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There's some history, but I want to talk to him

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Question - (24 September 2010) 1 Answers - (Newest, 13 October 2010)
A female United States age 30-35, *hooker24 writes:

Dear Cupid,

I have been single for almost ten months because I went through a hard break-up with my boyfriend. We were dating for one year and got serious. We broke up because he cheated on me several times.

I have had secret and humble feelings for a guy that I now realize I have been feeling for a while. He is the most attractive guy I have ever seen. The feelings I get when I around him are amazing. I have never felt anything like it before. I have known him for a long time, but I used to hate his entire family. I was convinced at a young age that his family was the reason for my parents divorse. My dad believed that my mom slept with the guys dad. Now that I am older, I know it is not true and I wasted many years holding a grudge. I am now close with the guy I likes dad. He is a great person and I cant believe I have lived this long without him!

The guy I like, lets call him Robbie, is very shy. He only talks to people he is comfortable with I guess. He talks with most of my friends. 2 of my 3 close friends to be exact. Yet, he doesnt talk to me. They have always been threatning to me since my personality is so strong. A lot of people are intimidated, which can be a bad thing sometimes!

Overall: I have never had a real conversation with this guy, so I understand that I might not like him at all. I would like to get to know him and see how that goes, but everyone says he is shy. I dont want to try talking to him around his friends because they will laugh at me. Either way they will laugh since he will most likely tell them that I tried talking to him. He is into slutty girls and thats why I am doubtful that he will give me a chance, but I am trying to stay optimistic. How should I approach him? How should I get to know him? What are the signs I should be looking out for?

Thanks,

Shooker24

View related questions: broke up, cheated on me, shy

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A male reader, whiteelephant United States +, writes (13 October 2010):

Be a woman. Get embarrassed, frazzled, happy, excited or whatever. Do that around him and stop giving a shit what the other girls think. Since he likes slutty girls, be a little slutty for him.

pull out all your stops

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