24 surprising ways to tell if your married boss likes you romantically

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| Last Updated: June 28, 2022

Do you have a married boss? Are you getting weird vibes from them as in, perhaps they’re evaluating slightly more than just your work performance?

If you’re wondering if your boss likes you in ‘that way”, you’re in the right place. This article reveals 24 of the most surprising ways to tell if your married boss likes you romantically.

Let’s dive into this one

But, before we take a deep dive…

It’s an unspoken rule that the boss of a married person should never enter into a romantic relationship with one of their subordinates. With so many instances of workplace sexual harassment and discrimination, it makes sense that married bosses should avoid becoming entangled in these situations.

However, when it comes to love, there are no rules. Married women will date married men, and while they probably don’t talk about it at the water cooler, it happens all the time.

Here’s how you’ll know.

1) You catch them staring at you

There’s no reason to be paranoid, but if you catch your boss staring at you every once in a while, it could be a sign that they’re interested in you.

This could be during a meeting or during lunch in the canteen or just while you’re sitting at your desk. 

If they’re gawking you out, and it’s not because you’re habitually late, there’s a good chance that your married boss is interested in you romantically.

2) They invite you on a personal level

Many bosses will invite their staff out for drinks and events, but if your married boss invites you to something that isn’t work-related – maybe for dinner or for a movie – it means that they’re interested in getting to know you on a more personal level. 

If they want to take things more slowly, they’ll ease into it gradually.

3) They give you compliments

If your married boss is happy with your work, they’ll let you know. If they’re happy with you, they’ll say so. If they’re not happy about something related to your work, however, it’s unlikely that they’ll tell you that either.

If you catch your boss giving you compliments about your work or the way that you do it, there’s a good chance that they like you in a romantic capacity.

But love can be so full of disappointment and deception. 

Experiences like having a married boss hit on you are enough to make you give up on love for good. 

I want to suggest that you hang on for just a moment longer. 

In fact, I want to suggest a solution. 

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4) They insist on meeting for drinks after work

If your boss wants to have drinks with you outside of work, they’re probably interested in something more than just a professional relationship. If they invite you to dinner, it’s a sure sign that they’re interested in you romantically.

5) They include you in group emails and invitations

Including someone in an email chain is a very personal thing – often an invitation for a meeting or an event consists of several people, and only one person is included on the email thread. If your boss includes you in these emails, it’s a sign that they like you.

6) They want to go on a weekend getaway with the office

I know what you’re thinking: married bosses don’t usually go on work-related getaways with their employees. That’s true, but if your boss is interested in you romantically, he might want to take things up a notch and take his staff out for an overnight business trip or weekend retreat.

7) They make suggestive comments toward you

If your married boss makes suggestive or sexual comments toward you, it’s a sign that they’re interested in you romantically. This could be as subtle as them holding the elevator for you, or as direct as their asking you what kinds of things are going on in your ‘ love life’.

They could also try to shower you with compliments or tell you how good you’re looking. Either way, it’s a sign that your married boss is definitely looking to go there with you.

8) They want to be your mentor

Many people think that a mentor relationship is mostly just business – they don’t think of it as a romantic relationship. 

If your married boss wants to be your mentor, it’s a sign that they’re interested in you romantically, and if they’re not actively pursuing you, there’s a good chance that they’re interested in someone else.

9) They make all the decisions on assigning work tasks

If your married boss is making all of the decisions on what work tasks you’ll be taking on, it could be because they’re interested in you romantically. 

It could also be because they’re interested in you romantically.

10) They joke with you and make funny stories

If your married boss is telling you funny stories, it’s likely that they want to spend more time with you, and they want to get to know you better on a personal level before moving forward with something more serious like a romantic relationship.

11) They give you gifts – small ones at first, then bigger ones later on

You get to work and you notice a large parcel on your desk. You open it and it’s a gift from your boss.

If your married boss gives you small gifts like flowers or sweets, then later on bigger gifts like jewelry, there’s a good chance that they’re interested in you romantically.

They’re trying to gauge your reaction and are trying to figure out if you like them back.

12) They favor you above other employees

This is especially true if there are other coworkers who are more suitable for certain tasks.

But, for some reason, your boss assigns you to the task. It’s likely that it could be because you’re good at what you do.

but, if there are other more qualified people at their disposal, and they insist on you, there’s definitely more to the story.

It’s a huge telltale sign that your married boss likes you romantically.

13) They ask you to do favors for them

If your boss asks you to do favors for them – like getting coffee for them or going out of your way to do something for them – it’s a sign that they like you and want to spend time with you.

This can be innocent, but if these favors are way too much, it could be a sign that they want you to go the extra mile.

14) They ask you to stay late or come in early

If your boss asks you to stay late, it could mean that they want to spend more time with you, or it could be because they want to spend more time with you. 

It’s hard to tell the difference between doing something out of the kindness of your heart or because they want something from you.

Based on the other points mentioned above, you will need to read between the lines here.

15) They give you a raise or promotion

I’m talking about an unexpected one.

This is a pretty good one – but only if done right. If your boss gives you a raise or promotion, it’s very possible that it means that they like you romantically – but if they do this without discussing it with the other employees first, there’s a good chance that this is an inappropriate situation.

16) They ask you personal questions

This one is tricky – some bosses will ask personal questions like where you’re from, or whether you have kids – and it could be that they want to get to know you better and just want to be friends.

But if they persistently ask personal questions, like your age or the names of your parents, it’s likely that they’re interested in you romantically. 

17) They ask you to do things that don’t make sense for your position

If your boss asks you to do things that don’t make sense for your position, it’s a sign that they want to spend more time with you. 

This can be innocent and could just be a test – but if they persistently do this and you’re unable to resist, then there’s a good chance that this is because they want more time with you romantically.

18) They tell you about their personal life

If your boss tells you about things that they’ve been going through, it’s likely that they want to open up to you and get some kind of personal reaction from you.

While most bosses won’t do this, there are some who will confide in their employees. This might mean that they’re not interested in you romantically – but it’s hard to say.

I mean, is it really appropriate for your boss to go on about what a bitch his wife is? Or to tell you about their failed attempts to have kids? If this happens more than once, it’s a good sign that they’re interested in you romantically.

19) You notice something extra in their voice when they say your name

Have you ever noticed that sometimes your boss will use a certain tone of voice with you? Like when they call you into their office, or even when they ask you to come to lunch.

Have you ever been talking to them and noticed that your name comes out differently? If so, then that could be because it’s not really about work for them.

They might have something romantic in mind.

20) They visit you at your home or at work

If your boss drops by – just to chat or have lunch – then it’s definitely a sign that they want to spend more time with you, and it could be for any reason.

But if this happens more than once and the visits are more intrusive, like your boss will always make sure that he gets to see you before lunch when you’re working on a project, then there’s a good chance that this is pretty inappropriate.

21) They invite you to a private place

If your boss asks you to go someplace “private” with them, it’s likely that they want to spend some time with you. It could be something innocent, or it could be something romantic.

But if this happens more than once and in private, there’s a good chance that this could be an inappropriate situation.

22) They tell you about their marriage

If your boss tells you about their marriage or their relationship with that person, then there’s a good chance that they want something to happen between you two.

It could be innocent – maybe they find it comfortable to come to you with these things and they want to talk. But, if this is the case, then there’s a good chance that this behavior will continue.

23) They flirt with you

This is a pretty obvious one.

If your boss suddenly starts flirting with you, then it’s likely that they want something to happen between you two – whether that’s a physical relationship or not.

If this happens more than once, then there’s a good chance that they’re interested romantically.

24) They touch you in a way that makes you feel uncomfortable

There are two kinds of touching that people are guilty of. There’s the kind of touch that’s innocent – like putting their hand on your shoulder or giving you a friendly hug. 

And then there’s the kind of touching that just makes you feel uncomfortable or unsafe – like when they touch your waist from behind or kiss you on the cheek.

Accidental shoulder contact or a touch of the hand can be natural in certain situations. 

People bump into each other all the time. However, if your boss touches you too often, it may be a sign that they’re looking for more than just an employee.

Is it a good idea to get involved romantically with your married boss?

You don’t have to get involved with your married boss if you don’t feel like it. But if you do, here’s what to keep in mind:

1) Do your research

First, take some time and do a little research about how it may look on both ends. 

Is this your boss’s first marriage? Have they been divorced before? 

Does she want to leave her husband for you? Does he want her to leave him for you?

2) Communication is key

If you’re interested in this kind of relationship, communicate your worries and fears. 

Share your feelings and clear the air so that there are no misunderstandings or bad feelings.

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3) Set firm boundaries

I’m talking about terms of engagement here.

You need to be able to keep things out of the mouths of the office gossipers so you will need to decide what is appropriate and what’s not.

4) Think about what you want

While some people might jump at the chance to get involved with their boss, for others it can be a bit more complicated. 

Think about whether you’re interested in a relationship, and if so, whether you have time for one.

5) Be careful

I know what you’re saying…

No [email protected] sherlock! 

Some people will take advantage of this kind of situation, so be careful that your boss isn’t one of them.

You don’t want to find your relationship backfiring and ending up on unemployment.

Conclusion

From the look of things on our list, it’s pretty clear that all of these behaviors could be signs that your boss is interested in you romantically.

If you’re up for it, then be sure to keep things on the down-low and be careful!

If you’re not into dating your boss, then let them down gently. You need to be careful not to let this incident destroy your career.

Or better yet… just focus on your work!

Good luck out there!​