A Weekend in Chicago

Could there be anything more fun than meeting some of your best friends from high school in Chicago for a Rick Springfield show?

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I think not!

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Rick Springfield looked pretty hot from where we stood, but the rabid fans who arrived much earlier than we did prevented us from getting close enough to throw the thong Jane brought and he sounded like a bit of an asshole.

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Afterwards, Bob met us and took us to Boys Town for a drink.

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Jane met some nice young Boy Scouts at Sideways, a super hip gay bar.

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The next day, after brunch, we went to see Kinky Boots, a new musical based on one of my favorite films (which was based on a true story). It’s heading to Broadway this spring. Go see it, thank me later!

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We were invited to stick around for a focus group aftewards, where Andrea met Cindy Lauper (who wrote the score for the production) and we each secured an autograph.

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We decided to walk to dinner so we could explore the city and made our way to the Bean.

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Then we popped into Trump Tower for a cocktail.

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We ended the night at some fantastic Mexican place that had some of the best grapefruit margaritas I have ever had (which probably explains why I can’t remember the name of the restaurant!).

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The next morning, Jane and Andrea and I hopped on the train to head home.

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My flight to Philly was repeatedly delayed so I stocked up on Garretts popcorn to buy the love and affection of my coworkers. Then the flight out of Philly was delayed over and over, allowing me to stock up on pretzels in case Hurricane Sandy left us without power for an extended amount of time. I arrived home right before Sandy, and since we never lost power, we were able to heat the dozens of pretzels I brought back! Thanks, Philly!

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About isherri

I'm a family engagement expert who travels for work and for pleasure. In fact, I’m half hippy, half clown, latte sipping, brunch munching, MINI driving, rabid social media enthusiast.
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