| Good luck, OP. I think you're going to struggle with the "effortlessly cool" part. But hey, at least you're "accomplished". |
This sounds really dated and try hard and the opposite of "effortlessly cool" |
| If you feel like you need different clothes to hang out with them, just skip it. Why would you do that to yourself?? |
| 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? |
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. |
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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 |
You can do Air Force ones or vans because it signals you know what you are doing with fashion, but yes leave your mom tennies at home. |
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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. |
| What is your body type |
None of this. Absolutely none of it. |
This is also the look in NYC. Heels are very try-hard these days. |
| The key will be your hair. Get your hair done. They’ll be looking at your face, more than your clothes. Especially if you get there first. |
| 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. |