All over the world, so many people are searching for true love. Sometimes, it’s hard to find. However, just because the pickings might sometimes be slim, that doesn’t mean you should go for someone who’s off limits. Here’s a list of the top five people you should never date.

1. Your Boss

I can see how dating your single boss could seem kind of sexy. They’re older, successful, and most likely very powerful. Dating your boss would probably lead to an instant promotion and lots of special treatment at work. Who knows, you might even get your own office. But, it’s a huge mistake. If things go sour, you’ll be fired immediately. Then you’ll have to find a brand new job. So, unless your boss is looking for something serious, dating your boss is an awful idea.

2. Your Best Friend’s Ex

No matter how lonely you’re feeling, there’s never a good reason to date your BFF’s ex. That breaks all the rules of friend code. Friends have a certain loyalty to each other and dating each other’s ex is not cool. I know I would be heartbroken if one of my friends dated any of my ex’s. So if you want to keep your friends, stay away from their ex’s.

3. Your Ex’s Best Friend

Dating your ex’s best friend isn’t as bad as dating your best friend’s ex, but it’s still a no-no. There are tons of people you can date who have no ties to your ex. Besides, as soon as your relationship started getting serious, you would have to run into your ex. That doesn’t sound like too much fun, now does it?

4. Your Parents Friends

Some people have an older man or woman fetish. They like dating older people because it makes them feel safe and secure. If dating an older man or woman is your thing, that’s totally fine. As long as it’s someone your parents do not know. Think about it – who wants to kiss someone who knows and is friends with their parents? I certainly don’t. Just thinking about it freaks me out.

5. Your Teacher

Becoming involved with your teacher, assuming he or she is single, is almost as bad as dating your boss. Regardless of how great it is in the beginning, it can never end well! Yes, the professor is only your teacher for one semester. But, it’s highly risky, most likely breaks all school rules, and is just unethical.

So now that you know the people you shouldn’t date, stay away from them! Be smart. Date someone who will love and cherish you, not someone who will cause you trouble.

Carly Spindel is a writer and hopeless romantic. Carly is a world traveler who has lived in Paris and London. She resides in New York and is currently looking for Mr. Right. You can learn more about her at
  1. Dating is always going to be a calculated risk. I think if you have good potential with anyone you should try it or you might lose out.

  2. Dating is like test driving a car. You have to try a few to find the right one. Both are a commitment and both can cause problems if you pick the wrong one. But, there is where it should stop, because you should not trade a person in on a newer model. (laugh)

  3. “Dating your ex’s best friend isn’t as bad as dating your best friend’s ex, but it’s still a no-no.”

    hmmm i guess dating rules do not follow the transitive property???

  4. What about NOT DATING married people? Is this no longer immoral or unethical?

  5. While I see your points, I think your advice is short-sighted. As you said true love it rare and if there is potential for it why not move forward while being aware of and accepting of the consequences. Also, in regards to both the exes examples, is there no potential for honest open communication between parties?

  6. Hard to find out the hidden personality(s) — even over time — that others have

  7. Do not date co-workers. I’ve seen the disastrous aftermath when this went bad.

    Do not date clients. See above.

  8. Definitely agree on your best friend ex department. There was a person that sort of dated my best friend,(They had a mostly physical relationship). Then after about a year or so later, he connected with me via a social network. Despite the fact that him and I had a lot more in common, I never even considered it, even after she said it was OK. I knew she still harbored some feelings for the guy, and even if she didn’t I just couldn’t do it. Did not feel right. She and I are no longer friends, and her ex and I still connect and email now and again via same social media, but I somehow can’t look past the “Sloppy Seconds” concept.

Leave a comment

Your email address will not be published. Required fields are marked *