Words That Rhyme With "Upperclassman" :
2 syllables:
Amman, Ammon, ashman, axman, baseman, bason, bassman, batsman, bossman, busman, cashman, casson, chessman, classman, cracksman, crossman, fasten, gammon, gasman, glassman, grassman, halfman, Hassam, Haussmann, houseman, Housman, iceman, jazzmen, lassman, mammon, massman, messman, mossman, passman, pressman, Salman, salmon, Sampson, tammen, Tasman, taxman, waxman, Weismann
3 syllables:
abashment, expressman, harassment, sargassum