Q: I am a woman nearly 60-years old and quite well off. I have become attracted to a man in his early 20s. In fact, he's finishing college this spring. He's bright and intelligent and young, and he makes me feel young again. He escorts me to opera, ballet and art gallery openings, but truth be told I'd want to be with him for the sex alone. It's better than anything I've ever known—intense, emotional and frequent. He's taught me about anal sex (which I've never been brave enough to try) and things like pocket rockets and ben wa balls. Sex with him is like a whole, forbiiden world I've loved exploring. The problem is my friends, family and his friends and family. On his side, everyone thinks he's doing something awful spending his time with an old woman. On my side, everyone thinks he's after my money and just wants to live off me. They are making life difficult for us. I'm in this for the ride and have no illusions that he loves me. I give him gifts because I like to and I can. Is there anything wrong with that?
Anne: It could be said that you are leading him down a bad path, encouraging him to rely on a woman for his livelihood. However, if both of you accept the rules of the game you've started, I don't see anything wrong with what you're doing. I would advise you not to sign anything.
Dee: Good golly. You're almost 60 and you snapped up a young 20 something guy?? How the hell did you do that? Conversation, escort duties and all the fucking you can handle (or maybe more, dare I hope?). Life has treated you well woman! Tell those screwball friends and family that they're just jealous and if they can't get with the program, to buzz off. Take life by the horns! You can't make your friends happy and they shouldn't have the power to fuck up your happiness.
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