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From letters W, H, O, L, E, S, O, M, E, N, E, S, S, E, S  I made following words

15 letter words

wholesomenesses[23]

13 letter words

wholesomeness[21]

12 letter words

homelessness[17]

11 letter words

wholenesses[17], loosenesses[11]

10 letter words

nosewheels[16], slownesses[13], solenesses[10]

9 letter words

wheelsmen[17], wholesome[17], nosewheel[15], wholeness[15], snowshoes[15], woenesses[12], lownesses[12], lonesomes[11], menseless[11], selenoses[9], looseness[9], senseless[9]

8 letter words

wheelmen[16], somewhen[16], enwheels[14], snowshoe[14], swooshes[14], enmeshes[13], homeless[13], smooshes[13], sneeshes[11], shoeless[11], newsless[11], slowness[11], snowless[11], lonesome[10], oenomels[10], someones[10], moonless[10], noseless[8], soleness[8]

7 letter words

showmen[15], somehow[15], enwheel[13], welshes[13], wooshes[13], menshes[12], sholoms[12], woolmen[12], woesome[12], sloshes[10], woolens[10], woeness[10], lowness[10], oenomel[9], someone[9], nemeses[9], osmoles[9], osmoses[9], loosens[7], lessees[7], lessens[7], loesses[7], lessons[7], sonless[7]

6 letter words

whelms[14], whomso[14], wheels[12], wheens[12], wholes[12], swoosh[12], enmesh[11], mohels[11], sholom[11], meshes[11], moshes[11], shmoes[11], smoosh[11], sheens[9], sneesh[9], hosels[9], sheols[9], noshes[9], shools[9], woolen[9], newels[9], sowens[9], swoons[9], melees[8], lemons[8], melons[8], solemn[8], osmole[8], emeses[8], menses[8], mesnes[8], semens[8], mesons[8], osmose[8], osmols[8], messes[8], mosses[8], leones[6], loosen[6], lessee[6], lenses[6], lessen[6], lesson[6], looses[6], nooses[6], snools[6], solons[6], nesses[6], senses[6], losses[6]

5 letter words

whelm[13], wheel[11], wheen[11], whole[11], nohow[11], welsh[11], shewn[11], whens[11], howes[11], whose[11], howls[11], mohel[10], hemes[10], helms[10], mensh[10], homes[10], holms[10], homos[10], women[10], mewls[10], meows[10], heels[8], sheen[8], helos[8], holes[8], hosel[8], sheol[8], hones[8], hosen[8], shone[8], shool[8], shoon[8], hoses[8], shoes[8], slosh[8], shoos[8], newel[8], weens[8], lowes[8], lowse[8], enows[8], melee[7], lemon[7], melon[7], mense[7], mesne[7], neems[7], semen[7], moles[7], meson[7], nomes[7], omens[7], moose[7], looms[7], mools[7], osmol[7], monos[7], moons[7], nomos[7], seems[7], semes[7], mosso[7], leone[5], lenes[5], lense[5], enols[5], lenos[5], noels[5], loose[5], oleos[5], noose[5], loons[5], nolos[5], snool[5], solon[5], leses[5], seels[5], esnes[5], sense[5], loess[5], loses[5], sloes[5], soles[5], noses[5], sones[5], solos[5], esses[5]