I will soon be attending a highschool class reunion and want to look my best without looking overdressed or like I'm trying too hard. This is billed as casual and is in a very small city on the wind-swept plains. The weather is supposed to be dry with highs in the 80's, lows in the 60's.
Below are some outfits I'm for the first evening of an informal dinner, visiting and possible float building. The first are inspired by gorgeous Karen's summer sweatshirt look. Each include a pair of Aeropostale faded jeans worn rolled as probably my most flattering jeans and DV black ankle strap flats that are very comfy.
1/2: closest to Karen's outfit. Top is a Talbots oversized striped top.
3/4: Target plaid sweatshirt. I usually layer a shirt under this sweatshirt.
5/6: another Target mixed media sweatshirt. I could layer a button down under this one too.
7-10: dark red H&M jeans with possible toppers if it is colder than expected.
11-14 various white out possibilities with BR ivory skinny jeans sized up
Do any of these look especially good?
Someone suggested that I wear school colors. Maroon ( burgundy ) is scarce in my closet. If the weather is cooler Friday night or Saturday morning, I could wear burgundy H&M sized up skinny jeans. Do any of these toppers work? I have on a BR chambray button-down and Me Too Adam Tucker loafers but would probably wear short black or brown boots not yet brought out for the season as it's still too hot. Do any of the outfits with the dark red jeans look good to you?
I would really appreciate your input and your eye. Please give me your honest opinions. Tell me if you think I should go back to square one if none of these look right. I have plenty of other options and can shop tomorrow if needed.
I will post more possible outfits for other events in there own theads.

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