THE DATING POOL, a one-act play for 5 women plus optional additional characters

[15 - 20 minute play]

A widow, contemplating diving back into the dating pool, is confronted by her younger selves. Together they must sort out past romantic complications and mistakes before there can be any moving forward. Will they sink or swim?

Note: a 10-minute version also exists, on this NPX page, as well as a four-character version that eliminates the character of the sex worker and changes the...

[15 - 20 minute play]

A widow, contemplating diving back into the dating pool, is confronted by her younger selves. Together they must sort out past romantic complications and mistakes before there can be any moving forward. Will they sink or swim?

Note: a 10-minute version also exists, on this NPX page, as well as a four-character version that eliminates the character of the sex worker and changes the location, entitled UP THE DOWN ELEVATOR. (also located on this NPX page)
[Production, ACT Studio Theatre Designer Shorts 4 Play Festival, Stuart FL, May 2026]
[Production, StageQ/CapitalQ One-Acts Festival, Madison WI 2025]
[Production, Dorset Players One-Act Festival, Dorset VT 2024]
[College Production, Senior Thesis Show, Hamilton College, Clinton NY 2023]
[Production, Fight Like a Girl 4, Kings Arms Theatre, Manchester England 2023]
[Production, Kibo Productions Reboot Festival, London England, 2023]
[Production, Jersey Voices 2023 One-Act Festival, Chatham Players, 2023, Chatham NJ]
[Production, Theatre Three 24th Annual One-Act Festival, 2023, Port Jefferson NY]
[Semi-finalist, Alumnae Theatre New Ideas Festival 2023, Toronto Canada]

A widow, contemplating diving back into the dating pool, is confronted by her younger selves. Together they must sort out past romantic complications and mistakes before there can be any moving forward. Will they sink or swim?

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THE DATING POOL, a one-act play for 5 women plus optional additional characters

Recommended by

  • Scott Sickles: THE DATING POOL, a one-act play for 5 women plus optional additional characters

    There's an elegant paradox to THE DATING POOL. When the older you gets a chance to warn the younger yous about the romantic mishaps, disappointments, and disasters of the past they must first have endured them so obtain the wisdom for the warning. Hence the inevitability of the mistakes of youth. After all, the young rarely heed their elders even when its their elder selves.

    Rose presents a rich retrospective on a lifetime of romance examining naivety, exploration, optimism, and autonomy. Five fun and funny roles for women over a wide range of ages.

    Watch, listen, and learn!

    There's an elegant paradox to THE DATING POOL. When the older you gets a chance to warn the younger yous about the romantic mishaps, disappointments, and disasters of the past they must first have endured them so obtain the wisdom for the warning. Hence the inevitability of the mistakes of youth. After all, the young rarely heed their elders even when its their elder selves.

    Rose presents a rich retrospective on a lifetime of romance examining naivety, exploration, optimism, and autonomy. Five fun and funny roles for women over a wide range of ages.

    Watch, listen, and learn!

  • Morey Norkin: THE DATING POOL, a one-act play for 5 women plus optional additional characters

    Imagine being able to meet yourself at various younger ages and warn yourself about dating dangers. In dreams, anything is possible. And Arianna Rose brings this possibility to amusing and entertaining life as a woman converses with her younger selves, at once sending warnings but also seeking reassurance about future prospects. Wonderfully written with endless possibilities for staging.

    Imagine being able to meet yourself at various younger ages and warn yourself about dating dangers. In dreams, anything is possible. And Arianna Rose brings this possibility to amusing and entertaining life as a woman converses with her younger selves, at once sending warnings but also seeking reassurance about future prospects. Wonderfully written with endless possibilities for staging.

  • John Mabey: THE DATING POOL, a one-act play for 5 women plus optional additional characters

    Arianna Rose is a writer who not only creates such poignant and beautiful plays, but also constructs works with such dynamic and elegant structures. In THE DATING POOL, we meet multiple selves of a woman who is living an active life. Through each of their perspectives, we learn about her journey as well as the shifting perspectives we have as we age. There is such richness in this play that makes it a wonderful playground for creative teams and captivating for the audience.

    Arianna Rose is a writer who not only creates such poignant and beautiful plays, but also constructs works with such dynamic and elegant structures. In THE DATING POOL, we meet multiple selves of a woman who is living an active life. Through each of their perspectives, we learn about her journey as well as the shifting perspectives we have as we age. There is such richness in this play that makes it a wonderful playground for creative teams and captivating for the audience.

View all 16 recommendations

Character Information

(All the characters portray the same person, at different ages, inside 61’s dream. Their age is their name)

61, female, widow
16, female, high school
23, female, about to get married
36, female, bisexual
49, female, sex worker

Casting should reflect the diversity in our society.


Optional additional roles: all NON-VERBAL, they interact with their designated romantic partners in a variety of ways (partner in italics below). They could be live actors, or cutouts…or projections. Or one actor playing all of the roles below.

Evan, male, teens (interacts with 16)
Michael, male, teens (interacts with 16)
Rod, male, 25 (interacts with 23)
Carl, male (20s-30s depending on which section of dialogue; (interacts from 23 on)
Sara, female, 40s (interacts with 36)
Bennett, male, 40s (interacts with 36)
Gene, male, 50-60s (interacts with 61 primarily but knows 49 – not a client.)

  • 61
    female, widow
    Character Age
    61
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female
  • 16
    female, high school student, a bit naive
    Character Age
    16
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female
  • 23
    female, about to get married, enthusiastic about life, theatre major
    Character Age
    23
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female
  • 36
    female, bisexual
    Character Age
    36
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female
  • 49
    female, sex worker
    Character Age
    49
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female

Production History

  • Type Community Theater, Organization ACT Studio Theatre, Designer Shorts 4 Play Festival, Stuart FL, Year 2026
  • Type Community Theater, Organization StageQ/CapitalQ One-Acts Festival, Madison WI, Year 2025
  • Type Community Theater, Organization Dorset Players, Year 2024
  • Type Community Theater, Organization Chatham Players, Jersey Voices One-Act Festival, Chatham NJ, Year 2023
  • Type Community Theater, Organization Fight Like a Girl 4 One-Act Festival, Kings Arms Theatre, Manchester England , Year 2023
  • Type Community Theater, Organization Kibo Productions Reboot Festival 3, London England Barons Court Theatre, Year 2023
  • Type Professional, Organization Theatre Three, One-Act Festival, Port Jefferson NY, Year 2023
  • Type University, Organization Hamilton College Theatre Department, Year 2023