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Going back and fourth between flats and rounds?

Not on the same bass. My fretless has D'Addario Chrome Flats on it, and my fretted basses have LaBella RW steels. I wouldn't play flats on a fretted bass, and I decided I love them on fretless. Plus, they don't carve up the fingerboard like roundwounds do.
 
I've got 2 P's, with flats on one and rounds on the other. Every time I play one for a while, I have so much fun going back to the other. They make me play differently.

I have a Warmoth/MJT fretless P in the works, and I'm trying to decide whether to string it with flats or rounds. Might try tape or pressure (for the first time)
 
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Flats (TI) on some, for example and old set on a fretless ABG which I found worked better than Rotosound tape wounds, rounds (Dunlop nickels typically) on others which have very similar tension to the TI flats.

If there was a good value (TCO) flat that had the same sound and tension in every way to the Dunlops I'd use those rather than the rounds.
 
For those with two basses and a set on each

Do you find it hard going back and forth?
No I don't. But I almost exclusively played round for years so flats were a welcome change. The only thing that would bother me is if I ended up with a set of low tension flats, then it would freak me out. I can adjust to just about anything but extreme tension differences through me off.
 
I switch between rounds, flats and tapewounds all the time, especially on my Rick. I have 2 sets of flats for it, Fender and Ernie Ball Cobalts, 2 sets of steel rounds, Blue Steels and Rotosounds, Rick stock Nickel rounds and a set of D'addario Tapewounds. I'm experimenting with strings and trying to nail it down to a couple favorite sets so I won't keep going through this nonsense!