To associate with.
He has also been good enough to recommend to me many tradesmen who are ready to supply these articles in any quantities; each of whom has been here already a dozen times, cap in hand, and vowing that it is quite immaterial when I pay—which is very kind of them; but, with the highest respect for friend Perkins (my scout) and his obliging friends, I shall make some enquiries before "letting in" with any of them.
To cheat or victimize.
He let me in heavily.
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