Chuck Cooper as Miss Honey in Matilda. Just to hear that booming baritone on “My House.” Could even make it into a fun mashup with “My Way or the Highway.”
Michael Ball as both female roles in Sunset Boulevard. We’ve all heard his gorgeous “With One Look” from one of his earlier solo albums, and he does a fantastic “As If We Never Said Goodbye.” But I think it would be majestic to hear him in Norma’s entire role, and throw in “Too Much in Love to Care” for good measure.
While Alysha Umphress is doing a stellar job as Hildy in the current Broadway revival of On the Town, I'd love to see Tituss Burgess bring the house down with his rendition of "I Can Cook." There's no doubting he'd also bring the booty shake.
Andrew Rannells as Liesl von Trapp and Josh Gad as Mother Abbess in The Sound of Music. Rannells would really sass up the eldest Von Trapp daughter and Gad would be hilarious as the reprimanding Mother Superior. He's too young for the role but thankfully a nun's costume works wonders for disguising age.
These are not exactly miscasting, but casting we'll unfortunately never get to see…
Since I never had the chance to see either theatrical legend live, I would dream cast Ethel Merman and Mary Martin as, respectively, Elphaba and Glinda in Wicked or, perhaps, The Witch and The Baker's Wife in Into the Woods…
And, I would have loved to have seen Judy Garland, who knew a thing or two about stage mothers, as Gypsy's Rose with Lorna and Liza as June and Louise, of course.
My dream miscasting would be Bonnie Milligan as Elphaba on Broadway. Bonnie, who is currently on the national tour of Kinky Boots, is the theatre community's best kept secret. Her belt is out of this world, and we talk all the time about how the world is ready for her Elphaba. Check out her Idina Menzel medley at Bitching and Belting, featuring a life-changing "Defying Gravity".
Shoshana Bean as Aida in Aida. Broadway is calling for a revival of Aida (well, at least I am!), and Shoshana Bean would kill it in the title role. Can you even begin to imagine her riffs on "Dance of the Robe" and "Gods Love Nubia"? Check out her "Roles She'll Never Play Medley," in which she starts with "Easy As Life."
Laura Benanti as Bobby in Stephen Sondheim and George Furth's Company with a cast of all-male actors.
Daniel Radcliffe as Roxie Hart and Darren Criss as Velma Kelly in another gender-bending take on Chicago.
Michael Cerveris as Mama Rose in Gypsy. Michael Cerveris would be a perfect Mama Rose. The role is a perfect outlet for the intensity and charisma he brings to every performance, and his performance of "Rose's Turn" would be one for the ages.
Jane Krakowski as Tevye in Fiddler on the Roof. Krakowski's comedic talents are a great fit for the role of Tevye in Fiddler on the Roof. Her warmth and humor would bring delightful nuance to "If I Were A Rich Man" and can you imagine her singing "Sunrise, Sunset"?
Tituss Burgess as Miss Hannigan in Annie: First he took on the Witch in Into the Woods. Time for Tituss to take on another tyrannical menace to girls everywhere: Miss Hannigan!
Christine Ebersole as Bess in Porgy and Bess: I heard her belt out a rendition of "I Loves You Porgy" once that took my breath away. You know she can sing, and act AND be hiliarous--but did you know she also has one hell of a coloratura!?
Sutton Foster as Fanny Brice in Funny Girl. Never mind all the other actresses who have been mentioned for this role, Sutton is the only one with the mojo to get up there and sing "I'm the Greatest Star" and have us believe it. As for the need for an "American Beauty nose," let makeup take care of it.
Neil Patrick Harris as George M. Cohan in George M!. Spunk? Check. Chops? Check. NPH has, in effect, been singing "Give Me Regards to Broadway" for years. Time to let him do it for real.