This page describes all of Bobby Santiago's relationships with his family and friends.
Bobby is a loving and protective big brother, similar to how Lori treats Lincoln. If something bad happens to Ronnie Anne, he will do anything he can to defend her, even if that means breaking up with Lori as shown in "Save the Date".
In "Shell Shock", Ronnie Anne helps Bobby remove a splinter stuck in his finger and she washes his work uniforms.
Ronnie Anne is annoyed by Bobby's cutesy relationship with Lori and is especially grossed out when they kiss.
Bobby gets along well with his cousins, aunt, uncle, and grandparents as shown in "The Loudest Mission: Relative Chaos".
His grandfather sees him as a successor of his store because Bobby is a very competent store worker. He complimented his grandson for his grocery trick that helped in earning more money. Also, Bobby wears the same boxers as his grandfather.
Rosa thinks Bobby should not be thin so she feeds him a lot.
Bobby likes hanging out with Carlos Jr. and he treats him like a younger brother.
Carl likes bossing Bobby around and he accepts with no objection. Carl also likes tricking Bobby and pulling pranks on him.
Bobby seems to be on good terms with all the Loud siblings and enjoys being with them.
Bobby and Lincoln seem to be good friends. Bobby sympathizes with Lincoln living with just sisters and no brothers, as he also only has a sister.
In "Save the Date", Bobby is mad at Lincoln for making his sister cry, but after they reconciled he forgave him.
As seen in "A Fair to Remember", they treat each other like "bros", and see one another as the brother they never had.
Lori is Bobby's girlfriend, and they love each other very much. Lori is constantly seen either messaging or chating to him on the phone. If one of the two doesn't call or message the other for a long time, they will get extremely upset. This is prominently shown in "Undie Pressure", where she can't endure not talking to Bobby and lets him into the house even though it lost her a bet.
In "Project Loud House", they get into a fight over a tux that Lori picked out for him and he refused to wear. This upset Lori so much that she didn't want to go to school at all. Lincoln tried, and actually managed, to trick her into coming out by posing as Bobby over the phone and apologizing for the fight and accepting to wear the tux. Since this wasn't the real Bobby, it is unknown if Lori found out Lincoln tricked her. It is likely they got it cleared up eventually.
In "Save the Date", when Bobby found out Lincoln (unintentionally) hurt Ronnie Anne's feelings, Bobby got furious at this and decided to break up with Lori for this, leaving her devastated and heartbroken over losing her man and furious and vengeful at Lincoln for what he said to his sister. She forced him on a double date to make up for it, and eventually, she and Bobby got back together.
In "Cheater by the Dozen", Bobby plans a date for Lori by making a reservation in Giovanni Changs Italian Chinese Bistro, asking help from his old co-workers for purchasing her a dress, find good romantic locations, getting a new tuxedo, learn how to dance and order food in Italian Mandarin. At the end they dance in the restaurant.
In "The Loudest Mission: Relative Chaos", Lori, accompanied with Lincoln went to visit the Santiago household, so they could say goodbye to Bobby and Ronnie Anne respectively. Both Lori and Bobby were so emotional over the prospect of being unable to see each other for two days in a row. After Lincoln and Ronnie pried the two away, the two told each other just how much they'll think of the other.
After Lori heard the bad news that they were moving in with the Casagrande family, she was furious, and instantly started driving to the Casagrande residence, despite it being located in another state. Once again, forcing Lincoln along for the ride. Lori was confident in her ability to convince Bobby, and by extension, Ronnie Anne, to stay in Royal Woods, even going as far as saying "I don't know what Bobby is thinking, but I am going to tell him what he should be thinking."
After multiple failed attempts at getting Bobby to stay, such as getting a make over by Carlota, organizing a romantic dinner for the two, and even enhancing a heart shaped cookie with a love potion, Lori snaps at Bobby, proclaiming that she believes he cares more about the bodega than her. However, the two quickly reconcile and hug. In a discussion with Ronnie Anne, Lori admits that she thinks Bobby should stay, and admires the amount of thought and work Bobby put into thinking of a way the two could still be a couple after the move.
Afterwards, the two share a heartfelt goodbye. Lori tells Bobby that she'll miss him, but is looking forward to the future the two will spend together, and Bobby tells Lori he'll be counting down the days until he gets to see her again. The two share one last hug, before the Loud's drive back to Royal Woods.
In "City Slickers", Lori, accompanied once again by Lincoln, spend the weekend at the Casagrandes' bodega as a way for Lori to get to know the city better once she graduates. Unfortunately for Lori, things do not go as well as she believed it would while in the big city after spilling her latte on her outfit, getting splashed by a bus, taking the wrong subway, and even falling into a manhole. Lori cries on Bobby's shoulder, believing that it's not possible to live in the city. Bobby comforts her saying that he didn't have the best of luck either since he ran into the backside of a police horse, but with time, she will be able to adjust to the city life and kissed her forehead. Before she and Lincoln prepare to return home, Lori admits how she'll miss being a city girl, but her moment gets ruined when Vanzilla gets towed because Lori parked in a non-parking space, making Lori, Lincoln, Ronnie Anne, and Bobby chase after the tow truck.
They don't have many interactions, but they seem to get along very well. In "Party Down", they both help Lori in organizing her party and both are supportive with her when she is questioning why the party isn't a hit.
If "Butterfly Effect" is any indication, Lincoln apparently thinks that Lori's secretly afraid that Bobby might leave her for Leni.
His relationship with Luna seems to be unclear, but Bobby does seem to enjoy Luna's company and music. However, Luna may not be on as good of terms with him.
In "Undie Pressure", when he was begging to be let into the house to see Lori, Luna tried to shoo him away.
Due to his obsession with Lori, Clyde seems to despise Bobby for being Lori's boyfriend. In "Two Boys and a Baby", Clyde's story about him and Lori as a knight and a princess ends with Bobby getting eaten by a monster. In "Save the Date", Clyde tries to humiliate Bobby, while he was on his date with Lori.
However, in "A Fair to Remember", Clyde seems to enjoy spending time with Bobby, and treats him like a "bro", despite his distaste for Bobby.
In "Cheater by the Dozen", Clyde was angry with Bobby, because he thought that Bobby was cheating on Lori.