He's just glad that he can be there to support her while she's intoxicated by her own hand, "I do not believe much in luck anymore, but I do believe in hard work." It's the only thing in his life that has won out though that in itself is lucky for him because some people work hard all their lives and get nothing of what they hope for.

"I think you would like Lenalee then, she does not let even her brother govern her life. She fights alongside Kanda and myself, she is a strong fighter." Though her choice in clothing might...shock Elizabeth more.