Sorry, where I come you can joke about each other face to face and it's all in fun to tease, but sitting around talking about how another man looks behind his back is suspect. Like what man is worried why one of his "friends" doesn't have a neat haircut and talks about it to some scrub that won't be on the team?
"He looks like a gremlin"... "Doesn't even have a fade"... If they were really talking about Caleb and he sees that I would expect him to laugh it off as no big deal, but I bet he definitely would not consider him anything more than an associate.
It's like one of the guys that plays buddy buddy with you but when you turn your back he's trying to sleep with your girl... Lame as hell.