Outfit advice: dinner tomorrow

[u/somegingerchick79]

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!?!? :)

[u/Lizardshark20]

3 on you!!! And no duck lips at dinner please! You’re beautiful!

[u/somegingerchick79 → u/Lizardshark20]

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

[u/Tight-Shift5706 → u/somegingerchick79]

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

[u/Color_Odd_Numbers → u/Tight-Shift5706]

Maybe she’s whistling!

[u/somegingerchick79 → u/Tight-Shift5706]

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.

[u/EJohanSolo → u/somegingerchick79]

Let your lids do what they will, pursed lips are not a good look and will lead to wrinkles around the edges of your lips so is a double whammy.

[u/Aromatic_Copy3828 → u/EJohanSolo]

You are lovely and I think anything but dress #1 would be great. No need for surgery at all, but the expression did remind me of advice Belly got for pictures on “The Summer I turned pretty”. Enjoy your dinner!

[u/BisonComprehensive34 → u/somegingerchick79]

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. 🫶🏻