Find out for sure….directly from the girl…..that she is not at ALL interested and tell her that you need to know the truth….no fudging.
Then, if she registers no interest in him….please tell him. Don’t let him waste his time.
“Hey, Charlie Brown…I know you really do like the red-headed girl. However, the red-headed girl told me that she isn’t interested in romance with you…and for you not to take it personally. She thinks you are a really nice guy, but she said she is interested in someone else (or wants to keep it platonic, if she isn’t interested in someone else.) But hey….listen….there is a (party, dance, get-together ) next week, and I know there will be a lot of people there…wanna go? You may meet someone there. At any rate, Lucy will be there trying to kiss Schroeder and that’s always good for a laugh and Snoopy will be dancing up a storm…what do you think?”
And I agree….if you are this person’s friend…and he needs some confidence boosting….then, find out what he might need work on that you can help him with.
You know….there is a lid for every pot…as they say….and somewhere, in this big world, there is a girl/woman looking for the homely guy who sits in the corner wearing nerdy glasses, a pencil protector and with little to none social skills whatsoever.
Just ask Melinda Gates…..:)
Good luck.