I'm not quite sure I understand the first sentence completely, thus anything I say may be wrong. However "our" works if you mean that the student wants a better dorm, and he's encouraging you (plural) to keep trying to get him one. Like I said, I'm not sure I fully understand the sentence.
With the second one, it depends. If you two were together ordering, then it's with. If he is offering the product, and you order it from his service, then it's from.
Student or Learner