Top 20 Pros And Cons Of Dating Your Best Friend

Dating your best friend has pros and cons that you need to know. Here are 20 tips to help you decide if you want to start dating your best friend.

By Emmanuel Onitayo
Top 20 Pros And Cons Of Dating Your Best Friend

The pros of dating your best friend

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Asking your best friend to start dating you can be pretty challenging. First, the challenge can be how to present the message. Here's someone you've played with, talked with, shared feelings with, and who has always seen you as nothing but a friend. Now you're asking yourself, "How do we start dating?" But that's silly. Are you supposed to be engaged to an enemy? Isn't your partner supposed to be your best friend? After all, you are best friends because you have a lot in common. Well, the issue lies in the fact that when we "friendzone" people, we unknowingly erase from our minds the possibility of ever dating them. Another challenge that you may face is you not feeling attracted to your best friend. Again, this is because of your mindset towards him or her. Take a moment to imagine your best friend as your husband or wife or fiance, dwell on the thought constantly, and you'll be surprised to see the chemistry come in. Here are 20 benefits of dating your best friend:

#1. You already know your best friend

She didn't become your best friend overnight. No, you went through something to earn that status. And because you didn't have a relationship in mind at the time you became friends, you are most likely to have exchanged lots of information, thereby letting you know each other well. So, the question is: who else should you date if not someone you know so well? You don't need to start surfing the net for "tips to understand your boo" or "tips to make her stick to you," because you already know and have all the tips.

#2. You know each other's weaknesses

Your aim is to have a successful and fulfilling relationship. As such, one of the things you will have to know about your partner are his or her weaknesses. By now, you are aware no one is perfect. It is for this reason you guys have to know each other's shortcomings so you can always watch each other's backs. You can easily achieve this if you are in a relationship with your best friend. You both know where each person needs help.

#3. You already know each other's ambitions

As besties, it's difficult to hide your future dreams and aspirations from each other. What else do you even discuss if not that? You're practically a counselor because of the numerous tips you've dished out on his or her career. So, when your best friend tells you she won't be available tonight for a date because she has some assignments to submit very early tomorrow, you won't get hurt. You already know what she's aiming for because you are in it together.

#4. With your best friend, you feel very secure

Is he not the same guy who sleeps in your place almost every night and you gossip till 2 A.M? So, what is it about him to be afraid of? When he holds you, you're so comfortable in his arms you feel there's no better place to be. This is security in its purest form. There are very few people who can make you feel as secure as your best friend does. He is your personal therapist that knows exactly what to do so you'll be calm. You don't want to miss having that kind of a person as your partner.

#5. Dating your best friend means you never have to struggle to impress him/her

Who here has not tried their hardest to impress their date? We often go the extra mile looking for the best ways to present ourselves before them. You're always looking for tips after tips to help you be at your best before them. Unfortunately, in this process, you can overdo or underdo certain things. However, if your best friend is also your fiance or spouse, you need not worry. No need to impress the guy or the lady. He or she knows you already.

#6. Dating your best friend prevents undue jealousy

So, because you saw her hug Peter the other day you are threatened? You are unsettled and feel jittery thinking she may be dating someone else? It's because she is not your best friend. If she was, none of those things would matter. You won't doubt her loyalty because you've come a long way together. Jealousy is actually one of the harshest relationship obstacles that can quickly spell doom. But with your best friend, you are immune from it. There is this perfect trust that exists between you. So even if you see him or her with other people, you can rest assured he or she isn't cheating on you.

#7. You will always have something to talk about

Your relationship with someone other than your friend can become boring when you run out of conversation topics. Because she isn't exactly your friend, there are limitations to issues you can raise for discussion. But if both of you are friends, your challenge would probably be not what to talk about, but when to stop talking. To be honest, such continuous conversation has power over couples in a relationship. It brings your hearts together and makes both of you think you can't survive without the other. Does that not sound like what you want?

#8. In moments of depression, your best friend can easily cheer you up

Of course, life is not a bed of roses. There are times when the going really gets tough. In such times, because your partner is your best friend, he or she knows the best way to keep you going.

#9. You already know your families

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You think you have perfected your love with that guy? Wait a minute and answer this question: have you met his family? This is very important because a relationship goes beyond two people being in love and living together; their families have to give their approval too. Now, if that guy or girl is your best friend, the case is settled. You know why? Their family already knows you. Chances are that the family has been waiting for their child to officially introduce you to them as the new bae or boo, not bestie. If you are not the type of person they'd want to see near their son or daughter, you would have been shown a restraining order already.

#10. Your best friend believes in you

It is very useful to be with someone who ardently believes in your potential and person. Even when you're obviously fumbling with life, they'll still be there encouraging you. When others underestimate you, your best friend will never do so. You may never know why this is useful until you encounter disdain and rejection in life. Don't be scared, they are normal things to expect. If you're dating your best friend, you can be sure that you'll have support to make through tought times.

#11. With your best friend, there's no pretense in dating

As a guy, you may want to always handle everything, or at least make it look like you do. That's not easy with your best friend as your partner. She knows you inside and out and can tell when you are pretending.

#12. He or she is not afraid to tell you the truth

Among the best pros of dating one's best friend is the fact that you can be sure you're always being told the truth. Your guy or girl is not afraid of anything. He or she has probably done that several times even before you started dating. So, if you want a partner who'll always call it like it is for you, your best friend is your best bet. People do not hide the truth from individuals whom they love and no one will ever love you as much as your best friend.

#13. Your best friend is less likely to jilt you

So you're looking for a loyal partner? Don't search too far. The most likely person is your best friend. He or she would not run to anyone else because you've both come a long way together. Now, this is not to say all best friends are completely loyal. There may be one or two instances where best friends betray each other but it is not rampant. Rather than your best friend dumping you, he or she will look for a means to remedy the fault.

#14. With your bestie, your love is natural

Let's not deceive ourselves, some loves are simulated. They are based on what either of the party in it stands to benefit. Sure, your bestie will benefit from your relationship but the guy or girl isn't getting into a relationship with you because of the fringe benefits like free food or someone to help them do chores. If your best friend agrees to start dating you, it's most likely because he or she loves you for who you are. And no love is sweeter than that which springs out of a mind freely with no conditions attached to it.

#15. You don't have to empty your bank account to satisfy your best friend

The best and the worst moment #atm #withdrawingmoney

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Yes, love is expensive. You both must be willing to give to sustain it. But when your bestie doubles as your partner, you don't need something out of this world to impress them. The guy or girl even warn you when you are spending too much. He or she knows the effect of doing so may eventually come back to haunt the two of you later. The little gifts you give to him or her are much more appreciated.

#16. You are aware of each other's expectations

Have you ever thought, "I just can't understand what she wants"? You may not be able to understand her expectations fully because she isn't your best friend. In fact, you may require some counseling sessions for you to be able to figure her out. But with a best friend, you know what she wants even when she hasn't said a word. It's like magic. After all, best friends are known for being able to read each other's minds.

#17. He or she is already aware of your past

One of the "sacred grounds" partners often dread treading in a relationship is discussing their past. This, of course, is because of the fear of the unknown. You are not sure how the other person would welcome your story, especially if it hasn't been all roses. With your best friend as your partner, you are relieved of this fear. In fact, you probably already discussed this. That's why you are best friends. Now that you are dating, it won't be an issue.

#18. Forgiving a best friend is much easier

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Just because a person is your best friend does not mean he or she will never step on your toes. But when he or she does, it's either accidental or necessary. Whatever the case, you cannot be angry forever with your bestie. It's difficult holding grudges with them. This, among the other pros of dating your best friend, is perhaps the most useful. Unless you find it easy to forgive your partner, your relationship cannot last.

#19. You share things together as best friends

As the best of friends, you wouldn't mind sharing anything together so long as that thing can be shared. He or she isn't a stranger to your clothes, shoes, and other personal things.

#20. Your best friend is always available to hang out with

If you are in a relationship with someone other than your best friend, you cannot always guarantee he or she would be available for every day of your vacation. You won't want to invite him or her too often because you are not sure if that would be inconvenient. However, with your best friend as your partner, you can be sure they will always make things happen. He or she would be readily available for you and won't feel choked by your presence.

The cons of dating your best friend

As you may be already aware, everything in life is two-sided. Despite the abundant pros highlighted above in dating one's best friend, there are some cons too. It's up to you after evaluating both to conclude if you are going to start dating your best friend or not. That decision would perhaps have to center on if the pros far outweigh the cons or not. Here are the cons to dating your best friend. It would be very useful to get yourself acquainted with them.

No surprises in your relationshp

You probably know all that it is available to know about the other person. And as such, there is little or nothing to look forward to. No initial excitement or suspense which often leads couples to give their best. To be honest, surprises do add spice to relationships. And with your best friend doubling as your partner, you're going to have to accept that this part is already gone. If you haven't found a way to resolve this, it may make the relationship unattractive to you.

Familiarity can breed contempt

One cannot rule out the fact that because you are best friends, you may not actually take each other seriously. In fact, don't be surprised if your best friend thinks you are joking when you bring up the dating thing. You may have to repeat things several times to convince your best friend it's not one of your lame jokes. Similarly, if you are a lover of respect, you may be disappointed when dating your best friend because there is high tendency you will not get it. This is someone who has known you in and out. There's little or nothing to "fear" about you.

No one else to discuss your relationship issues with

Before, when you had issues with your classes, mom, or partner, you could run to your best friend to discuss it and ask for advice. However, if you're dating your best friend, you will have no one to turn to during relationship troubles. To some extent, this may also be a benefit because you wouldn't want to get to that point where you seek outside help instead of solving problems internally. However, that may not be avoidable. Therefore, during crises, not having someone to turn to may be an experience you don't want to have.

Your friendship may be at risk

Imagine a situation where your suggestion to your best friend to start dating is turned down. No doubt you would feel awkward, and so would your best friend. You see, we are able to better handle rejection from "outsiders" than from those people we are very close to. So, in that situation (which is not impossible), your friendship may never be the same again. Now, someone knows the other person needs something more than just being friends. That may make the one who rejected the offer withdraw from the friendship. You may not want a relationship you've built for such a long time to go down the drain just like that. Let's leave that and consider another scenario where you both actually saw nothing bad in moving from friendship to dating. If for any reason, the relationship does not work and it has to end, you know for sure that it's not only your relationship that is ending but also your long-term friendship too.

The affection may be one-sided

It may get to a point in your friendship where they don't want to offend you and might just go along with anything you suggest to them. If you happen to find yourself in this situation where your best friend agrees to get into a relationship with you just because he or she cannot stand the thought of severing your friendship, you may be in for trouble because the affection would not be mutual. That is less likely to happen when your dating prospect isn't your best friend. They would agree to get into a relationship with you only because they are ready for it and not to preserve anything. Hence, you know that their 'yes' is a real one (at least at the time they're saying it) and therefore, you can both give and receive affection at the same level.


When deciding to start dating or not dating one's best friend, it is always useful to weigh the pros and cons and that is exactly what has been done here. It may be quite difficult highlighting multiple cons for dating your best friend but the few identified here are still important. That being said, many successful relationships have their roots in partners being good friends before the relationship commenced. In fact, it's recommended that the first step to deciding whether you would date someone or not should be friendship. Not everyone is worth sharing your emotions with and only by being friends with your dating prospects first can you identify the worthy ones. Finally, when you have recognized that you are likely to have romantic feelings with someone you've been friends with, it's better to be swift and make your feelings known to him or her. The more you "friendzone" someone, the messier the situation is likely to become.