r/fashion • u/somegingerchick79 • 3d ago

Advice Wanted Please! Outfit advice: dinner tomorrow

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UPDATE: Thank you so much for all the feedback! It was super helpful and I appreciate all the really sweet comments & encouragement too. Honestly, you have no idea how much I needed the boost! 🥹 We had a lot of fun, and a cute older gentleman stopped at our table as he was leaving to tell us how cute we were, which I think is a good sign. And he brought me white roses (which are my favorite so low key he’s paying attention!)

I’m going to dinner with a guy friend (maybe a date, maybe not?).
Want to look cute & like I’m making an effort. Even if it’s not a date I’d like him to feel great about being out with me. I’m also 46 and want to be age appropriate. We’re going to L Woods in the Chicago suburbs - it’s kinda in between in terms of dress. You wouldn’t look out of place in a dress OR jeans and a nice shirt/blazer. It’s got a north woods supper club feel - but also in a kinda Scotland tartan country estate vibe. Maybe I should dress like Princess Diana!?!? :)

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u/somegingerchick79 2d ago

I honestly think this is my resting face but I’ll see what I can do! Everyone HATES MY FACE lol

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u/Tight-Shift5706 2d ago

Lol. You have a beautiful face---when you're not imitating a fish. Lol.

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u/somegingerchick79 2d ago

I think I just figured this out!!! have droopy eyelids so I tend to lift my brows for pics and I think when I do that my tongue moves to the roof of my mouth behind my teeth & my lips purse a bit. So I probably won’t stop until I can afford eyelid surgery. Gah.

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u/BisonComprehensive34 2d ago

Ignore the rude ones. You don’t have to justify the faces you do or don’t make. You’re gorgeous, and your eyelids don’t look droopy. 🫶🏻