King Stephen’s reign was full of turmoil because of the conflict between him and King Henry’s daughter, Maud (Matilda). Both claimed the throne of England and tore the country apart trying to get it. Maud was supported by her half-brother, Robert of Gloucester, who couldn’t claim the throne because he was a bastard. Otherwise, he was the richest and most powerful man in England behind Stephen.
The Anglo-Saxon Chronicle has a very lengthy entry on the time of King Stephen, and (in fact) ends with his death in 1154. The Chronicle describes the brutality of events and reads, in part: “When King Stephen came to England, he held his council at Oxford; where he seized the Bishop Roger of Sarum, and Alexander, Bishop of Lincoln, and the chancellor Roger, his nephew; and threw all into prison till they gave up their castles. When the traitors understood that he was a mild man, and soft, and good, and no justice executed, then did they all wonder. They had done him homage, and sworn oaths, but they no truth maintained. They were all forsworn, and forgetful of their troth; for every rich man built his castles, which they held against him: and they filled the land full of castles. They cruelly oppressed the wretched men of the land with castle-works; and when the castles were made, they filled them with devils and evil men. . . . I neither can, nor may I tell all the wounds and all the pains which they inflicted on wretched men in this land. This lasted the nineteen winters while Stephen was king; and it grew continually worse and worse. . . . To till the ground was to plough the sea: the earth bare no corn, for the land was all laid waste by such deeds; and they said openly, that Christ slept, and his saints.” (James Ingram translation)
“Stephen was the grandson of William the Conqueror and about half-dozen years older than his cousin and rival for the throne, Matilda (daughter of Henry I). After his father’s death in 1102, Stephen was raised by his uncle, Henry I. Henry was genuinely fond of Stephen, and granted his nephew estates on both sides of the English Channel. By 1130, Stephen was the richest man in England and Normandy.
. . . Stephen had promised to recognize his cousin Matilda as lawful heir, but like many of the English/Norman nobles, was unwilling to yield the crown to a woman. He received recognition as king by the papacy through the machinations of his brother Henry of Blois, Bishop of Winchester, and gathered support from the barons. Matilda was in Anjou at the time of Henry’s death and Stephen, in a rare exhibition of resolve, crossed the Channel and was crowned king by the citizens of London on December 22, 1135.
Stephen’s first few years as king were relatively calm but his character flaws were quickly revealed. Soon after his coronation, two barons each seized a royal castle in different parts of the country; unlike his hot-tempered and vengeful Norman predecessors, Stephen failed to act against the errant barons. Thus began the slow erosion of Stephen’s authority as increasing numbers of barons did little more than honor their basic feudal obligations to the king. Stephen failed to keep law and order as headstrong barons increasingly seized property illegally. He granted huge tracts of land to the Scottish king to end Scottish and Welsh attacks on the frontiers. He succumbed to an unfavorable treaty with Geoffrey of Anjou to end hostilities in Normandy. Stephen’s relationship with the Church also deteriorated: he allowed the Church much judicial latitude (at the cost of royal authority) but alienated the Church by his persecution of Roger, Bishop of Salisbury in 1139. Stephen’s jealous tirade against Roger and his fellow officials seriously disrupted the administration of the realm.
Matilda, biding her time on the continent, decided the time was right to assert her hereditary rights.” With her half-brother Robert, Earl of Gloucester, Matilda invaded England in the fall of 1139. Betwen them, they dominated western England by 1141. “Robert captured Stephen in battle at Lincoln; Stephen’s government collapsed and Matilda was recognized as Queen. The contentious and arrogant Matilda quickly angered the citizens of London and was expelled from the city. Stephen’s forces rallied, captured Robert, and exchanged the Earl for the King. Matilda had been defeated but the succession remained in dispute: Stephen wanted his son Eustace to be named heir, and Matilda wanted her son Henry fitzEmpress to succeed to the crown. Civil war continued until Matilda departed for France in1148. The succession dispute remained an issue, as the virtually independent barons were reluctant to choose sides from fear of losing personal power. The problem of succession was resolved in 1153 when Eustace died and Henry came to England to battle for both his own rights and those of his mother. The two sides finally reached a compromise with the Treaty of Wallingford – Stephen would rule unopposed until his death but the throne would pass to Henry of Anjou.” http://www.britannia.com/history/monarchs/mon25.html
For Wales, Stephen’s reign allowed some measure of renewed sovereignty, most notably under the rule of Owain Gwynedd.