’ve always used my regular clothes iron for application.

However, I recently snagged a Cricut EasyPress and mat and tried it out on this project for the first time and OH MY GOODNESS!!!

Where has this been all my crafting life?!?!

This EasyPress makes applying HTV soooo quick and easy, and all the colors went on PERFECTLY.

I am truly in love with this little fella…and I guess that means I can finally ditch my iron since lord knows I never use that for clothes either (that’s why God made driers).

Friends, forget your clothes iron and don’t fork out dough for a pricey and bulky heat press.

Just get this puppy (they now have the EasyPress 2 out in three sizes (small, medium, and large) and it’s pink!).

You can thank me later.

After checking out Cricut’s reference guide for EasyPress settings, I adjusted the temperature and timer for Cotton/Poly blends and positioned the HTV pieces on the sweatshirt (except for the white ‘100 Days’ piece).

Once the EasyPress was warmed up, I applied the HTV in no time.

All the pieces stuck like GLUE.

The first time.

No repeated passes of an iron.

No pushing with all of my body weight.

No unevenness.

No peeling up.

It. Was. AMAZING!

And so darn fast.

After that first application, I then layered the final white piece and placed a sheet of multi-use paper overtop all of the HTV (since I was layering and didn’t want to melt everything I’d just applied).

Then I used my EasyPress one more time.

Adding the Plastic Bugs

Now that the HTV was applied (did I mention that I love that EasyPress??), it was on to the bugs.

I admit that I am not a fan of arthropods (especially the eight-legged variety), so pouring all of the toy creepy crawlers out of the bag and then having to pick them up, one by one, did freak me out a little.

Even though they’re plastic, they’re still yuck. ¯\_(ツ)_/¯

But that’s what I’m willing to do for my boy.

Such bravery, I know. ;)

To add the bugs to the sweatshirt, I just dabbed a tiny bit of hot glue onto the bellies of each one, then placed them all over the shirt: front, back, and around both sleeves.

Rowan’s Finished 100 Days of School Shirt!

And here’s how Rowan looks rocking his buggy 100 Days of School shirt!

I love how the HTV and bugs are so bright and really POP off the black sweatshirt.

Plus, this project was so quick and easy to make.

We both think it’s just the coolest and he is SO excited to show it to all of his classmates and teachers.

Mom win!

If You Enjoyed This…

Make sure you check out my other crafty creations, tutorials, and freebies like these fun school year ideas!

Thanks so much for stopping by!