How To Date Your Boss (13 Incredibly Easy Ways)

Do you want to date your boss? Are you an employee who is madly in love with his or her boss? If you want to date your boss, there are a few things you might want to consider. If you want an office relationship, you must think about whether you might get fired for having an affair with the boss. What are the rules and guidelines at your workplace?

Make sure you understand what is expected of you before you date your boss. Does he or she want other people to know? How much time do they want to spend with you outside of the workplace? Dating your boss can be a problem if it’s against the rules or policies. Check with your office before pursuing a romantic relationship with your boss!

Ways To Date Your Boss

1. Avoid PDA

Public displays of affection (PDA) are when you show other people how affectionate you are by holding hands, kissing, or making other sexual gestures in front of them. You may not be doing this to get attention, but it will certainly turn eyes if you do it at the office. As an employee, you must understand how this looks.

Other people may be jealous or wonder if you are getting any special benefits from the boss for this behavior. It’s best not to show PDA in front of another employee if you have decided to pursue a romantic relationship with the boss. Keep things special between the two of you and do these things in private.

2. Set boundaries

It’s a good idea to have set boundaries when getting into a relationship with your boss. You want to know what’s okay and what isn’t. If he or she is a workaholic, you should know when they plan to spend time with you and when they will be working. If you’d like more attention, it’s a good idea to speak about these matters. 

Have a heart-to-heart talk about expectations in the relationship, so neither of you is caught off guard. This kind of healthy communication can lead to success in a relationship rather than failure. Remember to listen intently, pay attention when he or she speaks, and give them due respect when it is necessary.

3. Avoid office gossip

It’s probably very tempting to dish about your boss when you are in a relationship with him or her. This is especially true when things aren’t going as great as you’d hoped. You might be in a fight and enjoy spreading gossip about his or her bad habits. Try not to do this. It will just damage the relationships you have with your co-workers. 

They might wonder if you badmouth their relationships when you aren’t with them. I know it’s tempting to spread the word when you are upset, but keep your office relationships intact by not spreading bad news about your boss. Remember that the two of you are in a private relationship that other people don’t need to know about.

4. Set rules

As you pursue a relationship with your boss, make sure the two of you know what to expect. For example, if you are used to being in relationships where there was a lot of PDA, you might think this is appropriate. However, if your partner disagrees with this, you should respect his or her boundaries and make any necessary adjustments.

5. Don’t compete for his or her attention

Maybe you are jealous of the relationship your boss has with another employee. Just remember that you are the one who stole his or her heart, and don’t get angry and try to win all of his or her attention. For example, avoid lashing out just to get negative attention. That’s childish behavior that won’t lead to a successful relationship.

6. Look your best

look your best

If you want to get your boss’s attention, remember to look like a hottie every day. Avoid coming to work in a sloppy outfit with no makeup on. Instead, curl your hair and look your best to show everyone that you are gorgeous inside and out. You know how to treat yourself right, so show everyone that you deserve to look this way!

7. Don’t mix business with personal

According to the Harvard Business Review, it’s extremely tempting to date someone at work when you spend so much time together. You probably have a lot in common with one another and enjoy many of the same things. Watch it, though. What is your office policy regarding dating in the workplace? If they frown on that, take caution!

8. Set realistic expectations

Don’t think that just because you are dating your boss you deserve anything different than what you had before. For example, if you know that he or she always works until midnight, don’t think that his or her work schedule will change just because you are now dating one another. Be realistic and know what limits to place on things.

9. Avoid jealousy

Watch the jealousy. It’s easy to think that someone else gets more attention from the boss than you do, but really, you should concentrate on what you get outside of the office. Remain impartial at the workplace. If you talk about how you feel left out, you might look insecure and childish to your boss.

10. Think about the long-term effects of dating your boss

If you’ve decided to get romantic with your supervisor, make sure you’ve thought it through. Will this hurt or help your career? How important is your career to you? Do you need to consider another line of work? What are the long-term results of dating your supervisor? Will other employees find out and get jealous?

11. Ask for a new supervisor

If you are able to ask for a new boss, that may be your best course of action. That way, you can date without feeling self-conscious. I would recommend notifying the human relations department of your relationship so that there are no surprises at the office. They may also have some tips, rules, or guidelines for you to follow at work.

12. Keep things private

keep things private

There’s really no need to let everyone know about your relationship, especially in the beginning. What if it does not work out? What if you two agree you are better off as friends? You might have soiled your reputation for nothing if nothing becomes of the two of you. You need to know whether you should take this risk or not. 

I would speak to my boyfriend or girlfriend about what is going on inside my head. I would explain that I was curious if he or she thought we should make it known that we are seeing each other or if we should keep things private. If you get his or her opinion, you might have a better idea of how to proceed when it comes to telling others.

Also, think about your long-term future. Will you one day get married to this person? Do you see a family with him or her in the future? Will you always keep things a secret? What does your partner think about these things? Don’t scare them off by sharing your hopes and dreams too early, but it’s good to ask what they think.

13. Consider a new company

If you are madly in love with this person, it might be a good idea to consider switching companies. If you have a career in one field, it might be better to switch companies so that you can date your boss with no problem. If you switch companies, you won’t have to worry about office gossip or co-workers being jealous of the attention you get.

Instead, you can focus on the success of your relationship with your boss. You can let things bloom as they should. Just go with the flow if you don’t have to worry about office politics. You can instead enjoy the company of one another. Go out on dates without worrying about running into someone you know or friends of friends. 

You can freely fall in love with one another, and one day, get married and have children if that is what you both want for your future. If you don’t have to worry about your company, you could do whatever you want in the relationship. 


Is it OK to date your boss?

If you have romantic feelings for your boss or other employees, you may not be able to help that. However, workplace relationships can be problematic. The work environment is really for business, not your personal life. If you want an office romance to work, consider the many risks you are taking.

Is dating your boss bad?

If company policy frowns on an office relationship, your new relationship with your boss could be problematic. You don’t want your professional life mixing with your personal one. Many companies have policies against a romantic relationship in the office, so watch out.

How do you get your boss to date you?

If you want to have a romantic relationship at the office, you may want to set healthy boundaries and not expect special treatment from your manager just because you are dating. The workplace is for business, not for you to start dating your boss. Stay professional but look your best.

Can I get fired for dating my boss?

It depends on the rules and guidelines for employees at your workplace. If you’ve already started dating your boss, you may want to check with your human relations department to see what their guidelines are for employees dating their manager. Don’t expect to get ahead doing this, though.

How do you know if your boss secretly likes you?

If you think your manager may want to date you, you might notice him or her staring at you, talking to you more than usual, and spending more time with you than other employees. Remember that dating your boss can be problematic, so know what to expect from the relationship.


Are you seeing your boss? What tips could you give the readers to help them with this dilemma? What suggestions do you have when someone wants to take this plunge? We’d love to hear from you! Please share this article with others and leave a comment!

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