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male
age
41-50,
anonymous
writes: My situation involves my old high school sweetheart. In jr. high school I met her and thought she was cute. We became friends and had a lot fun. In high school we dated. I went to the high school prom with her and we had a fun time. We wanted to take our relationship further, become more intimate, and communicate at a deeper level. We believed that sex would have been a way of doing that. We were encourage to wait for sex due to the typical reasons that are given to teens. We did wait thinking that it was the best thing for us. However, we went to different colleges and never did get a chance to express our love for each other in a sexual way. I have had other lovers but none for a while. To this day I cannot get her out of my mind. I still think of her has as a whole person, being attractive, and wonder what she looks like in the nude. I now wish that we had sex in high school and not waited. I would have liked her as my first. I am certainly curious about what she is like in bed. Our 10 year high school reunion is coming. I hear from a mutual friend that she is coming and not currently in a relationship. Any information about asking if she is interested in continuing our relationship? Any information about letting her know that I am interested in her, wanting to be physical, establishing a bond, and increasing intimacy with her in a sexual way? Any chance I could have sex with her on the night of the reunion? How could I set it up? Anything I should consider when thinking about her, considering deepening our relationship, or considering sexual relations with her? Reply to this Question
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male
reader, Collaroy  +, writes (24 August 2008):
 Hi,
seeing as sex seems to be your main concern , I doubt you have much chance at all, unless she fancies a quickie with an old high school sweetheart.
But from what you say I think your intentions lean more towards sex than a relationship, so if she is a person who generally wants to know her lovers before getting into bed with them i would say you have very little chance at all.
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