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Should I continue talking and getting closer?

Tagged as: Family, Friends<< Previous question   Next question >>
Question - (2 December 2007) 3 Answers - (Newest, 3 December 2007)
A male United States age 36-40, anonymous writes:

I've started becoming friends with my sister's friends, and one of her best friends and I have been hanging out a lot recently without her. Recently, we got drunk and we made out and he told me that he liked me and has been eyeing me for a while. A few days later when we were sober we talked on the phone and he suggested that we spend time together. When we finally got together, he said he wasn't ready for a relationship/he was bisexual and had a history with my sister.

I know that he likes me and is attracted to me, which makes it so hard for me because I really like him. I want to be able to feel comfortable around him but I feel like there's a lot of things I have to ask him like why we can't go out, etc. I'm afraid that talking to him will make him feel uncomfortable though... what should I do?

View related questions: best friend, drunk

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A male reader, chlez83 Zambia +, writes (3 December 2007):

I also feel that your sister should not be left in the dark about this. As at now ask her what her feelings are about the possibility of you dating one of her friends. If at all things get serious between you two you can tell her that things are serious between you two. Let him make his own judgement and don't try to get him drunk so you can make out. You'll end up hurting your own feelings.

Take care.

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A male reader, anonymous, writes (2 December 2007):

i forgot to add that he hasn't come out to many people, so I told him that I would let him tell my sister when he feels comfortable.

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A female reader, bqagirl2692 United States +, writes (2 December 2007):

bqagirl2692 agony auntThis is a matter you should discuss with your sister to see her point of view and maybe even express how you feel about her friend as well. Once you've settled this with your sister, then maybe you should take the next step and discuss things with him. If you see that he is comfortable discussing this with you then dont be afraid into expressing how you feel. Ask him the questions that have been bothering you about this situation and see what goes from there. Whatever he tells you, try to understand him and continue to be friends with him but with boundaries. Dont cross those boundaries unless you are permitted.

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