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I wore skorts (Terry) while touring Italy last year. I felt a little "dressed up" when we got off the bikes for lunch or shopping in the little towns along the way...and the bike shorts underneath gave me the necessary comfort level needed for long days in the saddle!
I recently got the Pearl Izumi Tango skort, and for the most part, I love it. The skirt part -which evidently is detachable- is made of heavy enough fabric that it doesn't flap much as I'm riding. Since it's in two parts (bike short and skirt), though, there's quite a bit of material stacked up, back where the labels are, so I may be removing said labels, soon. Of course that's more of a bother when I'm sitting in a car seat or chair, after the ride. Though the padded bike short underneath is the shortest I own (I have long legs), it's surprisingly comfortable. The padding in the short is sufficient, if just a bit bulky. This skort, with its 2 side zippers, is pretty kicky... it's fun to wear!
The skort is ideal for when I ride somewhere to meet people or do grocery shopping. It's fine for longer rides, too, but I usually go with just shorts for those rides.