“Sing, Swing, and Sway” is a comedic adventure set in Daytona Beach, Florida. It’s centered around Rusty Weber, a young man with a knack for witty charm. Rusty is secretly hired by Harold Fox, a mob boss, to covertly chaperone his naive daughter, Valerie. Unaware of her father’s scheme, Valerie develops a crush on Rusty, complicating his life as he attempts to balance this new role with his relationship with Mary Ann Shepherd, the guest relations manager at the Driftwood Motel.

Rusty’s life takes a turn when Diana Devereux, a sophisticated relationship author, arrives in town. She engages Rusty and other men, including the womanizing Leopold Mionli and philosophical Trennis MacIver III, for her book research. Rusty’s involvement with Diana creates further misunderstandings, particularly with Mary Ann.

The play weaves a tapestry of interconnected subplots involving other town residents: Wilbur Fiedler, the scheming motel owner; Summer Skye, a clever stripper with whom Harold Fox, Valerie’s father, has a liaison; and Sgt. Mobley, a humorous police officer who keeps a watchful eye on the town’s antics.

As Rusty juggles his various predicaments, the situation escalates into a whirlwind of romantic entanglements, mistaken identities, and humorous complications. Valerie’s infatuation with Rusty and her subsequent attraction to Leopold, Diana’s pursuit of her book project, and Mary Ann’s confusion over Rusty’s actions all converge, leading to a climactic series of confrontations and revelations.

“Sing, Swing, and Sway” offers a narrative filled with intrigue, humor, and the complexities of love and relationships. It’s a story that highlights the absurdities of life and the lengths to which people will go for love, loyalty, and a bit of mischief. The play concludes with a heartwarming and humorous resolution that ties together the various threads of romance and comedy in a satisfying and entertaining manner.

Hunk Shaughnessy lives a life of luxury . . . in jail. The Sing Sing Correctional Facility has become more of a highfalutin resort. But Hunk's status quo is shattered when a new inmate is booked: Eli Witter, the world's greatest escape artist. Eli plans to escape, but Sing Sing is so luxurious, the guards don't even lock the cell doors. Eli knows he would look foolish busting out of a prison that's not trying to detain him. So, he vows to transform Sing Sing into a maximum security penitentiary and then escape. Hunk vows to thwart Eli and preserve Sing Sing's quality of life.