When the young princess, Anne of Bohemia, the first wife of the royal prodigal, Richard II., entered London, a castle with towers was erected at the upper end of Cheapside. On the wooden battlements stood fair maidens, who blew gold leaf on the King, Queen, and retinue, so that the air seemed filled with golden butterflies. This pretty device was much admired. The maidens also threw showers of counterfeit gold coins before the horses' feet of the royal cavalcade, while the two sides of the tower ran fountains of red wine.

On the great occasion when this same Anne, who had by this time supped full of troubles, and by whose entreaties the proud, reckless young king, who had, as it were, excommunicated the City and now forgave it, came again into Chepe, red and white wine poured in fountains from a tower opposite the Great Conduit. The King and Queen were served from golden cups, and at the same place an angel flew down in a cloud, and presented costly golden circlets to Richard and his young wife.

Two days before the opening of Parliament, in 1423, Katherine of Valois, widow of Henry V., entered the city in a chair of state, with her child sitting on her knee. When they arrived at the west door of St. Paul's Cathedral, the Duke Protector lifted the infant king from his chair and set him on his feet, and, with the Duke of Exeter, led him between them up the stairs going into the choir; then, having knelt at the altar for a time, the child was borne into the churchyard, there set upon a fair courser, and so conveyed through Cheapside to his own manor of Kennington.

Time went on, and the weak young king married the fair amazon of France, the revengeful and resolute Margaret of Anjou. At the marriage pageant maidens acted, at the Cheapside conduit, a play representing the five wise and five foolish virgins. Years after, the corpse of the same king passed along the same street; but no huzzas, no rejoicing now. It was on the day after the restoration of Edward IV., when people dared not speak above a breath of what might be happening in the Tower, that the corpse of Henry VI. was borne through Cheapside to St. Paul's, barefaced, on a bier, so that all might see it, though it was surrounded by more brown bills and glaives than torches.

By-and-by, after the fierce retribution of Bosworth, came the Tudors, culminating and ending with Elizabeth.

As Elizabeth of York (Henry VII.'s consort) went from the Tower to Westminster to be crowned, the citizens hung velvets and cloth of gold from the windows in Chepe, and stationed children, dressed like angels, to sing praises to the Queen as she passed by. When the Queen's corpse was conveyed from the Tower, where she died, in Cheapside were stationed thirty-seven virgins, the number corresponding with the Queen's age, all dressed in white, wearing chaplets of white and green, and bearing lighted tapers.

As Anne Boleyn, during her short felicity, proceeded from the Tower to Westminster, on the eve of her coronation, the conduit of Cheapside ran, at one end white wine, and at the other red. At Cheapside Cross stood all the aldermen, from amongst whom advanced Master Walter, the City Recorder, who presented the Queen with a purse, containing a thousand marks of gold, which she very thankfully accepted, with many goodly words. At the Little Conduit of Cheapside was a rich pageant, full of melody and song, where Pallas, Venus, and Juno gave the Queen an apple of gold, divided into three compartments, typifying wisdom, riches, and felicity.

When Queen Elizabeth, young, happy and regal, proceeded through the City the day before her coronation, as she passed through Cheapside, she smiled; and being asked the reason, she replied, "Because I have just heard one say in the crowd, 'I remember old King Harry the Eighth.'" When she came to the grand allegory of Time and Truth, at the Little Conduit, in Cheapside, she asked, who an old man was that sat with his scythe and hour-glass. She was told "Time." "Time?" she repeated; "and Time has brought me here!"

In this pageant she spied that Truth held a Bible, in English, ready for presentation to her; and she bade Sir John Perrot (the knight nearest to her, who held up her canopy, and a kinsman, afterwards beheaded) to step forward and receive it for her; but she was informed such was not the regular manner of presentation, for it was to be let down into her chariot by a silken string. She therefore told Sir John Perrot to stay; and at the proper crisis, some verses being recited by Truth, the book descended, "and the Queen received it in both her hands, kissed it, clasped it to her bosom, and thanked the City for this present, esteemed above all others. She promised to read it diligently, to the great comfort of the bystanders." All the houses in Cheapside were dressed with banners and streamers, and the richest carpets, stuffs, and cloth of gold tapestried the streets. At the upper end of Chepe, the Recorder presented the Queen, from the City, with a handsome crimson satin purse, containing a thousand marks in gold, which she most graciously pocketed. There were trumpeters at the Standard in Chepe, and the City waits stood at the porch of St. Peter's, Cornhill. The City companies stretched in rows from Fenchurch Street to the Little Conduit in Chepe, behind rails, which were hung with cloth.

On an occasion when James I. and his wife visited the City, at the Conduit, Cheapside, there was a grand display of tapestry, gold cloth, and silks; and before the structure "a handsome apprentice was appointed, whose part it was to walk backwards and forwards, as if outside a shop, in his flat cap and usual dress, addressing the passengers with his usual cry for custom of, 'What d'ye lack, gentles? What will you buy? silks, satins, or taff—taf—fetas?' He then broke into premeditated verse:—