Fans of the movie “My Best Friend’s Wedding” will be familiar with the pact the two main characters make—they’re best friends who promise that if they’re both still single at 28, they’ll marry each other. Most people today can agree that that’s jumping the gun a little bit. A lot of people are still single at age 28. Millennials in particular are postponing a lot of things—serious relationships, marriage, career path commitment, and children. And they have good reasons. So while the age detailed in that pact may seem unrealistic, the spirit of it may be something a lot of people understand. In fact, I know friends who’ve agreed to marry each other if they’re both still single at 40. And while that is, admittedly, a more reasonable age than 28, there are still a lot of reasons this type of pact never works out.
You’ve slept with his friends
By age 40, if you’ve been hanging with this friend and his friends enough, you’re bound to have hooked up with and even dated some of his buddies. That will make things pretty awkward if you marry him.