Social
Ask them out to dinner
Ask someone you've grown close to out for dinner.
What makes this one hard
The phrasing has to leave room for a no, because pressure is what makes an invitation awkward in English. A concrete proposal — a thing, a day — is easier to accept and easier to decline than an open-ended one, which is why it is the kinder form.
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Free to start. The partner reacts in voice, stays in role, and gives feedback on what you said and what you could have said better.