Les has had a difficult life, with a mother who is a con artist and abandoned him and an uncle who practices being unknowable. He is without doubt cynical about life but sees things more clearly than most in this comic. The thing is he is growing more than most in Luann, and obviously does and wants change and he cares. Not the most empathetic about showing it, but that is Les.
Kip is no doubt well sated from last night, this is the next day at least. She is showing off the skills she learned while at camp not sex. Just another setup from the author, another troll.
A comedy last year, time for a tragedy this year.