Duncan decides to teach Courtney how to make the guy of her dreams fall head over heels for her in exchange for an easy A. But what happens when even the master starts having trouble resisting the student? Will Duncan be able to capture Courtney's heart after pushing her into the arms of another? Sorry if Duncan or Courtney seem out of character.

Duncan finally realizes that he made a huge mistake cheating on Courtney during season three but Courtney refuses to talk to him. When all hope seems lost a mysterious figure appears gives Duncan a second chance by sending him back to beginning of season three. Will Duncan do the right thing this time? Or will he screw up all over again?