How long do you have to stay in diapers you ask? Until Mommy is ready to let you out, thatâ€™s how long. It might be weeks, or months, and it might be a day. One thing is for sure though. The more you whine and ask? The more inclined I am to extend it. It was your naughty behavior and lack of effort that got you put back into them right? So why should you get out of them so very soon?Â Sound familiar?