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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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NCCindy · 36-40, F
I generally address nicely too. It makes me feel great..

You're not harming anyone. Enjoy the feeling you get and keep it up.
LaLa81 · 41-45, F
@NCCindy thank you
cd1019 · 46-50, M
Keep dressing any way you want...those outfits also look REALLY good on you, judging by your pics!
PHlover19701 · 56-60, M
You be You. Dress the way that makes you feel like the best person you can be and the best person you want to be. Maybe they are just underdresed?
pdockal · 56-60, M
If your comfortable then do it as much as you dare
daveegan111 · 41-45, M
Why not dress up all the time! Life is short
tenente · 36-40, M
not a bad thing. I own and operate my own business. i'm either in a suit and tie, or coveralls and steel toe boots. my casual attire has become my formal wear 🤷‍♂
WillaKissing · 56-60, M
I am 100% all in with you on this topic. I am exactly the same but only male and 5'10'' but 6'2'' in 4inch heels. I moved to a rural country farm that I bought to have my peace and pleasure.

I say there is nothing wrong with it. I always tell myself I am going dress down but never can do so or should I say have the wears to do so. I do not mind not fitting in and don't care what others say. For me I just avoid men and haters and hope to find a lady like you to enjoy the styles with.

ReneeT · 61-69, F
I think that you should dress the way you feel, no matter if you are rich or not. Plus being a little taller may make you stand out, but to present yourself in a way that gives you confidence would be the way that I would go.
Richard65 · M
People love to be judgemental, it's a favourite hobby for them, so just as many people will judge you for dressing down as much as others will judge you for dressing up. They'll judge you for being a bigger lady, and they'll judge you for being thin and of smaller stature. In response, just do what makes you feel comfortable, because you're not doing it to please anyone else and you won't be able to please them all anyway. If you feel good, then that's all that matters. You look very stylish and extremely well groomed. It shows you take pride in your appearance, and that's a good trait.
LaLa81 · 41-45, F
@Richard65 Thanks for your support. Overdressed is a lot more fun! Always overdressed! There's nothing worse than being under dressed. It just feels so embarassing. I would rather be hated for looking extra than sloppy.
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
Sinead65 · 61-69, F
You are a giant goddess LaLa. I am mesmerized by you. You are absolutely fabulous! Sounds like these people in your town may be intimidated by how you dress and carry yourself. Then when you dress as they do, they feel more comfortable. Clearly the issue is theirs. They should be saying "you dress so beautifully". They sound a bit jealous.
LaLa81 · 41-45, F
@Sinead65 Thanks for your support.
SW-User
Sinead65 · 61-69, F
You are a colossal mesmerizing woman. Maybe those people in your town just don't rate "looking good" and "dressing well" as very high on their priorities. And it's ok. Just don't compare yourself to people who don't have the same priorities as you.
michaela2001 · 70-79
You should always be you. If anyone has an issue with it, it's their problem.
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I think you should work on your self-esteem. You are not your clothes. Be proud you are tall. You can dress casually. That is fine. People may think you are overdressed because you are. Just be authentic. Why don't you have better confidence? Only you can answer and work on that.
bikelover · 56-60, M
Dress up all you like, it’s your life 😊
LaLa81 · 41-45, F
@bikelover Thanks for your support.
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Strictmichael75 · 61-69, M
Lovely
And you are a big girl 🧒
Amylynne · 31-35, F
You go girl, and our world women have less power across-the-board except for one thing.
We can be hot!
LaLa81 · 41-45, F
@Amylynne thanks for your support
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LordShadowfire · 46-50, M
Oh, honey, I wish everybody dressed up all the time.
BigGuy2 · 31-35, M
You son't want to dress down, but how do you know how you feel until you do it


🤔 what is your idea of 'dressing down'
LaLa81 · 41-45, F
@BigGuy2 It’s always better to be overdressed than underdressed. I hate " dressing down" in plain jeans and T-shirts or collared work shirts to make myself more androgynous. I’ve always liked wearing skirts and dresses and makeup and high heels. I really enjoy dressing up
BigGuy2 · 31-35, M
@LaLa81 👍👍👍 good attitude to have ...

...so you still get that buzz of dressing up, as i would have thought you get a bigger buzz in dressing up after spending the week dressing down 🤷🏼‍♂🤷🏼‍♂🤷🏼‍♂

 
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