In his youth, his countenance pleaded for him, seeming to anticipate his eloquence, and win upon the affections of the people before he spoke. His beauty even in his bloom of youth had something in it at once of gentleness and dignity; and when his prime of manhood came, the majesty and kingliness of his character at once became visible in it. His hair sat somewhat hollow or rising a little; and this, with the languishing motion of his eyes, seemed to form a resemblance in his face, though perhaps more talked of than really apparent, to the statues of the King Alexander. And because many applied that name to him in his youth, Pompey himself did not decline it, insomuch that some called him so in derision. And Lucius Philippus, a man of consular dignity, when he was pleading in favour of him, thought it not unfit to say, that people could not be surprised if Philip was a lover of Alexander.
It is related of Flora, the courtesan, that when she was now pretty old, she took great delight in speaking of her early familiarity with Pompey, and was wont to say that she could never part after being with him without a bite. She would further tell, that Geminius, a companion of Pompey's, fell in love with her, and made his court with great importunity; and on her refusing, and telling him, however her inclinations were, yet she could not gratify his desires for Pompey's sake, he therefore made his request to Pompey, and Pompey frankly gave his consent, but never afterwards would have any converse with her, notwithstanding that he seemed to have a great passion for her; and Flora, on this occasion, showed none of the levity that might have been expected of her, but languished for some time after under a sickness brought on by grief and desire. This Flora, we are told, was such a celebrated beauty, that Caecilius Metellus, when he adorned the temple of Castor and Pollux with paintings and statues, among the rest dedicated hers for her singular beauty. In his conduct also to the wife of Demetrius, his freed servant (who had great influence with him in his lifetime, and left an estate of four thousand talents), Pompey acted contrary to his usual habits, not quite fairly or generously, fearing lest he should fall under the common censure of being enamoured and charmed with her beauty, which was irresistible, and became famous everywhere. Nevertheless, though he seemed to be so extremely circumspect and cautious, yet even in matters of this nature he could not avoid the calumnies of his enemies, but upon the score of married women, they accused him, as if he had connived at many things, and embezzled the public revenue to gratify their luxury.
Of his easiness of temper and plainness, in what related to eating and drinking, the story is told that, once in a sickness, when his stomach nauseated common meats, his physician prescribed him a thrush to eat; but upon search, there was none to be bought, for they were not then in season, and one telling him they were to be had at Lucullus's, who kept them all the year round, "So then," said he, "if it were not for Lucullus's luxury, Pompey should not live;"and thereupon, not minding the prescription of the physician, he contented himself with such meat as could easily be procured. But this was at a later time.
Being as yet a very young man, and upon an expedition in which his father was commanding against Cinna, he had in his tent with him one Lucius Terentius, as his companion and comrade, who, being corrupted by Cinna, entered into an engagement to kill Pompey, as others had done to set the general's tent on fire. This conspiracy being discovered to Pompey at supper, he showed no discomposure at it, but on the contrary drank more liberally than usual, and expressed great kindness to Terentius; but about bedtime, pretending to go to his repose, he stole away secretly out of the tent, and setting a guard about his father, quietly expected the event. Terentius, when he thought the proper time come, rose with his naked sword, and coming to Pompey's bedside stabbed several strokes through the bedclothes, as if he were lying there. Immediately after this there was a great uproar throughout all the camp, arising from the hatred they bore to the general, and an universal movement of the soldiers to revolt, all tearing down their tents and betaking themselves to their arms. The general himself all this while durst not venture out because of the tumult; but Pompey, going about in the midst of them, besought them with tears; and at last threw himself prostrate upon his face before the gate of the camp, and lay there in the passage at their feet shedding tears, and bidding those that were marching off, if they would go, trample upon him. Upon which, none could help going back again, and all, except eight hundred, either through shame or compassion, repented, and were reconciled to the general.
Immediately upon the death of Strabo, there was an action commenced against Pompey, as his heir, for that his father had embezzled the public treasure. But Pompey, having traced the principal thefts, charged them upon one Alexander, a freed slave of his father's, and proved before the judges that he had been the appropriator. But he himself was accused of having in his possession some hunting tackle, and books, that were taken at Asculum. To this he confessed thus far, that he received them from his father when he took Asculum, but pleaded further, that he had lost them since, upon Cinna's return to Rome, when his house was broken open and plundered by Cinna's guards. In this cause he had a great many preparatory pleadings against his accuser, in which he showed in activity and steadfastness beyond his years, and gained great reputation and favour, insomuch that Antistius, the praetor and judge of the cause, took a great liking to him, and offered him his daughter in marriage, having had some communications with his friends about it.