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Boot type and looser jeans

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Justkoko · 17/06/2022 13:48

After moving over to girlfriend fit looser jeans, I don't think I can go back to my skinnies on a daily basis!
Looser jeans are great with rolled ankles and trainers/sandals in the summer, but how to style them when it gets cooler?

I've generally always worn doc martens flora's with skinnies in the autumn/winter, but they won't be quite right with baggier fit jeans somehow. I'm thinking to still wear the jeans rolled up to boot height.
What's the boot of the season likely to be if this is the case? Hiker style again?
Asking mostly because I have picked up some black hiker style boots in the sale at fatface. Is it acceptable to wear black boots with blue jeans these days a la the 90s?
This will also influence whether I get a brown or black leather handbag!

Not done a lot of shopping for staples for ages so input much appreciated!

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