I've had this happen constantly, and have gotten a number of 'free' full-CND items from it. If it's a light piece of clothing such as a Powder Gang Simple Outfit I sometimes end up with multiple 'extra' ones 'underneath' the partially repaired one displayed in the pip-boy screen. It also works the other way for me; I have had a fully-repaired item and then gotten a damaged one, and they stacked together in my inventory after a while even though initially they displayed separately.
I have also noticed this sometimes happening after a session of using spares to fix things up for sale; I will have, say, 2-4 fully-repaired copies and one damaged one, but the screen will only show the damaged one until I put it in a storage container, at which point the 2-4 fixed ones will show up. The odd part is, the full-CND ones would show up in the repair screen while I still had the damaged one in my inventory...