Bobby is Lori's boyfriend, Ronnie Anne's older brother, and Maria's oldest child and only son. He has had many jobs throughout the series, such as pizza delivery, lifeguard, mall security, and grocery clerk.
Get the Message
Although not shown physically on screen, Bobby's voice can be heard in "Get the Message" when Lori is seen sorting through the voicemail messages that Bobby has left for her. It is his first "appearance".
Bobby's first onscreen appearance is in "Undie Pressure", six weeks after he and Lori have begun dating. After being out of contact with Lori for too long due to a bet the Loud siblings had all agreed to, Bobby is first seen in the pouring rain looking through the living room window to check on Lori. He is still there when Luna hides behind the curtains to avoid being caught cheating on her part of the bet, and is eventually allowed inside the house, losing Lori her end of the bet. He also indirectly causes Lana, Luan, and Lisa to lose their bets.
In the final scene, Bobby is seen chasing a chicken and asking why it crossed the road, which is a reference to the reason he gave Lori for being late to visit her and the statement that indirectly lost Luan her part of the bet.
Save the Date
Bobby's first major role was in "Save the Date", where it is also revealed that Ronnie Anne is his sister. In order to deny going out with or even having interest in Ronnie Anne, Lincoln says several insulting things about her to his friends, hurting her feelings and causing her to cry. This causes Bobby to break up with Lori. In order to make things right, the four go on a double date. Clyde, posing as the host of the restaurant, continuously tries to sabotage Bobby's experience, such as not seating him with the rest of the party and stealing a chair out from under him.
Lincoln and Ronnie Anne temporarily forget their animosity and begin to tell stories about Bobby and Lori. It is revelaed that Bobby once considered store-bought flowers too impersonal and elected to pick his own, accidentally picking poison ivy and causing Lori to swell up "like a salted turkey". Bobby and Lori see the two laughing and getting along and decide that their break-up is over. Bobby states that it has been "torture" and the two lean in for a kiss, only to be interrupted by Clyde.
After Lincoln's friends from school show up and Lincoln tries to sneak out of the restaurant without being detected, he is spotted and insults Ronnie Anne yet again. Ronnie Anne leaves the restaurant in tears and Bobby declares that he and Lori are again separated.
It is assumed that Bobby and Lori got back together after Lincoln apologized and kissed Ronnie Anne in the restaurant, because they are seen to be together in future episodes.
A Fair to Remember
In "A Fair to Remember", Bobby becomes close friends with Lincoln and begins to spend more time with him than he does with Lori, making her jealous. To get back at him, she starts hanging out with Clyde. The four of them went out as friends together and no matter how much she tried, Bobby remained unaware that she was trying to make him jealous. Eventually Lincoln had to break off their friendship to bring them together. Bobby was hurt by this, but Lincoln said they could still be friends if they didn't hang out as much as they used to.
Bobby generally has a relaxed and carefree attitude and is similar to Leni in terms of perception and intelligence. He is an easy-going, kind, and laid back person who enjoys having fun and hanging out with his friends. However, his mood can shift dramatically if he is out of contact with Lori for even a short amount of time, or if he believes that something bad has happened to her. He is also very protective of his younger sister Ronnie Anne, even going so far as to break up with Lori when he heard that Lincoln had insulted her.
Bobby is an especially understanding and forgiving person. In "Cheater by the Dozen", he forgave the Loud siblings quickly for falsely accused him of being a two-timer. Furthermore, he is generally friendly towards Clyde, despite the fact that Clyde hates him and often tries to sabotage his and Lori's dates.
He has been shown to act a bit silly. In "Undie Pressure", Bobby's answer for being late to meet up at Lori's house is due to him having to wait for a chicken to cross the road. In "Cover Girls", Bobby was unable to distinguish between Lori and Lily while Lily was dressed as Lori, despite Lori being present (although disguised as Lincoln). He was also unable to pick up on Luna's ruse to free Lincoln and Clyde from the Royal Woods Mall jail when she dressed up as their mother, as seen in the episode "For Bros About to Rock".
His absent-minded nature can also cause turmoil and conflict. In "A Fair to Remember", Bobby neglected Lori to the point of tears when he began spending more time hanging out with Lincoln that he did with her.
A running gag throughout the first season and part of the second is that Bobby has had many different jobs. It is unclear why he has worked so many, possibly for the extra money, or to impress Lori, or perhaps because he keeps losing them. In "For Bros About to Rock", Bobby states that Lori loves a man in uniform. When Bobby and his family moved in with their big-city cousins he began working in the bodega, thus ending the gag.
Although generally dimwitted, Bobby has had moments where he is uncommonly clever. He has been shown to have good business acumen for his age, as seen in "The Loudest Mission: Relative Chaos", where he helped his grandfather run the bodega and helped rearrange the store to increase sales. He has also been shown to be capable of coming up with a complicated plan, such as when he thought of a way to make his and Lori's relationship work even after he moves to another city to live with his big city cousins. Bobby also showed a slight vengeful streak in "Pranks for the Memories with the Casagrandes" working with his male cousins to prank Ronnie Anne and Carlota to get even for all the pranks Ronnie Anne had played on him.
Bobby is tall as Lori. He has tan skin, and black hair with a tuft combed upwards. He wears blue jeans, brown shoes with multiple white stripes, a black belt with a gold buckle, and a cream-colored T-shirt under a green unbuttoned shirt.
His original design was completely different from its current design. In this one, he has a more urban outfit, including a bonnet covering his eyes and headset. He also was going to have freckles on his cheeks and more scruffy hair.
Alternate Versions and Alter-egos
Bebe is Bobby's female counterpart. She constantly chats with Loki (Lori). She doesn't appear physically in the episode, but her name was shown on Loki's phone on the initial sketch of the boys.