The word thoughtlessness 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: 24
Highest Scoring Words With Friends™ Play In The Letters thoughtlessness
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Seven Letter Word Alert: (66 words)
egoless, eluents, ensouls, enthuse, gentles, genuses, ghettos, glosses, glutens, glutton, guesses, gunless, gunshot, gussets, gutless, hostels, hostess, hotness, hueless, hustles, lengths, lessens, lessons, longest, lotuses, lounges, lushest, nestles, netless, nettles, nutlets, osselet, outlets, outsees, outsets, sestets, settles, shoguns, shotgun, shushes, shuttle, sleuths, sloshes, sloughs, slushes, solutes, sonless, stenose, stetson, sunless, sunsets, teleost, telnets, telogen, tensest, teutons, thought, toeless, toluene, tongues, toughen, tousles, tsetses, tugless, tussles, useless