The word pointlessness is playable in Words With Friends™, no blanks required. Because it is longer than 7 letters, you would have to play off an existing word or do it in several moves.
Words With Friends™ Letter Score: 19
Highest Scoring Words With Friends™ Play In The Letters pointlessness
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Seven Letter Word Alert: (79 words)
enlists, epistle, epsilon, insoles, insteps, intense, intones, lenient, lenites, leptons, lesions, lessens, lessons, linnets, lioness, lionets, listens, nestles, netless, nonslip, nosiest, oneness, onestep, openest, osseins, osselet, pelites, penises, penlite, pennies, pension, pentose, peonies, pestles, petiole, petless, pieless, pinenes, pinless, pistols, pistons, pitless, pleions, poesies, poetess, poetise, pontine, possess, possets, postils, poteens, seitens, sessile, session, sestine, silents, sinless, sonless, sonnets, spinels, spinets, spinnet, spinons, spinose, spleens, splines, splints, stenose, stepson, tenpins, tensile, tension, tieless, tinsels, tipless, toeless, tonsils, topless, topline