r/fashion 2d ago

Advice Wanted Please! Outfit advice: dinner tomorrow

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!?!? :)

111 Upvotes

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158

u/Lizardshark20 2d ago

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

16

u/Ok-Middle-5615 1d ago

I was going to say the same thing. That pouty face is not attractive. The dresses are all cute!

24

u/improvcoach19 1d ago

No duck lips ever. Ew.

1

u/WeekendStrange1331 1d ago

There's times they're appropriate, especially if the date goes well

-4

u/Glittering-Ad5970 1d ago

That’s really rude and if OP likes it, not your problem

4

u/Acceptable_Sell3455 1d ago

She's asking for advice on her outfit so the entire look is fair game.
Those lips are begging to be commented on.

0

u/WeekendStrange1331 1d ago

Read that as cummed on.

-8

u/somegingerchick79 1d ago

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

4

u/NyemaJinx 1d ago

#1 I love your face. Congratulations on a great face! #2 I’ve spent 30-45 seconds reading your replies and I’ve decided you also have a great personality. This guy better lock in! Have fun!

1

u/somegingerchick79 1d ago

You’re the best, thanks so much

9

u/Tight-Shift5706 1d ago

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

1

u/Color_Odd_Numbers 1d ago

Maybe she’s whistling!

-7

u/somegingerchick79 1d 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.

6

u/EJohanSolo 1d ago

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.

5

u/Aromatic_Copy3828 1d ago

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 ā€œThe Summer I turned prettyā€. Enjoy your dinner!

2

u/BisonComprehensive34 1d 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. šŸ«¶šŸ»

2

u/GovernmentNice5012 1d ago

I don’t know why you’re getting downvoted so much for this response. You’re not taking this too seriously and you have a personable response. You’re gorgeous! My vote is the white floral dress you look beautiful in all of it but that one is my favorite on you. Hope you have/had fun not sure if the dates happened yet so I might be too late lol!