[Emerald U.]

Would You Rather? 04.23.2025​

Hello, dear GrayViners! I hope you're having a great day!

I’m gearing up for a little trip in a couple of weeks and have been planning every outfit down to the shoes (yes, I’m that type). I even have a little planner where I jot down what I'll wear on which day, and it got me thinking—would you rather be always underdressed or always overdressed? For me, definitely overdressed. I've always liked dressing up, and when I was younger, I'd choose style over comfort without a second thought. But aging changes that—would you agree?

Share your pick in the comments and your reason behind it! I'm looking forward to reading your answers.

 

[Hazeleyes]

I would rather be overdressed. As a child we used to complain about having to carry a sweater. My grandfather used to say if you get cold you can not put on what you do not have with you. So now I either overdress or tote that jacket/sweater with me.

 

[Judyervin]

I would rather be overdressed for I can always take some off if I need to

 

[Arkie98]

Underdressed .Always have a sweater with me, especially with places being AC. Too cold for me. Not a dressed up person, casual and comfortable

 

[Marilea]

Overdressed (shows respect)

 

[Gayle B.]

I was raised in the 50’s as a prude. My parents and grandparents were DEFINITELY not prudes! Sooo, I would rather be overdressed than underdressed. I like being comfortable like jeans and a T shirt. Never liked wearing dresses, EVER! My wedding dress was the exception. I figure I could take something off if I wanted to if I was too warm. Yes I know I’m boring.

 

[77Sassy]

Definitely rather be overdressed!

 

[NBSEE]

My lifestyle is underdressed BUT I would rather be overdressed.

 

[Trix]

I don't go anywhere, unless its to the doctor, so I'm just a casual person. Thats a 3 yr. old pic.

 

[Farmer]

For social events I would rather be a bit underdressed but clean

 

[lindaswilliams55]

I'd much rather be underdressed. I have ADHD and many sensory issues. Clothes bother me. I know, strange, but I like my clothing loose/baggy and the least I have to wear is a good thing.

 

[GreatGrammy15]

Overdressed
I want everything matching, even my shoes.