The tips aren't comparable. The Boot Black tip is a stiff tip, while the one for penultimate is a bit softer.
I like penultimate liner because it is a really pitch black and super easy to get the cat liner look.
I read from Adlersmommy that it help up over night, and let me just say that it didnt for me
I fell asleep with makeup (which I never do, but hey 4hr drive to Vegas does that to you!) and I woke up w/ a racoon face. I have really oily lids though! so yeah.
I recommend it to those who don't have a steady hand and like the winged out look.