It might depend on why you want him to be naked. Alot use the naked time to understand signals better, so you can observe him right prior to and as he's eliminating. My DS was always good at signaling so we used naked time more for air (despite ECing he get's a rash), so I leave him naked after he goes so that he can play and I don't have as big of a chance for an accident. Also while nursing (since he doesn't go while nursing), but some babies do. Just start doing what ever is easiest for you.