It was this love of finery that led to the undoing of Jack Rann, but before it sent him down into the company of those who lived by their wits, employed in unlawful enterprises, it raised him to better situations. For Rann was a tall, smart fellow, and good clothes well became him.

But flowered-satin waistcoats, and full-skirted damasked coats of silk, elaborately embroidered, are not paid for out of a coachman's wages, and Rann soon found himself deeply in debt. And, moreover, of what possible use are brave costumes, but to flaunt and flourish about in? And when you do so flourish, you must needs go the pace altogether. There were excellent companions in those places to which Rann most resorted, as a gentleman of fashion, at Vauxhall, and elsewhere; and there were the card-tables, where he had a passing run of luck; and there were the women. In spite of being pitted somewhat with the small-pox, he was still a handsome fellow, and he played the very Cupid with the girls.

Half-hours with the Highwaymen — Part 149

All these items totted up to a very costly sum-total, and the gaming-tables did not long stand him in good stead. At the moment when he was in the sorest straits, he became acquainted with three men: Jones, Clayton, and Colledge (this last known as "Eight-string Jack"), in whose company he very speedily grew more and more reckless, and at last was dismissed from his situation with a long-suffering nobleman, and refused a character. Thus turned adrift upon the world, he began, with those three companions, a career of pocket-picking, and thence drifted by easy stages into the society of highwaymen and of receivers of stolen goods.

Half-hours with the Highwaymen — Part 149

In these circles there moved at that time a certain Eleanor Roche, originally a milliner's apprentice, but who, from a somewhat unfortunate friendship with an officer of the Guards, had declined upon the condition of "fence," and generally, the fair friend and ally of the nimble-fingered, and the speakers with travellers on the highways. Jack Rann was a free-lover. Pretty faces, rosy lips, infallibly attracted him, and although he loved his Nelly best, he scarce knew the meaning of faithfulness.

Half-hours with the Highwaymen — Part 149

But to Ellen Roche, "Sixteen-string Jack" was her own Jack, her hero; and when once she had met him, she had eyes for none other.