Well, there’s bound to be some strange feelings, but strange isn’t painful and the demand for more experimentation a fairly encouraging start. “That’s…probably expected,” he supplies, not knowing what’s normal and what’s not. But having someone finger you for the first time is bound to be a usual sensation, and he lets out another laugh through his nose.

“All-right, let’s try…” He trails off with a nod and tries to do exactly that, circling his finger inside of him and watching his face for any wince or twitch of pain.

Maybe if he touched him it would help…couldn’t hurt, at least? He sits up, still mindful not to jerk his hand away or make sudden movements that might hurt him, and takes his cock into his hand to give him a few long strokes.