I've been with my husband for 18 years (married for 15 of em), but even though I'm not looking, I can see what I would not like in this guy or that... and likewise, I know when I could be attracted to a guy. I think if he's making your wife angry and annoyed most of the time, I have to think that maybe he's just a good ol' butthead.
Maybe that came out wrong, but do you know what I mean? If he's annoying, I'd not want to be around him even for a platonic relationship, let alone in a dating scene. If a guy is overbearing, or trying too hard, brash, unrefined, lacks basic good manners, talks about himself too much, brags and tries to impress, I'd say he's annoying.
I get the feeling he's trying too hard and not really thinking about the woman. Some guys have a hard time seeing a female as anything more than a curvy man... meaning they think that what works with his buddies should work with her. That's soooo not so. And the men with all the ladies hanging on every word know this.
Straight up, he needs a wingman/woman. Someone who's going to smack him in the head and tell him that's so not cool. Maybe he'll start to learn.