The word characteristically cannot be made in Words With Friends™. It is 18 letters long, too long to fit on a WordsWithFriends board (15 letters max).
Highest Scoring Words With Friends™ Play In The Letters characteristically
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Seven Letter Word Alert: (271 words)
acacias, acaters, acatery, accites, acetyls, achiest, achiral, acrylic, acyclic, acylase, acylate, aerials, aircell, airiest, aitches, alertly, alethic, allayer, allstar, archaea, archaic, archeal, archers, archery, archlet, arctics, ariarys, article, artiest, artsier, arylate, ascetic, ashtray, astylar, atheist, atresia, attache, attirer, attires, cachers, cachets, calcite, caliche, calicle, callers, caltech, calyces, carries, cartels, carters, cashier, castile, catarrh, catcall, catcher, catches, cattail, cattery, cattier, cattily, cecally, cellars, cellist, chalets, chalice, charier, charily, charity, charter, chaster, chattel, chatter, chilies, chiller, ciliary, ciliate, circler, circles, circlet, cithers, citrate, clarets, clarity, clasher, clastic, clatter, clayier, clayish, clearly, clerics, clerisy, cliches, clitics, clitter, crasher, craters, cristae, critics, critter, crystal, cyathia, cyclase, cyclers, cyclise, cyclist, earthly, eclairs, elastic, elicits, elitist, erratic, ethical, hairier, halites, halters, hastate, hastier, hastily, hatters, hearsay, helical, hellcat, hitters, hyalite, icetray, icicles, icteric, illites, irately, iratest, irisate, ischiac, ischial, italics, itchier, laciest, lactase, lactate, lacteal, laicise, larches, lariats, latches, lateral, lathers, lathery, latites, lattice, literal, lithely, litters, littler, lyrical, racecar, raciest, railcar, rallies, ratchet, ratrace, rattail, ratters, rattier, rattish, rattler, rattles, realist, reality, recalls, recatch, rechart, rechill, recital, rellish, restart, retails, retally, retills, retilts, retract, retrial, richest, rillets, saccate, saltate, saltcat, saltier, saltily, satchel, satiate, satiety, satiric, scalier, scarcer, scarier, scarily, scarlet, scatter, sciatic, scleral, scratch, scyther, scythic, shalier, shatter, shellac, shrilly, silicle, sillier, siltier, slather, slatier, slither, slitter, starchy, starlet, starlit, starter, startle, stately, statice, stealth, stellar, stiller, stilter, strayer, stretch, striate, stylate, stylier, tacitly, tactics, tactile, tallest, tallier, tallies, tallish, tarries, tartars, tartish, tastier, tastily, teacart, tearily, tertial, testacy, testily, thirsty, thistle, thistly, thralls, threats, thrills, thrilly, tictacs, tillers, tilters, tithers, tracers, tracery, trachea, trailer, trasher, treacly, trellis, triarch, trisect, trysail, tryster, yachter, yachtie, yttrias