S1E8 · Confidence Man

Sawyer cons a woman he is sleeping with, but before he can leave with the money, he realizes she has a young son and abandons the job. In the present, Boone's stepsister Shannon Rutherford cannot find an asthma inhaler, which he believes Sawyer has in his hoard of items from the crash. Sawyer tells Kate that he will give up the inhalers for a kiss, who asks about a letter she often sees him reading, which is written by a boy who blames him for his parents's murder-suicide. After Sayid tortures him, Kate kisses him and he admits he never had the inhalers. Kate realizes that the letter was written by Sawyer himself, who explains that he named himself after the con man. Shannon is saved when Sun makes a eucalyptus salve, while Sawyer considers burning the letter but decides against it.