Here are examples of some fun, contemporary sestinas from the lively  website, McSweeneys Internet Tendency.Â
The entire column on sestinas is here. Read through the titles, which are fun, and read those that appeal to you:Â https://www.mcsweeneys.net/columns/sestinas
From these, I suggest the following for ideas:
A sestina about waiting for the subway in New York City:
https://www.mcsweeneys.net/articles/sestina-for-the-q-train
Sestina for the Working MotherÂ
https://www.mcsweeneys.net/articles/sestina-for-the-working-mother
Sestina about Spring Break (as we thought about spring break pre-COVID 19)
https://www.mcsweeneys.net/articles/spring-break-sestina
Text message sestina
https://www.mcsweeneys.net/articles/wtf-sestina
A sestina written by a nine-year old
https://www.mcsweeneys.net/articles/get-to-school-a-sestina
From the fiction writer Rick Moody “Radio” appeared in McSweeneys before being picked up by Best American Poetry:
https://blog.bestamericanpoetry.com/the_best_american_poetry/2008/08/radio-sestina-b.html