What should I wear to dinner w boss?

[Anonymous]

If you go with a blazer, get something like this. It's polished but casual: https://www.jcrew.com/p/womens/categories/clothing/blazers/going-out/going-out-blazer-in-stretch-twill/H2743?display=standard&fit=Classic&color_name=navy&colorProductCode=H2743

[Anonymous]

Anonymous wrote:If you go with a blazer, get something like this. It's polished but casual: https://www.jcrew.com/p/womens/categories/clothing/blazers/going-out/going-out-blazer-in-stretch-twill/H2743?display=standard&fit=Classic&color_name=navy&colorProductCode=H2743

Sorry, but I disagree on this jacket. I don't think meeting the boss for the first time should be in a cropped jacket of any kind.

[Anonymous]

Anonymous wrote:

Anonymous wrote:If you go with a blazer, get something like this. It's polished but casual: https://www.jcrew.com/p/womens/categories/clothing/blazers/going-out/going-out-blazer-in-stretch-twill/H2743?display=standard&fit=Classic&color_name=navy&colorProductCode=H2743

Sorry, but I disagree on this jacket. I don't think meeting the boss for the first time should be in a cropped jacket of any kind.

New poster - this jacket is the type of jacket I’d wear with jeans, and if you look at the measurements, it’s not cropped. The first picture is a little misleading.

[Anonymous]

Anonymous wrote:

Anonymous wrote:Omg NO do not wear a suit or slacks! Dark jeans, nice blouse or sweater or tshirt with a blazer. Nice shoes. Wear makeup and do your hair.

- big tech exec who has employees across the country

Why not?

PP. Because the office dress code is jeans and hoodies. Wearing a suit or slacks makes it looks like you can’t read a room and get a feel for the culture, which makes others think that maybe you have bad judgment at worst, or are clueless at best. Definitely look nice. Sharp. Polished. But wear dark jeans or other casual non slack pants.

[Anonymous]

I would not wear jeans, especially if you don’t know where you are going. You do not want to be underdressed for the restaurant. Black pants and a nice top or blazer. Don’t overthink it. But think it enough to avoid jeans!

[Anonymous]

Stretchy black pants and a lightweight sweater or blouse. No blazer, especially now that it's warming up.

[Anonymous]

Anonymous wrote:I would not wear jeans, especially if you don’t know where you are going. You do not want to be underdressed for the restaurant. Black pants and a nice top or blazer. Don’t overthink it. But think it enough to avoid jeans!

I mean, assume she’s going to find out where she is going before she departs for the restaurant. OP, just have a fancier option available for a last minute switch.

[Anonymous]

https://www.nordstrom.com/s/vaneli-aliz-slingback-pump-women/4451618

A shoe like this will work with jeans or black pants.

[Anonymous]

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:If you go with a blazer, get something like this. It's polished but casual: https://www.jcrew.com/p/womens/categories/clothing/blazers/going-out/going-out-blazer-in-stretch-twill/H2743?display=standard&fit=Classic&color_name=navy&colorProductCode=H2743

Sorry, but I disagree on this jacket. I don't think meeting the boss for the first time should be in a cropped jacket of any kind.

New poster - this jacket is the type of jacket I’d wear with jeans, and if you look at the measurements, it’s not cropped. The first picture is a little misleading.

The photos in black are confusing. Hoodie under a blazer?

[Anonymous]

Anonymous wrote:

Anonymous wrote:If you go with a blazer, get something like this. It's polished but casual: https://www.jcrew.com/p/womens/categories/clothing/blazers/going-out/going-out-blazer-in-stretch-twill/H2743?display=standard&fit=Classic&color_name=navy&colorProductCode=H2743

Sorry, but I disagree on this jacket. I don't think meeting the boss for the first time should be in a cropped jacket of any kind.

That’s not cropped if OP is under 5’8”

[Anonymous]

Anonymous wrote:I would not wear jeans, especially if you don’t know where you are going. You do not want to be underdressed for the restaurant. Black pants and a nice top or blazer. Don’t overthink it. But think it enough to avoid jeans!

Maybe black jeans are the holy grail here