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I like my best friend. Should I tell him I have feelings for him?

Tagged as: Crushes, Friends, Teenage, Trust issues<< Previous question   Next question >>
Question - (24 July 2016) 2 Answers - (Newest, 1 August 2016)
A female United States age 22-25, anonymous writes:

Dear Cupid,

There is this guy i like. I have known him for a long time. I have had feelings for him for awhile. The thing is that i dont know if i should tell him or not. I think he likes me but im not sure... Can you please help me? And it is also hard because he is my best friend.

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A female reader, BlondeBabe x United Kingdom +, writes (1 August 2016):

BlondeBabe x agony auntHey there lovie,

oh goodness once upon I time I was in the same situation as you. The first question: do you prefer him as a friend or do you know in your heart you want something more? If no, then leave it be. If yes, then it's time to let him know. If you think that he likes you too, then even better.

For me, the key was the right moment. We were having a deep conversation and I was able to bring it up naturally. However, there are other ways, you could be more impersonal and message him. Issue with that is while initially it's easier because you can construct the perfect message but it's so awkward afterwards seeming them in person!

From personal experience, when it's your best friend that you like you often go to them to talk to about anything so there should be a lot of common ground there. If I was you, this is what I would do. I would opt for the perfect moment in natural conversation. You have nothing to lose but everything to gain. It's going to be scary, but think how it could be worth it. I wouldn't set up a formal date, just one day when you are hanging out and you feel comfortable, guide the conversation. Perhaps, ask if there is anyone he likes or say how much you enjoy spending time with him.

Don't rush anything and trust in your own instincts. If you need anything, we are always here for you. I wish you all the luck in the world.

Best wishes xox

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A male reader, Denizen United Kingdom +, writes (24 July 2016):

Denizen agony auntIf you don't ask you don't get. Find a gentle, non threatening way of getting together - a drink, a pizza, a coffee (not a movie). This will allow you to chat and find out what you have in common. If it doesn't go well then no harm's done. It's simply a drink, or a pizza, or a coffee. If you seem to have a mutual attraction you can plan the next meeting. Baby steps!

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