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How can I get my ex teacher to go out with me?

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Question - (30 December 2007) 3 Answers - (Newest, 11 February 2008)
A female United States age 30-35, anonymous writes:

I am going to be 20 in nine months. I am in love with a former high school teacher who is going to be 30 in nine months. I had him as a sophomore for political science and economics. That is when I fell in love with him. To keep his company, I managed to become his grading assistant for the remaining two years of high school, during which we spent several hours a week after school talking about current events, politics, our likes and dislikes, and even his relationships with women at the time.

Right before leaving high school, I wrote him a letter written like a manifesto on my philosophy of life, in which I reflected on high school and what the meaning of the future is. I hinted my feelings towards him when at the bottom I signed my name and dedicated the letter to him and referred to him by his first name. At the same time he gave me a card thanking me for helping him and stating that our conversations "meant as much to him as a person as they meant to him as a teacher." He gave me a giftcard to a restaurant, and I have not used it because I keep waiting with the hope that someday something will happen...

He gave me his email address when I left high school, and I emailed him over the summer. He replied but we lost touch. In December I visited him in high school and asked him if we could remain in contact. He said sure. The next day he emailed me, apologizing for seeming a bit brusque with me and stating that he would love to remain in contact, "not just every once in a while but on a regular basis." We are on a first name basis since the summer.

I find him charming, intelligent, and refreshing, and I think that I have fallen in love with him. These months without him have taken a toll on me, and I want him back into my life.

I do not know if anything I have mentioned could be taken as a sign, or if it is just wishful thinking. How can I initiate a relationship, or move on because he does not care about me?

Thanks.

View related questions: fell in love, move on, my ex

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A female reader, Tevote Australia +, writes (11 February 2008):

Tevote agony auntWell he sounds like a great guy, you sound like you really get along well together. And I think he may feel something more for you, but you will have to show him how you feel, i am not sure how you could tell him. If you wanted too... Just try and spend more time with him, why not go out somewhere with him as a night of catching up or something and see how it goes from there. I think you have a chance, and I wish you luck.

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

Tom,

I am a student in college, to answer your question, and live relatively close to him.

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A reader, anonymous, writes (31 December 2007):

Your former teacher sounds like a decent guy. You are certainly now "of age" and there is no longer the student-teacher barrier that you had in school. The age difference is there, and that may be a question for him. What is your situation now? Are you working or in college? I can't say what his feelings are, but you are certainly free to communicate and express your feelings now. Best wishes. Tom

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