How To Dress Like a 100 Year Old Man #100DaysofSchool

100 Days Smarter!! Check out our easy simple tips onHow To Dress Like a 100 Year Old Man. We LOVE how this transformation of my 1st grader into a 100 year old man turned out. Kyle was SUPER excited about his new look with wrinkles, glasses, and vest. Isn’t he cute?? And truly we did all this in just minutes – it was so easy! Is your school celebrating the 100 Days??? If so, and you need to transform the kidlets, check out our tips on How To Dress Like a 100 Year Old Man for your boys and our tips on how to draw wrinkles.

How to dress like a 100 year old man for the 100 Days of School

We’ve also got lots of other great posts for 100 Days of School inspiration. Check out our 25 Best 100 Days of School Project ideas list for inspiration as you scramble to create an easy to do 100 Days of School project too!

And if you want an adorable old lady wig – check these options out! Aren’t they both super cute??? Under $20 too and ships fast!

These fun granny wigs fit teachers or the kiddos to help age everyone by 50-90 years 🙂 

Take a peek at these easy to put together old lady wig costumes here.

How To Dress Like a 100 Year Old Man

Kyle’s wrinkles were the coolest and honestly they made him look utterly EXHAUSTED!  He really looked his age. We kept asking him if he was tired and Kenzie thought he was making dirty faces at her since the wrinkles kind of gave him a permanent scowl. Too funny!

How To Dress Like a 100 Year Old Man for 100 Days of School Celebrations

Here’s a few ideas to get you started on transforming your little elementary student into a 100 year old senior citizen.

1. Gray Hair 

This can be a really easy transformation. We used baby powder and hair spray to give the hair a grayish tint. Then we styled Kyle with a nice little combover!


Glasses, a fancy pen, pocket watch, old fashioned cap, a cane or walker if you have one available to use. Even a wooden walking stick would look great!

3. Draw on Wrinkles 

We’ve got step by step tips and photos on how to get the perfect wrinkles below!!! I swear it is surprisingly super easy to create wrinkles and this will age your child quickly! An eyeliner pencil works great. Or even a Crayola washable black or gray marker.

4. Clothing Inspiration

Sweater Vest, Bow Tie, Suit Jacket/Blazer, Dress Coat, Vest Suspenders or wear a robe & slippers!

5. Add facial hair like a mustache or beard.


How to Draw on Wrinkles to Look like a 100 Year Old Man

Totally easy. Just use an eyeliner pencil to draw in wrinkles. Any color like grey, brown, or black works. I used black because that is what we had. If you don’t have eyeliner, using eye shadow would work as well.

1.Scrunch the Face!

This sound silly but this 1st step is critical. The kiddos must SCRUNCH up their face so you can find out wear to draw the wrinkles so they look realistic.

First, ask your child to scrunch their face up so you can fill in where the potential wrinkle will someday be located.

2. Add all kinds of Wrinkles – lips, dimples, crows feet & forehead.

Remember, beyond just the forehead wrinkles, add in wrinkles around their lips, dimple areas, and the crows feet by their eyes. As you can tell by our photos, these wrinkles aged Kyle fantastically!


25 Best Free 100th Day of School Printable Activities and Worksheets

Need more inspiration for 100 Days of School activities? Check out our 100th Day of School Printable freebies! This post includes links to free printables galore – including free printable certificates, crowns, bookmarks, activity sheets and more!

25 Best Free 100th Day of School Printable Activities and Worksheets

25 Best 100 Days of School Project Ideas

All kinds of inspiration to sample 100 Days of School projects that are EASY to complete for the littlest elementary kiddos and their parents! Enjoy!

25 Best 100 Days of School Project Ideas

13 thoughts on “How To Dress Like a 100 Year Old Man #100DaysofSchool”

  1. Thank you for this….I am seriously stressed out about this whole 100th day of school dress up! But this sounds easy and I have all of these items! Love the wrinkle idea!

    Looking forward to seeing what my little guy turns out looking like!

  2. This is great! My little dude’s 100th day of kindergarten is tomorrow and I was sweating about this one a bit! This are great easy tips. I might just stop at goodwill or the dollar store on the way home from work! Thanks so much!

  3. These tips are so amazing, my kid decided last minute to participate. Not so stressed out now. Thanks a ton, he looks adorable. Wish me the same luck!

  4. I know you don’t mean any harm by posting this and I usually love your blog but this “dress like a 100 year old” trend reinforces negative stereotypes of older adults is harmful to kids and elders and society. I don’t blame you – the activity and this post are just a reflection of the overall negative view of aging in our society. But we have to start changing this and exposing kids to the gifts that come with aging. How about something that honors older people – like “meet a 100 year old day?”

  5. I wanted to thank you so much for taking the time to write this down for parents that want to encourage children to participate in school activities!!! My son will definitely be excited about this.

  6. This is a truly horrible idea that needs to be squashed immediately. I just read a petition on facebook to stop this practice. This is no different than blackface or other culturally insensitive appropriations that are truly wrong. Please please please put a stop to this immediately. I taught for 30 years and celebrated many a 100th days of school. There are tons of ideas that do not promote ageism, stereotypes of our elders, and generally try to make fun inappropriately.

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