Definitions
American Heritage® Dictionary of the English Language, Fourth Edition
- adj. Without advantage or benefit; useless. See Synonyms at futile.
Century Dictionary and Cyclopedia
- Without boot or advantage; unavailing; unprofitable; useless; without profit or success.
Wiktionary
- adj. without boots
- adj. profitless; pointless; unavailing
GNU Webster's 1913
- adj. Unavailing; unprofitable; useless; without advantage or success.
WordNet 3.0
- adj. unproductive of success
Etymologies
- This definition is lacking an etymology or has an incomplete etymology. You can help Wiktionary by giving it a proper etymology. (Wiktionary)
- boot2 + -less. (American Heritage® Dictionary of the English Language, Fourth Edition)
Examples
“If their forays were bootless, in the nature of things their forays would cease.”
“Yet to sojourn in San Antonio unherbed was to set off under the searing sun naked, scalped, and bootless across some scree of burning rock straight out of Cormac McCarthy.”
“Hitchens gave short shrift to the "insulting" suggestion that cancer might persuade him to change his position where reason had not, arguing that to ditch principles "held for a lifetime, in the hope of gaining favour at the last minute" would be a "hucksterish choice", and urging those who had taken it upon themselves to pray for him not to "trouble deaf heaven with your bootless cries".”
“And the men appeared, some of his watch, others of the second mate's watch, routed from sleep -- men coatless, and hatless, and bootless; men ghastly-faced with fear but eager for once to spring to the orders of the man who knew and could save their miserable lives from miserable death.”
“But my hands had been tied behind my back and when my bootless feet slipped on the ice I had no way of catching myself.”
“In The Extra Man, based on a creepy comic novel by Jonathan Ames, Dano plays Louis Ives, a bootless young man who fancies himself a character out of The Great Gatsby.”
The Huffington Post: Marshall Fine: HuffPost Review: The Extra Man
“ He subsequently surfaced in aficcione, a tale of his bootless pursuit of a reclusive poetess, modeled on one I'd met on-line.”
“The attack was bootless and the guards immediately arrested Meir, the hero of the ghetto.”
“And the fact is that millions of Negroes, as a result of centuries of denial and neglect, have been left bootless.”
“Here are a few examples from this worthy tome, which is illustrated by the stupendously talented Seth: bootless: Must every non-useless, non-unprofitable activity involve wearing boots?”
Lists
These user-created lists contain the word ‘bootless’.
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Interesting words
A list of words that are odd or words that I have looked up.
concupiscence, brize, scree, scoria, forestaff, spanaemia, valetudinarianism, distasture, pyrethrum, laudanum, gentian, bicameral and 11250 more...
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-more or -less
Words ending with *more or *less, more or less. Many of theses terms also appear on the list The -less Said, which see.
schemaless, unless, useless, guileless, wireless, regardless, homeless, endless, nevertheless, countless, jobless, doubtless and 434 more...
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Valuseless
Of low worth or little importance.
Unwanted matter by drusky is a nice, related list.trivial, cheap, inutile, ineffectual, dross, floccinaucinihili..., gimcrack, frippery, invalidated, drivel, otiose, tripe and 91 more...
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135 Offensive Shakespearean Terms
135 Offensive Shakespearean Terms =)
artless, baggage, barnacle, bawdy, beef-witted, bladder, boil-brained, bootless, brazen, cankerblossom, churlish, churrish and 123 more...
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ktrey's wordlist
Words that I like.
Many may be lexicographically impotent due to a lack of citations and definition. Hopefully I'll be able to rectify this eventually.velleity, dispositive, bloviate, bibulous, fungible, concupiscence, avuncular, carnaptious, thrawn, hypocoristic, diegesis, lagniappe and 928 more...
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elizacole's Words
isomorphic, endemic, tmesis, fillip, antedate, avoirdupois, jeremiad, hypnagogic, antediluvian, fuck, reification, raconteur and 251 more...
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The -less Said...
hopeless, bootless, groundless, luckless, artless, feckless, hapless, joyless, useless, penniless, childless, peerless and 310 more...
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From Book - SAT & College Dictionary ...
ebb, exotic, immure, abeyance, panegyric, debonair, protege, dissipate, frantic, penitent, abject, edify and 871 more...
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Dictionary.com Words of the Days of 2000
1999 · 2000 · 2001 · 2002 · 2003 · 2004 · 2005 · 2006 · 2007 · 2008
segue, palimpsest, bête noire, farrago, expatiate, nadir, protean, fulsome, constitutional, quondam, sinecure, vainglory and 324 more...
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Slings and Arrows: Shakespearean Insults
artless, baudy, beslubbering, bootless, churlish, cockered, clouted, craven, dankish, dissembling, droning, errant and 116 more...
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iliad by edward earl of derby
prosody, dactylics, canning, hecatombs, kindle, broils, double goblet, strive, succour, weal, bawling, scurril and 49 more...
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McSkeletor's Words
inchoate, amortization, piperack, epistemological, moustachioed, thaumaturgy, reprehensible, incommunicado, sackbut, atavistic, velocipede, antediluvian and 58 more...
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november
bootless, protracted, garrulous, inchoate, mellifluous, augur, abrogate, truckle, laconic, sere
Tweets
Looking for tweets for bootless.

whichbe Ineffectual; useless. Around the time of the Norman Conquest a boot, also often spelt bote, was something advantageous, profitable or good (through the ancient Germanic languages, it’s closely linked with better and best as the comparative and superlative of good).
We still have it in the fixed phrase to boot, meaning something extra or additional; back around the year 1000 the phrase meant "to the good; to one’s advantage". There were lots of meanings associated with boot: it might mean a levy taken to repair a road or bridge; in the feudal system it referred to the right of a tenant to take timber from his lord’s estate for fuel or repairs (a set of words existed for various kinds, such as firebote, housebote, and hedgebote). It could also mean compensation for wrongdoing or injury. In this sense, it often appeared in compounds, such as man-bote, compensation by a person to somebody he had injured, or the later thief-bote, a bribe or reparations by a thief to avoid prosecution.
If you were bootless, you were without help or remedy or couldn’t be compensated. The meaning evolved into the figurative sense of something fruitless, unprofitable, or to no useful purpose. Charles Dickens used it this way in A Tale of Two Cities: "'Well!' said that good-natured emissary, after a full half-hour of bootless attempts to bring him round to the question."
But the most famous example is probably that in Shakespeare's Henry IV in which the Bard puns on two senses of the word:
Glendower: Three times hath Henry Bolingbroke made head
Against my power; thrice from the banks of Wye
And sandy-bottom'd Severn have I sent him
Bootless home and weather-beaten back.
Hotspur: Home without boots, and in foul weather too?
How scapes he agues, in the devil's name.
(from World Wide Words) May 20, 2008