However, he still retained some affection for his old favourite, Bess Lion, who being taken up for some of her tricks, was committed to St. Giles's Round-house. Shepherd going to see her there, broke the doors open, beat the keeper, and like a true knight-errant, set his distressed paramour at liberty. This heroic act got him so much reputation amongst the fair ladies in Drury Lane that there was nobody of his profession so much esteemed by them as John Shepherd, with his brother Thomas, who had taken to the same trade. Observing and being in himself in tolerable estimation with that debauched part of the sex, he importuned some of them to speak to his brother John to lend him a little money, and for the future to allow him to go out robbing with him. To both these propositions Jack (being a kind brother as he himself said) consented at the first word, and from thence forward the two brothers were always of one party: Jack having, as he impudently phrased it, lent him forty shillings to put himself in a proper plight, and soon after their being together having broke open an alehouse, where they got a tolerable booty, in a high fit of generosity, John presented it all to his brother, as, soon after, he did clothes to a very considerable extent, so that the young man might not appear among the damsels of Drury unbecoming Mr. Shepherd's brother. About three weeks after their coming together, they broke open a linen-draper's shop, near Clare Market, where the brothers made good use of their time; for they were not in the house above a quarter of an hour before they made a shift to strip it of £50. But the younger brother acting imprudently in disposing of some of the goods, he was detected and apprehended, upon which the first thing he did was to make a full discovery to impeach his brother and as many of his confederates as he could. Jack was very quickly apprehended upon his brother's information, and was committed by Justice Parry to the Round-house, for further examination. But instead of waiting for that, Jack began to examine as well as he could the strength of the place of his confinement, which being much too weak for a fellow of his capacity, he marched off before night, and committed a robbery into the bargain, but vowed to be revenged on Tom who had so basely behaved himself (as Jack phrased it) towards so good a brother. However, that information going off, Jack went on in his old way as usual.