Need some advice- sort of venting

So Anyway.

I have been blessed with some of the best friends in the world, truly. However, I have been butting heads with Jeremy for quite some time now and I'm just not sure what to do.

The background:

He likes this girl , namely he is obsessed with this girl- big time. She doesn't return the feelings, problem # 1.

Problem # 2- He has been showing her text transcripts and basically "bragging" about her to myself, our other friends AND total strangers in restaurants.

The problem that brings us to last night. DH and I went over to his house for a run of the mill cookout to meet her, this all went fine. I introduced myself, said I had heard a lot about her- and she asked From who? I said "Jeremy" she said "Oh, how did he tell you about me?

Me: "He showed me your text transcripts" She got kinda weirded out and said "I didn't know he was doing that"

So on the way home, he said Okay "give me your honest opinion about what you think of Christina and I" I said "Are you sure?" He said Yes. So I did. I was highly blunt, That I saw nothing there- no indication, she did not even say a single word to him that night, and did not even get near him at all. Point proven, he is obsessed... I told him so. How can an opinion be wrong?

All he seems to be looking for was the validation and confirmation that they were going to end up together forever.

So he informs me "Im going to stay mad for a long time" . hmmmm

I can understand your friend asking what you thought of Christina, but it's strange that he asked what you thought of the two of them, since they're not a couple. 

At any rate, telling her about the texts might very well be a reason she didn't talk to him all night, you said yourself it weirded her out and I'm guessing it made her feel betrayed by him. I hope you tell your friend you mentioned that he shows the texts around, so he can explain to her.

Years ago I learned the hard way that it's best to stay FAR away from friends' relationship issues.  Sometimes friends ask for an opinion when really all they want is some encouragement or some kind words. It's deceiving, I know, but usually a person doesn't really want a blunt, honest opinion when the heart is involved.

To him they are an "item".  She was ignoring him before I even told her about the texts. He knows he shows them to complete strangers, he doesn't care. Oh well.... I guess it is what it is.

Quite frankly, he sounds like a stalker.