ShMILF Life

ShMILF Life

Penny: For Your Thoughts

Rochester, NY


Stories about dating when trans & old. HINT: You don’t.

Dating when you’re old is very hard. Dating when you’re transgender is even harder. Dating when you’re old AND transgender? Welcome to the ShMILF Life. Storyteller PENNY STERLING takes you on a poignant & hilarious journey as she tries to find a relationship while learning to live her authentic life.


Category: Solo Performance

Tags: Autobiographical Transgender Storytelling 

Rating: PG-13

Venue: Art Academy 301

Please note there is no late seating for this production.

Based on current infection rates and active cases, Cincy Fringe plans to make masking encouraged, but optional in performance spaces for audiences for the 2023 Festival.

Please note that we will re-evaluate this policy if infection rates rise significantly before or during the Festival, in the interest of keeping the festival accessible to our most vulnerable artists, patrons, and staff.

Thank you for your understanding.


Artist Bio

Penny Sterling says serious things in a funny way, and sometimes vice-versa. She’s a storyteller, a comedian, or an actor, depending on who’s asking and why. She’s written & performed solo shows, collaborative shows, TEDx talks, and even a sermon, because she never refuses stage time. Penny was last in Cincinnati in 2017, when her show “Spy in the House of Men” was selected as a Critics Choice by Cincinnati’s CityBeat. She’s glad to be back!

Past Fringe Credits

(2016) Rochester Fringe, Spy in the House of Men
(2017) Ithaca (NY) Fringe, Spy in the House of Men
(2017) Cincy Fringe, Spy in the House of Men
(2017) Capital (DC) Fringe, Spy in the House of Men
(2017) Minnesota Fringe, Spy in the House of Men
(2017) Rochester Fringe, Spy in the House of Men
(2018) Buffalo Infringement Festival Parents & Children, Husbands & Wives
(2018) Cleveland BorderLight Fringe Parents & Children, Husbands & Wives
(2018) Rochester Fringe Parents & Children, Husbands & Wives
(2019) Rochester Fringe Parents & Children, Husbands & Wives
(2020) Rochester Fringe ShMILF Life
(2021) Rochester Fringe Spy in the House of Men (virtual)
(2022) Rochester Fringe. ShMILF Life
(2022) Cleveland BorderLight Fringe ShMILF Life
(2022) Minnesota Fringe ShMILF Life
(2022) Indy Fringe ShMILF Life