One night during the Time of Troubles of 1358 DR, Kyriani escaped Castle Waterdeep by jumping out of the wall and over the cliff, but had arranged to be rescued by Rellamyn. Riding on the flying horses known as asperii, Rellamyn caught Kyriani in mid-air. He and his two companions dodged flaming arrows over the castle, and returned Kyriani to the Selûne's Smile inn, parting with a passionate kiss.
Kyriani joked that he was "an unreliable, fly-by-night northern barbarian". Nevertheless, she trusted he would be there to catch her.