Regicide Rollinstar

"I said she looked like a ten-dollar bag of dimes, she said she didn't get it, she called me a 'Pagliacci', then she told me a story about some fella named Reginald."

- Reggie, about Della

Regicide "Reggie" Rollinstar is an inmate at San Hill.

Appearance
Reggie is scrawny, average height, with tan skin and freckles. He is most easily identified by his long, voluminous blond hair. He has a tattoo of a spade on his right cheek and sideburns, as well as a massive head scar that parts his hair down the side.

Personality
Reggie is talkative and energetic, seeming to have little to no filter and often asking questions that he doesn't wait for an answer to before he continues asking more. He has an unwavering sense of self-confidence and frequently tries to flirt with other inmates, though his attempts are more often than not so terrible that they turn into jokes instead.

He does not appear to have any sort of sense of self-preservation when it comes to facing more intimidating inmates such as Syrus Norwood, and immediately has taken to relying on his cellmate to guide him - though he often mentions that he had already been warned by someone else on the outside not to talk to "anyone" while incarcerated.

He has a constant need to be moving whether it is pacing, bouncing, dancing, or fidgeting - and if he can't then he quickly becomes restless and stir-crazy.

Season One
Reggie came in to San Hill as one of the more recent intakes, along with his cellmate Sunny Phoenix and Maude Gallagher.

Reggie immediately had difficulties beginning to adjust to his new life behind bars, and particularly in coming to terms with his sentence, preferring to change the subject instead of thinking about it whenever it was mentioned. He had little idea of what he was actually going to experience, regardless of allegedly spending time with "criminal types" on the outside, and he pestered others incessantly on his first day with questions about various things he had seen in movies and whether that would be his new life.

When Judith Szachniewicz refused all of his calls and didn't come to his first visitation, Reggie seemed to finally start to understand his situation, and began to realize that no one was going to pull any strings to get him out of prison.

Despite his attempts to tell Officer Eliska Jellinekova that he was "too pretty" for work and should not be given a job, Reggie was recently assigned to work in maintenance. He frequently avoids work by insisting Blaze do it for him, or by distracting his coworker until their shift is over.

When the freezer in the kitchen broke down and food poisoning spread through the prison, Reggie fell ill, while his cellmate was spared. However, despite his sickness, he still worked alongside Maude and Sunny to repair the broken freezer. For the first time since being assigned on maintenance, Reggie showed enthusiasm for finally doing his job, and appeared eager to learn from the much more experienced woman.

However, later on, when filling out order forms with Maude for replacement parts for the freezer, Maude's perfectionist nature got the better of her, and she told him he should ask to be placed on another job assignment if he could not do the one he had well enough to her standards. Since then, he fell right back into only putting forth a lackluster effort towards the job, having admitted to her that she was probably right, and that he could not be good enough at it.

Romantic

 * Judith Szachniewicz - Reggie's "sugar daddy". He refers to her as his girlfriend in regular conversation, though their relationship had become strained, as she blamed him for failing to be found innocent.
 * Sunny Phoenix - Reggie and Sunny bonded from day one, and he is shown to look to her for guidance in nearly every aspect of prison life. They quickly became close, and eventually Reggie admitted to her that he had feelings for her after a moment they shared playing in the rain.

Allies

 * Della Prince - Reggie spent his first visitation day with Della when he realized he was not going to have a visitor, and they bonded over their "daddies" abandoning them in prison.
 * Syrus Norwood - Reggie stated that bothering Syrus was as fun as finding the gym when he was lost, and then later also listed him as one of his friends in a conversation with Blaze.
 * Blaze - Reggie is shown to fight and bicker with Blaze like a sibling, despite her initially mocking him for his hair. He comments that she is easily distractible from actual work in maintenance, and that he likes her for that reason.

Neutral

 * Grey McCorduck - Even though he initially believed that Grey was a ghost, the two of them went ghost hunting after Grey's cellmate scared him about the history of the greenhouse.
 * Sprinkles - Reggie claimed several times that he and Sprinkles were friends, though it seems that he still does not know his name.
 * Maude Gallagher - Reggie assisted with repairing the freezer when it broke down, with the guidance of Maude. She is the only one he has confided in about his inability to read.

Enemies

 * Odysseus - Threatened to shave Reggie's hair off after he insulted him.

Trivia

 * Reggie is a "Roller Disco Champion", as indicated in a conversation with Della Prince.
 * He is originally from Tampa, Florida, but was transferred due to an unspecified "range of influence in Florida prisons".
 * He doesn't trust librarians.
 * He has an essential tremor that affects his hands.
 * He has a Maserati that he kicked the headlight out of, however he told Maxie Tanaka that he refuses to drive and never drove it.
 * He apparently had two jobs in the past: a floor guard at "Bamboozles Beach Rink," as stated when talking with Eliska Jellinekova, and a pole dancer, as bragged about to Sunny Phoenix.