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There are 18 five-letter words containing ESS

BLESSbless v. To make something holy by religious rite, sanctify.
bless v. To make the sign of the cross upon, so as to sanctify.
bless v. To invoke divine favor upon.
CESSECESSE v. (Spenser) to cease.
CHESSchess n. A board game for two players, each beginning with sixteen chess pieces moving according to fixed rules…
chess n. (Now chiefly US) Any of several species of grass in the genus Bromus, generally considered weeds.
chess n. (Military, chiefly in the plural) One of the platforms, consisting of two or more planks dowelled together…
CRESScress n. (Plants) A plant of various species, chiefly cruciferous. The leaves have a moderately pungent taste…
CRESS n. a cruciferous plant used in salads.
DESSEDESSE n. (Spenser) a desk.
DRESSdress v. (Transitive).
dress v. (Reflexive, intransitive, obsolete) To prepare (oneself); to make ready.
dress v. (Intransitive).
ESSAYessay n. (Authorship) A written composition of moderate length, exploring a particular issue or subject.
essay n. (Obsolete) A test, experiment; an assay.
essay n. (Now rare) An attempt.
ESSESesses n. Plural of es.
esses n. Plural of ess.
esses n. Plural of esse.
FESSEfesse n. Alternative spelling of fess (horizontal band in heraldry).
FESSE n. a horizontal band across the middle of a shield.
GESSEGESSE v. (Spenser) to guess, also GHESSE.
GESSOgesso n. A mixture of plaster of Paris and glue used to prepare a surface for painting.
gesso n. A work of art done in gesso.
GESSO n. (Italian) plaster of Paris used in painting.
GUESSguess v. To reach a partly (or totally) unqualified conclusion.
guess v. To solve by a correct conjecture; to conjecture rightly.
guess v. (Chiefly US) to suppose (introducing a proposition of uncertain plausibility).
JESSEJesse prop.n. (Biblical) The father of king David.
Jesse prop.n. A male given name from Hebrew of biblical origin.
Jesse prop.n. A female given name, variant of Jessie.
LOESSloess n. (Geology) Any sediment, dominated by silt, of eolian (wind-blown) origin.
LOESS n. (German) a fine-grained wind deposit of clay, sand, and silt.
MESSYmessy adj. (Of a place, situation, person, etc) In a disorderly state; chaotic; disorderly.
messy adj. (Of a person) Prone to causing mess.
messy adj. (Of a situation) Difficult or unpleasant to deal with.
PRESSpress n. An instance of applying pressure; an instance of pressing.
press n. (Countable) A device used to apply pressure to an item.
press n. (Countable) A printing machine.
SESSASessa prop.n. A surname.
SESSA interj. (Shakespeare) enough said, also CAESE, CEAS, SESE, SESEY.
TRESStress n. A braid, knot, or curl, of hair; a ringlet.
tress n. A long lock of hair.
tress n. (By extension) A knot or festoon, as of flowers.

Scrabble words — in black are valid world wide — in RED are not valid in North America — in GREEN are valid only in North America.
Definitions are short excerpt from the WikWik.org and 1Word.ws.

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