It was written by supervising producer Matt Hubbard and directed by Ken Whittingham. In the episode, Liz Lemon Tina Fey schedules a dentist appointment on Valentine's Day to avoid feeling lonely on the holiday. According to the Nielsen ratings , it was watched by 6. To avoid feeling lonely on Valentine's Day , she schedules her surgery for that day, but soon realizes she will need someone to escort her home from the dentist's office due to the aftereffects of anesthesia.
She asks her colleagues at the 30 Rock building for a ride home, but all of them have Valentine's Day plans and cannot help. When Liz calls the dentist's office to say she does not have anyone to pick her up, the receptionist Shinnerrie Jackson informs her that after her procedure she can only leave alone if she signs a liability waiver. Liz initially intends to sign the document, but is dissuaded at a party by musician Jon Bon Jovi , and instead decides to claim to the receptionist that she has a ride home after all.
During the appearance, Jack interacts with the show's host, Avery Jessup Elizabeth Banks , with the two flirting during the broadcast. Avery and Jack share Republican viewpoints, and she asks him out for a drink after the show, which he accepts. They eventually embark on a number of both successful and unsuccessful dates.
When Bon Jovi approaches them, though, Jack disregards him due to his own intriguing conversation with Avery, which impresses her even more. After the TGS party, the two go back to Jack's apartment and end up sleeping together. Jenna tracks down Maynard and her suspicions are confirmed, after he tells her that his therapist encouraged him to stop his obsession with her and move forward. She tells him why she is in that state and shows him letters that Maynard sent to her in the past.
Kenneth, however, is confused as to why Jenna misses her stalker, leading her to reveal that Maynard has been the longest relationship she has ever had. The next day, Jenna enters her dressing room and sees that her picture is inscribed with the words "I want to eat your boogers. On Valentine's Day, Liz goes to her dentist appointment and tells the receptionist that she did not sign the waiver.
