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Cynfyn ap Gwerystan (born c. 990) — sometimes spelled Kynvyn, Kynwyn, Cynvyn, or Kynfyn — was a Welsh nobleman and possible king of Powys, principally known on account of his son Bleddyn ap Cynfyn, who established the House of Mathrafal over Powys thanks to a Saxon invasion in 1063.
His father was Gwerystan ap Gwaithfoed and his mother Nest ferch Cadell. Cynfyn married Angharad ferch Owain, daughter of King Maredudd ab Owain of Dyfed.
Wolcott states that "When he was born c. 985, there was no expectation Cynfyn would ever become a king. His ancestors had been among the leading men of Powys for hundreds of years, but the kingdom had been ruled by another ancient family which was still in power. His father had married the daughter, and only child, of King Cadell ap Brochwel II. But Cadell had brothers and nephews eligible to rule after his death; seldom did a Welsh kingship descend through female lines, and never if there was an eligible qualified male heir. But such a circumstance appears to have occurred in 1023, when the existing king died (or was killed) fairly early in his life and at a time when both his son and other qualified males in the Royal Family were too young for kingship."
Wolcott further argues that Cynfyn was a caretaker monarch until 1033, when Iago ap Idwal of Gwynedd came of age and took the kingship.
With an unnamed Irish princess, daughter of Sitric Silkbeard c. 960 he had the following issue:
Eva ferch Cynfyn, who married Llewelyn ap Coel
Nest ferch Cynfyn, who married Ithel ap Coel, brother of Llewelyn
Iwerydd ferch Cynfyn
After the death of his first wife, possibly in childbirth, he married Angharad (daughter of Maredudd ab Owain), widow of Llywelyn ap Seisyll and had the following issue:
Rhiwallon ap Cynfyn (died 1070), killed at the Battle of Mechain
Bleddyn ap Cynfyn (died 1075), King of Gwynedd and Powys
Gwerfyl ferch Cynfyn, married Gwrgan ap Ithel Ddu of Glamorgan, and was mother to Iestyn ap Gwrgan.
Thomas Wolfgang
Ackermann
