
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

Ian "Ray" Raymond
for Ian "Ray" Raymond in High Fidelity (British Cast)
Suggested by seanb102

Rob Fleming is a 35-year-old man who owns a record shop in London called Championship Vinyl. His lawyer girlfriend, Laura, has just left him and now he's going through a crisis. At his record shop, Rob and his employees, Dick and Barry, spend their free moments discussing mix-tape aesthetics and constructing desert-island "top-five" lists of anything that demonstrates their knowledge of music, movies, and pop culture. Rob uses this exercise to create his own list: "The top five most memorable split-ups." This list includes the following ex-girlfriends: 1) Alison Ashworth, 2) Penny Hardwick, 3) Jackie Allen, 4) Charlie Nicholson, and 5) Sarah Kendrew.