Dude, no matter what OP is going to have feelings. He needs to let it out.1. Stop telling this guy to ask her on a fucking date. No reciprocation for 13 years. She doesn't want to go on a fucking date.
2. Stop treating him like he's the most fragile human being on earth and simply won't survive sucking up the fact that she doesn't feel the same way and keeping those feelings to himself and getting over them.
3. Spilling his feelings as a way to somehow make himself feel better is selfish and not being a good friend. It's self-serving, at best; at worst it's delusional, fantasy-stroking fucking nonsense.
Some of you I really don't get. You make the connection about the disparity in how these two people feel about each other and you STILL tell him to put her in a shitty position by asking her on a date. Lmao. What the hell?
This could absolutely doom the friendship or at least make it awkward, for absolutely no reason whatsoever. Horrible fucking advice.
This whole thing about men not being able to properly share their feelings is the root of the cause of toxic masculinity. OP not talking about his feelings with this girl is both going to make him more possessive, and it's going to cause even more problems down the line in their friendship. The right thing to do is to just come clean and just state how you feel. It will provide closure for OP, and for his friend.
If the friendship doesn't last, then fine. It's way better than OP hanging on to her in the hopes that they can be together for the rest of his life. But odds are, as long as he just tells her the truth, and accepts whatever decision she makes. The friendship will be fine.
And who knows, the girl might like him. You don't know her, and friendships can make a very easy relationship.
My girlfriend used to be my best friend. She is absolutely the love of my life, and we have been together for over 2 years(I actually plan on proposing soon). The funny part was, we both laid it on each other pretty thick that we didn't want to date. I guess we both were too afraid of rejection and ruining the friendship. We dug our heels in even though it was clear that we loved each other very much. Eventually we kind of came to our senses and we took that plunge together. We have been really happy together ever since.
Though one thing is clear. The most important thing for a healthy relationship, whether it is with just a friend or SO is honesty. So OP, really, just be honest with her. Don't play games, or make an elaborate plan or scheme. Just tell her what you feel, and also respect how she feels. If that doesn't happen, then your relationship wouod have ended anyway. Just be honest.