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If you go back to a chapter and finish the chapter then the new choices will be locked in to the save file. If you don't finish the chapter it won't be applied to the save.
I can't answer this as I've always done complete playthroughs. In any case, you can try it by selecting Chapter 3 and choosing the dress this way:
To get the Sporty Dress or the Exotic Dress, you must complete all Odd Jobs sidequests in Chapter 3. If you want the Refined Dress, just select the option or only complete a single sidequest skipping all the remaining ones.
After that, you can select Chapter 9 and see if it worked. If it didn't, then you'd need to play from Chapter 3 all the way through Chapter 9 to get the desired dress.