Plays About Dating

From online dating to cooking up favorite casseroles, finding romance as we get older is a favorite topic in Senior Theatre.

All of these plays feature couples on a date (or hoping to date).
Put them together to create a production of any length.

Cover of "My Man" by David L. Greenwood, part of Senior Theatre Resource Center.

2 women, 1 off-stage man

less than 10 minutes

Friendship and flirtation collide when two women pursue the same charming man only to discover that life sometimes doesn't follow their script.
Senior Theatre Resource Center for ArtAge Publications.

1 man, 2 women

less than 10 minutes

Hot chocolate, awkwardness, and a whole lot of “you tell him I said...” lead to a sweet date for these two shy love birds.
Older woman and man in theatrical costume with cane and hat.

1 man, 5 women

15 minute comedy

An older woman seeking psychic reassurance about marriage is confronted by the ghostly ex‑wives of her fiancé, and discovers that his “bad luck” may not be accidental after all.
Book cover for "Stealing a Kiss" by Laurie Allen, part of Senior Theatre Resource Center.

1 man, 1 woman

10 minute comedy

It's clear that opposites attract in this chance encounter at a bus stop on a rainy day. With relatable characters, witty dialogue, and touching moments, the play reminds us that it's never too late to fall in love.
Book cover of "The Importance of Knowing Ernest" by Peter Blacklock.

cast of 4

10 minute comedy

Arnold and Florence may not have reserved the table at the upscale restaurant but that won't stop them from enjoying the view, despite the best attempts of the waiter and the Maître d'.
Senior Theatre Resource Center by ArtAge Publications.

1 (to 4) men, 2 women

20 minute romance

Angie receives an anonymous love letter from a man who seems perfect in every way. But does the perfect man really exist?
Book cover for "Date-Zastrous" by Pamela Loyd, featured in Senior Theatre Resource Center.

1 man, 7 women

30 minute comedy

Bill dives into online dating hoping for romance, but ends up surviving six hilariously disastrous dates—from a psychic scammer to a pickpocket in pearls. Is there a perfect match, or are they all "Date-Zasters"?
The Twelve Gifts of Christmas play poster by Reatha Thomas Oakley.

2 men, 3 women, 1 either

15 minute Christmas comedy

Leaping lords and piping pipers! Holly discovers that her true love's generosity is challenging at best. Her resilience is both hilarious and astonishing.
Senior theatre resource guide titled Timber by Lindsey Brown.

2 men, 2 women

20 minute comedy

What would you do if you found out that your siblings set you up?

2 men, 2 women, 2 either

90 minute comedy

Hoping to impress viewers and win the "Sweetest Sweethearts" contest, the owners take on a major renovation only to discover the film crew has arrived a week early. Are their plans anything but half-baked?
Book cover for "Love Connection Dot Com" by Dick Meredith, published by ArtAge Publications.

2 men, 2 women, 1 either

25 minute comedy

Bea and Chuck's best friends overpower their online dating profiles. Will it lead to love?
Senior Theatre Resource Center by ArtAge Publications.

2 men, 6 women

90 minute comedy

For two years, Edna has been walking in a fog. Moving to Sunset Village wakes her up in more ways than one!

Book cover for Romance Reconfigured by Pamela Loyd, part of Senior Theatre Resource Center.

1 man, 1 woman

15 minutes

Mimsy and Stephan keep romance alive with their unique twist on weekly Zoom dates. This one is a sure hit!  
Cover of "The Casserole Chorus" by Lennie Singer, a senior theatre resource book.

4 women plus extras

15 minute comedy

A good casserole has an unintended result. This play is the second show in Escapade at the Villa Estates.
Cover of "Romance Senior Style" by Sherry Churchill, a senior theatre resource.

Flexible casting

65 minutes

Two comedies, set on the deck of a cruise ship, poking fun at senior-style romance. Hilarious!
Book cover for "Playing the Game" by Joyce Schwartz, senior theatre resource.

3 men

20 minute comedy

With the help of his two friends, Ozzy gets off the bench and practices the dating game.
Senior Theatre Resource Center by ArtAge Publications.

1 man, 1 woman

10 minutes

Jackie and George are about to get married but can he survive the "language of love?" Will these two ever get on the same page?
Senior Theatre Resource Center by ArtAge Publications.

1 man, 2 women

10 minute comedy

Liz and Marjorie spark a community scandal when they accidentally hit send on a provocative email, blasting it out to the entire Wine Wednesday chat group.
Artistic poster for "Do You Believe in Magick?" by Jo Rake, featuring vibrant colors and theatrical.

3 women

12 minute comedy

Double bubble, a love potion is twice the trouble with expired ingredients and not-helpful sisters.

1 man, 1 woman

11 minute comedy

Jay and Amanda are a couple waiting to happen--or are they? An under-five soccer game seems an odd place to find a companion but maybe the grandkids are the key.
Book cover for "Hot Pursuit" by Cynthia MacGregor from ArtAge Publications.

1 man, 4 women, offstage voices

30 minute comedy

Three friends each try to outdo each other in appealing to a now-available man. The action is frantic and funny!
Book cover for "Double Date" by Pamela Loyd, published by ArtAge Publications.

1 man, 2 women

16 minutes

Two women show up at the same time for a first date with Thomas. A little mistake becomes a big mess that creates only one solution for the women. Funny!
Senior theatre play titled Canine Contact by Penny Bloodhart.

1 man, 1 woman

7 minute comedy

George and Gracie briefly share the challenges of getting older. Through a happy exchange of ideas, they emerge hopeful about the future.

3 men, 4 women

Flexible

Humorous and touching, "The House of Tomorrow" follows older adults navigating dating apps, tech mishaps, meddling kids, and the stubborn thrill of staying lively and curious.
Book cover for "How to Marry the Rabbi" by Barbara Trainin Blank.

1 man, 4 women

20 minute comedy

When the rabbi's wife unexpectedly walks out on him, three women compete to win the rabbi's heart. This heartwarming comedy is sure to be a hit!
ArtAge Publications Senior Theatre Resource Center.

2 men, 2 women

10 minute comedy

A coffee date has never been so interesting! Besides the two potential lovebirds at the table, their inner voices are along to coach, cajole, and criticize.
Signals by Marv Siegel for Senior Theatre Resources.

2 men, 2 women

10 minute comedy

When an online encounter leads to a blind date, two widows plot an escape strategy just in case. Only to have the romance turn the tables on them.
Casserole Casanova book cover by Herbert McCollom, part of Senior Theatre Resource Center.

2 men, 5 women

50-60 minute farce

Roger, recently widowed, is visited by five women friends bearing gifts of food. Competition ensues with hilarious results.
Book cover for "Benny and Pearl Loving in a Goldfish Bowl" by Linda L. Rand.

1 man, 1 woman

18 minute comedy

Believe in yourself, no matter how many false starts you have in life, it’s never too late for the real thing.
Book cover for Rachel Holds Court by Bara Swain, senior theatre resource.

2 women

10 minute play

Feisty Rachel reveals more than she intends when she dispenses dating advice to Lenore. Such a nice show!
Senior theatre resource book cover for "Senior Moments: First Love" by ArtAge Publications.

1 man, 1 woman

14 minutes

A long‑ago romance resurfaces when two seniors reunite in their eighties, discovering that first love never fades—it just arrives with complications. Is one of the plays in Senior Moments.
Book cover of "The Code" by Donald R. Fried, published by ArtAge Publications.

1 man, 1 woman

13 minutes

Two seniors, Rose and Charlie, meet at a café on a blind date. Each one is expecting someone else entirely. In Senior Moments.
Senior Theatre Resource Center for Older Adults.

1 man, 1 woman

14 minutes

Colonel William and Mother Angie have a chance encounter at a casino, and he is forced to change lifelong habits. Is one of the plays in Senior Moments.
Theater poster for "Gin - Tonic" by John Clifford, published by ArtAge Publications.

1 hombre, 1 mujer

Comedia de 10 minutos

Esta comedia de carcajadas ofrece una mirada fresca a los problemas de las citas románticas en la tercera edad.
Playbill cover for Lust 'n Digestion by William Doody, featuring bold colors and design.

1 male, 1 female and a brief appearance by a waiter

7 minute comedy

A woman sees her blind date sneak a foil packet into his wallet and assumes it’s a condom. He's confident of something happening but it's not lust!
Senior Theatre Resource Center for Growing-Old.

1 man, 1 woman

9 minutes

Charlie is on the prowl for older women, but Rose has had an “unexpected dose of reality.” Is one of the plays in Senior Moments.
Cover of "Under a Magical Moon" by John Lordan, a senior theatre resource.

1 (or 3) men, 1 (or 3) women

20-25 minute romance

Two former lovers reunite after thirty years under a summer sky, discovering that time can wound, time can heal, and—just maybe—time can open a door they once closed.

2 men, 2 women

25 minute comedy

Wry-witted, with rapid fire screwball comedy dialogue. Agnes tries to finish her taxes but finds that there's more to life than investments and paperwork.
Artistic poster for "Gin and Tonic" by John Clifford, part of Senior Theatre resources.

1 homme et 1 femme

10 minutes

Cette excellente comédie propose un regard neuf sur les problèmes qu'ont les Seniors pour leurs rendez-vous amoureux.
Cover of "Gin and Tonic" by John Clifford, published by ArtAge Publications.

1 man, 1 woman

10 minute comedy

This laugh-out-loud comedy offers a fresh look at the problems of senior dating. A 'never-fail' show!

flexible cast

95 minute comedy

Two middle-aged daughters with good intentions play matchmaker with their single parents. It's a total, hilarious mess! But love wins in the end.
Cover of "The Good Years" musical by Penny Petersen, published by ArtAge Publications.

flexible cast

95 minute romantic comedy

Two middle-aged daughters try to make a love match with their reluctant, widowed parents. In an effort to help them, the daughters make a terrible mess of everything!
ArtAge Publications Senior Theatre Resource Center.

6 men, 8 women

80 minute comedy

"...A very clever and fast-moving comedy!" about a pair of one night stands during the Northeast Blackout of 1965 that come back to haunt two couples!
Lasagna recipe book cover with bold colors and ArtAge Publications logo.

1 man, 8 women

20 minute comedy

If Max is to win Wendy's heart, she decrees, "You must be able to make the perfect lasagna." Lasagna! Max doesn't even know how to spell lasagna!
Senior theatre production "Crossing the Bridge" by Carl Williams.

1 man, 1 woman

10 minute comedy

A construction company owner and a long-time actress go on a first date and discover there's a lot that bonds them.
Cover of "The License" by Fred Sahner, a senior theatre resource guide.

cast of 4

10 minute comedy

An engaged couple's trip to the County office to get their marriage license sounds easy, but not with this County Clerk!
Book cover for Sgt. Levy’s Lonely Hearts Club by Jordan R. Young.

1 man, 1 woman

10 minute play

A lovely wordless play about two people, next door neighbors, connecting through dance.  
Book cover for "Try to Act Normal" by Fred Sahner, published by ArtAge Publications.

2 men, 1 woman

10 minute comedy

When Eddie brings his new girlfriend home to meet Dad, it's a learning process for everyone.
Senior Theatre Resource Center by ArtAge Publications.

1 man, 1 woman

20 minute comedy

It's Jake and Rachel's first meeting in real life after being matched in an online dating program. Did the computer make a mistake?  
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