A student at Spagonia [University] and a friend of Franco's since childhood. He's a bit of a lone wolf, and skips classes in favor of spending time by himself. Raimondo doesn't mince words or make any effort to hide his moody side, but supposedly the ladies really dig that. — Directory, Sonic Unleashed
During his childhood, Raimondo became very good friends with Franco. He and Franco would often hang out with each other all the time, but as they grew older, they started talking less and less with each other. Nevertheless, they still remain friends. As he got older, Raimondo attended Spagonia University, but he was not very interested in his studies and would skip his classes, sometimes for weeks, to spend time with himself. During his time at Spagonia University, Raimondo got the impression that his classmate Lilli was only dull and serious.
At the beginning of Sonic Unleashed, Raimondo decided to attend his classes after skipping them for weeks. However, following the earth breaking apart and the kidnapping of Professor Pickle, his classed were canceled, which made Raimondo rather annoyed about meeting up for nothing. When Sonic the Hedgehog and Chip later came to Spagonia to find Professor Pickle, Raimondo met them, where they heard him mumbled about how ironic it was that he finally met up and classes was canceled, before taunting them with the possibility that they were eavesdropping. However, as they asked him for directions to Spagonia University, Raimondo gladly provide them with the directions. Later, when Sonic and Chip returned, Raimondo was surprised to hear from them that Professor Pickle had been kidnapped.
With every student on a currently indefinite break, Raimondo began to socialize with the other students. He eventually came to talk to Lilli, who had no studies to do because of the canceled classes, and Raimondo began to see that his initial impressions of Lilli were wrong and that she was actually fun to talk to. While hanging out, the two of them talked about things such as how funny it was that Otto knew everything about his students, and Raimondo was impressed when he heard Lilli tell him about how Otto brought her grandparents together. Not long after, Raimondo began to develop feelings for Lilli, but he did not believe that she felt the same way. He tried later to talk to Sonic and Chip about how wrong he was about his impression of Lilli during the following evening, but withdrew as he wondered why he was telling Sonic and Chip this and went to bed.
At some point afterwards, Raimondo became possessed by some of Dark Gaia's Minions. Their influence would then cause him to dance and party rowdy together with other possessed humans in the middle of the streets in Spagonia during nighttime. but he would then revert to normal during daytime. While Raimondo's memory was fuzzy from these experiences, he was able to recall himself dancing. When meeting Sonic and Chip during this period, Raimondo told about his experiences, but he thought that it was because he had overdone it. While dancing with other possessed people during the following night, Raimondo and the rest had Dark Gaia's Minions exorcised from them by Sonic the Werehog and Chip during their first exorcism, thus freeing him from their influence.
After being exorcised, Raimondo met Federica, who asked him if he wanted to go on a trip to Apotos with her since Spagonia's continent had been restored. Unknown to Raimondo however, Federica had a crush on him and she intended to make Raimondo her boyfriend during the trip. Oblivious to her advances, Raimondo agreed on going with her as he had thought of going there himself.
Once in Apotos, Raimondo was enthralled by Apotos' scenic view and how relaxing the village was. While in Apotos, Raimondo came across Sonic and Chip again, where he told them how he liked the place and that he thought that the other students at Spagonia University would love this place, especially Lilli. During their visit in Apotos, Raimondo remained uninterested in Federica as he spend most of the trip just quietly staring into the sky, thinking of Lilli. When Raimondo and Federica returned to Spagonia, Raimondo met Sonic and Chip once more and told them that he had a good time on his trip.
Not long after, Raimondo found himself talking to Federica again, who asked if he thought of her as his girlfriend. While Raimondo admitted that he liked Federica, he only thought of her as a close friend. Seeing that Federica was a little sad from his response, Raimondo tried to lighten the mood by asking her of what she thought Lilli and Franco were talking about just ahead of them, which made Federica ask him if he had a thing for Lilli.
After talking to Federica, Raimondo was confronted by Franco who angrily asked him about his relationship with Federica. Raimondo told Franco that they were just friends, but was shocked to hear that he had hurt Lilli's feelings because she had a crush at him and believed that he was interested in Federica. When Raimondo asked Franco in disbelief if it was true that Lilli had a crush on him, he was angrily told to pay attention to other people’s feelings.
Taking Franco's advice to heart, Raimondo found Lilli and told her what Franco had told him, and admitted that he had thought a lot about her. He then asked her if would be interested in going on a trip with him, and Lilli asked him if he meant her, which he confirmed. Now in an serious relationship, Raimondo was open to his feelings for Lilli and told her that he was glad to be with her and that he hoped that she would always be with him.
Raimondo never made an in-game appearance during the Wii/PlayStation 2 version of Sonic Unleashed, and only appeared during the pre-rendered cutscenes.
During the events of Sonic Unleashed, Raimondo became possessed by some of Dark Gaia's Minions. Their influence would then cause him to dance and party rowdy together with other possessed humans in the middle of the streets in Spagonia during nighttime. but he would then revert to normal during daytime. Some time after being possessed, while dancing with other possessed people during the night, Raimondo and the rest had Dark Gaia's Minions exorcised from them by Sonic the Werehog and Chip during their first exorcism, thus freeing him from their influence.
Raimondo is a slacker in his studies and usually acts tough and indifferent. In reality though, he is a really nice guy.