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How do I convince my brother's friend that we should try dating?

Tagged as: Dating, Family, Forbidden love, Friends<< Previous question   Next question >>
Question - (4 November 2009) 1 Answers - (Newest, 5 November 2009)
A female United States age 41-50, *ckylady2281 writes:

I really really like my brother's best friend. We have been flirting with each other for months and a few weeks ago he asked me to go to dinner with him.

When my brother found out he was upset because neither one of us had told him about it. He found out from my other brother. Before we went to dinner I talked to his friend and told him how my brother was upset and he told me that we would go to dinner and then just go back to being friends. Which I was fine with even though it really sucks.

Anyway last weekend we all went to the bar together and my brother's friend and I hung out most of the night. When we got back to my brothers house we were still kind of flirting and then my brother went to bed and we started making out like we had done in the past.

During our two hour make out session he told me I was trouble. I asked him if he was going to feel guilty about what we were doing and he said probably. But yet he continued to make advances towards me. I'm so confused because I know that he doesn't want to risk screwing up his friendship with my brother but at the same time there is an intense physical attraction between us.

This week he hasn't texted me or called me which is kind of strange. I know that I will see him this weekend and I'm not sure what I should do or say. I dont' want to freak him out by having "the talk" but I also can't just have a casual relationship with him.

I know my brother would rather us date each other and see what happens then just mess around with each other when we are drinking. I feel like we are both grown adults (I'm 28 and he's 29) and we can make our own decisions.

I am friends with all my exes because I realize sometimes things just aren't meant to be so there is no sense becoming bitter and angry. That's why I'm not that worried about messing up their friendship because the worst thing that could happen is things don't work out and I stop hanging out with my brother for a little while until it won't be awkward to be around him.

I think that it is a risk worth taking but how do I convince him that it is?

View related questions: best friend, flirt, my ex, text

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A female reader, Emmerz United Kingdom +, writes (5 November 2009):

This is a big no no. Find a guy who is not a relatives friend. Think how awkard it will be for your brother!

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