Words That Rhyme With "Prepossessing" :
2 syllables:
blessing, dressing, guessing, Lessing, messing, pressing, stressing
3 syllables:
addressing, assessing, caressing, compressing, confessing, depressing, digressing, distressing, expressing, impressing, obsessing, oppressing, possessing, professing, progressing, recessing, redressing, repressing, suppressing, transgressing
4 syllables:
acquiescing, coalescing, effervescing, reassessing