Most Helpful Guy
exposed boxers most likely means sagging. people still sag? hahaa. it must be the area you're located in. i never knew "right wing" conservative boys dressed like your description. just go with what you want, you're hold enough to make your decisions right
Most Helpful Girl
Most guys who dress conservatively tend to be more conservative. Maybe you can find a white collar guy who dresses like that because of his job and out of habit.