Lucky Sinclair

* Phillis Franklin (Mother In Denial through Beeble and Hattie being Phillis’ daughters)
* Meemaw (Chosen Grandmother)
* Morag E. Goul (Chosen Grandmother)
* 'Krusty' Karl A. Rivera (Chosen Grandfather)
* Hattie Sinclair (Sister by last name)
* Beatrice ‘Beeble’ Moore (Niece through Rhiannon/Sister through Phillis)
* Hilary Soloman (adopted daughter with Dr. Tem Tum - deceased)

## Employment Information

### Business Owned

La Bastille (co-owner with Lorenzo Porgini)

### Jobs

* Owner of La Bastille (current)
* Heartthrob of St. Denis (current)
* Mayor of Valentine (current)
* Fill Us & Co Distillery worker (former)
* La Bastille Bartender (former)
* Star pupil at the Braithwaite Academy (former)

## Property Information

### Property Owned

* The Apartment above the Gunsmith (co-owner with Mee Maw and Dr. Tem Tum)
* Calamity (wagon)
* The Bastille Mobile (carriage)

## Miscellaneous Information

### Horses

* Onika Burgers (Donkey)
* The Mildread - Gift from Mildred Robinson
* Sister Mary Elizabeth aka SME (Deceased)
* Oakley - Gift from Dr. Olivia Fields (Deceased)
* Orion - Gift from Dr. Tem Tum (Deceased)
* Mullet - Gift from Dr. Tem Tum (Deceased)

## Role-player Information

### Played By

[1]

**Lucky Sinclair** is played by starboychrizz.

## Early Life

*"Lucky’s my actual first name. My parents thought that I would be a very lucky person, but life hasn’t worked out that way."*

One would think young Lucky Sinclair had an easy life. As the sole heir to his family's newspaper empire, everything he needed was taken care of – the finest clothes, the best toys, the biggest beds - he never had to lift a finger, that's what he was always reminded. It was someone else’s job.

His parents held a great power over him. No pets, no dirt, no talking, no time outside. Everything spick and span and in order, something extremely difficult for a rambunctious child like Lucky. He had such a joyous spirit that could not be contained, much to the frustration of his parents. Under their ever-watchful eye, Lucky was made to feel insignificant and he learned to remain silent, lest he ignite their anger and disappointment. They controlled his every move, the way he presented himself, his mannerisms, depriving him of his privacy and of every opportunity to grow and learn. According to them, Lucky's only saving grace was his appearance, and they made sure to instill in him a deep-seated preoccupation with his good looks.

Their obsession with keeping their child in line never came from a place of caring, only for the sake of maintaining the image of a perfect family and continuing its legacy. If Lucky had to be renounced to keep up this pristine façade, so be it. Lucky was sent away to a clown camp when his parents couldn’t handle him anymore. And thus, with their time away from Lucky, a distance grew between them, and not one that they cared to repair anyway.

As the years went by and Lucky grew older, he got his first taste of freedom, but unfortunately, he started to play the role of the young socialite a little too well. He lived large, always seeking refuge in partying, drinking, sleeping around. He tried everything he could get his hands on, but it did nothing for him. It left him empty, craving a connection with his parents, or anyone for that matter. For the better part of his life, Lucky was emotionally absent, a phantom roaming the streets of Manhattan, chasing the next thrill.

His reputation caught up with him, and began to cause problems for the Sinclairs' business. Lucky’s parents inserted themselves again, with a much more forceful and manipulative hand. They made him change his name temporarily, but that didn’t help curb the gossip that their son was such a troublemaker. Imagine the reactions to Lucky being spotted in the Lower East Side, drunkenly parading amongst the poor folk, mocking their misery in gleeful thought that he wasn’t the subject of ridicule for once. Lucky was a problem that needed fixing.

So it seemed he was lucky after all when he crossed paths with a woman named Abigail - it was as if she was the only person who would be able to help him. Lucky’s parents liked that she kept him out of trouble and the family name out of the tabloids, and Lucky just enjoyed being around her. She was an introvert, down to earth, and didn't care about money or connections - she accepted him for who he was and what he liked, and they brought out the best in each other. With Abigail, Lucky was a little less reckless, a little less self-destructive, and he started to feel like he had found someone after all those years of searching.

It was the autumn of 1901, and Lucky was obligated to attend the annual Halloween party the Sinclairs hosted. It was always the talk of the town and attracted the upper echelons of politics and finance. The atmosphere was stifling and professional until Abigail arrived, and she and Lucky started the real party, dancing the night away, lightening everyone’s moods, and infuriating his parents.

The next day, Abigail was gone. Nothing left from her but a note, saying she had to go away for a while. Lucky was devastated. He lost the one person he thought he could turn to, the only genuine connection he had. In a desperate move, he turned to his parents for help and guidance, but they were relieved Abigail was gone, badmouthing her for risking their reputation after the scene from the night before.

It didn't take long for Lucky's old habits to creep back in. He was just as impulsive and irresponsible as before he met Abigail. For the next two months, he went from one party to the next, spending all his time in fancy bars and grungy dens alike as an aspiring Dionysus, flings left and right. But there was one in particular that was a catalyst for Lucky’s ruin. His mother’s assistant caught him with the apartment bellhop, and the word spread fast. Once again, Lucky didn’t have the chance to speak for himself about his life in his own time, and it seemed instantaneous that all of New York City started judging. Only a few of his friends dared to keep in contact as society ostracized him. Newspaper sales plummeted. The Sinclairs thought that this was the end of their grand legacy, and blamed it all on Lucky. And the only solution they saw was to send him away, maybe for good, so that he couldn’t cause any more damage to their image than he already had. Let him be someone else’s problem.

In no time at all, Lucky finds himself on a boat sailing southbound with racing thoughts on where his next steps will lead him.

## Chapter 1 - Arrival in the Commonwealth

*"This man is a lunatic, a liar, a thief, a scammer! But he is growin’ on me a little. Growin’ on me like a mold!" – Meemaw*

Lucky makes his way down to the Commonwealth, determined to start a new life, unbound by past expectations, and ready to show off who he really is. More than anything, he just wants to talk. After a lifetime of being silent, he simply wants to be heard. And with so much left unsaid to Abigail, he doesn’t want to regret not telling anyone how he truly feels, be it a compliment, a complaint, or flat-out rudeness disguised as a joke.

This makes Lucky a nuisance in everyone’s eyes. A self-absorbed, relentless chatterbox who lies and starts drama left and right. He becomes a regular at the Bastille, feeling very welcomed by the utter kindness of Miss Tilly Paris, but still makes use of her saloon as a hub for his outlandish misinformation and gossip. He inadvertently implies to the Bastille patrons, and eventually all of Saint Denis, that he is a serial killer that goes by the initials R.R., a nickname given to him by his mother. He didn't mean to make himself so suspicious, just to make the conversation all about him - and his flippant remarks truly backfired. It takes several weeks of denying and a trip out to a gruesome cabin to convince everyone otherwise. Though his antics are entertaining to some, Lucky is often met with annoyance, hostility, or even violence, leaving him discouraged in his genuine attempts to make friends in the Commonwealth.

As Lucky tries to get by through scamming and offering massages on the street corners of Saint Denis, he attracts the unwanted attention of his apparent competition. He receives a telegram from them, telling him meet at the Mayor’s mansion at a specific time. He decides to go, ignoring all the warning signs of following such a suspicious request, and the building is eerily quiet, save for a squeaking door as he walks in the foyer. A high-spirited old lady named Meemaw calls out from the dining room, and she chats the night away with Lucky. It turns out, Meemaw’s presence prevents the assassins from offing Lucky (as he was later told by a mysterious duo called the Charlies), and he feels indebted to her, promising to buy her a Springfield rifle.

And after a life of people waiting on him hand and foot, Lucky realizes for the first time how hard it is to make money. He gives away what little he has all the time, and earns nothing at his uneventful job as a model in Penny Pinkerton's talent agency. So Lucky weasels his way out of buying the rifle on multiple occasions - while simultaneously trying to befriend Meemaw, already calling her his “best friend.” Meemaw makes no advances toward friendship, claiming he’s "an exhausting person to be around," but Lucky keeps butting into Meemaw’s life, truly believing that he has found someone in the Commonwealth that cares for him. Her already thin patience grows threadbare as the days go on, and Lucky still hasn’t gifted her that rifle. She resorts to her old ways, and knocks him out to get him off her back for a while at every chance she gets. And every time, Lucky wakes up confused, wondering what happened, and still believing that Meemaw is his best friend, never suspecting some of the lengths she would go to in her own self-interest.

So when Lucky encounters a tiny, loud bearded fella named Peaches one night who will not stop flirting with him, it never crosses his mind that Peaches is actually Meemaw in disguise, on the run from the law, and desperate to keep up her ruse. Lucky the flirt plays along until he is knocked unconscious once again, so Peaches whisks him off to marry him in an impromptu ceremony performed by Vyrgil, the son of Ravanda the swamp witch. Peaches then disappears into the night, leaving Lucky to deal with the aftermath. When he comes to, he is confused to learn that he has a new husband that he never agreed to marry, and doesn’t consider the ceremony binding. He instead continues on in his pursuit of other romance, his most recent being with Rhiannon Kearney.

After one adventurous and semi-successful date spent scamming a horse trainer in Blackwater and jumping off a broken bridge (where Rhiannon almost dies), both Rhiannon and Lucky agree they had a wonderful time and want to see each other again. Lucky thinks he’s found his first girlfriend in the Commonwealth, someone who is willing to figuratively and literally run towards danger, who is confident and mischievous, just like him. After being treated as a pest, Lucky is just happy to find someone who doesn’t tell him to shut up. None of his other attempts at romance have had the same spark - his flirting undermined by his tendency to confuse rudeness for charm, such were the cases with Winifred Lanik, Phillis Franklin, and Merta Maycock. However, his relationship with Rhiannon is over before it could even start once Lucky learns that Rhiannon only went on a date with him to make another man jealous. Lucky is heartbroken at the confession and has a breakdown in the middle of Valentine, and despite feeling like he was betrayed and used, he wants to make sure that Rhiannon is happy and that her new boyfriend is treating her right.

Meanwhile, Meemaw is *still* waiting for her rifle. She escalates things further when she tells of her predicament to Carlo Porgini, who ties up Lucky and throws axes at him, threatening him to keep his promise to Meemaw. Carlo finds Lucky’s debt convenient, and takes advantage of his naiveté and his loyalty to Meemaw to help with a “party” she is throwing for Harry Galloway, a lawman-turned-gunsmith-turned-lawman who potentially knows many Porgini secrets. Lucky was intentionally told very little about the operation, so he sticks out as the most conspicuous character as he runs around Saint Denis, clumsily yet dutifully trying to get everyone together. Meemaw and Carlo leave Lucky in the street to shout the codeword "pineapples" to signal that Galloway has arrived, and they step away to talk about their real plan. It wasn't even a question who would go down if things turned sour. As expected, they turn on him and deny even knowing him at the first opportunity. A growing crowd of lawmen surrounds Lucky, who digs himself into a deeper hole as he twists story upon story to unsuccessfully dissuade them that he could *ever* be involved in any sort of Porgini plot. Yet even as the lawmen interrogate him, he does not act out, nor does he betray the true heads of the operation – his pacifist nature and his determination to use words over violence results in the lawmen growing tired of his ridiculous lying game, tying him up, and leaving him on the deck of the casino boat with a few kicks to the head.

Meemaw finds him on the boat, and for the first time, seems genuinely worried about him. She still finds Lucky annoying, but slowly realizes her desire to look out for him, and is concerned about the repeated police brutality in the city. While Lucky was originally hurt more by how Meemaw and Carlo turned on him, Meemaw’s words shift his focus to his own mistreatment at the hands of the law.

Lucky now feels the debt to Meemaw weighing on his shoulders, and his solution arises in the form of a trip to mine salt at the Guarma waterfall for her horse training business, not really caring about the gun anymore as her repayment. Working side by side, amidst the fall’s roar and the jungle’s soft rustling, Lucky has the chance to tell Meemaw about his past, which gives her a greater understanding of who Lucky is, "warts and all." At first he’s defensive, but Meemaw gets through to him - Lucky may be a pain, but he’s also a person who desperately wants to be heard and liked, even if it means changing his ways. With a little encouragement from Meemaw, Lucky has the assurance to begin his risky search for justice.

As the days go by, Lucky finds out how hard it is to get people to take his ridiculous story about pineapples seriously, but he eventually finds allies in people he considers close to him, such as Ravanda, Tilly, and Ermajean, and even someone he only recently met, Lenore Delamore.

Lenore first came across Lucky as he was carrying an unconscious Ravanda back from Guarma, and was instantly suspicious of him and irritated as he ran around in circles when people were trying to have a conversation. She asks him to stop, and he actually does, considering how many conversations he's had recently about being annoying, and explains that he's just excited. Lenore judges him at first, rather harshly, but then her tone changes as she understands that Lucky isn’t setting out to be disruptive, it’s just how he is. Later, when Lenore witnesses firsthand an intense verbal altercation between Lucky and the lawmen (who deny everything to do with the pineapple fiasco), she is inclined to support Lucky if he chooses to stand up against the law office. And Lucky does try his hardest to rally the people, but to no avail. This is the first time he is passionately standing up for himself, and it’s disappointing to him that nothing becomes of it.

On the night of the casino boat’s grand opening, Lucky decides to go back to New York for a week to find out what happened to Abigail. If he can’t solve his problems in the Commonwealth, then at least he can try with her, or maybe get some closure. With a surprisingly heartfelt sendoff from Meemaw and Carlo Porgini, Lucky goes home.