Armistead Maupin's Tales of the City is an American drama streaming television miniseries that premiered June 7, 2019, on Netflix, based on the Tales of the City novels by Armistead Maupin. Laura Linney, Paul Gross, Olympia Dukakis, and Barbara Garrick reprise their roles from previous television adaptations of Maupin's books: the original Tales of the City in 1993, and the sequels More Tales of the City (1998) and Further Tales of the City (2001). The series was Dukakis' final television role before her death. The show won the GLAAD Media Award for Outstanding Limited Series at the 31st GLAAD Media Awards, the third time the series has won the award following the original Tales of the City at the 1995 awards ceremony and sequel More Tales of the City at the 1999 ceremony. Mary Ann Singleton returns to 28 Barbary Lane in San Francisco after a 23-year absence for the 90th birthday of her former landlady, Anna Madrigal. Mary Ann is happily reunited with Michael Tolliver and Anna, but things are more complicated with her ex-husband, Brian Hawkins, and Shawna, the daughter she left behind to pursue a broadcasting career. Shawna follows a mysterious attraction to a new girl in town who is making a documentary about 28 Barbary Lane. The relationship between transgender man Jake Rodriguez and his lesbian girlfriend Margot Park faces challenges as Jake explores his newfound attraction to men. Michael struggles with the option to stop using condoms now that he is in a relationship with Ben Marshall, who is on PrEP. Anna begins receiving mysterious letters threatening to expose a secret from her past. Cast and characters Main Laura Linney as Mary Ann Singleton, Shawna's estranged adoptive mother who returns to San Francisco after leaving over 20 years prior Elliot Page[a] as Shawna Hawkins, Mary Ann and Brian's adopted daughter Paul Gross as Brian Hawkins, Mary Ann's ex-husband and Shawna's adoptive father Murray Bartlett as Michael "Mouse" Tolliver, Mary Ann's best friend from 28 Barbary Lane Charlie Barnett as Ben Marshall, Michael's younger boyfriend Garcia as Jake Rodriguez, a transgender man who is Anna's caregiver at 28 Barbary Lane May Hong as Margot Park, Jake's girlfriend Olympia Dukakis as Anna Madrigal, a 90-year-old transgender woman and the owner of 28 Barbary Lane Barbara Garrick as DeDe Halcyon Day, a socialite, Mary Ann's friend, and Margot's love interest Recurring Ashley Park as Jennifer / Ani, an Instagram influencer alongside her twin brother, Raven Christopher Larkin as Jonathan / Raven, Ani's twin brother Zosia Mamet as Claire Duncan, a documentarian and Shawna's love interest Michael Park as Robert Watson, Mary Ann's husband who is divorcing her Caldwell Tidicue as Ida Best, manager of the Body Politic burlesque bar Dickie Hearts as Mateo, DeDe's deaf butler Michelle Buteau as Wren, Brian's neighbor and friend Victor Garber as Sam Garland, a man from Rainbow Readers who reads books to Anna Benjamin Thys as Eli, a man who begins a polyamorous sexual relationship with Shawna and his wife Samantha Soule as Inka, Eli's polyamorous wife Juan Castano as Flaco Ramirez, Ben's co-worker and Jake's love interest Matthew Risch as Harrison, Michael's ex-boyfriend Jen Richards as young Anna Madrigal Daniela Vega as Ysela, a transgender woman and Anna's first friend when she moved to San Francisco