Does he not care if I have sex with someone, or is he hiding his feelings?

A female age 30-35, *iveHeadFirst1991 writes:

My guy friend told me that he likes me, and he knows I like him. I also told him I'm a virgin and we plan on having sex sometime. Recently this one guy wont leave me alone about wanting to get together, I told my guy friend about it, and I asked him if he would be upset if I had sex with someone. He kept asking me why, and saying it was up to me. I told him I wouldn't have sex with someone but I wanted to know if I would if he would be upset. He responded with "I don't know" and "nevermind." Does that mean he doesn't care that if I do, or is he just hiding his feelings?

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A male reader, anonymous, writes (28 August 2009):

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