Rory and Lorelai head to lunch in Hartford post doctor visit. Lorelai is in the rare mood for true elegance as she offers high tea at an elegant restaurant that was always a favorite of her parents. Memories take Lorelai back in time as she pulls into the parking spot. So often she dreaded meals like this, now it is a nostalgic trip into her past wrapped in fondness. Lorelai acknowledges the change, she does not know if it is because Hartford is no longer the center of Emily's world, Richard's departure from the earthly plane or perhaps the pending change in her own life from parent to grandparent. Lorelai offers no tell to Rory of the dialogue in her head as she leads the way to the table. Rory is surprised by the choice of venue but a glance at the menu offers up satisfaction to quell any desire plus she is enjoying the doting from the staff at her current condition.

The pair order up a much varied assortment of sandwiches and treats along with a sampling of tea to accompany them as the dive into conversation. Lorelai inquires about Rory's experiences in Philadelphia. Like Luke, Lorelai has assumed that Rory was staying at Jess' apartment. She was surprised to hear that Rory had been staying at Maj's house. Lorelai decides to delve into the questions that pop into her head asking them candidly and without a filter. Lorelai asks about the relationship between Maj and Jess offering the details of the closeness that she has seen when Jess brought Maj to Stars Hollow for the birthday party. Rory's surprise at the thought of Jess and Maj potentially being a couple actually surprises Lorelai. Rory seems completely unaware that she may have interfered with the relationship. Lorelai cannot help but acknowledge from the experience over the last year that Rory does not seem to acknowledge much outside of her own little bubble. A wave of guilt rushes over Lorelai as she files that thought away into the back of her mind. She wants to enjoy this moment with Rory. Lorelai wonders if this is what went through Emily's mind when she would pout time after time when dragged to elegant surroundings.

The conversation drifts to the topic of what Rory has been doing to occupy her time while in Philadelphia. Lorelai gets an intimate introduction to the world of Truncheon and the characters associated with it. Lorelai learns of what appears to be a growing friendship with Matthew Fairchild since Rory pointedly speaks of him the most. Lorelai is surprised how little Rory mentions Maj especially since Maj opened her home to Rory and Lorelai assumed they were spending time together as a result. What Lorelai hears is of the dinners and parties hosted with a remarkable similarity to all things Emily. There is also a distinct lack of stories with Jess as the main character which again surprises Lorelai.

Lorelai finally decides to broach the subject that she has truly avoided until this point. She asks about Logan and if Rory has talked to him since his appearance in Stars Hollow. Rory admits that she has not spoken to him recently. Lorelai does not want to push the subject but she tip toes around the questions of Rory's plans for when the baby is born. Rory already lacks the drive and direction of her youth. Though she appreciates the safety net that Chris has provided, Lorelai fears that Rory will further regress once the baby is born. It would seem that though she and Rory are so much alike, they are also polar opposites in so many ways.

Rory had such fire when she was young. She had drive and ambition. Now, Rory seems content to idly piddle life away. When she was pregnant with Rory, Lorelai felt herself coming alive and into her own, Rory seems to be quite the opposite. Lorelai is hoping that she is reading everything wrong but her motherly instincts tell her that she is right.

TJ offers to man the store so that Liz and Jess can have a mother and son lunch which delights Liz to no end. Liz hands her car keys over to Jess as they decide to have lunch outside of the bubble of Stars Hollow. Over lunch at a quaint restaurant in Woodbridge, Jess marvels at the serenity of his mother. So much as truly changed in Liz and much of the change Jess acknowledges is due to TJ. The pair of them just fit and though still unconventional, he is a good match for his mom and she is truly happy. The conversation lightly drifts from topic to topic until Liz reaches the one topic that Jess knew was coming. To Jess' surprise, he finds himself unexpected pouring out his soul to his mother which feels like a first. He confides his confusion about his relationship with Maj, how his world feels with Rory smack dab in the middle of it and even the story from breakfast. Liz offers up her best motherly advice on all accounts. Though he has a loyalty to Maj through years of friendship, is she someone he wants to bet forever on? Liz confides that there is a risk in that relationship, is it a leap of faith that Jess is willing to take? Is he willing to lose Maj from his life if it were to go wrong since their worlds are so closely intertwined? From her own experiences of what can go right and wrong, Liz offers up her thoughts freely to Jess on all of the topics once Jess had defined that he and Maj had not yet really taken the leap into a full on relationship, Rory kind of got in the way of that.

Liz offers the same advice she had offered up to Luke about Lorelai once upon a time with the universe not quite yet aligning them to the same plane. Jess smiles at the new age references but appreciates the place of love from which the advice is delivered as they finish their coffee and dessert. Liz offers one last thought on the kismet of the encounter this morning. Perhaps it is worth a quick whirl to see the other side. Jess considers Liz's point. He and Maj are not in a relationship. Could this be a hint from the universe, the thing that tells him what to do. If he goes and it feels wrong, he knows what is likely right. Could it possibly be that simple?