Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks

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10/19/2022 16:07

Subject: Effortlessly cool "I just threw this on but look like a million bucks" outfit to go out for drinks

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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.

Nah, not in 2022

I don't know if OP mentioned her age, but most people not in their 20s don't care if a look is a couple of years past being THE IN THING as long as it is flattering.

In general I agree, but OP wants to look "effortlessly cool." That is a fine outfit but it's not going to make you look cool in 2022

DP, but looking effortlessly cool is far more about attitude than actual outfit. It's hard to look effortlessly cool when you don't feel comfortable with what you're wearing. No one is going to look like a million bucks if the outfit doesn't suit them.

I agree that she needs an outfit that gives her confidence. I personally would not feel confident in a dated outfit with people I hadn't seen for a long time and wanted to impress. But she should certainly wear something that flatters her and that she feels comfortable and natural in.

For OP, who is a petite hourglass with some extra pounds, I think straight-leg high-waisted jeans, a tucked-in t-shirt or top, booties with a chunky heel, and a blazer on top is a cool and current outfit that is also going to be flattering.

DP but the point is for effortless cool, you don't dress to impress. Not your goal!

I don't think the outfit PP described is "dated" though it could look dated depending on your details (I would not do "evening earrings", I'd do small studs, and I would make sure the top is not too fitted). But wearing a dark column with comfortable shoes and little bit of jewelry isn't dated or current -- it's just a classic approach. Can't go wrong.

Sounds like OP is looking for a good blazer for this kind of look and if she finds one she loves, why not. But I'd make an effort not to buy any other elements of this outfit and to just wear things she has that she already feels good in. As little extra effort as possible.

I think she's been fairly clear that she wants to impress these people...? Looking effortless is not the same as actually putting in no effort, haha

DP - sure, but you also can’t look like you’re trying to impress them if you want to look effortless, too. It’s a tough balance, especially if you actually do care what they think. I think that’s the problem.

Yes, those of us saying "wear clothes you own, don't wear special items, just look nice enough to feel confident but nothing try hard" are basically saying "you do not need to impress these people, can just go as the best version of who you already are, and no further effort is needed."

Buying new clothes to celebrate your birthday, because you have an excuse to dress up, so that you can fit in at a new job, etc. -- great! Buying new clothes to try and match some idea of "effortless cool" in order to impress people who were not nice to you in high school? Not going to work, and I say this from love and experience.

PP. I don't disagree. The original post I was responding to recommended skinny black jeans and a jean jacket and long dangly earrings and rothys. Maybe OP has & wears those things already, maybe she doesn't, but that's a somewhat dated look and that's what I was reacting to.