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My brother's best friend likes me but doesn't want to date b/c it'd be awkward for him!

Tagged as: Dating, Family, Troubled relationships<< Previous question   Next question >>
Question - (27 November 2006) 5 Answers - (Newest, 23 February 2011)
A female , anonymous writes:

I have liked a particular boy for sometime and he finally admitted to liking me. However he won't go out with me because I am his best friends sister. He says he would have to juggle my brother and me and thinks it might be awkward. What do I do to prove it won't be awkward because my brother wants me to be happy? Or should I just get over it?

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A female reader, FinallyGotHim United States +, writes (23 February 2011):

Ok so i have been in your situation...My brother has been friends with this guy for a few years and not only are they best friends but they live and work together! So ya ackward! When he finally admitted how he felt he also told me that it would make things wierd in the house and that he respected my bro to much to ruin their friendship! All you can do is let him know that you understand where he's coming from and respect it but you would really love the chance or atleast a fair oppertunity(if you do) to date him! This is what I did and a couple months later he decided to let my brother know how he felt. No my bro. wasn't "happy" for us right away but he did come around once he realized that i wasn't goin to completly steal his friend. But because i gave him time and was honest with him we are now about to move in together! I hope this helps you in anyway(:

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A female reader, anonymous, writes (15 May 2008):

OMG.. My brothers two best closest friend have a huge crush on me.. We were all watching a movie like me my bro his girlfriend and his best friends.. Anywas i was sitting right between both of them okay so i kinda by accident site on hi legs but he didnt move so i thought it was kinda cute so i leand on him and ya... So his other friend saw this happen so i guess he got a bit gelous so he starts tickiling me ..... :) I dint know what to do he hade his head like right on me...(i fekt kinda unconfterbale but he stop after a wile so a ran up stairs becaus we were alone.... Anyways i dont know what to do they are tow really good friends to my brother and like to me to... (but i know on there minde they just want to have SEX.. im not ready) I kneed HELP .....:(

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A female reader, anonymous, writes (1 January 2008):

Interesting......I am also in the same situation. My brother's good friend is awsome - my brother tells me he likes me too but I dont know what to do for the best. I will not ask him out - but I have a very good relationship with my brother and would ask him to talk to his friend on my behalf in the first instance. I think you should perhaps do the same...they say your ideal mate is within the circle of friends around you. I know of several happy mariages which have come out of sisters marrying their brother's best friends. Somehow you need to connect with him...if it is meant to be it will happen. Hope I made sense...but it is hard cause I am in the same situation - it can be frustrating.

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A female reader, anonymous, writes (11 December 2007):

Goodness, I went on the internet to find out more about this because I am in the complete situation that you are in. And let me tell you, it suuuuucks. The thing is though, I think we're being selfish. The boy you like right now has more at stake then you. He could lose you and lose his best friend, and you just lose him. With my situation, my brother is actually trying to hook us up haha, he thinks its nice. But there are so many complications and obstacles and what if's , ITS CRAZY!!!! I've told the boy to take a risk and blah blah blah, but he is still so uncertain. I've tried to reassure him many times but its true, there are many bad things that could come out of this, many many many many. But then when you don't take the risk, you could end up losing so much more.

Just ask him would it be worth it? Sometimes it's better to take the risk then not to take it, and always wonder....

Follow your heart and not you reason and stupid brain!

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A female reader, bellachic385 +, writes (27 November 2006):

bellachic385 agony auntWow tough I have heard that before. Awkward for the guy. If your best friend dated your brother would that be weird? It is the same situation. You can try and convince him, without being pushy that your brother wants both of you to be happy and if he isn't convinced that it is the right thing to do than just move on. Good luck.

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