I'm hoping it's just because he's trying to help her out by letting her know what will help her get to the top. With Simon one can never be sure. It's seems like every season he focuses on somebody's clothes. Why he hasn't told Lt. Dan to take a shower and comb his hair is beyond me though.
The young girls love "Lt. Dan" you see, and don't think he looks dirty in the least! (Actually, this not so young girl thinks he is kinda of cute too!) :-)
What I will never understand is how Scott keeps going on and on and on! YUK!!!!