“DS is wary too, but wants to find a new girlfriend, and will meet whomever matches and agrees.”
This is the sentence that is a red flag to me. He sounds desperate - not sure for what? A relationship or a hook up?
It’s also surprising to me that he has revealed so much to you about his dates. That’s being very open…which is good, but also I hope he realizes that some of these situations are not ok.
I agree with the advice to clean up his photos, perhaps widen his search- and also try another dating app. Is he open to another app?
Also is he jumping on a date too quickly? I know when my D1 was on Coffee Meets Bagel she was talking via the app for several exchanges before she would even agree to meet.