This Unknown Troper has always loved William Shakespeare's Twelfth Night, more for familiarity's sake than anything else, but always found the romance between Viola and the Duke Orsino to be a little... mm, lackluster, overly convenient, it seems to pale beside the romance between Viola and Olivia. And yet, while I was in the middle of writing about Twelfth Night for an essay test, it occurred to me that Orsino starts off the play as a real Emo Teen with this over-idealized idea about love, and what Viola does — plucky, brave, outspoken Viola — is she shows him that love doesn't have to be this train of sighs and pun-making — it's about friendship and confidence and being happy with someone else, and doing things for the person you love. And suddenly it all fit. And I had a great essay. — Vifetoile, proud Twelfth Night fangirl
When I watched this , it was strange to me that Sebastian can defeat not only Andrew , but also Toby so easily - Toby does seem as somebody practical and actually should be a good fighter. But then it occured to me: he had more experience with brawls than with regular fencing fight, he was drunk, and most importantly, he still asuumed "Cesario" was a coward - he completely underestimated Sebastian, otherwise he wouldn't get involved into fight at all! — SS 13
In the original text and in the productions when Viola joins Orsino's court not just masquerading as a boy but as 'an eunuch' - wouldn't Olivia have noticed Sebastian was pretty much *ahem*, intact?
Cesario is described to Olivia as a boy, and not a eunuch. And it's up to interpretation just what the two of them get up to in between meeting and marrying. It could have just been a lot of kissing and a tour of the grounds.