boredom to the point of collapse , turning into a black hole of dullness 
(ROOT (S (NP (NP (NN boredom)) (PP (IN to) (NP (NP (DT the) (NN point)) (PP (IN of) (NP (NN collapse)))))) (, ,) (S (VP (VBG turning) (PP (IN into) (NP (NP (DT a) (JJ black) (NN hole)) (PP (IN of) (NP (NN dullness)))))))))
(ROOT (S (NP (NP (NN )) (PP (IN ) (NP (NP (DT ) (NN )) (PP (IN ) (NP (NN )))))) (, ) (S (VP (VBG ) (PP (IN ) (NP (NP (DT ) (JJ ) (NN )) (PP (IN ) (NP (NN )))))))))