2 Syllables: SU
Cheshire, Chester, clever, desert, dresser, effort, Esther, ever, feather, Fletcher, fresher, gesture, gether, guesswork, heather, heavier, heifer, Hester, jester, leather, leathern, ledger, Leicester, leisure, lesser, Lester, lever, measure, Messrs, Nestor, nether, never, pestered, pleasure, pressure, sever, Severn, stretcher, tester, tether, texture, treasure, Trevor, vesture, weather, Western, westward, whether, zephyr
3 Syllables: USU
aggressor, assessor, confessor, displeasure, endeavor, endeavour, forever, however, investor, midwestern, Northwestern, oppressor, possessor, Professor, semester, sequestered, soever, southwestern, successor, Sylvester, together, transgressors, unmeasured, whatever, whenever, wherever, whichever, whoever
4 Syllables: UUSU
5 Syllables: UUUSU
Nebuchadnezzar, whithersoever
Found 85 words across 4 groupings. Skipped 32 excess words of a similar stem.