

First, watch this video entirely.
Next, talk to your friend. If nothing like what is talked about in the video is happening. Then, cool. Adults and teens can have friendly relationships in the context of mentorship/sharing family ties/same social circles. But your friend needs to understand that he is and will always be responsible for anything that happens in that relationship, even if it is her who misunderstand things. He is the adult, and it is his responsibility to keep things sane and appropriate, draw healthy boundaries and make sure it is not misconstrued as creepy, and it doesn’t matter if it wasn’t intentional.
If your friend is indeed doing some of those things, even if not intentionally, then he is being a creep and grooming is grooming, no matter the intention. The developmental gap is a massive power imbalance that will always make other adults be suspicious of this risk. The healthy thing to do is to keep the distance and the relation in appropriate terms. Girl will survive, she surely has her own social group to cope, and adults have no need to be friends with teens. A well adjusted and mature adult would have no shortage of age appropriate friendship opportunities.
The pride flag was envisioned and flown for the first time in San Francisco. For better or worse, most of global queer culture is us centric.
Most of the flags are also copyrighted or copylefted, to some degree or another. It’s a jumbled mess. But in general no one is profiting unless you are literally buying a physical flag, as all of them fall into fair use or can be freely licensed for use in commercial products.