I feel like he's more likely to tease and withhold his hole. he loves rousing and being obnoxious to people to get their reaction.
OR... also imagine a drunken chuckle sandwich episode where charlie tests out him and ted, and they argue about who has the best hole. maybe they have some guests. eddie burback and kurtis connor could be in town too. they all pop in and talk about how schlatt has the best hole they've ever fucked and he starts arguing about it, because obviously he can't... he has guns and texas
I apologize that this is basically fanfic