14th century, (w), (w), “The Wife of Bath’s Prologue,” lines 303-307,https://en.wikisource.org/wiki/The_Canterbury_Tales/The_Wife_of_Bath%27s_Prologue_and_Tale
And yet of our apprentice Ianekyn,
For his crisp heer, shyninge as gold so fyn,
And for he squiereth me bothe up and doun,
Yet hastow caught a fals suspecioun;
I wol hym noght, thogh thou were deed to-morwe.
To attend as a beau, or gallant, for aid and protection.
On some occasions, he displayed all his fund of good humour, with a view to beguile her sorrow; he importuned her to give him the pleasure of squiring her to some place of innocent entertainment; and, finally, insisted upon her accepting a pecuniary reinforcement to her finances, which he knew to be in a most consumptive condition.
Perceiving, however, that I had on my best wig, she offered, if I would ’squire her there, to send home the footman.
1812, w:Henry William Weber|Henry Weber (ed.), The Works of (w), Volume 3, p. 326, footnote 3,https://books.google.ca/books?id=jlFQAAAAcAAJ&pg=PA326&dq=%22to+squire%22&hl=en&sa=X&ved=0ahUKEwiipNetypTQAhXKhFQKHYpHCIYQ6AEIoQMwQwv=onepage&q=%22to%20squire%22&f=false
To man a lady was, in former times, a phrase similar to the vulgar one at present in use, to squire.
Yes, such a thing as thou wouldst make of me should wear a book at his girdle instead of a poniard, and might just be suspected of manhood enough to squire a proud dame-citizen to the lecture at Saint Antonlin’s, and quarrel in her cause with any flat-capped threadmaker that would take the wall of her.
And raising good cotton, riding well, shooting straight, dancing lightly, squiring the ladies with elegance and carrying one’s liquor like a gentleman were the things that mattered.
1988, (w), (w), New York: Vintage International, 1994, Chapter Six,
A butch entered squiring a blonde whore tottering along on spike heels under dairy whip hair, her chubby hand rising again and again to tuck a stray wisp back into the creamy dome.
puhekieltä A ruler; a carpenter's square; a measure.
1598, (w), (w)
But temperaunce, said he, with golden squire, / Betwixt them both can measure out a meane.
1598, (w), (w), V, 2, 474.
do not you know my lady's foot by the squire.
(RQ:RBrtn AntmyMlncl)
as for a workman not to know his axe, saw, squire, or any other toole, ….