When I'm speaking (especially with my friends) I have a tendency to slur things together and not really say the seperate syllables. Also when speaking with friends I sometimes don't pronounce the endings, even if they are pronounced. So, instead of saying /pleI/ and then /Ing/ I'll just say /pleI/ and then /In/.
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IF this is still a question the best way to determine where syllables are broken is to say the word with your mouth closed. The noises your hear with your mouth closed are the breaks in syllables. I personally do speak with announciation so my words are distinct not always syllabic but yes I say kit ten so both ts are heard and that is a two syllable word