The first voyage he made was up the Straits, where he touched at Gibraltar, and went soon after to Leghorn, the port to which they were bound.  Being a young sprightly lad the mate carried him on shore with him, and being a man of intrigue, made use of him to go between him and an Irish woman, who was married to an Italian captain of a ship.  The lady’s husband was in Sicily, and they therefore apprehended themselves to be secure; she proposed to the mate the carrying off of jewels and other things, to the amount of some thousand crowns, and then flying with him from Italy.  The project had certainly succeeded if it had not been for their imprudence; for the mate, who passed for her cousin, being continually in the house for three days before the ship went away, a suspicion entered into some of the neighbours (as they often do amongst Italians) that there was something more than ordinary concealed under the frequency of his visits.  They therefore dispatched a messenger to Signor Stefano di Calvo, the captain’s brother, with the account of their surmises.  He came immediately to Leghorn, and going directly to his brother’s house, found his sister had packed up all his valuable effects, and having loaded the boy with as much as he could carry, was on the point of setting out with him for the vessel.  Stefano dragged her back into an inner apartment, where he locked her in, and afterwards fastened the doors of the outward apartment, through which they passed thither.  But Jack, seeing how things went, laid down his burden and fled as hard as he could drive to the port, where he gave notice to the master of their disappointment, and caused the vessel immediately to weigh anchor and stand to sea, as fearing the consequences of the affair, which he knew would make a great noise, and might possibly turn to the detriment of his owners.

Claxton had hitherto done nothing that was criminal within the eye of the Law, though while at sea he was continually employed in some mischievous trick or other.  When he came into England the ship happened to go to Yarmouth, and as all places were alike to him, so short a stay there engaged him to marry a young woman who had some little matter of money, with which he proposed to do for himself some little matter at sea, and taking the greatest part of it with him, came up to London in order to see after a good voyage.

But this was the most fatal journey he ever made, for falling unfortunately into the hands of bad women and their companions, they quickly drew him to be as bad as themselves; so that forgetting the poor woman he had married, and regardless of the business which brought him up to town, he gave himself up entirely to the pursuit of such villainies as they taught him, and in a short space became as expert a proficient as any in the gang.