Thanks this is all helpful. We have talked about my fantasy in the past, I'll need to give her the green light ahead of time, and both of us will need to take it slowly. I guess I don't know if she would want to be watched or videoed either. If I'm not there, then its not as much like a gift for me. Hmmm.
I know that she will need the guy to make the first move however. That is why I'm concerned about her being not intimidating. The MILFS I fucked at that age made the first moves. She isn't the first move kind of girl at all.
I think now I might just plan this night for me to take her to a college bar and fuck her. If someone else wants to fuck her, we can deal with it then.
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