Anonymous wrote:https://www.anthropologie.com/shop/pilcro-mock-neck-cable-knit-sweater?color=011&recommendation=pdp-rightRail-sfrectray-pdprightrailsimilaritems&type=STANDARD&quantity=1

Get this sweater. Super cute and a bit cropped. If you pair with high waisted dark jeans, will make you look longer. Knee high boots to finish the look.

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:Designer straight leg jeans (AG, mother), trendy sneakers, top from Reformation

This is what I’d wear. Just make sure the sneaks aren’t golden goose because then you look try hard (and like a trend whore with no financial sense) not effortless.

Oh hell no! No sneakers on a Saturday night. If it were a day thing- fine.

Sneakers after dark fur drinks on a woman are not cool, definitely not sexy. Wtf?!

I live out west. We do things differently. You’ll routinely see fashion sneakers out here.

Agreed; fashion sneakers are having a moment.

Anonymous wrote:

Anonymous wrote:ok, enough with the "get a blowout" - she is meeting people coming from APPLE PICKING.
OP, are you seriously considering buying new clothes for this meeting? Think about that one for a sec.

I agree with this. I'd shop my closet and wear clothes that are flattering but made me feel good.

I think part of what is happening here is that OP wants to *feel* effortlessly cool in front of these people who make her feel uncool. It's not really about the outfit. Which is why advice to wear clothes that require a certain level of effort are a bad idea. These will just make her feel more like a try-hard.

Honestly, if this drinks plan is something OP really wants to do, here's what I'd do:

Where my favorite casual jeans outfit, reasonably comfortable shoes (flats or flat boots), some cute jewelry and do my hair as I normally would to meet my friend for drinks (no salon blowout, but I might make a little extra effort to ensure it's not like third day ponytail hair).

Make a dinner reservation for a nearby but low-key restaurant about an hour after I'm supposed to meet for drinks, with my DH.

Show up 10-15 minutes late, be charming for about 50 minutes while drinking one drink, asking lots of questions, and being friendly and chill.

Leave.

And scene.

Anonymous wrote:

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

Wow, the 1980's Forenza sweater from the Limited making the rounds!

Ha! We used to we the V-neck Forenza backwards in HS. I forgot all about the Forenza sweater. Thanks for making me smile

Anonymous wrote:Well fitting slim/skinny/tapered black pants (skinny black jeans or J crew Ponte pants) + a fitted black shirt (artful tank in summer/flattering neckline crew or asymmetrical in winter? + denim or Moto jacket + nighttime earrings. Would aim for ankle boots but would probably end up in Rothy's because they are so comfy.

I'm not a skirt person.

Anonymous wrote:

Anonymous wrote:https://www.anthropologie.com/shop/pilcro-mock-neck-cable-knit-sweater?color=011&recommendation=pdp-rightRail-sfrectray-pdprightrailsimilaritems&type=STANDARD&quantity=1

Get this sweater. Super cute and a bit cropped. If you pair with high waisted dark jeans, will make you look longer. Knee high boots to finish the look.

This sweater instantly adds weight to anyone who wears it. If you don't have the build of a coat hanger, you will look chunky in it. Especially if you are short and/or busty.

Anonymous wrote:https://www.anthropologie.com/shop/pilcro-mock-neck-cable-knit-sweater?color=011&recommendation=pdp-rightRail-sfrectray-pdprightrailsimilaritems&type=STANDARD&quantity=1

Get this sweater. Super cute and a bit cropped. If you pair with high waisted dark jeans, will make you look longer. Knee high boots to finish the look.

Anonymous wrote:https://www.anthropologie.com/shop/pilcro-mock-neck-cable-knit-sweater?color=011&recommendation=pdp-rightRail-sfrectray-pdprightrailsimilaritems&type=STANDARD&quantity=1

Get this sweater. Super cute and a bit cropped. If you pair with high waisted dark jeans, will make you look longer. Knee high boots to finish the look.

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:I love that Quince sweater! I just ordered 3 of them (different colors).

I'm old, and I remember living through the Forenza sweater years. It's probably why I adore that sweater so much.

Shaker sweaters! They were great then, great now.

This one?

Whoops

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

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:I love that Quince sweater! I just ordered 3 of them (different colors).

I'm old, and I remember living through the Forenza sweater years. It's probably why I adore that sweater so much.

Shaker sweaters! They were great then, great now.

This one?

Anonymous wrote:

Anonymous wrote:I love that Quince sweater! I just ordered 3 of them (different colors).

I'm old, and I remember living through the Forenza sweater years. It's probably why I adore that sweater so much.

Shaker sweaters! They were great then, great now.

Anonymous wrote:Start your outfit with jeans, as long as they fit well, aren’t skinny, or overly distressed. A black, washed black, or medium blue, in a straight-leg silhouette with a high percentage of cotton compared to synthetic. Flares or a cropped bootcut could work and might help camouflage some extra weight, but your tailoring must be on point since they’ll look odd if not hemmed at exactly the right spot. A cotton straight leg is your safest bet.

On top, wear a beautiful cashmere or wool sweater in a color that’s flattering for you, which is probably not a neutral like black or ivory. Chunky knitwear with a shorter length is in, so stay away from any tunics so you don’t drown your waist. Fully tuck in the sweater or do a French tuck. Google videos on how to tuck in thick knitwear. You could also wear a silk shirt or sweater tank under a oversized wool blazer. If wearing a collared shirt, leave the collar inside the blazer instead of pulling it out. Tonal dressing could be chic here, like a dark green silk shirt under a jade blazer. Keep the color tone consistent in tonal dressing to keep your look harmonious (all cool tones, all warm, etc.).

Don’t wear a coat if you don’t need one. If it’s chilly, wear a leather jacket (slightly oversized, not tight) or a beautiful wool or cashmere coat in a flattering color.

For shoes, wear leather or suede mid-length boots with a square, western, or almond toe. Avoid boots that stop right at your ankle - they should go under your jeans. If wearing flares, go for a 70s style with a sky-high heel and platform to elongate your legs. Clean and condition your shoes.

If wearing a shirt and blazer on top, try an unstructured bag like a suede bucket or hobo. If wearing an oversized sweater, carry a more structured purse (think early 90s Coach leather bags with a top handle). Avoid all logos. Your purse and shoes are a good time to play around with color. For example, oxblood shoes and bag would look amazing with blue jeans and a ice blue sweater. Clean and condition your leather bag if it needs it.

Simple jewelry, nothing chunky or oversized. Clean it if you haven’t recently.

An interesting but not distracting belt to emphasize your waist. Your bag, belt, and shoes should look harmonious but not match exactly, unless they’re all black.

Don’t spend an extraordinary amount of time on your hair or makeup. Nothing would be more embarrassing than to have your friend comment or point out your appearance ( that would be the opposite of effortlessly cool). Do a face mask and keep your makeup simple. No overdone eyeshadow. Don’t get a blowout unless you are hopeless at styling your hair. If your hair is long, loose waves or a bouncy 90s blowout looks great. Google hair tutorial videos for inspiration and tips.

Anonymous wrote:That sequin top recommendation had to be a joke.

I agree that you should go with your favorite sweater and jeans combo. If you want to get something new, I think that monochromatic looks are closest to effortlessly cool.

Either casual: https://www.instagram.com/p/CWCSae6LdQM/ or a little fancier: https://www.brooklynblonde.com/2015/11/monochromatic-textures

Anonymous wrote:I love that Quince sweater! I just ordered 3 of them (different colors).

I'm old, and I remember living through the Forenza sweater years. It's probably why I adore that sweater so much.