Do you know when is a good time to play matchmaker? Usually never. I would say the only time that hooking people up is appropriate, is if someone actually comes to you and requests to be introduced to someone else you know. Otherwise, it’s best to stay out of it. Although I assume setting friends up with each other is an act that is born out of good intentions, it may not always end in a fairytale romance.
When you set people up together, you’re making some assumptions. Like the fact that the parties don’t want to be single. Being single is not the end of the world. Some people actually enjoy it. Not only that, what if you’re trying to set up a dude with one of your friends and the dude is actually gay and hasn’t come out of the closet yet? Ever think of that?
You also have to think about the fact that you may be insulting your friends’ intelligence. It’s like saying, “Look how good I am at being happy. You obviously can’t figure it out so I’ll do it for you”. Let people find themselves. I wonder if John Wayne Bobbit is still friends with the people who thought he should hook up with Lorena?
In the new world, people will not play matchmaker unless they are asked!
AND SO IT SHALL BE WRITTEN!