Rhyme Desk
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Words That Rhyme With "Headlessness" :

3 syllables:

bloodlessness, breathlessness, cloudlessness, endlessness, fecklessness, friendlessness, godlessness, jealousness, recklessness, selflessness, senselessness, sexlessness, zealousness

4 syllables:

defencelessness, defenselessness, relentlessness

5 syllables:

overzealousness