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Is always dressing up a bad thing? I am always extremely overdressed. I love it!

I often feel powerful and confident, thought sometimes I feel like I can be accidentally intimidating (I’m 6 foot tall”). I’ve learned to be a little extra friendly or goofy with new people so they don’t get that impression.

When I’m feeling low self esteem sometimes I feel too big, and get very self conscious about being larger than other women. But usually I can get out of that headspace by putting on a badass outfit that only a very tall statuesque woman could pull off.
.My parents are extremely rich. I grew up rich.
I am dressing up everywhere (even for grocery shopping ). The whole shebang, satin/leather/shiny pants/skirts, satin/silk blouses, pantyhose, shapewear, high heels, full make up on, be it morning, noon or evening.
Most of my outfits are well-coordinated in terms of color
I love my style and get lots of compliments on my clothes. . But I moved here in this smallish town about a year ago. I moved here because is very near my son's boarding school. My clothing makes me stick out like a sore thumb in this town. I am always dressed up to the max, on high heels, full make up on.

However, some acquaintances here in this town think I overdress for daily activities. What's your opinion on the topic, does dressing up harm my image? Will people think I am stuck up? Do I make a mistake by overdressing?

On the other hand I feel confident this way, so i don't want to dress down .
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supersnipe · 61-69, M
My feeling is that it's best to dress for yourself, not for other people 🙂
LaLa81 · 41-45, F
@supersnipe Honestly, I think it just makes others insecure for not putting in as much effort, so they feel the need to point it out. This is not a jab at how anyone else dresses by the way, but I’m not going to dress down just because others are. I LOVE dressing up for just about any occasion
LaLa81 · 41-45, F
@supersnipe You are right. Overdressed is compliment when it comes from haters