This isn't of any real importance...more of an interest than anything. A friend and I were discussing Instant Messaging. I used to have Windows LIve Messenger...but didn't go to Skype. About 2 years ago, I was Instant Messaging with a former friend, but I'm wondering if that former friend had kept our conversation history..would he be able to see my IP address from those messages? 
At one time, I was told the only time a normal end-user could see the other persons IP address would be that the person had to be online...& a file transfer had to take place. Please clarify?

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