It's great to hear from you. I have several suggestions for you that meet many of your parameters. Of course, there's never a perfect fit, but I think Pioneer Drama has enough variety that you'll find something you like!
I encourage you to visit our website to check out the shows below. I've hyperlinked all of them to make it easier for you.
Looking at plays definitely written for high school or older, we have three outstanding dramas. The Unexpected Reformation of Jimmy Valentine is an adaptation of an O. Henry story with interesting characters, a great plot, and a cast size that almost fits your needs! Walkin' Home is definitely worth looking at, though it's a smaller cast than you're hoping for. With a running time of just 30 minutes, perhaps two 30 minute plays with smaller casts would work for you? It would pair very well with Purple Ink, which is probably our strongest family drama. Though a cast of only six females, it's worth a serious look and paired with Walkin' Home, would fit your casting needs very well with a combined running time of just 65 minutes.
Probably the one single play that best fits all your parameters is called Door to Door. Like Almost, Maine, it is also made up of several small, unrelated scenes with a range of tones, tied together only by the shared set of simply two doors onstage. Because of this vignette structure, it's a super flexible cast of 5-30 with a running time of 55 minutes. In a similar vein, the same award-winning playwrights also wrote Life Is Like a Double Cheeseburger, which are unrelated scenes with a variety of moods, tied together by a shared restaurant set.
Another play that fits your numbers well is called Fosters, which draws unique parallels between foster children and animals in shelters, all anxious for their forever home. While it's possibly a little young for your group, it's loaded with beautiful monologues and is certainly a sweet, tug-at-the-heartstrings sort of play.
Another one that fits your cast size well is called Model Students, which addressed how we're defined by stereotypes. This same playwright also wrote Boxes and The Struggles. Boxes has a cast a bit too small but is an outstanding coming-of-age story. The Struggles has the flexible cast you're looking for, but it's specifically about a girl learning to cope with her ADD and dyslexia. It has a heartwarming ending, but might be a bit too specific for what you're wanting.
And finally, I love Do-Overs, which has "rewind" moments in the story so we see how different choices of what we say or do can play out. Again, the cast is just a bit smaller than you're wanting, but it's an intriguing, mature, and challenging play, and we can always find a short additional play for two or three females to pair with it.
I hope I haven't given you too much to look at, but I hope these 10 suggestions point you in the right direction with Pioneer. I'm curious to hear what you think. If you want to tell me your top three choices, I'm happy to send you free e-views of those! And of course, I'm always available to make more suggestions if you need to go a different direction or need something to pair up with another.
Thanks so much for thinking of Pioneer Drama!
Have a great weekend!