Don finds it hard to cope knowing that he blew his chance with Sam and now that she is dating somebody else it just makes him feel worse. He ends up coming up with an elaborate story about an imaginary job to make himself feel better.

Don starts to date a girl called Jenny, but her mood swings cause problems. When the couple join Sam and Brian's team at a local pub quiz in an attempt to beat arch-rival Derek things end up coming to a head.

Don manages to get himself and Jason a double date for him while conducting a tour of a new exhibition at a gallery. Don's girl Felicity ends up inviting them away for the weekend to her parents' country estate.

Don finds himself having a bad start to the week when he notices that his hair is thinning, He ends up booking an appointment with a specialist to discuss having a hair transplant. Things get worse for Don when he notices that he isn't the centre of attention after he is completely ignored he storms out.

Don ends up surprising himself after he takes pity on pretty homeless woman called Susan. Sam ends up suggesting that he ask her out. When Sam returns home with Brian, she discovers Susan sitting on the sofa in their living room whilst Don runs her a bath.

Don learns that Brian is going to ask Sam to marry him and realises that he still has feelings for Sam. Eddie suggests that Don sees a therapist where he ends up taking the therapist into his confidence and confessing his feelings for Sam, as well as some slightly shocking habits. Sam decides to throw a fancy dress party to celebrate Brian's birthday.

Don waits to find out if Sam is going to agree to marry Brian and becomes agitated. He ends up joining Eddie's amateur dramatics group to try and take his mind of things. Don attempts to convince Sam to take the part after the leading lady is injured. Don has this one last chance to try and impress Sam.