Thanks for asking!
1 - It depends a little on how many people sign up - anything more than about fifteen and matching will have to be done automatically rather than by me. If it's a small number I can try to match people on preferences but I envision matching will be done mostly/exclusively on the basis of what plays people request and offer.
In any exchange, participants should, as a minimum, respect a their recipient's list of dislikes (so, don't write explicit sex for someone who's specified they don't like reading that). The list of prompts is a wishlist - your writer can take one or more of your prompts as inspiration.
So, say I sign up and I request Hamlet, R&J, Othello, Two Gents, and Much Ado, and you offer Much Ado, Cymbeline, Lear, Love's Labours Lost, and Midsummer, we would match on Much Ado. So you could write me a story for Much Ado as that's the play we matched on, or maybe after reading my prompts you decide you want to try writing a Hamlet fic after all, so you can write that. As long as it doesn't have any of my DNWs, it will be fine.
Does that make sense?
2 - Yes, something that focusses on just one scene would be fine, as long as it's cohesive. What we don't want is something that is clearly unfinished, for example something that has a big cliffhanger at the end.
I hope this answers your questions. Let me know if anything is unclear.
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A Shakespeare Fic Exchange