I think that the idea of Shakespeare mentoring the OOP is out of the question now. In the first 17 sonnets all he did was make subtle hints about his love. and was just encouraging them to pass their beauty on. However, I think these sonnets that we just read completely bash the idea of him just "mentoring" this person and simply finding them attractive. In sonnet 20, he is flat out telling the person that they were meant to be women, so that they may be loved by men. As is the OOP seems to be content with loving women as seen when the poem reads, "And for woman wert though first created, Till nature as she wrought thee fell a-doting,". Shakespeare feels like women have robbed him of this man. In sonnet 36, Shakespeare is now dismayed that the person will not be with him because it would be shameful to do so. He says that, "I may not evermore acknowledge thee/Lest my bewailed guilt should do thee shame," which entails that he back in their time people were not as accepting of people with different sexual orientations. Shakespeare speaks of his great love for this man, but the shame of a relationship keeps the apart. In Sonnet 55, Shakespeare is saying that that his poem shall preserve his love, and that the OOP will be even more splendid. He says, "Not marble nor the gilded monuments/Of princes shall outlive this powerful rhyme, But you shall shine more bright in these contents"
So, apparently he wants more than to mentor this person. It also seems that the person does not want his love, for wants women and it would shame him to be with a man.