Edward of Lancaster, Prince of Wales, son of Henry VI and Margaret of Anjou. This looks like a Victorian "portrait" of him. Edward married Anne Neville, the Earl of Warwick's younger daughter, when Warwick and Margaret d'Anjou became reluctant allies. After Edward was killed, Anne married a member of the enemy family: Richard, Duke of Gloucester, later Richard III.
Cecily Neville, Duchess of York, mother of Edward IV and Richard III. One of Richard's many arguments for why he was the rightful king after Edward IV died was the rumour (never proven, as far as I know) that Edward IV was illegitimate. Purportedly, his real father was some nobody who Cecily had an affair with.
This tough cookie is Margaret Beaufort, the mother of Henry VII. She was only 13 when Henry was born. From that moment on, it was her mission to advance the interests of her son, help him become king, and found a powerful dynasty. She succeeded in doing all three -- no wonder all the surviving portraits of her show a woman who looks like she refused to take any bull from anybody -- that laser-beam glare could freeze anyone in their tracks.
Image of Margaret from the Guild Book of the London Skinners' Fraternity of the Assumption of the Virgin Mary, 1475. The lady on the left is possibly Katherine Vaux, Margaret's longtime companion, who also joined the Skinners' Fraternity.