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DEARSUGAR and Perplexed Penny Need Your Help. Do you think it's a smart idea to go out on a casual date with a guy (and his mom) who just cheated on you three weeks ago?

Dear Sugar,
My ex boyfriend is coming to Chicago with his mom for the weekend. I am wondering if he's coming to see me or if he is just coming to hang out in The Windy City for the weekend?

When he called, he asked me to go to the Beck concert with him and his mom on Saturday night. In the craziness of this phone call, I accepted, but after I hung up, I was unsure and very surprised that he called and invited me.

The break up is still pretty fresh. We broke up three weeks ago because he cheated on me. I have been sad and hurt ever since. Do you think that I should go? And if I do decide to go, what should I expect from the evening? Why does he want to hang with me and his mom? Perplexed Penny

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