"Good toy," he tells her, with as much confidence as he can muster even though he's feeling a little foolish at the moment. Maybe... maybe he can look up girls with clothespins on their bodies? He can try that. And that way he doesn't need to watch his incredibly attractive desk toy hurting herself.
He doesn't run into many images of girls actually hurting themselves with clothespins (and he's not about to click on videos at the moment), but he finds a number of images of girls tied up in pretty poses, with clothespins placed decoratively in various places on their bodies (and some not so decoratively, something about some of them makes him not want to look at them for long). He thinks about tying Rosy up (she will let him, he assumes) and putting clothespins on her, and having her beg him to fuck her like that (there is a very hot pictures of a girl tied in a pretty harness with her legs bent and tied together, ankle-to-thigh, with her legs spread, clothespins making a pair of pretty lines up her stomach -- though if he wanted to fuck her he'd have to remove the clothespins from her, well, outer labia it's called he knows now. Rosy would still beg though), and then when he gets to another picture with a girl sucking a guy's cock with clothespins all over her tits...
(Should he make her unzip? He doesn't think so, if he didn't have to get up to move the pants down it would work but since he does... or wait, hm. She can pull it through the hole in his boxers, maybe?) He glances down at her, then glances away. He's supposed to be looking at porn, not her. "Unzip my pants, toy, and pull my cock out through my boxers," he orders, doing his best to be confident and uncaring at the same time. As though ordering a sandwich or something. He continues to try to look at porn even though all of his attention is on her.