Words That Rhyme With "Prepossessingly" :

3 syllables:

blessingly, Cecily, edgingly, fetchingly, helpingly, jestingly, kissingly, messily, peddlingly, pressingly, tellingly, testily

4 syllables:

affectingly, aggressively, ascendingly, attendingly, caressively, clandestinely, compellingly, compressively, concessively, confessedly, decreasingly, degressively, depressingly, depressively, distressingly, excessively, expressively, impressively, increasingly, obsessively, oppressively, progressively, protectingly, recessively, refreshingly, repellingly, repressively, successively, surpassingly, unceasingly, unendingly

5 syllables:

condescendingly, inexpressively, overwhelmingly, unimpressively, unreflectingly, unrelentingly, unsuspectingly