Option 3

No you couldn’t let her go out like this, it would be fun sure but it could also lead to some problems.

Lets make a deal you day to Emma whilst grinning evily. You don’t want to go out like this I imagine and I can offer you no clothes aside from my own. So lets trade, you give me one of your clothes and ill give you one of mine.

She seemed to consider the offer before responding with: which of my clothes would you wish to trade for maste- [bob]?