Gregory the Grey
Gregory the Grey was a Slayer Dragon during the mid Fifth Age and is best remembered for having kept the tailors and craftsmen quite busy with constant changes to his Slayer Dragon Garb, and having a very extensive wardrobe. He never became Pendragon, though he was certainly a sure favorite for the position.
The mid Fifth Age was a tumultuous time for the Slayer Dragons. Over the previous 2500 years, they had lost almost all political power and voice in the Alliance, and public opinion was slowly turning against them. Many prominent members of the Alliance were openly questioning the need for the archaic order.
Further, the Slayer Dragons themselves had been slow to share the adoption of ash pits as a funerary custom. When even the highest-ranking officials in the Alliance were burned beside commoners, many Slayer Dragons were still buried an elaborate tombs in the Valley of Sleeping Dragons. Although the tomb practice stopped with Raul Kem in A.Y. 5513, Slayer Dragons were still building elaborate monuments to themselves in the Valley.
Instead of bowing to public unrest, Gregory had not just a monument to his death, but dozens of monuments to his life constructed while he still breathed. Some decried him as shallow and egocentric; but he redefined what it was to be a Slayer Dragon.
Whenever he returned from a successful mission, he would have a parade held in his honor in Arindell. Dressed in his finest regalia, he would march at its head, personally demanding the cheers and exclamations of the gathered crowd.
He didn't act like royalty or demand empty respect. He showcased his triumphs as well as his vices, asking the people not to respect him, but to look at him and make their own decisions.
In the end, the gambit paid off, and Gregory was perceived as a larger-than-life hero. Though his deeds may not have been great, they were well celebrated. This, in turn, helped win the hearts of the people. While the Slayer Dragons held little political power at the time, Gregory the Grey returned their public appeal.