Bobby is Lori's boyfriend, Ronnie Anne's older brother, and Maria's oldest child. He has many jobs, such as pizza delivery boy, a pool lifeguard, a mall security guard, and a grocery clerk. He often gets these jobs to satisfy Lori, as confirmed in many episodes.
Get the Message
Bobby's first onscreen appearance was in "Undie Pressure". The Louds started a bet, where every member of the family had to give up something they were obsessed with. For Lori, this was talking to Bobby. After not calling him for so long, Bobby became very concerned and he ran through the rain, just to get to Lori's house, desperately wanting to communicate with her again. Eventually, Lori couldn't handle the tension anymore and she just started talking to him, losing the bet.
Save the Date
Bobby's first major role was in "Save the Date", due to Lincoln saying that he hated Ronnie Anne, along with other negative and crude comments about her character, Bobby broke up with Lori, saying that he doesn't want a relationship with a girl if her brother can't respect his sister. After having her heart broken, Lori forced Lincoln to take her on a double date, along with herself and Bobby at Jean Juan's French Mex Cafe. Bobby regretted dumping Lori the entire time because he was still in love with her. He had to refrain from doing anything loving to her because of his self-established sibling rule of dating. Meanwhile, Clyde was trying to keep Bobby and Lori broken up, so that he could have chances with her. Eventually, Ronnie and Lincoln bonded over their sibling rivalries for Bobby and Lori, respectively, so they got back together again.
A Fair to Remember
In "A Fair to Remember", Bobby became great friends with Lincoln, and spent more time with him, than he did with Lori, making her jealous. To get back at him, she started hanging out with Clyde. The four of them went out as friends together and no matter how much she tried, Bobby didn't bat an eyelid over what she was doing. 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.
Generally, Bobby has a relaxed and carefree attitude and is similar to Leni. He is an easy-going, kind, laid back, and wise person, who likes to have fun and hang out with his friends. However, he can be altered or feel a bit depressed when Lori doesn't message or call him, or if something bad has occurred to her or his baby sister, both of whom he deeply cares for and is very protective of. Otherwise, he'd never be able to forgive himself.
In addition, Bobby is a very compassionate, understanding and forgiving person, seeing as he didn't stay angry at the Loud siblings when they falsely accused him of being a two-timer in "Cheater by the Dozen", even smiling when Lori realized that they just meant well. Furthermore, he is generally friendly towards Clyde, despite the fact that Clyde hates him, and always tries to sabotage his and Lori's dates.
He's a little silly, as shown in "Undie Pressure" where he tells Lori that he would be in her house sooner, but he had to wait for a chicken to cross the road. He's so blinded by his affection to Lori that he failed to distinguish Lori from Lily disguised as Lori in "Cover Girls". He also didn't realize Luna's attempt to free Lincoln and Clyde, and jeopardized it out of his silliness, as seen in the episode "For Bros About to Rock".
His absent-minded nature can, however, cause some turmoil and conflict, such as when he and Lincoln started hanging out more in "A Fair to Remember", where he ends up getting distracted so much by Lincoln, that he forgets to pay attention to Lori, making her cry.
A running gag is that Bobby has many jobs, which may be because he wants to obtain more money, or just to impress Lori, like in "For Bros About to Rock", where he says to Lincoln that he took the mall security guard job because Lori loves men with uniforms. When Bobby and his family moved in with their big-city cousins, the running gag ended because he started working in the bodega downstairs.
Although generally dimwitted, Bobby can show signs of cleverness. He's shown to have good business smarts for his age, as seen "The Loudest Mission: Relative Chaos", in which he helped his grandfather run the bodega, and helped him arrange the store in a method to get more sales. He's also shown to be very thoughtful, and when he puts his mind to things, he can come up with complicated plans, like when he thought of a nice way to make his and Lori's relationship work, even after he moves in with his big city cousins.
Bobby is Lori's super cool boyfriend and a man of many jobs. When he's not a pizza delivery boy, pool lifeguard, mall security guard, or grocery stock boy, he can be found texting Lori. Bobby may be dense, but he sure is smooth!
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.