Here’s why this helps: Having to spend an entire day in a garment will give you a true assessment of how you feel in it. Is it comfortable? Tight in places? Itchy? Remind you of a crotchety neighbour of the past? No thank you. Fairly quickly you’ll know if this item is a keeper or not.
A few tips that I learned after doing this (don’t worry, I filmed them, stay tuned for the video!)
Don’t overthink it: Pair your maybe item with one of your go-to’s so it feels less intimidating and will give you a true idea of whether it will be used/worn often. (Unless of course, your challenge is to uncover other uses for it, in which case, allow yourself a few additional minutes of experimentation when getting dressed.)
Do your best to spend the whole day in it: Unless you’re seriously uncomfortable, do your best to avoid changing out of said item unless it’s a styling issue. Here’s a gentle reminder that nobody (unless you have virtual conference calls for work, in which case try out your maybes on hard-core self isolation days) will be seeing you, so try to stick out a day in your maybe piece to really get a feel for it.
I learned quite a few things about my own personal style and seasonal outfit formulas after testing my maybes - I hope you find this exercise helpful too!