Why I Won't Introduce Him to My Single Friends

I know a guy who most women would find desirable if they saw him listed on a dating website. He's not bad looking, is educated, has a well-paying job, and owns primo real estate.

He's always asking me, "Don't you know any nice single women?" Of course I do. They're everywhere. But I'm reluctant to introduce him to any of them.

He's stuck in a groove of work, eat, sleep, work, eat, sleep, complain about being single, work, eat, sleep, quick vacation, work, eat, sleep, buy a new car, work, eat, sleep, complain...

The dude needs to climb out of it. Take more than one vacation a year, for instance, and stop taking it with the same lame-o friend who hates women. Put yourself in a place where you'll make some new friends who'll introduce you to other new friends and new experiences.

The guy always drives a beautiful car, but he never goes anywhere. He lives in an incredible house, but he rarely invites anyone over. He did have an excellent party (he's a great cook and a good host) several years ago, but everybody on the guest list was married. Surely some of those married people had a single friend or two they could have brought along.

He should take a little more initiative. It would make him more attractive, for one thing. What woman wants to date a guy she has to drag around like a sack of bricks?

The other thing that holds me back from introducing him around: He's moody as hell. If his basketball team loses, he goes into a funk. He's just ridiculous to be around. Other things, little things, set him off as well.

I'm just not willing to take responsibility for hooking a friend up with a landmine. Maybe if he ever decides to stop being so willing to be bummed out, I'll reconsider.

A friend of mine did introduce him to a lovely woman, but he rejected her for not being "good-looking enough." This set the friend who'd made the connection on fire. The lovely woman, while not a great beauty, hardly qualified as repellent. She fit safely into the average category, as does this guy. My friend vowed never to set him up again.