Anonymous
Post 10/18/2022 09:49     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:I’d probably wear straight leg jeans, boots with a small heel or Chelsea boots, and a sweater I can tuck in on the front, and great lipstick. Like this -

https://www.everlane.com/products/womens-day-boot-ecru?collection=womens-boots

https://www.onequince.com/women/100-organic-fisherman-crew-sweater


This or the outfit from the elf shoe comment above (white button down, sweater, quiet luxury bag) are probably your best bets. I like Chelsea boots as the shoe option but will now smile at the elf shoe association. Flats would be fine too.
Anonymous
Post 10/18/2022 09:48     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
High waisted Mother jeans (a style that makes your butt look great), cropped sweater, ankle boots (something stylish like this: https://www.neimanmarcus.com/p/rag-bone-shiloh-leather-chelsea-booties-prod253840492)

Also, get a blowout and make sure your brows and teeth look great.

Go get 'em! I did something similar at my 20-year reunion and it felt great.
Anonymous
Post 10/18/2022 09:46     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:
Anonymous wrote:This is op. I wear a lot of dresses but I think I want pants for this. My friend is coming from apple picking and will be wearing jeans.

I'm not cancelling. I'm honestly in a good place and the middle school bully doesn't have power over me anymore. Okay, I guess I wouldn't think much about what to wear of that was 100% true, but I'm not going to let that stop me. I just want my outsides to reflect my inner confidence. I've focused mostly on work clothes so don't have much for going out that fits well right now.


Ah in that case I'd wear jeans too - and some top you feel great in. I would wear clogs but I always wear clogs - put on whatever shoes make you feel your best.


This. Wear what YOU feel great in.
Anonymous
Post 10/18/2022 09:44     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:
Anonymous wrote:I’d probably wear straight leg jeans, boots with a small heel or Chelsea boots, and a sweater I can tuck in on the front, and great lipstick. Like this -

https://www.everlane.com/products/womens-day-boot-ecru?collection=womens-boots

https://www.onequince.com/women/100-organic-fisherman-crew-sweater


What a great sweater - and what a great price!


PP here - I have it and compared it to the jenni kayne sweater and they’re almost identical!
Anonymous
Post 10/18/2022 09:17     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:I’d probably wear straight leg jeans, boots with a small heel or Chelsea boots, and a sweater I can tuck in on the front, and great lipstick. Like this -

https://www.everlane.com/products/womens-day-boot-ecru?collection=womens-boots

https://www.onequince.com/women/100-organic-fisherman-crew-sweater


What a great sweater - and what a great price!
Anonymous
Post 10/18/2022 09:14     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:This is op. I wear a lot of dresses but I think I want pants for this. My friend is coming from apple picking and will be wearing jeans.

I'm not cancelling. I'm honestly in a good place and the middle school bully doesn't have power over me anymore. Okay, I guess I wouldn't think much about what to wear of that was 100% true, but I'm not going to let that stop me. I just want my outsides to reflect my inner confidence. I've focused mostly on work clothes so don't have much for going out that fits well right now.


Ah in that case I'd wear jeans too - and some top you feel great in. I would wear clogs but I always wear clogs - put on whatever shoes make you feel your best.
Anonymous
Post 10/18/2022 09:14     Subject: Re:Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:https://www.zara.com/us/en/ruffled-print-dress-p09137829.html?v1=211200650&v2=2111785

https://www.zara.com/us/en/hi-rise-long-length-straight-leg-z1975-jeans-p08527164.html?v1=221311270&v2=2111785

I'd wear this with black booties

https://www.zara.com/us/en/high-waisted-pants-p07901532.html?v1=222105923&v2=2113807

These pants with white air force ones, a white long sleeve shirt and a leather jacket https://www.zara.com/us/en/trf-straight-cargo-pants-p05520265.html?v1=221311101&v2=2113807

This is a fit and flare dress, I'd wear over the knee boots https://www.macys.com/shop/product/jessica-howard-womens-cable-knit-mock-neck-sweater-dress?ID=14899450&CategoryID=5449&isDlp=true

These pants are cool, you just need black boots (dr martin type) and black top https://www.zara.com/us/en/zw-the-marine-straight-jeans-p08246249.html?v1=203180350&v2=2113758



^ These options seem right. Pants if you're more of a pants person, dress if you're more of a dress person, some in-style chunky boots.

OP: I think however the night turns out, you will feel better for having gone. It feels good to make yourself do something hard like this, once you've done it. They may have changed - they may not have changed. Either way, you will see how you've changed when you find yourself with them.
Anonymous
Post 10/18/2022 08:52     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:If your friend is coming from apple picking then why are you trying to get a full head of hair and a full face of makeup done? Wear what makes you feel awesome, be it jeans or a dress.


Don't think I said I'd do either. I almost never wear makeup, so mascara plus lip gloss (okay who am I kidding, cherry chapstick) will be"going all out" for me!
Anonymous
Post 10/18/2022 08:50     Subject: Re:Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:What is your body type


Petite busty (DDDs) hourglass, carry most weight in my chest/rear/thighs though recently acquired a little belly that I'd like to camouflage.

Anonymous
Post 10/18/2022 08:46     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:If your friend is coming from apple picking then why are you trying to get a full head of hair and a full face of makeup done? Wear what makes you feel awesome, be it jeans or a dress.


This is the answer.
Anonymous
Post 10/18/2022 08:42     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Jeans. White button down top. Casual jacket (over the shoulders.) Coded luxury bag (that you already own or borrow from someone). For the love of god everyone stop wearing those short booties they cut you off at the leg and make you look like elves.
Anonymous
Post 10/18/2022 08:37     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:I’d probably wear straight leg jeans, boots with a small heel or Chelsea boots, and a sweater I can tuck in on the front, and great lipstick. Like this -

https://www.everlane.com/products/womens-day-boot-ecru?collection=womens-boots

https://www.onequince.com/women/100-organic-fisherman-crew-sweater


I would wear PP's Everlane boot and pants choice with this sweater depending on your coloring. I can't wear cream on top, as an example, but I can wear camel. https://www.everlane.com/products/womens-straight-leg-crop-stone

And if you have a long necklace with this one.
Anonymous
Post 10/18/2022 08:34     Subject: Re:Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
Anonymous wrote:I’m just flabbergasted here. It’s a monthly catch up, so the main person is a really good friend. The other people are just in town for a few days. Skip it! Just say, “friend, Out Of Town Larla was a real b to me in middle school and it may seem silly, but I just want to steer clear. Could you make an excuse for me? Say my kid has covid or something. Have a great time and I’ll see you next month.” OOT Larla doesn’t live here! Who cares?


No, don't say all that. Just say: Ugh, sorry! Saturday isn't going to work after all. But let's catch up soon! THEN, after they are gone, just say to Larla at your next catch up: Life is too short to deal with middle school bullies.

Also, if your friend knows they bullied you I would not consider her a good friend. A good friend would have said, Bully A and Bully B are in town. They are different now. Do you mind going out with them?
Anonymous
Post 10/18/2022 08:32     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
I’d probably wear straight leg jeans, boots with a small heel or Chelsea boots, and a sweater I can tuck in on the front, and great lipstick. Like this -

https://www.everlane.com/products/womens-day-boot-ecru?collection=womens-boots

https://www.onequince.com/women/100-organic-fisherman-crew-sweater
Anonymous
Post 10/18/2022 08:31     Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks
I would wear jeans, a dark, flowy v neck top, and ballet flats. Minimal makeup and jewelry, hair straightened by me.