My Owner and I spend a nice weekend away together.
My time in chastity remains challenging. I manage to make myself cum in the new chastity device, then realize later how badly I have failed my Owner.
I procure a new chastity device, providing greater comfort, but I continue to struggle with my time in chastity.
The chastity device chafes the hell out of my cock and balls. My Owner takes pity on me.
My Owner locks my cock in chastity, and I struggle to adjust to the cage.