Should I date my best friend?

should i date my best friend
Featured image from Elle Hughes- Pexels

Isn’t friendship the same as love sans the sex? We learn more and more about the complexities of friendship everyday. Moreover, researches show that romantic relations based on friendship are usually the happiest and strongest.

The longer you know someone, the more they become attractive to you. Have you ever been around someone that you initially blew off as not your type but the longer you were around them, the more they appealed to you?

All relationships really need the foundations of a strong friendship in order to withstand everything that life throws at couples, including acts of god and the shit that we put each other through.

The most long-lasting and satisfying romantic relationships are the ones that are about more than sexual chemistry. I mean, it doesn’t hurt… but you can only have sex so many times a day. What happens when he can’t get it up anymore? A fun friendship with an attractive person can make you feel dumb for even questioning whether you should date or not.

Usually, something big needs to happen in order for one of you to finally take that step. A move to a different state, an engagement, something that is changing your lives forever anyway so if, the reaction isn’t what you expected, there’s nothing to lose.

So, how else do you know when it’s time approach your friend about your feelings?

1. The awkwardness is gone

He has seen you at your best: dolled up and how you want the world to see you. And at your worst: no makeup, baggy clothes, crying your eyes out. He knows that you feel comfortable with him and is well aware of your likes, dislikes, quirks and pet peeves. You are sure by now that he will not judge or criticize you.

3. You always have plans.

As buddies, you spend a lot of time together and do a lot of activities. As your friendship grows, you discover common interests and already know which activities you both enjoy. The beauty of this is that when you start dating, you simply continue the routine. You do not have to adapt to the interests of a new person in your life or change tastes once you are together.

4. They knows your life + goals

When someone falls in love with their best friend, the friend is usually someone that’s been around since school or college. He saw you working hard at your first shit jobs, borrowing money from friends or siblings to pay the rent for the next month. Your friend knows about your past, as well as future plans, career ambitions, and goals. He always supports and gives you good advice. You won’t have any disagreements about life ambitions because he has been with you from the moment you started dreaming about what you want out of life and love. This kind of understanding and encouragement is important for your individual growth, professional development, and your future as a supportive couple.

5. It is comfortable and feels right

When you reach a certain amount of comfort in a relationship, there is no need to impress one another, or to hide any feelings because you are shy or indecisive. Thanks to your friendship, you have already reached the level of comfort that some couples have only after a long time living together. You can say goodbye to fears or uncertainties, and it allows your relationship to develop in a harmonious way.

Warning: Be prepared to lose your friend if things don’t go how you planned. Plan the reveal carefully and remember that you may not be seeing all the potential problems that could entail dating your friend because you have only seen them through the rosy, friendship filter. The romantic-partner filter is a bit more complicated. Sex really changes a friendship, and if it doesn’t work out then you risk losing them forever, but if you think the reward is worth the risk, then shoot your shot.

Change your mind about dating your friend but still need a boost in your dating and sex life? Why not sign up for a new dating site to see who else is (or isn’t) out there? With so many new dating sites and apps out there, how do you choose one? 

Make sure you read 6 things to look for in a new dating site to help you narrow the field! 


This article originally appeared on ElyShouldKnow


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Ely Torres was born and raised in Chicago, and studied Journalism at NIU. After college, she got swept up in the nightlife industry as a bartender and then as a booking agent, booking all the live music for a local venue. She stayed in the industry for 7 years, and made the transition from booking agent to marketing content writer for a marketing agency that represents independent artists. A couple of years of writing marketing copy gave Ely the itch to write creatively again. Her next role as Editor-in-Chief and Features Contributor for College Underground Magazine allowed her to fall in love with writing again. After a year stint with the magazine, she began guest-posting about dating and relationships for dating advice websites and eventually, for her own dating site,


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