Anonymous wrote:

Anonymous wrote:Everything suggested sucks.

I think it's helpful to give general examples. Then OP can go to the mall and find something that meshes her style and color preferences with the general idea.

I think short dresses and skirts are best for dates.

I think OP needs a 22 year old frirr er nc to help her not 50 yo women on this site.

This with tights and lug loafers.

https://bananarepublicfactory.gapfactory.com/browse/product.do?pid=888397021&vid=1&tid=bfpl000032&kwid=1&ap=7&gad_source=1&gbraid=0AAAAAD_AT8v0wb8fk9Q1r62Tynn9lPBNd&gclid=EAIaIQobChMIqrrkgOTEhAMVe1xHAR124ABLEAQYASABEgJ0nvD_BwE&gclsrc=aw.ds#pdp-page-content

Or pants with cashmere sweater

https://bananarepublicfactory.gapfactory.com/browse/product.do?pid=534987011&vid=1&tid=bfpl000029&kwid=1&ap=7&gad_source=1&gbraid=0AAAAAD_AT8vJyleDzWZ_NdrLeJ87CZf6F&gclid=EAIaIQobChMIssy0puXEhAMVM2BHAR0S6gA0EAQYBCABEgJ4J_D_BwE&gclsrc=aw.ds#pdp-page-content

https://www.quince.com/women/cashmere/cashmere-crewneck-sweater?color=black&gender=women&tracker=collection_page__women%2Fcashmere__Cashmere%20Sweaters__2

Anonymous wrote:Everything suggested sucks.

I think it's helpful to give general examples. Then OP can go to the mall and find something that meshes her style and color preferences with the general idea.

I think short dresses and skirts are best for dates.

OP seems to want to wear something that shows off a fair amount of leg. Personally I wouldn’t do that on the first meet-up. And no animal prints.

Everything suggested sucks.

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:Yes I think Yale Club has a dress code or at least used to, and the parents will be used to that. I'd also dress like I'm going to church, but with a dress, not pants.

This.

Is this okay with black flats? https://www.bloomingdales.com/shop/product/vince-camuto-long-sleeve-faux-wrap-dress?ID=4688997&CategoryID=1005208&sizes=RTW_CLOTHING_SIZE_T!!4%2C%20S

heh no

Okay, what about this? https://bananarepublic.gap.com/browse/product.do?pid=841806002&cid=69883&vid=1&nav=meganav%3AWomen%3AWomen%27s%20Clothing%3ADresses%20%26%20Jumpsuits#pdp-page-content

No - too dressy.

It is too polyestery

Here are two neutral silhouettes from Loft.

https://www.loft.com/clothing/dresses/catl000013/767851.html (this one comes in tall)

https://www.loft.com/clothing/dresses/catl000013/?page=2#750376

I show these just to give evidence that stores for younger women do have styles similar to those for older women.

Anonymous wrote:
Ann Taylor I think is also good when you are 26 and don't have a ton of money but need to look appropriate for something. These dresses are pricey but AT runs good sales.

https://www.anntaylor.com/clothing/dresses/cata000012/828434.html?priceSort=DES
https://www.anntaylor.com/clothing/dresses/cata000012/839133.html?priceSort=DES

The first of these Ann Taylor dresses has a nice plain cut that is understated. This is what I consider to be a church or business casual dress for a person who prefers a traditional and not trendy style.

Ann Taylor Factory Outlet and Loft are other sources of this type of fashion.

OP this sounds really stressful. Can't your boyfriend help you? He must know what your background is, that you are nervous, and that you don't really know what to wear.

If it were me I would likely go with a dress and boots or a pair of wide legged trouser type pants like this https://www.anntaylor.com/clothing/pants/cata000014/838938.html?dwvar_838938_color=8818&pid=838938&priceSort=DES and a button down like this https://www.everlane.com/products/womens-silky-cttn-relaxed-shirt-marinerblue-white?collection=womens-tops.

Ann Taylor I think is also good when you are 26 and don't have a ton of money but need to look appropriate for something. These dresses are pricey but AT runs good sales.

https://www.anntaylor.com/clothing/dresses/cata000012/828434.html?priceSort=DES
https://www.anntaylor.com/clothing/dresses/cata000012/839133.html?priceSort=DES

Anonymous wrote:

Anonymous wrote:The reality is that nobody cares what you wear. What do you wear to dinner with your parents?

It's just my mother, and we consider Olive Garden fancy and I'd wear whatever I was wearing that day - joggers and a hoodie/tshirt or jeans. We're more diner people, but we don't actually go to dinner. We went out with a group of friends the day I graduated from HS - I think that was the last time we went to dinner.

Okay but presumably you’ve been out to dinner since you were 18? What did you wear on your first date with this guy?

You must have a sweater or blouse, right? Team it with black pants and whatever you deem “dressy” black shoes - flats, ankle boots, kitten heel, etc.

Anonymous wrote:

Anonymous wrote:https://www.dvf.com/products/new-jeanne-two-silk-jersey-wrap-dress-in-chain-link-medium-2022

Something like this is appropriate anywhere imo and you could wear tights and boots.

Young people do not wear DVF.

Someone was suggesting Boden. I'm guessing people in their 20's don't even know of Boden! If they do, they probably think of it as for babies and toddlers.

Anonymous wrote:https://www.dvf.com/products/new-jeanne-two-silk-jersey-wrap-dress-in-chain-link-medium-2022

Something like this is appropriate anywhere imo and you could wear tights and boots.

Young people do not wear DVF.

Anonymous wrote:https://www.dvf.com/products/new-jeanne-two-silk-jersey-wrap-dress-in-chain-link-medium-2022

Something like this is appropriate anywhere imo and you could wear tights and boots.

Love this dress, but I think pretty expensive for a 'meet the parents' brunch.

Anonymous wrote:https://www.dvf.com/products/new-jeanne-two-silk-jersey-wrap-dress-in-chain-link-medium-2022

Something like this is appropriate anywhere imo and you could wear tights and boots.

That seems out of OP's price range comparing it to what she's linked.