Jut Do It
We tend to overthink social interactions, especially when it involves asking for something.
It’s good to be polite and respectful, but your brain shouldn’t be a barrier between you and other people.
Instead of using your mind to play all the scenes, let life happen by itself. Make the first step, engage the conversation ask what you want, and see how it rolls.
Don’t think about what could happen. Just make it happen.