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Douglas Harper's Etymology Dictionary
leery

"untrusting, suspicious, alert," 1718, originally slang, with -y (2), and perhaps from dialectal lere "learning, knowledge" (see lore), or from leer (v.) in some now-obscure sense. OED suggests connection with archaic leer (adj.) "empty, useless," a general Germanic word (cognate with German leer, Dutch laar), of unknown origin.

Wiktionary
leery

a. cautious, hesitant, or nervous about something; having reservations or concerns.

WordNet
leery
  1. adj. openly distrustful and unwilling to confide [syn: mistrustful, suspicious, untrusting, wary]

  2. [also: leeriest, leerier]

Usage examples of "leery".

The fact that the younger had taken so readily to the Baptist and to Jesus had made James leery of them.

She felt leery of letting a male into her bedroom, but the gaffer seemed like someone she could beat eight ways to spring.

Crooks were leery of Gummer, because they thought he was a stool pigeon.

A bit leery of Denieen at first, the mare settled when Jota whickered softly.

I am also leery of the Carson factor: We must avoid the extermination of any extraterrestrial life-form, from the smallest virus to some supercooled Plutonian blob, not only for its own sake but for the wealth of genetic material contained within it, material that would have evolved over eons, developing unique abilities for dealing with its problems and, by extension, our own.

It was possible Ed Whitbred had them, or had them until Arnie was turned loose once again on an insufficiently leery society.

Neither Hillis nor Clio had been on the Leery mission, had never pulled down a haul like Leery.

And again: they were as leery of taxing themselves to fight the conservancy district as they were of the conservancy taxes themselves.

Leery of the bloody water, Pitcock popped the seals on a couple of antishark packets and tossed them down beside the hull.

It was impossible to hire a hansom cab anywhere in Spitalfields—not only were the residents too poor to afford the fares, cabbies were leery of robbery from East End gangs.

Naturally leery of anything deviating from his private norm, Ferrante dropped quietly to hands and knees, crawled cautiously up behind the stove and peered around it.

They were tenants of the Lord of Re Albi, suspicious of the villagers, leery of any­thing to do with Ogion.

She had suddenly forgotten all about being leery of the nefarious chop-suey den on the premises.

Attacking the field works on Cemetery Ridge left him leery of moving against positions prepared years in advance and filled with guns bigger than any that could keep up with an army on the move.

Although the large mesh permitted juveniles to escape, the National Marine Fisheries Service was still leery of its impact on the swordfish population.