Lately I’ve been thinking about dressing better.
I’ve hated buying clothes for a while now. My body has changed. I’m older. What I used to wear doesn’t feel right or like “me” anymore. I’m hot all the time and I live in a hot climate, so being stylish feels harder (winter wardrobes always look so chic). I’m a classic rectangle — straight up and down — short and muscular.
It’s not often something fits properly. Leg lengths are too long. There’s too much fabric at the crutch. Tops feel too tight on my arms and back. I can never find the right strap to balance my trap muscles or the right neckline to soften the sun damage on my chest.
Because I don’t know what to wear, I default to super casual, super comfy, usually cheap clothes. I tell myself it’s practical. I don’t want to spend money on something that might not fit or that I might not even like.
And I’ve let it slide with convenient excuses:
“No one in my town is particularly stylish — who cares?”
“I work from home.”
“I don’t go anywhere.”
But what I’ve started to realise is that liking the way my clothes feel and fit has an enormous impact on how I move through my life.
The way I’m dressing is influencing how I feel, how I act, and how I see myself.
Because I wear cheap clothes, I don’t feel valuable. I don’t feel like I could walk into a room of wealthy people and belong there.
(Something worth thinking about if I say I want to build wealth.)
Because I only have casual clothes, I rarely feel like going out. I quite literally “have nothing to wear.”
(Something worth thinking about if I say I want more adventure, more connection, more life.)
And even the comfy clothes I justify because “I work at home” don’t inspire creativity. They signal familiarity. Safety. Sameness.
All the things I say I want to break free from.
I’ve been trying to build a new life while dressed for the old one.
I keep saying I want expansion — but my environment keeps reinforcing contraction.
Maybe the problem isn’t that I lack clarity.
Maybe it’s that my daily standards quietly shape my identity more than my goals ever could.
And if that’s true, then this isn’t about clothes at all.
It’s about alignment.
What in your daily environment is quietly training you to stay the same?
