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Okay well how about her most recent date was able to find her key under the mat and came over to visit her, and he was gently petting her head to try and wake her, and as she wakes she's stuck getting out of the bed and revealing her sheets, and amongst the fear of being embarrassed, taunted, and losing her boyfriend, she breaks down or worries too much. Then he calms her down and discusses options then goes off to the store to get her diapers?
We might have to do a time skip or two, and down the line diapers could get in the way of battle, or like when cinderella has to get home at midnight, jupiter has to run off when the scouts want to talk in the uniforms?
Secret kink of hers.
The obvious enemy thing is a present idea, the girls betting each other with something like that is plausible but off, the only other ideas I could think of that seem logical are that she's into them and someone finds out, she has a slight bed wetting issue, or a boy that shows interest in her wants her to try them.