I have maybe 15 dresses in my closet. I wear them out to dinners occasionally. I wear them at home even more frequently. I wear them to work almost never because the idea of walking alone in a dress all the way from my car to my office tends to overwhelm me.
Things that have prevented me from wearing a dress to work:
fear
shame
my weight
not having a facial surgery done
my mirror in the morning
the heat
the cold
my hair looking wrong
my makeup looking wrong
I looked too much “like a man.”
What got me wearing a dress to work:
sharing my outfits with people and seeing lo9ve from my community
realizing if I didn’t do it for me, I never would do it at all
looking so amazingly cute in a dress
I don’t know if there are things holding you back from something you want to wear. There probably are, it’s nearly impossible to like yourself and feel great wearing everything. But for me, the only thing that worked was eventually being ok with just doing it for myself and with the help and encouragement of people who don’t mock my admittedly wild style.
I’m here to happily cheer your on too.