). Your two suggestions don't seem plausible, and right now the only instance I can think of of two syllables running into one is "medi(a)eval", which tends to change from "med-ee-ee-val" into "med-ee-val". Your "flip" example reminded me that some people (notably Scottish and Irish people) pronounce "film" as "fill-um", but this is more a dialect difference than anything to do with changing from one to the other in casual speech.
New words, one handy idiom, and a 2-minute quiz — delivered to your inbox to keep your streak alive.
PureGuavaDude - "dood" or "doo-duh"I've never heard "dude" pronounced with two syllables.
PureGuavaWhat's up? - "wat-sup" or "wahzup"Right, but this is not changing the number of syllables.
Mr WordyJust depends on how you (want to) say it, for whatever reason; accent, joking, etc.PureGuavaDude - "dood" or "doo-duh"I've never heard "dude" pronounced with two syllables.
Mr WordyPureGuavaWhat's up? - "wat-sup" or "wahzup"