ROG outfit with pattern mixing

ROG came up with this outfit that pushes my boundaries but still wearable, I think. To be fair, I still need to photograph my wardrobe, especially patterned pieces. ROG used a floral jacket that I have filling in for the Citron brand cotton kimono/shirt in similar colors on white. The suggested bag is a large light grey ostrich texture that was downstairs when I took the photo.
Jeans are Paige; plaid shirt is Xhileration; pumps are Me Too.
Would you wear this combo out? Should I?

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WIW: Inspired by Angie's choices for her mum

Angie's blog post moved me and I shopped my closet to find something that was similar to her ensemble for her mother. White jeans ( these are Diana skinnies) rolled to 4 inches above the ankle bone, Silk blue floral top worn out. Tan Fossil belt and ostrich skin textured leather bag, not pictured. Low heeled tan/nude pumps in first 2 photos changed to espadrilles ( gold fabric with tan ankle strap) for a more casual look for a meeting. A bunch of my real gold jewelry, including a coin pendant from Hong Kong, and gold tone MK watch.
Angie, I hope you approve. I am not much younger than your mother would have been and love your picks. I'm sure that your mother does too.

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WIamW: With ROG help

I needed some inspiration this morning and consulted ROG, Greg's Random Outfit Generator using Finds I had collected to represent my own wardrobe. Below is what came up.
I am wearing Isaac Mizahi for Target linen trousers, Trove pink silk tee, Born gold loafers, Alexander McQueen leather jacket and Target tote.
Rain is forecast later and so I may add the bright pink DKNY coat.
I weicome your comments and suggestions. I'm still not sure about this color pink on me. Is it ok? Many of these pieces are several years old. Does anything look too dated?

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WIW: Rust, Blue and Gold Casual Revisited

Today I tried a slightly different version of the rust/blue/gold ensemble with gold jeans, loafers, belt and bag and rust shell, blue faded denim jacket ( photos 1-3); and same jeans, belt and loafers with rust shell and cardi, blue clutch and scarf with blues and rust.
I'm not as confident about these outfits but got compliments on the bootcut gold jeans. I ended up wearing the first outfit but with the EF blue/rust scarf. Does this look too Mutton-dressed-as-Lamb? Do these old jeans still fit ok? (I need to lose about 5 pounds after the winter).
I welcome your thoughts and styling ideas.

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