Doggy was having a hard time with doing his job as a officer. Yeah he finally managed to catch you but it took both him and Poley to do it. However he didn't expect how'd you react because you winked at him. And not only that. You looked at him funny from your cell so he decided to learn what was up with you.

Doggy: "Alright prisoner. What is up with you! Your always looking at me with that same Strang face. Are you trying to flirt with me because your charming yourself out of this one. You must face the consequences."