What obstacles does Romeo face during the course of Shakespeare's Romeo and Juliet?
Romeo has a varying degree of success in overcoming the obstacles he faces in Shakespeare's Romeo and Juliet. The ultimate obstacle is to be with Juliet despite the bitter feud. Unless you believe the two are together in heaven, Romeo fails in clearing this hurdle.
The first obstacle is his unrequited love for Rosaline. He becomes depressed because Rosaline avoids his affections and decides to stay celibate. Romeo says, in Act I, Scene 1:
She’ll not be hit
With Cupid’s arrow. She hath Dian’s wit,
And, in strong proof of chastity well armed,
From love’s weak childish bow she lives uncharmed.
She will not stay the siege of loving terms,
Nor bide th’ encounter of assailing eyes,
Nor ope her lap to saint-seducing gold.
O, she is rich in beauty, only poor
That, when she dies, with beauty dies her store.
Young men’s love then lies
Not truly in their hearts, but in their eyes.
In one respect I’ll thy assistant be,
For this alliance may so happy prove
To turn your households’ rancor to pure love.
Tybalt, the reason that I have to love thee
Doth much excuse the appertaining rage
To such a greeting. Villain am I none.
Therefore farewell. I see thou knowest me not.
I doubt it not; and all these woes shall serve
For sweet discourses in our times to come.
Come hither, man. I see that thou art poor.
[He offers money.]
Hold, there is forty ducats. Let me have
A dram of poison, such soon-speeding gear
As will disperse itself through all the veins,
That the life-weary taker may fall dead...