Damon rolled his eyes at his brother in his typical fashion. "Oh, don't be such a stick in the mud," he admonished him, "let the girl live a little, why don't you? Maybe loosen that leash you keep her on a little bit?"
Truth be told, it was Elena who kept Stefan on a short leash, which Damon found quite amusing. Although he did not care for any sort of comparisons between his own behavior in regards to katherine - she definitely carried the whip in that relationship.
"If Elena's cold, I can help keep her warm," he offered sweetly, plunking himself beside her in what he felt was a most generous gesture.