"devoid of pleasure, without enjoyment or satisfaction," 1814, from pleasure (n.) + -less.
Entries linking to pleasureless
pleasure n.
late 14c., plesire, "source of enjoyment, pleasing quality or thing, that which pleases or gratifies the senses or the mind," from Old French plesir, also plaisir "enjoyment, delight, desire, will" (12c.), from noun use of infinitive plaisir (v.) "to please," from Latin placere "to please, give pleasure, be approved" (see please (v.)).
Also from late 14c. as "discretion, will, desire, preference," as in at (one's) pleasure "when one wishes." From mid-15c. as "gratification; feeling of enjoyment, liking." The meaning "sensual gratification" is from early 15c. That of "indulgence of the appetites as the chief object of life" is attested from 1520s. The ending was altered in Middle English by influence of words in -ure (measure, etc.).
-less
word-forming element meaning "lacking, cannot be, does not," from Old English -leas, from leas "free (from), devoid (of), false, feigned," from Proto-Germanic *lausaz (cognates: Dutch -loos, German -los "-less," Old Norse lauss "loose, free, vacant, dissolute," Middle Dutch los, German los "loose, free," Gothic laus "empty, vain"), from PIE root *leu- "to loosen, divide, cut apart." Related to loose and lease.