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I'm attracted to my best friend's aunt, how do I go about telling her how I feel?

Tagged as: Dating, Friends<< Previous question   Next question >>
Question - (1 March 2010) 2 Answers - (Newest, 24 March 2010)
A male United States age 36-40, *avestheday44 writes:

Hey everyone,

I am a male and have been best friends with "Tim" for about 10 years. Lately we have grown apart but still talk, however, I have been attracted to his aunt ever since I was young. Im 22, and recently I found out (through "Tims" girlfriend) that his aunt always says how sexy I am. For example, a site said she was attracted to men with long hair and some gruff (Exactly how i look) and when I saw her later that day she remarked how sexy i was. For the record she is single, how do i go about telling her how i feel? Is their a way to show her signs through innocent conversation?

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A male reader, TimmD United States +, writes (24 March 2010):

TimmD agony auntWell, if you've given thought to the possible outcomes to this situation (how you're friend would react, etc) and you still want to go through with it, I'd say go for it. Now, what kind of relationship are you looking for? Strictly sexual? Serious romantic? Friends with benefits? What you are looking for will influence how you should proceed.

I suggest the sincere approach, myself. Go out of your way to talk to her privately and just say something like "I've always found you beautiful and I would just really regret not telling you this.". Depending on her reaction you can proceed to ask her out to lunch sometime or if she's really showing interest, flat out ask her on a date.

Good luck and keep us updated! :-)

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A male reader, foz88 United Kingdom +, writes (2 March 2010):

are you sure this is something that will work? Love or lust? How will tim react? Id think about it long and hard before you make any plans.

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