Here's what rhymes with datelessness.
weightlessness statelessness Words that almost rhyme with datelessness
agelessness shapelessness aimlessness painlessness tastelessness faithlessness shamelessness blamelessness patroness spaciousness painfulness heinousness chasteness hatefulness audaciousness fatefulness gracelessness tastefulness jadedness balefulness faithfulness nakedness changeless graciousness playfulness wakefulness wastefulness gratefulness brazenness shamefulness tenaciousness ancientness capaciousness safeness courageousness caginess maintenance gracefulness contagiousness flirtatiousness salaciousness vivaciousness voraciousness unfaithfulness wavelets caplets distastefulness loquaciousness ungratefulness racialists disgracefulness cartilaginous mucilaginous conservationists