The word tomboyishness 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™ Plays In The Letters tomboyishness
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Seven Letter Word Alert: (49 words)
benmost, benthos, boniest, boomnet, byssine, emotion, entombs, etymons, histone, homiest, honesty, hostess, hotness, hymnist, isohyet, isonomy, isonyms, mitoses, moisten, motions, myosins, noisome, nosiest, obesity, oboists, osmosis, osseins, osteons, session, shmoose, shyness, smooths, smoothy, somites, somonis, soonest, soothes, stomies, stonish, stymies, symbion, symbiot, systems, theisms, theonym, thiones, thymine, tomboys, toonies