Age: 38
male
Jonathan Stuart Bailey (born April 25, 1988) is an English actor known for his dramatic, comedic, and musical roles on stage and screen. He is the recipient of a Laurence Olivier Award, a Critics' Choice Television Award, as well as a Primetime Emmy Award nomination. Bailey began his career as a child actor in Royal Shakespeare Company productions, and by eight, he was performing as Gavroche in a West End production of Les Misérables. He has since starred in contemporary plays such as South Downs in 2012, The York Realist in 2018, and Cock in 2022; in classical plays like the Royal National Theatre's Othello in 2013 and Chichester Festival Theatre's King Lear in 2017; as well as in musicals, namely the London revival of The Last Five Years in 2016 and the West End gender-swapped revival of Company, for which he won the Laurence Olivier Award for Best Actor in a Supporting Role in a Musical in 2019. On screen, Bailey starred in the action-adventure series Leonardo (2011–2012) and the musical-comedy Groove High (2012–2013) before becoming known for his roles in the crime drama Broadchurch (2013–2015), the satire W1A (2014–2017), and the comedy Crashing (2016). He gained international recognition for his starring role in the Regency romance series Bridgerton (2020–present). Bailey's role in the romantic drama miniseries Fellow Travelers (2023) won him a Critics' Choice Television Award for Best Supporting Actor and a nomination for a Primetime Emmy Award for Outstanding Supporting Actor. He has since played Fiyero in the two-part musical fantasy film Wicked (2024–25). Description above from the Wikipedia article Jonathan Bailey, licensed under CC-BY-SA, full list of contributors on Wikipedia.
Jonathan Bailey
Sky Masterson
for Sky Masterson in GUYS AND DOLLS
Suggested by nickienicks
In 1950s New York City, gamblers, hustlers, missionaries, and nightclub performers collide in the colorful underworld of Damon Runyon. Nathan Detroit, a charming but perpetually broke operator, needs $1,000 to secure a location for his illegal floating craps game. With his longtime fiancée, nightclub performer Miss Adelaide, demanding that he finally marry her after fourteen years of excuses, Nathan sees an opportunity. He challenges legendary gambler Sky Masterson to take Sarah Brown, the beautiful and fiercely devoted leader of the Save-A-Soul Mission, to dinner in Havana. Certain he cannot lose, Sky accepts the wager. Sarah, desperate to save her struggling mission, reluctantly agrees to the date—but what begins as a bet soon becomes something neither of them expected. After an unforgettable night in Havana, Sky and Sarah return to New York genuinely in love, only for Nathan's schemes and a devastating misunderstanding to drive them apart. As the craps game moves underground and Sarah believes Sky has betrayed her, Sky realizes he must prove that his feelings are real. He makes one final wager: if he wins, the city's gamblers must attend the Save-A-Soul Mission's revival meeting. His gamble succeeds, bringing a crowd of sinners to the mission and revealing Sky's willingness to change. Meanwhile, Nathan finally admits how deeply he loves Adelaide, ending fourteen years of excuses. As Sarah and Adelaide decide to marry their men and reform them afterward, two unlikely couples find happiness amid the chaos of New York. Weeks later, Nathan has traded gambling for a newsstand, Sky has joined Sarah's mission, and the city comes together to celebrate their long-awaited marriages in a dazzling musical finale.
